Annapolis Single Family Real Estate

DREAM BIG!! Our Monroe Street listing in Annapolis is a prime Single Family Home for you to gobble up before the holidays hit! With loads of updates in recent years to include flooring, new front door, new refrigerator, updated bathroom(s), water heater, HVAC, basement waterproofing and more - come check this one out before it's too late. This fenced corner lot is located near TONS of shopping, restaurants, and downtown Annapolis - not to mention, it's a short drive to the Naval Academy. Step-up buyers, first time buyers, families and all walk's of life can find value inside of these walls. Cared for and maintained by the previous owner, the pictures don't do the size of this home justice. There's not a ton of opportunities to snag a single family home in the Annapolis area for under $350k, so if you're looking for the comfort of a "move in ready, but upgradeable" mentality, than 1015 Monroe Street is the home for you! Schedule a showing today to see all that the home has to offer!

1015 Monroe St, Annapolis

Listing courtesy of EXIT Preferred Realty, LLC. Contact: (443) 866-2020

$875,000

3 Beds ⋅ 4 Baths

Sprawling ranch home in the coveted water-privileged Saltworks on the Severn community. The open floor plan and spacious interior rooms features 3 bedroom, 3 full baths on the main level, great for one level living and lower level walkout with full bath. The private, serene location on 0.72 acres, is surrounded by woods and features a multi-tiered deck across the length of the home, a perfect spot to enjoy your morning coffee or evening beverage and watch the wildlife amongst the trees. The enormous kitchen with adjacent oversized Living room and cozy den with fireplace creates an ideal layout for large or small gatherings with friends or family. The luxuriously-sized Primary bedroom with ensuite connects directly with the back deck and overlooks the backyard and the skylights let in tons of light. The additional 2 bedrooms on this level including one ensuite bedroom are perfect for a large family or guests. Downstairs is filled with possibilities! The finished Family room with a conveniently located full bath adds more living space and provides the potential for additional bedrooms or whatever you desire. Completing the property is a 2 car garage with plenty of storage and a circular driveway for easy maneuvering. Located minutes away from shopping, Historic Annapolis, the Naval Academy, and the greater Washington D.C.-Baltimore area. Welcome Home!

545 Choptank Cove Ct, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$699,500

Call Heritage Harbour your new home. Offering this lovely 3 bedroom, 2 bathroom single-family home with partially finished walkout basement. Situated on a private cul-de-sac off Mastline Drive. Relax on your screen porch or deck while enjoying the manicured rear yard that backs to trees. This home has been loved and well maintained by the original owners. Property is freshly painted, newer carpet in some areas and is ready for you to move in. As you know, Heritage Harbour is an age restricted community offering great amenities, including; a waterfront lodge with community pier, boat slips and kayak/canoe racks. There are two pools, one in and one out with a large hot tub. Get a daily workout in the community gym, make Christmas gifts in the community woodshop or if you like join clubs and social groups. There’s a Par 3 golf course, new tennis courts and pickleball courts. If it’s billiards you love visit the huge billiards room at the lodge. If you need storage for your RV or toys There's an RV lot available to residents on a come first serve basis. Come see this beautiful home before it’s sold. Buyers pay a one time, community recreation fee at settlement of $2,075.00. Sold as is with right to cancel.

803 Bridgeport Way, Annapolis

Listing courtesy of Taylor Properties. Contact:

$419,900

Never before offered in an already rarely available neighborhood, this split foyer in Sylmac has everything you need to create a massive stylish home on the beautiful outskirts of historic Annapolis. Located just south of the park where the legendary Maryland Renaissance Festival is held and near the intersection of where Routes 97 & 50 merge in the rolling hills of suburban Annapolis. This stunner is situated on a maturely wooded and sloped lot that provides plenty of shaded outdoor entertainment space. Inside you will find a front and rear sunroom, bright and spacious main level with rear patio just outside of the kitchen and a fully finished basement with a fireplace. There's an attached 2 car garage with a driveway for several vehicles. All surrounded by mature trees and landscaping. Bring your ideas and HURRY !

875 Marengo St, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

$2,699,000

Maryland number one brokerage presents 139 Spa Drive, a Beautiful, Newly Constructed WATERFRONT Coastal-Inspired Single Family Craftsman home with one-car garage located on Spa Creek. Entertain friends and family in style and comfort from your spectacular, open floor plan offering massive walls of windows on each of three fully finished levels overlooking Spa Creek and your private pier. The custom kitchen features shaker cabinets, quartz countertops, custom tile backsplash, a full complement of Bosch appliances and a massive center island with seating and storage. Spend your fall and winter cozied up in the Great Room with access to a large deck overlooking a panoramic view of Spa Creek. The upper level includes a luxurious primary suite with a waterside balcony, gas fireplace, walk-in closet (ask about the additional upgrade options) and a spa-inspired primary bath with double vanity, free-standing soaking tub, frameless glass walk-in shower, and linen closet. There are two additional spacious bedrooms each with beautifully appointed bathrooms and a coveted 2nd-floor laundry room with storage. The 1,300 sq ft finished lower level is perfect for entertaining. The sun-filled, oversized walk-out recreation/family room is plumbed for a wet bar (ask about ice maker and beverage chiller allowance) and walks out to patio and professionally landscaped yard. Just think, no more docking at the marina or stopping at the store to get ice for your boat cooler! The lower level also includes a full bath, egressed 4th bedroom, and 2 storage areas. Seller is offering allowances toward the purchase of a washer and dryer, wet bar in the basement and primary walk-in closet fixtures. Custom features include 2x6 construction, exterior Hardi Plank siding and stone accents, Anderson high-efficiency windows, metal roof, 9 ft ceilings throughout, solid wood interior doors, extensive architectural detailing, engineered hardwood floors, paver driveway, bluestone front porch and rear patio, 3 separate zones for heating and A/C, propane tank fueling the two gas fireplaces as well as the kitchen range, full house sprinkler system with recessed heads, front and rear professionally landscaped yard with indigenous MD plants. Boating enthusiasts will enjoy the 90 ft. long and 16 ft. wide slip with 54 ft. finger pier plus 220 ft. platform, equipped with power and water with a 4.5 ft. MLW. The bulkhead to be replaced during pier renovations with like-kind materials. Permits in hand and design available for review (included) Lifestyle amenities include walkability, biking, boating to fine dining and shops. Easy commute to Washington DC and Baltimore. Please call the listing agent for further details and your private showing.

139 Spa Dr, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact: (443) 901-2200

$1,799,999

This is a boat lover's dream home located in the prestigious community of Wild Rose Shores, minutes from downtown Annapolis, yet in the tranquil setting of Little Aberdeen Creek. Virtually every room in this custom built home has breathtaking views across Little Aberdeen Creek to the South River. It includes easy walkout access to an L-shaped deep water dock with electricity, water and lighting consisting of a nearly 50' slip, a 10,000 lb boat lift and large floating dock for kayaks/canoe,etc. The family room boasts a floor to ceiling stone gas fireplace with gorgeous waterviews from every window and built-In bar. The open floor plan provides easy access to the spacious kitchen/pantry, and dining area with deck for entertaining. The spiral staircase in the dining area leads to the 2nd floor master suite, which also has a deck off the sunroom. The stairs from the foyer lead to the upstairs hall. There are 2 full baths on this floor separated by sliding doors, As well as a second bedroom with water view, and a bonus multipurpose room which can be a laundry, office, nursery, bedroom, or craft room with access to walk-in attic. On the main level, there is an additional primary suite as well as 2 rooms facing the street which can be used for office or formal area. The spacious walkout basement provides easy access to a side deck and circular patio with stone knee wall. Basement has a built-in bar, 1/2 bath, office space, large entertaining area, workshop and additional storage.Overall, this waterfront home offers a combination of exquisite views, great location, unbeatable boating amenities and luxurious living spaces, making it a truly exceptional property.

