MLS Listings for Sale in Middletown, VA

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ABOUT THIS HOME
MLS Listings for Sale in Middletown, VA
Beautiful Stone Front Colonial in Sought-After Pineland Park 3,887 total finished square feet offering 6 bedrooms and 3.5 baths on a 1-acre lot. Located in the desirable Pineland Park neighborhood of Warren County, ideal for commuting via I-66 and I-81. Minutes to golf, wineries, hiking, shopping, and downtown Front Royal. The Jefferson III model by H & H Builders features a stone front exterior, wide trim, interior columns, and 9-ft ceilings. Main level includes newly refinished hardwood floors throughout, a formal living room, and a formal dining room with chair rail and box ceiling detail. Spacious family room with corner gas fireplace opens to the kitchen with abundant cabinetry,

$649,900

6 beds3.5 baths3,888 sq ft

76 Katie Ln, Middletown, VA 22645

1.02 acre lot • 2 garage spots • Built 2006

(540) 635-4900

ABOUT THIS HOME
MLS Listings for Sale in Middletown, VA
PRIVATE AND SECLUDED WITH A BEAUTIFUL MOUNTAIN VIEW. SPACIOUS CUSTOM-BUILT HOME ON 13 ACRES. GREAT VALUE - PRICED BELOW CURRENT TAX ASSESSMENT! GREAT COMMUTER LOCATION! Tucked away yet only a short drive to I-81, I-66, Rt. 522 and Rt. 340. Near historic Middletown and the Shenandoah River. Convenient to Winchester, Front Royal, Stephens City and Strasburg. Four bedrooms, including two main-level suites - one with a high ceiling, tall Palladian window, skylights, walk-in closets, and a luxury tiled bathroom with two vanities, elegant 4x6 walk-in shower and large soaking tub. Four full baths in all, each with tile. The great room features a dramatic vaulted ceiling, skylights and corner fire

$799,000

4 beds4 baths4,144 sq ft

515 River Ridge Dr, Middletown, VA 22645

Double sinks • Custom-built home • Commuter location

(540) 665-0360

ABOUT THIS HOME
MLS Listings for Sale in Middletown, VA
Fully Renovated Rancher!! Beautiful Country Setting! Come check out this Incredibly SPACIOUS Home on just over an Acre. Over 2600+ finished sq feet, 3 bedrooms & 2 full baths. Extra bonus rooms could be bedrooms as well or however you choose. ALL BRAND NEW Flooring, Painting, Lighting, 3 Mini Splits, Architectural Roof, Septic System, Well pressure tank, Windows, and Kitchen! HVAC in Great Shape! Light and Bright and Ready for Move in!=

$430,000

3 beds2 baths2,630 sq ft

6731 Middle Rd, Middletown, VA 22645

1.07 acre lot • Built 1979 • Listed 34 days

(540) 665-0360

ABOUT THIS HOME
MLS Listings for Sale in Middletown, VA
Welcome to your new home in the charming town of Middletown, VA! This spacious 4-bedroom, 2.5-bath single-family home offers the perfect blend of comfort, style, and convenience. Enjoy an open floor plan that’s ideal for both everyday living and entertaining, featuring a large kitchen island and plenty of room to gather. The generously sized bedrooms provide comfort and flexibility, while the large, useable backyard offers an inviting space for outdoor relaxation or play. Conveniently located near major commuter routes—including I-81, Route 11, I-66, Route 7, and Route 50—this home makes commuting simple and efficient. You’ll also be just minutes from Winchester and

$460,000

4 beds2.5 baths2,880 sq ft

129 Birmingham, Middletown, VA 22645

Large kitchen island • Open floor plan • Useable backyard

(540) 773-8475

3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Middletown, VA
Experience peace and tranquility of life in one of Middletown's most desirable & beautifully maintained communities, "Sheridan Estates"—an intimate enclave of just 8 custom homes, offering an upscale yet welcoming atmosphere, perfect for those who value comfort, style, and serenity with NO HOA! A brief 5 miles to I-81 to Rt 66 makes it an easy commuting distance to downtown Washington DC. Only 1 hour to the metro & 9.3 miles to the hospital, charming, downtown Front Royal, Shenandoah River & nearby Shenandoah State Park/Skyline Drive which features hiking trails & scenic overlooks. Bring all your furry friends & enjoy peaceful walks through your

