Vintage homes for sale & real estate in St. Mary's County, MD

34 homes

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NEW 3 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in St. Mary's County, MD:
Completely renovated. Better than new. New custom ceramic tile work in bathrooms by Santos. Kitchen has new Sunny wood cabinets. New quartz Calcutta Gray counter tops. Kitchen has stainless steel Samsung Bespoke appliances: slide in range, French door refrigerator with dual ice and water, slide in range, built in microwave and wine cooler New large Trex deck off kitchen. New red oak hardwood floor on main level. New carpet in bedrooms. New vinyl plank flooring on lower live and enclosed porch. New plumbing fixtures throughout. Over 3 acres, detached garage and carports.

$450,000

4 beds3.5 baths2,450 sq ft

25294 Vista Rd, Hollywood, MD 20636

Large trex deck • Vinyl plank flooring • Detached garage

(301) 355-6104

ABOUT THIS HOME
Vintage Home for sale in St. Mary's County, MD:
Beautiful 108-acre farm on Carroll Pond with limited access to the Chesapeake Bay. The original 1900s home has seen updates over the years and currently operates as an Airbnb (Trinity Oaks Farm). A hunter’s dream, private getaway, or ideal full-time homestead. The property includes 42 acres of forest, 33 acres of fields with 3 paddocks (with water and electric), and 32 acres of marsh and pond. Enjoy two ponds, wooded trails, abundant wildlife, and fenced areas for animals. The land is enrolled in a Preservation & Forestry Stewardship Plan. Several outbuildings provide additional utility. Kayak from the pond out to the bay and take in the peaceful, secluded setting. Cable has rec

$1,050,000

4 beds3 baths2,214 sq ft

49465 Demko Rd, Lexington Park, MD 20653

108.84 acre lot • Built 1900 • Listed 5 days

(301) 862-2169

ABOUT THIS HOME
Vintage Home for sale in St. Mary's County, MD:
Current VA Loan could be assumable at under 4%. Unique waterfront property w/ guest house. New dock, w/ marine grade lumber. Enjoy crabbing and sunset views from the dock in spring, summer and fall. Property has 69' of shoreline with 2' at low tide and 4-5' at high tide. Open concept floor plan w/ lots of light and water views. 2 BR, 1.5 bath and bonus room/office. Upgraded modern kitchen with stainless appliances, new counter tops and farmhouse sink. Newer, 3–4-year-old wifi connected HVAC and solar panels that are owned and will be transferred at sale. Large, bug free screened porch. The electric bill is only $600/year (not per month!) for the current owners. The guest house has a s

$577,000

2 beds1.5 baths2,112 sq ft

37420 River Springs Rd, Avenue, MD 20609

New dock • 69' of shoreline • Water views

(443) 771-8009

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in St. Mary's County, MD:
Step inside this sweet Southern Maryland gem—an older home filled with charm, thoughtfully renovated in 2017 to bring in the best of both worlds. Sunlight pours through the windows, warming the hardwood floors and giving every room a bright, welcoming feel. The kitchen is a real centerpiece, featuring stainless appliances, modern tile floors, and a spacious island where everyone will want to gather. Don’t miss the attic! This full, walkable space already has subflooring and is ready for you to dream big—use it for incredible storage or explore the potential to expand and create additional living space. Outside, the large level yard is fully fenced and perfect for entertain

$320,000

3 beds1 bath1,144 sq ft

45756 Horsehead Rd, Great Mills, MD 20634

0.44 acre lot • Built 1949 • Listed 3 days

(301) 862-2169

ABOUT THIS HOME
Vintage Home for sale in St. Mary's County, MD:
Southern Maryland waterfront beach dreamhome! This stately cape-cod style cottage features 2 bedrooms, and a guest loft (easily used as a 3rd bedroom/sleeping quarter), 2 full bathrooms, an inviting open floor plan with formal dining, cozy living space, and a bright kitchen. Feel right at home the minute you walk through the door, taking in the breathtaking views from every window! Wide open, unobstructed views of the Potomac River, as well as surrounding forrest/creek. No shortage of space to entertain on the back, side and front yards, the large garage, and the perfect beach for beachdays, fishing, boating, and bonfires. Beautiful oversized detached garage with pull through bay doors, i

