Greenbriar Gardens, MD homes for sale & real estate

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21 Woodlawn Ave, Annapolis, MD 21401
21 Woodlawn Ave, Annapolis, MD 21401
21 Woodlawn Ave, Annapolis, MD 21401
ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Rare opportunity in Homewood of Annapolis! On an oversized lot in one of the city's most sought-after neighborhoods, this 3-bedroom, 2-bathroom offers extra space for outdoor living, gardening, or future expansion. Step inside to find an inviting, oversized wraparound enclosed porch—perfect for morning coffee, evening cocktails, or a cozy reading nook year-round. Warm hardwood floors and plenty of space for the whole family, this home is ready for you to make it your own. A detached garage and private driveway, providing coveted off-street parking and extra storage. In the heart of Homewood—just minutes from downtown Annapolis, the Naval Academy, parks, restaurants, and commuter

$654,900

3 beds2 baths1,442 sq ft

21 Woodlawn Ave, Annapolis, MD 21401

0.26 acre lot • Garage • Private driveway

(410) 263-9105

COMING SOON

407 Merryman Rd, Annapolis, MD 21401
407 Merryman Rd, Annapolis, MD 21401
407 Merryman Rd, Annapolis, MD 21401
ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Professional Pics Scheduled for next week! Beautiful spacious home in Heritage! This home has a Wonderful Open floor plan with 2 En Suites on on the Main Level. Open updated Kitchen, Living and Dining Area with Tons of Light. Sliding Glass Doors from the Kitchen Area to the Back Deck and on the Lower Level to the Patio and Backyard. Renovated Lower Level with Fireplace and with space with doors for an office and workout room. The location of the property is ideal with access to downtown and RT 50 within moments. The community pool is just around the corner from the house. There is not an HOA but a community pool included in the property taxes.

$725,000

4 beds3.5 baths1,850 sq ft

407 Merryman Rd, Annapolis, MD 21401

0.36 acre lot • 2 garage spots • Community pool

(410) 266-0600

OPEN SAT, 1PM TO 3PM

116 Vanguard Ln, Annapolis, MD 21401
116 Vanguard Ln, Annapolis, MD 21401
116 Vanguard Ln, Annapolis, MD 21401
ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Location, Location! Annapolis' meticulously maintained, four-level end-unit townhome in the gated Village Greens of Annapolis community combines style, space, and a prime location. Located in the center of the manicured courtyard in a state-of-the-art community. Built in 2016, this property features 4 bedrooms, 3 full bathrooms, and 2 half bathrooms, making it an ideal space for both everyday living and entertaining. Freshly painted throughout, with brand-new carpet installed, and complemented by beautiful wood floors, this move-in-ready home is perfect. On the first level, you'll find a versatile space that could be used as a home office, media room, or gym, along with a half bath and a s

$599,900

4 beds4 baths2,450 sq ft

116 Vanguard Ln, Annapolis, MD 21401

$138 HOA • 2 garage spots • Gated community

(410) 263-3400

917 Arbutus Rd, Annapolis, MD 21403
917 Arbutus Rd, Annapolis, MD 21403
917 Arbutus Rd, Annapolis, MD 21403
ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Welcome to 917 Arbutus Road—an extraordinary waterfront property nestled on 5 private acres with deep water on Crab Creek minutes from downtown Annapolis. This mid-century modern home offers over 3656 SF of light-filled living space, with soaring ceilings, expansive glass walls, and panoramic views of water and nature. The main level boasts four bedrooms and open-concept living areas designed for both comfort and entertaining. Enjoy sunsets from the oversized deck or relax by the heated saltwater pool and a charming private guest/pool house with an additional 470 feet comfortable living space. Boaters will appreciate the deep-water at the pier (10 ft MLW), the 300+ feet of frontage

