Windham NY Real Estate & Homes for Sale

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Beds:
1
Baths:
1.00
Sq.Ft.:
423
Status:
NEW LISTING
MLS#:
156064
Type:
Single Family
Lot size:
0.01 Acres
Year built:
1960
Courtesy: Weichert Realtors Fontaine 518-945-2125
View additional info

ADDITIONAL INFORMATION

This cute condo is in the very heart of Windham as it is close to restaurants, shops, and most of all the ski area. Bring the kids or host an event as the many amenities include a video/game room, a fully equipped fitness center, a movie theater, a seasonal pool, and a restaurant/bar that can be reserved for functions such as birthdays, weddings, anniversaries, reunions, and so forth. In addition, there is a shuttle bus to the ski area. This condo makes for a great rental investment when you are not using it for yourself. Present owner added a split system for A/C and heat for environmental and cost efficiency.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,644
Status:
NEW LISTING
MLS#:
156051
Type:
Single Family
Lot size:
1 Acres
Year built:
2003
Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Fully Renovated Mountain Retreat with Two Fireplaces and Stunning Views Just 3 Miles from the Slopes!Welcome to your dream getaway in Windham! This fully renovated 5-bedroom, 3-bath home combines modern luxury with mountain charm, just 2.5 hours from NYC. Whether you crave adventure or relaxation, this 2,700 sq. ft. retreat has it all. Unwind in a private hot tub under a canopy of stars or hit the slopes just 3 miles away at Windham Mountain. Inside, the open-concept living space features hardwood floors, two cozy fireplaces, and a stunning chef's kitchen with crisp white cabinetry, a suite of stainless-steel appliances, and a pass-through to the game room, keeping the chef part of the fun. The main level offers functionality and comfort, with a spacious living room, dining area, well-appointed kitchen, a bedroom, full bathroom, and a heated sunroom wrapped in pine. With three walls of windows, the sunroom provides breathtaking mountain views. Upstairs, each bedroom is designed with comfort in mind, featuring plush new carpeting and cable connections for TVs in every bedroom. The primary suite is a true retreat with its own fireplace and a spa-like bathroom with a jetted tub for ultimate relaxation. Additional bedrooms offer ample space and cozy finishes, while the laundry room includes two sets of washers and dryers for convenience, whether that is for washing and drying all of your gear quickly or to help for speedy turnovers between guests. Central air conditioning ensures year-round comfort. The outdoor space is equally impressive. A spacious deck is perfect for alfresco dining, while the hot tub is ideal for stargazing or unwinding after a day of activities. The private backyard features a lush lawn, a place to host barbecues, or to enjoy sunbathing in the warmer months. A charming wraparound porch with a pine ceiling and lighting adds even more character. Move-in ready, with furnishings negotiable, this home is ideal as a full-time residence, weekend escape, or high-income rental. Close proximity to Hensonville's shops and trendy restaurants. Just minutes from year-round activities, this property is your next adventure waiting to happen. Notable upgrades include: completely gutted and renovated interior, including a new kitchen, new sunroomaddition, new hot tub, updated central ac, new water heater and new laundry room. Currently generating around 25k annually as a short time term rental.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,148
Status:
NEW LISTING
MLS#:
156046
Type:
Single Family
Lot size:
0.07 Acres
Courtesy: Four Seasons Sotheby's Int. 518-822-0800
View additional info

ADDITIONAL INFORMATION

Nestled against the breathtaking backdrop of Windham Mountain Club, Stonewall Glen, offers a perfect blend of modern mountain living and serene country life. Whether it's for family, friends, or your own getaway, this community surrounds you with year-round recreational opportunities.Our 3, 4, and 5-bedroom custom townhomes feature spacious, thoughtfully designed floor plans, ranging from 2,356 to 3,148 square feet. Each home comes with high-end finishes, including an attached heated garage, Bertazzoni stainless appliances, custom bathroom vanities, 7-inch white oak hardwood floors, custom tile, solid pine doors, molding, trim, central heating and air, 9-foot ceilings, and cozy wood-burning fireplaces.Stonewall Glen also includes exclusive access to a clubhouse, featuring a state-of-the-art fitness center, game room, meeting spaces, kitchen, bar, expansive decks, and a great room with a fireplace. Plus, enjoy our pool, hot tubs, tennis courts, and Swedish sauna.Living here invites you to experience the rich history and natural beauty of the area. Windham, the Gem of the Catskills, offers endless opportunities for outdoor adventures like hiking, biking, golf, skiing, and snowboarding, a little over two hours from New York City.With membership to the Windham Mountain Club, townhome prices range from $1.4 million to $1.9 million. Non-club options are also available. Come see why Stonewall Glen is a nature lover's dream!**Depictions of Stonewall Glen, the Clubhouse with pool and interior models arephotos and artists' renderings'' THE COMPLETE OFFERING TERMS ARE IN AN OFFERING PLAN AVAILABLE FROM SPONSOR. FILE NO. H23-0004 .