$598,000

3 beds2 baths1,440 sq ft

14005 Cornfield Harbor Dr, Scotland, MD 20687

Open floor plan • Large garage • Unobstructed views

(443) 968-9595

Property at 26669 Queentree Rd, Mechanicsville, MD 20659, 3 beds, 2 baths

$725,000

3 beds2 baths2,055 sq ft

26669 Queentree Rd, Mechanicsville, MD 20659

(540) 662-4500

Property at 21660 N Essex Dr, Lexington Park, MD 20653, 3 beds, 2 baths

$240,000

3 beds2 baths1,568 sq ft

21660 N Essex Dr, Lexington Park, MD 20653

(443) 771-8009

Property at 43979 Drum Cliff Rd, Hollywood, MD 20636, 3 beds, 2 baths

$599,900

3 beds2 baths3,140 sq ft

43979 Drum Cliff Rd, Hollywood, MD 20636

(301) 609-9000

Property at 40171 Little Woods Ln, Leonardtown, MD 20650, 4 beds, 2 baths

$859,000

4 beds2 baths2,586 sq ft

40171 Little Woods Ln, Leonardtown, MD 20650

(301) 862-2169

Property at 20798 Waterside Dr, Leonardtown, MD 20650, 2 beds, 1 bath

$450,000

2 beds1 bath1,018 sq ft

20798 Waterside Dr, Leonardtown, MD 20650

(410) 535-6291

Property at 24984 Forrest Cove Way, Hollywood, MD 20636, 3 beds, 2 baths

$255,000

3 beds2 baths2,080 sq ft

24984 Forrest Cove Way, Hollywood, MD 20636

(571) 899-4949

Property at 22719 Lagoon Dr, Bushwood, MD 20618, 4 beds, 2 baths

$340,000

4 beds2 baths1,442 sq ft

22719 Lagoon Dr, Bushwood, MD 20618

(443) 975-7555

Property at 38888 Reeves Rd, Mechanicsville, MD 20659, 4 beds, 2.5 baths

$1,250,000

4 beds2.5 baths1,896 sq ft

38888 Reeves Rd, Mechanicsville, MD 20659

(301) 439-9500

Property at 22405 Indian Bridge Rd, California, MD 20619, 3 beds, 2 baths

$249,900

3 beds2 baths1,823 sq ft

22405 Indian Bridge Rd, California, MD 20619

(301) 862-4000

Property at 17203 Piney Point Rd, Piney Point, MD 20674, 6 beds, 3 baths

$874,900

6 beds3 baths2,683 sq ft

17203 Piney Point Rd, Piney Point, MD 20674

(202) 506-3674

Property at 20436 Bowles Rd, Coltons Point, MD 20626, 2 beds, 2 baths

$355,000

2 beds2 baths896 sq ft

20436 Bowles Rd, Coltons Point, MD 20626

(443) 975-7555

Property at 45991 Clarks Rd, California, MD 20619, 2 beds, 2 baths

$525,000

2 beds2 baths880 sq ft

45991 Clarks Rd, California, MD 20619

(410) 535-6291

Property at 20938 Olen Mattingly Rd, Avenue, MD 20609, 4 beds, 3.5 baths

$775,000

4 beds3.5 baths1,962 sq ft

20938 Olen Mattingly Rd, Avenue, MD 20609

(703) 581-8605

Property at 19717 Oak Ct, Lexington Park, MD 20653, 3 beds, 2 baths

$413,000

3 beds2 baths1,806 sq ft

19717 Oak Ct, Lexington Park, MD 20653

(855) 885-4663

Property at 49716 Airedele Rd, Ridge, MD 20680, 6 beds, 3 baths

$864,997

6 beds3 baths4,000 sq ft

49716 Airedele Rd, Ridge, MD 20680

(888) 860-7369

Property at 24691 Old Three Notch Rd, Hollywood, MD 20636, 3 beds, 1 bath

$335,000

3 beds1 bath3,234 sq ft

24691 Old Three Notch Rd, Hollywood, MD 20636

(443) 771-8009

Property at 45044 Deagles Boatyard Rd, Tall Timbers, MD 20690, 4 beds, 3 baths

$419,999

4 beds3 baths2,106 sq ft

45044 Deagles Boatyard Rd, Tall Timbers, MD 20690

