Greenbriar Gardens, MD homes for sale & real estate

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ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Rare multi-family opportunity in the highly desirable Homewood community of Annapolis! This offering includes both 913 and 915 Ridgewood, being sold together for the listed price. The property consists of a duplex with three total units, each deeded separately: 913 Ridgewood – Two 1-bedroom, 1-bath units 915 Ridgewood – One 3-bedroom, 1.5-bath unit The entire duplex is included in this sale, providing an excellent opportunity for investors or those seeking rental income in a prime Annapolis location.

$799,900

3 beds1.5 baths1,512 sq ft

913 Ridgewood St, Annapolis, MD 21401

Duplex • Built 1940 • Listed 3 days

(410) 263-9105

COMING SOON

ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Welcome to 709 Skippers Lane, a rare and versatile Live/Work townhome in the sought‑after Village Greens community—one of the only homes in the development offering this unique zoning flexibility. With 3,016 sq. ft. of beautifully finished space, this contemporary residence blends upscale living with the opportunity to operate a boutique business, studio, or professional office right from home. Step inside to discover a thoughtfully upgraded interior featuring designer touches, abundant natural light, and an open-concept layout ideal for modern living. The gourmet kitchen, spacious dining area, and inviting living room create a warm and functional environment perfect for everyday com

$649,999

3 beds3 baths3,016 sq ft

709 Skippers Ln, Annapolis, MD 21401

$100 HOA • 2 garage spots • Built 2016

(410) 721-0103

ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
New Price - Don't miss this incredible value for this Custom-built, Private, Waterfront Retreat on Crab Creek off the South River. This gorgeous property is an entertainers dream - just minutes from downtown Annapolis as well as Rt 50 and commuter routes making it the ideal resort like residence or weekend getaway As you arrive up the long tree-lined drive and enter the grand entry foyer with the wall of windows and stunning water views you'll immediately take in the multi-level tray ceilings with custom lighting effects, the marble and the hardwood floors and the curved walls and cabinetry. These amazing details are carried throughout as well as the stunning water views from almost eve

$1,600,000

3 beds2.5 baths3,888 sq ft

2639 Greenbriar Ln, Annapolis, MD 21401

0.99 acre lot • 9 parking spots • Pool

(410) 260-2800

ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Completely renovated home with modern finishes and updates throughout. This property boasts two brand new updated bathrooms with dual-sink vanities, walk-in showers and tile flooring. Additional upgrades include electrical system with new electrical panel, brand-new HVAC and boiler installed in 2025, interior sprinkler system for added peace of mind and safety, new LVP and carpet flooring, recessed lighting, new appliances, and an open concept floorplan. Property is situated on an almost . 5 acre lot. Every detail has been updated for modern living and is move in ready.

$570,000

5 beds2 baths2,236 sq ft

1831 Drew St, Annapolis, MD 21401

Renovated home • Updated bathrooms • Dual-sink vanities

(443) 318-8800

ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Elegant and refined, this home is the upscale Annapolis residence you've been dreaming of! The current owners have upgraded this home throughout for gracious living just minutes from Downtown Annapolis, Eastport, marinas, and restaurants. Standout features include a gourmet kitchen, high ceilings, upgraded wood floors, and a fourth-floor loft suite. This end-unit townhome also boasts a back deck and a tree-lined front view. On first entering the open-plan kitchen, the beautiful cabinetry, tile backsplash, and natural light may catch your eye, but it is touches like under-cabinet lighting and pull-out cabinet organizers that you'll appreciate as they enhance your daily experience. Stunning a

