291 properties for sale in Ole Orchard Estates

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Fantastic location! This spacious second-floor condo offers more square footage than most units in the community and features an open, light-filled layout, and durable flooring throughout with NO carpet. The thoughtfully designed floor plan includes a large living room, separate dining area, two generously sized bedrooms, and two full bathrooms. The primary suite offers a private bath, a large closet, and plenty of room for a king-sized bed. The kitchen was remodeled in recent years with quality cabinets, quartz countertops, undercabinet lighting, and new appliances. A separate laundry room with a full-size washer and dryer adds everyday convenience. Step outside to the private deck overlooking the common area and mature trees, creating a peaceful outdoor retreat. An additional private storage unit, conveniently located right next to the condo, provides valuable extra space for seasonal items, bicycles, or other belongings. Condo fee covers common area maintenance, trash, water, sewer

Nestled in the charming City of Winchester, this delightful Colonial home, built in 1952, exudes warmth and character. With its classic brick exterior and excellent condition, this residence invites you to experience a blend of traditional elegance and modern comfort. Step inside to discover a thoughtfully designed interior featuring beautiful hardwood floors that flow seamlessly throughout. The home spans approximately 3,480 square feet (1,844 main living areas + 804 sunroom + 832 basement). The traditional floor plan offers a formal dining room, perfect for hosting gatherings, while the butler's pantry adds a touch of convenience for entertaining. The kitchen is equipped with upgraded countertops and modern appliances, including a built-in microwave, cooktop, range hood, wall oven, dishwasher, and refrigerator, making meal preparation a joy. The home boasts three well-appointed bedrooms, each with ample closet space, including a walk-in closet in the master suite. The bathrooms are d

Welcome to 180 Quaker Lane, where timeless charm meets thoughtful updates! Nestled on a peaceful one-acre lot in the desirable Glenside subdivision, this beautifully maintained Cape-Cod home offers 3 bedrooms, 2.5 bathrooms, a 2 car attached garage, and over 1,900 finished square-feet of comfortable living space. The main level features an updated kitchen, a formal living room anchored by a cozy gas fireplace, a dedicated dining room, and convenient laundry and half-bath. An additional family/flex room provides the perfect space for entertaining, a home office, playroom, or second living area. Upstairs, you'll find three generously sized bedrooms, including the spacious primary suite complete with a walk-in closet and private en-suite bath. Two additional guest bedrooms feature hardwood flooring, abundant natural light, and share a well-appointed full bath in the hall. The outdoor living is equally impressive. Relax year-round in the fully screened porch, or step onto the recently adde

Welcome to this beautifully renovated historic home in the heart of Old Town Winchester, where timeless charm meets modern living. This move-in-ready 4-bedroom, 2-bath home has been thoughtfully updated throughout, featuring a stunning kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and designer finishes. Enjoy new flooring, fresh paint, updated lighting, and renovated bathrooms. Outside, relax on the inviting covered front porch or entertain on the rear patio overlooking the spacious fenced backyard. Just minutes away from the Winchester Walking Mall, restaurants, shopping, breweries, parks, and local events, this turnkey home offers the perfect blend of historic character, modern updates, and an unbeatable location. Schedule your private tour today!

Fantastic commuter location and close to schools! Brick-front split foyer in a spectacular location on the east side of town, offering easy access to Route 7 and downtown Winchester. This light-filled home features a bright living room, a recently renovated kitchen, hardwood floors throughout the main level, and brand-new carpet in the bedrooms. The fully finished lower level boasts durable LVP flooring, a spacious den with a cozy fireplace, an additional bedroom, a full bathroom, and a convenient laundry roomproviding plenty of flexible living space. Step outside to enjoy the deck overlooking the fenced backyard and fire pit, perfect for entertaining, pets, or play. There's also a custom installed brick patio, perfect for outdoor dining. Combining comfort, updates, and an unbeatable location, this home is ready for its next owner. Offer deadline is 9pm 7/5

Main-level living at its best in Hiatt Pointe at Snowden Bridgea gated 55+ active adult community. This low-maintenance villa features a primary bedroom and laundry on the entry level, a screened rear porch, and a one-car garage. Upstairs offers two spacious bedrooms with walk-in closets and a full bath, plus a finished storage area! Enjoy a stylish kitchen with quartz counters, stainless steel appliances, and white elegant cabinetry. Resort-style amenities include pickleball and bocce courts, clubhouse, fitness and yoga studios, outdoor kitchen, pool and hot tubplus snow removal, trash, and recycling included. Ask about builder incentives today!

