Homes for Sale in 12496

/27
$999,000
- 7 Beds
- 3 Baths
- 4,281 Sq Ft
5474 New York 23, Windham, NY 12496

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

Jane Reynolds Jane H. Reynolds

5474 New York 23, Windham, NY 12496
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/37
$1,175,000 New Construction
- 3 Beds
- 3.5 Baths
- 3,284 Sq Ft
20 Brookhollow Ln, Windham, NY 12496

Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home's sophisticated open layout features three spacious bedrooms and three and a

Pamela King-Belfor Four Seasons Sotheby's Int.

20 Brookhollow Ln, Windham, NY 12496
/32
$325,000
- 2 Beds
- 2.5 Baths
- 1,295 Sq Ft
274 County Route 65 Unit 55, Windham, NY 12496

Step into this immaculate, well furnished home! Unit being sold ''as is'', fully furnished. This Is a well maintained unit, move right in and be comfortable. There is an outside storage closet, Mud room, half bath and laundry on first level along with a lovely kitchen, granite counters, SS appliances. Lovely living room with propane fireplace, sliding doors to a patio and a bay window, Plenty of

Mary Donovan Gallagher & Company

274 County Route 65 Unit 55, Windham, NY 12496
/28
$339,000
- 2 Beds
- 2.5 Baths
- 1,295 Sq Ft
274 Route 65 Unit 41, Windham, NY 12496

Enter this lovely Townhome and feel right at home. This is an end unit, lovely setting. There is a storage shed for skis and bikes outside, enter the unit into a mud room, The first floor has a half bath/laundry room, lovely galley kitchen with a window, plenty of light. This is open to the living an dining areas. Living room has a large bay window, sliding doors to a patio, plenty of privacy, as

Mary Donovan Gallagher & Company

274 Route 65 Unit 41, Windham, NY 12496
/17
$599,000
- Land
- 69.02 Acres
- $8,679 per Acre
0 High Peak Lot 111-112, Windham, NY 12496

Discover a rare 65.3± acre Catskills property on High Peak Road in Windham, NY, offering an extraordinary blend of open meadows, mature forests, and stream frontage. With generous road frontage and multiple potential building sites, this land provides exceptional opportunity for anyone looking to build a dream home, create a residential compound, or invest in one of the most desirable regions of

Regina Tortorella Coldwell Banker Village GreenW

0 High Peak Lot 111-112, Windham, NY 12496
/48
$735,000
- 2 Beds
- 2 Baths
- 1,438 Sq Ft
355 South St, Windham, NY 12496

Excellent location with ease of access to Windham Mountain Club and town of Windham! Tucked up amongst the tress at the foot of Windham Mountain you will find this truly picturesque and enchanting home featuring 2 bedrooms and 2 full bath, plus extra sleeping loft and a 2 car garage with a cozy 1 bedroom apt! This home is brimming with character; the gable roof lines and classic detailing add

Patricia Charbonneau Brainard Ridge Management

355 South St, Windham, NY 12496
/45
$375,000
- 3 Beds
- 1 Bath
- 1,739 Sq Ft
477 Campbell Rd, Windham, NY 12496

Skiers and Hunters! 7 glorious acres 8 minutes to Windham Mountain! Charming Updated Home with mature trees, beautiful plantings and landscapes. Welcome to this inviting 3-bedroom, 1-bath home set on 7 beautiful acres offering privacy, space, and stunning natural surroundings. Located only 8 minutes from the local ski area, it's the perfect retreat for outdoor enthusiasts or anyone seeking a

Robyn Tricinelli Century 21 Alliance

477 Campbell Rd, Windham, NY 12496
/54
$439,000
- 4 Beds
- 3 Baths
- 1,914 Sq Ft
17 Mitchell Hollow Rd, Windham, NY 12496

Whether your search is for personal use or investment property, this Windham Farmhouse, just steps from the center of town, offers versatility and plenty of room for the whole family. A unique three floor layout allows for everyone to have their own space. The first and lowest level is the main living area: Kitchen, Dining, Living Room as well as a bedroom and full bath. The sunroom is an nice

Sharri Cunningham Bunce Realty

17 Mitchell Hollow Rd, Windham, NY 12496
/47
$2,400,000
- Land
- 160 Acres
- $15,000 per Acre
393 B G Partridge Rd, Ashland, NY 12496