$999,900

5 beds6 baths5,335 sq ft

190 Newell Dr, Middletown, VA 22645

11.32 acre lot • 3 garage spots • Pool

(540) 348-4911

Property at 2425 Third St, Middletown, VA 22645, 4 beds, 2 baths

$350,000

4 beds2 baths1,484 sq ft

2425 Third St, Middletown, VA 22645

(540) 662-4500

Property at 163 Emmet St, Middletown, VA 22645, 4 beds, 2.5 baths

$446,000

4 beds2.5 baths1,930 sq ft

163 Emmet St, Middletown, VA 22645

(540) 662-3484

Property at 1115 Chapel Rd, Middletown, VA 22645, 3 beds, 2.5 baths

$2,999,900

3 beds2.5 baths2,969 sq ft

1115 Chapel Rd, Middletown, VA 22645

(540) 683-1891

Property at 43 Little Sorrel Dr, Middletown, VA 22645, 6 beds, 4 baths

$699,900

6 beds4 baths4,164 sq ft

43 Little Sorrel Dr, Middletown, VA 22645

(540) 667-9097

Property at 2085 Chapel Rd, Middletown, VA 22645, 3 beds, 2 baths

$199,900

3 beds2 baths1,053 sq ft

2085 Chapel Rd, Middletown, VA 22645

(540) 227-4416

Property at 119 Kensington Cir, Middletown, VA 22645, 3 beds, 2.5 baths

$334,000

3 beds2.5 baths1,307 sq ft

119 Kensington Cir, Middletown, VA 22645

(540) 665-0360

Property at 2140 Sixth St, Middletown, VA 22645, 5 beds, 4 baths

$599,900

5 beds4 baths4,006 sq ft

2140 Sixth St, Middletown, VA 22645

(540) 662-0323

Property at Huttle, Middletown, VA 22645

$74,000

— beds— baths— sq ft

Huttle, Middletown, VA 22645

(540) 665-0700

Property at 226 Reliance, Middletown, VA 22645

$5,750,000

— beds— baths— sq ft

226 Reliance, Middletown, VA 22645

(540) 686-7362

Property at 0 Reliance, Middletown, VA 22645

$799,000

— beds— baths— sq ft

0 Reliance, Middletown, VA 22645

(540) 535-0808

Property at LOT 31 Comforter Ln, North River, VA 22645

$110,000

— beds— baths— sq ft

LOT 31 Comforter Ln, North River, VA 22645

(540) 459-5555

Property at Reliance Rd, Middletown, VA 22645

$595,000

— beds— baths— sq ft

Reliance Rd, Middletown, VA 22645

(540) 465-3771

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COMING SOON

ABOUT THIS HOME
MLS Listings for Sale in Middletown, VA
Nestled in the charming Ridgefield community, this delightful ranch-style home offers a perfect blend of comfort and functionality. With 2,376 sq. ft. of well-designed living space, this residence features three inviting bedrooms and two and a half bathrooms, ensuring ample room for relaxation and daily living. The kitchen boasts an island, bar area with beautiful granite, and table space, making it a culinary haven. Enjoy the convenience of updated modern appliances, including a gas oven/range, dishwasher, refrigerator, and microwave, all designed to enhance your cooking experience. The fully finished basement provides additional living space, perfect for a home office, playroom, or entert

