Windsor Boro Real Estate

Welcome to Windsor Boro, a charming subdivision nestled in the heart of Windsor, Pennsylvania. This picturesque community in York County is a hidden gem that offers a perfect blend of small-town charm and modern conveniences, making it an ideal place to call home.

Windsor Boro is characterized by its friendly atmosphere and welcoming residents. With tree-lined streets and well-maintained homes, the neighborhood exudes a sense of pride and community spirit. Families and individuals alike appreciate the peaceful surroundings, which provide a serene escape from the hustle and bustle of city life while still being conveniently located near major roadways.

Residents of Windsor Boro enjoy easy access to a wealth of local amenities. The nearby parks and recreational areas offer plenty of opportunities for outdoor activities, from leisurely strolls to family picnics. Additionally, the vibrant downtown area of Windsor is just a short drive away, featuring charming shops, restaurants, and community events that bring neighbors together.

Education is a priority in Windsor Boro, with access to quality schools that cater to the needs of students and families. The supportive community ensures that children receive a well-rounded education, preparing them for a bright future.

Whether you're looking to settle down or invest in a property, Windsor Boro offers a variety of homes that cater to diverse lifestyles. With its blend of tranquility, community spirit, and convenience, Windsor Boro is more than just a place to live; it’s a place to thrive. Come discover the warmth and charm of this delightful subdivision today!

Newest Listings in Windsor Boro

$190,000

3 Beds ⋅ 2 Baths ⋅ PAYK2112990 MLS

Nestled in the charming community of Windsor Boro, this delightful Colonial home, built around 1900, exudes timeless character and warmth. With three spacious bedrooms and two full bathrooms, this residence offers a perfect blend of classic charm and modern comfort, making it an ideal retreat for those seeking a cozy haven. Step inside to discover an interior that invites you to create lasting memories. For the ultimate convenience, there is a full bath and laundry on the main floor. The full basement provides ample storage space or the potential for a personalized workshop. The off-street parking accommodates up to three vehicles, ensuring convenience for you and your guests. The 0.11-acre lot offers a manageable outdoor space, perfect for gardening or enjoying a quiet afternoon in the sun. Imagine sipping your morning coffee on the deep front porch, surrounded by the serene ambiance of this friendly neighborhood. This home is not just a place to live; it's a canvas for your dreams. Whether you envision hosting gatherings in the inviting living spaces or enjoying peaceful evenings in your private sanctuary, this property is ready to welcome you home. With its rich history and solid construction, this Colonial gem is waiting for you to add your personal touch. Don't miss the opportunity to make this charming residence your own and experience the comfort and joy of living in Windsor Boro. Schedule your private tour today!

55 E Main St, Windsor

$205,770

PAYK2112678 MLS

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

$96,680

3 Beds ⋅ 1 Baths ⋅ PAYK2112676 MLS

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

$450,000

5 Beds ⋅ 4 Baths ⋅ PAYK2060200 MLS

PRICE ADJUSTMENT! MOTIVATED SELLERS! Just in time for the Summer! This home offers plenty of room for the growing family. This is a Keystone Custom Home Ethan plan built in 2013. 4 spacious bedrooms with a 5th bedroom on the main level at front door left, could also be used as an office with brand new LVP flooring. Home boasts 9ft ceilings on main floor, 3 full baths, 1/2 bath powder room, large open concept kitchen/living room featuring 2 pantries 1 with sliding barn doors, Maple wood cabinets, brand new LVP flooring with a massive island that can seat over 5 people to enjoy breakfast in the morning. A sliding glass door leads to the rear Trex deck, perfect for entertaining that was installed in 2021. There is a formal dining room that is being used as a billiard. Owners also had 2 additions put on in 2021 off the kitchen. 1st addition with 8 ft French doors steps down to a 16x16 size room with high cathedral ceilings, skylights, Pine wood walls, barn beam, wood burning stove with stone hearth and stone that reaches the ceiling, custom crank out windows, and a mini split for AC. A sliding glass door takes you out to a cement porch and walkway with beautiful rose bushes. There is also a cement slab area perfect for setting up a grill to cook out on those summer evenings. 2nd addition is the bump out from the kitchen adding some more eat in area. You will also find a hidden bookcase/secret bookshelf Murphy style door that opens into the 1st addition in the bump out area on the wall. The fully finished basement provides additional living space that includes a family room and a wonderful in-laws suite. Driveway allows for 8 vehicle parking plus a 2 car oversized attached garage with extra outlets and storage. On the side of the house there has been asphalt laid that can accommodate more parking which is ideal for an RV. Owner's currently store their RV in this space. Home is in a great location convenient to local amenities and an easy commute to I-83 and Route 30. Schedule your showing today!

83 Schoolhouse Ln, Windsor

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INFORMATION DEEMED RELIABLE, BUT NOT GUARANTEED. Listings courtesy of WEST PENN MULTILIST, INC.

Listings courtesy of Pike Wayne Association of Realtors as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.