435 Ferry Point Rd, Annapolis

Listing courtesy of Blackwell Real Estate, LLC. Contact: (443) 221-4120

$799,900

Welcome to Chrisland Annapolis Cove Community, an oasis for the outdoor enthusiast! For the water lover there's a private marina with 50 foot pier, and a launch area for kayak, canoe or SUP boards. The community also offers a tot lot and basketball court. This stunning Colonial style home is located on a double cul-de-sac and exudes curb appeal with its brick front and dramatic columns. The home is bright and airy with an open floor plan accentuated by custom carpentry and millwork throughout. The main level is highlighted by gleaming hardwood floors and a gourmet kitchen, home office/den, living room with natural gas stone fireplace. The upper level offers 3 bedrooms with a shared hall bathroom and a primary suite with its own balcony overlooking the rear yard. An expansive lower level is completely finished with a large recreation area, full bathroom and bonus room. Enjoy warm weather entertaining in the fenced rear yard with a spacious deck. The purchasers of this home are offered the opportunity to join Bay Ridge Pool with its picturesque view of the Chesapeake Bay. Homes sell very quickly in this desirable neighborhood, don't delay!

3204 Britania Ct, Annapolis

Listing courtesy of RE/MAX United Real Estate. Contact:

$599,900

Welcome to this charming 3-bedroom home nestled in amenity-filled Hillsmere! Boasting a serene and inviting atmosphere, this residence offers a comfortable and modern living experience that will make you feel right at home. The spacious living offers beautiful hardwood floors and large picture window. The updated kitchen features Granite countertops, ample cabinet space, stainless steel appliances and breakfast bar. Whether you're preparing a family dinner or entertaining guests, this kitchen is both functional and aesthetically pleasing. The primary bathroom offers a newly updated bath, new flooring and offers beautiful views of the back yard. One of the standout features of this home is the screened porch where you can enjoy your morning coffee or host a dinner party in this inviting space while being shielded from the elements. The screened porch overlooks the beautiful backyard, providing a peaceful oasis for relaxation and outdoor dining. The finished basement is a versatile space that can be used for various purposes. It includes a well-appointed bar area and cozy wood-burning fireplace, making it an excellent spot for entertaining friends and family. Whether you're watching the big game, hosting a movie night, or simply relaxing, this space adds a whole new dimension to your living experience. Additionally, the basement offers a bonus room perfect for an office or exercise and plenty of storage! Community amenities include marina, beaches, playgrounds, outdoor pool, docks and boat ramps. Hillsmere is adjacent to Quiet Waters Park and is in close proximity to downtown Annapolis that offers a vibrant downtown scene and a wide array of dining, shopping, and cultural attractions. Convenient to shopping, restaurants and transportation routes, this home is sure to please!

427 Edgemere Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$3,000,000

Recently remodeled Craftsmen cottage in Epping Forest with captivating water views across Saltworks Creek to the Severn River. New roof, remodeled bathrooms, redesigned upper level with new spacious balcony, new stairs to the new floating dock and much more has been improved on this fabulous property. This highly coveted private gated waterfront community on the Severn River offers the perfect setting to celebrate the Annapolitan lifestyle and the charming 3 bedroom, 2.5 bath home with just under 1800 sqft., provides all the necessary elements for easy waterfront living. As you walk into the home the tall ceilings and natural light from the walls of windows and doors frames the beautiful setting and highlights the lush landscaping and water views. The stunning wood floors, updated finishes and thoughtful layout create a comfortable and striking interior space. The open floor plan is perfect for entertaining with the Gourmet Kitchen, Dining Area and Living Room with fireplace all seamlessly flowing out to the waterside covered porch; the perfect place to dine al fresco or head a few steps closer to the water to the seating area and roast some marshmallows over a fire pit as you watch the activity of the boats and waterfowl on the Severn River. The upper level boasts 2 bedrooms with shared bath and spacious private balcony off the Primary's bedroom offering breathtaking elevated views and cool summer breezes. The lower level contains a family room, bedroom and full bath for all those extra guests you are sure to have! The NEW deep water floating dock with 50ft boat slip is a boating enthusiast's dream and the location provides easy access to explore all of Annapolis's waterways and beyond. Exclusive Epping Forest Gated Community offers fabulous amenities including the clubhouse with waterside bar and grill, deep-water marina, sandy beach, boat ramp, tennis courts, hiking paths plus year-round activities including: July 4th fireworks, Labor and Memorial Day festivities, oyster roast and summer camps. There's so much fun to be had in Epping Forest, great social clubs include the boat club, volleyball leagues, swim team and garden club. Come and enjoy all that Epping has to offer! Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, D.C. Annapolis living at its best! Epping Forest is a Special Tax District, ($2552.57/yr.) with binding Rules & Regulations. Welcome Home!

327 Riverview Trl, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$632,500

Welcome to your future home in the picturesque neighborhood of Cape St Clair! Unleash your creativity and bring your vision to life with this gem, ready to be polished to perfection. Step inside to discover a spacious interior boasting traditional floor plans complemented by 9' ceilings on the first floor, which enhance the sense of space and light. Though in need of a touch of TLC, the bones of this home are robust and ripe with potential. The heart of the home, a gourmet kitchen, is complete with upgraded countertops, an island offering additional prep space, and energy-efficient appliances - including a cooktop, wall oven, and microwave. Adjacent to the kitchen, the family room invites warmth and conversation, amplified by the cozy fireplace, the perfect backdrop for memorable moments. As you explore further, you’ll find an attic providing extra storage or the potential to expand living spaces, according to your needs. Revel in the convenience of having a washer/dryer, ensuring laundry days are a breeze. Unfold your mornings gracefully in the dedicated breakfast area before stepping out to the large, screened porch. With a cup of coffee in hand, immerse yourself in the serenity that defines Cape St Clair, before retreating to the fully finished basement, a versatile space adaptable to your lifestyle. Every bedroom is a sanctuary, but the primary suite stands out with its large garden tub, where relaxation awaits. Wood floors sweep through the home, adding a touch of elegance. While some tender loving care is needed to elevate this home to its fullest glory, rest assured, the investment is worthwhile. With the bones of exceptional craftsmanship, each repair and enhancement will unveil a layer of the inherent beauty nested within. Nestled in a community that prides itself on water privileges, enjoy easy access to pristine beaches, boating, and an array of recreational activities that make every day a vacation. Your home is not just a dwelling but an experience, a retreat, and a slice of the Cape St Clair paradise. Seize the opportunity to transform this home into a masterpiece of your own, where every corner echoes your style, and every room is a testament to your journey. Welcome to a world where the potential is boundless and where every sunrise ushers in a wave of possibilities. Your canvas awaits – adorn it with the hues of your spirit! "This property may qualify for Seller Financing (Vendee)." If property was built prior to 1978, Lead Based Paint Potentially Exists.

1180 Bayview Vis, Annapolis

Listing courtesy of Coast To Coast Home Consultants INC. Contact: 760-927-8001

$649,000

4 Beds ⋅ 2 Baths

Expertly Renovated in Eastport, Annapolis Maryland! MUST SEE! DON'T MISS THIS OPPORTUNITY! See Details of work completed 2023 in MLS Documents Section, ENTIRE INTERIOR UPDATE w/ floor plan modifications include: (just to highlight a FEW): New Kitchen, Granite countertops, Stainless Appliances, New finished Wood flooring (Upper 1 level), New Luxury Vinyl Tile (Main Level).New Carpet (Lower level),New HVAC with ALL Ducts cleaned, Replaced all Roof sheathing w/ 1/2" CDX plywood & New Roof (30 yr shingles over single layer #15 felt ) , Electrical: Re-wired entire house to work with new Arc Fault Breakers(not all wiring was replaced) but brought up to current code etc., Plumbing: Replaced all water supply lines from basement main connection using CPVC pipe, Replaced all waste water lines from basement cast iron pipe connection using PVC pipe, New Water Heater. Foundation repairs made,, ALL NEW Exterior Window & Doors (except Front door), New Deck Off Kitchen/Dining area, ETC ETC.! Enjoy your New Lifestyle, Walk to EVERTTHING Annapolis and Eastport has to Offer especially Access to the Water!!!!, Come see this gem today!