$398,000

3 beds2.5 baths2,376 sq ft

104 Linwood Ct, Stephens City, VA 22655

0.33 acre lot • 4 parking spots • Built 1981

(540) 635-4900

COMING SOON

ABOUT THIS HOME
MLS Listings for Sale in Middletown, VA
COMING SOON! This stylish home will be worth the wait!! Perfectly sited at the end of a culdesac in an attractive community (with no HOA), this well-loved home is an excellent value. With an open floor plan and an abundance of windows, its rooms feel spacious and full of natural light. Upstairs, the gathering space flows easily between the great room, dining room and the kitchen, The trendy kitchen features an abundance of counter space, recessed LED lighting, Pergo waterproof laminate flooring, 42" raised panel white cabinetry and stainless appliances. A large island provides room for casual dining at the bar, as well as additional counter space for gourmet food prep. The owner's

$435,000

4 beds3 baths2,289 sq ft

114 Patrick Pl, Stephens City, VA 22655

0.27 acre lot • Garage • Pool

(703) 753-7910

ABOUT THIS HOME
MLS Listings for Sale in Middletown, VA
Welcome to this well-maintained 2-story townhouse offering comfort, convenience, and thoughtful updates. The main level features a spacious living room with durable LVP flooring and a convenient half bath. The eat-in kitchen is generously sized, also with LVP flooring, and includes a pantry and a laundry closet for everyday ease. Just off the kitchen, sliding glass doors lead to a small deck with attached storage and a partially fenced backyard—perfect for outdoor enjoyment or low-maintenance entertaining. Upstairs, you’ll find two well-proportioned bedrooms with LVP flooring and a full hall bathroom. Major updates include a new HVAC system in 2022 and a new roof in 2023, offeri

$229,000

2 beds1.5 baths1,160 sq ft

219 Brunswick Rd, Stephens City, VA 22655

$33 HOA • 2 parking spots • Built 1979

(540) 227-4416

OPEN SUN, 1PM TO 4PM

ABOUT THIS HOME
MLS Listings for Sale in Middletown, VA
OPEN SUNDAY 12/28 1-4 PM - Stop by for cookies! AS-IS SALE! Incredible opportunity to own 4 Bedroom Split-Level 3440 SF Home with LARGE MAIN LEVEL FAMILY ROOM ADDITION and GARAGE in Fredericktowne! Light-filled Great Room! Basement with Fireplace, Walkout In-Law Suite/Office/4th Bedroom, & Sauna! Spacious Deck! Nice Flat Lot! Just minutes from I‑81 and Main Street, this home combines small‑town charm with quick access to shopping, dining, and commuter routes. Great location near schools and shopping and easy access to I-81, I-66, Winchester & more! Price has been adjusted for work needed & strictly AS-IS. Seller will review all offers Monday 12/29 at Noon.

$350,000

4 beds2 baths3,440 sq ft

303 Westmoreland Dr, Stephens City, VA 22655

Garage • Built 1975 • Listed 4 days

(703) 449-7629

ABOUT THIS HOME
MLS Listings for Sale in Middletown, VA
Investor or renovation opportunity in the heart of Strasburg! This 4-bedroom, 1.5-bath property offers off-street parking and a spacious yard ready for landscaping and outdoor improvements. Located just minutes from downtown Strasburg, enjoy easy access to local shops, dining, parks, schools, and community events. Convenient to I-81 for commuting, with nearby access to wineries, breweries, hiking trails, and all the Shenandoah Valley has to offer. A chance to bring new life to a home in a well-established area with strong local character. Property is in need of significant repairs.

$199,900

4 beds1.5 baths1,472 sq ft

148 Sharpe St, Strasburg, VA 22657

Spacious yard • Convenient to i-81 • Off-street parking

(540) 227-4416

ABOUT THIS HOME
MLS Listings for Sale in Middletown, VA
Welcome to 122 Clerkenwell Drive in Stephens City—a nearly new home built just 1.5 years ago offering modern finishes, thoughtful design, and move-in-ready convenience. This home features a highly desirable 1st-level bedroom and full bathroom, perfect for guests, multigenerational living, or a private home office. The open living areas are bright and inviting, complemented by upgraded appliances in the kitchen that enhance both style and functionality. Upgraded paint from contractor to premium grade. Upstairs, spacious bedrooms provide comfort and flexibility, while the home’s efficient layout supports both everyday living and entertaining. Another big upgrade is in the large ba

