Windsor Real Estate

Windsor Real Estate

Welcome to Windsor, Pennsylvania—a charming borough nestled in the heart of York County. With its rich history, picturesque landscapes, and a close-knit community, Windsor offers a delightful blend of small-town charm and modern conveniences.

Founded in the early 18th century, Windsor boasts a legacy that reflects the spirit of American heritage. As you stroll through the borough, you’ll discover well-preserved historical sites, quaint shops, and inviting parks that beckon residents and visitors alike. The scenic Susquehanna River lies just a stone's throw away, providing ample opportunities for outdoor activities such as fishing, kayaking, and hiking along the scenic trails.

Windsor is known for its friendly atmosphere and strong community ties. Local events, farmers' markets, and seasonal festivals bring neighbors together, fostering a sense of belonging. Families appreciate the excellent schools in the area, ensuring a quality education for their children while maintaining a safe, nurturing environment.

Conveniently located near major highways, Windsor offers easy access to nearby cities such as York and Lancaster, making it an ideal spot for commuters. Whether you’re seeking a cozy home or a vibrant place to retire, Windsor’s real estate market features a variety of options, from charming historic homes to modern developments.

Explore the beauty and warmth of Windsor, PA, where community spirit thrives and every day feels like a breath of fresh air. Embrace the opportunity to be part of this delightful borough—your new home awaits!

Newest Listings in Windsor

$299,900
3 Beds ⋅ 2 Baths
Country Setting with Room to Roam! Welcome to 1632 Prayer Mission Road, a 3-bedroom, 2-full-bath home nestled on nearly an acre in a peaceful country setting. The home features a durable metal roof, double-hung windows, and a basement with a hookup for a wood-burning or pellet stove, offering the potential for an additional heat source. A detached 2-car 28x24 Kohler pole building provides plenty of space for vehicles, hobbies, storage, or a workshop. This 3 bedroom 2 full bath with private deck off kitchen with huge rear yard and shed. Enjoy the privacy and tranquility of country living while having plenty of space both inside and out. A great opportunity to make this property your own! Professional photos to come.

1632 Prayer Mission Rd, Windsor

Listing courtesy of RE/MAX Components. Contact: 4439921983
$34,900
2 Beds ⋅ 1 Baths
🏡 Affordable Living Awaits in Windsor Acres! Welcome home to this charming and well-maintained 2-bedroom, 1-bath residence nestled in the peaceful Windsor Acres community! Offering 774 square feet of comfortable living space, this cozy home is the perfect opportunity for first-time buyers, downsizers, or anyone looking for affordable, low-maintenance living. Step inside to discover a bright and inviting interior designed for everyday comfort. The functional floor plan makes excellent use of every square foot, while the spacious bedrooms and comfortable living area create a warm and welcoming atmosphere you'll love coming home to. Outside, you'll appreciate the generous yard space, perfect for relaxing with your morning coffee, entertaining friends, gardening, or simply enjoying the outdoors. Convenient off-street parking and a storage shed provide added functionality and convenience. Located in the Red Lion Area School District and just minutes from shopping, restaurants, parks, and major commuter routes, this home offers the perfect combination of peaceful community living and everyday accessibility. Whether you're looking to own for less than renting or searching for an affordable place to call home, this property is an incredible value you won't want to miss!

