Windsor Real Estate

Windsor Real Estate

Welcome to Windsor, Pennsylvania—a charming gem nestled in the heart of York County. With its picturesque landscapes and friendly community, Windsor offers a delightful blend of small-town charm and modern convenience. This quaint borough is perfectly situated, providing easy access to major highways, making it a convenient hub for commuters heading to nearby cities like York and Lancaster.

Windsor boasts a rich history, reflected in its well-preserved architecture and local landmarks. The town is a tapestry of vibrant neighborhoods, where tree-lined streets and welcoming front porches invite you to explore. Residents enjoy a slower pace of life while still having access to essential amenities, including local shops, restaurants, and parks. The nearby Susquehanna River offers scenic views and recreational opportunities, perfect for outdoor enthusiasts looking to hike, fish, or simply enjoy nature.

Families will appreciate the strong sense of community and the highly-rated schools that serve the area. Windsor is known for its family-friendly atmosphere, where children can play safely in the parks and neighbors become lifelong friends.

As you consider your next home, Windsor presents an inviting option with a variety of housing styles, from charming historic homes to modern developments. Whether you're a first-time buyer or looking to settle down, Windsor is a place where you can truly feel at home. Discover the warmth and beauty of Windsor, PA—your perfect slice of Americana awaits!

Newest Listings in Windsor

Third Street, Windsor
$64,500
An exceptional opportunity to build your dream home on this level .22-acre lot in the coveted Windsor Manor subdivision. This cleared parcel offers a blank canvas for your architectural vision, allowing you to design a residence that perfectly aligns with your lifestyle and preferences. Nestled in a serene suburban setting, this lot boasts public water and sewer and perfect for your future home. Windsor Manor is known for its welcoming community atmosphere, where neighbors become friends and outdoor activities abound. The location offers convenient access to local amenities, ensuring that shopping, dining, and recreational options are just a short drive away. This prime location strikes the perfect balance between suburban tranquility and urban convenience. Ideal location for commuters to Maryland, Lancaster or Harrisburg. With ample space to create your ideal living environment, this lot is perfect for those seeking a quiet and pleasant lifestyle in a peaceful setting. Whether you envision a single home or possible rental property, the possibilities are endless. Builders Alert!! You are not going to find another lot with public sewer and water that is not builder exclusive. Don't miss this chance to secure a slice of paradise in Windsor Manor, where your dream home awaits.

Third Street, Windsor

Listing courtesy of Century 21 Dale Realty Co.. Contact:

2600 Windsor Rd, Windsor
$199,000
3 Beds ⋅ 2 Baths
First time buyers look here first! Located just outside of Windsor Boro, yet convenient to Red Lion amenities, step into a charming blend of history and modern comfort in this beautiful Colonial style farmhouse. Nestled on a generous 0.47-acre lot in Windsor township, this home offers 3 bedrooms, 2 full baths and a serene retreat with a gentle creek at the lower part of the lot. Inside, discover a thoughtfully designed first floor layout featuring a formal living room, kitchen, dining area and full bath. Enjoy the convenience of modern appliances, including a built-in microwave, dishwasher, stove and refrigerator, in the spacious oak kitchen with dining area. The dining area has access to the covered deck with steps to the private patio and rear yard. Natural light floods the home through insulated replacement windows, enhancing the warm ambiance. The upper-level features 3 bedrooms and another full bath with stackable laundry hookups. The daylight basement offers endless possibilities, including the washer and dryer, space for additional rooms and a walkout entrance leading to the private, covered patio and rear yard. The level lot, located on a peaceful cul-de-sac, provides ample space for outdoor activities with a fire pit and chicken pens. With off-street parking for up to eight vehicles, this property is a rare find. Agents: Please read agent remarks.