Beds:
3
Baths:
3.00
Sq.Ft.:
1,900
Status:
NEW LISTING
MLS#:
156042
Type:
Single Family
Lot size:
5.3 Acres
Year built:
1998
Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Nestled in the scenic beauty of Windham, NY, this unique octagon house offers a truly one-of-a-kind retreat close to skiing, golf, and hiking adventures. Set on over 5 acres of parklike surroundings, this property provides plenty of space for relaxation and exploration. The main home features 3 bedrooms and 2.5 baths, offering comfort and charm with stunning mountain views. The perfect country location with an animal farm just up the road to enhance the country stay.Adding even more appeal, on the premises is a cozy tiny house on wheels that can be purchased separately and/or relocated to any part of the land, a whimsical tree house perfect for outdoor adventures, and spacious garages and man cave/she shed for all your storage needs. Situated on a beautiful country road, this property combines tranquility with convenience, making it an excellent investment opportunity for Airbnb enthusiasts or anyone seeking a fun full time or weekend getaway for family and friends. With its unique character and incredible setting and just a little different from the rest, this home is perfect for those looking to escape to the country

Beds:
3
Baths:
3.00
Sq.Ft.:
1,702
Status:
NEW LISTING
MLS#:
156005
Type:
Single Family
Lot size:
0.07 Acres
Year built:
1988
Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Become part of the Windham Family Year Round! from this well cared for Brainard Ridge 3 bedroom 2.5 bath. Enter the heated ski room with plenty of storage for all your gear, opening to the spacious great room, Living room, Dining, updated Kitchen, cabinets-counters and appliances newly painted. Has Vaulted ceilings, skylights and wood burning fireplace, Light and bright yet cozy. Upper level has primary ensuite, upgraded full bath, Large loft set up as office or just relaxing Plus additional sleeping Alcove. Lower level has 2 good size bedrooms, full bath and laundry area. Large rear deck to enjoy being part of the outdoor country surroundings and privacy. Fully Furnished and Ready to go. Enjoy all Windham has to offer, hiking, biking, golf, Skiing, Great Restaurants, Art Gallery, Movies Spas, Bookstore and so much more.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,846
Status:
NEW LISTING
MLS#:
155995
Type:
Single Family
Lot size:
0.03 Acres
Year built:
1980
Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Welcome to this warm and cozy townhome in Elm Ridge. Three levels of living space with a lovely guest suite or income apartment with separate entrance on the lower level. Enjoy your morning coffee on the upper level covered balcony off each of the bedrooms or in the evening relax and take in the seasonal view from the large open deck with plenty of room for hanging by an outdoor fireplace.There is room for everyone in this spacious townhome. Three large lovely bedrooms tastefully decorated. Two and a half beautifully updated bathrooms.Two living areas each with its own charming gas stove to keep you toasty warm. Open and inviting kitchen with stainless steel appliances. Tons of storage and washer/dryer in the unit.Choose to join the High Ridge Club pool and tennis club for more summer fun just outside your door. Close to skiing and restaurants yet tucked into a quiet very private community with low HOA. The furniture is included in the sale so there is nothing left to do except come relax in your maintenance free home away from home !!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,700
Status:
NEW LISTING
MLS#:
155686
Type:
Single Family
Lot size:
0.07 Acres
Courtesy: Four Seasons Sotheby's Int. 518-822-0800
View additional info

ADDITIONAL INFORMATION

Nestled against the breathtaking backdrop of Windham Mountain Club, Stonewall Glen, offers a perfect blend of modern mountain living and serene country life. Whether it's for family, friends, or your own getaway, this community surrounds you with year-round recreational opportunities.Our 3, 4, and 5-bedroom custom townhomes feature spacious, thoughtfully designed floor plans, ranging from 2,356 to 3,148 square feet. Each home comes with high-end finishes, including an attached heated garage, Bertazzoni stainless appliances, custom bathroom vanities, 7-inch white oak hardwood floors, custom tile, solid pine doors, molding, trim, central heating and air, 9-foot ceilings, and cozy wood-burning fireplaces.Stonewall Glen also includes exclusive access to a clubhouse, featuring a state-of-the-art fitness center, game room, meeting spaces, kitchen, bar, expansive decks, and a great room with a fireplace. Plus, enjoy our pool, hot tubs, tennis courts, and Swedish sauna.Living here invites you to experience the rich history and natural beauty of the area. Windham, the Gem of the Catskills, offers endless opportunities for outdoor adventures like hiking, biking, golf, skiing, and snowboarding, a little over two hours from New York City.With membership to the Windham Mountain Club, townhome prices range from $1.4 million to $1.9 million. Non-club options are also available. Come see why Stonewall Glen is a nature lover's dream!**Depictions of Stonewall Glen, the Clubhouse with pool and interior models are photos and artists' renderings'' THE COMPLETE OFFERING TERMS ARE IN AN OFFERING PLAN AVAILABLE FROM SPONSOR. FILE NO. H23-0004 .

