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Windham NY Real Estate & Homes for Sale

74 Properties Found

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$295,000

71 County Rd Unit 4 Windham, NY 12496

MLS: 20251409 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,290
Status:
NEW LISTING
MLS#:
20251409
Type:
Townhouse
Lot size:
0.01 Acres
Year built:
2020
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Compass Greater New York, LLC 845-800-1345
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ADDITIONAL INFORMATION

Built in 2020 and maintained to like-new condition, this contemporary townhome offers sleek design, quality construction, and versatile appeal -perfect whether you're seeking a turnkey rental or a full-time residence. The bright, open-plan living area flows onto a private deck ideal for outdoor dining, relaxing, or entertaining. The sleek kitchen showcases maple cabinetry and modern finishes, including granite countertops. Two generous bedrooms and two fully renovated baths ensure comfort and flexibility, whether hosting short-term guests or settling in year-round. Thoughtful details - solid wood paneled doors, deep closets, and ducted air conditioning throughout, mean easy upkeep and lasting durability. Just minutes from Windham Mountain and a short drive to Hunter, you're perfectly positioned for slope-side weekends, summer hiking, or daily commutes. Trailways Bus stop is steps away, and a variety of shops and restaurants lie within walking distance. This home is ready to generate rental income immediately or serve as your residence. Don't miss this chance to own a truly versatile Catskills property!

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$930,000

92 N Ridge Ext Windham, NY 12496

MLS: 862562 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
3,104
Status:
NEW LISTING
MLS#:
862562
Type:
Single Family
Lot size:
2.3 Acres
Year built:
2003
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
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ADDITIONAL INFORMATION

Charming Log Home Retreat Near Windham Mountain: Ideal for Nature Enthusiasts! Discover the perfect blend of adventure and relaxation with this stunning log home, nestled in a serene location just a stone's throw from the exciting slopes of Windham Mountain. Embrace the beauty of nature with convenient access to skiing, hiking, mountain biking, dining, golf, and more. Property Highlights: Energy Efficient: Constructed with interlocking logs, the home adheres to Energy Star standards for maximum efficiency. Solid Construction: Features a robust foundation with ICF Foam block masonry, offering a durable walk-out concrete and steel basement. Exquisite Craftsmanship: Every detail reflects superior craftsmanship, from the detailed carpentry to the inviting stone fireplace. Bright and Spacious: Enjoy large Andersen windows and doors, high ceilings, and ceiling fans that enhance comfort and airflow. Cozy Warmth: Radiant heating provides warmth and comfort during the colder months. Outdoor Enjoyment: The spacious covered wraparound porch, with its southern exposure, is perfect for basking in natural light. Extend your outdoor living with an inviting fire pit for evening gatherings. Views: Appreciate seasonal mountain views, with the potential for year-round vistas through selective clearing. This property seamlessly combines rustic charm with modern energy efficiency, making it an ideal getaway or year-round residence. Don't miss the chance to own a piece of paradise just minutes from Windham's diverse outdoor attractions. Contact us today to schedule a viewing!

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$425,000

5044 State Route 23 Windham, NY 12496

MLS: 20251331 Photos
Beds:
4
Baths:
2.50
Sq.Ft.:
1,227
Status:
NEW LISTING
MLS#:
20251331
Type:
Single Family
Lot size:
0.48 Acres
Year built:
1925
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Welch Realty Inc. 845-626-2635
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ADDITIONAL INFORMATION

Walk to the Windham Path from this newly renovated two story home. Offered fully furnished, stocked with everything you need to greet your next guest, this active Airbnb is ready for the next owner. Two first floor bedrooms each with their own beautifully new tiled bath. New kitchen with butcher block counter tops, new appliances with induction stove. Upstairs 2 more bedroom with its own half bath in between. Tastefully furnished and decorated to comfortably sleep 8. Sit out on the new deck and take in the mountain views and ski slope views after a day or skiing or hiking. Affordable taxes make this an attractive find. Located minutes away from everything Windham has to offer including the NYC bus route. DEP installed a new septic system with a 1000 gallon tank in 2020