30 Windsor Acres, Windsor

Listing courtesy of Coldwell Banker Realty. Contact: (717) 757-2717
$995,000
7 Beds ⋅ 7 Baths
Nearly 6,000 square feet • 7 bedrooms • 5.5 baths • Five-stall renovated barn • Three fenced pastures • Heated in-ground pool • Separate apartment • Agricultural zoning! ONE OF THE LARGEST HOMES IN THE AREA with acreage, this exceptional property offers the perfect blend of historic charm, modern updates, and endless possibilities. Featuring nearly 6,000 square feet of in home living space, a beautifully renovated five-stall/ two-story barn, three fenced pastures, a heated in-ground salt water pool, basketball court, and year-round creek, this one-of-a-kind property is ready to make your dreams a reality. Originally built in 1886, this seven-bedroom, five-and-a-half-bath home has been thoughtfully expanded and recently renovated while preserving its timeless FARMHOUSE CHARACTER. The stunning eat-in kitchen showcases ORIGINAL WOOD BEAMS, abundant custom cabinetry, granite countertops, and an impressive 10' x 12' walk-in pantry. The expansive 27' x 16' gathering/living room (currently used as the formal dining room) easily accommodates seating for 20+ guests, making it ideal for holidays and entertaining. Take the entertainment also to the huge deck overlooking the pastures and pool area! Designed with flexibility in mind, the home offers THREE SEPARATE LIVING AREAS, making it an excellent option for multigenerational living, guest accommodations, or shared living arrangements. The MAIN LEVEL features a spacious primary suite with a walk-in closet and full bath, a warm and inviting family room, a library with built-in bookshelves, a dedicated office, first-floor laundry, and an additional full bath. A staircase from the family room leads to a SECOND FLOOR loft-style living area with four generously sized bedrooms connected by two Jack-and-Jill bathrooms. A second staircase accesses another private wing featuring two additional bedrooms, a full bath, and abundant closet space. The LOWER LEVEL offers a fully equipped apartment with its own private entrance, while also remaining accessible from the main house. Complete with a kitchen, dining area, living room, bedroom, laundry area, and one-and-a-half baths, this space is ideal for extended family, guests, or potential rental income (buyer to verify permitted uses). OUTSIDE, the opportunities continue. Agriculturally zoned, the property is well suited for horses, livestock, homesteading, hobby farming, or a farm-based business. The newly renovated five-stall barn includes water, a tack room, feed room, and an expansive second floor that offers incredible flexibility for storage, recreation, workshops, or entertaining. Three fenced pastures, TWO WELLS, and a picturesque YEAR ROUND CREEK further enhance the property's functionality and charm. Spend summer days enjoying the fenced, heated in-ground pool with a heating system that is only three years old, or challenge friends and family on the BASKETBALL COURT. Whether you're looking for a private country estate, an equestrian property, a working homestead, or a home that offers room for everyone, this extraordinary property delivers a rare combination of space, versatility, and lifestyle.

1025 Gebhart Rd, Windsor

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: 8003833535
$167,500
3 Beds ⋅ 2 Baths
Beautiful Brand-New 3 Bedroom, 2 Bath Home on a Large Corner Lot! Located in the Deerfield Oaks 55+ Community This stunning, brand-new home sits on a premium, spacious corner lot, offering extra privacy and plenty of outdoor space. Inside, you'll find a thoughtfully designed, low-maintenance, open floor plan with plenty of modern extras, including: Modern Kitchen: Complete with sleek stainless steel appliances. Primary Suite: Featuring a spacious, easily accessible walk-in shower. Storage & Space: Ample closet space throughout. ☀️ Premium Outdoor Living: Step outside onto your large deck, complete with an awning for perfect shade—ideal for entertaining, relaxing, or taking in the peaceful country views right from your expansive corner backyard (which also includes a handy outdoor storage shed). Perfectly situated in a highly desirable location within a quiet, welcoming 55+ community, this home is the perfect place to settle down. Don't miss the chance to call this brand-new, beautiful home yours!