(301) 862-2169

Property at 19700 Mulberry Fields Rd, Leonardtown, MD 20650, 6 beds, 4.5 baths

$20,000,000

6 beds4.5 baths13,458 sq ft

19700 Mulberry Fields Rd, Leonardtown, MD 20650

(202) 483-6300

Property at 17677 Three Notch Rd, Dameron, MD 20628, 3 beds, 2 baths

$299,000

3 beds2 baths2,614 sq ft

17677 Three Notch Rd, Dameron, MD 20628

(301) 684-4895

Property at 24992 Sotterley Rd, Hollywood, MD 20636, 2 beds, 1 bath

$299,999

2 beds1 bath1,096 sq ft

24992 Sotterley Rd, Hollywood, MD 20636

(301) 862-4000

Property at 19809 Point Lookout Rd, Lexington Park, MD 20653, 4 beds, 2.5 baths

$469,000

4 beds2.5 baths3,268 sq ft

19809 Point Lookout Rd, Lexington Park, MD 20653

(443) 771-8009

Property at Undisclosed address, Leonardtown, MD 20650, 4 beds, 2 baths

$1,750,000

4 beds2 baths2,130 sq ft

Undisclosed address, Leonardtown, MD 20650

(301) 686-0545

Property at 25365 Point Lookout Rd, Leonardtown, MD 20650, 3 beds, 2 baths

$497,500

3 beds2 baths2,952 sq ft

25365 Point Lookout Rd, Leonardtown, MD 20650

(301) 862-2169

Property at 23794, 23790 Saint Clair Rd, California, MD 20619, 6 beds, 5.5 baths

$1,070,000

6 beds5.5 baths3,170 sq ft

23794, 23790 Saint Clair Rd, California, MD 20619

(240) 630-8689

Property at 42520 Riverwinds Dr, Leonardtown, MD 20650, 4 beds, 2 baths

$1,999,999

4 beds2 baths2,744 sq ft

42520 Riverwinds Dr, Leonardtown, MD 20650

(301) 862-2169

Property at 21744 Louden Ln, Lexington Park, MD 20653, 2 beds, 1.5 baths

$599,900

2 beds1.5 baths1,500 sq ft

21744 Louden Ln, Lexington Park, MD 20653

(540) 662-4500

$150,000

2 beds1 bath720 sq ft

18048 Trossbach Rd, Dameron, MD 20628

(301) 862-2169

Property at 39645 Sweetpea Ln, Leonardtown, MD 20650

$799,900

— beds— baths— sq ft

39645 Sweetpea Ln, Leonardtown, MD 20650

(301) 609-9000

$999,000

— beds— baths— sq ft

24699 Hollywood, Hollywood, MD 20636

(540) 374-1111

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Vintage Homes for Sale in St. Mary's County

There are currently 34 vintage homes for sale in St. Mary's County at a median listing price of $450K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in St. Mary's County stay on the market for 54 days and receive 2 offers. This map is refreshed with the newest listings in St. Mary's County every 15 minutes.

In the past month, 88 homes have been sold in St. Mary's County. In addition to houses in St. Mary's County, there were also 13 condos, 48 townhouses, and 2 multi-family units for sale in St. Mary's County last month. Find your dream home in St. Mary's 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 St. Mary's County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in St. Mary's County. If you're looking to sell your home in the St. Mary's County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in St. Mary's 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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