Hillsmere Shores, MD homes for sale & real estate

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FLOOR PLAN

ABOUT THIS HOME
Hillsmere Shores, MD Homes for Sale
Welcome to 293 Cedar Lane, a classic 1963 ranch on a private . 27 acre lot in the water privileged community of Hillsmere Estates, steps from Quiet Waters Park and minutes to the South River. Original hardwood floors flow through the main level, where a living room with custom built in shelving opens to a galley kitchen with an electric stove top, wall oven, and dishwasher, full of potential for your personal touch. The full bath keeps its classic pedestal sink charm. Downstairs, a full basement offers a finished rec area and bonus room alongside generous unfinished storage and utility space, ready for however you want to use it. Step outside to a rear deck made for morning coffee or evenin

$425,000

3 beds1 bath1,312 sq ft

293 Cedar Ln, Annapolis, MD 21403

Gas cooktop • Wall oven • Private lot

(410) 263-3400

ABOUT THIS HOME
Hillsmere Shores, MD Homes for Sale
Welcome to this beautifully updated ranch-style home in Hillsmere Estates. .. where modern comfort meets serene living. Located on a spacious corner lot with ample driveway parking, this warm and charming retreat boasts four bedrooms and three full bathrooms and is designed to accommodate all your lifestyle needs. The open well-appointed kitchen is ready for your culinary adventures boasting plenty of sleek counter space along with an abundance of cabinets. Gather around the roomy kitchen island or the bright and cheerful dining area for your social events or comforting traditional meals. Cozy up to the newly updated fireplace in the living room that creates the perfect ambiance for quiet e

$610,000

4 beds3 baths1,906 sq ft

301 Cedar Ln, Annapolis, MD 21403

0.32 acre lot • Community pool • Built 1961

(443) 632-3000

ABOUT THIS HOME
Hillsmere Shores, MD Homes for Sale
Welcome to 327 Beach Drive, where thoughtful design, quality craftsmanship, and the relaxed Annapolis lifestyle come together in the heart of Hillsmere Shores a waterfront community. Completely transformed with a warm, modern aesthetic, this 4-bedroom, 3-bath home offers approximately 2,450 square feet of beautifully finished living space. From the moment you arrive, the crisp white board-and-batten exterior and inviting curb appeal set the tone. Inside, brand-new natural birch flooring, solid wood interior doors, crown molding, recessed lighting, and carefully selected finishes create a bright, cohesive feel throughout the main level. The open living spaces are designed for both everyday l

$850,000

4 beds3 baths2,450 sq ft

327 Beach Dr, Annapolis, MD 21403

0.41 acre lot • Garage • Community pool

(301) 702-4200

ABOUT THIS HOME
Hillsmere Shores, MD Homes for Sale
Stunning 2400 sq ft remodeled home in Hillsmere! Situated on a lovely street and a large flat lot, this breathtaking home has been fully remodeled and offers some of the nicest finishes in the community! Entering through a charming 3 season room, youll be greeted by brand new lvp flooring throughout the home, a spacious family room that opens into your brand new kitchen. Kitchen features include brand new cream shaker cabinets around the kitchen, a brand new shaker island featuring oak finish, quartz counters, and brand new SS appliances. Behind the kitchen is a charming addition with lots of natural light. The main level boast 2 bedrooms, 2 fully renovated and stunning full bathrooms, inc

$679,999

4 beds3 baths1,160 sq ft

117 Pinecrest Dr, Annapolis, MD 21403

0.3 acre lot • 5 parking spots • Community pool

(410) 263-3400

ABOUT THIS HOME
Hillsmere Shores, MD Homes for Sale
Fall is here and it is time to make your move and be settled in before the holiday season is here! Great location! Must see inside to appreciate all this home has to offer. Details and features; -The kitchen used to be the carport -The upper cabinets in the kitchen are custom made -Luxury vinyl flooring in kitchen -Propane fireplace in living room/insert is only 2 years old -Propane gas for grill -2-100-gallon propane tanks/owned -Propane back up heat -Blown in insulation in attic area -Master bath gutted and updated 5 years ago -HVAC units in lower level and in barn/garage -Lower-level walk out to bar area and firepit -Full covered huge deck -Fully fenced back yard -Private access to Quiet

$749,000

4 beds3 baths2,156 sq ft

278 Hillsmere Dr, Annapolis, MD 21403

Covered deck • Propane fireplace • Open airy floor plan

(410) 263-8686

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 110 Lake View Dr, Annapolis, MD 21403, 3 beds, 2 baths

$730,000

3 beds2 baths2,242 sq ft

110 Lake View Dr, Annapolis, MD 21403

(888) 860-7369

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ABOUT THIS HOME
Hillsmere Shores, MD Homes for Sale
Nestled in the charming and convenient Annapolis Overlook community, this inviting townhouse offers a perfect blend of comfort and investment potential. This traditional-style townhome boasts 1,694 square feet of thoughtfully designed living space, making it an ideal choice for both homeowners and savvy investors looking to capitalize on a desirable rental market. Step inside to discover a warm, welcoming interior with an open floor plan that seamlessly connects the kitchen and dining areas. Brand-new luxury vinyl plank flooring highlights the combined living, kitchen, and dining spaces, making it perfect for entertaining with a touch of modern elegance. The kitchen also offers ample table

