Quick Annapolis MD MLS Search

Browse All Annapolis MD Properties for Sale

3 Beds 2 Baths
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:

2 Beds 2 Baths
A Rare opportunity to purchase a Waterfront semi-detached condo with windows on three sides directly in front of the picturesque Pier at Chesapeake Harbour. It is not only an ideal setting but almost the only sound you hear are the waves traveling to shore or hitting the retaining wall on the beach. Look off to the distance to see the Bay Bridge and the ships crossing the Bay as they travel for either commerce or pleasure. There is a great deal of natural light in the property because of the additional windows. It is a perfect property to make either your permanent residence or your exciting weekend get-away. The floor plan is ideal, there are two bedrooms and two baths, one in the front of the property facing the Bay and one to the rear, allowing for privacy if you should be entertaining guests for the weekend. Both have great closet space. There is a large eat-in kitchen with new Stainless appliances and a large Dining area at the top of the Living space. There is abundant cabinet space in the kitchen and a large pantry for your supplies. There is a cozy wood burning fireplace to enjoy in the Fall and Winter. The covered Patio is a large semi-circle due to the fact that this is the end unit and the Patio can wrap around the side of the building. There is also another Patio off of the kitchen on which to enjoy your morning coffee if you so desire. There are two large updated gleaming white full baths. There is so much to occupy your time in the community. There is a glorious pool nearby, several Tennis courts, walking trails for exercise and a Marina where the well-known Beacon Restaurant is located. Parking is always plentiful for your guests. Downtown Annapolis is not far with its rich History to explore, Fine dining and plentiful retail for your shopping pleasure. Grocery shopping is a mere mile away. Do not miss the opportunity to visit and experience a Lifestyle that can be yours. Please take the time to see the photos to enjoy the style and condition.

2133 Beach Village Ct Unit #T1, Annapolis

Listing courtesy of Weichert, REALTORS. Contact:

4 Beds 5 Baths
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

3 Beds 2 Baths
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:

4 Beds 4 Baths
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

2 Beds 2 Baths
Welcome to your water view oasis! This stunning two-bedroom condo in the prominent Chesapeake Harbour neighborhood in Annapolis, offers a truly one-of-a-kind lifestyle. Enjoy breathtaking views of the Chesapeake Bay and marina from both your bedroom, kitchen, dining and living room windows. Get an even closer look at this majestic body of water, by walking out on your private deck, curl up with a good book and your favorite beverage, or watch the sailboats go by! Favorite Annapolis past times may be enjoyed right from your deck - Wednesday & Thursday night races, blue angels and fireworks. What an unbeatable location to call home! Move in and enjoy your 2 bed, 2 bath condo featuring renovated open Tuscan kitchen with premium granite counters, kitchen wall taken out to open up and allow for island with water views, beautiful wine storage and custom designed renovated bathrooms with imported Italian marble and tile, new toilets and mahogany cabinets with granite counters, primary bath offers like-new jetted self-cleaning soaking tub as well as fresh new carpeting and paint throughout. Jump into the bay lifestyle enjoying the community beach on the Chesapeake Bay, 2 pools, 2 fishing piers, tennis courts, walking trails, community restaurant, and more. Short drive to downtown Historic Annapolis, easy access to highways to take you to Washington DC, Baltimore, and BWI airport. Whether you're looking for a weekend getaway or year-round residence, this beautiful waterfront condo is sure to exceed all expectations! Don’t miss out on your chance! Schedule a tour today!

7010 Channel Village Ct Unit #102, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

2 Beds 2 Baths
Enjoy the peace and serenity of living on the water and having Water Views from throughout the home. Start your day in the morning sunrise and relax in the shade as you entertain your friends on the deck watching the boating activity in the evening. This well-maintained, beautifully landscaped active beach front community provides a calm refuge from the busy, hectic life and is a wonderful place for you to fashion your forever home! Annapolis has quickly become known for its thriving arts scene. Whether you are looking for fine art, theatrical performances, street art, live music, opera, or ballet, you will find it in Annapolis. As a bonus there are the Naval Academy, St. John’s College, and Ego Alley. This desirably located 2 bedroom, 2 bathroom, home with bonus loft features a fireplace and built in book shelves in the living room, wine cooler and original back lit stain glass on the wall in the dining room, kitchen with eat-in breakfast nook, wine rack, and undercounter lighting, main bedroom with California Style walk in closet and adjoining bath, 2nd bedroom with Plantation shutters and California Style Closet, and the 2nd bath with luxuriously tiled walk in shower. The loft features built in shelving, ceiling fan, and large windows. ENERGY STAR features include remote controlled Skylights (2019), Pella Doors and Pella windows (2020). Luxury community living features 2 swimming pools (one on the Bay and the other heated), jogging/walking on the oyster shell paths, 4 championship tennis courts and pickle ball court, 2 fishing piers, and available deep-water (8’) marina with direct Bay access for yachts from 25’ to over 100’. There are picnic areas, private sandy beach, and beach boat storage. Forever Living in a Luxury Environment!

