Winchester Condos for Sale

Winchester Condos for Sale

Welcome to Winchester, Virginia, a charming city steeped in history and surrounded by breathtaking natural beauty. Nestled in the picturesque Shenandoah Valley, Winchester is known for its vibrant downtown, rich heritage, and welcoming community. With its historic architecture, delightful shops, and an array of dining options, this city offers a unique blend of small-town charm and modern amenities.

Winchester is not only a great place to explore but also an ideal location for those seeking a new home. The real estate market here is diverse, with a variety of options to suit every lifestyle. Among these options, you’ll find a selection of stunning condos for sale that cater to both first-time buyers and seasoned investors alike. These condos offer the perfect balance of comfort and convenience, featuring modern designs and amenities that make daily living a breeze.

Imagine waking up in your stylish condo, just moments away from the historic landmarks that tell the story of the city. Enjoy leisurely strolls through the lush parks or take advantage of the outdoor activities that the nearby mountains and rivers provide. With easy access to major highways, commuting to nearby cities is a breeze, making Winchester an ideal spot for both work and play.

Whether you’re looking for a cozy retreat or a vibrant community to call home, Winchester's condos for sale offer a fantastic opportunity to embrace a lifestyle filled with culture, history, and adventure. Discover your dream home in this enchanting city today!

Newest Winchester Condos for Sale

136 Brookland Ct Unit 9, Winchester
$249,900
2 Beds ⋅ 2 Baths
One of the best units in the area! This stunning top-level condo located is the epitome of turnkey. Brimming with chic vibes, clean finishes, and an abundance of natural light, this updated home boasts a bright, spacious layout with vaulted ceilings. The sunlit living room serves as a captivating centerpiece, featuring skylights, a cozy gas fireplace, an open dining area, and direct access to a private balcony perfect for relaxing outdoors. In the kitchen, cook with style thanks to the airy architectural height and sleek stainless steel appliances. Down the hall, you'll find a bright, spacious primary bedroom that serves as a true retreat, offering a generous walk-in closet and a beautifully updated ensuite primary bath complete with a modern walk-in shower. A second large bedroom highlights charming bay windows, double closets for extra storage, and is served by another updated full bath. Enjoy the ultimate everyday convenience with an in-unit washer and dryer, off-street parking, and an unbeatable location close to schools, shopping, dining, and major commuter routes. Your monthly condo fee provides total peace of mind by covering water and sewer, along with neatly maintained common areas, professional lawn care, snow removal, and trash services. Offering the ideal combination of comfort, style, and low-maintenance convenience, this top-floor residence represents prime Winchester living at its best.

136 Brookland Ct Unit 9, Winchester

Listing courtesy of Colony Realty. Contact:

135 S Kent St Unit 202, Winchester
$249,000
1 Beds ⋅ 1 Baths
Step into the charm of Historic Downtown Winchester with this beautifully renovated Urban Lofts Condominium, where history and modern living come together. Located in a home built in 1825, this unique property is just a short stroll to Winchester's favorite restaurants, boutique shopping, coffee shops, museums, and downtown events. Renovated in 2021, the condo offers stylish updates while preserving its historic character. The kitchen features quartz countertops, stainless steel appliances, a new refrigerator, and a new island with an integrated sink that creates the perfect gathering space. Fresh paint, modern lighting, a beautifully updated bathroom, and a built-in bookcase add to the home's appeal. The exposed brick fireplace serves as a striking architectural feature, adding warmth and character to the living room. (Fireplace is decorative only.) Whether you're looking for your own place in the heart of downtown or an investment opportunity, this low-maintenance condo offers the best of both worlds; historic charm, modern finishes, and an unbeatable location where you can leave the car behind and enjoy everything Winchester has to offer.

135 S Kent St Unit 202, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

136 Brookland Ct Unit 6, Winchester
$244,900
2 Beds ⋅ 2 Baths
SELLER INCENTIVE! Seller is offering a credit of up to 3% of the purchase price toward a qualified buyer’s 2-1 temporary interest rate buydown, subject to lender approval and program guidelines. This is a great opportunity for qualified buyers to reduce their interest rate during the first two years of homeownership. 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.

136 Brookland Ct Unit 6, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

110 Brookland Court Unit 10, Winchester
$289,000
2 Beds ⋅ 2 Baths
NOT YOUR AVERAGE CONDO! If you’ve been waiting for something truly MOVE-IN READY, this beautifully renovated penthouse-level condo is the one you need to see! Completely renovated down to the studs, this 2-bedroom, 2-full-bath home has been thoughtfully redesigned with style, comfort, and quality in mind. From the moment you walk through the door, you’ll notice the difference—updated flooring, custom molding, neutral finishes, recessed lighting, and attention to detail throughout. The gorgeous kitchen features granite countertops, upgraded soft-close cabinetry, stainless steel appliances, and a clean, modern design that flows beautifully into the living space. A custom stone gas fireplace creates an impressive focal point and adds warmth and character you simply don’t expect to find at this price point. Both bedrooms offer great space, while two FULL bathrooms make the floor plan exceptionally functional. The updated baths continue the upscale feel, including a beautiful walk-in shower and stylish finishes. And here’s the best part—ALL THE WORK HAS ALREADY BEEN DONE! No outdated kitchen to replace. No flooring project waiting for you. No list of renovations to tackle after closing. Just move in, unpack, and enjoy! Located on the penthouse level with approximately 1,173 square feet, this home delivers the polished look and feel of a much more expensive property while offering the convenience of low-maintenance condo living. If you’ve been scrolling through condos that all seem to look the same, STOP SCROLLING. 110 Brookland Court #10 is different—and you’ll see it the minute you walk through the door.

110 Brookland Court Unit 10, Winchester

Listing courtesy of Samson Properties. Contact:

136 Brookland Ct Unit 8, Winchester
$239,900
2 Beds ⋅ 2 Baths
✨ Fully Renovated 2026 | Turnkey 2BR/2BA Condo in Park Place ✨ Welcome to 136-8 Brookland Ct—where style, comfort, and convenience come together. This stunning second-floor condo has been completely renovated in 2026, offering a like-new feel without the wait! Step inside to discover all-new flooring, appliances, lighting, fixtures, vanities, doors, and countertops—every detail thoughtfully updated for modern living. The bright, open floorplan is perfect for both everyday life and entertaining, featuring a cozy electric fireplace that adds warmth and charm. The spacious primary suite boasts a walk-in closet and private en-suite bath, while the second bedroom offers flexibility for guests, a home office, or more. Enjoy the ease of one-level living with in-unit laundry and step out onto your private balcony—perfect for morning coffee or unwinding at the end of the day. Located in the sought-after Park Place community, you’ll love the peaceful setting with plenty of parking, all just minutes from shopping, dining, Route 7, and I-81.

136 Brookland Ct Unit 8, Winchester

Listing courtesy of Re/Max Roots. Contact:

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