Open House:

Saturday, 2/22 1:00-4:00PM

More Open House Info >

Beds:
3
Baths:
4.00
Sq.Ft.:
3,387
Status:
NEW LISTING
MLS#:
155997
Type:
Single Family
Lot size:
1.1 Acres
Year built:
2025
Courtesy: Dugo Realty 518-719-5926
View additional info

ADDITIONAL INFORMATION

Welcome to an elevated living experience where modern luxury meets alpine charm in this breathtaking 3,387sq' modern chalet. Thoughtfully designed across three expansive floors, this home is more than a retreat it's a lifestyle. From modern amenities to tasteful hints of earthy charm, this chalet boasts a well-rounded aesthetic. Designed with both gathering and retreat in mind, the fluid layout ensures every moment from quiet mornings to lively celebrations feels natural and inviting. A Great-Room soars with vaulted ceilings and floor-to-ceiling windows, flooding the space with natural light & mountain views. A sleek linear fireplace with a custom recessed TV mount, creates a cozy yet sophisticated atmosphere. The luxury kitchen is as functional as it is beautiful, with built-in and under-counter appliances, seamless custom cabinetry, and an open-concept design that connects effortlessly to both the Great Room and dining area. The primary suite is a haven of privacy and relaxation, complete with its own private deck, generous walk-in closets, and a spa-inspired bath. Additionally, the first floor offers a second half bath, and separate laundry suite featuring back-deck access, dual sinks, & abundant storage space.Ascend the statement staircase where the second floor hosts 2 large bedrooms, a full bath, & separate lounge area with western views and access to-yes- another covered balcony!The expansive walkout basement sprawls a massive open area, & includes a full bath, additional room & 2 storage closets. Showcase & enjoy all 4 seasons with a brand new home that exudes the Catskill essence.

Open House:

Sunday, 2/23 12:00-2:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,072
Status:
Active
MLS#:
821323
Type:
Single Family
Lot size:
3.5 Acres
Year built:
1956
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
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ADDITIONAL INFORMATION

No need to check mountain conditions online - just step out onto the back deck and see for yourself! This two bedroom mid-century ranch is conveniently located within sight of Windham Mountain and just down the road from the bustling Village of Windham. The home features expansive mountain views as well as a large yard surrounded by mature trees. The 3.5 acre property insures privacy year round. Outdoor entertaining is encouraged via the large rear deck and the stone patio with fire pit. The updated interior emanates mountain cabin vibes with hardwood floors and knotty pine siding. Stay warm on those snowy days beside a crackling fire in the field stone fireplace. Spacious bedrooms and a bathroom with clawfoot tub complete cozy interior. The property also features a finished tiny house that can serve as a private office, studio or extra bedroom. The full basement includes garage space for one vehicle, a half bath, cedar closets and plenty of useable space. The property is currently used as a short term rental and can be purchased fully furnished. Head to the mountain today!

Beds:
5
Baths:
4.00
Sq.Ft.:
3,100
Status:
Active
MLS#:
155949
Type:
Single Family
Lot size:
0.54 Acres
Year built:
1970
Courtesy: Coldwell Banker Village Green 518-734-4200
View additional info

ADDITIONAL INFORMATION

Escape to Luxury in the Catskill Mountains - Your Dream Ski Chalet Awaits! Step into the extraordinary at this stunning ski chalet a short distance from the slopes at the Windham Mountain Resort! Perfect for city escapes or quality time with loved ones, this luxurious retreat is designed to help you unwind, reconnect, and create unforgettable memories. Unmatched Mountain Ambiance: This tri-level chalet offers warm wood interiors, soaring vaulted ceilings, and glowing fireplaces, creating the ultimate mountain vibe. The great room, with its dramatic vaulted ceilings, two-story wall of glass, and wood-burning fireplace, is a showstopper that brings everyone together with breathtaking Catskill Mountain views. A Chef's Dream & Ample Space: The high-end kitchen features stainless steel appliances, including a Wolf stove, and an open concept that blends seamlessly with the living space. With four-five bedrooms and four bathrooms, there's room for everyone to enjoy privacy and comfort. Two ensuites elevate luxury living. A primary ensuite on the top floor with sweeping mountain views and another on the lower level, perfect for hosting guests. A flexible loft space is ideal for a home office or a gym. A Mountain Paradise & Cozy Retreat: This chalet was made for mountain enthusiasts. A heated equipment room keeps your gear dry and ready for the next adventure. After a day on the mountain, either head to the hot tub for a soak or to the family room, where a wet bar with a second fireplace awaits the perfect spot to gather for cocktails. Share stories, laugh, and make memories that will last a lifetime. Perfectly Located: The paved driveway accommodates four or more cars, and Windham's charming shops, dining, and activities are just minutes away. The Ultimate Getaway: This chalet is more than a home; it's your personal escape. Whether savoring the mountain, relaxing by the fire, or enjoying a drink at the wet bar, every moment feels special. Use it as your private retreat or take advantage of its incredible rental potential. Your Catskill adventure starts now. Don't wait, reach out today and make this dream getaway yours!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,144
Status:
Active
MLS#:
20250294
Type:
Single Family
Lot size:
1 Acres
Year built:
1994
A broker reciprocity listing Courtesy: Win Morrison Realty-K 845-339-9999
View additional info