$335,000

3 beds2.5 baths1,694 sq ft

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

Open floor plan • Ample table space • Walk-in closet

(443) 771-8009

COMING SOON

ABOUT THIS HOME
Hillsmere Shores, MD Homes for Sale
Nestled in the sought-after community of Hunt Meadow, and on a quiet cul-de-sac, this perfectly-kept colonial home offers the right blend of comfort and privacy. Featuring 4 bedrooms and 2.5 baths, a family room with a cozy fireplace, raised hearth and framed in brick. Vaulted ceilings, and custom oak hardwood floors. The kitchen features stainless steel appliances, granite counter tops and modern plank flooring. The entire second level and stairs feature all NEW carpeting. The primary bedroom has a spacious en-suite bath. Two additional bedrooms and an additional full bath are on this level. The finished basement offers additional space for recreation with a Movie Room featuring a large TV

$755,000

4 beds2.5 baths2,238 sq ft

303 Riding Ridge Rd, Annapolis, MD 21403

Cozy fireplace • Granite counter tops • Raised hearth

(410) 260-2800

ABOUT THIS HOME
Hillsmere Shores, MD Homes for Sale
Back On The Market Through No Fault Of The Seller!! A wonderful second opportunity for buyers who missed it the first time!! Beautifully updated and move-in ready in an ideal Annapolis location! HVAC, ROOF, & HOT WATER HEATER ALL REPLACED APPROX. 2021. This inviting home has been thoughtfully refreshed with updated kitchen finishes, new flooring, fresh interior paint and beautifully updated bathrooms, creating a bright, fresh feel throughout. The main level offers a comfortable, functional layout with generous living and entertaining spaces and a beautifully updated kitchen at the heart of the home. Upstairs, spacious bedrooms and refreshed bathrooms continue the clean, updated feel. E

$449,000

3 beds2.5 baths1,752 sq ft

150 Quiet Waters Pl, Annapolis, MD 21403

New flooring • Updated bathrooms • Outdoor space

(410) 263-8686

VIDEO TOUR

ABOUT THIS HOME
Hillsmere Shores, MD Homes for Sale
Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a masterpiece in design and quality. The 3-level home – complete with elevator -- takes full advantage of its waterfront setting that includes 400 ft of shoreline. Facing Quiet Waters Park, the ever-changing view includes brilliant fall foliage, deer by the water’s edge, and osprey circling overhead. Stroll down to the 100 ft private pier with deep-water slips. There’s 7 ft water depth at the dock; Harness Creek is a recognized hurricane hole so this is the perfect spot for boats to ride out a storm. The 20 ft x

$9,500,000

6 beds8.5 baths10,745 sq ft

3285 Harness Creek Rd, Annapolis, MD 21403

Private 25 acre lot • Ipe deck • 400 ft of shoreline

(410) 260-2800

ABOUT THIS HOME
Hillsmere Shores, MD Homes for Sale
Welcome to 213 Victor Parkway, Unit F, in the conveniently located Fairwinds community. This spacious unit was extensively updated in 2022 with upgraded lighting and luxury vinyl plank flooring. In September 2026, new carpeting was installed, and the entire unit was freshly painted in a neutral color. The remodeled kitchen offers white shaker cabinetry, updated countertops, a garbage disposal, and stainless steel appliances. Both full bathrooms have been refreshed with attractive tile and upgraded vanities. An in-unit washer-and-dryer combination adds everyday convenience, while the upgraded heating and air-conditioning system was installed in March 2024. The generously sized primary bedroo

$257,000

2 beds2 baths932 sq ft

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

Remodeled kitchen • Spacious closet • $391 HOA

(410) 224-3600

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Hillsmere Shores, MD Homes for Sale
Move-in ready top-floor 3-bedroom, 2-bath condo in Fairwinds of Annapolis, offering comfortable living and an unbeatable location just minutes from Bay Ridge and Downtown Annapolis. This large floorplan home features a bright, open layout and a private balcony. The updated kitchen features a new flooring, countertop, gas cooking, ample cabinet storage, and a new refrigerator to be installed. New flooring in both bathrooms. The HVAC system was replaced in 2022, providing added peace of mind. The spacious primary bedroom offers a private full bath, while the two generously sized secondary bedrooms share an additional full bath. Enjoy the convenience of natural gas for heating, hot water, and

$285,000

3 beds2 baths1,447 sq ft

142 Georgetown Rd #9, Annapolis, MD 21403

Private balcony • Gas cooking • Top-floor condo

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

$784,900

4 beds2.5 baths3,177 sq ft

402 Fair Hill Ct, Annapolis, MD 21403

(410) 263-9105

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

$309,900

3 beds2 baths1,254 sq ft

30-I Sandstone Ct, Annapolis, MD 21403

(240) 737-5000

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 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 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 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 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 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 3344 Harness Creek Rd, Annapolis, MD 21403, 4 beds, 5.5 baths

$10,850,000

4 beds5.5 baths8,264 sq ft

3344 Harness Creek Rd, Annapolis, MD 21403

(410) 280-5600

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 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 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 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

Average home prices near Hillsmere Shores, MD

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Hillsmere Shores, MD real estate trends

All Home Types trends in Hillsmere Shores, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$684,047

+12.1% YoY | Aug 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Aug 2026

Growth

% YoY

Hillsmere Shores, MD

$684,047

+12.1%

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4.8

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2519

Homes closed*

* Data from the last year

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