1215 Van Buren Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 224-0600

$1,950,000

5 Beds ⋅ 3 Baths

Annapolis Waterfront Gem on Lake Ogleton – A Boater’s Deep-Water Paradise. 3104 Landfall Lane is a 5-Bedroom, 3-Bathroom, 3,100 square foot waterfront gem located in a cul-de-sac. The great room with stunning hardwood floors boasts double doors that open onto a large patio and deck overlooking the peaceful waters of Lake Ogleton. There are views of the lake from many rooms in the home where you can watch blue herons and osprey fishing alongside the intermittent kayaks and paddle boards. Boaters will appreciate the two deep water slips (6’ MLW) and 2,800 lb. lift as well as the sense of security vessels have tucked in the lake during storms. When it’s time to go boating, you’re on the Chesapeake Bay or the Severn River in mere minutes. Proximity to town makes a skiff ride to City Dock for an ice cream run a breeze! The home’s layout gives the owner many options. On one side of the main level, there is a waterfront room that could be used as a first-level primary suite with its walk-in closet and ensuite bathroom and there are two more bedrooms and a full bath. The dining room is next to the great room where the choices during your meal are enjoying the roaring fire and/or gazing at the water. The kitchen opens to the dining room making it convenient to serve your guests. A mid-level family room looking onto the cul-de-sac hosts a wet bar and could be used as a game room or TV room. Up a few more steps to the upper level is a completely renovated primary suite with sitting area, walk-in closet, and large bedroom with a balcony perched like a treehouse overlooking the lake … or just sit in bed with morning coffee and enjoy the view! The spa-like ensuite bath has gray marble-like ceramic tile, a double vanity, separate soaking tub and tiled shower. It truly is a getaway from the rest of the activities of the home. At the other end of the upper level is a renovated laundry room plus an additional area that can be used as an office or bedroom. A double garage with workbench provides protection from the elements and a place to tinker. 2023 new roof and many renovations since 2015. Enjoy Anchorage’s amenities which include a marina, swimming pool, boat ramp, half basketball court, and rack for kayaks and paddleboards. Anchorage is a small community (106 homes) with no cut-through streets and mature landscaping and is located 3.5 miles from downtown historic Annapolis, one mile from the 340-acre Quiet Waters Park, 35 miles from Washington D.C. and 32 miles from Baltimore. Do not miss the opportunity to purchase this gem located in one of the most sought-after Annapolis waterfront communities.

3104 Landfall Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686

$787,000

6 Beds ⋅ 4 Baths

Welcome to 1704 Treehouse Court, a stunning 5-bedroom, 4.5-bathroom house that is now available for sale. Situated on a spacious lot, this property offers an abundance of features and amenities that are sure to impress. As you enter the home, you'll immediately notice the beautiful hardwood floors that flow throughout the main living areas. The open floor plan creates a seamless flow between the living room, dining area, and kitchen, making it perfect for entertaining guests or spending quality time with family. The large owners suite is a true retreat, complete with its own private bathroom and ample closet space. Additionally, there is an in-law suite that provides a separate living area for extended family or guests. The highlight of this property is the outdoor space. Step outside onto the expansive deck, which offers plenty of room for outdoor entertaining and relaxation. Take a dip in the pool on those warm summer days or simply unwind in the sunroom while enjoying panoramic views of the surrounding nature. With a total size of 4148 square feet, there is plenty of room for everyone to spread out and find their own space. The property also boasts a fireplace, adding warmth and charm to the living area. Conveniently located with easy access to shopping, dining, and entertainment options, this home offers both comfort and convenience. With 5 parking spaces available, you'll never have to worry about finding parking for your vehicles. Don't miss out on this incredible opportunity to own a truly remarkable property. Schedule your showing today and experience all that 1704 Treehouse Court has to offer!

1704 Tree House Ct, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$550,000

4 Beds ⋅ 2 Baths

"Welcome Home" to this charming, newly renovated home in beautiful Eastport. This home boasts 4 bedrooms, 2 full bathrooms, gorgeous hard wood floors on main level and luxury vinyl plank throughout the basement. The open floor plan features a spacious kitchen with brand new stainless steel appliances and quartz countertops. Cozy up around the fireplace in the warm, inviting living room or gather your family and friends for an evening on the large screened in porch. The basement is fully finished and can easily be used for a large family, in-law suite, or rental income (especially since the home is located about 10 minutes from the Naval Academy). Enjoy off street parking, detached garage and double lot with huge fenced in yards perfect for large gatherings or even building a guesthouse. Minutes away from dining and entertainment.

1007 Jackson St, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: (888) 860-7369

$5,500,000

7 Beds ⋅ 9 Baths

A most extraordinary property for your extraordinary buyer. Enjoy an unparalleled lifestyle focusing on upscale yet comfortable living with exquisite craftsmanship with an emphasis on seamless indoor/outdoor living. This 3.5 acre waterfront estate ideally located just a few minutes from Downtown Annapolis offers the complete waterfront package! Private pier, 2 stall horse barn, heated inground pool, fully equipped bar with multiple game rooms, movie theater, home gym, home offices, guest quarters with separate kitchen and entrance, 4+ car garage, screened porch...the list goes on and on. This extremely private parklike setting with private pier and boat lift on Aberdeen Creek affords quick access to the South River and the Chesapeake Bay... the water adventures are limitless. This sprawling 7 bedroom, 7 baths, 2 half baths home is beautifully designed and updated with top of the line finishes and well thought out amenities. The stately Southern style architecture creates amazing curb appeal and the mature landscaping provides plenty of privacy. Located on one of the most coveted streets in Annapolis, you are minutes away from everything Annapolis/Eastport has to offer yet worlds away, surrounded by horse farms, a neighborhood vineyard and multi-million dollar estates. Remodeled, renovated and expanded from 2017-2019 by Purple Cherry Architects and expertly built by Bayview Builders, the awe-inspiring 2 story Great Room, screened porch with stone fireplace and the Primary's bedroom balcony additions were completed in 2019 along with a complete renovation of the ultra-lux Gourmet Kitchen with hidden pantries, and remodeled office, formal Living Room, Dining Room, Foyer and Mudroom. An additional Bedroom and bathroom was added to create all ensuite bedrooms upstairs along with the remodel of the existing upper level kids bedrooms and bathrooms. Head to the 3rd floor of the home to find 2 additional bedrooms with shared bath. Spoil your guests with separate accommodations in the completely private guest quarters above the garage in the east wing of the home with separate entrance, Kitchen, Living Room and 3 bedrooms with Full Bath, great option for multi-generational living, long term guests or potential rental. Ideally located just minutes from downtown Annapolis and quick access to commuter roads traveling to D.C., Baltimore, Eastern Shore and beyond. For those seeking a private, serene estate that makes every day feel like vacation, this is a dream home!

3054 Rundelac Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$699,900

Just waiting for YOU! Turn key condition. Move right in!! Amazing renovation in 2014 including roof, windows, siding, kitchen, water treatment, plumbing & electric. HVAC, gutters & downspouts replaced in 2015. Sewer lines from house to street replaced in 2015 - pvc with long term warranty. New well cap & fittings in 2021. Lovely ensuite Primary Bathroom remodeled in 2021. The heart of this home is the gorgeous gourmet kitchen featuring modern appliances, ample storage space, a center island that serves as the perfect gathering spot! Kitchen offers open floor plan to allow the owner to use the adjacent space as either a formal dining room or family room! Spacious laundry room in basement (but also there's a washer & dryer Hook-up in the large pantry on the Main Level. Oversized 2-car garage with shelving, wall organizers & work bench & access to attic with partial flooring & tons of storage. In addition there's a multicar driveway with motion sensor lights AND a separate graveled off-street parking for cars, boats or trailer/RV. Absolutely stunning fenced (6' cedar installed 2015), terraced rear yard with multi level entertaining areas - lower is a large wooden deck, upper level is flagstone & 10' x 10' shed. Truly a gardener's paradise! Arbors, pollinator garden, lilacs, goldenrod, mountain mint, hydrangeas, Japanese maples, heuchera, daylillies, forsythia, Joe Pye weed, hostas & so much more. Additional information on improvement & features will be available in the Documents Tab & a brochure in the house. Hillsmere is a Special Tax Benefit District with the $249 assessment is built into the property taxes. The Hillsmere Homeowners Association is voluntary. The $25 annual fee allows homeowners to utilize the most beautiful beach, picnic area on the the South River, the Marina with dock/slips, kayak rack (for an additional fee) & the Community Pool (Bond & fees required). Ideal location convenient to stunning Quiet Waters Park, Public Library, shopping, restaurants, downtown Historic Annapolis, City Dock & the United States Naval Academy. Don't miss out on this beauty!!

