MLS Listings for Sale in Preston, MD

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ABOUT THIS HOME
MLS Listings for Sale in Preston, MD
Charming Eastern Shore property set on a peaceful stretch of Seaman’s Road in Preston, MD. Enjoy the tranquility of country living with convenient access to nearby towns, outdoor recreation, and local amenities. A great opportunity for those seeking space, privacy, and small-town charm.

$310,000

3 beds2 baths1,787 sq ft

3675 Seaman Rd, Preston, MD 21655

Built 1973 • Listed 8 days

(410) 972-4000

ABOUT THIS HOME
MLS Listings for Sale in Preston, MD
This Colonial home features timeless architecture and thoughtful design. The property offers solid construction and classic appeal, making it an excellent opportunity for discerning buyers. This distinctive property presents an outstanding opportunity for transformation and value creation. The established neighborhood setting combines small-town charm with practical accessibility to essential services.

$135,000

3 beds2 baths1,488 sq ft

103 Chamber St, Preston, MD 21655

Solid construction • Classic appeal • 0.33 acre lot

(410) 479-3993

ABOUT THIS HOME
MLS Listings for Sale in Preston, MD
A truly rare offering for the discerning auto enthusiast, this exceptional 58.48-acre Eastern Shore estate is a masterfully designed luxury compound where architectural elegance meets world-class automotive accommodations. Introduced by a private gated entrance and tree-lined circular drive, the stately brick home immediately conveys the scale, privacy, and prestige of this one-of-a-kind property. The main residence spans over 9,364 square feet and is thoughtfully designed for refined living and grand-scale entertaining. A dramatic two-story foyer with sweeping double staircases opens to richly appointed formal and informal living spaces accented by custom millwork, crown moldings, hardwood

$2,999,000

8 beds12 baths9,364 sq ft

4218 Harmony Rd, Preston, MD 21655

58.48 acre lot • 55 garage spots • Pool

(410) 543-4545

ABOUT THIS HOME
MLS Listings for Sale in Preston, MD
VERY NICE 3-4 BEDROOM, 2 BATH HOME IN TWO JOHNS WATERFRONT COMMUNITY. BOAT LANDING APPROXIMATELY 1/4 MILE AWAY. LARGE LIVING ROOM, KITCHEN-DINING ROOM COMBO, PANELED WALLS ARE ALL PAINTED, MOSTLY WOOD FLOORS. LARGE DECK AT REAR OF HOUSE. MORE PICTURES TO COME SOON. ONLY 40 MILES TO WESTERN SHORE, LESS THAN 60 MILES TO THE BEACH

$375,000

4 beds2 baths1,568 sq ft

24383 Robins Creek Rd, Preston, MD 21655

Large deck • Waterfront community • 1.59 acre lot

(410) 770-3600

ABOUT THIS HOME
MLS Listings for Sale in Preston, MD
Peaceful Country Living on 3.2 Acres – Recently Renovated Home with Expansive Pole Barn! Welcome to 21405 Tanyard Rd in Preston, MD – where modern updates meet serene country living. This beautifully renovated 3-bedroom, 3-bath home sits on 3.2 acres—perfect for gardening, raising animals, or simply enjoying wide-open space and quiet surroundings. Step inside to find a bright, freshly updated interior with modern finishes throughout. The spacious layout offers room for everyone, with a beautifully refreshed kitchen, inviting living spaces, and well-appointed bedrooms and bathrooms designed for comfort and convenience. Outside, the property truly shines. A massive 47x70 pol