100 Fawn Circle Dr, Windsor

Listing courtesy of Iron Valley Real Estate of Lancaster. Contact: (717) 740-2221
$885,000
4 Beds ⋅ 3 Baths
Nestled on nearly 8 picturesque acres, this exceptional property offers the perfect blend of peaceful country living and unmatched versatility. This well-maintained home features multiple living spaces, a functional floor plan, a spacious primary suite with a soaking tub and separate shower, three additional bedrooms, and a walkout basement ready for storage or future finishing. Step outside to enjoy the privacy, open views, and expansive grounds complete with a classic red barn, fenced pasture, and plenty of room to garden, entertain, or simply enjoy the outdoors. Adding to the property’s incredible value is an established commercial kennel facility featuring 44 total dog runs, a dedicated cat boarding building, grooming area, office, reception/retail space, food preparation area, bathing station, exercise yards, and multiple support buildings. Whether you’re looking to operate an animal-related business, pursue an agricultural venture, or simply enjoy the flexibility these improvements provide, the possibilities are endless. Properties that combine a beautiful country home, nearly 8 acres, and this level of infrastructure are exceptionally rare. Whether you’re searching for privacy, space to grow, or the opportunity to live and work in one location, 333 Newcomer Road offers a lifestyle that’s difficult to duplicate.

333 Newcomer Rd, Windsor

Listing courtesy of Iron Valley Real Estate of York County. Contact: (717) 316-8777
$449,990
4 Beds ⋅ 3 Baths
Rare opportunity in the highly sought-after Chatham Creek community! Lovingly maintained by its original owner, this beautiful 4-bedroom home offers exceptional curb appeal, mature landscaping, a 2-car garage, and a fully fenced backyard with a spacious deck and walk-out patio. Major updates include a new roof (2026), new HVAC (2024), and replacement windows, providing years of worry-free ownership. Inside, you'll find a formal dining room, a spacious kitchen with a center island open to the family room, and a heated and air-conditioned four-season sunroom perfect for year-round enjoyment. Upstairs features four generously sized bedrooms, including a private primary suite, plus convenient upper-level laundry. The finished walk-out lower level offers a large recreation room, bonus room, and plenty of storage. Interior photos are not publicly available. Please contact the listing agent or your Realtor to schedule a private showing.

325 Thomas Armor Dr, Windsor

Listing courtesy of Cavalry Realty LLC. Contact: (717) 932-2599
$109,900
3 Beds ⋅ 2 Baths
With a tree line to the rear, this 1 story living home sets in a 55+ neighborhood. In the living room, there is a pass thru window to the Eat-in-Kitchen, the Laundry area is here with a door to a small deck, the Owners Bedroom Suite has a step in shower and a walk in closet, the main bath offers a tub shower, additions include: a ramp, grab bars, new Hot Water Heater, Refrigerator and Dryer.

123 White Tail Ln, Windsor

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$139,900
Lovely 6+ acre wooded lot on a cul-de-sac close to shopping, schools and yet secluded and rural. Spring fed stream. Includes 2 Parcels Tax ID# 67350001400310000000 & 67350001400320000000.

30-34 Abby Rd, Windsor

Listing courtesy of Keller Williams Keystone Realty. Contact: 7177555599
$79,900
Build your dream home on this stunning lot in Windsor, PA. Selling 2.0 acres of this 3.51 acre lot. There are two options for subdivision depending on where buyer would prefer to access new property. Sellers will consider selling 1 to 2 acres. Electric available. Perc and probe were successfully done on the portion that is not for sale. Sand mound system was NOT required. Survey has been done. The whole property was approved for up to 3 residential lots. Take advantage of this rare opportunity to collaborate on the property lines before the subdivision is done. Plan to subdivide at settlement. New Tax ID issued then. Please do your own due diligence and confirm statements with Windsor Township.