299 Hillsmere Drive, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686

$499,000

1491 Amberwood Dr S, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686

$600,000

Welcome home to 114 Simms Drive in the charming water privileged community of Admiral Heights! This lovely split-level home is nestled on one of the more quiet neighborhood streets and yet is still close to all this community has to offer -- community pool, community waterfront parks, as well as a short walk to the Navy Stadium and the shops and restaurants in West Annapolis. You'll feel right at home upon walking through the front door -- updated kitchen with a roomy kitchen island, open concept living/dining that is perfect for everyday living/entertaining complete with a wood stove fireplace, and a new sliding door leading to a fully fenced in backyard that is perfect for your two and four legged friends and family. Up just a few steps from the main level you'll find a shared full bathroom and three lovely bedrooms including a spacious primary with tons of natural light. The lower level is perfect for a rec room, office space or additional entertaining space -- lower level bonus features include a half bathroom, a workshop, and a built-in high top desk area that is perfect for work and studying. The lower level also offers a laundry room and access to the backyard. A few recent remodels and improvements include kitchen remodel, refinished hardwood floors, driveway resurfaced, new roof, 1/2 bath refresh, upgraded HVAC to a heat pump with oil back up, and much much more..... This is a fantastic opportunity to live in one of the most sought after Annapolis neighborhoods! The sellers have done everything right to bring this lovely home up to date - priced perfectly for a quick sale - do not hesitate on this one!!

114 Simms Dr, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$965,000

6 Beds ⋅ 6 Baths

This stately colonial home is located in the prestigious Kingsport community and offers an array of features and amenities that make it a standout residence. With a total of 6 bedrooms, 4 full baths, and 2 half baths, this home provides ample space for comfortable living and entertaining. Key Features: Spacious Layout: Gleaming hardwood floors adorn the top two levels of the house, creating an elegant and welcoming atmosphere throughout. The rooms are generously sized, ensuring plenty of room for various activities and gatherings. Cozy up to the gas fireplace as cool weather approaches Upstairs Living: The upper level consists of 4 bedrooms and 3 full baths, offering both convenience and privacy. Walk-in closets in some of the bedrooms provide ample storage space. A catwalk connects these rooms, spanning the two-story foyer and family room, adding a unique architectural touch. Double Staircase: Accessing the top two levels is made easy with a double staircase, which not only adds to the aesthetic appeal but also enhances the functionality of the home. Luxurious Touches: The main level boasts Swarovski crystal chandeliers, adding an element of luxury and sophistication to the living spaces. Versatile Basement: The basement serves as an additional living or entertainment area, complete with 2 large bedrooms, one full bath, and one half-bath. This level also includes a spacious family room, a well-equipped kitchen, a dining area, and a convenient laundry room. This versatility allows for various uses, including multigenerational living space, au pair quarters, or potential rental income. Investment in Infrastructure: The property has seen significant investments in its infrastructure, ensuring peace of mind for the homeowner. The water heater and HVAC system are only two years old, providing efficient heating and cooling. The roof was installed in 2010, offering long-term protection and durability. Overall, this colonial home in the Kingsport community combines elegant design with practical features, making it an attractive option for those seeking a spacious and well-maintained residence with potential for various living arrangements.

704 Caleb Ln, Annapolis

Listing courtesy of Weichert, REALTORS. Contact: (301) 970-3645

$625,000

2 Beds ⋅ 2 Baths

RARE COMMERCIAL/RESIDENTIAL FORECLOSURE IN ANNAPOLIS!! Structure is ready for your build-out. Location was prior used a dress shop. Home comes with hardwood floors, 2 Full bathrooms, rear deck, rear shed, separate entrances and 12 car off-street parking! Home is being sold AS-IS, Seller will make no repairs. All offers must have $1000 deposit and proof of deposit. Buyer responsible for all due diligence on condition of home. So much potential! Make this your today!!

40 Oak Ct, Annapolis

Listing courtesy of ExecuHome Realty. Contact: (443) 632-3000

$935,000

903 Scupper Ct, Annapolis

Listing courtesy of Real Broker, LLC. Contact: (844) 450-0442

$515,000

Don’t miss this great opportunity to own this split foyer home in the beautiful water access community of Hillsmere Estates. Put your special touches on this three bedroom home with approximately 1800 sq ft of finished living space including multiple spacious living areas with one full bath and 2 half baths. Hardwood floors extend to all bedrooms, the living room, and the dining room. In addition, the living room features a large bay window that offers loads of natural light as well as a brick, wood burning fireplace. The lower level features a recreation room with a wood stove as well as a large workshop/utility/laundry area with ample storage. Enjoy outdoor living from either the spacious screened porch with peeks of seasonal water views or the equally large sized lower deck accessed through the walkout basement. Located on a no thru street, this beautiful property is enhanced by a peaceful, private setting, a generously sized (half acre) yard with mature trees, an outdoor shed, and plenty of driveway parking. Hillsmere Estates offers exceptional community amenities, including a sandy beach, pavilions, grills, waterfront playgrounds, swimming area, volleyball, a boat ramp, and a community pool.

605 Ridge Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$6,800,000

5 Beds ⋅ 6 Baths

Winchester-on-the-Severn Waterfront! This modern home is only surpassed by the all encompassing, elevated views of the Severn River. Joy Custom Design Build, one of the regions premier custom home builders just completed a total renovation of this fine estate. Exquisite finishes are the hallmark of this elegant 5 bedroom 5.5 bath brick home where no details were compromised in presenting a home of distinction. Floor to ceiling sliding LaCantina glass doors blur the line of indoor and outdoor living and showcase the water beyond. If you can look away from the view, the marble slab fireplace, beamed ceiling and wet bar truly elevate the scene in the spacious great room. The chef's gourmet kitchen is sure to impress with Wolf and Sub-Zero ultra premium appliances and is well-equipped for large parties or intimate dinners at home. With more walls of glass and expansive waterside IPE deck, the dining room and family room are thoughtfully located to take in the view and create a wonderful atmosphere for entertaining. The opposite wing of the home is dedicated to an executive level office space with built-ins and the glorious ultra-luxe primary suite which features soaring ceilings, endless views, coffee/wet bar, 2 custom walk-in closets and the most luxurious bathroom with heated porcelain floors, soaking tub, glass enclosed walk-in shower and 2 vanities. Completing the main level is the guest room with full bath, laundry room, mudroom and powder room. Upstairs enjoy framed views of the water from light-filled seating nooks, 3 bedrooms, 3 baths and multiple bonus rooms, perfect for a play room, gym or teen hang-out space. The unobstructed sweeping panoramic south facing views abound which embodies the quintessential Annapolis waterfront lifestyle. Sit back and watch the ships navigate the local waterways from the expansive IPE deck with glass railings or head out yourself from your private deep water pier with tram access. Voyage out under the Severn River bridge to Annapolis and beyond. This magnificent property stands proudly in the coveted Winchester-on-the Severn community which boasts THE best beach on the Severn River plus tons of community amenities including a boat ramp, (4) piers, marina, beach pavilion, playground, and dog beach, plus the Chase Creek swim club and the B&A Trail is right up the street. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis and Severna Park. Convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly special property with EPIC water views and a great neighborhood setting, this is one opportunity you don't want to miss!