ADDITIONAL INFORMATION

Nestled in the serene countryside of Jewett, this inviting 3-bedroom, 2-bathroom ranch-style home offers the perfect blend of comfort and tranquility. Situated on a full acre of land, this property provides ample space for relaxation and outdoor enjoyment. Built in 1994, this 1,144 sq. ft. residence boasts a full basement, ideal for additional storage or future finishing potential. The home features a cozy fireplace, perfect for chilly evenings, and an open porch and deck spanning 180 sq. ft., where you can take in the peaceful surroundings. Marvin sliding glass doors lead directly to the back deck, allowing for seamless indoor-outdoor living. Sit around the firepit enjoying a campfire gazing up at the stars. Outdoor enthusiasts will love the prime location, just minutes from Hunter Mountain Ski Resort and Windham Mountain Ski Resort, offering world-class skiing and snowboarding. The area also boasts plenty of hiking trails and local fishing spots, making this home perfect for nature lovers and adventure seekers alike. Designed for both comfort and efficiency, this home includes a sulfur and carbon filtered water system, an electric hot water heater, and an electric stove with an exhaust fan. The oil hot water baseboard heating system ensures warmth throughout the winter months, while a dehumidifier in the basement helps maintain air quality year-round. Additional features include a two-car basement garage, private water and sewer systems, and a full suite of kitchen appliances, plus a washer and dryer for added convenience. Furniture is negotiable, making this a turnkey opportunity for those looking for a move-in-ready retreat. Located in the Hunter-Tannersville School District, this property is an excellent choice for year-round living or a weekend getaway in the beautiful Catskills. Don't miss this opportunity to own a charming retreat with unbeatable access to outdoor recreation. Schedule a showing today!

Beds:
5
Baths:
4.00
Sq.Ft.:
5,080
Status:
Active
MLS#:
155926
Type:
Single Family
Lot size:
6.18 Acres
Year built:
2005
Courtesy: Coldwell Banker Village Green 518-734-4200
View additional info

ADDITIONAL INFORMATION

Welcome to Antler Ridge Estates Where Luxury Meets Nature. Discover a stunning log home in Antler Ridge Estates, a 5,500+ sq ft tri-level masterpiece blending rustic charm with modern luxury. Whether you're dreaming of a forever home, a serene getaway, or a lucrative investment, this yellow pine estate delivers. With breathtaking mountain views and a 5-Star Super Host Airbnb rating, it generates an impressive $95,000-$100,000 in annual vacation rental income annually. Step Inside Your Mountain Escape: The home's heart exudes warmth and elegance, featuring 30-ft beamed ceilings and a two-story masonry fireplace. A formal dining area flows into a chef-inspired kitchen, complete with stainless steel appliances, granite countertops, and an 8-ft island perfect for gathering. This retreat offers five spacious bedrooms, including a first-floor primary ensuite with a luxurious jetted tub, walk-in closet, and deck access ideal for mornings spent enjoying the peaceful surroundings. An Entertainer's Dream: The lower level provides a sprawling game room, fifth bedroom, bathroom, and easy access to the brand-new hot tub. The heated two-car garage, complete with wood cabinets, a sink, and extra fridge, ensures convenience, while a home security system offers peace of mind. Outside, extensive updates in 2022 and 2023 include a new putting green, swing set, stone patios, firepit, and landscaped yard. Whether hosting BBQs or sipping coffee in the fresh mountain breeze, the outdoor space is perfect for relaxing or entertaining. Unbeatable Catskills Location: Enjoy the best of both worlds, seclusion and convenience. Located just 5 minutes from Windham Mountain Club, local dining, shopping, and golf courses, this home offers easy access to outdoor adventures. Plus, it's only 2.5 hours from NYC, making it an ideal vacation escape or work-from-home haven. A Smart Investment with a proven Airbnb track record, this property combines personal retreat and premium revenue potential. Don't miss your chance to own this ultimate upstate retreat. Schedule a showing today!

Beds:
4
Baths:
5.00
Sq.Ft.:
3,218
Status:
Active
MLS#:
155788
Type:
Single Family
Lot size:
4.81 Acres
Courtesy: Hunter Windham Real Estate 518-965-8439
View additional info

ADDITIONAL INFORMATION

Welcome to Windham's newest addition, situated within the serene Windham Farms subdivision. This exquisite new home is set on a private 4.8-acre lot, featuring a modern mountain design complemented by clear blue skies and a pine forest backdrop and a rushing mountain seasonal stream. The property boasts a sleek black standing seam roof and panoramic views from every Marvin black picture-framed window.As you enter this luxurious residence, you will be welcomed by a great room with a 14-foot vaulted ceiling, exposed beams, and a double-sided freestanding fireplace ideal for relaxation after a long day on the ski slopes. The elegant gourmet kitchen is outfitted with a gas Wolf range, Subzero refrigerator, stone countertops, KraftMaid cabinetry in soft wood tones, and warm honey bronze hardware, all highlighted by a glass-blown chandelier and integrated cafe center. The outdoor elevated covered porch offers an extension of your aprs-ski lifestyle, providing a perfect vantage point to admire the star-filled night sky.The primary suite and second En suite is located on the main floor, featuring spa-like bathrooms adorned with warm honey bronze hardware, quartz surfaces, an open-floor shower, and an illuminated soaking tub. The lower level includes a third en-suite, a bunkroom, and office space to accommodate the entire family. The spacious family room presents opportunities for creating an entertainment area such as a billiards room or a theater, complete with its own beverage center/wet bar and easy access to a bluestone patio through 8-foot sliding glass doors. Bluestone steps lead to the main floor side entrance.Experience year-round outdoor living, whether for personal enjoyment or as an investment opportunity. This remarkable property is conveniently located just 2 miles from Windham Village and 2.5 hours north of New York City. Call us today for a personal tour!