$399,999

3 beds2.5 baths3,212 sq ft

21405 Tanyard Rd, Preston, MD 21655

3.29 acre lot • Built 1974 • Listed 34 days

(301) 970-2447

Property at 21269 Dover Bridge Rd Lot 22, Preston, MD 21655, 3 beds, 2 baths

$80,000

3 beds2 baths1,344 sq ft

21269 Dover Bridge Rd Lot 22, Preston, MD 21655

(410) 543-4545

Property at 5585 Harmony Woods Dr, Preston, MD 21655, 4 beds, 2.5 baths

$549,000

4 beds2.5 baths3,442 sq ft

5585 Harmony Woods Dr, Preston, MD 21655

(410) 770-9255

Property at 3547 Prchal Rd, Preston, MD 21655, 4 beds, 3 baths

$875,000

4 beds3 baths3,149 sq ft

3547 Prchal Rd, Preston, MD 21655

(410) 972-4000

Property at 21090 Marsh Creek Rd, Preston, MD 21655, 3 beds, 2 baths

$299,900

3 beds2 baths1,144 sq ft

21090 Marsh Creek Rd, Preston, MD 21655

(410) 822-1415

Property at 21245 Tanyard Rd, Preston, MD 21655, 3 beds, 3 baths

$275,000

3 beds3 baths2,128 sq ft

21245 Tanyard Rd, Preston, MD 21655

(410) 476-2201

Property at 212 Main St, Preston, MD 21655, 5 beds, 3 baths

$320,000

5 beds3 baths2,122 sq ft

212 Main St, Preston, MD 21655

(888) 860-7369

Property at 158 Wright St, Preston, MD 21655, 3 beds, 2 baths

$245,000

3 beds2 baths1,840 sq ft

158 Wright St, Preston, MD 21655

(410) 822-9000

Property at 22403 Marsh Creek Rd, Preston, MD 21655, 3 beds, 2 baths

$384,900

3 beds2 baths1,448 sq ft

22403 Marsh Creek Rd, Preston, MD 21655

(410) 744-6500

Property at 23547 Jonestown Ln, Preston, MD 21655

$25,000

— beds— baths728 sq ft

23547 Jonestown Ln, Preston, MD 21655

(410) 972-4000

Property at Dover Bridge Rd, Preston, MD 21655

$525,000

— beds— baths— sq ft

Dover Bridge Rd, Preston, MD 21655

(410) 770-9255

Property at 162 Main St, Preston, MD 21655

$92,000

— beds— baths— sq ft

162 Main St, Preston, MD 21655

(410) 770-3600

$79,000

— beds— baths— sq ft

lot 6 Harmony Woods, 4, Preston, MD 21655

(410) 744-6500

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Nearby homes that match your criteria

OPEN JAN 3, 11AM TO 1PM

$410,000

3 beds1.5 baths1,200 sq ft

30423 Baynard Rd, Trappe, MD 21673

2.09 acre lot • Built 1977 • Listed 4 days

(410) 583-0400

ABOUT THIS HOME
MLS Listings for Sale in Preston, MD
Discover this custom-built 4-bedroom, 2.5-bath contemporary home set on nearly 4 acres in a desirable water-access community. Residents enjoy a private beach and picnic area, while the property itself offers exceptional outdoor living with a spacious fenced-in inground pool, custom greenhouse, and raised garden beds. Tax record is incorrect, actual above grade square footage is 2243 sq ft. ! The home features an attached 2-car garage plus an additional detached 2-car garage—perfect for hobbies, storage, or extra vehicles. With an easy commute to both Easton and Denton, this thoughtfully designed property blends privacy, convenience, and an ideal Eastern Shore lifestyle. Seller has fou

$699,000

4 beds2.5 baths2,243 sq ft

7929 Laurel Ln, Denton, MD 21629

Picnic area • Custom greenhouse • Private beach

(410) 479-3993

ABOUT THIS HOME
MLS Listings for Sale in Preston, MD
This ±45-acre previously certified organic farm is located just south of Denton and offers a well-rounded combination of productive farmland, agricultural infrastructure, and residential living. The property includes approximately ±41 acres of tillable ground equipped with a subsurface irrigation system fed by six on-site wells, providing efficient and reliable water delivery for a wide range of crop operations. Agricultural improvements include a ±22,500 square foot greenhouse with an integrated loading dock, historically used for produce and flower production, as well as a 30’ x 72’ high tunnel to support extended growing seasons. A dedicated generator she

$1,099,999

4 beds2.5 baths3,242 sq ft

7904 Clark Rd, Denton, MD 21629

Tillable ground • On-site wells • Greenhouse

(410) 934-3478

OPEN JAN 3, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Preston, MD
Beautifully maintained 4 bedroom, 2.5 bath Colonial set on a spacious lot just minutes from Denton and the newly opened Caroline Country Club. This inviting home features a comfortable, flowing layout featuring a gas fireplace, perfect for relaxing evenings or gatherings. The kitchen is conveniently located right off the main living area. The space showcases granite counter tops, stainless steel appliances, and a gas range. Upstairs, the large primary bedroom features trace ceilings and an attached primary bathroom with jacuzzi soaking tub. 3 additional bedrooms offer ample closet space and plenty of natural light. Enjoy the outdoors on the large screened-in porch overlooking the private ba

$485,000

4 beds2.5 baths2,550 sq ft

24749 Woods Dr, Denton, MD 21629

Gas fireplace • Granite counter tops • Jacuzzi soaking tub

(410) 822-6665

ABOUT THIS HOME
MLS Listings for Sale in Preston, MD
Investor opportunity in Hurlock, MD. This 3-bedroom, 1-bath home is situated on a 0.41-acre lot and requires a full renovation. Property is being sold strictly AS-IS with all contents in and on the property conveying. This property is suitable for investors or those seeking a full rehab project.

