Windham, NY Homes

/54
Sold Apr 07, 2025
- 1,506 Sq Ft
- 92 Days On Market
- 3 Beds
- 3 Baths
- Built 2019
11 Whisper Creek Dr Unit 601B, Windham, NY 12496

Welcome to 601 Whisper Creek- a slopeside penthouse with breathtaking views, right at the heart of the slopes. Immerse yourself in a lifestyle defined by luxury and elegance, as you enjoy spectacular views and direct ski access from this exceptional unit. Spanning an impressive 1,506 square feet, this recently updated penthouse artfully blends contemporary design with classic elegance. Step into

Regina Tortorella Past Member

11 Whisper Creek Dr Unit 601B, Windham, NY 12496

/2
Est $754,567 Not Listed For Sale
- 2 Beds
850 Mitchell Hollow Rd, Windham, NY 12496

850 Mitchell Hollow Rd, Windham, NY 12496

/50
$699,000
- 3 Beds
- 2 Baths
- 1,220 Sq Ft
212 South St, Windham, NY 12496

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, and eat in kitchen plus dining room which gets wonderful light. Kitchen has been redone with

Mary Donovan Gallagher & Company

212 South St, Windham, NY 12496
/22
$255,000 Sold Apr 07, 2025
- 1,008 Sq Ft
- $253/SF
- 140 Days On Market
- 2 Beds
- 2 Baths
- Built 1986
24 Quads Way, Windham, NY 12496

Don't miss this beautifully updated 2 bedroom, 2 bath townhouse, perfect for both comfortable living and investment potential. Featuring brand new windows and sliding glass door, this property is designed for modern living with energy efficiency in mind. Enjoy the proven success of its Airbnb portfolio, making it an ideal opportunity for savvy investors or those seeking a serene getaway.

Lacey Sala Keller Williams Realty HV Nort

24 Quads Way, Windham, NY 12496

/2
Est $437,000 Not Listed For Sale
108 Begley Rd, Windham, NY 12496

108 Begley Rd, Windham, NY 12496

/72
$699,000
- 4 Beds
- 4 Baths
- 2,950 Sq Ft
25 Vets Rd, Windham, NY 12496

Peaceful Sanctuary in the Heart of WindhamStep into a unique opportunity to own a stunning property perfectly balancing convenience, tranquility, and potential. Located less than half a mile from Windham Ski Resort and tucked just behind Main Street, this rambling ranch offers the best of both worlds easy access to dining, shopping, bars, skiing, festivals, and concerts, while feeling like a

Regina Tortorella Coldwell Banker Village GreenW

25 Vets Rd, Windham, NY 12496
/6
$120,000 Sold Apr 04, 2025
- Land
- 3.58 Acres
- $33,520 per Acre
- 120 Days On Market
80 Begley Rd, Windham, NY 12496

Welcome to Lot 80 at Windham Vista Six, where you can secure one of six premier building lots on one of Windham, NY's most sought-after country roads. This 3.58-acre parcel sits at the end of a tranquil, no-outlet road, offering unparalleled privacy and serenity. Lot 80 is surveyed, offers southern exposure, and is the lot with the highest elevation of the six lots. Potential for magnificent

Regina Tortorella Past Member

80 Begley Rd, Windham, NY 12496

/14
Not Listed For Sale
45-1 Blodgett Rd, Windham, NY 12496

45-1 Blodgett Rd, Windham, NY 12496

/44
$979,000
- 5 Beds
- 3 Baths
- 2,400 Sq Ft
81 Barnum Rd, Maplecrest, NY 12454

Turn-key opportunity for business or private use, this successful Guest Favorite short term rental is perfectly located between Hunter and Windham Mountains, secluded yet close to everything you need! Completely renovated, this post-and-beam style log home home has been fully restored and outfitted to embrace modern-rustic design choices. The sunny ground floor entry features ceramic tile floors

Jessica Surbeck WINDSTAR REALTY GROUP LLC

81 Barnum Rd, Maplecrest, NY 12454
/11
$138,000 Sold Apr 04, 2025
- Land
- 4.72 Acres
- $29,237 per Acre
- 158 Days On Market
79 Begley Rd, Windham, NY 12496

Welcome to Lot 79 at Windham Vista Six, where you can secure one of six premier building lots on one of Windham, NY's most sought-after country roads. This 4.72-acre parcel sits at the end of a tranquil, no-outlet road, offering unparalleled privacy and serenity. Lot 79 is shovel ready, with a formal survey and an approved septic design already in place, allowing you to begin construction without

Regina Tortorella Past Member

79 Begley Rd, Windham, NY 12496

/32
Est $447,669 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
105 Shock St, Windham, NY 12496

