Between $300,000 - $400,000 Annapolis MD Real Estate, Homes, Condos for Sale

Experience your dream retirement in this exquisite 2-bedroom, 2-bathroom condo nestled within the sought-after Heritage Harbour community in scenic Annapolis. This recently renovated gem offers a pristine canvas for you to create your ideal retreat. Inside, you'll discover two spacious bedrooms, including a primary bedroom with its private bathroom and walk-in closet. The family room offers a peaceful escape with views of nature and the South River. Your bright, spacious kitchen is perfect for crafting gourmet meals. Beyond being a residence, this condo opens doors to an active and vibrant retirement lifestyle. A short stroll takes you to the community lodge, where a wealth of activities awaits. Dive into refreshing swims, participate in dynamic aerobics, or enjoy invigorating workouts in the gym. For relaxation, the soothing sauna awaits. Engage with friendly neighbors in bridge games or immerse yourself in community movie nights and delightful dinner events. Heritage Harbour isn't just a place to live; it's a retiree's paradise. Within this remarkable community, you'll have access to a restaurant, a golf course, and tennis courts. Don't miss this chance to savor the pinnacle of retirement living in the Delmarva area. Seize the opportunity to create a life filled with leisure, luxury, and lasting memories in the embrace of Heritage Harbour.

2900 Shipmaster Way Unit #104, Annapolis

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

$395,000

3 Beds ⋅ 1 Baths

BRILLIANTLY RENOVATED HOMEWOOD RANCHER! A SHOWCASE of STYLISH & SPACE-MAXIMIZING INNOVATION! Refinished original hardwood floors, trendy neutral paint palette, skilled built-ins, clever storage options, & windows on all sides. Opened floor plan with seamless flow through Living Room, Dining Room, & sleek galley-style stainless Kitchen spilling out to dining deck, patio, fire pit circle, & sprawling rear yard! Breezy Primary Bedroom & 2 additional Bedrooms (possible Home Office). Attractively renovated & appointed Full Tiled Bath. Multi-vehicle driveway parking. Quaint detached garden shed. NEW Roof 2020. Prime central location in near proximity to Navy-Marine Corps Stadium football & events, downtown City Dock harbor, West Annapolis galleries & boutiques, new flagship AA Co. Public Library, and commuter RTs 50/2/97. CONTENTED BAY LIVING with CREATIVE FLAIR!

811 Cedar Park Rd, Annapolis

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

$370,000

You have the rare opportunity to build in the established community of Saefern. This neighborhood is full of wonderful amenities. Although it is not mandatory to join Saefern Saddle & Yacht Club, it is too good to pass up. The amenities include walking trails, 2 marinas w/ a total of 139 boat slips, some with a up to 12' MLW depth, Stables, Outdoor Pool and Pavilion, Dog Park, Dinghy Racks, common areas & water access. Saefern boasts of a natural environment, peaceful atmosphere and sizable lots. The location is super convenient to the Severn River, Chesapeake Bay, major highways, stores, restaurants, entertainment, medical facilities, banks and Historic downtown Annapolis. There is nothing else quite like it in Annapolis! Please note that even if you do not join SSYC, there are architectural requirements to build in this community. These can be found in the Documents section. More photos to follow.

