Homes with Garages for Sale in 21620, MD

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COMING SOON

ABOUT THIS HOME
Home with Garage for sale in 21620, MD:
Welcome to 329 Union Church Road in Chestertown, located in Queen Anne’s County—a home with plenty of space, useful updates, and room to truly make it your own! Situated on just over an acre, this 4-bedroom, 2.5-bath home offers 2,464 square feet of living space, a paved driveway, attached garage, and a large detached pole barn with loft—providing plenty of room for storage, hobbies, a workshop, or all the extras. Inside, you’ll find a spacious and functional layout ready for its next owners to settle in and make it feel like home. The kitchen features updated appliances, including a new stove, microwave, oven, and dishwasher in 2026, while new LVP flooring upstairs

$568,900

4 beds2.5 baths2,464 sq ft

329 Union Church Rd, Chestertown, MD 21620

Updated appliances • Paved driveway • New lvp flooring

(443) 215-4663

COMING SOON

ABOUT THIS HOME
Home with Garage for sale in 21620, MD:
Welcome home to historic Chestertown. This beautiful 5 bedroom colonial is located just one block from Washington College. Relax on your welcoming mahogany front porch before stepping inside this pristine home. Features a beautifully updated kitchen. Fresh exterior paint gleams. Iconic slate roof adds timeless appeal. Enjoy the private, fenced backyard oasis, meticulously landscaped for outdoor living. Complete with a 2-car garage.

$675,000

5 beds3 baths2,838 sq ft

212 Washington Ave, Chestertown, MD 21620

Historic chestertown • Mahogany front porch • Updated kitchen

(410) 778-0330

OPEN SAT, 11AM TO 1PMFLOOR PLAN

ABOUT THIS HOME
Home with Garage for sale in 21620, MD:
Welcome home to this beautifully maintained and thoughtfully updated residence nestled at the end of a peaceful cul-de-sac! Originally built in 2002 and extensively renovated in 2020, this home offers the perfect combination of timeless design, modern updates, and comfortable living. Hickory flooring flows throughout the main living areas and bedrooms, while LVP flooring provides durability and easy maintenance in all bathrooms and the laundry room. The heart of the home is the impressive gourmet kitchen, featuring quartz countertops, a granite-topped island, 5-burner propane range, double wall ovens, built-in microwave, pot filler, farmhouse sink, beautiful backsplash, and abundant cabinet

$524,900

3 beds2.5 baths2,076 sq ft

1003 Twin Ct, Chestertown, MD 21620

Quartz countertops • Gourmet kitchen • Double wall ovens

(410) 778-3779

OPEN SEP 19, 11AM TO 1PM

ABOUT THIS HOME
Home with Garage for sale in 21620, MD:
Welcome to this beautifully crafted home in the water-oriented community of Great Oak Estates, just outside of Chestertown on Maryland’s Eastern Shore. Nestled in a peaceful setting that backs to woods alive with songbirds and butterflies, this high-quality residence offers an easy-flow floor plan designed for both lively gatherings and quiet private moments. A soaring two-story foyer greets guests and opens to the living room and family room, the latter featuring built-in cherry cabinets and a cozy propane fireplace. The formal dining room connects seamlessly to the kitchen and an additional casual dining space, making entertaining effortless. The kitchen showcases handmade cherry ca

$649,000

4 beds3 baths2,864 sq ft

22400 Great Oak Landing Rd, Chestertown, MD 21620

Backs to woods • Large walk in pantry • Dual zone hvac

(410) 778-0330

OPEN SAT, 1PM TO 3PMFLOOR PLAN

ABOUT THIS HOME
Home with Garage for sale in 21620, MD:
Space, convenience, and value just minutes from downtown Chestertown! This spacious 4-bedroom, 2.5-bath Colonial in Coventry Farms checks the boxes for buyers looking for room to spread out without giving up convenience. The main level features a comfortable living room, dining area, kitchen, and half bath. Upstairs, you’ll find four bedrooms, including a spacious primary suite with a walk-in closet and en suite bath with dual vanities. Need even more space? The mostly finished basement adds approximately 600 sq. ft. of flexible living space. Plus the attached two car garage with plenty of room to park your vehicle and still have storage space. Outside, enjoy a stamped-concrete patio