105 Shock St, Windham, NY 12496

/29
$875,000
- 4 Beds
- 3.5 Baths
- 2,953 Sq Ft
61 Mount View Estates Rd, Windham, NY 12496

This stunning, turnkey Windham mountain cabin is the perfect spot to enjoy year round for yourself or as a short-term rental. And it's being sold fully furnished -- just bring your toothbrush! Situated on 5.5 acres, this beautiful home is minutes from skiing, hiking, golf, restaurants, spas and shops! Following a full renovation and meticulous redesign by the owner - an interior designer - the

Jennifer Woods Daniel Gale Sothebys Intl Rlty

61 Mount View Estates Rd, Windham, NY 12496
/26
$700,000 Sold Apr 02, 2025
- 2,842 Sq Ft
- $246/SF
- 42 Days On Market
- 4 Beds
- 2 Baths
- Built 2007
22 Brook Hollow Ln, Windham, NY 12496

Tucked away on a secluded dead-end road just minutes from town, this beautifully maintained 2,800 sq. ft. contemporary home offers stunning south-facing views of Windham Mountain. This spacious retreat promises effortless enjoyment in every season.Enter through a spacious mudroom with 9-foot ceilings, thoughtfully enclosed by French pocket doors. Upstairs, a sun-drenched open-concept living area

Wyatt Dusenbury Corcoran Country Living

22 Brook Hollow Ln, Windham, NY 12496

/34
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,294 Sq Ft
9 Brainard Ridge Rd, Windham, NY 12496

9 Brainard Ridge Rd, Windham, NY 12496

/20
$479,000
- 4 Beds
- 3 Baths
- 2,058 Sq Ft
274 N Brooksburg Rd Unit 35, Windham, NY 12496

Charming 4-Bedroom Townhome Just Minutes from Windham Slopes!Discover this beautifully designed townhome in a vibrant four-season community, just five minutes from Windham's premier ski slopes, golf courses, scenic walking paths, top-rated restaurants, and stunning hiking trails. This thoughtfully crafted three-level home offers:4 Spacious Bedrooms + Bonus Room - Plenty of space for family and

John Pumilia Shaw Country Realty, Inc.

274 N Brooksburg Rd Unit 35, Windham, NY 12496
/65
$1,590,000 Sold Mar 27, 2025
- 4,233 Sq Ft
- $376/SF
- 89 Days On Market
- 5 Beds
- 5 Baths
- Built 2007
128 Mount Pisgah Rd, Windham, NY 12496

Spectacular Windham Home on Nearly 10 Acres with Stunning Views of Windham Mountain Ski Resort. Nestled in the heart of the Catskills, this remarkable Windham home offers nearly 10 acres of private, tree-lined tranquility, surrounded by preserved State Land. With over 4,200 square feet of living space across three spacious levels, this property is the ultimate mountain retreat for family,

Kathy Marino Bunce Realty

128 Mount Pisgah Rd, Windham, NY 12496

/35
Est $1,495,966 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 5,580 Sq Ft
241 Campbell Rd, Windham, NY 12496

241 Campbell Rd, Windham, NY 12496

/51
$1,149,000
- 5 Beds
- 5.5 Baths
- 3,460 Sq Ft
292 South St Unit 2, Windham, NY 12496

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,

Regina Tortorella Coldwell Banker Village GreenW

292 South St Unit 2, Windham, NY 12496
/39
$275,000 Sold Mar 24, 2025
- 1,144 Sq Ft
- $240/SF
- 89 Days On Market
- 1 Bed
- 1 Bath
- Built 1984
51 Carrington Rd, Windham, NY 12496

Dreaming of a Log Cabin Retreat in the Catskills? This Could Be It! How long have you been imagining yourself in a cozy log cabin, nestled beside a tranquil stream, with stunning country views and the natural beauty of protected land at your doorstep? Well, good things truly come to those who wait! This enchanting 1,144 sq. ft. log cabin is perfectly set against DEP-protected land in the

Regina Tortorella Past Member

51 Carrington Rd, Windham, NY 12496

/15
Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,200 Sq Ft
5359 Main St Unit 2D, Windham, NY 12496

5359 Main St Unit 2D, Windham, NY 12496

/40
$545,000 Under Contract
- 2 Beds
- 2 Baths
- 1,390 Sq Ft
53 Windham Mount Village, Windham, NY 12496

Renovated Windham Mountain Village Townhouse - Steps to Slopes & Lodge, Walk to Lift, Season Tenant in Place, Income from Day One, Pool & Tennis Access-Located at the Windham Mountain Club, this beautifully updated 2-bedroom, (plus a flex room that is used as a third bedroom), 2-bathroom townhouse in Windham Mountain Village offers the perfect blend of a peaceful Catskills retreat and a smart