Beds:
6
Baths:
6.00
Sq.Ft.:
4,228
Status:
Active
MLS#:
155721
Type:
Single Family
Lot size:
0.39 Acres
Year built:
2015
Courtesy: Shaw Country Realty, Inc. 518-734-3500
View additional info

ADDITIONAL INFORMATION

LOCATION!!!Welcome to the ultimate mountain retreat! This exceptional home offers the rare opportunity to ski right out your back door onto the slopes of Windham Mountain. With 6 spacious bedrooms and 6 well-appointed bathrooms, this home is perfect for large family gatherings or hosting friends and guests.The open-concept kitchen, living, and dining area flows seamlessly, providing the ideal space for entertaining. Vaulted ceilings and large windows bring in tons of natural light and offer breathtaking views of the surrounding slopes and mountains. Enjoy a cozy night in the expansive family room,warm up by the fireplace or head up to the loft area for additional space to relax or work.Entering from garage and side door (considered basement but completely walkout) there is a large mud room, large family room and bedrooms and bath.The home features not one but two primary suites, offering ultimate privacy and luxury for multiple guests or family members. The layout is designed for comfort and convenience, with a separate bedroom and bath for live-in help or visiting guests.The fully equipped rec room is perfect for after-ski relaxation or game nights, while the large deck and slope side hot tub create an inviting space to unwind after a day on the mountain.With a 2-car garage for storage and parking, you'll have plenty of space for all your mountain gear and vehicles. The location simply can't be beat, nestled in a growing, year-round community that offers endless activities and attractions. Whether it's winter sports, hiking, or enjoying the charming town of Windham, this property is a true four-season destination.Don't miss your chance to own this extraordinary slope side home in one of the most desirable locations in Windham!

Beds:
5
Baths:
5.00
Sq.Ft.:
4,117
Status:
Active
MLS#:
155780
Type:
Single Family
Lot size:
1.2 Acres
Year built:
2003
Courtesy: Brainard Ridge Management 518-734-5333
View additional info

ADDITIONAL INFORMATION

A warm abundance of natural light greets as you enter this beautiful 5-bedroom 4.5 bath Contemporary Home. Situated on a quiet road with outstanding views of Windham Mountain. This home offers you a perfect getaway to enjoy 4 season country living at its best.The commanding entrance gives way to a wonderful, spacious living room with a second bright, cozy living area with welcoming gas fireplace. as well as a lovely bedroom and half bath.The spacious sun filled kitchen offers classic white cabinets, a huge center island, Bosch stove top, double ovens, and stainless-steel appliances. The dining room has plenty of sitting to enjoy gathering with family and friends while sharing hearty meals and conversation. The sliding doors open out to the new, sun-drenched oversized deck complete with salt water hot tub, and incredible views of Windham. Walking up the commanding staircase in the grand entrance, you will find 3 impressive, striking ensuite bedrooms, all with jetted tubs to unwind after a day on the slopes, or hiking. The lower level gives way to a fantastic family room, and ensuite bedroom as well as ski and boot room leading to an oversized 2 car garage.Outside enjoy countless nights star gazing around the firepit, or grilling off the deck, while watching the kids play in the yard. Located just minutes from the Windham Mountain Club and the vibrant town of Windham offering world class skiing, hiking, golf, biking, fine restaurants, shops, day spas, indie book shop, 30 minutes from Hudson, 2.5 hours from NYCFurnishings negotiable.

Beds:
5
Baths:
6.00
Sq.Ft.:
3,643
Status:
Active
MLS#:
155710
Type:
Single Family
Lot size:
0.06 Acres
Year built:
2021
Courtesy: Coldwell Banker Village Green 518-734-4200
View additional info

ADDITIONAL INFORMATION

The Investment Opportunity of a Lifetime! Looking for a property that works just as hard as you do? Whether you're dreaming of the perfect mountain retreat or seeking a high-performing addition to your investment portfolio, these stunning units deliver a trifecta of luxury, convenience, & income potential. Priced competitively at $1,149,000 per unit (or a discounted price of $3,000,000 for all three), this is your chance to own a slice of Windham's prestigious real estate market. With features that wow & financial returns that impress, this opportunity won't be available for long. Each unit offers 3,650 sq. ft. of open concept living, with direct views of the slopes & five spacious bedrooms across three stories. Designed for modern elegance & functionality, four of the five bedrooms are ensuites. The chef's kitchen is outfitted with quartz countertops & a suite of stainless-steel appliances. Elegant touches throughout the home include 10-foot ceilings, fireplaces, & walls of glass with tinting film that is designed to block out the view of the unit's interior from the outside world, offering you the utmost privacy. The Grand Primary Ensuite occupies the entire third floor & features a spa-inspired bathroom, a private rooftop terrace, and a custom walk-in closet. Expansive decks are ideal for aprs-ski gatherings or relaxation. Each unit is thoughtfully designed to include two laundry rooms one conveniently placed on the first floor & another on the third alongside ski/mudrooms, heated garages & central air conditioning. Situated directly across from Windham Resort, shuttle service is available right next door for easy access to & from the slopes. These units are also in close proximity of boutique shops, dining spots, & the vibrant town scene. They also offer impressive income potential year-round. Seasonal rentals during ski season fetch between $70,000-$75,000, while short-term rental rates range from $800 per night during the off-season to $1,200 per night in peak season. Windham is not just a winter destination it's a year-round playground. In addition to the ski slope, visitors can explore hiking trails, golf courses, mountain bike trails & water activities. With luxury, location, and income potential wrapped into one stunning package, this property offers more than just real estate it's a lifestyle upgrade and a smart investment. Option to purchase fully furnished and partial Seller Financing Available to Qualified Buyers. Call for More Info Today!