$600,000

4 beds4 baths2,450 sq ft

122 Waterline Ct, Annapolis, MD 21401

$138 HOA • 2 garage spots • Built 2017

(410) 429-7425

Property at 612 Severn Island Ct, Annapolis, MD 21401, 3 beds, 2.5 baths

$399,999

3 beds2.5 baths1,450 sq ft

612 Severn Island Ct, Annapolis, MD 21401

(301) 493-5575

Property at 2638 Greenbriar Ln, Annapolis, MD 21401, 4 beds, 2 baths

$650,000

4 beds2 baths2,606 sq ft

2638 Greenbriar Ln, Annapolis, MD 21401

(410) 296-8440

Property at 1808 Lincoln Dr, Annapolis, MD 21401, 3 beds, 1 bath

$419,000

3 beds1 bath1,008 sq ft

1808 Lincoln Dr, Annapolis, MD 21401

(410) 547-1116

Property at 606 James Walker Pl, Annapolis, MD 21401, 3 beds, 4 baths

$605,000

3 beds4 baths2,272 sq ft

606 James Walker Pl, Annapolis, MD 21401

(410) 263-3400

Property at 730 Crisfield Way, Annapolis, MD 21401, 5 beds, 4.5 baths

$865,000

5 beds4.5 baths3,586 sq ft

730 Crisfield Way, Annapolis, MD 21401

(410) 260-2800

Property at 1207 Mcguckian St, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,395,000

4 beds3.5 baths3,150 sq ft

1207 Mcguckian St, Annapolis, MD 21401

(888) 860-7369

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ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Lovely and spacious 3-bedroom townhome in the sought-after Admirals View community! This beautifully maintained home features 2 full baths and 2 half baths, a gourmet kitchen with granite countertops, stainless steel appliances, double ovens, and an extra-large pantry. Enjoy effortless indoor/outdoor living with a deck off the kitchen, perfect for grilling and entertaining. The open main level offers gorgeous hardwood floors, a gas fireplace, and a large family room filled with natural light. The upper level includes a generous primary suite with a soaking tub, huge walk-in closets, built-ins, and a California Closet system for exceptional organization. Additional highlights include a new w

$590,000

3 beds3 baths2,000 sq ft

321 Bulwark Aly, Annapolis, MD 21401

$147 HOA • 2 garage spots • Built 2009

(410) 224-2200

ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
OPEN SAT 12-2PM. Welcome to this beautifully maintained 3 level end unit garage townhome in the sought after community of Admirals View. This sunny and spacious 3 BR, 4 BA residence offers the perfect combination of comfort, style and convenience. Step inside to find gleaming hardwood floors on lower and main levels, complemented by neutral carpeting on the upper level. The bright, open kitchen features granite countertops, stainless steel appliances, abundant cabinetry, laundry, and a French door leading to the deck, ideal for morning coffee. Thoughtful details are found throughout including elegant millwork, decorative windows and custom window treatments. The lower level provides additi

$619,900

3 beds3 baths2,000 sq ft

328 Bulwark Aly, Annapolis, MD 21401

$147 HOA • 2 garage spots • Built 2008

(410) 263-8686

ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
Step inside this beautifully renovated 2-bedroom, 2-bathroom condo in Annapolis Overlook and instantly feel coastal charm meet modern comfort. This isn’t just a home—it’s a lifestyle rooted in the heart of Annapolis, where history, community, and the Chesapeake Bay come together in a way only this city can offer. Annapolis Overlook provides resort-style living with a sparkling outdoor pool, a clubhouse ideal for gatherings, and meticulously maintained grounds that create the feel of a private retreat. Located on the ground level, this condo is fully ADA-compliant and includes an oversized assigned parking spot—an everyday convenience rarely found in condo living. Ins

$300,000

2 beds2 baths1,217 sq ft

30-A Hearthstone Ct Unit A, Annapolis, MD 21403

$303 HOA • Parking • Community pool

(410) 956-3500

COMING SOON

ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
One level living at its finest this rancher offers and updated kitchen with granite tops, On demand gas hot water heater and AC all new in the last year. Primary bath currently being updated, warm pellet stove for those cool winter nights