Regina Tortorella Coldwell Banker Village GreenW

53 Windham Mount Village, Windham, NY 12496
/10
$58,000 Sold Mar 20, 2025
- Land
- 2.50 Acres
- $23,200 per Acre
- 70 Days On Market
0 Mount Pisgah Rd, Windham, NY 12496

This 2.5 acre property borders the Mount Pisgah State forest. Located at the end of Mount Pisgah Road with ideal seclusion and access to the state forest.Come build out this once in a lifetime property!Access from town maintained Mount Pisgah Rd and the state forest access road.

Gregory Kardos Barns & Farms Realty, LLC

0 Mount Pisgah Rd, Windham, NY 12496

/5
Not Listed For Sale
0 Vining Rd Unit 135863, Windham, NY 12496

0 Vining Rd Unit 135863, Windham, NY 12496

/60
$217,500
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
65 Quads Way, Windham, NY 12496

A 2 Bedroom 2 Bath Townhouse at The Quads in Windham! The 1st floor features a kitchen, a living room, a bath, and a back deck. The 2nd floor features 2 bedrooms and a bath. The community features tennis courts, pickleball courts, a basketball court, a fire pit, and a pool. It's a great vacation home, ski home, or a seasonal investment property. The home has great proximity to the area's

Theodore Banta III RVW Select Properties

65 Quads Way, Windham, NY 12496
/22
$210,000 Sold Mar 14, 2025
- 1,620 Sq Ft
- $130/SF
- 42 Days On Market
- 3 Beds
- 2 Baths
- Built 1987
544 N Settlement Rd, Windham, NY 12496

This cozy 3 bedroom, 2 bathroom manufactured home sits on a spacious 3.2-acre plot just 5 minutes from Windham Mountain. Thoughtfully positioned, the home is set back from the road, ensuring privacy while basking in plenty of natural light. The large front porch offers seasonal mountain views, perfect for enjoying your morning coffee or relaxing after a day on the slopes.Inside, the open living

Jason Dugo Dugo Realty

544 N Settlement Rd, Windham, NY 12496

/8
Not Listed For Sale
0 Mill St Unit 131275, Windham, NY 12496

0 Mill St Unit 131275, Windham, NY 12496

/33
$343,000
- 2 Beds
- 2 Baths
- 1,542 Sq Ft
689 Old Rd, Windham, NY 12496

Charming 2-bedroom 2 full bathroom ranch in Windham, New York. Sits on an acre with panoramic views of the Catskills. Relax in the backyard along the seasonal creek listening to the sounds of chirping from the many varieties of wild birds in the area. Entertain friends, family and pets from the back deck under a beautifully constructed gazebo. Enjoy the warmth of a winter fire in your striking

Kathy Shumway Win Morrison Realty

689 Old Rd, Windham, NY 12496
/72
$810,000 Sold Mar 11, 2025
- 3,914 Sq Ft
- $207/SF
- 508 Days On Market
- 3 Beds
- 3 Baths
- Built 2022
39 Trail View Ln, Windham, NY 12496

Seize the opportunity to be the inaugural owner of this pristine Windham Mountain Cabin! If you've previously considered this home, it's time for another look. The owners have recently broadened the driveway and selectively cleared a portion of the land. Your personal haven in the Catskill Mountains awaits! This new log home provides roughly 3,914 sqft of living area, featuring a heated walk-out

Regina Tortorella Past Member

39 Trail View Ln, Windham, NY 12496

/6
Not Listed For Sale
21 - Lot # N Ridge Extension Rd, Windham, NY 12496

21 - Lot # N Ridge Extension Rd, Windham, NY 12496

/90
$3,895,000
- 5 Beds
- 7 Baths
- 4,795 Sq Ft
6 White Way, Windham, NY 12496

Welcome to 6 White Way, striking the perfect balance of Mountain Elegance and Rustic Splendor. Enjoy effortless ski in, ski out access from this rare superior trailside home. This impeccably built, 6,207 Sq. Ft. home offers 5 bedrooms and 7 full bathrooms. From the moment you enter the grand entry way with its beautiful log stairway opening to the impressive sun filled elegantly furnished formal

Patricia Charbonneau Brainard Ridge Management

6 White Way, Windham, NY 12496
/38
$625,000 Sold Mar 10, 2025
- 1,215 Sq Ft
- $514/SF
- 19 Days On Market
- 3 Beds
- 2 Baths
- Built 1983
153 Slater Rd, Maplecrest, NY 12454