205 Winchester Beach Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$1,595,000

Extraordinary mid-century modern waterfront home in coveted Hillsmere Estates community in Annapolis and this home is located just steps from the private entrance into Quiet Water's park. This special residence offers the perfect elevation to behold the vast views across Lake Hillsmere; a wonderful sanctuary for boaters, waterfowl and wildlife. Enjoy watching the ever changing scenery from almost every room or from the expansive rear deck and lower level patio; both are ideal for entertaining or relaxing all year long. The well appointed interior boasts painted wood vaulted ceilings, exposed beams and gleaming hardwood floors throughout the main level. The gourmet Kitchen with integrated breakfast nook flows into the spacious Living room and Dining room with the floor to ceiling brick double sided fireplace as the focal point. A cozy place to gather on a cool winter night! The Primary bedroom suite on the main level exudes a true sense of peace and serenity with the panoramic water views and a luxurious spa like bath featuring, double sided gas fireplace, double sinks, soaking tub, huge walk-in shower and enviable custom closet. Head down the stairs to the lower level walkout with walls of glass to enjoy the Family room with additional fireplace, 2 spacious and light-filled bedrooms with shared bath and a bonus area that is perfect for a home office, gym or guest bedroom. The Hillsmere Estates community boasts a community pool, community beach with pavilion, playground and picnic area, and the close proximity to public/private schools, restaurants/shopping and Quiet Waters Park provides endless year-round activities to enjoy. Welcome Home!

103 Fogle Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$699,900

Absolutely no need to downsize when you have the opportunity to call Heritage Harbour your new home. Presenting this exquisite 3-bedroom, 3-bathroom single-family residence, boasting a spacious and unfinished basement, perfect for all your storage needs. With a two-car garage, gleaming hardwood floors, and a cozy fireplace, this home exudes warmth and comfort. Nestled against a serene backdrop of lush woods, you'll relish the tranquility. Convenience meets modern living with central vacuuming, making maintenance a breeze. But that's not all! Heritage Harbour offers a treasure trove of community amenities, including a waterfront lodge with boat slips and kayak/canoe racks for the water enthusiasts. You'll also find a Par 3 Executive golf course, numerous tennis and pickleball courts, indoor and outdoor pools, a fully-equipped workout room, and a billiard room for recreation. Need storage for your RV or boat trailer? There's an RV lot just for you. As a cherry on top, there's an exclusive community restaurant reserved solely for members to savor delightful meals together. And the list of perks goes on and on. Discover the perfect blend of comfort, convenience, and community at Heritage Harbour, where this remarkable single-family home awaits you.

511 Coover Rd, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$1,695,000

Exquisite 2017 Fully reconstructed, renovated and expanded Home - Modern Luxury from the Studs Up! Prepare to be impressed by this stunning 4 bedroom, 4 bathroom home, completely reimagined and rebuilt in 2017 from the ground up. This project was executed with precision and a commitment to quality craftsmanship, ensuring lasting beauty and functionality. No detail was spared in the transformation of this cape cod, resulting in a masterpiece that effortlessly combines elegance with functionality. Step inside to discover an open and airy layout with clean lines, high ceilings, and tasteful finishes that create a sense of contemporary luxury. Enjoy spacious and comfortable bedrooms with ample closet space. The master suite is a private retreat with a walk-in closet and a spa-like ensuite bathroom. Located in the highly desirable neighborhood of Admiral Heights, adjacent to the community waterfront pier and kayak launch, minutes away from Downtown Annapolis, a short walk to the Navy Stadium, West Annapolis, parks, shopping, and dining. Commuting is a breeze with easy access to route 50 and 97. Offering a turnkey experience in a prime location. If you're seeking a move-in ready, fully renovated masterpiece, this is the one! Schedule a showing today to experience the true essence of this remarkable property. There is no formal HOA. However, Admiral Heights offers a voluntary community improvement organization that residents can join, for $50/year.

338 Dewey Dr, Annapolis

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005

$1,250,000

Move right in to this classic and charming Murray Hill colonial built in 1942. Fabulous 2015 addition and renovation included a family room, kitchen, romantic screened porch, primary suite and bath with balcony as well as new roof, gas furnace, and gas hot water heater. Third floor attic has been framed and has A/C and heat which adds an additional 390 sq feet to the 2488 sq. feet on the 1st and 2nd floor. Can be insulated under current permit. Hardwood floors, wood doors, and plaster walls in the original house. Custom light fixtures and ceiling fans. Fabulous side entrance mud room/laundry room has an original brick wall, and half bath. It is perfect for unloading groceries and book bags! Unfinished basement is perfect for workshop and extra storage. Driveway for one car. Fabulous walk to town location and just a few blocks to Spa Creek for kayak access.

22 Steele Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686

$875,000

CANCELLED - OPEN HOUSE SUNDAY. Due to the weather and multiple offers the open house has been cancelled. This property, nestled on just over an acre, embodies the essence of a luxury treehouse tucked amidst nature's embrace. The landscaping is meticulously designed, offering glimpses of Broad Creek's waters, after the autumn leaves have fallen. The great room is an awe-inspiring space with its cathedral ceiling, abundant natural light, and a cozy fireplace. Adjacent to this is the expansive kitchen, seamlessly blending with the great room to facilitate easy entertaining. It showcases custom cabinetry, stainless steel appliances, a convenient mini bar/prep area, and stunning stone countertops. Moving down the hall, discover a full bathroom featuring a double vanity and two large bedrooms. Ascend to the loft, a versatile space perfect for a home office, hobby haven, or a peaceful reading nook. On the upper level, you'll find the spacious primary suite boasting a bright and airy bedroom. This suite includes a walk-in closet, a second closet, and a beautifully updated bathroom featuring a double shower and double vanity. The lower level is thoughtfully finished to encompass a family room with a wood stove, a 4th bedroom a full bathroom with a shower, a laundry room, and two additional areas. This level offers a walk-out to the patio. This level has the potential of serving as the ideal in-law or guest suite. The hardwoods have been beautifully refinished along with a fresh coat of paint to showcase this beauty. Venturing into the backyard is a visual treat, with a substantial back deck offering ample space for gatherings and relaxation. Imagine hosting vibrant parties or savoring that first morning coffee in this inviting outdoor haven as it backs up to 20+ acres of protected open space. Additionally, the property features a detached 2-car garage and a generously sized parking area. This property is a dream location, close to everything the vibrant Annapolis area offers. Downtown adventures await - from delightful dinners to captivating shows. For your shopping needs, Whole Foods, Target, and an array of stores are just a quick trip away. Nature enthusiasts will appreciate the proximity to numerous nearby parks, inviting exploration and outdoor enjoyment.

640 Pinewood Dr, Annapolis

Listing courtesy of Caprika Realty. Contact:

$450,000

Welcome to 1018 Kensington Ave, a delightful Cape Cod-style home nestled in the heart of one of Annapolis's most sought-after neighborhoods. This home offers the perfect blend of classic charm and modern convenience, with three bedrooms, two bathrooms, and a finished basement. Step inside, and you'll find a warm and inviting interior. The main level features a cozy living room with hardwood floors and plenty of natural light, creating a welcoming space for relaxation and entertaining. The adjacent dining area is perfect for family meals or gatherings with friends. This home boasts three comfortable bedrooms, each offering a tranquil retreat. Two full bathrooms provide convenience for family and guests. The finished basement adds valuable living space to this home, making it a versatile area for a home office, recreation room, or additional living space. It's a great place to unwind or pursue hobbies. Step outside to your private backyard oasis, complete with a deck and lush landscaping. It's the perfect spot for outdoor dining, gardening, or simply relaxing in the fresh air. Prime Location situated in a great neighborhood known for its friendly community and proximity to Annapolis's amenities. Enjoy easy access to shopping, dining, parks, and much more.This charming Cape Cod home offers a fantastic opportunity to own a piece of Annapolis's history in a wonderful neighborhood. Don't miss your chance to make this house your forever home.Schedule a showing today and discover the potential of this lovely property. Your dream home awaits!

