Recently Sold Homes in Painters Hill, MD

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SOLD SEP 2, 2025

ABOUT THIS HOME
Recently Sold Home in Painters Hill, MD:
This stunning, unique residence embraces all of the cornerstones of the ideal Annapolis home, with so much more. Ideally situated in picturesque Romar Estates, the home exudes quality and style. Walk to the community water frontage that offers boat dockage with 4’mlw, ramp, kayak rack and picnic area, on scenic grounds gently rolling to the water's edge of Aberdeen Creek. 8 Romar Drive basks in a light-filled, spacious, open floorplan. The residence is graced with too many improvements to mention, including fully renovated and freshly-painted interiors, a new portico over the front entrance, a new Douglas fir front door, new dimensional-shingle roof, gutters and downspouts, new window

$800,000 Last sold price

3 beds2 baths2,692 sq ft

8 Romar Dr, Annapolis, MD 21403

(410) 263-8686

SOLD SEP 17, 2025

ABOUT THIS HOME
Recently Sold Home in Painters Hill, MD:
Welcome to Willow Cottage, a charming, history-rich Craftsman nestled in Eastport, just minutes from all the culture, dining, and waterfront beauty of historic downtown Annapolis. Nestled on an exceptionally large lot (. 55 acres), this beautiful 4-bedroom, 3.5-bathroom residence blends hosts modern living, timeless appeal, and ample space. The property has been meticulously maintained over the years and features a wealth of original charm, enhanced by thoughtful and stylish updates that elevate its functionality and aesthetics. The kitchen has been updated with modern amenities, offering lots of cabinet space, upgraded countertops, and stainless steel appliances. Master Bedroom: Convenient

$670,000 Last sold price

4 beds3.5 baths1,876 sq ft

1115 Tyler Ave, Annapolis, MD 21403

(410) 266-0600

SOLD OCT 15, 2025

ABOUT THIS HOME
Recently Sold Home in Painters Hill, MD:
Charming Eastport Area bungalow. Enjoy one-level living with this three-bedroom, two full bathroom home. Morning coffee can be enjoyed on the covered front porch or rear patio in your large fenced backyard. The cedar-sided family room is a vibe. Bonus storage in the attic and cellar basement. Walking distance to Quiet Waters Park and Truxton Park, Forest Drive, and minutes from historic downtown Annapolis.

$380,000 Last sold price

3 beds2 baths1,416 sq ft

211 Janwall St, Annapolis, MD 21403

(410) 793-7195

SOLD BY REDFIN OCT 7, 20253D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Painters Hill, MD:
* * * $5000 seller concession with full price offer by 9/28/25 * * * Charming Townhome Near Downtown Annapolis & the U. S. Naval Academy Welcome to 1007 Madison Ct, a well-maintained 3-bedroom, 2-bathroom townhome ideally situated just minutes from historic downtown Annapolis and the U. S. Naval Academy. This versatile layout offers comfortable living across three levels. Upstairs, you’ll find two spacious bedrooms with plush carpeting and a full bathroom, providing a quiet retreat. The finished basement adds flexibility with a third bedroom, a second full bath, and additional living or guest space and laundry. Enjoy the convenience of being close to vibrant shops, waterfro

$374,900 Last sold price

3 beds2 baths900 sq ft

1007 Madison Ct, Annapolis, MD 21403

SOLD OCT 31, 2025

ABOUT THIS HOME
Recently Sold Home in Painters Hill, MD:
Stunning contemporary home in an ideal Annapolis location! Quaint, sought-after community of Ambridge feels like you are away from it all, while still being right in the heart of Annapolis! This home is not a drive-by, as you will immediately be impressed and surprised as soon as you walk in the door. Soaring ceilings, abundant natural light, and a perfectly executed modern floor plan are just a few of the highlights! Upstairs, you will find an expansive updated kitchen that flows perfectly amongst the living and dining area, creating the perfect environment for entertainment and enjoyment. The fun continues in the backyard with a two-story deck, gazebo, fully fenced, LOW maintenance yard!