Discover the charm of Parkplace Condominiums, where comfort meets convenience in a vibrant community. This inviting 2-bedroom, 2-bathroom unit features modern stainless steel appliances, including a built-in microwave, dishwasher, and electric oven, making meal prep a delight. Enjoy the ease of in-unit laundry with washer and dryer hookups, ensuring your daily routines are seamless. Nestled in a friendly neighborhood, residents benefit from well-maintained grounds with included lawn care, snow removal, and trash services. The community is close to local parks, perfect for leisurely strolls or weekend picnics. Excellent schools are just a stone's throw away, providing quality education options for all ages. With a strong sense of community and convenient access to public services, Parkplace is more than just a home; it's a place to create lasting memories. Experience the warmth and comfort of this lovely unit, where every detail is designed for your enjoyment

Rare Opportunity on Winchester's East Side with a LOWER-LEVEL IN-LAW SUITE! Welcome home to this spacious 4-bedroom, 2-bath beauty offering a warm, inviting layout and thoughtful updates throughout! The main level features a generous living room, dining room, and a bright kitchen with stainless steel appliances, plus three bedrooms and a full bathall highlighted by beautiful hardwood floors. The finished lower level is a standout feature with a private in-law suite featuring a huge rec room, kitchenette, bedroom, full bath, abundant natural light, and convenient walk-out access. Step outside to enjoy your morning coffee on the covered front porch or unwind on the back deck. The large corner lot offers plenty of yard space for gardening, pets, or play! Perfectly located near Jim Barnett Park, Shenandoah University, schools, commuter routes, and just 1 mile from Old Town Winchester for shopping, dining, and entertainment! Recent Updates Include: New roof (2026) with transferable warranty

Charming Rancher with Prime Location and Endless Potential! This well-built, single-level rancher offers 3 bedrooms and 1 full bath across 1,000 square feet of smartly designed living space. Nestled on a quiet street just outside Winchester city limits, this home falls within the Frederick County school district and combines peaceful surroundings with unbeatable conveniencejust one minute to Rt. 7, I-81, Martins Grocery, pharmacy, and popular dining spots. Inside, you'll find a spacious living room, a functional kitchen with dishwasher, mounted microwave and disposal. Brand new Furnace will bring comfort and peace of mind for years to come, three comfortable bedrooms. Step outside to enjoy the stone patio, a large fenced yard with a 7-foot privacy fenceperfect for pets (dog door included! )plus two outbuildings, one of which is a powered workshop ready for your next project. Whether you're a commuter, downsizer, first-time buyer, or investor, this home checks all the boxes. Solid bones

Investors. At this price you have a fabulous income property with an 11% cap rate. Here's the math. Two units renting at $1,250 = $30,000 income. Subtract taxes and insurance = approximately $28,600. This is a great starter property for those looking to build a real estate portfolio or add to an existing one. Both apartments were completely rehabbed last year. New wiring and plumbing, new appliances, including washer and dryer, vinyl plank flooring and fenced backyards. Situated just minutes from the historic Old Town Winchester pedestrian mall and major commuter routes, this is a'set-and-forget' asset in one of the areas strongest rental markets