1018 Kensington Way, Annapolis

Listing courtesy of Keller Williams Flagship of Maryland. Contact:

$1,895,000

Charming deep water home on Chase Creek in Winchester-on-the-Severn. Over 3,200 sqft of living space spread across 3 levels with walls of glass to capture the serene water views. Open bright interior, totally renovated kitchen and 4 ultra luxe baths. Deep water pier with 50' slip, 20,000 boat lift, PWC lift & 50 amp shore power. To many upgrades to list including: Architectural shingle roof, Paver drwy, 20KW Generator, Outdoor shower, Sauna, (2) waterside composite decks, custom landscaping, lighting and terracing. Just minutes to Rt. 50 and downtown Annapolis. Winchester-on-the-Severn is a fabulous community with public water, natural gas and THE best private beach on the Severn River. The community amenities are second to none, including a boat ramp, (4) piers, marina, beach pavilion, playground, and dog beach, plus the Chase Creek swim club and the B&A Trail is right up the street. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis and Severna Park. Convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly unique property with stunning water views and a great neighborhood setting, this is one opportunity you don't want to miss!

1505 Circle Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$660,000

Maryland's local brokerage proudly presents 209 Broad Oaks Lane. This 3000 sq foot beautiful 4 bed 3 bath at the end of the cul de sac with an open floor plan won't last long! Upgrades galore! The kitchen is equipped with new leathered granite, high-end stainless steel appliances. Brand new flooring throughout! Vaulted ceilings, first-floor full bath/laundry combo. Spacious bedrooms upstairs and a massive finished lower level with 1000 sq feet of living space and stunning engineered wood flooring. Wrap around deck with a wooded view! HVAC and water heater are less than a year old! Oversized 700 sq foot garage incudes tornado shelter and EV charging station. This house has it all! Welcome Home

209 Broad Oaks Ln, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact: (443) 901-2200

$715,000

This is the one you have been waiting for! This stunning home in the coveted neighborhood of Hunt Meadow won't last long! 4 Bedrooms 2.5 Bath, on Cul-De-Sac, has beautiful hardwood floors throughout the main level. The eat-in Kitchen boasts a large pantry, stainless steel appliances, recessed lighting and overlooks the expansive fence-in back yard with a brick patio, custom fire pit and a cute playground. The Primary suite has a large closet, beautiful bathroom with marble flooring and subway tile. The additional bedrooms are well laid out with lots of space. In addition to the covered front porch and garage you also have an Irrigation System that will help you maintain your lawn and landscaping, . Hunt Meadow has multiple amenities including a community pool, tennis courts, basketball courts, ample walking/biking trails and lots of community events. Perfect for commuters: quick access to Downtown Annapolis and to Baltimore, DC with quick access to 50 and 97.

304 Pytchley Run, Annapolis

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005

$1,080,400

Elegantly designed brick-front and beautifully maintained executive colonial located in the Broadneck Penisula among other community colonial homes near to historic Annapolis and great area amenities. Large home with Stately dual staircase foyer with majestic two-story family room with grand windows, a private room with glass doors for your baby grand piano, and a convenient sunroom that walks out to your large, raised deck that overlooks a private wooded backyard. Kitchen with upgraded cabinets, granite countertops, and stainless appliances. A large eating area with wonderful built-ins for storage and displaying your collectibles too. 4 large bedrooms. Master bedroom with his and her walk-in closets. Luxury master bathroom with lovely soaking tub and large shower. Jack and Jill bedrooms and bath. A large private bedroom with its own on-suite bathroom as well. The upstairs hallway overlooks the great family room and foyer and grand windows allowing lots of light into this beautiful home. Two-car garage, first-floor laundry, and huge finished walk-out basement to a private rear patio. The basement is finished to include large storage areas and a full bathroom as well. An upgraded paver walkway from the front of the home allows easy access to your private walk-out basement. Great potential for a large in-law apartment should that be a possible buyer’s need now or in the future. Wonderful raised front porch to sit and enjoy your afternoon sunshine that overlooks an exceptionally large court. The community HOA cuts and edges the grass. The home has a complete yard watering system with a sensor so that the system does not water on rainy days and a whole house Generac 22KW generator that works automatically during any power outages that run on piped-in natural gas and will run until the power returns. An awesome safety feature and living convenience. The home has an alarm system. Come, make this low-maintenance home with its great features yours. It will not last long!

624 Samantha Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000

$470,000

Deadlines for ALL OFFERS is Monday 9/25 @ 5pm. This charming and cozy Cape Cod offers a move-in ready, updated home. Sitting on a quiet street with driveway parking that can be extended through the gate. A fully fenced yard with a full length deck offers enjoyment of the outdoor space. A NEW Shed in 2021. NEW Drapes and window treatments in 2021. NEW flooring and NEW carpet in 2021. NEW gutter filters installed in 2021. NEW Hot Water Heater in 2021. Verizon FIOS in 2022. Chimney repair in 2022. Encapsulated crawl-space with dehumidifier and inside home access in 2022. NEW ROOF in 2023. The main level bedroom with full bath provides one level living. Custom built-ins utilizing every corner. All that's left is to put your furniture in and start enjoying the Eastport lifestyle. A half mile to one mile walk gets you to the bakery, the produce stand, great restaurants and over the bridge to downtown.

1210 Mckinley St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: jim.parks@cbmove.com

$625,000

Looking for a beautiful, water privileged community and a spectacular house? This is it! Welcome to a light-filled custom home with soaring ceilings, 3 expansive bedrooms, 2 completely renovated bathrooms, hard wood floors throughout, and a terrific loft perfect for an office or 4th bedroom. The open floor plan features a gourmet kitchen with 42" cabinets, dining room, living room with two story ceilings and a wood burning fireplace. The expansive primary bedroom has an ENORMOUS closet and en suite spa like bathroom. All bedrooms are generously sized. Step out of the living room onto the new, multi-level deck into the beautifully landscaped yard. Bonus feature is a FANTASTIC little house with a fully screened-in porch that would make an ideal artist studio, exercise room, or playhouse for adults or kids! All spruced up and ready for you! New roof and skylights, new decks, both bathrooms recently renovated, freshly painted inside and out. Move in ready! This bucolic water privileged community of Bay Highlands is a nature lovers paradise. Just down the street from the house is Augusta Park with basketball court, playground , open field and picnic area. Head over to Aldridge Park for water access. There is a boat ramp, pier and rack storage for kayaks and paddle boards. This wonderful neighborhood filled with mature trees is surrounded by water on three sides. Come and discover this gem!

1245 Crummell Ave, Annapolis

Listing courtesy of McEnearney Associates, Inc.. Contact:

$875,000

Welcome to this extraordinary and rarely available brick-front colonial, featuring 4 bedrooms and 3 1/2 baths in the highly desirable Bowen Manor Subdivision. The home boasts over 4000 square feet of finished living space. As you step inside you're welcomed by a well-appointed office space, featuring custom built-in cabinetry and granite countertops. The formal dining room features a tray ceiling, crown molding, elegant lighting, and a butler's pantry steps away. The dining room adjoins the formal living room. The heart of the home lies in the thoughtfully designed kitchen, featuring stainless steel appliances, a functional island, and a pantry for all your storage needs. This space seamlessly transitions into the inviting family room, complete with a gas fireplace and upgraded LED recessed lighting, creating a cozy and inviting atmosphere. Floor to ceiling windows allow natural light to grace the area. The adjacent roofed deck off the kitchen provides an ideal spot for outdoor relaxation and entertaining. On the impressive upper level, you'll find the latest upgrade – brand-new hardwood flooring that spans throughout. The large primary bedroom includes a tray ceiling, a walk-in closet, and a primary bathroom with double vanities, a soaking tub, and a stall shower. The upper level also showcases three more spacious bedrooms and another full-sized bathroom. Practicality is enhanced with a full-size laundry room on this level. The fully finished lower level reveals a spacious recreation room, perfect for entertaining or unwinding. Accompanied by a bonus room and full-sized bathroom, this level offers versatility and functionality to suit various needs. Abundant storage options ensure a clutter-free living space, complemented by a 2-car garage. Beautiful hardscaping, with a sprinkler system and paver stones from the front of the home to under the rear deck. Notable updates include the HVAC replacement in 2023, as well as a repaved driveway and fresh paint, all reflecting meticulous pride of ownership throughout.