532 Powell Dr, Annapolis

Listing courtesy of RE/MAX One. Contact: (410) 224-4400

$349,900

3 Beds ⋅ 2 Baths

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

$379,900

2 Beds ⋅ 2 Baths

MUST SEE! METICULOUSLY UPDATED 2 LEVEL TOWNHOME CONDO W/ GARAGE TOTALING 1,327 SQ FT. MAIN LEVEL LIVING ROOM HAS UPDATED VINYL FLOORING WITH CEILING FAN! KITCHEN HAS TILE FLOORING, NEW SS REFRIGERATOR. RECESSED LIGHTING, TILED FLOORING, BUILT-IN DESK AND DOOR WITH ACCESS TO EXTERIOR REAR BALCONY! PRIMARY BEDROOM HAS CEILING FAN AND WALK-IN CLOSET. UPDATED PRIMARY BATH HAS STAHL SHOWER. LOWER LEVEL HAS 2ND BEDROOM AND FULL BATH WITH TUB/SHOWER. LAUNDRY CLOSET AND 1 CAR GARAGE ACCESS! NEW HVAC AND HOT WATER HEATER! CLOSE TO SHOPS, RESTAURANTS, FIRE STATION AND ANNE ARUNDEL HOSPITAL!

2133 Hideaway Ct, Annapolis

Listing courtesy of Taylor Properties. Contact:

$320,000

2 Beds ⋅ 2 Baths

603 Admiral Dr Unit #101, Annapolis

Listing courtesy of Keller Williams Preferred Properties. Contact:

$350,000

4 Beds ⋅ 3 Baths

1682 Secretariat, Revell Downs, 4 BR, 2.5 BA, Nice semi detached TH, quiet street, near end of cul de sac, Finished Kitchen, Cherry Cabinets, New Fridge, New Washer / Dryer, New Master Bath, Finished Hall Bath. New Siding, new windows, new roof. Fenced spacious back yard. Awaiting finishing touches for remainder. Priced for immediate Sale.

1682 Secretariat Dr, Annapolis

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272

$390,000

3 Beds ⋅ 3 Baths

WELCOME HOME to this absolutely gorgeous, immaculate 3 bed, 3 bath condo located minutes from downtown Annapolis. This home is located in the desirable Rivergate & barely lived in! The penthouse condo has beautifully maintained hardwood flooring throughout the main living area and bedrooms. There is a breakfast bar off the kitchen leads into the open plan dining room/living room area that has deluxe wainscotting throughout and crown molded cathedral ceilings with a ton of natural light . A beautiful upgraded spiral staircase leads from the living room area to an upper versatile loft sitting area that has 2 skylights and overlooks the living room. The loft is ideal for an office or den area. The counter tops in the kitchen are made of the most beautiful granite that extends throughout the completely renovated (2020) gourmet kitchen and boasts 'soft close' shaker cabinets and drawers, stainless steel appliances with high end finishes. The kitchen sink has a 'Kraus' water filtration system installed also. A spacious laundry room extends off of the kitchen. Each bedroom has its own bathroom, the bathrooms have marble flooring and 'Carrera' italian marble vanities with soft close cabinets and drawers. The bathrooms are very bright and roomy. The main bedroom is a suite of its own and is set back from the main living area, which gives a very private feel. All bedrooms have tall ceilings and high end window finishes. There is a large sunny deck off the living room area, great for sitting out on in the morning with a cuppa coffee. This home is a 'MUST SEE' ... It won't last long. PROFESSIONAL PHOTO'S COMING SOON

801 Latchmere Ct Unit #301, Annapolis

Listing courtesy of Golston Real Estate Inc.. Contact: 703-880-3143

$300,000

RARE OPPORTUNITY TO BUILD YOUR ANNAPOLIS DREAM HOME IN HOMEWOOD. NESTLED IN BETWEEN MCGUCKIAN AND VIRGINIA STREETS, THIS .20 ACRE LOT IS A PRIME LOCATION TO BUILD. LOT IS 50 X 175 AND AVAILABLE FOR PUBLIC WATER AND SEWER. NO PERMITS IN HAND. THERE IS NO INSURANCE ON PROPERTY SO PLEASE WALK IT AT YOUR OWN RISK.

136 S Homeland Ave, Annapolis

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

$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

$330,000

3 Beds ⋅ 2 Baths

Lovely 3 bedroom 1.5 baths in Revel Downs. Home features hardwood floors throughout the home. Freshly painted with new appliances. Living area has wainscoting for added detail. Unfinished basement with laundry area and steps to outside. The backyard is fully fenced with covered patio and electric. New pictures are coming.