$375,000

4 beds2.5 baths2,504 sq ft

123 Trafford Dr, Chestertown, MD 21620

Walk-in closet • Plumbing roughed in • En suite bath

(443) 215-4663

Property at 7982 Radcliffe Rd, Chestertown, MD 21620, 2 beds, 2 baths

$455,000

2 beds2 baths1,904 sq ft

7982 Radcliffe Rd, Chestertown, MD 21620

(410) 810-0010

Property at 8630 Elm Rd, Chestertown, MD 21620, 5 beds, 2.5 baths

$424,900

5 beds2.5 baths1,936 sq ft

8630 Elm Rd, Chestertown, MD 21620

(301) 355-6104

Property at 216 Birch Run Rd, Chestertown, MD 21620, 3 beds, 2.5 baths

$750,000

3 beds2.5 baths2,176 sq ft

216 Birch Run Rd, Chestertown, MD 21620

(410) 673-3344

Property at 24775 Langford Rd, Chestertown, MD 21620, 3 beds, 1 bath

$315,000

3 beds1 bath1,008 sq ft

24775 Langford Rd, Chestertown, MD 21620

(410) 398-9200

Property at 8999 Orchard Dr, Chestertown, MD 21620, 5 beds, 3.5 baths

$824,900

5 beds3.5 baths4,353 sq ft

8999 Orchard Dr, Chestertown, MD 21620

(410) 778-0330

Property at 7828 Country Club Ln, Chestertown, MD 21620, 3 beds, 2.5 baths

$799,000

3 beds2.5 baths2,857 sq ft

7828 Country Club Ln, Chestertown, MD 21620

(410) 778-3779

Property at 129 Trafford Dr, Chestertown, MD 21620, 3 beds, 2.5 baths

$480,000

3 beds2.5 baths3,176 sq ft

129 Trafford Dr, Chestertown, MD 21620

(302) 422-2619

Property at 7680 Country Club Ln, Chestertown, MD 21620, 5 beds, 4 baths

$885,000

5 beds4 baths2,639 sq ft

7680 Country Club Ln, Chestertown, MD 21620

(410) 275-2118

Property at 22470 Fairgale Farm Ln, Chestertown, MD 21620, 4 beds, 5 baths

$1,375,000

4 beds5 baths4,257 sq ft

22470 Fairgale Farm Ln, Chestertown, MD 21620

(410) 275-2118

Property at 106 Queen St S, Chestertown, MD 21620, 3 beds, 3.5 baths

$829,000

3 beds3.5 baths2,472 sq ft

106 Queen St S, Chestertown, MD 21620

(443) 215-4663

Property at 204 Double Creek Rd, Chestertown, MD 21620, 3 beds, 2.5 baths

$545,000

3 beds2.5 baths2,927 sq ft

204 Double Creek Rd, Chestertown, MD 21620

(410) 810-0010

Property at 104 Acorn Dr, Chestertown, MD 21620, 3 beds, 2.5 baths

$275,000

3 beds2.5 baths1,900 sq ft

104 Acorn Dr, Chestertown, MD 21620

(410) 778-3779

Property at 105 High St, Chestertown, MD 21620, 5 beds, 4.5 baths

$1,245,500

5 beds4.5 baths3,243 sq ft

105 High St, Chestertown, MD 21620

(410) 778-0330

Property at 8620 Park Dr, Chestertown, MD 21620, 4 beds, 2.5 baths

$489,900

4 beds2.5 baths2,524 sq ft

8620 Park Dr, Chestertown, MD 21620

(410) 810-0010

Property at 103 Sutton Way, Chestertown, MD 21620, 5 beds, 3.5 baths

$550,000

5 beds3.5 baths3,816 sq ft

103 Sutton Way, Chestertown, MD 21620

(410) 673-3344

Property at 103 Landing Ln, Chestertown, MD 21620, 2 beds, 2.5 baths

$499,999

2 beds2.5 baths2,100 sq ft

103 Landing Ln, Chestertown, MD 21620

(410) 778-0330

Property at 23043 Bay Shore Spur, Chestertown, MD 21620, 4 beds, 3 baths

$385,000

4 beds3 baths2,630 sq ft

23043 Bay Shore Spur, Chestertown, MD 21620

(410) 639-4003

Property at Little Harbor Way #1, Chestertown, MD 21620, 3 beds, 2.5 baths

$1,459,000

3 beds2.5 baths2,231 sq ft

Little Harbor Way #1, Chestertown, MD 21620

(410) 275-2118

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Homes with Garages for Sale in 21620

There are currently 23 homes with garages for sale in 21620 at a median listing price of $383K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21620 stay on the market for 71 days and receive 1 offers. This map is refreshed with the newest listings in 21620 every 15 minutes.

In the past month, 16 homes have been sold in 21620. In addition to houses in 21620, there were also 2 condos, 18 townhouses, and 1 multi-family unit for sale in 21620 last month. Find your dream home in 21620 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 21620 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21620. If you're looking to sell your home in the 21620 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21620 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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