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$309,000

76 Loo Bridge Ln Unit 12B Windham, NY 12496

MLS: 156256 Photos
Beds:
2
Baths:
2.50
Sq.Ft.:
1,211
Status:
NEW LISTING
MLS#:
156256
Type:
Other
Lot size:
0.03 Acres
Year built:
1987
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

This charming townhouse offers the perfect combination of privacy and convenience, located just minutes from Windham slopes, village shops, restaurants and golf courses. Nestled at the end of a quiet drive, this 2-bedroom home, each with bath and features an additional loft area, ideal for extra sleeping space or a home office. Cozy up by the fireplace after a day on the slopes, or enjoy the serene surroundings year-round as part of a four-season community. The property benefits from reasonable HOA fees and taxes, making it an excellent choice for both seasonal getaways or full-time living. Within minutes of skiing, hiking, venues, golf, this location offers great investment and rental opportunities. Beautifully maintained . Get in before summer season and start enjoying.

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$585,000

183 County Rd Windham, NY 12496

MLS: 156051 Photos
Beds:
5
Baths:
3.00
Sq.Ft.:
2,644
Status:
NEW LISTING
MLS#:
156051
Type:
Single Family
Lot size:
1 Acres
Year built:
2003
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing 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 sunroom addition, new hot tub, updated central ac, new water heater and new laundry room. Currently generating around 25k annually as a short time term rental.

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$599,500

215 Siam Rd Windham, NY 12496

MLS: 156042 Photos
Beds:
3
Baths:
2.50
Sq.Ft.:
1,900
Status:
NEW LISTING
MLS#:
156042
Type:
Single Family
Lot size:
5.3 Acres
Year built:
1998
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing 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

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$899,500

8 Evans Dr Windham, NY 12496

MLS: 155450 Photos
Beds:
5
Baths:
4.50
Sq.Ft.:
4,220
Status:
NEW LISTING
MLS#:
155450
Type:
Single Family
Lot size:
2.7 Acres
Year built:
2000
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Experience the charm and comfort of this meticulously maintained property located in the heart of Windham. Nestled in a private setting, this home offers serene living while being just moments away from the village, ski mountain, golf courses, and hiking trails, fabulous restaurants, making it a perfect four-seasons community.This expansive home is perfect for a large family and guests, featuring 5 bedrooms and 3.5 baths. The living room boasts vaulted beamed ceilings and a cozy fireplace, creating a warm and inviting atmosphere.A large loft area provides additional living space, complemented by a versatile bonus room being used as a bedroom or suitable for various needs.The downstairs area includes a spacious recreation room along with beautifully appointed guest quarters, ensuring comfort and privacy for visitors.The property includes two 2-car garages, one of which features a loft, providing ample storage and workspace for the car, bike or toy enthusiast.: Enjoy winter views of the slopes, an above-ground pool for summer relaxation, and direct access to a stone patio from the large primary bedroom. Stone walls compliment the beautiful landscaping and blacktop drivewayThe home is equipped with an emergency generator, ensuring peace of mind in all seasons.This property offers a unique blend of privacy, convenience, and year-round recreational opportunities. Whether you're looking to enjoy the winter slopes or summer greens, this Windham home is the perfect retreat for you and your loved ones.

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$649,000

16 Hickory Hill Rd Windham, NY 12496

MLS: 154705 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
2,250
Status:
NEW LISTING
MLS#:
154705
Type:
Single Family
Lot size:
1.13 Acres
Year built:
2001
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

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 versatile family-game room. Additionally, a Dutchwest wood-burning stove adds both charm and functionality, providing warmth and ambiance during colder seasons.Outside there is a beautiful firepit to relax by and overlooks not only the slopes, but tubing park and the Batavia Kill Creek. Warmer weather take in the views with outdoor entertaining on the large deck.With its blend of modern amenities, scenic views, and proximity to recreational activities, this property presents an enticing opportunity for those seeking a comfortable and dynamic living environment in Windham. Excellent for airbnb or better yet, just enjoy yourself. List of all recent improvements in Agents remarks. Impressive and Turn Key

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$850,000

5320 State Route 23 Windham, NY 12496

MLS: 154472 Photos
Beds:
8
Baths:
8.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
154472
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1900
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: tempoffice
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ADDITIONAL INFORMATION

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.

