Cheap homes for sale & real estate in Winchester, VA

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NEW 14 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Winchester, VA:
Completely renovated and move-in ready, this charming 3 bedroom, 1 bath home is ideally located just minutes from downtown Winchester's shops, dining, and entertainment. Inside, you'll find beautiful hardwood floors throughout and a brand new kitchen and fully renovated bathroom. Major updates to the home include a new roof, new windows, new HVAC system, new hot water heater and new electric all installed in 2025. Outside there is an oversized garage with ample storage and a spacious backyard with privacy. A rare opportunity to own a turnkey home in a prime location - schedule your showing today!

$320,000

3 beds1 bath1,134 sq ft

27 Jackson Ave, Winchester, VA 22601

New kitchen • New hot water heater • New roof

(540) 665-0360

ABOUT THIS HOME
Cheap Home for sale in Winchester, VA:
New roof and decking make this Orchard Hill town home a great buy—Hardwood floors, a fireplace in the family room, along with built-in cabinets and bookshelves: full walk-out basement and large yard.

$375,900

3 beds2.5 baths1,728 sq ft

2116 Stoneleigh Dr, Winchester, VA 22601

Bookshelves • Built-in cabinets • Walk-out basement

(540) 662-0323

COMING SOON

ABOUT THIS HOME
Cheap Home for sale in Winchester, VA:
Tudor Square Townhouse. Great location to Interstate 81, shopping and to Winchester Downtown. Two large bedrooms, 1 I/2 baths offers Large Kitchen Eat-in and dining with Stainless Steel Appliances and Luxury Vinyl Flooring. Large Living Room with Bay Window and Hardwood Floors. Half Bath. Upper level offers Hardwood Floors and Full Bath. Gas Forced Air Heat and Central A/C. Washer and Dryer.

$269,900

2 beds1.5 baths1,200 sq ft

403 Tudor Dr, Winchester, VA 22603

$73 HOA • 2 parking spots • Built 1987

(540) 722-0477

NEW CONSTRUCTION3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in Winchester, VA:
Don't miss this fantastic Adams interior unit townhome with included deck, washer and dryer, and blinds! The Adams offers 4 bedrooms, 3.5 baths, and a 1-car garage spread across three levels with a total of 1,889 square feet. The main level features 9-foot ceilings, luxury vinyl plank flooring, white cabinets with granite countertops, and stainless steel appliances by Whirlpool. With all the smart home features included, monitor your home from 500 miles away! Move in early 2026! Up to $6,500 total closing cost is tied to the use of DHI Mortgage. * Photos, 3D tours, and videos are representative of plan only and may vary as built.

$399,990

4 beds3.5 baths1,889 sq ft

125 Lakota St, Winchester, VA 22602

Washer and dryer • Included deck • Granite countertops

(804) 510-9139

NEW CONSTRUCTION3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in Winchester, VA:
The Adams townhome design comes complete with 4 bedrooms, 3.5 bathrooms, and a 1 car garage. You will love the granite countertops, stainless steel appliances, and recessed lighting in the kitchen. Create the 4th bedroom of your dreams in the lower level bonus space! Other highlights include: Spacious 9 ft ceilings on the main level, over-sized kitchen island, upgraded cabinets, stainless steel appliances, luxury plank flooring on main level and the Home is Connected technology Ready to Move - in! Up to $6,500 total closing cost is tied to the use of DHI Mortgage. * Photos, 3D tours, and videos are representative of plan only and may vary as built. *