231 Bowen Ct, Annapolis

Listing courtesy of Weichert, REALTORS. Contact: (301) 970-3645

$1,975,000

5 Beds ⋅ 5 Baths

Perfectly sited waterfront home overlooking the beautiful South River! Take in the panoramic views from almost every room in the house or relax and enjoy watching the wildlife and boating activity from the multiple decks and stone patios. The elevated southern exposure creates endless views and captures beautifully colored skies at sunset. With 3 finished levels, 5 bedrooms, 4.5 baths including the full bath and bonus room/bedroom in the detached garage, deep water private pier and plenty of outdoor living space; this property has something for everyone and ample room to accommodate them! The high ceilings and brand new windows throughout frame the water views and allow tons of natural light to pour in. The Living room features a cozy wood-burning fireplace, open floor plan and access to the full length balcony that connects to the Kitchen/Dining area. Newly refreshed in 2015 the chef's Kitchen is equipped with an abundance of cabinets, counter space, high-end appliances and the views will inspire! An oversized powder room and adjacent bonus room complete the main level. The waterside Primary suite with luxurious bath is the best place to unwind after a long day, and sitting out on the adjoining private balcony overlooking the South River will melt away any stress. The secret passageway up to the striking turret will delight family and guests of all ages! The lower level walkout doesn't disappoint with additional living space, bedroom and bathroom and direct access to the expansive stone patio. Need even more space? The detached 2 car garage offers a full bath and spacious room perfect for a gym, home office, guest room or whatever you can dream up! The convenient tram makes getting to the water accessible to all and as easy as a push of a button. The deep water pier with a 40,000 lb boat lift is sure to satisfy any boating enthusiast. Keep multiple boats ready to cruise down the South River out to the Chesapeake Bay and beyond. Welcome Home!

789 Sonne Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$690,000

3 Beds ⋅ 4 Baths

Offer deadline Monday Sept 25th at 10AM. Maryland's local brokerage proudly presents 328 Windell Ave in the desirable location boarding Admiral Heights and Germantown-Homewood (no HOA!) walking distance to the Navy stadium and less than 10 min drive to downtown Annapolis. This A+ condition colonial home offers over 2,100 finished square feet across 3 levels, a 1 car attached garage and space for 4 cars in the driveway. The backyard is everything you could want with a large flat grass space fully fenced in connected to gorgeous hardscape patio perfect for entertaining around a fire pit and large back deck. Fun fact the owners even got married in this backyard! Inside you’ll find a comfortable floor plan with living room, dining room, updated kitchen and 1/2 bathroom on main level. Upstairs offers 3 bedrooms one being a huge owner's suite and ensuite bathroom and the other two rooms have an additional full hallway bathroom. Basement is fully finished with plenty of rooms for storage, another full bathroom, full laundry room, and walk out to outside. Major seller improvements include all new interior windows, front door and sliding glass door through Thompson Creek, new hot water heater, new kitchen appliances, and much more. See upgrade sheet for all upgrades and additional information. 3D Walkthrough Available. Come enjoy what Annapolis has to offer in this beautiful move in ready property! This one truly has it all!

328 Windell Ave, Annapolis

Listing courtesy of Next Step Realty. Contact:

$390,000

1 Beds ⋅ 1 Baths

Annapolis Cottage in Waterfront Community - This cottage is a gem! Located in the desirable waterfront community of Bay Highlands, this quaint and charming one-bedroom/one-bathroom home features an open layout floor plan with direct access to a large, private deck great for entertaining and overlooking the wooded backyard. This corner property has three (3) parking pads, an 8’ X 16’ shed and an unfinished 250 sq. ft. basement for utilities and storage. Additional storage in a 500 sq.ft. attic. No Condo or HOA fees and you have water amenities! As a resident of Bay Highlands, you have water access at Aldridge Park that has a pier, a boat ramp and a rack for paddleboards and kayaks. You can walk down to Augusta Park and enjoy the large field with a basketball court, a playground and picnic area. Bay Highlands was established as a private community in 1956. It is surrounded by water on three sides by Oyster Harbor Creek and Blackwalnut Creek. On the east it abuts the towns of Highland Beach and Venice Beach. The owners have invested in new blinds, new lighting fixtures, new entrance door, new basement metal door and new bathroom vanity. Also, the open kitchen with breakfast bar has a new refrigerator, new free-standing electric range, new Kraus sink with new faucet, and a new garbage disposal. The living area has a recessed built-in wall unit with shelves and storage, and sliding doors with access to the ample deck great for entertaining. The primary bedroom has wainscoting panels, access to the attic with pull-out stairs, plenty of lighting and sliding doors towards the private deck. There is a laundry closet with an electric stacked wash/dryer combo. The cottage has the same flooring throughout and plenty of lighting. Whether a permanent residence, a getaway or an investment property, this is a spectacular opportunity to live in a waterfront community, and enjoy boating, paddle-boarding, kayaking or watching the wildlife. Conveniently located, 3.5-miles from downtown historic Annapolis, 1-mile from the 340-acre Quiet Waters Park, 35-miles from Washington D.C., and 32-miles from Baltimore. Do not miss the opportunity to purchase this gem!

1259 Crummell Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686

$550,000

Experience the epitome of single-story living in this rare gem: a 3-bedroom, 2-bathroom rancher nestled within the coveted Heritage Harbour community. Revel in the picturesque curb appeal set in an idyllic location, tucked away on a tranquil street culminating in a serene cul-de-sac. Boasting a generous 2,277 square feet of living space, including a walk-out finished basement, this home is adorned with gleaming hardwood floors gracing the entire living area, complemented by a charming fireplace in the inviting living room. The open kitchen and dining area provide a seamless flow for both everyday living and entertaining. Convenience reigns supreme with the main-level laundry. Step outside through French doors to a spacious upper deck, offering breathtaking views of the lush woods—a perfect spot for unwinding and relaxation. The lower level contributes a family room and ample storage, ensuring all your space needs are met. Privacy is paramount, as the property backs onto woods, providing an unrivaled backyard sanctuary. Built in 1983, this home boasts a paved walkway and a two-car garage equipped with built-in storage. The peace of mind of a new roof installed in 2019 adds to the appeal. At the heart of community life lies the Community Lodge, boasting an auditorium, indoor and outdoor pools, a fitness center, library, recreational activities room, woodwork shop, and various meeting and educational spaces. Beyond the Lodge, discover an outdoor pool and picnic area, a horseshoe pit, a bocce ball court, and a scenic walkway leading to the waterfront along the South River. Tennis and golf enthusiasts will relish the nine tennis courts, nine-hole golf course, and clubhouse complete with a pro shop and dining room. Additional secure storage for RVs and boats is conveniently available within the community. Commuting and entertainment are made effortless with community transportation, proximity to the Anne Arundel County Farmer’s Market, and access to award-winning restaurants, including both indoor and outdoor dining options. The Annapolis Mall, Annapolis Town Center, Downtown Annapolis, commuter routes, and BWI Airport are all within easy reach, offering the best of city living in a tranquil suburban oasis. This property is an estate sale and is being offered As-Is, and it is in excellent condition. New buyers will appreciate knowing about the community's one-time Recreation Fee of $2,000 and setup fee of $75, payable to Heritage Harbour at closing. ** Check out the iGUIDE virtual tour and schedule your visit today ! **

844 Woodmont Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: (888) 860-7369

$950,000

5 Beds ⋅ 5 Baths

Impeccable 5 BR, 4.5BA, 3 car garage home on a cul de sac lot with a first floor owner's suite and an integrated home audio / visual system included! Meticulously maintained after whole home renovation! New roof, windows, siding, HVAC, water heater and more! Gleaming hardwood floors on main! Formal living and dining rooms! Chef's eat-in granite kitchen with gas cooking and stainless steel appliances leads to both the family room and the large, private outdoor deck with mounted TV! Main level owner's suite with walk in closet, double vanities, corner soaking tub and stall shower! Upper level en-suite bedroom and two bedrooms connected with jack and jill bathroom! The walk-out entertainment level includes wet bar with built in kegerator, pool table, ping pong table, bedroom, full bath, storage and a movie room with whole home audio hub, mounted TV and comfortable movie seating! Not to be outdone, the 3 car garage has finished floors and custom cabinets! Everything Annapolis has to offer is just moments away! Call today for your private showing!

