Recently Sold Homes in Old Annapolis Neck, MD

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SOLD DEC 3, 20253D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Old Annapolis Neck, MD:
Welcome home! This private Annapolis retreat blends comfort and elegance, with dramatic high ceilings and main level living that feels both relaxed for everyday life and sophisticated for entertaining. Inside, discover an open floorplan with fresh paint, stunning vaulted wood ceilings, gleaming hardwood floors, and wide windows flooding the home with abundant natural light. The spacious and bright living room features a large picture window and recessed lighting, and is anchored by a striking double-sided stone gas fireplace flanked by built-in cabinets. Pass through the classic archway into the gorgeously updated kitchen (2021) featuring sleek marble countertops, new tile flooring, modern

$725,000 Last sold price

4 beds3 baths2,982 sq ft

1114 Bay Ridge Rd, Annapolis, MD 21403

(703) 535-3610

SOLD DEC 29, 2025

ABOUT THIS HOME
Recently Sold Home in Old Annapolis Neck, MD:
You simply will not find a more detailed, custom-renovated home at this price point anywhere in Annapolis. This home has been lovingly and meticulously updated, and the result is breathtaking. The gleaming 5" hickory hardwoods will immediately greet you and bring you into an expansive and well-thought-out addition. The gourmet kitchen anchors the space and is accented nicely with vaulted ceilings and an open family room. As you explore the kitchen, you will now begin to fully appreciate that no expense was spared in the renovation of this home. This home is perfect for entertaining and gathering!! The kitchen and family room flow seamlessly onto the expansive brand new deck overlookin

$803,000 Last sold price

3 beds3.5 baths2,877 sq ft

1003 Old Bay Ridge Rd, Annapolis, MD 21403

(410) 266-0600

SOLD NOV 28, 2025

ABOUT THIS HOME
Recently Sold Home in Old Annapolis Neck, MD:
Don't miss this one! Welcome to this beautifully maintained home in the sought-after waterfront community of Annapolis Roads—ideally situated just minutes from shopping, dining, and vibrant downtown Annapolis. Lovingly cared for, this home features a versatile, circular floor plan that effortlessly accommodates both everyday living and entertaining. The main level offers an inviting eat-in kitchen, a formal dining room with a cozy fireplace, and a spacious sunroom that feels like a private treehouse—complete with serene water views. Upstairs, the primary suite includes a private en suite bath, while two additional generously sized bedrooms share a full hall bathroom. The lower l

$700,000 Last sold price

4 beds2.5 baths2,401 sq ft

1003 Dulaney Ln, Annapolis, MD 21403

(703) 229-8935

SOLD NOV 10, 2025

ABOUT THIS HOME
Recently Sold Home in Old Annapolis Neck, MD:
Welcome to 1004A Harbor Drive, a beautifully renovated 4-bedroom, 3.5-bath home in the desirable water-privileged community of Annapolis Roads. This stunning property offers the perfect combination of modern updates, classic charm, and resort-style outdoor living with a fully fenced backyard and in-ground pool. Inside, you'll find refinished hardwood floors, vaulted ceilings with skylights, and natural light throughout the open-concept main level. The spacious dining area flows seamlessly into a cozy sitting space and a show-stopping chef’s kitchen featuring a massive center island, quartz countertops, Frigidaire appliances, and ample storage, perfect for both everyday living and ente

$875,000 Last sold price

4 beds3.5 baths2,618 sq ft

1004-A Harbor Dr, Annapolis, MD 21403

(443) 292-6767

SOLD NOV 18, 2025

ABOUT THIS HOME
Recently Sold Home in Old Annapolis Neck, MD:
Annapolis New Turnkey Masterpiece: Welcome to 3126 Port Way - an extraordinary residential real estate transformation in the highly sought-after Anchorage waterfront community in Annapolis. This fully reimagined masterpiece is the creation of a partnership between a contractor and an interior and space designer firm. Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien and partner Rachael Houser from Intuitive Design, joined forces and underwent on 3126 Port Way a complete, down-to-the-studs renovation and expansion. They purchased this almost 1/2-acre property from its original owner, and they turned a 2,000 square foot home into 3,200 square feet of