$414,990

4 beds3.5 baths1,889 sq ft

179 Munsee Cir, Winchester, VA 22602

$130 HOA • Garage • Community pool

(804) 510-9139

Property at 718 Panther Dr, Winchester, VA 22602, 3 beds, 2.5 baths

$350,000

3 beds2.5 baths1,512 sq ft

718 Panther Dr, Winchester, VA 22602

(540) 227-4416

Property at 123 Old Bethel Ln, Winchester, VA 22603, 3 beds, 2.5 baths

$175,000

3 beds2.5 baths2,090 sq ft

123 Old Bethel Ln, Winchester, VA 22603

(540) 341-1000

Property at 534 N Kent St, Winchester, VA 22601, 3 beds, 1.5 baths

$300,000

3 beds1.5 baths1,152 sq ft

534 N Kent St, Winchester, VA 22601

(540) 348-4911

Property at 113 Williamson Rd, Winchester, VA 22602, 3 beds, 2.5 baths

$434,900

3 beds2.5 baths2,547 sq ft

113 Williamson Rd, Winchester, VA 22602

(540) 686-7362

Property at 313 Beaver Trl, Winchester, VA 22602, 3 beds, 2.5 baths

$379,000

3 beds2.5 baths1,631 sq ft

313 Beaver Trl, Winchester, VA 22602

(703) 818-0111

Property at 115 Alpine Meadow Rd, Winchester, VA 22602, 3 beds, 3.5 baths

$450,000

3 beds3.5 baths2,486 sq ft

115 Alpine Meadow Rd, Winchester, VA 22602

(540) 450-2747

Property at 309 W Tevis St, Winchester, VA 22601, 3 beds, 2 baths

$349,900

3 beds2 baths1,419 sq ft

309 W Tevis St, Winchester, VA 22601

(877) 328-4400

Property at 126 N Euclid Ave, Winchester, VA 22601, 4 beds, 3 baths

$370,000

4 beds3 baths1,868 sq ft

126 N Euclid Ave, Winchester, VA 22601

(855) 450-0442

Property at 420 Russelcroft Rd, Winchester, VA 22601, 3 beds, 2 baths

$399,900

3 beds2 baths1,580 sq ft

420 Russelcroft Rd, Winchester, VA 22601

(540) 773-8475

Property at 133 Meade Dr, Winchester, VA 22602, 3 beds, 3 baths

$400,000

3 beds3 baths2,550 sq ft

133 Meade Dr, Winchester, VA 22602

(540) 686-7362

Property at 415 Quail Dr, Winchester, VA 22602, 3 beds, 2.5 baths

$359,000

3 beds2.5 baths1,719 sq ft

415 Quail Dr, Winchester, VA 22602

(540) 686-7362

Property at 17 E Leicester St, Winchester, VA 22601, 4 beds, 2 baths

$430,000

4 beds2 baths2,100 sq ft

17 E Leicester St, Winchester, VA 22601

(540) 450-2747

Property at 3339 N Frederick Pike, Winchester, VA 22603, 5 beds, 2 baths

$329,000

5 beds2 baths3,378 sq ft

3339 N Frederick Pike, Winchester, VA 22603

(540) 635-8000

Property at 236 Bentley Ave, Winchester, VA 22602, 3 beds, 2 baths

$449,000

3 beds2 baths1,791 sq ft

236 Bentley Ave, Winchester, VA 22602

(540) 662-0323

Property at 1619 Tomahawk Trl, Winchester, VA 22602, 3 beds, 3 baths

$349,900

3 beds3 baths1,850 sq ft

1619 Tomahawk Trl, Winchester, VA 22602

(540) 773-8475

Property at 405 1/2 Elm St, Winchester, VA 22601, 3 beds, 2 baths

$299,990

3 beds2 baths1,152 sq ft

405 1/2 Elm St, Winchester, VA 22601

(703) 787-7903

Property at 204 Shenandoah Ave, Winchester, VA 22601, 2 beds, 1 bath

$265,000

2 beds1 bath882 sq ft

204 Shenandoah Ave, Winchester, VA 22601

(703) 669-0099

Property at 127 Shirley St, Winchester, VA 22601, 4 beds, 2 baths

$365,000

4 beds2 baths1,780 sq ft

127 Shirley St, Winchester, VA 22601

(540) 665-0360

Property at 109 Glen Ridge Dr, Winchester, VA 22602, 3 beds, 3 baths

$439,900

3 beds3 baths1,935 sq ft

109 Glen Ridge Dr, Winchester, VA 22602

(540) 665-0700

Property at 711 E Cork St, Winchester, VA 22601, 2 beds, 1.5 baths

$384,900

2 beds1.5 baths1,186 sq ft

711 E Cork St, Winchester, VA 22601

(703) 891-4520

Property at 318 E Piccadilly St, Winchester, VA 22601, 4 beds, 1.5 baths

$399,000

4 beds1.5 baths1,953 sq ft

318 E Piccadilly St, Winchester, VA 22601

(540) 662-0323

Property at 111 Meadowview Ct, Winchester, VA 22602, 3 beds, 1.5 baths

$356,000