1155 Gebhart Rd Unit #LOT B, Windsor

Listing courtesy of Coldwell Banker Realty. Contact: (717) 757-2717
$416,990
4 Beds ⋅ 3 Baths
Discover the Landon Heritage, a 4-bedroom, 2.5-bath single-family home for sale in York, PA. Step inside through the front door to find a private study on your left, perfect for a home office or quiet retreat. Continue down the hall past the stairs to the heart of the home, where an open-concept layout seamlessly connects the Kitchen, Family Room, and Dining Area. Just off the Kitchen, you’ll find a convenient entry space with a half bath and access to the 2-car garage. Upstairs, the Owner’s Suite offers a generously sized walk-in closet and a private ensuite featuring a double-bowl vanity. The second floor also includes a Laundry Room for added convenience, 3 additional bedrooms, and a family bath. An unfinished basement adds 981 square feet of flexible space, ready for future living, storage, or recreation. Welcome to Walnut Creek, a vibrant and thriving community of brand-new construction homes nestled in the picturesque landscape of York County, Pennsylvania. Walnut Creek beckons with the promise of a wonderful suburban lifestyle with 148 homesites ranging in size from 1/5 to 1/4 acre, ensuring that you find the perfect space to call your own in Windsor, York, PA. Our quality homes are backed with an industry-leading 20-year warranty structural warranty. Learn more about how Keystone Custom Homes are 80% more efficient than used homes and 50% more efficient than other new homes.

307 Boxwood Dr, Windsor

Listing courtesy of Patriot Realty, LLC. Contact: (717) 963-2903
$414,990
4 Beds ⋅ 3 Baths
Discover the Landon Traditional, a 4-bedroom, 2.5-bath single-family home for sale in York, PA. Step inside through the front door to find a private study on your left, perfect for a home office or quiet retreat. Continue down the hall past the stairs to the heart of the home, where an open-concept layout seamlessly connects the Kitchen, Family Room, and Dining Area. Just off the Kitchen, you’ll find a convenient entry space with a half bath and access to the 2-car garage. Upstairs, the Owner’s Suite offers a generously sized walk-in closet and a private ensuite featuring a double-bowl vanity. The second floor also includes a Laundry Room for added convenience, 3 additional bedrooms, and a family bath. An unfinished basement adds 981 square feet of flexible space, ready for future living, storage, or recreation. Welcome to Walnut Creek, a vibrant and thriving community of brand-new construction homes nestled in the picturesque landscape of York County, Pennsylvania. Walnut Creek beckons with the promise of a wonderful suburban lifestyle with 148 homesites ranging in size from 1/5 to 1/4 acre, ensuring that you find the perfect space to call your own in Windsor, York, PA. Our quality homes are backed with an industry-leading 20-year warranty structural warranty. Learn more about how Keystone Custom Homes are 80% more efficient than used homes and 50% more efficient than other new homes.

309 Boxwood Dr, Windsor

Listing courtesy of Patriot Realty, LLC. Contact: (717) 963-2903
$420,990
4 Beds ⋅ 3 Baths
Discover the Landon Farmhouse, a 4-bedroom, 2.5-bath single-family home for sale in York, PA. Step inside through the front door to find a private study on your left, perfect for a home office or quiet retreat. Continue down the hall past the stairs to the heart of the home, where an open-concept layout seamlessly connects the Kitchen, Family Room, and Dining Area. Just off the Kitchen, you’ll find a convenient entry space with a half bath and access to the 2-car garage. Upstairs, the Owner’s Suite offers a generously sized walk-in closet and a private ensuite featuring a double-bowl vanity. The second floor also includes a Laundry Room for added convenience, 3 additional bedrooms, and a family bath. An unfinished basement adds 981 square feet of flexible space, ready for future living, storage, or recreation. Welcome to Walnut Creek, a vibrant and thriving community of brand-new construction homes nestled in the picturesque landscape of York County, Pennsylvania. Walnut Creek beckons with the promise of a wonderful suburban lifestyle with 148 homesites ranging in size from 1/5 to 1/4 acre, ensuring that you find the perfect space to call your own in Windsor, York, PA. Our quality homes are backed with an industry-leading 20-year warranty structural warranty. Learn more about how Keystone Custom Homes are 80% more efficient than used homes and 50% more efficient than other new homes.

311 Boxwood Dr, Windsor

Listing courtesy of Patriot Realty, LLC. Contact: (717) 963-2903
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