$1,295,000 Last sold price

4 beds4 baths3,200 sq ft

3126 Port Way, Annapolis, MD 21403

(410) 263-8686

Property at 1016 Carrs Rd, Annapolis, MD 21403, 2 beds, 2 baths

$463,500 Last sold price

2 beds2 baths1,205 sq ft

1016 Carrs Rd, Annapolis, MD 21403

(410) 429-7425

Property at 795 Harness Creek View Dr, Annapolis, MD 21403, 4 beds, 2.5 baths

$950,000 Last sold price

4 beds2.5 baths4,149 sq ft

795 Harness Creek View Dr, Annapolis, MD 21403

(410) 224-3200

Property at 107 Spring Valley Dr, Annapolis, MD 21403, 4 beds, 2 baths

$645,000 Last sold price

4 beds2 baths2,020 sq ft

107 Spring Valley Dr, Annapolis, MD 21403

(410) 224-2200

Property at 98 Pine Dr, Annapolis, MD 21403, 3 beds, 1.5 baths

$570,000 Last sold price

3 beds1.5 baths1,734 sq ft

98 Pine Dr, Annapolis, MD 21403

(410) 224-0600

Property at 116 Carroll Dr, Annapolis, MD 21403, 5 beds, 2.5 baths

$849,990 Last sold price

5 beds2.5 baths2,000 sq ft

116 Carroll Dr, Annapolis, MD 21403

(410) 263-8686

Property at 508 Harbor Dr, Annapolis, MD 21403, 4 beds, 1.5 baths

$599,900 Last sold price

4 beds1.5 baths1,620 sq ft

508 Harbor Dr, Annapolis, MD 21403

(703) 782-4422

Property at 129 Pinecrest Dr, Annapolis, MD 21403, 4 beds, 2.5 baths

$450,000 Last sold price

4 beds2.5 baths1,768 sq ft

129 Pinecrest Dr, Annapolis, MD 21403

(888) 860-7369

Property at 529 Tayman Dr, Annapolis, MD 21403, 3 beds, 2.5 baths

$700,000 Last sold price

3 beds2.5 baths2,800 sq ft

529 Tayman Dr, Annapolis, MD 21403

(410) 312-0000

Property at 98 Carroll Dr, Annapolis, MD 21403, 2 beds, 1 bath

$410,000 Last sold price

2 beds1 bath936 sq ft

98 Carroll Dr, Annapolis, MD 21403

(410) 729-7700

Property at 910 Langdon Ct, Annapolis, MD 21403, 4 beds, 2 baths

$620,000 Last sold price

4 beds2 baths2,257 sq ft

910 Langdon Ct, Annapolis, MD 21403

(410) 266-0600

Property at 20-J Sandstone Ct, Annapolis, MD 21403, 3 beds, 2 baths

$302,000 Last sold price

3 beds2 baths1,254 sq ft

20-J Sandstone Ct, Annapolis, MD 21403

(703) 679-1700

Property at 30-H Ironstone Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$350,000 Last sold price

3 beds2.5 baths1,620 sq ft

30-H Ironstone Ct, Annapolis, MD 21403

(410) 224-2200

Property at 10-E Ironstone Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$360,000 Last sold price

3 beds2.5 baths1,620 sq ft

10-E Ironstone Ct, Annapolis, MD 21403

(410) 429-7425

Property at 113 Quiet Waters Pl, Annapolis, MD 21403, 2 beds, 2.5 baths

$425,000 Last sold price

2 beds2.5 baths2,178 sq ft

113 Quiet Waters Pl, Annapolis, MD 21403

(443) 901-2200

Property at 138 Quiet Waters Pl, Annapolis, MD 21403, 2 beds, 3.5 baths

$450,000 Last sold price

2 beds3.5 baths1,752 sq ft

138 Quiet Waters Pl, Annapolis, MD 21403

(410) 956-0713

Property at 5 Edgewood Green Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$405,000 Last sold price