7030 Channel Village Ct Unit #201, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

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

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:

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

3 Beds 2 Baths
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

2 Beds 2 Baths
Welcome to your dream condo! This stunning, newly renovated 2-bedroom, 2-bathroom condo offers a luxurious retreat in the heart of the city. With a meticulous kitchen remodel, upgraded flooring, fresh paint throughout, and a host of modern upgrades, this condo defines contemporary urban living. The living area is bathed in natural light, creating a warm and inviting ambiance. The treetop views from every window create a serene atmosphere, making you feel like you're living amongst the branches. The kitchen is a chef's delight, boasting newer appliances, sleek cabinetry, and beautiful countertops. Whether you're preparing a gourmet meal or enjoying a quick breakfast, this kitchen is sure to impress. The spacious bedrooms continue the theme of tranquility, with large windows offering incredible views of the surrounding greenery. Step outside onto your private balcony, a true oasis among the treetops. This peaceful sanctuary is the perfect spot for morning coffee, evening relaxation, or simply unwinding with a good book. Other notable features include a newer HVAC system, a recently replaced hot water heater, and a top-of-the-line washer and dryer, ensuring your comfort and convenience are always a top priority. In addition to the condo's impeccable interior, the building itself offers a wealth of amenities. Residents have access to a sparkling pool, a game area for entertainment, an elevator for convenience, and a welcoming lobby that greets you and your guests in style. Heritage Harbour is ideally located close to shopping, restaurants, and health care providers as well as Historic Annapolis and the Naval Academy. Located close to Routes 50 and 97, Heritage Harbour community is nestled in a lovely area of mature trees, a tranquil lake, and offers private water access for boating or kayaking on the South River. The community lodge offers an auditorium, indoor and outdoor pools, fitness center, library, recreational activities room, woodwork shop, and many rooms for meeting and college courses. In addition residents will have access to the outside pool and picnic area adjoin a horseshoe pit, bocce ball court, a walkway down to our waterfront on the South River, access to the Golf-Tennis Court-Clubhouse complex, offering nine tennis courts, a nine-hole golf course, and a clubhouse with a pro shop and a Dining Room, as well as secure storage lot for RVs and boats With its prime location, modern upgrades, and peaceful surroundings, this condo is the epitome of city living at its finest. Don't miss the opportunity to make it your own – schedule a viewing today and experience urban living redefined.

930 Astern Way Unit #405, Annapolis

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

2 Beds 2 Baths
Welcome to Heritage Harbour, an exceptional active adult community offering unmatched amenities. This 4th floor, meticulously renovated 2-bedroom, 2-full bath Condo comes complete with garage parking and a secure separate storage area. Step out onto your private balcony, where a serene tree-lined view awaits you. Inside, you'll discover a truly luxurious living space. In 2022, the entire Condo received a stunning makeover, featuring top-notch upgrades throughout. The highlight of this renovation is the installation of luxury vinyl plank oak flooring, providing both elegance and durability. LED lighting accents the space, creating a warm and inviting ambiance. The attention to detail is evident with the addition of 6-panel doors and a neutral color scheme that complements any décor style. The kitchen was also completely remodeled in 2022, showcasing Cambria Jumbo Bradshaw quartz counters and a full backsplash. Brushed nickel fixtures, an appliance garage, and under-counter lighting add both functionality and style. The kitchen is equipped with top-of-the-line Whirlpool Gold appliances, including a dishwasher, microwave, and refrigerator with an ice maker, as well as a GE Profile glass top cooktop and wall oven. The convenient breakfast bar and pantry enhance the overall kitchen experience. Enjoy the convenience of Serenity motorized cellular shades with remotes and elegant plantation shutters. Replacement windows provide energy efficiency and comfort. The furnace was replaced in 2022 and features a programmable thermostat to maintain your desired comfort level. The Kenmore Elite top-load washer and dryer are included, and a thoughtful shelving system with a built-in folding table in the laundry area adds functionality. The Primary Suite is a true retreat, featuring spacious walk-in closets and a remodeled Primary Bath. The Primary Bath boasts ceramic plank flooring, a double bowl vanity with a Quartz vanity top, Moen faucets, and a custom tile shower with glass doors, a rain head, 2 niches, and grab bars. The Second Bedroom also offers ample space and includes a motion sensor in the closet. The full hall bath has been beautifully remodeled and features a tub/shower combo. This exceptional condo has seen nearly $100,000 worth of thoughtful improvements, creating a one-of-a-kind living experience in the heart of Heritage Harbour. Don't miss the opportunity to make this remarkable property your own.