Beds:
6
Baths:
5.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
155675
Type:
Single Family
Lot size:
5.09 Acres
Year built:
1934
Courtesy: Core Real Estate Team 518-326-0840
View additional info

ADDITIONAL INFORMATION

Welcome to 5628 Route 23, a unique investment opportunity set on 5 peaceful acres in scenic Windham. This property features a spacious 4-bedroom, 3-bath farmhouse with a home office, ideal for families or those seeking extra space to work from home. Additionally, a charming detached cabin with a studio layout, cathedral pine ceilings, and a private bath offers an inviting guest retreat or rental option.With 1500 feet of road frontage along Route 23, you're just minutes away from Windham's ski slopes, snow tubing park, and a variety of year-round outdoor activities, making it perfect for adventure lovers and nature enthusiasts. The property includes 4 active Town of Windham sewer hook-ups, offering potential for expansion or additional building.Whether you're dreaming of a peaceful family home, a weekend getaway, or a profitable rental, this property is brimming with opportunity. Don't miss your chance to enjoy the best of Windham living, schedule your showing today!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,510
Status:
Active
MLS#:
155616
Type:
Single Family
Lot size:
0.03 Acres
Year built:
1986
Courtesy: Real Broker, LLC 855-450-0442
View additional info

ADDITIONAL INFORMATION

Don't miss out on this extraordinary opportunity to own a stunning townhouse at the base of Windham Mountain Club...an ideal haven for skiing enthusiasts! This beautifully maintained 3-bedroom, 3-bathroom home is just steps from the slopes, offering unparalleled convenience for your mountain adventures. As a homeowner in Windham Mountain Village, you'll enjoy exclusive access to a range of private amenities, including a clubhouse with a full kitchen, bar, dining room, gym, game rooms, lounge area, indoor pool and hot tub. Step outside to enjoy the outdoor fire pit, and tennis courts all perfect for relaxing after a day exploring the Catskills. Inside, this townhouse boasts an open floor plan designed for family gatherings and entertaining. The updated kitchen, featuring a brand-new refrigerator, flows seamlessly into the dining area and cozy living room, complete with an updated fireplace. Two sets of sliding glass doors lead to a large, upgraded deck with picturesque views of the tennis courts and Catskill Mountains. As you walk upstairs to the master suite you are bathed in natural light from updated skylights. The master bedroom features a new AC split for year-round comfort and has views of the slopes. Two additional bedrooms are located in the finished basement, one outfitted with multiple bunk beds ideal for hosting guests or family. The entryway boot room offers ample storage for all your ski, golf, and hiking gear. Impeccably maintained, this townhouse provides the perfect blend of convenience, comfort, and luxury. Whether you're skiing, golfing, hiking, or simply unwinding, this property is your gateway to endless adventures in the Catskills. Don't miss this chance to own your dream mountain retreat! Call today to schedule your private viewing and make it yours!

Open House:

Saturday, 2/22 12:00-4:00PM

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Beds:
3
Baths:
2.00
Sq.Ft.:
2,240
Status:
Active
MLS#:
155638
Type:
Single Family
Lot size:
1.8 Acres
Year built:
1970
Courtesy: Gallagher & Company 518-734-3300
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ADDITIONAL INFORMATION

Location is everything.This home sits on 1.80 acres, The perfect location for skiing, golfing, walk to town, library, movies, restaurants. Sit and watch the fireworks at Windham Mt Club. Views in every direction.Upper level boasts a stone fireplace w/wood burning insert, wood floors even a bar on this level. Large dining room with wonderful light. tranquil views. Main bedroom with 2 large closets. Also a full bath. Kitchen has been redone w/granite counters, SS appliances, door to a lovely deck and a pantry/bar. Plenty of storage. The lower level has a breezeway with slate flooring and many windows, with doors into the large laundry/mudroom, leave all the mess behind. or the large two car garage. This level has a well sized family room with a wood burning stove and a door to the deck and 7 person hot tub with roof, for enjoyment in inclement weather, It has a view of the slopes!. Two well sized bedrooms and full bath on this level. The breezeway also connects to the large two car garage with pull down stairs to a room above it, use your imagination with this space. Being sold furnished except for personal items and art. Don't miss out! Come take a look, you wont's be disappointed.

