Refine Search
Sort by
140 Stonebrook Rd, Winchester
$677,500
4 Beds ⋅ 3 Baths
Experience the ease of one-level living in the highly desirable Stonebrook Subdivision, just minutes from Winchester! Situated on over a one-acre lot, this stunning all-brick rancher offers more than 3,000 square feet of beautifully updated living space with a private backyard that's perfect for relaxing, entertaining, or simply enjoying the peaceful surroundings. The sellers thoughtfully redesigned the front entrance with custom architectural enhancements, including elegant double front doors and a welcoming courtyard that creates an impressive first impression while enhancing the home's curb appeal. Inside, you'll find gorgeous hardwood flooring, a beautiful wood-burning fireplace, and numerous updates throughout the home. A newly added storage shed provides extra space for all your outdoor needs. The spacious owner's suite is a true retreat, featuring private access to the covered rear porch, deck, and fenced backyard. It also offers a beautifully designed open-concept closet and a luxurious en-suite bath with a jetted soaking tub and separate shower. Bedrooms two and three share a full hall bath, while the fourth bedroom offers its own private entrance from the front courtyard along with an adjacent full bath—perfect for guests, multigenerational living, or a home office. The chef's kitchen is the heart of the home, complete with a large center island, abundant cabinetry, and direct access to the covered porch and deck—ideal for entertaining. The family room, formal dining room, and bright sunroom all provide easy access to the outdoor living spaces, creating a seamless flow for everyday living and gatherings. With its spacious one-level floor plan, custom updates, over an acre of land, private backyard, and sought-after Stonebrook location, this home truly has it all. Professional interior photos are coming soon—stay tuned because you won't want to miss this exceptional property!

140 Stonebrook Rd, Winchester

Listing courtesy of Re/Max Roots. Contact:

Selling Office: ERA Oakcrest Realty, Inc..

108 Katie Ln, Winchester
$644,000
5 Beds ⋅ 4 Baths
Big price drop! Bring all offers! Welcome to 108 Katie Lane in beautiful Stonebrook Farms. This classic brick home has space, charm, and a setting that feels like home the moment you pull up. With five large bedrooms, including a comfortable primary suite, there is room for everyone. The main level features an open floor plan with hardwood floors throughout, creating a warm and welcoming feel. A gas fireplace adds a cozy touch to the main living area. Step outside to the large deck and take in the view of the gorgeous gardens that back to a serene tree line on the one acre lot. The fully finished basement offers even more living space with another bedroom, a full bath, a wet bar, and the second gas fireplace that makes the space perfect for relaxing or entertaining. The HVAC has been recently replaced, the interior is freshly painted and the location is ideal with Stonebrook Country Club just around the corner offering a full size pool, tennis, and pickleball courts.

108 Katie Ln, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

Selling Office: Century 21 Redwood Realty.

314 Greenfield Ave, Winchester
$576,000
4 Beds ⋅ 3 Baths
HIGHEST AND BEST OFFERS DUE BY SATURDAY, 6/13 @ 8:00 PM. Nestled on a picturesque one-acre wooded lot, this beautifully maintained 4-bedroom, 2.5-bath home offers the perfect combination of privacy, comfort, and convenience. A charming brick sidewalk welcomes you to the front entrance, setting the tone for the warmth and character found throughout the home. Inside, you'll find beautiful wood floors and a spacious floor plan designed for both everyday living and entertaining. The inviting living area features a stunning wood-burning fireplace with whitewashed brick and a beautiful mantel, creating a cozy focal point for gatherings. Two sliding glass doors provide seamless access to outdoor living spaces—one leading to a screened porch and the other to an open deck overlooking the peaceful backyard. The spacious eat-in kitchen offers abundant cabinet storage and plenty of room for casual dining. A separate formal dining room and formal living room provide the perfect setting for holiday meals and entertaining guests. A convenient laundry closet is located on the main level, while additional washer and dryer hookups are available in the basement utility area. The spacious Owner’s Suite features two closets and is complete with a private en-suite full bath. Bedrooms 2, 3, and 4 are generously sized and share a hall bath, with Bedrooms 2 and 3 each offering walk-in closets. The walk-out lower level includes a family room, utility closet with washer and dryer hookups, and direct access to a patio and the oversized 2-car garage, which provides plenty of extra storage space. The garage is also equipped with a 340 amp outlet for an electric vehicle charger. Outside, the backyard becomes a private retreat when the trees are in full leaf, offering exceptional privacy and beautiful views throughout every season. Whether enjoying your morning coffee on the screened porch, entertaining on the deck, or relaxing by the fire, this home offers a wonderful connection to nature while remaining conveniently close to Winchester’s amenities. Adding to the appeal, the home is within walking distance of Stonebrook Club (membership required), offering tennis, fitness center, swimming, and social activities. Buyers will appreciate the opportunity to enjoy these recreational amenities just a short stroll from home while still enjoying the peaceful setting of this established neighborhood. Additional features include a roof that is approximately 24–25 years old. Recent Updates & Improvements: HVAC System – New unit installed in 2022. Water Pump – 07/2025 (new pressure gauge and pressure switch installed; pressure tank installed in 2011). Garbage Disposal – 05/2025. Refrigerator, Range & Microwave – 2024. Septic System – 2018 (tank pumped, distribution box replaced, and drainfield lines cleared). Water Softener – 05/2025. Driveway Resurfaced – 2020. UV Water Purification System – Installed in 2013; bulb replaced in 2025. This well-cared-for home combines timeless charm, thoughtful updates, and a peaceful wooded setting in a highly desirable location.