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$329,000

54 Loo Bridge Ln Unit 13D Windham, NY 12496

MLS: 152775 Photos
Beds:
2
Baths:
2.50
Sq.Ft.:
1,211
Status:
NEW LISTING
MLS#:
152775
Type:
Single Family
Lot size:
0.03 Acres
Year built:
1987
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

This charming townhouse offers a perfect blend of comfort and convenience, nestled just a mile from the bustling Windham Village. With 2 spacious bedrooms and 2.5 modern bathrooms, this property is ideal for small families, couples, or as a lucrative rental.The living area features a cozy fireplace, perfect for warming up after a day on the slopes or enjoying a quiet evening at home. The open layout and well-maintained interiors create a welcoming atmosphere, making it easy to entertain guests or relax with loved ones.Outdoor enthusiasts will love the proximity to top-notch skiing, golf courses, and scenic hiking trails,amazing local restaurants, making this townhouse a year-round destination. The property's excellent rental history underscores its appeal as both a personal retreat and an investment.Whether you're seeking a primary residence, a vacation home, or a rental property, this beautifully maintained townhouse is a must-see. Don't miss out on this opportunity to own a slice of paradise near Windham Village.

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$485,000

5134 State Route 23 Windham, NY 12496

MLS: 154088 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
1,200
Status:
NEW LISTING
MLS#:
154088
Type:
Single Family
Lot size:
0.51 Acres
Year built:
1972
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Dugo Realty 518-719-5926
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ADDITIONAL INFORMATION

Introducing a treasure in the heart of Windham, where charm and convenience beautifully coalesce. This three-bedroom oasis offers a newly renovated, low maintenance home that encapsulates comfort and serenity.Set amidst the breathtaking mountain views, this property boasts an enchanting creekside grotto. The firepit area is an idyllic spot for tranquil evenings under the stars, a feature so serene you'll forget you're in the heart of town. The harmonious sounds of the backyard creek and nearby Batavia Kill further augment this haven's tranquility.Beyond the allure of nature, the dwelling's prime location can't be ignored. Just a leisurely stroll away from the vibrant town center, you're also in close proximity to culinary delights at Babblers Restaurant and the Union & Post Restaurant. Whether you're in the mood for an intimate dinner or a lively night out, you're always minutes away from top-notch dining options.The world-renowned Windham Ski Resort is just a five-minute drive away, making this the perfect retreat for ski enthusiasts. Adventure or relaxation, this residence accommodates every whim.With potential as a rewarding second home or a lucrative investment property, this dwelling offers a plethora of possibilities. The convenience of the location, combined with the serene setting and the allure of the surrounding mountains, make this property a truly captivating find in the Windham real estate market. Embrace the chance to make it your own today.

