Homes with Basements for Sale in 21620, MD

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COMING SOON

ABOUT THIS HOME
Home with Basement for sale in 21620, MD:
Set within a stately 1800s waterfront home, this beautifully renovated one-bedroom condominium offers an effortless life along the Chester River. Begin your mornings with river views, spend shaded afternoons beneath the trees, or retreat to the floating dock for sunbathing and quiet reflection. With an updated kitchen and bath, kayak storage, off-street parking, and downtown Chestertown’s shops and restaurants just one block away, 117 N Water Street, Unit 3B is a maintenance-free escape within 90 minutes of Washington, D. C. , and Philadelphia.

$295,000

1 bed1 bath— sq ft

117 N Water St Unit 3B, Chestertown, MD 21620

Waterfront home • Kayak storage • Updated kitchen

(410) 778-0330

COMING SOON

ABOUT THIS HOME
Home with Basement for sale in 21620, MD:
COMING SOON!! Welcome home. .. spacious rancher nestled on a beautiful, private 1-acre lot. This home offers 3 bedrooms, 2 full bathrooms, a cozy living room, and an eat-in kitchen perfect for everyday living. The full unfinished basement provides endless possibilities for additional living space, a workshop, or extra storage. Step outside to enjoy the peaceful backyard, featuring a privacy-fenced yard and a paved driveway. The roof, siding, and windows were replaced approximately 10 years ago, offering added value and peace of mind. Stay warm and keep utility costs down during the colder months with both a pellet stove in the living room and a wood-burning stove in the basement. With just

$295,000

3 beds2 baths1,132 sq ft

240 Round Top Rd, Chestertown, MD 21620

Private 1 acre lot • Paved driveway • Pellet stove

(410) 827-4663

COMING SOON

ABOUT THIS HOME
Home with Basement for sale in 21620, MD:
Welcome to Mile Tree Village, one of Chestertown’s most desirable neighborhoods, where this beautifully maintained 1994 brick rambler sits proudly at the end of a quiet cul-de-sac on more than a half acre lot. Offering 3 bedrooms, 2.5 baths, and over 2,100 square feet of thoughtfully designed main level living, this home combines timeless Eastern Shore appeal in an absolutely turnkey package. * A freshly sealed asphalt drive curves to a welcoming front entry, where a classic brick facade sets a warm, distinctive tone. A two-car attached garage provides direct entry and everyday convenience. * Inside, the open kitchen—complete with breakfast area—flows seamlessly into a s

$750,000

3 beds2.5 baths2,176 sq ft

216 Birch Run Rd, Chestertown, MD 21620

Quiet cul-de-sac • Brick facade • Half acre lot

(410) 673-3344

FLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in 21620, MD:
Welcome to a breathtaking country estate where modern elegance, architectural grandeur, and total sanctuary converge across 2.23 serene acres. Spanning over 4,000 square feet of meticulously refined living space, this extraordinary five-bedroom residence has been thoughtfully crafted to offer both lavish entertaining possibilities and effortless multi-generational comfort. Upon arrival, the welcoming foyer makes a memorable first impression, framed by detailed custom millwork and flanked by a private executive office and a sophisticated study or formal dining space. Moving inward, the magnificent two-story great room commands attention with its soaring ceilings and a cozy gas fireplace crow

$824,900

5 beds3.5 baths4,353 sq ft

8999 Orchard Dr, Chestertown, MD 21620

Primary suite • Gourmet kitchen • Sunroom

(410) 778-0330

COMING SOONFLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in 21620, MD:
A perfect pied-a-terre or full time residence, this adorable historic home is just steps from the farmers market, shops, restaurants, theater, art galleries and the Chester River. Zoned residential or business. Completely updated in 2021. Metal roof. Loaded with character and charm.

$440,000

2 beds1.5 baths1,058 sq ft

104 Church Aly, Chestertown, MD 21620

Zoned business • Zoned residential • Farmers market

(410) 778-0330

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 25750 Collins Ave, Chestertown, MD 21620, 3 beds, 2 baths

$448,000

3 beds2 baths3,262 sq ft

25750 Collins Ave, Chestertown, MD 21620

(410) 810-0010

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 200 Manor Ave, Chestertown, MD 21620, 4 beds, 2 baths

$325,000

4 beds2 baths2,198 sq ft

200 Manor Ave, Chestertown, MD 21620

(410) 673-3344

Property at 8796 Maryland Pkwy, Chestertown, MD 21620, 9 beds, 6.5 baths

$1,495,000

9 beds6.5 baths4,776 sq ft

8796 Maryland Pkwy, Chestertown, MD 21620

(410) 778-0330

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

$1,450,000

4 beds5 baths4,257 sq ft

22470 Fairgale Farm Ln, Chestertown, MD 21620

(410) 275-2118

Property at 6746 Quaker Neck Rd, Chestertown, MD 21620, 5 beds, 2.5 baths

$349,000

5 beds2.5 baths3,371 sq ft

6746 Quaker Neck Rd, Chestertown, MD 21620

(410) 810-0010

Property at 117 Water St N Unit 1A, 1B, 2A, & 2B, Chestertown, MD 21620, 7 beds, 5 baths