A rare opportunity to own a breathtaking mountain sanctuary that has not changed hands in generations. There is an off-grid hunting cabin resting near the open meadows of approximately 160 dynamic acres of wilderness and potential. The property represents the eastern mountain portion of Mountainbrook Farm, a renowned equine and ecotourism haven in the Northern Catskills. Locally known as

Evan Spero Off-Market Consultants

393 B G Partridge Rd, Ashland, NY 12496
/19
$225,000
- Land
- 12.21 Acres
- $18,428 per Acre
0 Route 10 Unit 20255467, Ashland, NY 12407

2+ Acres with Historic Barn, Stream, and Mountain Views -- Windham Area Dreaming of your own piece of the Catskills? This beautiful 12+ acre corner lot offers everything you've been looking for — open meadows, mountain views, a peaceful stream, and a charming 1850s barn with hand-hewn beams. Located at the corner of County Route 10 and Sutton Hollow Road, the property offers 416 ft of frontage on

Regina Tortorella Coldwell Banker Village GreenW

0 Route 10 Unit 20255467, Ashland, NY 12407
/18
$463,000
- 3 Beds
- 2 Baths
- 1,249 Sq Ft
111 Brainard Ridge Rd Unit 11B, Windham, NY 12496

Brainard Ridge Charmer!Ready for 4 season active life style. Charming 3 bedroom, 2 bath plus extra sleeping alcove, Brainard Ridge Townhome. Open and airy floor plan, lots of natural light! Cozy living room with large wood burning fireplace, nice dining area, cheery kitchen, Primary bedroom with ensuite bath, plus extra sleeping alcove. Lower level with bunkroom, and guest bedroom, second

Patricia Charbonneau Brainard Ridge Management

111 Brainard Ridge Rd Unit 11B, Windham, NY 12496
/51
$460,000
- 4 Beds
- 3 Baths
- 1,510 Sq Ft
12295 State Highway 23, Ashland, NY 12407

Welcome to your cozy retreat in the heart of Ashland, NY. Nestled on 1.8 scenic acres between Windham and Hunter Mountains, this inviting property offers two charming homes, stunning mountain views, and a tranquil setting surrounded by nature and neighboring horse pastures. This stunning property has undergone a full transformation within the last 3 years — rebuilt from the ground up with quality

Zachary Palombo Berkshire Hathaway Home Services Blake

12295 State Highway 23, Ashland, NY 12407
/28
$234,500
- Land
- 2.3 Acres
- $101,957 per Acre
0 N Ridge Extension Unit 20255019, Windham, NY 12496

Welcome to North Ridge Estates - Build Your Catskills Dream GetawayHere's your chance to own the last remaining building lot in North Ridge Estates, an exclusive, private enclave known for its high-end vacation homes and newly built million-dollar properties. Set on 2.30 acres, this prime parcel has already been surveyed and features a driveway leading into the heart of the property with

Lisa Jaeger Coldwell Banker Village GreenW

0 N Ridge Extension Unit 20255019, Windham, NY 12496
/27
$170,000
- 1 Bed
- 1 Bath
- 423 Sq Ft
5220 New York 23 Unit 126, Windham, NY 12496

Dreaming of a vacation home? This one pays for itself! A turnkey investment opportunity awaits with this one-bedroom, low maintenance condo. Enjoy modern comforts and the benefit of being close to dining, shopping, and the ski slopes. The amenities include a seasonal pool, restaurant& bar, game room, fitness center, movie theater and an on-site coin operated laundry facility. A shuttle bus is

Savannah Delaney Weichert Realtors Fontaine

5220 New York 23 Unit 126, Windham, NY 12496
/9
$149,000
- Land
- 2.5 Acres
- $59,600 per Acre
497 Campbell Rd, Ashland, NY 12496

The perfect elevated woodland for your mountain escape either an : A Frame, Chalet or Mtn. Modern you will find this forest inviting.Shovel ready, DEP approved septic plans and lot survey and driveway. Access to electric along the road, town approved curb cut installed. Lets start building, call today.