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$720,000

73 Cross Rd Windham, NY 12496

MLS: 156435 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
2,792
Status:
NEW LISTING
MLS#:
156435
Type:
Single Family
Lot size:
5.1 Acres
Year built:
2005
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Ideal country getaway with beautiful mountain views located just steps away from premier hiking and biking trails and minutes from the charming Village of Windham, you'll find endless opportunities for outdoor exploration and leisure here. Step inside this cozy log sided Chalet and be captivated by open floor plan, where vaulted pine wood ceilings and a wall of glass fill the space with an abundance of natural light. The home exudes warmth with its rustic log and pine wood accents throughout. The seamless flow between the living room, kitchen, and dining area ensures effortless entertaining, highlighted by a center island. Enjoy the convenience of a first-floor laundry and pantry.Two guest bedrooms and a full bath complement the main level, while the expansive loft above offers endless possibilities for recreation, creativity, or work. The finished basement is a true retreat, featuring a second living area, workout space, and a primary bedroom with a luxurious spa-like bathroom, complete with a jacuzzi whirlpool and shower. Double glass sliding doors lead to covered stone patio that extends living space outdoors. Outside, your private oasis awaits. Beautiful mountain views all around, a spring-fed pond invites swimming, fishing, and winter ice skating. The open lawn is perfect for relaxation or gardening, with a gentle slope leading to down to the pond which has the benefit of bordering protected state land, preserving the natural beauty and peaceful setting. The wrap-around deck is the ideal space for sunny barbecues and nighttime stargazing.This home comes fully furnished, including a whole house generator and high-speed internet connectivity, detached garage for dry storage, ensures peace of mind and functionality.On the doorstep of the Elm Ridge Forest Preserve, minutes to Windham Mountain Club, just 2.5 hours from NYC, this property is your gateway to a lifetime of cherished memories. Don't let this one pass you by!

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$379,000

23 Townhouse Ln Unit D 1 Windham, NY 12496

MLS: 155995 Photos
Beds:
3
Baths:
2.50
Sq.Ft.:
1,846
Status:
NEW LISTING
MLS#:
155995
Type:
Single Family
Lot size:
0.03 Acres
Year built:
1980
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Welcome to this warm and cozy FULLY FURNISHED townhome in Elm Ridge. Three levels of living space with a expansive guest suite or income apartment with separate entrance on the lower level. Located in a peaceful Airbnb friendly complex.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.A well run HOA with low fees! Units are well maintained. HOA has recently paved the roads and there are currently no planned assessments. Come relax in your maintenance free home away from home !!

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$999,000

30 The Loop Windham, NY 12496

MLS: 155949 Photos
Beds:
5
Baths:
4.00
Sq.Ft.:
3,100
Status:
NEW LISTING
MLS#:
155949
Type:
Single Family
Lot size:
0.54 Acres
Year built:
1970
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Walk to the Slopes in the Winter and Listen to the Soothing Sounds of the Cascading Waterfall from the Primary Ensuite in The Spring & Summer! 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!

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$1,890,000

Rd Windham, NY 12496

MLS: 155788 Photos
Beds:
4
Baths:
4.50
Sq.Ft.:
3,218
Status:
NEW LISTING
MLS#:
155788
Type:
Single Family
Lot size:
4.81 Acres
Year built:
2025
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Hunter Windham Real Estate 518-965-8439
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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 16-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 commercial gas Wolf range, Subzero refrigerator, Bosch dishwasher and quartz 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 apres-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.

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$1,900,000

15 Stonewall Ln Windham, NY 12496

MLS: 154869 Photos
Beds:
5
Baths:
4.50
Sq.Ft.:
3,148
Status:
NEW LISTING
MLS#:
154869
Type:
Other
Lot size:
0.07 Acres
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Four Seasons Sotheby's Int. 518-822-0800
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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 .