Charming Ski Chalet nestled in the heart of the picturesque mountains and bordering state land, this cozy retreat offers privacy in a serene setting. The perfect escape from the hustle and bustle of city life. With its warm interiors, modern amenities and inviting ambiance, this chalet is a haven of comfort. Upon entering the home, you're greeted by the open concept living, kitchen and dining

Richard Vizzini Corcoran Country Living

153 Slater Rd, Maplecrest, NY 12454

/13
Not Listed For Sale
0 Club Rd Unit 131268, Windham, NY 12496

0 Club Rd Unit 131268, Windham, NY 12496

/11
$100,000
- Land
- 5.00 Acres
- $20,000 per Acre
174 High Peak Rd, Windham, NY 12496

Owner is offering five acres to be taken out of a larger 352-acre parcel. Additional acreage is available, price to be determined depending on how many acres purchased. Survey map shows potential lot layout, but actual lot lines, taxes, assessment and lot numbers need to be determined. Don't miss this rare opportunity to own your dream of 5, 10, 20, or 30 acres+ on beautiful High Peak Road in

Fred Mazza Bunce Realty

174 High Peak Rd, Windham, NY 12496
/60
$550,000 Sold Feb 28, 2025
- 1,849 Sq Ft
- $297/SF
- 64 Days On Market
- Built 2020
162 Ruland Rd, Windham, NY 12496

Nestled in the serene hamlet of Maplecrest, down a long private road, lies a hidden streamside oasis that offers the quintessential setting for your upstate retreat. This charming cabin peacefully situated beside a stream, a cascading waterfall, and year-round breathtaking mountain views. The property adjoins thousands of acres of protected forest, making it an ideal haven for hunters, outdoor

Regina Tortorella Past Member

162 Ruland Rd, Windham, NY 12496

/8
Not Listed For Sale
0 Begley Rd Unit 127560, Windham, NY 12496

0 Begley Rd Unit 127560, Windham, NY 12496

/14
$1,650,000
- 3 Beds
- 3 Baths
- 1,655 Sq Ft
10 Enclave Dr N Unit 106, Windham, NY 12496

Stunning Enclave 3 bedroom, 3 bath, inspired full renovation, impeccably furnished with slopeside views!Enjoy trailside living at its best, natural sunlight abounds in the gorgeous living area with stunning gas fireplace, modern decor, contemporary sleek kitchen with farmhouse sink, elegant cabinetry and counter tops. A separate wonderful dining area with plenty of seating for friends and

Irene Pinto Brainard Ridge Management

10 Enclave Dr N Unit 106, Windham, NY 12496
/18
$150,000 Sold Feb 25, 2025
- 824 Sq Ft
- $182/SF
- 31 Days On Market
- 3 Beds
- 1 Bath
- Built 1940
26 Mill St, Windham, NY 12496

Perfect location to walk into town! Located only 5 minutes from Windham Mountain ski slopes and 2.5 hours from NYC. The 1st floor has been totally renovated: new bath, laundry room, kitchen and appliances, living room and 1st floor bedroom. All work was done within the last 10 years. The roof is 8 years old. The upstaits 2 bedrooms need to be renovated. There is municial water and sewer. The

Claudia Zucker Living Structures

26 Mill St, Windham, NY 12496

/2
Est $246,374 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,008 Sq Ft
66 Quads Way, Windham, NY 12496

66 Quads Way, Windham, NY 12496

/41
$1,395,000
- 4 Beds
- 3.5 Baths
- 2,856 Sq Ft
2 Watch Hill Ln, Windham, NY 12496

Classic Timber frame Construction, on Windham Mt., Walk to trails. Enjoy the convenience of location in this 4 bedroom 3.5 bath with attached garage to enter a large ski room with all the storage needed. Large formal entrance gives way to Spacious and Comfy Great room with large stone fireplace, vaulted ceilings and plenty of windows to let in the light and the lovely views, leads to a sizable

Irene Pinto Brainard Ridge Management

2 Watch Hill Ln, Windham, NY 12496
/27
$445,000 Sold Feb 21, 2025
- 2,468 Sq Ft
- $180/SF
- 104 Days On Market
- 5 Beds
- 3 Baths
- Built 1987
5650 New York 23, Windham, NY 12496

. Nestled just on the outskirt of Windham Village, this charming chalet-style home features five bedrooms and three baths, providing ample space for comfortable living.Convenience as this residence is conveniently situated just one mile from the slopes and in close proximity to the vibrant village, renowned restaurants, golf courses, and an array of recreational activities, ensuring endless

Carol Shaw Shaw Country Realty, Inc.

5650 New York 23, Windham, NY 12496

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