314 Greenfield Ave, Winchester

Listing courtesy of Re/Max Roots. Contact:

Selling Office: Colony Realty.

138 Old Forest Cir, Winchester
$568,300
4 Beds ⋅ 4 Baths
Welcome to this spacious and inviting home nestled in the desirable Stonebrook Farms! Offering a functional layout with room for everyone, this property features a main-level primary suite complete with a full bath, along with the convenience of a mud/laundry room on the main level. The upper level offers two generously sized bedrooms connected by a Jack-and-Jill bathroom, plus an open balcony overlooking the stunning family room below. The family room is filled with natural light and features a cozy wood-burning fireplace and sliding glass doors leading to the back deck, perfect for relaxing or entertaining. The partially finished basement adds even more living space with a large recreation area featuring a bar and second wood-burning fireplace, an additional bedroom and full bath, plus two separate storage rooms. Car enthusiasts, hobbyists, or those needing extra storage will love the oversized attached 2-car garage as well as the detached 2-car garage offering endless possibilities. Tucked among mature trees with a peaceful setting, this home combines space, character, and functionality all in a convenient Winchester location.

138 Old Forest Cir, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

Selling Office: Thomas and Talbot Estate Properties, Inc..

103 Sharon Dr, Winchester
$550,000
5 Beds ⋅ 3 Baths
$20,000 SELLER CREDIT FOR UPDATES WITH ACCEPTABLE OFFER! Step into a home that instantly feels welcoming. This classic brick Cape Cod in Stonebrook Farms sits on a beautifully landscaped ¾-acre lot and offers over 4,000 sq. ft. of comfortable, flexible living space. Inside, traditional rooms flow naturally—perfect for gatherings, quiet evenings, and everything in between. The main level features a versatile bedroom and full bath, while upstairs you’ll find four more bedrooms, including a relaxing primary suite. A finished basement rec room adds even more room to unwind, play, or create. Lovingly cared for over the years, this home blends timeless character with the opportunity to make it your own. And with a prime location near the front of the neighborhood, you’re just a short walk from Stonebrook Club’s pool, tennis, and fitness amenities. Warm, spacious, and full of potential—this is the kind of home that becomes part of your story. Schedule your showing today.

103 Sharon Dr, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

Selling Office: Samson Properties.

112 Beverly Dr, Winchester
$499,000
3 Beds ⋅ 2 Baths
Stately rambler on gorgeous 1-acre lot in prestigoius Stonebrook Farms. Major remodel in 2016 includes new kitchen and both full baths. New windows & Sliding Glass Door replaced with Renewal by Anderson in April 2024 ($41,856). HVAC 2022, Water heater 2025. Kitchen features granite colunters, stainless steel appliances, added pantry, recessed lighing, under cabinet lighing, and pendant lighing, soft-close cabinets w/ pull-out shelves and soft-close drawers. Brand new carpeting on main level (Living Room, Family Room, & all 3 Bedrooms), hardwood flooring in kitchen and dining room in great shape. Huge unfinished basement offers tons of space to expand. Other updates include asphalt drivway (2018), Gutter guards (2014), Culligan water softener (2022), and ducts cleaned in Oct 2025. Septic pumped in 2014, roof replaced in 2010. Beautiful landscaping includes azaleas, boxwoods, and Japanese maple tree. Large patio-style porch in front looks out onto lush green lawn, and 3-season enclosed sunroom in back looks out to trees and grass, very private! Do not miss this rare opportunity to buy into Winchester's most prestigious neighborhood. And purchase an optional membership at Stonebook Club (Indoor & outdoor tennis, huge pool, raquetball courts, reception hall, and dining facilities, less than 1/2 mile away.

112 Beverly Dr, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

Selling Office: Realty ONE Group Old Towne.