$350,000

4 beds2 baths1,323 sq ft

106 Roselawn Rd, Annapolis, MD 21403

6,400 sq ft lot • Parking • Built 1955

(410) 544-8800

$299,999

2 beds2 baths1,229 sq ft

10 Greystone Ct Unit I, Annapolis, MD 21403

$303 HOA • Community pool • Built 1990

(202) 386-6330

ABOUT THIS HOME
Greenbriar Gardens, MD Homes for Sale
This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops throughout. The freshly painted interiors are complemented by custom window treatments that add both privacy and sophistication. Step outside to your private balcony and enjoy sweeping views of the surrounding area. Key Features: 2 spacious bedrooms with large closets Gorgeous hardwood floors S

$545,000

2 beds2 baths1,485 sq ft

1915 Towne Centre Blvd #502, Annapolis, MD 21401

10-foot ceilings • Private balcony • Natural light

(410) 263-3400

Property at 219 Glen Ave, Annapolis, MD 21401, 2 beds, 1.5 baths

$675,000

2 beds1.5 baths1,540 sq ft

219 Glen Ave, Annapolis, MD 21401

(410) 263-8686

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

$315,000

2 beds2 baths1,103 sq ft

10-G Sandstone Ct, Annapolis, MD 21403

(443) 333-8535

Property at 304-G Hilltop Ln, Annapolis, MD 21403, 2 beds, 2 baths

$285,000

2 beds2 baths1,072 sq ft

304-G Hilltop Ln, Annapolis, MD 21403

(301) 850-0255

Property at 10-L Sandstone Ct, Annapolis, MD 21403, 3 beds, 2 baths

$320,000

3 beds2 baths1,333 sq ft

10-L Sandstone Ct, Annapolis, MD 21403

(301) 445-1395

Property at 201 Bowie Ave, Annapolis, MD 21401, 4 beds, 3 baths

$574,900

4 beds3 baths1,709 sq ft

201 Bowie Ave, Annapolis, MD 21401

(410) 312-0000

Property at 1915 Towne Centre Blvd #1004, Annapolis, MD 21401, 2 beds, 2 baths

$975,000

2 beds2 baths1,794 sq ft

1915 Towne Centre Blvd #1004, Annapolis, MD 21401

(410) 263-3400

Property at 1915 Towne Centre Blvd #606, Annapolis, MD 21401, 2 beds, 2.5 baths

$755,000

2 beds2.5 baths1,682 sq ft

1915 Towne Centre Blvd #606, Annapolis, MD 21401

(410) 263-3400

Property at 285 West St #15, Annapolis, MD 21401, 4 beds, 4.5 baths

$1,595,000

4 beds4.5 baths2,720 sq ft

285 West St #15, Annapolis, MD 21401

(410) 280-5600

Property at 1915 Towne Centre Blvd #1001, Annapolis, MD 21401, 2 beds, 2.5 baths

$675,000

2 beds2.5 baths1,648 sq ft

1915 Towne Centre Blvd #1001, Annapolis, MD 21401

(410) 224-4999

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

$290,000

2 beds2 baths1,321 sq ft

300 Hilltop Ln Unit 300I, Annapolis, MD 21403

(410) 263-3400

Property at 1915 Towne Centre Blvd Unit 405 & 406, Annapolis, MD 21401, 4 beds, 3 baths

$3,600,000

4 beds3 baths3,422 sq ft

1915 Towne Centre Blvd Unit 405 & 406, Annapolis, MD 21401

(410) 263-3400

Property at 5 Park Pl #602, Annapolis, MD 21401, 2 beds, 2 baths

$675,000

2 beds2 baths1,213 sq ft

5 Park Pl #602, Annapolis, MD 21401

(410) 263-3400

Property at 5 Park Pl #107, Annapolis, MD 21401, 2 beds, 2 baths

$625,000

2 beds2 baths1,272 sq ft

5 Park Pl #107, Annapolis, MD 21401

Property at 5 Park Pl #626, Annapolis, MD 21401, 2 beds, 2 baths

$679,000

2 beds2 baths1,314 sq ft

5 Park Pl #626, Annapolis, MD 21401

(410) 263-3400

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