3 beds2.5 baths1,368 sq ft

5 Edgewood Green Ct, Annapolis, MD 21403

(410) 255-3690

Property at 9 Silverwood Cir #3, Annapolis, MD 21403, 2 beds, 2 baths

$275,000 Last sold price

2 beds2 baths— sq ft

9 Silverwood Cir #3, Annapolis, MD 21403

(833) 335-7433

Property at 10 Silverwood Cir #10, Annapolis, MD 21403, 2 beds, 2 baths

$290,000 Last sold price

2 beds2 baths1,164 sq ft

10 Silverwood Cir #10, Annapolis, MD 21403

(410) 266-0600

Property at 23 Janwall Ct, Annapolis, MD 21403, 2 beds, 2.5 baths

$310,000 Last sold price

2 beds2.5 baths1,660 sq ft

23 Janwall Ct, Annapolis, MD 21403

(410) 429-7425

Property at 39 Windwhisper Ln, Annapolis, MD 21403, 3 beds, 3.5 baths

$659,500 Last sold price

3 beds3.5 baths3,193 sq ft

39 Windwhisper Ln, Annapolis, MD 21403

(301) 434-4065

Property at 8 Somerset Ct, Annapolis, MD 21403, 4 beds, 3.5 baths

$830,000 Last sold price

4 beds3.5 baths3,589 sq ft

8 Somerset Ct, Annapolis, MD 21403

(202) 518-8781

Property at 310 Saddle Ridge Rd, Annapolis, MD 21403, 5 beds, 3.5 baths

$790,000 Last sold price

5 beds3.5 baths3,192 sq ft

310 Saddle Ridge Rd, Annapolis, MD 21403

(410) 263-9105

Property at 401 Fair Hill Ct, Annapolis, MD 21403, 4 beds, 2.5 baths

$801,000 Last sold price

4 beds2.5 baths2,840 sq ft

401 Fair Hill Ct, Annapolis, MD 21403

(410) 263-9105

Property at 988 Breakwater Dr, Annapolis, MD 21403, 3 beds, 2.5 baths

$365,000 Last sold price

3 beds2.5 baths1,373 sq ft

988 Breakwater Dr, Annapolis, MD 21403

(888) 860-7369

Property at 986 Breakwater Dr, Annapolis, MD 21403, 3 beds, 2.5 baths

$369,000 Last sold price

3 beds2.5 baths1,373 sq ft

986 Breakwater Dr, Annapolis, MD 21403

(888) 860-7369

Property at 960 Yachtsman Way, Annapolis, MD 21403, 2 beds, 2 baths

$410,000 Last sold price

2 beds2 baths1,174 sq ft

960 Yachtsman Way, Annapolis, MD 21403

(410) 312-0000

Property at 948 Yachtsman Way, Annapolis, MD 21403, 3 beds, 2.5 baths

$475,000 Last sold price

3 beds2.5 baths1,586 sq ft

948 Yachtsman Way, Annapolis, MD 21403

(410) 263-3400

Property at 944 Yachtsman Way, Annapolis, MD 21403, 2 beds, 2 baths

$457,000 Last sold price

2 beds2 baths1,354 sq ft

944 Yachtsman Way, Annapolis, MD 21403

(410) 266-0600

Property at 12 Skippers Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$410,000 Last sold price

3 beds2.5 baths1,586 sq ft

12 Skippers Ct, Annapolis, MD 21403

(443) 274-1900

Property at 15 Skippers Ct, Annapolis, MD 21403, 2 beds, 2 baths

$445,000 Last sold price

2 beds2 baths1,354 sq ft

15 Skippers Ct, Annapolis, MD 21403

(855) 450-0442

Property at 1000 Hyde Park Dr, Annapolis, MD 21403, 3 beds, 2 baths

$524,900 Last sold price

3 beds2 baths984 sq ft

1000 Hyde Park Dr, Annapolis, MD 21403

(301) 966-0035

Property at 20-A Amberstone Ct Unit 20A, Annapolis, MD 21403, 2 beds, 2 baths

$322,500 Last sold price

2 beds2 baths1,202 sq ft

20-A Amberstone Ct Unit 20A, Annapolis, MD 21403

(443) 333-8535

Property at 7 Georgetown Ct, Annapolis, MD 21403, 3 beds, 1.5 baths

$299,000 Last sold price

3 beds1.5 baths1,086 sq ft

7 Georgetown Ct, Annapolis, MD 21403

(410) 263-8686

$515,000

— beds2 baths2,254 sq ft

1158 Bay Highlands Dr, Annapolis, MD 21403

$500,000

— beds1.5 baths1,547 sq ft

516 Hillsmere Dr, Annapolis, MD 21403

$780,000 Last sold price

5 beds3 baths2,458 sq ft

106 Pinecrest Dr, Annapolis, MD 21403

(888) 860-7369

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Recently Sold Homes in Old Annapolis Neck

There are currently 46 recently sold homes for sale in Old Annapolis Neck. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Popular neighborhoods include Anchorage, Selby Beach, Annapolis Overlook Condominiums, West Annapolis, and Admiral Heights. This map is refreshed with the newest listings in Old Annapolis Neck every 15 minutes.

Find your dream home in Old Annapolis Neck using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Old Annapolis Neck are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Old Annapolis Neck. If you're looking to sell your home in the Old Annapolis Neck area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Old Annapolis Neck with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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