$1,500,000

7 beds5 baths5,400 sq ft

117 Water St N Unit 1A, 1B, 2A, & 2B, Chestertown, MD 21620

(410) 673-3344

Property at 896 Washington Ave, Chestertown, MD 21620, 3 beds, 1 bath

$325,000

3 beds1 bath1,000 sq ft

896 Washington Ave, Chestertown, MD 21620

(410) 778-0330

Property at 117 Water St N Unit 1A, Chestertown, MD 21620, 3 beds, 3 baths

$685,000

3 beds3 baths3,000 sq ft

117 Water St N Unit 1A, Chestertown, MD 21620

(410) 673-3344

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 218 Camelot Dr, Chestertown, MD 21620, 5 beds, 3.5 baths

$499,999

5 beds3.5 baths3,932 sq ft

218 Camelot Dr, Chestertown, MD 21620

(410) 224-2200

Property at 117 Water St N Unit 2A, Chestertown, MD 21620, 2 beds, 1 bath

$375,000

2 beds1 bath787 sq ft

117 Water St N Unit 2A, Chestertown, MD 21620

(410) 673-3344

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 117 Water St N Unit 2B, Chestertown, MD 21620, 1 bed, 1 bath

$350,000

1 bed1 bath850 sq ft

117 Water St N Unit 2B, Chestertown, MD 21620

(410) 673-3344

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Nearby homes that match your criteria

COMING SOON

ABOUT THIS HOME
Home with Basement for sale in 21620, MD:
Situated on . 97± acres in Worton, this versatile property offers plenty of space and possibilities with two utility buildings, public water, and public sewer. The main home features an open floor plan highlighted by a custom wooden kitchen bar that provides generous counter space and creates a natural gathering spot for entertaining. A separate shop building adds even more functionality and is equipped with an oil furnace and air conditioning, making it comfortable for year-round use. Whether you’re looking for workshop space, storage, a hobby area, or room for your next project, this property offers flexibility that's hard to find. Conveniently located in Worton with nearly a

$349,000

2 beds1.5 baths1,089 sq ft

10725 Worton Rd, Worton, MD 21678

Utility buildings • Public sewer • Oil furnace

(410) 810-3900

ABOUT THIS HOME
Home with Basement for sale in 21620, MD:
Country living with NO HOA fees. The home boasts excellent curb appeal and sits on a one acre parcel. The public record reflects the main floor square footage of 1440 with the home originally built with three bedrooms. The homeowner had an addition built, increasing the total square footage to approximately 1540 square feet with a modification of two bedrooms. The listing reflects the home presently having two bedrooms; however, the home could easily be converted back to three bedrooms if needed.

$395,000

2 beds1.5 baths1,440 sq ft

224 Ewingtown Rd, Church Hill, MD 21623

One acre parcel • No hoa fees • 1.03 acre lot

(410) 810-0010

ABOUT THIS HOME
Home with Basement for sale in 21620, MD:
Welcome to 11960 Flour Mill Street. This is the perfect house for a growing family or a multi-generational household. Main House has 6 full bedrooms and 4 full bathrooms while the second floor above the garage is a spacious mother-in-law suite with a separate entrance, efficiency kitchen, full bath and walk-in closet. First floor has a bedroom and full bath and wide open floor plan in the kitchen and living rooms. Kitchen features stainless steel appliances, granite countertops and wood cabinets. Second floor has 5 bedrooms and 2 full baths. Partially finished full basement has another full bathroom and offers a range of possibilities for the next owner. This home has more room and storage

$515,000

7 beds5 baths3,836 sq ft

11960 Flour Mill St, Kennedyville, MD 21645

Mother-in-law suite • Efficiency kitchen • Walk-in closet

(410) 778-0330

OPEN AUG 29, 11:30AM TO 2:30PM

ABOUT THIS HOME
Home with Basement for sale in 21620, MD:
Super motived as their next home is under contract! Must sell now! $5,000 credit towards upgrades! Welcome home to this beautifully maintained Colonial nestled in the desirable Meadows community of Church Hill. Ideally located between historic Chestertown and Centreville and within the sought-after Queen Anne's County School District, this home offers the perfect blend of comfort, convenience, and timeless style. Step inside through the impressive two-story foyer that welcomes you into a bright and inviting floor plan. The spacious primary suite serves as a private retreat, complete with a, separate shower, and relaxing soaking tub. The home has been exceptionally well cared for and featur