$32,000

3 beds1 bath816 sq ft

6720 Bobtown Rd, Hurlock, MD 21643

0.41 acre lot • Built 1935 • Listed 19 days

(410) 925-9554

ABOUT THIS HOME
MLS Listings for Sale in Preston, MD
Well built and lovingly maintained 3 bedroom, 2 bath rancher on 1 acre. New roof installed 2024. Nice open yard with established shade trees around the house. Small barn at rear of the property.

$359,000

3 beds2 baths1,642 sq ft

4215 Preston Rd, Preston, MD 21655

1 acre lot • 4 parking spots • Built 1959

(410) 479-2000

Property at 33293 Matthewstown Rd, Easton, MD 21601, 3 beds, 2 baths

$449,500

3 beds2 baths2,040 sq ft

33293 Matthewstown Rd, Easton, MD 21601

(410) 643-4663

Property at 8578 Tuckahoe Rd, Denton, MD 21629, 4 beds, 3 baths

$425,000

4 beds3 baths1,680 sq ft

8578 Tuckahoe Rd, Denton, MD 21629

(443) 448-8320

Property at 8548 Dogwood Blossom Ln, Denton, MD 21629, 4 beds, 2.5 baths

$394,000

4 beds2.5 baths2,176 sq ft

8548 Dogwood Blossom Ln, Denton, MD 21629

(410) 479-4663

Property at 24800 Pealiquor Rd, Denton, MD 21629, 4 beds, 3.5 baths

$1,295,000

4 beds3.5 baths4,496 sq ft

24800 Pealiquor Rd, Denton, MD 21629

(304) 645-7700

Property at 9059 High Banks Dr, Easton, MD 21601, 3 beds, 2 baths

$749,000

3 beds2 baths1,800 sq ft

9059 High Banks Dr, Easton, MD 21601

(410) 822-6665

Property at 4445 Rolling Acres Dr, Hurlock, MD 21643, 3 beds, 2.5 baths

$345,000

3 beds2.5 baths1,606 sq ft

4445 Rolling Acres Dr, Hurlock, MD 21643

(410) 770-3600

Property at 3844 Wrights Wharf Rd, Hurlock, MD 21643, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths2,016 sq ft

3844 Wrights Wharf Rd, Hurlock, MD 21643

(410) 228-9333

Property at 29862 Paddock Ln, Easton, MD 21601, 3 beds, 2.5 baths

$995,000

3 beds2.5 baths3,130 sq ft

29862 Paddock Ln, Easton, MD 21601

(410) 673-3344

Property at 10380 Chapel Rd, Easton, MD 21601, 5 beds, 3 baths

$1,450,000

5 beds3 baths3,878 sq ft

10380 Chapel Rd, Easton, MD 21601

(410) 934-3478

Property at 10640 Kittys Corner Rd, Cordova, MD 21625, 3 beds, 2 baths

$384,899

3 beds2 baths1,568 sq ft

10640 Kittys Corner Rd, Cordova, MD 21625

(410) 828-4700

$2,500,000

— beds— baths— sq ft

Dover Rd, Easton, MD 21601

(410) 822-1980

Property at LOT #6 High Banks Dr, Easton, MD 21601

$185,000

— beds— baths— sq ft

LOT #6 High Banks Dr, Easton, MD 21601

(410) 822-6272

Property at Lot #48 High Banks Dr, Easton, MD 21601

$199,900

— beds— baths— sq ft

Lot #48 High Banks Dr, Easton, MD 21601

(410) 745-8060

Property at Cordova Rd, Easton, MD 21625

$35,000

— beds— baths— sq ft

Cordova Rd, Easton, MD 21625

(410) 488-3124

MLS Listings for Sale in Preston

There are currently 17 mls listings for sale in Preston at a median listing price of $350K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Preston stay on the market for 76 days. This map is refreshed with the newest listings in Preston every 15 minutes.

In the past month, 4 homes have been sold in Preston. Find your dream home in Preston 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 Preston are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Preston. Our Preston real estate stats and trends will give you more information about home buying and selling trends in Preston. If you're looking to sell your home in the Preston area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Preston with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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