$544,900

4 beds3 baths2,261 sq ft

122 Clerkenwell Dr, Stephens City, VA 22655

8,446 sq ft lot • 2 garage spots • Built 2024

(304) 930-5128

Property at 5102 Comer Dr, Stephens City, VA 22655, 2 beds, 1.5 baths

$269,000

2 beds1.5 baths624 sq ft

5102 Comer Dr, Stephens City, VA 22655

(540) 667-9097

Property at 345 Surrey Club Ln, Stephens City, VA 22655, 2 beds, 1.5 baths

$265,000

2 beds1.5 baths1,040 sq ft

345 Surrey Club Ln, Stephens City, VA 22655

(540) 665-0700

Property at 147 Westchester Dr, Stephens City, VA 22655, 5 beds, 3 baths

$555,000

5 beds3 baths3,507 sq ft

147 Westchester Dr, Stephens City, VA 22655

(540) 635-8000

Property at 107 Shumard Ct, Stephens City, VA 22655, 2 beds, 2 baths

$375,000

2 beds2 baths1,435 sq ft

107 Shumard Ct, Stephens City, VA 22655

(540) 686-7362

Property at 110 April Ave, Stephens City, VA 22655, 4 beds, 3 baths

$449,900

4 beds3 baths2,974 sq ft

110 April Ave, Stephens City, VA 22655

(540) 665-0360

Property at 442 Pleasant View Dr, Strasburg, VA 22657, 2 beds, 1 bath

$225,000

2 beds1 bath825 sq ft

442 Pleasant View Dr, Strasburg, VA 22657

(540) 459-9650

Property at 131 S Massanuten St, Strasburg, VA 22657, 3 beds, 2.5 baths

$249,990

3 beds2.5 baths1,974 sq ft

131 S Massanuten St, Strasburg, VA 22657

(703) 935-2308

Property at 293 Penny Ann Ln, Strasburg, VA 22657, 3 beds, 3.5 baths

$750,000

3 beds3.5 baths2,450 sq ft

293 Penny Ann Ln, Strasburg, VA 22657

(703) 782-4422

Property at 291 Borum St, Strasburg, VA 22657, 3 beds, 2 baths

$315,000

3 beds2 baths1,120 sq ft

291 Borum St, Strasburg, VA 22657

(540) 622-4368

Property at 5155 Main St, Stephens City, VA 22655, 4 beds, 3 baths

$525,000

4 beds3 baths4,403 sq ft

5155 Main St, Stephens City, VA 22655

(703) 382-6690

Property at 433 Town Run Ln, Stephens City, VA 22655, 3 beds, 3.5 baths

$499,999

3 beds3.5 baths2,559 sq ft

433 Town Run Ln, Stephens City, VA 22655

(540) 692-9378

Property at 106 Woodtop Ct, Stephens City, VA 22655, 4 beds, 2.5 baths

$385,000

4 beds2.5 baths2,184 sq ft

106 Woodtop Ct, Stephens City, VA 22655

(540) 687-6500

Property at 349 Town Run Ln, Stephens City, VA 22655, 3 beds, 2 baths

$879,000

3 beds2 baths2,971 sq ft

349 Town Run Ln, Stephens City, VA 22655

(540) 636-7700

Property at 1290 Fairfax Pike, White Post, VA 22663

$750,000

— beds— baths— sq ft

1290 Fairfax Pike, White Post, VA 22663

(540) 535-0808

MLS Listings for Sale in Middletown

There are currently 17 mls listings for sale in Middletown at a median listing price of $457K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middletown stay on the market for 76 days. This map is refreshed with the newest listings in Middletown every 15 minutes.

In the past month, 3 homes have been sold in Middletown. In addition to houses in Middletown, there were also 0 condos, 1 townhouse, and 1 multi-family unit for sale in Middletown last month. Find your dream home in Middletown 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 Middletown are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middletown. Our Middletown real estate stats and trends will give you more information about home buying and selling trends in Middletown. If you're looking to sell your home in the Middletown area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middletown with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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