930 Astern Unit #409, Annapolis

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

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

3 Beds 3 Baths
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

4 Beds 4 Baths
Welcome to the sought after community of Water’s Edge @ Woods Landing! This 4 bedroom, 4 bath former model home has upgrades throughout.. From hardwood flooring, plantation shutters, custom built-in shelving, and 2 gas fireplaces that make this home perfect for entertaining. Its custom brick exterior, flagstone entry, view of mature trees both front and rear, and 2nd level balcony welcome you in from the minute you enter. The gourmet kitchen is a chef’s dream that includes stainless steel appliances, granite countertops,newly finished cabinets, new hardware, breakfast bar, double sink and gas cooking!! Enjoy a cozy fire in your living room or head out to one of your two decks and enjoy a cold one! The lower level family room also has a cozy fireplace and is walk out level. But wait there’s more!!! The 4th bedroom or bonus room, you choose… is located in the upper level loft with its own bathroom, custom built in desk and TONS of extra storage space. The garage and shed storage are both climate controlled as well! The Community offers extensive wooded walking/jogging trails throughout the neighborhood (perfect for walking your furry friends ) a playground/tot lot, private community waterfront area with a pier and floating dock…the perfect spot to do some fishing or drop in your kayak! This home is conveniently located with easy access to Rte 50, Sandy State Park, Bay Head Park and downtown Annapolis. This one won’t last long!!

312 Pintail Ln, Annapolis

Listing courtesy of Keller Williams Flagship of Maryland. Contact:

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

2 Beds 2 Baths
**Check out the video tour** Welcome to Your Dream Condo in Heritage Harbor Community! Check out all the features and amenities! Condo has been completely remolded…move-in ready! Hickory wood engineered flooring, granite kitchen and breakfast bar with stainless steel appliances, custom painted kitchen cabinets, kitchen arch with columns and pendant lights, transom windows above bedroom and french doors, custom built-in curved wood shelving, condo was recently painted. Neighborhood Amenities: outdoor pool, indoor pool with sauna, with bath/dressing rooms gym dock slips available $16 a foot per year tennis courts golf with membership available library meeting room picnic area for grilling pool table room media room coffee lounge full indoor kitchen pickle ball and ping room shuttle bus to local stores caring network to doctors Nestled in the highly sought-after Heritage Harbor Community, this stunning condo is a true gem, boasting an array of amenities and a prime location for boaters and nature enthusiasts. This 2-bedroom, 1.5-bathroom condo is ready to provide you with the ultimate in comfort and convenience. This condo offers the ultimate in convenience with covered garage parking and a private storage room. No more worrying about the elements when you come home, and you'll have ample space for all your belongings. In addition to your covered garage parking, Heritage Harbor offers overflow parking for your guests' convenience. Hosting friends and family has never been easier. Don't miss this incredible opportunity to own a piece of paradise in Heritage Harbor. With its fantastic amenities, boater-friendly location, and beautifully remodeled interior, this condo won't be on the market for long. Schedule your private showing today and start living the Heritage Harbor lifestyle!

803 Coxswain Way Unit #105, Annapolis

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

3 Beds 3 Baths
Introducing 1707 Trinity Place, a meticulously updated mid-century modern retreat, nestled on a sprawling private lot within the serene enclave of The Downs on The Severn. This exquisite residence seamlessly marries its original architectural charm with modern luxury and conveniences, setting an unprecedented standard for attention to detail and craftsmanship. Originally constructed in 1975 and cherished by its original owners until 2017, this home underwent a comprehensive restoration and enhancement, both inside and out. Comprising three bedrooms and two and a half baths, this home boasts a versatile lower-level living/recreation area that can effortlessly transform into a fourth bedroom or a sophisticated home office. Additional features include a two-car garage, a convenient carport, and meticulously landscaped grounds designed for minimal upkeep, accentuating the natural splendor of the surrounding woodland. The expansive primary bedroom suite graces the main level and offers a generous sitting/dressing area, complemented by a spa-inspired bathroom adorned with a double marble vanity and radiant heated floors. The fully renovated kitchen boasts abundant storage and counter space, with a thoughtfully designed peninsula serving as the heart of daily life. A spacious rear deck beckons for relaxation and panoramic views that envelop the residence, accompanied by the soothing sounds of a nearby stream meandering down the hill. The voluminous open living area effortlessly accommodates family gatherings yet retains an inviting warmth, thanks to a substantial wood-burning fireplace. A second gas-burning fireplace awaits downstairs, and the rare inclusion of natural gas further distinguishes this property within The Downs community. Residents of this neighborhood enjoy access to a wealth of amenities, including a pool, clubhouse, tennis and pickleball courts, two deep-water marinas, and a bustling calendar of community events, all for a reasonable HOA fee. Notably, the larger marina is slated for a comprehensive overhaul in the Winter of 2023-24, a project that has been fully permitted, with current HOA fees already adjusted to cover the associated costs. Boating enthusiasts will appreciate the thoughtfully designed floating dock system, destined to become one of the most coveted features on The Severn River. For a comprehensive list of recent improvements, please don't hesitate to request more details. Welcome to a truly exceptional lifestyle at 1707 Trinity Place.

