Windham, NY homes for sale & real estate

Windham, NY Homes for Sale

Introducing Mitchell Hollow Mountain Modern, a newly constructed, spacious home that masterfully blends sleek black Hardie Board horizontal siding with vertical Corrugated Pac-Clad and Accoya wood accents, creating a stunning mix of textures. Gleaming Jen-Wen casement windows complete the exterior. Step inside and experience a modern aprs-ski lifestyle with chic white oak floors, 10-foot ceilings, Lutron lighting controls, and recessed LED lights throughout. The open kitchen and dining area is a chef's dream, featuring quartz countertops, a gas cooktop, double ovens, and a center island with a sink and prep space. The dining area boasts an extended serving station with a wine cooler and pan

Windham, NY Homes for Sale

This gem has direct views of Windham slopes, proximity to golf courses, Windham Village, restaurants, and walking paths, makes it a captivating endeavor. Renovated in 2022 with new roof, skylights and custom kitchen, This property boasts a prime location in a vibrant 4-season community. Offering 3 bedrooms and 2 baths, it includes a sunroom, a fully equipped kitchen featuring a 6-burner commercial Vulcan stove for culinary enthusiasts, and those who love to entertain. Another plus is Nest thermostats for modern comfort control especially when travelling up on a chilly night. Recently renovated, this property showcases stainless steel appliances in the kitchen, a spacious living room, and a

Windham, NY Homes for Sale

NEW PRICE -REDUCED !! Farmhouse Venue on Main Street Windham, greets you with a charming rocking chair front porch for some country relaxation. This site offers a unique village setting complete with a post and beam barn and a large, fenced backyard. Step inside from the original covered horse and carriage hitching post, leading through elegant French doors into the main parlor. Here, you'll discover 125-year-old wide plank wood floors that have been meticulously restored, a spindle rail center staircase, original doors and genuine hardware. The inviting living room boasts a clay-fired brick fireplace with a chestnut mantle, perfect hanging holiday stockings. The country kitchen maintains i

Windham, NY Homes for Sale

Historic Inn on Main Street in downtown section of the Ski/Resort Community of Windham, NY. 7 Guest Suites plus Owners Apartment and Photo/Music/Art Studio. Well appointed and turn-key. (formerly rated #1 on Trip Advisor) Sale to settle an Estate.

Windham, NY Homes for Sale

One of the most iconic pieces of Real Estate in Windham, New York is Back on the Market!! Seller Financing Available! Nestled in the Heart of Windham on bustling Main Street, this unique mixed-use property offers a blend of commercial & retail opportunity plus income generating apartments. The perfect investment that is fully rented and generating great returns that could easily carry a financing element! A community staple that houses The Main Street Market, formerly Todaro's, plus 3 additional 1 Bedroom 1 Bath Apartments upstairs. Situated on Main Street, this building benefits from high visibility and foot traffic, ideal for any retail business looking to thrive in a vibrant comm

Windham, NY Homes for Sale

Luxurious Townhouse in Prime Windham Mountain Location Welcome to your dream home or next lucrative investment property! This 3-year new luxury townhouse, being centrally located directly across from the prestigious Windham Mountain Club, and within walking distance of the Tubing Park and of Main St, places you right in the heart of a thriving community. Boasting an expansive 3,650 sqft spread over three levels, this townhouse is designed to cater to all your needs. The open-plan layout is perfect for entertaining, featuring a chef's kitchen with quartz countertops and top-of-the-line stainless steel appliances. The seamless flow into the dining room and great room, along with 10ft ceilings

Windham, NY Homes for Sale

Available now for the first time since 1979, this is your one in lifetime opportunity to own a premier 10.4 acre parcel on South Street across from Windham Mountain and two blocks from the center of town! This prime acreage is centered between the ski resort, the Windham Mountain Club, the golf course, the snow tubing park, and a two-block walk to the charming Village of Windham with its fine dining, galleries, movies and more. Be at the center of all Windham has to offer while still enjoying privacy from town and the main road. This priceless location at the corner of South and Church Streets is elevated from the road and provides perfect views of the ski trails across South Street. The pr