$415,000

3 beds2.5 baths1,807 sq ft

116 Reeand Ln, Church Hill, MD 21623

Two-story foyer • Soaking tub • Newer roof

(410) 778-0330

3D WALKTHROUGH

ABOUT THIS HOME
Home with Basement for sale in 21620, MD:
Your private resort awaits. From the moment you arrive, this stunning home commands attention with its timeless curb appeal, oversized corner lot, and impressive presence. Offering over 5,000 square feet across three levels, this is the perfect blend of luxury, comfort, and everyday functionality. Step inside to soaring ceilings, abundant natural light, and an open floor plan designed for both entertaining and daily living. The spacious two-story family room with a cozy fireplace flows seamlessly into the heart of the home, a beautifully appointed kitchen featuring a large center island, granite countertops, stainless steel appliances, abundant cabinetry, beverage refrigerator, and an over

$645,000

5 beds3 baths3,452 sq ft

122 Fair Brook Way, Centreville, MD 21617

In-ground pool • Fully fenced oasis • 0.29 acre lot

(443) 274-1900

ABOUT THIS HOME
Home with Basement for sale in 21620, MD:
Wonderful location on the edge of Rock Hall. Property backs up to farmland. Watch the Fireworks from your backyard. Walk to downtown. Close to Landings, Marinas, and Restaurants. Close enough to participate in all of Rock Hall's festivals, yet far enough away for privacy. This house awaits your personal touch. Three Bedroom, one and a half baths. Master Suite and Half Bath on second floor. Two Bedrooms and a Full Bath on the first floor. Large Family Room. Fireplace. Sale is contingent upon Seller settling on another property. Seller is under contract.

$350,000

3 beds1.5 baths1,868 sq ft

5548 S Main St, Rock Hall, MD 21661

Close to restaurants • Large family room • Backs up to farmland

(410) 810-0010

Property at 24050 Macs Ln, Worton, MD 21678, 3 beds, 3 baths

$935,000

3 beds3 baths2,102 sq ft

24050 Macs Ln, Worton, MD 21678

(410) 778-0330

Property at 25133 Wymont Park Rd, Worton, MD 21678, 1 bed, 1.5 baths

$575,000

1 bed1.5 baths1,724 sq ft

25133 Wymont Park Rd, Worton, MD 21678

(410) 398-9200

Property at 24274 Waterview Dr, Worton, MD 21678, 4 beds, 3.5 baths

$765,000

4 beds3.5 baths3,006 sq ft

24274 Waterview Dr, Worton, MD 21678

(410) 778-0330

Property at 116 Meadow Brook Way, Centreville, MD 21617, 4 beds, 2.5 baths

$499,987

4 beds2.5 baths2,865 sq ft

116 Meadow Brook Way, Centreville, MD 21617

(410) 721-9600

Property at 218 Upland Ln, Centreville, MD 21617, 5 beds, 4.5 baths

$950,000

5 beds4.5 baths5,764 sq ft

218 Upland Ln, Centreville, MD 21617

(410) 304-2250

Property at 31673 W Edge Rd, Millington, MD 21651, 2 beds, 1 bath

$379,900

2 beds1 bath832 sq ft

31673 W Edge Rd, Millington, MD 21651

(410) 810-0010

Property at 12712 and 12714 Still Pond Rd, Still Pond, MD 21667, 6 beds, 5 baths

$549,000

6 beds5 baths4,305 sq ft

12712 and 12714 Still Pond Rd, Still Pond, MD 21667

(410) 778-0330

Property at 131 Fair Brook Way, Centreville, MD 21617, 4 beds, 3.5 baths

$585,000

4 beds3.5 baths3,508 sq ft

131 Fair Brook Way, Centreville, MD 21617

Property at 21305 Haven Rd, Rock Hall, MD 21661, 4 beds, 2 baths

$329,000

4 beds2 baths1,499 sq ft

21305 Haven Rd, Rock Hall, MD 21661

(302) 426-2211

Property at 11944 Augustine Herman Hwy, Kennedyville, MD 21645, 4 beds, 2 baths

$430,000

4 beds2 baths2,156 sq ft

11944 Augustine Herman Hwy, Kennedyville, MD 21645

(410) 778-0330

Property at 138 Cool Meadow Dr, Centreville, MD 21617, 4 beds, 2.5 baths

$464,000

4 beds2.5 baths2,776 sq ft

138 Cool Meadow Dr, Centreville, MD 21617

(888) 860-7369

Property at 530 Kennersley Farm Ln, Church Hill, MD 21623, 5 beds, 3 baths

$949,500

5 beds3 baths2,352 sq ft

530 Kennersley Farm Ln, Church Hill, MD 21623

(717) 735-8400

Property at Undisclosed address, Rock Hall, MD 21661, 6 beds, 1.5 baths

$2,950,000

6 beds1.5 baths3,200 sq ft

Undisclosed address, Rock Hall, MD 21661

(410) 778-3779

$289,000

— beds— baths1,874 sq ft

31001 Chesterville Bridge Rd, Millington, MD 21651

(443) 274-1900

Homes with Basements for Sale in 21620

There are currently 20 homes with basements for sale in 21620 at a median listing price of $375K. 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 73 days and receive 1 offers. This map is refreshed with the newest listings in 21620 every 15 minutes.

In the past month, 15 homes have been sold in 21620. In addition to houses in 21620, there was also 1 condo, 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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