453 Delso Ct, Annapolis

Listing courtesy of KD Realty Inc. Contact:

$325,000

3 Beds ⋅ 3 Baths

Large, well maintained Townhome in excellent location. Large Master with its own private bath. Spacious main level with large rear deck. Finished walkout basement with stairs connecting to upper level back. Please text L A for access

622 Island Creek Ct, Annapolis

Listing courtesy of Capitol Real Estate. Contact:

$379,900

3 Beds ⋅ 3 Baths

OPEN HOUSE CANCELLED Welcome to Whispering Woods! You won't want to miss this spacious updated townhome in the newer side of the community. This move in ready home features three full finished levels, a large private deck overlooking the woods, a finished walkout basement, fresh paint top to bottom, new carpet, LVP and more! Convenient location near route 50 and Broadneck Schools! Showings start Saturday 9/16.

302 Sloping Woods Ct, Annapolis

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

$389,000

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

$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:

$338,500

2 Beds ⋅ 2 Baths

Move right in to this meticulously maintained garden condo backing to the woods offering the utmost privacy. Spacious unit with over 1300 sqft, 2 generously sized bedrooms and 2 full bathrooms, a stunning open concept main level with gorgeous kitchen flowing into the dining room and main living area. This is not the kitchen of most condos! White shaker cabinetry, spacious center island with seating, stainless appliances, undermount lighting and so much more. Full sized dining room, corner fireplace, private balcony & walk in storage closet with laundry in-unit. Primary suite offers a soaking tub with a separate tiled shower. Newer hardwood flooring and neutral paint in main living areas. Easy access to major commuter routes via Rt 50 & I97. Close to restaurants, shopping, entertainment & the downtown Annapolis area. Schedule your private tour today!

623 Admiral Dr Unit #202, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: (443) 372-7171

$324,500

2 Beds ⋅ 2 Baths

Ready for Immediate Move-In! This meticulously cared-for first floor corner condo boasts 2 bedrooms and 2 baths, radiating a fresh and airy ambiance and freshly painted. Hosting dinner guests is effortless with the open-concept living room with gas fireplace and adjacent dining area. The galley kitchen features ample cabinetry and countertop space. The Primary Bedroom is a spacious retreat, featuring a walk-in closet, a separate sitting area, and an en-suite bath with a large garden tub. The secondary bedroom and full bath are conveniently located down the hall. An in unit washer and dryer are tucked away in separate laundry area. This tranquil ground floor unit is situated within the secure confines of the gated Tidewater Colony community, offering an array of outstanding amenities, including a pool, fitness room, club house, nature trails, and beautifully manicured grounds. Located in a prime spot, you're just minutes away from downtown Annapolis, Annapolis Town Centre, the Naval Academy, and major commuting routes such as 50 and 97. Welcome to your new home!"

2010 Peggy Stewart Way Unit #104, Annapolis

Listing courtesy of Redfin Corp. Contact: (410) 202-8454

$340,000

Owner retiring and making this ground level office condo available. Contains 5 offices, a rest room, kitchenette and open client seating area. Unit is part of an office condo HOA and has a $250 per month fee payable to the Condo Association. Recently refreshed and is ready for new occupants. Show anytime, schedule through showing time with one hour notice.

1160 Spa Rd Unit #1B, Annapolis

Listing courtesy of RE/MAX Town Center. Contact: (443) 336-8462

$393,500

2 Beds ⋅ 3 Baths

Incredibly well-maintained townhouse with hardwood floors, recessed lights, crown molding, bay window, plantation shutters, stainless steel appliances, subway tile and granite countertops. Home remodeled in the last 6 years. HVAC 2021. Double master bedrooms with walk in closet. Fenced in backyard with patio pavers. Wood fireplace. Walking distance to shopping centers with banks, restaurants, stores and bars. Blocks away from Ellen Moyer Park and the Annapolis Maritime Museum. Less than 10 minutes to downtown Annapolis and access to Route 50 and I-97. A must see to believe. Home won't stay on the market long so set up a showing.