$620,000 Last sold price

4 beds2 baths2,257 sq ft

910 Langdon Ct, Annapolis, MD 21403

(410) 266-0600

Property at 50-C Amberstone Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$350,000 Last sold price

3 beds2.5 baths1,620 sq ft

50-C Amberstone Ct, Annapolis, MD 21403

(410) 260-2800

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 40-A Amberstone Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$345,000 Last sold price

3 beds2.5 baths1,694 sq ft

40-A Amberstone Ct, Annapolis, MD 21403

(410) 972-4000

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 1021 Cedar Ridge Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$400,000 Last sold price

3 beds2.5 baths1,320 sq ft

1021 Cedar Ridge Ct, Annapolis, MD 21403

(410) 224-2200

Property at 1028 Cedar Ridge Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$395,000 Last sold price

3 beds2.5 baths1,320 sq ft

1028 Cedar Ridge Ct, Annapolis, MD 21403

(240) 219-2422

Property at 1109 Van Buren St, Annapolis, MD 21403, 3 beds, 2 baths

$545,000 Last sold price

3 beds2 baths1,118 sq ft

1109 Van Buren St, Annapolis, MD 21403

(410) 429-7425

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 827 Janice Dr, Annapolis, MD 21403, 4 beds, 4.5 baths

$1,135,000 Last sold price

4 beds4.5 baths4,000 sq ft

827 Janice Dr, Annapolis, MD 21403

(410) 263-8686

Property at 407 Merryman Rd, Annapolis, MD 21401, 4 beds, 3.5 baths

$675,000 Last sold price

4 beds3.5 baths1,850 sq ft

407 Merryman Rd, Annapolis, MD 21401

(410) 266-0600

Property at 115 Merryman Ct, Annapolis, MD 21401, 2 beds, 1.5 baths

$245,000 Last sold price

2 beds1.5 baths992 sq ft

115 Merryman Ct, Annapolis, MD 21401

(443) 274-1900

Property at 34 Heritage Ct, Annapolis, MD 21401, 2 beds, 1.5 baths

$260,000 Last sold price

2 beds1.5 baths960 sq ft

34 Heritage Ct, Annapolis, MD 21401

Property at 303 Riding Ridge Rd, Annapolis, MD 21403, 4 beds, 2.5 baths

$700,000 Last sold price

4 beds2.5 baths2,238 sq ft

303 Riding Ridge Rd, Annapolis, MD 21403

(410) 263-3400

Property at 7 Ashford Ct, Annapolis, MD 21403, 2 beds, 2 baths

$470,250 Last sold price

2 beds2 baths1,740 sq ft

7 Ashford Ct, Annapolis, MD 21403

(410) 224-3600

Property at 18 Sargent Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$338,000 Last sold price