Laurie Hanenberg Hunter Windham Real Estate

497 Campbell Rd, Ashland, NY 12496
/8
$149,000
- Land
- 2.5 Acres
- $59,600 per Acre
511 Campbell Rd, Ashland, NY 12496

Private wooded lot offering DEP septic approval and lot survey; shovel ready to build you mountain dream house or investment property. Adjacent lot available to create a family/ friend neighboring property. Just minutes to Windham Mountain Club and Christmans Golf .

Laurie Hanenberg Hunter Windham Real Estate

511 Campbell Rd, Ashland, NY 12496
/19
$399,000
- Land
- 0.46 Acre
- $867,391 per Acre
2 Twin Maples Ln, Windham, NY 12496

Premier Building Lot at Windham Mountain Club - Ready for Your Dream Home. Bring your vision to life on this shovel-ready homesite located in Village East, an exclusive enclave within the prestigious Windham Mountain Club. Whether you're a builder, investor, or avid skier dreaming of a luxury mountain retreat, this property offers the perfect foundation for your next project. Turnkey Build-Ready:

Regina Tortorella Coldwell Banker Village GreenW

2 Twin Maples Ln, Windham, NY 12496
/8
$149,000
- Land
- 2.52 Acres
- $59,127 per Acre
557 Campbell Rd, Ashland, NY 12496

Amongst the pines find an enviable 2.5 acre parcel with full survey, and DEP approved septic plans. This perfect canvas is shovel ready for building your very own A Frame, Log Home or Mountain Modern Chalet. Now is your chance to select one of three all approved lots with complete property line survey, site plan for house, well and septic locations and fully engineered septic plans for a

Laurie Hanenberg Hunter Windham Real Estate

557 Campbell Rd, Ashland, NY 12496
/59
$1,599,000
- 4 Beds
- 4.5 Baths
- 2,893 Sq Ft
3 the Enclave, Windham, NY 12496

Luxury Ski Townhouse in the Heart of Windham Mountain Club's Premier Enclave CommunityDiscover the ultimate ski lifestyle in this luxurious tri-level townhouse, ideally located in the exclusive Enclave at Windham Mountain Club. Just steps from the slopes, base lodge, pool, fitness center, and restaurants, this home offers unmatched convenience—no car needed. Simply step outside and

Regina Tortorella Coldwell Banker Village GreenW

3 the Enclave, Windham, NY 12496
/25
$409,000
- 3 Beds
- 3.5 Baths
- 3,683 Sq Ft
2914 Route 10, Windham, NY 12496

This large 3 bed, 3.5 bath home sits on 5 peaceful acres and has plenty of space inside and out. Built in 1993, it offers 2,610 sq ft of living space. The home has new tile floors, central A/C, and a 10-year-old roof. We are located just a short drive from popular ski slopes, restaurants and other entertainment. Interior in good livable condition. We are in the process of obtaining interior

Qizhan Yao Realmart Realty, LLC

2914 Route 10, Windham, NY 12496
/51
$399,000
- 3 Beds
- 2 Baths
- 1,876 Sq Ft
370 Begley Rd, Windham, NY 12496

Rare Opportunity Surrounded by 700 Acres of State LandThat's right—700 acres of forever-protected State Land at your doorstep! Step into your own personal oasis where you can hike, hunt, explore, or simply enjoy the peace and quiet with birdsong, wildlife, and the whispering wind through the trees.This spotless 1,800 sq ft modular ranch offers a bright and open floor plan with

Lisa Jaeger Coldwell Banker Village GreenW

370 Begley Rd, Windham, NY 12496
/13
$199,000
611 Mitchell Hollow Rd, Windham, NY 12496

5.7 Acres with Utilities in Place - Perfect Setting for Your Dream Home This 5.7-acre property offers the ideal blend of open fields and wooded areas, creating a beautiful mix of natural landscapes and privacy. While there is an existing single-wide mobile home on site, it has been vacant for some time, is not considered habitable, and has not been given value. The true value here lies in the

Regina Tortorella Coldwell Banker Village GreenW

611 Mitchell Hollow 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 - Plenty of space for family and guestsCozy up

John Pumilia Shaw Country Realty, Inc.

