Vintage homes for sale & real estate in Kent County, MD

45 homes

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$369,000

2 beds1.5 baths1,036 sq ft

101 S College Ave, Chestertown, MD 21620

1,238 sq ft lot • Built 1920 • Listed 3 days

(410) 810-0010

ABOUT THIS HOME
Vintage Home for sale in Kent County, 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

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Kent County, 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
Vintage Home for sale in Kent County, MD:
Charming historic home offers 6 bedrooms and plenty of space to make your own. Located in the quaint village of Still Pond, it combines timeless character with modern updates and is just a short drive from the Chesapeake Bay and Betterton Beach. A wonderful opportunity to enjoy small-town living in Kent County.

$299,900

6 beds1.5 baths3,270 sq ft

12733 Still Pond Rd, Still Pond, MD 21667

0.66 acre lot • 4 parking spots • Built 1864

(888) 219-3009

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Kent County, 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 21352 Allens Ln, Rock Hall, MD 21661, 2 beds, 1.5 baths

$330,000

2 beds1.5 baths1,710 sq ft

21352 Allens Ln, Rock Hall, MD 21661

(410) 639-4003

Property at 5862 N Main St, Rock Hall, MD 21661, 3 beds, 2 baths

$345,000

3 beds2 baths1,381 sq ft

5862 N Main St, Rock Hall, MD 21661

(877) 366-2213

Property at 14046 Tockwogh Ln, Galena, MD 21635, 4 beds, 2 baths

$1,595,000

4 beds2 baths2,538 sq ft

14046 Tockwogh Ln, Galena, MD 21635

(410) 275-2118

Property at 234 N College Ave, Chestertown, MD 21620, 2 beds, 1 bath

$85,000

2 beds1 bath1,296 sq ft

234 N College Ave, Chestertown, MD 21620

(410) 823-0033

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 21324 Persimmon Dr, Chestertown, MD 21620, 2 beds, 1 bath

$189,000

2 beds1 bath1,232 sq ft

21324 Persimmon Dr, Chestertown, MD 21620

(410) 822-6665

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 136 N Main St, Galena, MD 21635, 3 beds, 1.5 baths

$315,000

3 beds1.5 baths1,840 sq ft

136 N Main St, Galena, MD 21635

(443) 660-9229

Property at 104 Main St, Betterton, MD 21610, 4 beds, 1.5 baths

$379,900

4 beds1.5 baths1,927 sq ft

104 Main St, Betterton, MD 21610

(410) 778-0330

Property at 316 Middle St, Millington, MD 21651

$25,000

— beds— baths672 sq ft

316 Middle St, Millington, MD 21651

(410) 488-3124

Property at 21232 Rock Hall Ave, Rock Hall, MD 21661, 2 beds, 2 baths

$330,000

2 beds2 baths1,200 sq ft

21232 Rock Hall Ave, Rock Hall, MD 21661

(410) 442-4455

Property at 201 Ericsson Ave, Betterton, MD 21610, 3 beds, 1.5 baths

$415,900

3 beds1.5 baths1,280 sq ft

201 Ericsson Ave, Betterton, MD 21610

(410) 643-5005

Property at 21251 Chesapeake Ave, Rock Hall, MD 21661, 5 beds, 2 baths

$480,000

5 beds2 baths1,664 sq ft

21251 Chesapeake Ave, Rock Hall, MD 21661

(410) 275-2118

Property at 21173 and 21163 Chesapeake Ave, Rock Hall, MD 21661, 4 beds, 3.5 baths

$649,900

4 beds3.5 baths2,944 sq ft

21173 and 21163 Chesapeake Ave, Rock Hall, MD 21661

(410) 810-0010

Property at 5804 Downey Ave, Rock Hall, MD 21661

$225,000

— beds— baths5,558 sq ft

5804 Downey Ave, Rock Hall, MD 21661

(410) 639-4003

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 21384 E Sharp St, Rock Hall, MD 21661, 3 beds, 2 baths

$370,000

3 beds2 baths1,574 sq ft

21384 E Sharp St, Rock Hall, MD 21661

(410) 275-2118

Property at 26663 Maple Ave, Still Pond, MD 21667, 3 beds, 1.5 baths

$225,000

3 beds1.5 baths1,440 sq ft

26663 Maple Ave, Still Pond, MD 21667

(410) 620-4359

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 4818 Piney Neck Rd, Rock Hall, MD 21661, 3 beds, 1 bath

$298,000

3 beds1 bath1,892 sq ft

4818 Piney Neck Rd, Rock Hall, MD 21661

(410) 639-4003

Property at 14136 Kentmore Park Rd, Kennedyville, MD 21645, 4 beds, 2 baths

$499,000

4 beds2 baths2,132 sq ft

14136 Kentmore Park Rd, Kennedyville, MD 21645

(410) 275-2118

Property at 11989 Augustine Herman Hwy, Kennedyville, MD 21645, 2 baths

$245,000

— beds2 baths2,718 sq ft

11989 Augustine Herman Hwy, Kennedyville, MD 21645

(410) 275-2118

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 122 Main St, Galena, MD 21635, 4 beds, 2.5 baths

$389,000

4 beds2.5 baths1,684 sq ft

122 Main St, Galena, MD 21635

(410) 648-6844

Property at 13235 Knotts Ln, Galena, MD 21635, 3 beds, 2 baths

$1,495,000

3 beds2 baths1,893 sq ft

13235 Knotts Ln, Galena, MD 21635

(410) 822-6272

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 5548 S Main St, Rock Hall, MD 21661, 3 beds, 1.5 baths

$350,000

3 beds1.5 baths1,868 sq ft

5548 S Main St, Rock Hall, MD 21661

(410) 810-0010

Property at 4020 Eastern Neck Rd, Rock Hall, MD 21661, 4 beds, 2 baths

$799,000

4 beds2 baths3,300 sq ft

4020 Eastern Neck Rd, Rock Hall, MD 21661

(410) 639-4003

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 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 6202 Rock Hall Rd, Rock Hall, MD 21661, 2 beds, 1.5 baths

$425,000

2 beds1.5 baths2,368 sq ft

6202 Rock Hall Rd, Rock Hall, MD 21661

(410) 778-0330

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 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 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

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

Property at 26670-26680 Maple Ave, Still Pond, MD 21667, 3 beds, 2 baths

$385,000

3 beds2 baths2,024 sq ft

26670-26680 Maple Ave, Still Pond, MD 21667

(410) 810-0010

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Vintage Homes for Sale in Kent County

There are currently 45 vintage homes for sale in Kent County at a median listing price of $389K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Kent County stay on the market for 69 days and receive 1 offers. This map is refreshed with the newest listings in Kent County every 15 minutes.

In the past month, 23 homes have been sold in Kent County. In addition to houses in Kent County, there were also 2 condos, 25 townhouses, and 1 multi-family unit for sale in Kent County last month. Find your dream home in Kent County 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 Kent County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Kent County. If you're looking to sell your home in the Kent County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Kent County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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