2600 Windsor Rd, Windsor

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

1877 Craley Rd, Windsor
$224,900
4 Beds ⋅ 2 Baths
Homeowners have outgrown their home!! BUILD YOUR OWN EQUITY or AN INVESTOR ALERT! This property is being sold AS-IS, sellers will do no repairs. Discover a prime investment opportunity in the heart of Bittersville with this charming 4-bedroom, 2-bathroom Colonial home, built in 1935. Spanning 1,416 sq. ft. on a generous 0.34-acre lot, this property offers a solid foundation for both immediate rental income and long-term appreciation. The home features a full, unfinished basement with ample space for additional rooms, providing potential for increased living area or storage. The detached garage accommodates up to four vehicles, ideal for attracting tenants with multiple cars or for use as additional storage space. Off-street parking for five vehicles enhances convenience and appeal. With a good overall condition, this property is ready for your personal touch or minor renovations to maximize rental potential. The spacious lot allows for outdoor enhancements, which can further increase property value and tenant interest. Located in a desirable neighborhood, this home benefits from proximity to local amenities and transportation options, making it attractive to a wide range of renters. The Colonial architectural style and NEW vinyl siding , NEW windows throughout and a NEW roof installed in 2023 offer timeless appeal and low maintenance. Investors will appreciate the potential for strong cash flow and equity growth in this well-positioned property. Don't miss out on the chance to add this versatile asset to your portfolio!

1877 Craley Rd, Windsor

Listing courtesy of House Broker Realty LLC. Contact:

2164 Windsor Rd, Windsor
$289,900
4 Beds ⋅ 2 Baths
SPECIAL BUYER INCENTIVE! Qualified buyers may be eligible for 5.99% financing, potentially reducing monthly principal & interest payments by 10%+, OR choose up to $10,000 in seller assistance. Ask agent for details. Welcome home to this inviting 4-bedroom, 2-full-bathroom home nestled in a peaceful neighborhood just a short walk from Windsor Elementary School and only minutes from downtown York, PA! With thoughtful updates, a functional layout, and comfortable living spaces, this home offers the perfect blend of convenience and charm. Step inside to a welcoming living room featuring luxury vinyl plank (LVP) flooring that flows throughout the space. Just off the living room, a hallway leads to a convenient main-level bedroom with plush new carpet and a full bathroom complete with a shower/tub combination, vanity, and new fixtures. The kitchen is sure to impress with its bright white cabinetry, upgraded granite countertops, new appliances, and a refrigerator in like-new condition. The seamless connection between the kitchen and dining area creates a comfortable space for everyday meals and entertaining. Upstairs, you'll find three additional bedrooms all with plush new carpeting and a second full bathroom featuring a shower/tub combination. The third bedroom offers extra space, creating the potential for a spacious primary bedroom retreat or a flexible space to suit your needs. The unfinished basement provides even more storage more. Outside, enjoy the partially fenced backyard, complete with a paver patio that's perfect for relaxing, hosting gatherings, or enjoying the outdoors. With four bedrooms, two full bathrooms, desirable updates, and a convenient location close to schools and downtown amenities, this home is ready for its next owner to make it their own!

2164 Windsor Rd, Windsor

Listing courtesy of Keller Williams Elite. Contact:

850 Gebhart Rd, Windsor
$465,000
3 Beds ⋅ 2 Baths
Absolutely immaculate 2100 sq ft rancher on 1.99 acres adjacent to open farmland back a long private lane. Huge kitchen with center island and all appliances. Very large dining room to accommodate almost any size table. Living room has corner propane fireplace. Three nice size bedrooms with generous closets. First floor laundry open to an oversize two car garage with built in cabinetry and propane heat. Very clean and in move in condition. NOTE: This property was just sub-divided from a larger tract and has not yet been assessed so taxes are unknown! This is a flag lot. The pond is not on this parcel. See associated docs.

850 Gebhart Rd, Windsor

Listing courtesy of Century 21 Dale Realty Co.. Contact:

365 Stabley Ln, Windsor
$332,800
3 Beds ⋅ 3 Baths
Great opportunity to own this two-story home offering three bedrooms, with two and a half baths. Interior features include a spacious kitchen with ample storage and workspace plus a cozy fireplace in the living area. Oversized deck, great for relaxing and entertaining. Put this one on your list to see.