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$2,100,000

19 Twin Maples Ln Windham, NY 12496

MLS: 154610 Photos
Beds:
6
Baths:
5.50
Sq.Ft.:
4,104
Status:
NEW LISTING
MLS#:
154610
Type:
Single Family
Lot size:
0.48 Acres
Year built:
2004
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Welcome to an unparalleled luxury living experience at this exquisite post-and-beam residence, expertly crafted to captivate the most discerning of high-end homebuyers, luxury vacationers, and ski enthusiasts. Spanning over 4,100 square feet, this six-bedroom, six-bathroom marvel is a testament to superior craftsmanship and sophisticated design. Step into the grand great room, where a two-story wall of windows frames breathtaking mountain vistas, complemented by exposed timbers and a stunning floor-to-ceiling stone fireplace. Every inch of this home exudes quality with custom architectural details, including coffered ceilings, custom cherry paneling, wainscotting, and ceilings adorned in rich pine. The gourmet kitchen features stainless steel Viking appliances, granite countertops, and a spacious island perfect for hosting grand gatherings. The adjacent dining area, with direct access to the deck, invites seamless indoor-outdoor entertaining. The home's expansive layout offers luxurious ensuites on both the first and second floors, each designed for ultimate comfort and privacy. The first-floor ensuite boasts a tiled walk-in shower and a classic clawfoot tub. Upstairs, the second-floor ensuite features a sitting area or office, a private bathroom with a jetted tub, and access to a private balcony perfect for unwinding to the peaceful sounds of the seasonal stream flowing along the property's boundary. The walk-out basement is a haven for entertainment, complete with a family room, game room, an additional bedroom, a full bathroom and access to a stone patio with hot tub. The functional laundry room includes stacked dual washers and dryers for added convenience. A heated ski room provides ample storage for all your gear, w/ direct access to the garage, ensuring a smooth transition from the slopes to home.Prime Location Nestled within the exclusive Village East community at Windham Mountain Club, this home sits next to 400 newly acquired acres by the Windham Mountain Club, set for future expansion. This prime location places the property at the center of exciting upcoming developments, potentially leading to increased property values. This exceptional residence is the epitome of luxury ski living, blending artisanal craftsmanship with the allure of mountain life. Furnishings are not included in the asking price, but are available as a separate negotiation.

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$999,000

5474 State Route 23 Windham, NY 12496

MLS: 149640 Photos
Beds:
7
Baths:
2.00
Sq.Ft.:
4,281
Status:
NEW LISTING
MLS#:
149640
Type:
Single Family
Lot size:
2.3 Acres
Year built:
1840
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Jane H. Reynolds 518-332-2548
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ADDITIONAL INFORMATION

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 kitchen that makes a great playroom or office.The home has 7 bedrooms plus 2 summer bedrooms (no heat). There are 2 storage rooms, outside sheds and a large wrap around porch with a great yard that is perfect for play and entertaining. There is plenty of parking. The home is being sold mostly furnished.

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$695,000

57 Brainard Ridge Rd Unit 3-E Windham, NY 12496

MLS: 156471 Photos
Beds:
4
Baths:
3.50
Sq.Ft.:
2,100
Status:
NEW LISTING
MLS#:
156471
Type:
Single Family
Lot size:
0.02 Acres
Year built:
1986
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Nestled within the Brainard Ridge development on Windham Mountain, this gorgeous townhouse offers a blend of comfort and luxury, perfect for snow sports enthusiasts and nature lovers alike. This unique corner unit, is a rarity in the Brainard Ridge community, featuring a one of a kind expanded floor plan of 4-5 bedrooms and 3.5 bathrooms thoughtfully designed to accommodate large gatherings, making it an ideal retreat for loved ones and friends.The beautifully remodeled kitchen boasts an enlarged breakfast bar, custom cabinetry, SS appliances, granite counters, built-in bar and wine refrigerator, setting the stage for memorable entertaining experiences. The main living room exudes a warm rustic vibe highlighted by an authentic blue stone fireplace and vaulted wooden ceilings. Mid-level is a second living room/den with another woodburning fireplace providing a quiet place to relax, home office or used for overnight guests. The mid-lower level is a dedicated ensuite bedroom with its own private bath, and 2 good sized closets providing privacy and comfort.On the top floor is the spacious primary bedroom showcasing vaulted ceilings with skylights and a luxurious tiled bath complete with a jacuzzi tub and steam shower. An inviting loft has been partially enclosed to create a safe play area, and a cozy alcove with skylight and built-in shelves offers a charming sleeping spot.This fully furnished home, complete with quality bedding and kitchenware, promises a seamless transition to a vacation lifestyle, embracing all four seasons of fun that the area is renowned for. Heated mud room for all the outdoor gear and easy access to the base lodge and trails, its easy to immerse yourself in the vibrant community at Windham Mountain Club in this exceptional slope side townhouse. Great rental potential too! Don't miss out on this rare offering.