3 beds1.5 baths1,164 sq ft

111 Meadowview Ct, Winchester, VA 22602

(540) 665-0360

Property at 126 Plainfield Dr, Winchester, VA 22602, 4 beds, 1.5 baths

$335,000

4 beds1.5 baths1,456 sq ft

126 Plainfield Dr, Winchester, VA 22602

(540) 686-7362

Property at 203 Crestwood Ln, Winchester, VA 22602, 2 beds, 2 baths

$379,000

2 beds2 baths1,590 sq ft

203 Crestwood Ln, Winchester, VA 22602

(540) 450-2747

Property at 108 Martin Dr, Winchester, VA 22602, 2 beds, 1 bath

$285,000

2 beds1 bath997 sq ft

108 Martin Dr, Winchester, VA 22602

(540) 348-4911

Property at 312 Shawnee Ave, Winchester, VA 22601, 3 beds, 1 bath

$295,000

3 beds1 bath1,325 sq ft

312 Shawnee Ave, Winchester, VA 22601

(703) 669-0099

Property at 166 Graywolf Trl, Winchester, VA 22602, 4 beds, 3 baths

$374,900

4 beds3 baths1,840 sq ft

166 Graywolf Trl, Winchester, VA 22602

(866) 825-7169

Property at 163 Denny Ln, Winchester, VA 22603, 3 beds, 2 baths

$339,990

3 beds2 baths1,152 sq ft

163 Denny Ln, Winchester, VA 22603

(866) 825-7169

Property at 207 Eastside, Winchester, VA 22602, 4 beds, 3.5 baths

$314,000

4 beds3.5 baths1,840 sq ft

207 Eastside, Winchester, VA 22602

(540) 662-4500

Property at 815 Pheasant Dr, Winchester, VA 22602, 2 beds, 1 bath

$245,000

2 beds1 bath960 sq ft

815 Pheasant Dr, Winchester, VA 22602

(540) 686-7362

Property at 518 Yorktowne Pl, Winchester, VA 22601, 2 beds, 1.5 baths

$269,000

2 beds1.5 baths1,116 sq ft

518 Yorktowne Pl, Winchester, VA 22601

(540) 542-1670

Property at 208 Shenandoah Ave, Winchester, VA 22601, 3 beds, 1 bath

$279,000

3 beds1 bath907 sq ft

208 Shenandoah Ave, Winchester, VA 22601

(540) 662-0323

Property at 100 Maury Way, Winchester, VA 22602, 3 beds, 2.5 baths

$385,000

3 beds2.5 baths1,678 sq ft

100 Maury Way, Winchester, VA 22602

(703) 430-9008

Property at 1080 Airport Rd, Winchester, VA 22602, 2 beds, 2 baths

$300,000

2 beds2 baths1,099 sq ft

1080 Airport Rd, Winchester, VA 22602

(540) 433-7369

Property at 102 Conrad Ct, Winchester, VA 22603, 3 beds, 2 baths

$89,900

3 beds2 baths1,453 sq ft

102 Conrad Ct, Winchester, VA 22603

(540) 348-4911

Property at 113 Glen Ridge Rd, Winchester, VA 22602, 3 beds, 2 baths

$414,900

3 beds2 baths1,620 sq ft

113 Glen Ridge Rd, Winchester, VA 22602

(540) 665-0700

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Cheap Homes for Sale in Winchester

There are currently 160 cheap homes for sale in Winchester at a median listing price of $399K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winchester stay on the market for 51 days and receive 3 offers. Popular neighborhoods include Historic District, and Kernstown. This map is refreshed with the newest listings in Winchester every 15 minutes.

In the past month, 26 homes have been sold in Winchester. In addition to houses in Winchester, there was also 1 condo, 16 townhouses, and 5 multi-family units for sale in Winchester last month. Winchester is a moderately walkable city in Frederick County with a Walk Score of 51. Winchester is home to approximately 25,909 people and 22,642 jobs. Find your dream home in Winchester 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 Winchester are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winchester. Our Winchester real estate stats and trends will give you more information about home buying and selling trends in Winchester. If you're looking to sell your home in the Winchester area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winchester with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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