1707 Trinity Pl, Annapolis

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

3 Beds 4 Baths
THIS COSMOPOLITAN CONDOMINIUM is a stunning transformation of the previous Annapolis Recreation Center, originally constructed in 1942 as a USO building. It presents a RARE OPPORTUNITY to own a modern residence within the protected Historic District of downtown Annapolis, just steps away from the City Dock waterfront & bustling Main Street! A private open air terrace offers sweeping views of Annapolis Harbor, the USNA, and the Chesapeake Bay! Experience seasonal sailboat races & regattas, international boat shows, annual Blue Angels flyovers, and holiday “Midnight Madness” shopping! THIS 2-LEVEL PENTHOUSE CONDO is the masterpiece of the Annapolis architectural firm Hammond Wilson, renowned for their award-winning designs. Some of the notable features of this property include secured off-street garage parking, new balconies and terrace, and a sophisticated interior design palette that incorporates high-end detailing, e.g., Thermador and Sub-Zero appliances, all-wood Kountry Kraft cabinets, quartz countertops, Walker Zanger tiles, and Kohler fixtures throughout. It offers 3 spacious bedrooms and 3.5 baths, with a main level primary bedroom suite showcasing two walk-in custom California Closets and luxe bath. The living room includes a gas fireplace and opens to a private terrace with IPE Deck & O.W. Lee gas fire pit providing an alfresco escape for relaxation with unmatched water & downtown vistas. On the second level, there is a large den with an additional gas fireplace accented with stone tile and custom-built ins, separate laundry room, and two more bedrooms each with private bath and views of the US Naval Academy, City Dock’s "Ego Alley" waterway, and glimpses of the Chesapeake Bay and Saint Mary's Chapel. Enjoy entertaining and serving fine wines from your wine room with an impressive automated illumination system. In essence, this grand Condominium combines HISTORICAL CHARM with MODERN LUXURY, making it an unparalleled and discerningly appealing property in the beating heart of downtown Annapolis. SIMPLY SENSATIONAL.

99 Compromise St Unit #RESIDENCE FIVE, Annapolis

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

2 Beds 1 Baths
This Classic 1940's row home owned by the original family is not just a home; it's a legacy. Opportunity is knocking; are you going to answer the door to get in early on a neighborhood on the brink of transformation? The vibe is attracting young professionals and creatives seeking the perfect blend of Annapolis history in an up-and-coming (yet affordable) urban enclave. Embrace the dream of ditching the car to live and work in a pedestrian paradise. Check out the walkability score with cafes, artisanal boutiques, and a variety of restaurants (and pubs) just steps away. Whether it's a morning latte or a night out on the town, you're always just minutes from the action--Ram's Head On Stage, College Creek, Navy Marine Corps stadium, St. John's College, USNA, Maryland Hall for the Arts, City Dock, art galleries, restaurants, the State House, water taxis and so much more! Updates in 2013 improved the energy-efficiency for the home and with the installation of central air conditioning, this certainly improved the comfort on those oh-so-muggy summer nights in the city. You'll also note ceiling fans throughout the home for added air circulation for comfort as well as lighting! Renovations also include energy-efficient windows, roof, insulation, hot water heater, kitchen appliances, the addition of a full-sized washer and dryer, upgraded front and back doors, and storm doors. Lovely hardwood flooring on both levels. There are 2 Bedrooms with an optional 3rd room that could be used as a sitting room, office/craft room or expand the primary bedroom into a larger suite. No HOA or condo fees here so get more bang for your buck. With the rear outdoor deck and fence enclosure, enjoy a little nature time gardening or dining al fresco with your favorite pet companion. Currently served by Verizon Fios internet; Comcast is also available. Ready to move in and make your own. Ask about special financing and programs for first time buyers.