274 N Brooksburg Rd Unit 35, Windham, NY 12496
/5
$253,000
- Land
- 0.59 Acre
- $428,814 per Acre
57 South St, Windham, NY 12496

Unique opportunity - one of the LAST lots on South Street! Flat parcel overlooking the golf course. Walking distance to everything Windham has to offer - ski, golf, biking, movie theater, shops and downtown restaurants. Utilities - This lot is serviced by municipal water, municipal sewer, electric, and cable directly off the road.

Aira Ilao ListWithFreedom.com

57 South St, Windham, NY 12496
/9
$500,000
- Land
- 0.52 Acre
- $961,538 per Acre
220 & 240 Club Rd, Windham, NY 12496

Be captivated by the breathtaking, panoramic views that will mesmerize you from dusk till dawn from either of these 2 building lots, with ski access being offered by Windham Mountain Club. Let your imagine soar with the possibilities of designing your dream home to last for generations on one of the few remaining building lots offered by Windham Mountain Club. Envision waking up in your mountain

Patricia Charbonneau Brainard Ridge Management

220 & 240 Club Rd, Windham, NY 12496
/65
$1,999,999
- 5 Beds
- 4 Baths
- 3,409 Sq Ft
5433 New York 23, Windham, NY 12496

A One-of-a-Kind Masterpiece in the Heart of Windham, NY!Welcome to Main Street Magic—an exceptional, fully reimagined 5-bedroom, 4-bathroom home (2 full, 2 half) located just 2 hours from NYC in the sought-after Catskills town of Windham. This stunning property perfectly blends historic charm with modern luxury and lifestyle-driven design.Step inside to soaring 13' vaulted

Caitlin Cucchiella Hunt Real Estate ERA

5433 New York 23, Windham, NY 12496
/11
$275,000
- Land
- 0.32 Acre
- $859,375 per Acre
0 Twin Maples Ln Unit 20254325, Windham, NY 12496

Great Opportunity! Priced to sell!Escape to the Catskills, build your home away from home on this desirable building lot located on Windham Mountain's Private and Tranquil Community of Trailside East. This parcel has gentle sloping grade, will have access to far reaching mountain and valley views with clearing. Parcel has access to water, sewer, underground electric, high speed cable-fiber,

Irene Pinto Brainard Ridge Management

0 Twin Maples Ln Unit 20254325, Windham, NY 12496
/29
$500,000
- 3 Beds
- 2 Baths
- 1,140 Sq Ft
38 Cambridge Heights Rd, Windham, NY 12496

Welcome to Alpine Cabin, your dream mountain getaway! Nestled just steps away from the slopes, this charming cabin combines rustic elegance with modern comforts perfect for a cozy winter retreat or an adventurous alpine escape. Situated at the base of the Windham Mountain Club with views of the slopes beyond, and just 130 miles from New York City. The fireplace in the living area is perfect for

Paul Heintz Anatole House LLC

38 Cambridge Heights Rd, Windham, NY 12496
/35
$485,000
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
5134 New York 23, Windham, NY 12496

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

Jason Dugo Dugo Realty

5134 New York 23, Windham, NY 12496
/42
$1,245,000
- 3 Beds
- 3.5 Baths
- 3,115 Sq Ft
6 Watch Hill Ln, Windham, NY 12496

Timeless Timber Frame Townhome!Walk to the trails from this 3bedroom, plus loft 3.5 bath with attached garage, Windham beauty! Enjoy the elegance of a true timber frame home, with all its warmth and charm. Lovely entrance with sizable ski and boot room, opening to vaulted ceiling living room with plenty of windows to take in the beautiful natural surroundings. Tasteful furnishings to relax

Patricia Charbonneau Brainard Ridge Management

6 Watch Hill Ln, Windham, NY 12496
/15
$439,000
- Land
- 3.46 Acres
- $126,879 per Acre
2 Windham Farms Rd, Windham, NY 12496

Welcome to Windham Farms in Windham, NY, where two premium building lots offer an exceptional opportunity for custom homes that blend eco-friendly design with aesthetic appeal, complementing the year-round environment just minutes from Windham Mountain Club. Lot 2 is prepared for immediate construction, featuring an installed driveway to the designated house site, 200 amp underground electric

Laurie Hanenberg Hunter Windham Real Estate

2 Windham Farms Rd, Windham, NY 12496
/16
$289,000
- Land
- 4.33 Acres
- $66,744 per Acre
4 Windham Farms Rd, Windham, NY 12496