964 Breakwater Dr, Annapolis

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

$355,000

2 Beds ⋅ 2 Baths

Looking for turn key in Annapolis. Here it is! 2 bedroom , 2 bath WITH a loft in Admirals Reach. This is the largest model available at 1552 square feet. Better yet the condo boasts fresh paint, new carpet, and new classy luxury vinyl . Luxury vinyl is located in the foyer, kitchen, and 2 bathrooms. All kitchen appliances are updated! Separate laundry room. It has a lovely open bright floor plan. If you are new to Annapolis this condo is walking distance to the mall with all its terrific, restaurants, retail, and yes Pickleball... 5 minutes to Rt 50. and 97. Outdoor pool, basketball and tennis courts, workout areas. Welcome home!

627 Admiral Dr Unit #304, Annapolis

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

$365,000

2 Beds ⋅ 2 Baths

This beautiful condo is perfectly located in Annapolis for you to enjoy all of the area’s great attractions- you can walk to the mall or drive to downtown Annapolis in just minutes. And you have instant, quick access to route 50/97. Unit 306 has 1607 sq feet, so it is one of the largest units w 2 bedrooms, 2 baths, loft and porch. The living room cathedral ceiling invites you into the open living/dining/kitchen. And there is a comfortable size porch off the kitchen to let you enjoy your meal in the outdoor fresh air. The master bedroom is large and offers a walk-in closet and elegant bay window that lets in lots of light. The loft area can be used as an office, den, or a 3rd guest room. This is a top-level Penthouse Unit offering pretty and serene views of the woods from your covered porch. For convenience the laundry area w washer and dryer is just a few feet down hall from both bedrooms in the storage and utility room ( brand new AC unit ). Unit 306 has everything you need. And the community clubhouse offers two equipped workout areas, a large entertaining room for party gatherings, swimming pool, picnic areas, and tennis courts. This is a community that welcomes pets. And there are plenty of free guest parking spaces. Offers reviewed as received

629 Admiral Dr Unit #306, Annapolis

Listing courtesy of . Contact: (410) 874-8111

$359,900

2 Beds ⋅ 2 Baths

Sparkling, turn-key second floor unit wonderfully updated to today's modern tastes. Bright beautiful sun drenched living room with wood burning fireplace. Shiny solid wood cabinetry, stainless steel appliances, and a large breakfast bar granite counters. Two generous bedrooms, two full baths, and 2 outdoor deck areas perfect for soaking in the surroundings while enjoying a breath of fresh air. Lake Heron is a beautiful quiet community, off the beaten path but so convenient to shopping and downtown Annapolis. Check out the community outdoor pool, the community gym and the community waterfront area on Chase Pond, with a small pier to launch kayaks- paddle boards- or canoes! Get ready to experience a harmonious blend of modern living, natural beauty, and a truly desirable location.

1127 Lake Heron Dr Unit #2A, Annapolis

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

$365,000

1 Beds ⋅ 2 Baths

Hunt Meadow in Annapolis is sought by many for it's excellent location, variety of homes, and the bountiful amenities. With a little over 400 homes, only 10 have even been available for purchase and sold in the past 6 months, (7 single family and 3 of the townhomes). This 1 bedroom, plus loft townhome offers Cathedral ceilings, Stainless appliances, main level fresh paint, updated lighting, and a beautiful deck that backs to a beautiful & private green space. The house is flooded with generous amounts of natural light and an easy floor plan. The wrap around fireplace offers great ambiance between the Living room and Dining room in the winter, while the back deck expands your living space in the spring summer and fall. Come & enjoy all of the wonderful amenities this community has to offer...from the pool, tennis courts, trails to Quiet Waters Park. All while being minutes from downtown Annapolis, dining, shopping, & major highways.