76 Clay St, Annapolis

Listing courtesy of Kinetic Realty, Inc.. Contact: (443) 222-0010

5 Beds 8 Baths
This Georgian-style estate marries the very essence of quintessential Chesapeake living with the gracious allure of Southern charm. Ideally sited on 6.12 picturesque waterfront acres along the serene shores of Duvall Creek, this home offers an unparalleled blend of luxurious living and architectural excellence. This custom-designed masterpiece underwent a complete renovation down to the studs in 2019–2020 and is the result of a collaboration between Gate One Builders and Purple Cherry Architects/Interior Design. The home boasts a wealth of exquisite features, from its designer fits and finishes to endless examples of fine craftsmanship. Custom millwork throughout includes coffered ceilings, custom moldings, lovely ceiling treatments, wide plank oak floors, and numerous arched doorways. The home was meticulously designed to highlight its exceptional waterfront location, with generously proportioned living spaces that artfully lead your eye to the breathtaking water views. Main level highlights include an open floor plan living room with gas fireplace and adjacent dining room with multiple sets of French doors that open to the waterfront terrace, creating a seamless blend of indoor and outdoor living. The gourmet kitchen and butler’s pantry are a chef's dream, with Vermont Imperial Danby marble countertops, custom alder wood island, and custom cabinetry with curated storage and display features. The family room has custom cabinetry with window seats, bookshelves, storage, and an expansive bar, which opens to a covered bluestone terrace, provides the perfect setting for relaxation, and the dramatic and refined library is a true show stopper. An elevator adds convenience and accessibility to all four levels of this magnificent home. As you ascend to the second floor, you'll discover three spacious bedrooms including the primary suite. Each bedroom is South facing, with an ensuite bathroom and waterfront balcony. The third floor presents two more bedrooms, both facing South and also featuring ensuite bathrooms. The fifth bedroom on this level is ideally suited as an upper-level office, complete with a private IPE balcony overlooking Duvall Creek and the South River. The lower level basement is a haven of wellness and relaxation, featuring a gym with a sauna for unwinding after a long day. A full bathroom, bonus room, dog washing area, and walk-up stairs to the backyard offer added versatility and convenience. The exterior of this estate is equally as impressive, featuring a fully-fenced yard, stately, secured circular drive, elegant entry and portico, two-car garage, tastefully designed hardscaping, and meticulously selected landscaping with irrigation for year-round beauty. Numerous waterfront IPE balconies each offer a haven of tranquility. The backyard is a true oasis, with a grand terrace facing the water, integrated fire pit area, and an expansive flat yard with 233’ of water frontage, perfect for outdoor activities and gatherings. A 250’ dock with 30,000-pound lift and a 7' mean low-water depth combined with location is a boater's dream, providing easy access to Annapolis and the Chesapeake Bay. With its custom finishes, spectacular water views, and meticulous attention to detail, this stunning estate offers a rare opportunity to experience waterfront living at its finest. For more in-depth details of this amazing home, please see the Features List uploaded in the documents section. Virtually tour this home with the Matterport tour and view the gorgeous video- click the video camera icon on the top left corner for both. You can also view this stunning video on You Tube!

3200 Arundel On The Bay Rd, Annapolis

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 906-3848

4 Beds 3 Baths
RARELY available rancher in extremely sought after community of Winchester on the Severn!! Please don't visit the home without visiting one of the best if not THE best community beach in the area!! A perfect golf cart community where you will feel like you are on vacation every day!! This stunning home is perfectly located in the heart of the community and will be sure to impress. You will immediately feel at home upon walking into the spacious family room anchored by a brick front wood burning fireplace. The family room flows seamlessly into the dining area and kitchen which then flow into an awesome vaulted sunroom. The kitchen was updated in 2014 and features SS appl, granite countertops, gas cooking and perfectly located skylight. 3 generous bedrooms including the owner's suite are located on the main level. Both the owner's en-suite bathroom and shared hall bathroom were renovated last year and are designer inspired gorgeous! Full WALKOUT basement with full windows and tons of natural light await you downstairs. Two recreation areas, a fourth bedroom, another FULL updated bathroom, laundry room and huge storage area will make you realize very quickly that this home has a lot more to offer than you may have expected!!! Behind the home are 5, yes 5, gravel parking spots that are ideal for boat, jet ski, additional parking along with another 2 spots next door on Winchester Rd. Homes like this in this type of neighborhood don't come along very often - don't hesitate!!!

1517 Winchester Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Start Your Search

Annapolis Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Annapolis and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!