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$265,000

384 State Route 296 Windham, NY 12439

MLS: 156343 Photos
Beds:
3
Baths:
1.50
Sq.Ft.:
1,200
Status:
NEW LISTING
MLS#:
156343
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1835
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Win Morrison Realty - Catskill 845-339-1144
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ADDITIONAL INFORMATION

A Prime Investment Opportunity Fixer-Upper in the Heart of Windham, NY! Unlock the potential of this charming 3-bedroom, 2-bath fixer-upper nestled in the picturesque Hamlet of Hensonville, NYa hidden gem in the Catskill Mountains. Perfect for investors or visionary homeowners, this property offers a solid foundation and endless possibilities to create the perfect retreat or a lucrative rental. With some TLC, this diamond in the rough can shine bright! Location, Location, Location! Situated just minutes from the world-class slopes of Windham Mountain and a short drive to the Hunter Mountain Ski Slopes, the location is an outdoor enthusiast's paradise, think skiing, hiking, and year-round adventures. Enjoy the beauty of the Catskills, with Hensonville's quaint charm and proximity to vibrant local dining, shopping, and cultural attractions in nearby Windham. Only 2.5 hours from NYC, this is the perfect escape or investment in a sought-after destination that blends small-town tranquility with big-time appeal. Don't miss your chance to transform this property into a standout Catskills getaway or a profitable flip. Opportunity knocks in Hensonville!

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$2,500,000

90 Club Rd Windham, NY 12496

MLS: 155576 Photos
Beds:
5
Baths:
4.50
Sq.Ft.:
3,600
Status:
NEW LISTING
MLS#:
155576
Type:
Single Family
Lot size:
0.7 Acres
Year built:
1971
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Bunce Realty 518-734-4461
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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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$374,500

4 French Park Dr Unit 2A Windham, NY 12496

MLS: 155349 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,392
Status:
NEW LISTING
MLS#:
155349
Type:
Other
Lot size:
0.14 Acres
Year built:
1983
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

REDUCED: Discover this charming townhouse in Windham, ideally positioned to offer stunning views of the slopes and boasting a desirable southern exposure. This inviting property features 3 bedrooms and 2 baths, perfect for a family or as a rental investment. The loft area provides additional space, suitable for a home office or extra sleeping quarters. The third bedroom is small but perfect for sleeping 2 children.The Living Room is warm and inviting with a wood-burning stone fireplace where you can warm up and enjoy the view of the slopes.Open-concept design where the kitchen,dining and living room are perfect for entertainingEnjoy a peaceful stone patio just outside dining area for relaxing and dining during the warmer months.This property offers a great opportunity for investment, whether you choose to use it as your own retreat or rent it out. Don't miss the chance to own a piece of Windham's beauty and charm! Beautifully maintained and just one mile down the hill to Windham Village. Truly a 4 seasons community with hiking, golfing, venues, of course, Skiing and a various array of restaurants all within minutes.With low HOA. paid quarterly and reasonably low taxes, this Townhouse is a home run.Ski Season is upon us. What are you waiting for? This townhome is priced to sell.. an added bonus is the large foyer with extra storage.

