Old Annapolis Neck, MD homes for sale & real estate

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OPEN TODAY, 1:30PM TO 3:30PM

ABOUT THIS HOME
Old Annapolis Neck, MD Homes for Sale
A Builder’s Personal Residence | A Signature Annapolis Home A rare opportunity to own the personal residence of a builder and an interior designer, whose expertise and craftsmanship are reflected throughout their exceptional Annapolis home. 3124 Starboard Drive represents their vision of quality, functionality, and enduring design—where no detail was overlooked and every improvement was thoughtfully executed. Known as one of the neighborhood’s exceptional residences, this home offers a level of craftsmanship and attention to detail that is difficult to replicate. From the quality of construction and materials to the thoughtful design choices, the property reflects the d

$1,775,000

5 beds4 baths3,328 sq ft

3124 Starboard Dr, Annapolis, MD 21403

Gas fireplaces • 0.3 acre lot • 2 garage spots

(410) 263-8686

OPEN TODAY, 12PM TO 2PMFLOOR PLAN

ABOUT THIS HOME
Old Annapolis Neck, MD Homes for Sale
Imagine starting your morning with coffee in a sun-filled room, looking out over a peaceful backyard framed by trees. Later, you could launch a kayak, head to the community beach, take a walk through Quiet Waters Park, or be in downtown Annapolis in minutes. This is the lifestyle that makes Hillsmere Shores so special. Set near the Chesapeake Bay and the mouth of the South River, this updated 3-bedroom, 2.5-bath home blends comfort, character, and flexibility in one of Annapolis’s most loved waterfront communities. Inside, a thoughtful renovation created spaces that feel open, warm, and easy to enjoy. The expanded kitchen features a center island, eat-in area, custom tile backsplash,

$600,000

3 beds2.5 baths2,514 sq ft

416 Walnut Dr, Annapolis, MD 21403

Updated home • Expanded kitchen • Peaceful backyard

(410) 729-7700

NEW CONSTRUCTIONFLOOR PLAN

ABOUT THIS HOME
Old Annapolis Neck, MD Homes for Sale
Why wait to build when you can move right in? Welcome to 126 Stilly Way, a beautifully finished, nearly new home in Annapolis’ Parkside Preserve. Built in 2024 and offering more than 4,400 square feet of finished living space across three levels, this home combines the appeal of newer construction with the convenience of having the finishing touches already in place. The bright, open main level features a beautifully appointed kitchen with white cabinetry, quartz countertops, stainless steel appliances, gas cooking, double wall ovens, tiled backsplash, and an oversized center island. The kitchen flows seamlessly into the spacious family room, anchored by a gas fireplace with custom bu

$1,160,000

4 beds4.5 baths4,813 sq ft

126 Stilly Way, Annapolis, MD 21403

Separate dining room • Appointed kitchen • Primary suite

(410) 280-5600

ABOUT THIS HOME
Old Annapolis Neck, MD Homes for Sale
Welcome home to this beautifully maintained home in the heart of Annapolis. This spacious home offers th perfect combination of style, comfort, and low-maintenance living. The open-concept main level features a stunning kitchen with elegant marble countertops, luxury vinyl plank flooring, and an ideal layout for entertaining or everyday living. The fully finished walk-out basement provides exceptional additional living space complete with a full bathroom, wet bar, and direct access to the patio—perfect for a recreation room, multigenerational lower level, home office, or guest suite. Step outside to enjoy a private backyard with a deck and patio, offering plenty of space to relax or

$849,000

3 beds2.5 baths1,844 sq ft

965 Old Annapolis Neck Rd, Annapolis, MD 21403

Wet bar • One-car garage • Private backyard

(410) 972-4000

OPEN TODAY, 12PM TO 2PM3D WALKTHROUGH

ABOUT THIS HOME
Old Annapolis Neck, MD Homes for Sale
Designer details, thoughtful upgrades and an exceptional Annapolis location come together in this beautifully customized end-unit townhome, ideally situated next to Quiet Waters Park. Built by Lennar in 2023 and offering more than 2,800 square feet across four finished levels, this home combines newer construction with a collection of owner-added enhancements that set it apart. The open main level is bright, spacious and beautifully finished, with custom lighting and distinctive designer touches throughout. A blue accent wall with decorative millwork creates a striking focal point in the living area, with the color carried into the kitchen for a cohesive, custom look. The expansive kitchen