Beds:
6
Baths:
4.00
Sq.Ft.:
4,014
Status:
Active
MLS#:
155612
Type:
Single Family
Lot size:
1 Acres
Year built:
2004
Courtesy: RVW Select Properties 518-943-5303
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ADDITIONAL INFORMATION

A Spectacular Home with 6 Bedrooms, 3 1/2 Baths, & 3 Floors with over 4,000 Sq Ft in Windham with Beautiful Mountain Views! The home could be an extraordinary Airbnb, an impressive family destination near Windham Ski Mountain, or a grand primary home. The main floor features a family room with a pellet stove, a living room with a fireplace, a 1/2 bath, & a kitchen with a dining area. The 2nd floor features 5 bedrooms and 2 full baths including a special primary bedroom & bath ensuite. The basement features a finished living space with a kitchen, a full bath, a bedroom, a living room with a pellet stove, a room for recreation, dining, or an office, and a utility room. Sit, relax, or entertain on the spacious covered porches while observing the mountaintop landscapes & starry nights. The home is classified as a 2 - Family Residence so there are multiple possibilities & usages. It's a spectacular home in a beautiful setting! The home has great proximity to the area's destinations and attractions as it's 5 minutes to Windham Ski Mountain, 3 minutes to Windham Country Club, 5 minutes to Christman's Golf Course, 4 minutes to Main St., Windham, 15 minutes to Colgate Lake, 12 minutes to Hunter Ski Mountain, 15 minutes to Zoom Flume Water Park, & 30 minutes to the Hudson River. View & explore the home and its property with our 3D virtual tours, floor plans, & multi-media website.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,566
Status:
Active
MLS#:
155613
Type:
Single Family
Lot size:
0.01 Acres
Year built:
1980
Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Renovated and Ready to Enjoy! This beautiful 3 bedroom, 3 bath townhome is move in ready! Spacious mudroom entry with built in cubbies, offers plenty of space for all your sporting equipment. The open and airy living area offers a large stone fireplace with efficient wood burning stove insert, pine ceilings and lovely wood flooring. Updated kitchen with stainless appliances and cozy dining area. Plenty of sleeping with bunkroom that sleeps 4 with its own updated bath. The lower level offers 2 more bedrooms, 2 full updated bathrooms and laundry closet. Enjoy sitting outside year round with family and friends on the private, large deck. Wonderful location, within walking to the slopes at the entry of the Brainard Ridge Complex. Furnishings negotiable Make Windham your 4 season getaway, enjoy all the area has to offer: skiing, biking, golf, hiking, day spas, music, yoga, restaurants, movies, galleries and so much more.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,867
Status:
Active
MLS#:
202430872
Type:
Single Family
Lot size:
3.7 Acres
Year built:
2021
Courtesy: Core Real Estate Team Patrick Dunn 518-407-9834
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ADDITIONAL INFORMATION

Beds:
4
Baths:
5.00
Sq.Ft.:
2,140
Status:
Active
MLS#:
155555
Type:
Single Family
Lot size:
5.54 Acres
Year built:
1988
Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Serene Country and Ski Living at its Finest! Discover the ultimate in luxury and sophistication with this impeccably renovated 4-bedroom, 5 bath estate. Every detail has been thoughtfully designed to combine timeless elegance with modern convenience. The heart of the home is a breathtaking open concept kitchen, featuring white French oak engineered hardwood floors, Caesarstone countertops and premium GE Profile appliances. Expansive sliding doors open to a sun-soaked deck perfect for hosting unforgettable gatherings with al fresco dining and grilling. The living area is a sanctuary of comfort featuring a stunning stone wood burning fireplace, bespoke furnishings, and refined architectural accents. A versatile loft space offers a serene retreat for a home office, yoga studio or private reading nook The primary suite redefines luxury, with exquisite lime-washed walls, a spacious walk-in closet, and a spa inspired ensuite bathroom boasting radiant heated floors, a freestanding soaking tub, and an oversized walk-in shower. Three additional generously sized bedrooms and two fully renovated baths complete the main level, all finished to the highest standard. The walk- out lower level expands the living space dramatically, offering a second fully equipped kitchen, two additional full baths, laundry room, extra sleeping accommodations, and an expansive living area with a sophisticated gas fireplace. Set on over 5 ac. of meticulously maintained grounds, the outdoor spaces are just as extraordinary as the interiors. Relax in the large Hot Tub. The firepit offers the perfect setting for evenings under the stars, while the property's border with 80 acres of protected public land ensures ultimate privacy and tranquility. Amenities include central A/C, on demand tankless water heater, high speed internet, and a gravel semi-circle driveway. Ideally located minutes from Windham and Hunter Mountain, and the vibrant town of Windham, this home is perfectly positioned to enjoy world class dining, boutique shopping, day spas, yoga studios, and endless outdoor recreation, hiking, biking, and golf. Currently operating as a highly successful rental property, this home offers unmatched flexibility, with the option to rent the entire property or utilize one level while generating income for the other. No expense has been spared in the renovation, being sold fully furnished providing a turnkey experience. This is more than a home- it's an unparalleled lifestyle opportunity!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,211
Status:
Active
MLS#:
R1582003
Type:
Condo
Subdivision:
Windham Ridge
Lot size:
0.04 Acres
Year built:
1983
A broker reciprocity listing Courtesy: Dugo Realty 518-719-5926
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ADDITIONAL INFORMATION