$5,250,000

5 beds3.5 baths3,945 sq ft

917 Arbutus Rd, Annapolis, MD 21403

5.03 acre lot • 8 parking spots • Pool

(410) 263-8686

7 Silopanna Rd, Annapolis, MD 21403
7 Silopanna Rd, Annapolis, MD 21403
7 Silopanna Rd, Annapolis, MD 21403

$745,000

4 beds3 baths2,348 sq ft

7 Silopanna Rd, Annapolis, MD 21403

0.31 acre lot • Garage

(410) 260-2800

Property at 48 Poplar Point Rd, Edgewater, MD 21037, 6 beds, 5.5 baths

$3,750,000

6 beds5.5 baths6,380 sq ft

48 Poplar Point Rd, Edgewater, MD 21037

(410) 280-5600

Property at 917 Childs Point Rd, Annapolis, MD 21401, 5 beds, 6 baths

$3,700,000

5 beds6 baths6,094 sq ft

917 Childs Point Rd, Annapolis, MD 21401

(410) 280-5600

Property at 10 N Homeland Ave N, Annapolis, MD 21401, 4 beds, 3 baths

$699,900

4 beds3 baths2,342 sq ft

10 N Homeland Ave N, Annapolis, MD 21401

(866) 987-3937

Property at 9 Rusty Red Dr, Annapolis, MD 21401, 5 beds, 4.5 baths

$1,375,000

5 beds4.5 baths5,124 sq ft

9 Rusty Red Dr, Annapolis, MD 21401

(410) 263-8686

Property at 602 Broach Ct, Annapolis, MD 21401, 3 beds, 2.5 baths

$349,900

3 beds2.5 baths1,486 sq ft

602 Broach Ct, Annapolis, MD 21401

(571) 888-2600

Property at 712 Pearson Point Pl, Annapolis, MD 21401, 5 beds, 4.5 baths

$950,000

5 beds4.5 baths5,184 sq ft

712 Pearson Point Pl, Annapolis, MD 21401

(410) 280-5600

Property at 709 Pilot House Dr, Annapolis, MD 21401, 4 beds, 4.5 baths

$920,000

4 beds4.5 baths4,494 sq ft

709 Pilot House Dr, Annapolis, MD 21401

(410) 260-2800

Property at 1971 Dominoe Rd, Annapolis, MD 21401, 4 beds, 3 baths

$519,000

4 beds3 baths2,160 sq ft

1971 Dominoe Rd, Annapolis, MD 21401

(301) 258-7757

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Nearby homes that match your criteria

COMING SOON

637 Chase St, Annapolis, MD 21401
637 Chase St, Annapolis, MD 21401
637 Chase St, Annapolis, MD 21401
ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Discover an enchanting classic brick residence in Murray Hill—just steps from Maryland Hall for the Performing Arts, home to the annual Annapolis Film Festival, the Annapols Symphony, art classes and live music. And only three blocks away, Amos Garrett Park awaits—perfect for launching your kayak or paddleboard. Lovingly maintained and beautifully detailed, this timeless home features solid plaster walls, hardwood floors, 8½‑foot ceilings, and graceful archways. The updated kitchen flows seamlessly into a versatile layout that can easily accommodate a first‑floor primary suite—currently styled as a family room with an office and adjoining full bath. Charming, intim

$1,295,000

3 beds2 baths2,064 sq ft

637 Chase St, Annapolis, MD 21401

7,401 sq ft lot

(410) 263-8686

3D WALKTHROUGH

1233-G Gemini Dr Unit G, Annapolis, MD 21403
1233-G Gemini Dr Unit G, Annapolis, MD 21403
1233-G Gemini Dr Unit G, Annapolis, MD 21403
ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Welcome home to this cozy Annapolis Condo! Step inside to discover wood flooring and neutral paint throughout making it ready for your personal touches. The eat-in kitchen features granite countertops and stainless steel appliances. The bright living room blends seamlessly, making it the heart of the home and where you'll also find a balcony for your convenience. The primary bedroom boasts two closets, ensuring ample storage for all your belongings and completing the home is a full bathroom and separate area with a washer and dryer! Location is the gem-- you are so close to so much that Annapolis has to offer--dining and shopping, 10 minutes from Downtown Annapolis and close to all major c

$239,900

1 bed1 bath863 sq ft

1233-G Gemini Dr Unit G, Annapolis, MD 21403

$379 HOA • Community pool

(443) 221-4120

16 Parole St, Annapolis, MD 21401
16 Parole St, Annapolis, MD 21401
16 Parole St, Annapolis, MD 21401

$375,000

2 beds2 baths800 sq ft

16 Parole St, Annapolis, MD 21401

4,820 sq ft lot

(301) 702-4200

1915 Towne Centre Blvd #707, Annapolis, MD 21401
1915 Towne Centre Blvd #707, Annapolis, MD 21401
1915 Towne Centre Blvd #707, Annapolis, MD 21401