1384 Sunwood Ter, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: (833) 335-7433

$1,400,000

5 Beds ⋅ 5 Baths

Opportunity knocks for a fabulous waterfront property waiting for your clients to make it their own. The home next door just sold for 3.1 million in May! Nestled on an extremely private 1.5 acre wooded lot with beautiful views of Broad Creek. (Tax records are incorrect) This property boasts 179 ft of waterfront, stairs to pier with 3 slips with 25' boat lift (in need of repair). Fully independent separately zoned au pair suite can be utilized or combined for nearly 4000 sq ft of livable space. Detached studio over 2 car garage plus an additional separate garage for ample storage and parking. You could renovate and expand the current home or build the house of their dreams. Sellers installed 2 dry wells for extra capacity for future expansion. - This home needs updating but a real diamond in the rough-Don't miss out on the opportunity to make this Annapolis Waterfront your own! Quick and easy access to commuting to DC, Baltimore and minutes to Downtown Annapolis!

578 Pinewood Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686

$1,595,000

3 Beds ⋅ 4 Baths

This captivating Craftsman home with modern guest house provides the ideal setting for celebrating the Eastport lifestyle and is in the best location for exploring everything Annapolis/Eastport has to offer. The picturesque picket fence welcomes you onto the property and the front porch swing is the perfect place to unwind after a long day or have your morning coffee. The charming details from the 1920's are beautifully preserved throughout with the modern convenience of an updated kitchen, bathrooms and lighting fixtures. The open floor plan creates a wonderful entertainment space and the spectacular kitchen with large island makes hosting large or small gatherings a breeze. The full bathroom and mudroom adjacent to the expansive rear deck is conveniently located to encourage the party to spill outside and creates the ideal setting for indoor/outdoor living all year round. Upstairs enjoy 2 bedrooms with soaring ceilings, exposed beams, beautiful finishes and the luxurious bathroom featuring double sinks, curated finishes and soaking tub with shower. The quaint garage has been converted to a stunning guest house with spacious main level featuring 2 story ceilings, fireplace with built-in bench/TV entertainment area, sleek modern kitchen with enormous island and powder room. Upstairs is a loft bedroom, walk-in closet and full bath with catwalk balcony overlooking the space below. The coveted off street parking space and an abundance of street parking is a rare find. This property is the perfect location for a permanent residence, weekend getaway home or rent one or both dwellings to generate income all year long. Stroll the artful and nautical streets to amenities like; five-star restaurants, pubs and street-end parks with hidden treasures. Not to mention you are merely steps away from downtown Annapolis and Naval Academy. Annapolis offers the perfect balance of small-town charm and big world sophistication. Located just 5 miles to Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC.

813 Chesapeake Ave, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$1,695,000

Newly renovated waterfront home with awe-inspiring water view across Crab Creek and out to the South River. This spacious ranch home is move-in ready with plenty of space for a large family or lots of guests. With 0.78 acres of land including the enormous front yard, there is ample room for running around with both kids and pets. The waterside backyard provides multiple areas for enjoying the waterfront lifestyle. Relax on the rear deck or the screened porch with soaring ceiling while watching the activity on the water or head out yourself from your private pier with boat lift and multiple slips. With easy access to the South River and beyond the location is a dream for a boating enthusiast. Step inside the spacious foyer with views through the house to the water beyond. The expanded Kitchen open to the dining room and wet bar is a chef's dream with large island, plenty of cabinets and counter space and high-end appliances. The sunken Living room with fireplace and adjoining screened porch are perfect for entertaining large or small gatherings. 3 bedrooms including the stunning Primary suite with walk-in closet and luxurious spa-like bathroom with freestanding soaking tub overlooking the amazing view. The upper level loft space has a multitude of uses including home office, play room, or hang out space. Completing this must see property is the 2 car garage with conveniently located mudroom. Located just minutes away from everything the Annapolis area has to offer by car or by boat. Don't let this opportunity pass you by. Welcome Home!

2652 Greenbriar Ln, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$1,750,000

5 Beds ⋅ 3 Baths

Welcome Home! This waterfront home with deep water is situated on over 5 acres nestled within a lush enclave of mature trees providing lots of privacy, a great place to relax and entertain. The home has over 3,200sq. ft. of living space and embraces outdoor living and a wonderful place to enjoy your morning coffee on the deck overlooking Church Creek. The home is filled with an abundance of natural light and the open-concept layout allows for a seamless flow and provides a comfortable and inviting living space. The spacious kitchen provides the perfect setting for entertaining and the separate dining room is ready for dinner parties. Enjoy the main level family room with fireplace that connects the kitchen and the deck offering an extension of living space and a great place to enjoy outdoor dining or relaxation. The lower level is a versatile space filled with tons of natural light offering a large recreation room with built-in’s, a second fireplace, three bedrooms, full bath, laundry and access to the garage. The lower level recreation room also provides direct access to the backyard featuring a stone patio with wonderful water views and evenings by the firepit. The layout on both levels provides a seamless connection to the outdoor space. Enjoy Church Creek via the well maintained private path to your pier with water, electricity and jet ski lift. This property has the deep water for your power or sailboat and don’t forget to grab your paddle board to enjoy the beautiful scenery. The property also offers a great opportunity with a separate structure - perfect setting for a home office, studio or gym. This location provides a unique opportunity to experience the best of both worlds - minutes to Eastport and downtown Annapolis, easy access to commuter routes and a peaceful retreat amidst nature and approximately 250’ of waterfront. Enjoy the fall foliage, holidays and waterfront lifestyle just off the South River and close to the Chesapeake Bay - this property is truly a gem.

1820 Woods Rd, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$249,700

2 Beds ⋅ 1 Baths

Great starter home or rental. Home is located in the heart of Parole . Has lead free certificate and is a licensed rental with Annapolis City. Tenants just moved out; As Is Sale. Plat Survey uploaded in disclosures. Seller is a licensed real estate salesperson. No Sign on Property.

30 Parole St, Annapolis

Listing courtesy of EKB Realty. Contact:

$355,700

5 Beds ⋅ 2 Baths

Home is tucked away at a calm dead end of the road, providing a tranquil escape from the bustle of daily life. Perfect for someone buying their first house! Plat Survey included in uploaded docs. A fireplace in the living area, a kitchen, and a separate dining room. Excellent flat yard. Conveniently situated in the center of Annapolis, near to everything! Licensed rental in the City of Annapolis. Tenants just moved out; As Is Sale. No Sign on Property. Seller is a licensed real estate salesperson.

111 Holeclaw St, Annapolis

Listing courtesy of EKB Realty. Contact:

$729,900

What you have been waiting for - a pristinely maintained home in Riva Trace! The welcoming entry leads you to the open kitchen with dining area. Both this area and the adjacent family room have sliding doors to the deck and yard, perfect for running, playing and memory- making entertaining. The formal living and dining areas with beautiful hardwood floors and crown molding. Mudroom/laundry room off the garage makes life so much easier. Upper level features a primary bedroom with en-suite bath and custom walk in closet, plus 3 additional good size bedrooms and full hall bath. The lower level offers a recreation room , a den/study with full bath, in addition to a large storage area. Home also features a newer roof . High efficiency heat pump. Sidewalks for biking and walking the dog, Riva Trace's dock and kayak area with tables for picnicking, pickleball and tennis courts and a tot lot - these are just a few of the communities' amenities - and it's less than a mile to Route 50/665, shopping. HOA fee is $450 biannually and $100 for Autumn Chase once a year.

222 Autumn Chase Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686

$905,000