Offering an exceptional blend of elegance, comfort, and modern updates, this meticulously maintained home is designed to impress. An impressive two-story foyer welcomes you into a thoughtfully designed floor plan featuring gleaming hardwood flooring throughout much of the main level. The formal living and dining rooms provide elegant spaces for entertaining, while the expansive family room is highlighted by a beautiful gas fireplace with a classic mantel, creating a warm and inviting gathering space for family and friends. The well-appointed kitchen combines style and functionality with granite countertops, a center island with a downdraft cooktop, two wall ovens, a pantry, and a refrigerator with an ice maker that was purchased new by the current owners. Just off the kitchen, the bright sunroom with a ceiling fan opens to a Trex deck, installed in 2024, overlooking the beautifully landscaped, fully fenced backyard. Also on the main level is a spacious private office with double doors,

This charming ranch-style home in Golden Meadows offers a spacious 2,994 sq. Ft. layout on a generous 2.42-acre lot. The interior features an open floor plan with a cozy family room off the kitchen, three bedrooms, and two full baths, including a primary bath with modern amenities. Enjoy the warmth of three gas fireplaces and the convenience of main-floor laundry. The kitchen boasts an island and down-draft cooktop, perfect for culinary enthusiasts. Outside, the property includes a detached oversized garage and a shed, complemented by a scenic vista of pastures. The cleared front and rear yards provide ample space for outdoor activities. Located in a welcoming community. Experience the tranquility of rural living while remaining close to essential public services

Remarkable opportunity to own an marvelously engineered uber contemporary home in Winchester! Rarely do these homes come available and even those this particular one needs a little TLC, you won't find a home with better bones. When I say open floor plan. I mean WIDE OPEN and every room is flooded with sunshine from the floor to ceiling windows. The kitchen has high end cabinetry and will delight any culinary savant. Main floor primary bedroom off the kitchen can make this your last stop when it comes to one floor living. Finished basement is primed for entertaining and even comes with a pool table and two bedrooms for your guests. Because who will want to leave once you arrive. Outdoors is your sanctuary with sprawling terraced patios and woods galore. The 3 car detached garage has a workshop and future studio/hangout/whatever you want it to be. All this on 4+ acres however it is being sold As-Is. So take your time in making the decision because there are a variety of projects on this

Welcome to 206 Dogwood Rd. Well maintained 5 Bedroom 2 Bath Cape Cod in a quiet neighborhood conveniently located a short distance from the downtown area. HVAC has just been installed. The house is on your own septic system. Sunroom with a laundry was added in 2007. An additional lot is included with this house. Lot number #55-B-3-2-63 Lot 63 making the total area 1 acre. The Basement has some framing started to add extra living space with a wood stove already installed

Welcome to 253 Sylvan Springs Drive in Clear Brook, VAa beautiful Cape Cod situated on a hilltop among 5 private acres, offering the perfect blend of space, comfort, and convenience! This well-maintained home features 5 bedrooms and 3.5 bathrooms, including two primary suites. One on the main level. Making it ideal for multi-generational living or guests. There is plenty of room with nearly 2,800 square feet of living space above ground, plus a fun-filled basement. The interior offers a 2-story foyer, hardwood and Vinyl flooring, and a spacious layout designed for real life. The main-level living room, currently used as an office, features a gas fireplace, built-ins, and crown molding, while the adjoining family room has a cozy electric fireplace that conveys with the home. The kitchen features updated appliances including a new electric range, dishwasher, and built-in microwave (Feb 2026), complemented by a side-by-side refrigerator with bottom drawers and icemaker (2019), an island,

Beautifully renovated in 2022, this charming 1 bedroom, 1 bathroom apartment is located in historic Winchester and offers updated living with classic character. The apartment features access to a shared coin-operated laundry room located next door at 548 N. Loudoun St. Tenant is responsible for all utilities. Available approximately Jon or before August 14, 2026. Pets are considered on a case-by-case basis with a $500 pet deposit and $75 monthly pet rent. Rent is $1,550 per month + $75 monthly water/sewer Fee with a $1,550 security deposit and a $50 application fee. Applicants must have good rental history, stable work history, and preferred income of at least 2.5 times the monthly rent