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$1,149,000

292 County Route 12 Unit 2 Windham, NY 12496

MLS: 156125 Photos
Beds:
5
Baths:
5.50
Sq.Ft.:
3,460
Status:
NEW LISTING
MLS#:
156125
Type:
Single Family
Lot size:
0.06 Acres
Year built:
2021
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Welcome to 292 South St, Windham - a luxurious mountain retreat blending sophistication and adventure. Located steps from Windham Mountain Club and just 2.5 hours from NYC, this stunning townhouse offers modern comfort, breathtaking views, and unmatched convenience. Perfect for mountain enthusiasts and anyone seeking a serene escape, it's an ideal private sanctuary or investment property. Inside, the open-concept layout is designed for relaxation and entertainment. The chef's kitchen features premium stainless-steel appliances, granite countertops, and ample space for gatherings. The great room, centered around a cozy fireplace, opens to a 720-square-foot deck with stunning slope views. The home includes five spacious bedrooms, four with en-suite bathrooms, and a luxurious top-floor primary suite with panoramic views, a private terrace, spa-like bathroom, and custom walk-in closets. Additional perks include a heated equipment room, heated garage, central air, two laundry rooms, and nearly door-to-door shuttle service to the lodge from the neighboring North Lot. Living here means access to Windham's vibrant community and world-class amenities. Optional membership at the Windham Mountain Club offers perks like a spa, fitness center, and future amenities including a pool, tennis courts, and golf by 2026. Even without membership, you'll enjoy award-winning restaurants, spas, and outdoor attractions within minutes. Windham Mountain's accessible slopes and nearby options like Hunter Mountain and Belleayre provide endless adventure. This property is a year-round haven for mountain enthusiasts. Plenty to do in the winter and summer, with summer amenities on the way. Whether you're looking for a weekend escape or a permanent retreat, 292 South St offers a rare opportunity to own a piece of Windham's beauty and luxury. The furnishings are available for purchase making this a turn-key opportunity and the seller is open to offering partial owner financing to qualified buyers. Book your showing today!

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$2,099,000

77 Beaver Hl Windham, NY 12496

MLS: 156103 Photos
Beds:
5
Baths:
3.50
Sq.Ft.:
4,834
Status:
NEW LISTING
MLS#:
156103
Type:
Single Family
Lot size:
4.23 Acres
Year built:
1996
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Designed by a renowned Manhattan architect known for $20M Aspen ski homes, this 4,834-square-foot Catskills estate offers world-class design and unparalleled craftsmanship. Built as the architect's personal residence, it's a sanctuary for relaxation, entertaining, and year-round mountain living. Set on over four private acres bordering the protected Bataviakill Watershed, the home seamlessly integrates stunning Windham Mountain views with vaulted ceilings, floor-to-ceiling windows, and tiered decks. The property boasts five spacious bedrooms, three full baths, and a half bath, all thoughtfully designed to balance comfort and effortless entertaining. The sunken great room is a centerpiece, featuring a dramatic floor-to-ceiling wall of glass framing breathtaking mountain views. A striking stone fireplace adds warmth, while the formal dining area and chef's kitchen complete with custom cabinetry and stainless-steel appliances offer an ideal space for hosting. Additional highlights include a cherry-paneled office with bespoke built-ins, a glass-enclosed gym with panoramic views, and an indoor sauna for post-workout relaxation. The standout four-season circular porch, lined with windows and equipped with a wood stove, ensures uninterrupted connection to nature, making it the most enchanting space in the home. The first floor includes a guest suite, while the second floor features a private primary ensuite wing with a balcony overlooking Windham's slopes. The finished basement offers a family room and billiards lounge. Radiant in-floor heating, custom built-ins, cedar closets, and split-unit air conditioning enhance comfort and luxury. Outdoors, tiered decks, patios, lush landscaping, and a manicured yard create a serene setting, while a covered path leads to a three-bay garage perfect for vehicles and recreational gear. Tucked off a private road, this home offers true seclusion while being just minutes from Windham's town center and Windham Mountain activities. Combining stunning views, luxurious custom finishes, and unmatched craftsmanship, this estate stands apart from today's new constructions. Schedule a private viewing and experience mountain living redefined. Your perfect oasis awaits!

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$1,499,000

241 Campbell Rd Windham, NY 12496

MLS: 155926 Photos
Beds:
5
Baths:
3.50
Sq.Ft.:
5,080
Status:
NEW LISTING
MLS#:
155926
Type:
Single Family
Lot size:
6.18 Acres
Year built:
2005
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 518-734-4200
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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 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!

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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 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

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.


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

    $550,000
    24.5%
    change since last quarter

  • # Active listings

    128
    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

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