Welcome to ''Windham Farms'' in Windham, NY, where two premium building lots offer an exceptional opportunity for custom homes that blend eco-friendly design with aesthetic appeal, complementing the year-round environment just minutes from Windham Mountain Club. Lot 4 features an installed gravel parking area directly off Windham Farms Road, available 200 amp underground electric service at

Laurie Hanenberg Hunter Windham Real Estate

4 Windham Farms Rd, Windham, NY 12496
/36
$459,000
- 4 Beds
- 3.5 Baths
- 1,717 Sq Ft
274 Brooksburgh Rd Unit 67, Windham, NY 12496

This 4 bedroom, 3.5 bath unit is ''like New''. Halfbath/laudry, kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stool, open to the dining and living room area. Living room has a gas fireplace and sliding doors to a patio with a lovely view. Second floor has two main bedrooms with their full baths, third

Mary Donovan Gallagher & Company

274 Brooksburgh Rd Unit 67, Windham, NY 12496
/45
$1,399,000
- 5 Beds
- 5.5 Baths
- 3,752 Sq Ft
7 Meadow Ln, Windham, NY 12496

At the top of Windham ski mountain and just steps from ski-on, ski-off access sits this uniquely designed, contemporary gem. Significantly further up the mountain than any available property, it's ideal for ski enthusiasts and luxury buyers that want a mountainside retreat with near direct access to the slopes. Rather than fighting traffic, crowds and trudging across parking lots in ski boots,

Joseph Satto Compass Greater NY, LLC

7 Meadow Ln, Windham, NY 12496
/38
$289,999
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
5359 New York 23, Windham, NY 12496

Opportunity awaits as this beautifully designed 2 bedroom 2 bath Windham Condo a minute drive to Windham Mountain hits the market! You get the best of everything here as this property is located right on Main street where you can find everything but also so close to the ski resort! Features include large cozy great room with dining/living room combo with 2 large windows, recessed lighting and

Wayne Newcomb Newcomb Realty Group LLC

5359 New York 23, Windham, NY 12496
/72
$1,999,000
- 4 Beds
- 3.5 Baths
- 4,247 Sq Ft
37 White Way, Windham, NY 12496

Winter in Windham is fast approaching and with ski season just around the corner it's time to find the ski house of your dreams! 37 White Way is being offered for the first time and includes the added value of a second, adjoining lot. Located on Windham Mountain Club's east side, and just steps from the trails, this home overlooks the valley and town below, with far-reaching views that will only

Sharri Cunningham Bunce Realty

37 White Way, Windham, NY 12496
/14
$599,000
- Land
- 1.23 Acres
- $486,992 per Acre
137-1 South St, Windham, NY 12496

Attention Builders, Developers & Visionaries!Prime 1.23-acre parcel along Windham's sought-after South Street corridor — a high-traffic, high-growth area in the heart of town. Surrounded by established businesses, the local Little League field, new townhouse developments, and close proximity to Windham Mountain Club entrance and Main Street. Offering 138 feet of road frontage and mostly

Lisa Jaeger Coldwell Banker Village GreenW

137-1 South St, Windham, NY 12496
/33
$449,999
- 2 Beds
- 3 Baths
- 2,026 Sq Ft
61 South St, Windham, NY 12496

Sold as is. $100,000 YES - $100,000 DISCOUNT FOR A CASH TRANSACTION ! THIS PROPERTY IS ON THE 5TH AVE OF WINDHAM! minutes to the ski slopes and across the street from the golf course and clubhouse! Mid-century modern ski house, needs considerable maintenance & modernization, but oh so worth it. This is a financial home run! Property is a useable acre that directly abuts golf course (across the

Eric Schatz Schatz Realty Group

61 South St, Windham, NY 12496
/47
$169,900
- Land
- 6.17 Acres
- $27,536 per Acre
TBD Boulder Brook Rd Unit Lot 8, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

TBD Boulder Brook Rd Unit Lot 8, Windham, NY 12496
/37
$179,900
- Land
- 5.61 Acres
- $32,068 per Acre
TBD Boulder Brook Rd Unit Lot 11, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

TBD Boulder Brook Rd Unit Lot 11, Windham, NY 12496

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