11 Devon Ct, Annapolis

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

$312,655

4 Beds ⋅ 4 Baths

*Annapolis MPDU Program Customers only* Immediately Available, New luxury LENNAR townhome walking distance to Quiet Waters Park in Annapolis. This three-level luxury townhome has four bedrooms, three-full bathrooms and one-half bathrooms and a spacious two car garage. Inviting exterior with unique Annapolis-inspired architecture with covered front porch. Total finished square footage of 1,729 sq. ft. Upgraded interior finishes of granite countertops, stainless-steel appliances, and luxury finishes in kitchen. Photos are for illustration purposes only. ** Agent must accompany buyer on first visit, for Annapolis MPDU Program Customers only, please visit the Annapolis MPDU website for buyer qualification.

105 Treblis Way, Annapolis

Listing courtesy of Keller Williams Integrity. Contact:

$319,500

3 Beds ⋅ 3 Baths

This lovely, three level townhouse in the community of Annapolis Overlook is not to be missed. The front yard has been thoughtfully and beautifully landscaped and brings you into an entry level, open floorplan living-kitchen-dining area, which also includes a half bath. The second level features two bedrooms, a full bathroom and a spacious laundry/utility room. The primary suite, on the third level, is expansive and boasts a spacious bathroom with dual vanity, a shower and a separate, pristine soaking tub. This home has upgraded custom lighting throughout. Annapolis Overlook is conveniently located near public transportation, major highways, restaurants, shopping walkable to Quiet Waters Park, and only a couple of short miles from, beautiful downtown Historic Annapolis. This private community includes a pool, community center, tot lot and fitness area. Don’t miss see this affordable home in Annapolis, waiting you’re your personal touch!

30 Ironstone Ct Unit #C, Annapolis

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

$324,000

3 Beds ⋅ 1 Baths

3 bedroom, 1 bathroom single family home with large front porch, wood-like floors, and unfinished basement. Close to Eastport, and downtown Annapolis.

964 Spa Rd, Annapolis

Listing courtesy of Home Source Real Estate Solutions. Contact:

$325,000

3 Beds ⋅ 3 Baths

Seller received a sight unseen offer in Coming Soon status and decided to take it. If there are any changes with the situation we will update the remarks here and upload the photos.

1012 Cedar Ridge Ct, Annapolis

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

$399,000

2 Beds ⋅ 2 Baths

SHOWINGS START SATURDAY OCT 6,2023! Embrace the ambiance of this Penthouse condo/home with breathtaking WATER VIEWS! The best in the community! This beautiful 2 bed/2 bath is in a desirable senior community. The home has been thoughtfully enhanced with upgrades, a complete remodel! Stunning hardwood floors throughout! The kitchen has plenty of storage space. The best part of this home is the large balcony looking out to the beautiful South River! Only a few of the units in the building look through the gap in the trees for a dramatic view of the water. Enjoy spectacular sunsets and lazy afternoons watching hawks, eagles, and ospreys. The community offers a variety of amenities for seniors including a clubhouse, fitness center, in and outdoor swimming pools, golf course, billiards room, kayak storage and launch area, jog/walking paths, a clubhouse that can be rented for activities, bus service for ease of travel, and so much more. This can be your home to enjoy retirement in Annapolis! The condo association includes the following: trash collection at unit door twice per week, building maintenance, parking lot maintenance, fire/safety system maintenance, elevator maintenance, lawn maintenance, snow removal, and management of reserves for future capital improvements. The condo association maintains the shared lobby, stairwells, and hallways; lawn and waterfront; parking lot; gardens; deck on the river and the pathway to the deck.

2900 Shipmaster Way Unit #320, Annapolis

Listing courtesy of Bennett Realty Solutions. Contact: (301) 646-4047

Browse All Annapolis MD Between $300K - $400K Properties for Sale

Between $300K - $400K Annapolis Real Estate