365 Stabley Ln, Windsor

Listing courtesy of RealHome Services and Solutions, Inc.. Contact:

35 W Main St, Windsor
$205,770
Situated on an approximately 0.25-acre (10,890± SF) site, this distinctive four-unit residential property is improved with two separate buildings containing a total of 13 bedrooms and 4 bathrooms. The property contains approximately 5,811 SF of above-grade building area, plus approximately 2,730 SF of basement/lower-level area, with over 109 feet of frontage on West Main Street. Zoned Village Center, the property is served by public water and sewer, natural gas, electric and cable/internet. The architecturally distinctive circa-1928 front “Mansion” is a two-story brick residence with basement configured as two dwelling units and highlighted by a large wraparound covered porch, turret, multiple gables, tall windows and period architectural detailing. The accessible interior features impressive original character, including substantial wood trim, paneled doors, hardwood flooring, tall ceilings, decorative millwork and a prominent wood staircase and balustrade. A separate 2½-story rear building contains two additional dwelling units with more conventional apartment-style layouts, spacious living areas, kitchens, multiple bedrooms and full bathrooms. The property combines the historic character and architectural presence of the Mansion with the practical income-producing potential of four residential units on a single parcel. Additional improvements and features include porches, walkways, yard/open areas between the buildings, a central boiler providing baseboard heat to all four units, and individual domestic hot-water heaters for each unit. The combination of two separate residential buildings, 13 bedrooms, substantial building area, distinctive historic features and renovation/value-add potential make this an appealing opportunity for residential investors, renovators and owner/users. This property will be offered at auction on Wednesday, October 28, 2026, at 10:00AM. Auction will be conducted at the Four Points Sheraton Hotel, 1650 Toronita Street, York, PA 17402. PUBLIC AUCTION – BID YOUR PRICE! The List Price shown is the property's current tax-assessed value and is used solely to satisfy MLS listing requirements. It is NOT an asking price, opening bid, reserve price, minimum bid, or representation of fair market value. Property will be sold by competitive bidding at Live & Online Public Auction, subject to the published Terms and Conditions of Sale and required governmental approval. Five separate properties will be offered as part of this auction. 22 W Main St, Windsor, PA, Single Family Home. 35 W Main St Windsor, PA, Four Plex. 100 Henrietta St, Red Lion, PA, Single Family Home. 106 S Main St, Yoe, PA, Duplex. 3424-2426 N George St, Emigsville, PA, Duplex.

35 W Main St, Windsor

Listing courtesy of Hurley Real Estate & Auctions. Contact:

22 W Main St, Windsor
$96,680
3 Beds ⋅ 1 Baths
Single-Family Home in quaint Windsor, PA with approximately 37 feet of frontage on W. Main Street. Lap siding, shingle roof with brick exterior basement. Colonial style with forced-air heating, hardwood floors in living and dining room and tiled bathroom. Three bedrooms and one bathroom total. This property will be offered at auction on Wednesday, October 28, 2026, at 10:00AM. Auction will be conducted at the Four Points Sheraton Hotel, 1650 Toronita Street, York, PA 17402. PUBLIC AUCTION – BID YOUR PRICE! The List Price shown is the property's current tax-assessed value and is used solely to satisfy MLS listing requirements. It is NOT an asking price, opening bid, reserve price, minimum bid, or representation of fair market value. Property will be sold by competitive bidding at Live & Online Public Auction, subject to the published Terms and Conditions of Sale and required governmental approval. Five separate properties will be offered as part of this auction. 22 W Main St, Windsor, PA, Single Family Home. 35 W Main St Windsor, PA, Four Plex. 100 Henrietta St, Red Lion, PA, Single Family Home. 106 S Main St, Yoe, PA, Duplex. 3424-2426 N George St, Emigsville, PA, Duplex.

22 W Main St, Windsor

Listing courtesy of Hurley Real Estate & Auctions. Contact:

41 W High St, Windsor
$180,000
3 Beds ⋅ 1 Baths
This property will be offered at Public Auction on Thursday, 11/19 at 6:00 PM. The listing price is the opening bid only and in no way reflects the final sale price. 10% down due at auction, 2% transfer tax to be paid by the purchaser. Real estate taxes will be prorated. An exceptional real estate opportunity awaits you in York County with this upcoming public auction featuring a single-family home located at 41 West High Street, Windsor, PA 17366. This live public auction will take place on November 19 at 6pm. Bid online or in person the night of the sale. Positioned prominently for buyers looking in the Central Pennsylvania real estate market, this sturdy 1953 property offers incredible potential for first-time home buyers, car enthusiasts, tradespeople, and savvy investors looking for a prime property in a fantastic local neighborhood. This comfortable residence spans 864 square feet of total interior livable area and features 3 bedrooms and 1 bathroom. The home is equipped with central cooling to keep you comfortable during the summer months and features an efficient heating system. A major standout feature of this property is the large oversized 3 car heated detached workshop/garage, providing an incredible dedicated space for vehicle storage, mechanical work, hobbies, or extra business storage.Situated on a 7,632 square foot lot, the property offers a manageable outdoor space while maximizing utility with its impressive detached garage structure. Bidders will enjoy effortless access to the local Windsor and Red Lion area communities, nearby shopping, dining, and major transport routes connecting you seamlessly to York, Lancaster, and the wider Central Pennsylvania region. Do not miss your chance to bid on this unique property with its premium workshop space.