3 beds2.5 baths1,450 sq ft

18 Sargent Ct, Annapolis, MD 21403

(410) 730-3456

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

$370,000 Last sold price

2 beds2.5 baths1,822 sq ft

23 Copley Ct, Annapolis, MD 21403

(410) 263-8686

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

$425,000 Last sold price

3 beds2.5 baths1,450 sq ft

5 Rockwell Ct, Annapolis, MD 21403

(302) 539-2900

Property at 4 President Point Dr Unit A3, Annapolis, MD 21403, 2 beds, 1 bath

$625,000 Last sold price

2 beds1 bath923 sq ft

4 President Point Dr Unit A3, Annapolis, MD 21403

(410) 263-8686

Property at 11 President Point Dr Unit A2, Annapolis, MD 21403, 1 bed, 1 bath

$660,000 Last sold price

1 bed1 bath923 sq ft

11 President Point Dr Unit A2, Annapolis, MD 21403

(410) 263-3400

Property at 14 President Point Dr Unit A1, Annapolis, MD 21403, 1 bed, 1.5 baths

$750,000 Last sold price

1 bed1.5 baths923 sq ft

14 President Point Dr Unit A1, Annapolis, MD 21403

(410) 280-5600

Property at 105 Rosecrest Dr, Annapolis, MD 21403, 3 beds, 1 bath

$275,000 Last sold price

3 beds1 bath900 sq ft

105 Rosecrest Dr, Annapolis, MD 21403

(410) 304-3130

Property at 97 Quarter Landing Rd Rd, Annapolis, MD 21403, 2 beds, 2.5 baths

$1,050,000 Last sold price

2 beds2.5 baths1,920 sq ft

97 Quarter Landing Rd Rd, Annapolis, MD 21403

(410) 263-8686

Property at 290-M Hilltop Ln, Annapolis, MD 21403, 2 beds, 1.5 baths

$237,500 Last sold price

2 beds1.5 baths1,024 sq ft

290-M Hilltop Ln, Annapolis, MD 21403

(202) 255-1900

Property at 1200-F Gemini Dr, Annapolis, MD 21403, 3 beds, 2.5 baths

$320,000 Last sold price

3 beds2.5 baths1,304 sq ft

1200-F Gemini Dr, Annapolis, MD 21403

(410) 263-8686

Property at 4 Spa Creek Lndg Unit B3, Annapolis, MD 21403, 2 beds, 2 baths

$875,000 Last sold price

2 beds2 baths1,335 sq ft

4 Spa Creek Lndg Unit B3, Annapolis, MD 21403

(410) 263-8686

Property at 5 Spa Creek Landing Lndg Unit A1, Annapolis, MD 21403, 1 bed, 1.5 baths

$525,000 Last sold price

1 bed1.5 baths1,002 sq ft

5 Spa Creek Landing Lndg Unit A1, Annapolis, MD 21403

(410) 263-8686

Property at 5 Spa Creek Lndg Unit A2, Annapolis, MD 21403, 1 bed, 1.5 baths

$500,000 Last sold price

1 bed1.5 baths1,002 sq ft

5 Spa Creek Lndg Unit A2, Annapolis, MD 21403

(410) 263-8686

Property at 1005 Timber Creek Dr, Annapolis, MD 21403, 3 beds, 3 baths

$595,000 Last sold price

3 beds3 baths1,826 sq ft

1005 Timber Creek Dr, Annapolis, MD 21403

(410) 263-8686

Property at 102 Boxwood Rd, Annapolis, MD 21403, 4 beds, 1.5 baths

$489,000 Last sold price

4 beds1.5 baths1,296 sq ft

102 Boxwood Rd, Annapolis, MD 21403

(410) 224-2200 Redfin Corp

Property at 7 Silopanna Rd, Annapolis, MD 21403, 4 beds, 3 baths

$715,000 Last sold price

4 beds3 baths2,348 sq ft

7 Silopanna Rd, Annapolis, MD 21403

(410) 260-2800

Property at 143 Spa Dr, Annapolis, MD 21403, 4 beds, 4.5 baths

$2,850,000 Last sold price

4 beds4.5 baths5,523 sq ft

143 Spa Dr, Annapolis, MD 21403

(443) 292-6767

Property at 1143 August Dr, Annapolis, MD 21403, 3 beds, 3 baths

$547,500 Last sold price

3 beds3 baths2,246 sq ft

1143 August Dr, Annapolis, MD 21403

(703) 378-8810

Property at 1006 Primrose Rd #302, Annapolis, MD 21403, 2 beds, 2 baths

$297,500 Last sold price

2 beds2 baths1,004 sq ft

1006 Primrose Rd #302, Annapolis, MD 21403

(301) 970-2447

Property at 1009 Moss Haven Ct Unit A, Annapolis, MD 21403, 4 beds, 4.5 baths

$1,872,500 Last sold price

4 beds4.5 baths3,130 sq ft

1009 Moss Haven Ct Unit A, Annapolis, MD 21403

(410) 263-3400

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Recently Sold Homes in Painters Hill

There are currently 52 recently sold homes for sale in Painters Hill. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Popular neighborhoods include Edgewater Beach, Bay Ridge, Cape St. John, West Annapolis, and Admiral Heights. This map is refreshed with the newest listings in Painters Hill every 15 minutes.

Find your dream home in Painters Hill 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 Painters Hill are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Painters Hill. If you're looking to sell your home in the Painters Hill area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Painters Hill with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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