Windham, NY Homes for Sale

Attractive Location for walking to ski trails, this 3 bedroom 2 bath + Sleeping Alcove. Has spacious great room with vaulted ceilings, large windows and skylights filling the room with natural light, dining area and full kitchen, wood burning fireplace, large heated ski entrance for all your gear. Upper level is the primary ensuite and sleeping Alcove, Lower level has 2 bedrooms full bath and laundry area. Brainard Ridge is tucked away amongst trees and gives the feeling of privacy yet you would be close to it all. Being sold furnished, Windham is the perfect year round getaway, beyond skiing, there are great golf courses, hiking, biking, restaurants, and much more to enjoy! Come see and ma

Windham, NY Homes for Sale

Walk to Trails! Move in ready, from this 3 bedroom has the extra large loft space. Fully furnished, Bright dining area, lovely kitchen with granite counter tops, stainless steel appliances. Cozy living room with wood burning fireplace, comfortable sofas to relax after a day on the slopes. Great sleeping with bunkroom ( 2 sets of bunks), Master en-suite with King plus a trundle bed as well as bonus loft area with full bed! Enjoy all that Windham has to offer year round, Many Great Restaurants, golf, hiking, biking and easy walk to slopes, steps indoor pool / hot tub and tennis courts!

Windham, NY Homes for Sale

Welcome to 292 South St, Windham, where an incredible investment opportunity awaits! If you've been searching for the perfect getaway in the thriving community of Windham, then look no further. This new luxury townhouse is a prime example of the idyllic mountain lifestyle, offering not only a fantastic location but also luxurious finishes, fine craftsmanship, and breathtaking views of the slopes. Convenience meets elegance in this impressive home, just 2.5 hours from the heart of NYC. Once inside you will be greeted by an open layout that is perfect for entertaining. The tremendous chef's kitchen is a culinary dream, complete with a suite of stainless-steel appliances and stunning granite c

Windham, NY Homes for Sale

Seize the opportunity to be the inaugural owner of this pristine Windham Mountain Cabin! If you've previously considered this home, it's time for another look. The owners have recently broadened the driveway and selectively cleared a portion of the land. Your personal haven in the Catskill Mountains awaits! This new log home provides roughly 3,914 sqft of living area, featuring a heated walk-out basement with finished walls, pre-plumbed for an additional bathroom, complete with windows, sliding doors, and air conditioning. Tucked away at the end of a cul-de-sac, a mere mile from the quaint resort town of Windham and under three miles from Windham Resort and golfing, this residence offers a

Windham, NY Homes for Sale

This large historic home is the original site of Windham's first settler in 1785 and the Reynolds have been entertaining family & friends there since 1959!Located on the west side of town, it is an easy walk to Windham's shops & restaurants. It has a formal living room, (which has been used for an office and playroom), a large dining area and a large, comfortable family room. The kitchen is well designed for many chefs working together - lots of stations! The updated kitchen has wide-plank floors, granite countertops, stainless-steel appliances (including a wine refrigerator), 2 sink areas and a pot filler! There is a mud room with laundry and an additional room off of the kitch

Windham, NY Homes for Sale

Land of the Sky is the true meaning of this 25.3-acre parcel located in Windham, NY. Iconically known as the place to watch Windham Resorts firework display, its the talk of the TOWN; so, lets walk and talk about its future development; whether its multi homes clustered into the slope or that sprawling modern ranch elevated above open meadows with Big Sky views of Windham Resorts ski slopes carved into the terrain. Full southern exposure sun rise to sunset. Less than a mile to town, enjoy Apre' Ski Restaurants, gift shops, galleries, or just stroll down the lite sidewalk admiring a traditional ski town. Buy, build, better and become a part of Windham's expansion for year-round adventures. C