Just under 2 hours from the GWB you’ll find the ultimate 4-season hub for Catskill adventures. Windham Ridge Community is located in the town of Windham, NY; tucked in the heart of the Catskills & a stones throw from other formidable mountain towns like like Hunter, Tannersville & even Woodstock. Hiking, hunting, skiing, camping, glamping, motor sports, concerts, community events & more, there is always something happening ! Explore, invest, escape or simply enjoy this *affordable* opportunity! Unit 17A is a 1,211SqFt 2 bed 2.5 bath townhouse on the hilltop of Windham Ridge Community. Featuring first floor convenience of two sizable bedrooms each w/ their own full bath, first floor laundry, & primary bedroom access to private deck & mountain views. Upstairs you'll find appealing aesthetic of high pitch ceilings & exposed beams with open concept living, dining, & kitchen, plus half bath for all your entertainment or family needs. With windows, skylights & 2 massive sliding glass doors that access the second floor balcony, there is no shortage of natural light, views, or entertainment room. A wood burning fireplace with a tile hearth makes a grand statement at the center of the living area, & ceiling fans to circulate the air ensure efficiency. The corner kitchen offers everything 1-2-3 or more could need with counter space & large dining space for all those you feed! This private community's HOA ensures value & longevity; providing peace-of-mind, convenience, comfort, security & seclusion. This unit has a new roof, new back decking on both floors, & a keypad lock for added security! Finally, an abundance of parking welcomes everyone- come one come all to Windham Ridge ! HOA fees ~$450/QTR - unbeatable!!

Beds:
5
Baths:
5.00
Sq.Ft.:
3,600
Status:
Active
MLS#:
155576
Type:
Single Family
Lot size:
0.7 Acres
Year built:
1971
Courtesy: Bunce Realty 518-734-4461
View additional info

ADDITIONAL INFORMATION

Spectacular mountain views and steps away from the trails, this chalet is a Windham Mountain classic! One of the original homes on the mountain, it combines rustic charm with modern amenities. The heart of this home is its expansive great room perfect for relaxing after a day on the slopes or entertaining friends and family. Soaring cathedral ceilings with exposed wood beams add a sense of grandeur, while the stone wood-burning fireplace creates a cozy, welcoming atmosphere. A wall of windows frames the views of the slopes and valley below, allowing natural light, bringing the outdoors in. The open-concept layout flows effortlessly from the living area to the dining room and kitchen, making it the ideal setting for both quiet family meals and lively dinner parties. The adjoining space, currently set up with a pool table, offers even more room to unwind and socialize after a day on the trails. This home accommodates many with five bedrooms and 4 1/2 baths (2 en-suite) and a finished den with a separate entrance. The chalet offers a spacious entryway with stone floors that doubles as a mud/ski room. Here, you'll have plenty of space to store gear, boots, and equipment. If you're seeking a vacation home, or a place to gather with family and friends, this home offers everything you need to make lasting memories.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Real estate listings held by brokerage firms other than Xome include the name of the listing broker. Information is deemed reliable but is not guaranteed accurate by the MLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025 Columbia Greene Northern Dutchess MLS. All rights reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

© 2025 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended. Per New York legal requirement, click here for the Standard Operating Procedures.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) Program of the New York State Alliance of MLSs (CNYIS, UNYREIS and WNYREIS). Real estate listings held by firms other than Xome are marked with the IDX logo and detailed information about them includes the Listing Broker’s Firm Name. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Xome shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright © 2025 CNYIS, UNYREIS, WNYREIS. All rights reserved.



Windham Real Estate

Windham is located in New York. Windham, New York has a population of 1,553. Windham is less family-centric than the surrounding county with 23.28% of the households containing married families with children. The county average for households married with children is 26.95%.

The median household income in Windham, New York is $55,781. The median household income for the surrounding county is $62,810 compared to the national median of $69,021. The median age of people living in Windham is 49.6 years.

Windham Weather

The average high temperature in July is 78.4 degrees, with an average low temperature in January of 10.7 degrees. The average rainfall is approximately 48 inches per year, with 45 inches of snow per year.

Windham Map

Windham Real Estate Market Conditions

  • Median sales price

    $450,000
    24.5%
    change since last quarter
  • # Active listings

    129
    30-day change

Windham Schools and Demographics

Education near Windham, NY

City County
High School Graduates 84.53 87.93
College Degree - 2 year 9.37 11.42
College Degree - 4 year 26.25 25.62
Graduate Degree 8.53 9.07
Expenditures per Student 29,481 29,481
Students per Teacher 9.9 9.9

Elementary Schools near Windham, NY

Grades Students P/T Ratio ZIP
Hunter Elementary School PK - 06 190 8.6 12442

Middle Schools near Windham, NY

Grades Students P/T Ratio ZIP
Cairo-Durham Elementary School KG - 02 136 13.8 12422

High Schools near Windham, NY

Grades Students P/T Ratio ZIP
Hunter-Tannersville Middle School High School 07 - 12 155 7.2 12485

Ungraded Schools near Windham, NY

Grades Students P/T Ratio ZIP
Gilboa-Conesville Central School PK - 12 339 10 12076
Windham Ashland Central School KG - 12 316 8.8 12496

Demographics near Windham, NY

City County
Neighborhood Type Small Town
Population 1,553 48,026
Population Density 34 74
Median Age 49.6 46.6
People per Household 2.7 2.6
Median Household Income 55,781 62,810
Average Income per Capita 35,661 33,894

Real estate near Windham