41 W High St, Windsor

Listing courtesy of Cavalry Realty LLC. Contact:

1883 Craley Rd, Windsor
$289,000
4 Beds ⋅ 2 Baths
Step foot into this beautiful, recently remodeled, 4 bedroom, 2 bath home, in Eastern school districts. This property boasts a large, first floor primary suite with a beautifully remodeled primary bathroom, a detached, 2 story garage, perfect for a woodshop or hobby room, new appliances throughout, new windows, new electrical service, and a new large walkout deck and balcony overlooking the back yard and creek. Ship-lap and granite countertops in the kitchen and fresh paint and new flooring throughout. Plenty of space with the finished basement and separate laundry room. Large, unfinished, attic space could be used for storage or another bedroom. Whether its from the 2nd story balcony, main level deck, or the breezeway between home and garage, you'll be sure to appreciate the butterfly garden, the expansive backyard with vegetable gardens, and the stream flowing through it. Don't miss this little slice of paradise. Schedule your showing today!

1883 Craley Rd, Windsor

Listing courtesy of RE/MAX SmartHub Realty. Contact:

215 Azalea Dr, Windsor
$429,000
4 Beds ⋅ 4 Baths
Welcome to 215 Azalea Drive in the beautiful Laurel Vistas neighborhood of Windsor, PA — where space, comfort, and luxury come together seamlessly. Over 4,000 finished sq. ft - you have to see it in person to experience how spacious it is! BONUS - buy with confidence! Recent home/property & termite inspections done with no major issues! This stunning home offers 4 spacious bedrooms, 3.5 bathrooms, and thoughtfully designed living areas perfect for both everyday life and entertaining. The gourmet kitchen is the heart of the home, featuring a large center island, abundant cabinetry, and plenty of space to gather. Additional rooms on the main floor include the beautiful family room, just off of the kitchen, featuring a gas fireplace and abundant natural lighting, as well as a formal sitting room or additional family room, plus an office! The fully finished walk-out basement expands your living space even further with a private movie theater, two versatile flex rooms ideal for a home office, gym, or guest space, and a full bathroom — creating the perfect setup for multigenerational living or hosting. Step outside to relax in your hot tub tucked under the deck for year-round enjoyment, offering privacy and comfort in your own backyard retreat. The Laurel Vistas community offers a walking trail & park for the kiddos, too! This home offers the space you need and the lifestyle you’ve been waiting for! Schedule your showing to see if it's the perfect home for you! Contingent upon seller closing on new home. Buyer to verify square footage. Seller reserves the right to accept offer at any time!

215 Azalea Dr, Windsor

Listing courtesy of The Exchange Real Estate Company LLC. Contact:

56 Cherokee Dr, Windsor
$89,999
3 Beds ⋅ 2 Baths
Welcome to Shalako MHP. This nicely maintained Champion has 3 bedrooms and 2 bathrooms with over 1300 square feet! The property feels very spacious roomy and bright with the open floor plan. You will see there is tons of storage throughout the kitchen and bedrooms. All appliances, dishwasher, refrigerator, stove, washer and dryer are included in the sale. All you need to do is move in and enjoy this beautifully maintained home with very a spacious deck outside. All buyers must be park approved and adhere to the rules and pet regulations. Current lot rent is $530 a month and includes sewer and trash. Make sure you come and see all this beautifully maintained property has to offer!

56 Cherokee Dr, Windsor

Listing courtesy of Iron Valley Real Estate of Lancaster. Contact:

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