Windham, NY Homes for Sale

Calling all Developers, Builders & Investors who have been looking for the perfect location to develop in the wildly growing town of Windham, NY! Introducing the ultimate development opportunity- this 11+ acre surveyed parcel of land is bordered by Windham Mountain's snowtubing park on the right, stream frontage at the rear, 45 acres of protected NYC land to the left and direct views of the ski slopes ahead. With underground electricity at the entrance of the property and access to water supply and municipal sewer, you can begin building your dream project almost immediately. Whether it's a hotel or restaurant with outdoor firepits and streamside dining, a new subdivision of vacation

Windham, NY Homes for Sale

Great location short walk to the center of Windham, beautiful views of Windham Mountain and surrounding area. Quiet neighborhood. Property west to northwest is owned by Windham Housing Fund, county owned land. This property has Flat buildable areas and gentle hills. No need to worry about the time and expense of a perk test, sewer hook-up is in the street. Get your building permit and start work on your country home you have been dreaming about. Next to this lot is an additional 1.20 acres available for a package deal or see listing # 154783

Windham, NY Homes for Sale

Great location short walk to the center of Windham, beautiful views of Windham Mountain and surrounding area. Quiet neighborhood. Property west to northwest is owned by Windham Housing Fund, county owned land. This property has Flat buildable areas and gentle hills. No need to worry about the time and expense of a perk test, sewer hook-up is in the street. Get your building permit and start work on your country home you have been dreaming about. Next to this lot is an additional 1.20 acres available for a package deal or see listing # 154801

Windham, NY Homes for Sale

Best land deal in Windham! Looking for the right piece of land with mountain views to build your dream home in Windham without breaking the bank- your search is over! This gorgeous parcel is a sunny south facing meadow-like setting with lovely mountain views and seasonal views of Windham Mt Club slopes. The land has been meticulously prepared for your vision, complete with a property survey, DEP-approved septic for a 3-bedroom home, and electric services readily available on the road. The entrance is marked by a roughed-in driveway that passes through a hand laid stone wall, with over 170 feet of road frontage, this promises easy access and maximizes privacy. Imagine enjoying views of the s

Windham, NY Homes for Sale

Welcome to Lot 79 at Windham Vista Six, where you can secure one of six premier building lots on one of Windham, NY's most sought-after country roads. This 4.72-acre parcel sits at the end of a tranquil, no-outlet road, offering unparalleled privacy and serenity. Lot 79 is shovel ready, with a formal survey and an approved septic design already in place, allowing you to begin construction without delay. The lot's topography is especially appealing, featuring a level front that gradually inclines towards the mid and back sections of the property. This natural slope is ideal for creating a house with a finished walkout basement, adding value and versatility to your future home. Enjoy a mostly

Windham, NY Homes for Sale

Windham Farms Road is now installed with underground electric service. Open estate like views with horse fencing along roadside provides a distinguished entrance to the two available lots. The Owner/Developer possesses the insight to forge a development that is both environmentally sound and aesthetically pleasing. Continuous daily enhancements are being made to these prospective home sites. Lot 4 offers an open meadow setting with boarding stonewalls and mountain views to welcome your plans of a modern farmhouse to complements its surround environment. Fully approved by the town, DEP and engineered septic system design. Whether you're seeking an open meadow for perfecting your golf swing o

Windham, NY Homes for Sale

Recently surveyed 7.06 Acre Building Lot with pretty Mountain Views and completed site review that determined that the lot is suitable for a raised septic systemRecently surveyed, this 7.06-acre building lot boasts approximately 431' of road frontage and direct views of Windham's ski slopes. Build your dream home on one of Windham's most desirable roads, located just a short 4-minute drive to town, the Windham Resort, golfing, and much more! Any home built on this property is sure to build equity quickly, thanks to its location among beautifully maintained homes and proximity to a stunning new construction recently completed by one of upstate New York's most talented builders. As the buyer