$745,000

4 beds4.5 baths2,856 sq ft

208 Anasta Ter, Annapolis, MD 21403

Annapolis location • Dedicated home gym • Abundant cabinetry

(410) 263-3400

Property at 907 Windwhisper Ln, Annapolis, MD 21403, 2 beds, 2 baths

$420,000

2 beds2 baths1,354 sq ft

907 Windwhisper Ln, Annapolis, MD 21403

(833) 335-7433

Property at 20-H Amberstone Ct Unit H, Annapolis, MD 21403, 3 beds, 2 baths

$299,900

3 beds2 baths1,119 sq ft

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

(410) 729-7700

Property at 456 Poplar Ln, Annapolis, MD 21403, 4 beds, 2.5 baths

$589,000

4 beds2.5 baths1,920 sq ft

456 Poplar Ln, Annapolis, MD 21403

(888) 860-7369

Property at 30 Hearthstone Ct Unit G, Annapolis, MD 21403, 2 beds, 2 baths

$299,000

2 beds2 baths1,376 sq ft

30 Hearthstone Ct Unit G, Annapolis, MD 21403

(410) 729-7700

Property at 301 Cedar Ln, Annapolis, MD 21403, 4 beds, 3 baths

$590,000

4 beds3 baths1,906 sq ft

301 Cedar Ln, Annapolis, MD 21403

(443) 632-3000

Property at 1365 Moyer Rd, Annapolis, MD 21403, 4 beds, 3 baths

$520,000

4 beds3 baths1,668 sq ft

1365 Moyer Rd, Annapolis, MD 21403

(410) 823-0033

Property at 327 Beach Dr, Annapolis, MD 21403, 4 beds, 3 baths

$850,000

4 beds3 baths2,450 sq ft

327 Beach Dr, Annapolis, MD 21403

(301) 702-4200

Property at 40-B Ironstone Ct Unit B, Annapolis, MD 21403, 3 beds, 2.5 baths

$335,000

3 beds2.5 baths1,694 sq ft

40-B Ironstone Ct Unit B, Annapolis, MD 21403

(443) 771-8009

Property at 2691 Claibourne Rd, Annapolis, MD 21403, 4 beds, 3.5 baths

$799,900

4 beds3.5 baths2,533 sq ft

2691 Claibourne Rd, Annapolis, MD 21403

(888) 860-7369

Property at 142 Georgetown Rd #9, Annapolis, MD 21403, 3 beds, 2 baths

$285,000

3 beds2 baths1,447 sq ft

142 Georgetown Rd #9, Annapolis, MD 21403

Property at 1033 Hyde Park Dr, Annapolis, MD 21403, 3 beds, 2 baths

$624,900

3 beds2 baths1,272 sq ft

1033 Hyde Park Dr, Annapolis, MD 21403

(855) 450-0442

Property at 1017 Hyde Park Dr, Annapolis, MD 21403, 4 beds, 2 baths

$534,000

4 beds2 baths1,928 sq ft

1017 Hyde Park Dr, Annapolis, MD 21403

(888) 860-7369

Property at 3280 Arundel On The Bay Rd, Annapolis, MD 21403, 5 beds, 4.5 baths

$750,000

5 beds4.5 baths3,144 sq ft

3280 Arundel On The Bay Rd, Annapolis, MD 21403

(443) 574-1600

Property at 1007 Harbor Dr, Annapolis, MD 21403, 4 beds, 4 baths

$800,000

4 beds4 baths3,722 sq ft

1007 Harbor Dr, Annapolis, MD 21403

(410) 266-9005

Property at 402 Fair Hill Ct, Annapolis, MD 21403, 4 beds, 2.5 baths

$769,900

4 beds2.5 baths3,177 sq ft

402 Fair Hill Ct, Annapolis, MD 21403

(410) 263-9105

Property at 150 Quiet Waters Pl, Annapolis, MD 21403, 3 beds, 2.5 baths

$449,000

3 beds2.5 baths1,752 sq ft

150 Quiet Waters Pl, Annapolis, MD 21403

(410) 263-8686

Property at 3 Mooring Point Ct, Annapolis, MD 21403, 3 beds, 3.5 baths

$434,900

3 beds3.5 baths1,548 sq ft

3 Mooring Point Ct, Annapolis, MD 21403

(410) 849-9210

Property at 213-F Victor Pkwy Unit 213F, Annapolis, MD 21403, 2 beds, 2 baths

$257,000

2 beds2 baths932 sq ft

213-F Victor Pkwy Unit 213F, Annapolis, MD 21403

(410) 224-3600