$630,000

2 beds2 baths1,246 sq ft

1915 Towne Centre Blvd #707, Annapolis, MD 21401

$916 HOA • 2 garage spots • Community pool

(443) 901-2200

5 Park Pl #217, Annapolis, MD 21401
5 Park Pl #217, Annapolis, MD 21401
5 Park Pl #217, Annapolis, MD 21401
ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Welcome to luxury living in the highly sought-after Residence at Park Place, located in the heart of historic Annapolis! This beautifully maintained 2-bedroom, 2-full bath condo offers comfort, convenience, and top-tier amenities — all in a secure, resort-style building. Step inside to find generously sized bedrooms, gorgeous hardwood floors, and an open-concept layout filled with natural light. The chef’s kitchen has granite countertops, stainless steel appliances, and plenty of cabinet space — perfect for entertaining. Relax by the cozy fireplace or enjoy your morning coffee in the peaceful setting. The open-concept living area features gleaming hardwood floors, a gas fi

$845,000

2 beds2 baths1,343 sq ft

5 Park Pl #217, Annapolis, MD 21401

$1,032 HOA • 2 garage spots • Community pool

(302) 360-0300

5 Park Pl #515, Annapolis, MD 21401
5 Park Pl #515, Annapolis, MD 21401
5 Park Pl #515, Annapolis, MD 21401
ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Welcome to Unit 515 at 5 Park Place, a beautifully appointed 2‑bedroom, 2‑bath condo offering an elegant lifestyle in one of Annapolis’ premier luxury communities. This residence features a bright and open layout with hardwood floors throughout the main living areas, new plush carpet in both bedrooms, and tile flooring in the kitchen and foyer. The living room boasts a built-in entertainment unit with a surround sound system, creating the perfect space for relaxing or entertaining, with access to the large veranda and serene views! There is a formal dining room and a kitchen that is designed for both style and functionality, featuring granite counters, stainless appliances, and ample

$698,000

2 beds2 baths1,320 sq ft

5 Park Pl #515, Annapolis, MD 21401

$1,129 HOA • 3 garage spots • Community pool

(410) 312-0000

Property at 735 Glenwood St, Annapolis, MD 21401, 3 beds, 3 baths

$875,000

3 beds3 baths2,634 sq ft

735 Glenwood St, Annapolis, MD 21401

(888) 860-7369

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

$324,999

3 beds2.5 baths1,304 sq ft

1200-F Gemini Dr, Annapolis, MD 21403

(410) 263-8686

Property at 5 Park Pl #302, Annapolis, MD 21401, 2 beds, 2 baths

$670,000

2 beds2 baths1,188 sq ft

5 Park Pl #302, Annapolis, MD 21401

(410) 263-3400

Property at 1915 Towne Centre Blvd #1013, Annapolis, MD 21401, 2 beds, 2 baths

$545,000

2 beds2 baths1,485 sq ft

1915 Towne Centre Blvd #1013, Annapolis, MD 21401

(410) 544-4000

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

$2,950,000

4 beds4.5 baths5,523 sq ft

143 Spa Dr, Annapolis, MD 21403

(443) 292-6767

Property at 46 Boxwood Rd, Annapolis, MD 21403, 5 beds, 3 baths

$599,900

5 beds3 baths2,928 sq ft

46 Boxwood Rd, Annapolis, MD 21403

(443) 981-8000

Property at 60-I Sandstone Ct, Annapolis, MD 21403, 2 beds, 2 baths

$315,000

2 beds2 baths1,254 sq ft

60-I Sandstone Ct, Annapolis, MD 21403

(443) 274-1900

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

$350,000

3 beds2.5 baths1,620 sq ft

10-G Ironstone Ct, Annapolis, MD 21403

(410) 263-3400

Property at 116 Lejeune Way, Annapolis, MD 21401, 2 beds, 2.5 baths

$449,999

2 beds2.5 baths1,600 sq ft

116 Lejeune Way, Annapolis, MD 21401

(410) 263-3400

Property at 50 Amberstone Ct Unit E, Annapolis, MD 21403, 3 beds, 2.5 baths

$359,900

3 beds2.5 baths1,620 sq ft

50 Amberstone Ct Unit E, Annapolis, MD 21403

(410) 280-5600

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

$499,000

2 beds2 baths1,740 sq ft

7 Ashford Ct, Annapolis, MD 21403

(410) 224-3600

Property at 300 Hilltop Ln Unit 300K, Annapolis, MD 21403, 2 beds, 2 baths

$279,000

2 beds2 baths1,085 sq ft

300 Hilltop Ln Unit 300K, Annapolis, MD 21403

(410) 823-0033

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

$244,950

2 beds1.5 baths1,024 sq ft

290-M Hilltop Ln, Annapolis, MD 21403

(202) 255-1900

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

$349,900

3 beds2.5 baths1,620 sq ft

50-C Amberstone Ct, Annapolis, MD 21403

(410) 260-2800

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