Property at 117 Pinecrest Dr, Annapolis, MD 21403, 4 beds, 3 baths

$669,999

4 beds3 baths1,160 sq ft

117 Pinecrest Dr, Annapolis, MD 21403

(410) 263-3400

Property at 30-I Sandstone Ct, Annapolis, MD 21403, 3 beds, 2 baths

$299,900

3 beds2 baths1,254 sq ft

30-I Sandstone Ct, Annapolis, MD 21403

(240) 737-5000

Property at 20 Silverwood Cir #5, Annapolis, MD 21403, 2 beds, 2 baths

$272,900

2 beds2 baths1,300 sq ft

20 Silverwood Cir #5, Annapolis, MD 21403

(410) 224-2200

Property at 278 Hillsmere Dr, Annapolis, MD 21403, 4 beds, 3 baths

$749,000

4 beds3 baths2,156 sq ft

278 Hillsmere Dr, Annapolis, MD 21403

(410) 263-8686

Property at 1 Silverwood Cir #8, Annapolis, MD 21403, 2 beds, 2 baths

$239,000

2 beds2 baths1,312 sq ft

1 Silverwood Cir #8, Annapolis, MD 21403

(410) 972-4000

Property at 116 Bonny Way, Annapolis, MD 21403, 3 beds, 3.5 baths

$649,990

3 beds3.5 baths2,392 sq ft

116 Bonny Way, Annapolis, MD 21403

(410) 268-8696

Property at 104 Groh Ln, Annapolis, MD 21403, 4 beds, 3 baths

$699,990

4 beds3 baths2,300 sq ft

104 Groh Ln, Annapolis, MD 21403

(410) 263-8686

Property at 100 Oak Dr, Annapolis, MD 21403, 4 beds, 3 baths

$749,900

4 beds3 baths2,229 sq ft

100 Oak Dr, Annapolis, MD 21403

(410) 268-8400

Property at 40 Ironstone Ct Unit J, Annapolis, MD 21403, 3 beds, 2.5 baths

$329,000

3 beds2.5 baths1,680 sq ft

40 Ironstone Ct Unit J, Annapolis, MD 21403

(410) 729-7700

Property at 1132 Bay Ridge Rd, Annapolis, MD 21403, 3 beds, 2.5 baths

$650,000

3 beds2.5 baths1,644 sq ft

1132 Bay Ridge Rd, Annapolis, MD 21403

(443) 221-4120

Property at 8 Georgetown Ct Unit 1-8, Annapolis, MD 21403, 3 beds, 1.5 baths

$310,000

3 beds1.5 baths1,106 sq ft

8 Georgetown Ct Unit 1-8, Annapolis, MD 21403

(443) 318-8800

Property at 3 Cypress Rd, Annapolis, MD 21403, 3 beds, 1 bath

$350,000

3 beds1 bath1,206 sq ft

3 Cypress Rd, Annapolis, MD 21403

(866) 987-3937

Property at 50 Sandstone Ct Unit G, Annapolis, MD 21403, 2 beds, 2 baths

$280,000

2 beds2 baths1,010 sq ft

50 Sandstone Ct Unit G, Annapolis, MD 21403

(240) 829-9360

Property at 10-K Sandstone Ct Unit K, Annapolis, MD 21403, 2 beds, 2 baths

$275,000

2 beds2 baths1,200 sq ft

10-K Sandstone Ct Unit K, Annapolis, MD 21403

(410) 272-4800

Property at 112 Stilly Way, Annapolis, MD 21403, 4 beds, 3.5 baths

$1,119,290

4 beds3.5 baths4,336 sq ft

112 Stilly Way, Annapolis, MD 21403

Listing provided by Zillow

Property at 5 Silverwood Cir #1, Annapolis, MD 21403, 2 beds, 2 baths

$265,000

2 beds2 baths— sq ft

5 Silverwood Cir #1, Annapolis, MD 21403

(240) 829-9360

Property at 113 Stilly Way, Annapolis, MD 21403, 4 beds, 4.5 baths

$1,079,990

4 beds4.5 baths4,700 sq ft

113 Stilly Way, Annapolis, MD 21403

(410) 979-7740

Property at 116 Stilly Way, Annapolis, MD 21403, 4 beds, 3 baths

$1,099,990

4 beds3 baths4,400 sq ft

116 Stilly Way, Annapolis, MD 21403

(410) 979-7740

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Average home prices near Old Annapolis Neck, MD

Cities

Neighborhoods

Downtown Height District homes for sale
$1,435,000
Bay Ridge homes for sale
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