Homes in ZIP Code 12496

/22
Est $452,322

Not Listed For Sale

544 N Settlement Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
- Built 1987
544 N Settlement Rd, Windham, NY 12496

Last Sold Summary
- 42 Days On Market
Last Listing Agent Jason Dugo Dugo Realty

/109
$1,995,000
- 6 Beds
- 5.5 Baths
- 4,928 Sq Ft
19 Twin Maples, Windham, NY 12496

Location, lifestyle and opportunity converge at 19 Twin Maples, a 6-bedroom luxury mountain retreat just a short walk from Windham Mountain Club trail access. Offering more than 4,900 sq ft with 6 bedrooms and 5.5 baths, including two private en-suite bedrooms--one on the first floor and another on the second floor--this exceptional post-and-beam home combines timeless Catskills craftsmanship

Regina Tortorella Coldwell Banker Village GreenW

19 Twin Maples, Windham, NY 12496
/9
$170,000

Sold Aug 12, 2026

L45.11 Panarama Ln, Windham, NY 12496
- Land
- 2.1 Acres
- $80,952 per Acre
Last Sold Summary
- 6% Below List Price
- 74 Days On Market
Last Listing Agent Susan Miller WINDSTAR REALTY GROUP LLC

L45.11 Panarama Ln, Windham, NY 12496

/30
Est $379,498

Not Listed For Sale

274 Route 65 Unit 29, Windham, NY 12496
- 2 Beds
- 2 Baths
- 1,295 Sq Ft
- Built 1992
274 Route 65 Unit 29, Windham, NY 12496

Last Sold Summary
- 132 Days On Market
Last Listing Agent Kelly Sharifipour Darby Real Estate of New York Inc

/86
$1,699,000

Pending
- 5 Beds
- 5.5 Baths
- 4,848 Sq Ft
27 Anchor Camp Rd, Windham, NY 12496

Luxury Windham Log Cabin Retreat Near Windham Mountain Club | Air Conditioned, Ski Slope Views, Stream, Hot Tub & STR Potential! The Catskills dream that buyers have spent years searching for finally exists--and it's less than 5 minutes from Windham Mountain Club. Privately tucked away on nearly 6 acres in one of Windham's most desirable newer luxury home enclaves, this spectacular

Regina Tortorella Coldwell Banker Village GreenW

27 Anchor Camp Rd, Windham, NY 12496
/36
$310,000

Sold Feb 11, 2026

73 Windham Ridge Rd Unit 16-H, Windham, NY 12496
- 2 Beds
- 2.5 Baths
- 1,058 Sq Ft
- Built 1986
Last Sold Summary
- 9% Below List Price
- $293/SF
- 161 Days On Market
Current Estimated Value $317,219

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

73 Windham Ridge Rd Unit 16-H, Windham, NY 12496

/9
Est $1,052,274

Not Listed For Sale

248 Club Rd, Windham, NY 12496
- 1 Bed
- Built 2025
248 Club Rd, Windham, NY 12496

Last Sold Summary
- 92 Days On Market
Last Listing Agent Regina Tortorella Past Member

/64
$1,899,000
- 5 Beds
- 3.5 Baths
- 4,044 Sq Ft
22 The Loop, Windham, NY 12496

A short 1-2 minute walk to the trail access (870 ft)!! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you

Regina Tortorella Coldwell Banker Village GreenW

22 The Loop, Windham, NY 12496
/42
$300,000

Sold Dec 04, 2025

333 Begley Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
- Built 1998
Last Sold Summary
- 9% Below List Price
- $191/SF
- 26 Days On Market
Last Listing Agent Sharon Knudsen Coldwell Banker Village GreenW

333 Begley Rd, Windham, NY 12496

/7
Not Listed For Sale

TBD Mill St, Windham, NY 12496
TBD Mill St, Windham, NY 12496

Last Sold Summary
- 135 Days On Market
Last Listing Agent Louis Naccarato Corcoran Country Living

/27
$5,999,000

$3M PRICE INCREASE
- Land
- 307 Acres
- $19,541 per Acre
174 High Peak Rd, Windham, NY 12496

Look at this stunning 307 acre parcel in the Town of Windham sometimes referred to as 'Southampton North'. This property has extensive road frontage, mountain views with minimal clearing from anywhere on the parcel. The minimum lot size is 5 acres. This is the perfect land for development. The seller participates in the conservation (thinning of the forest every 20 years) program which provides

Siobhan Scanlan Win Morrison Realty-K

174 High Peak Rd, Windham, NY 12496
/68
$820,000

Sold Jul 16, 2026

39 Brook Hollow Ln, Windham, NY 12496
- 3 Beds
- 2 Baths
- 2,049 Sq Ft
- Built 1989
Last Sold Summary
- 7% Above List Price
- $400/SF
- 29 Days On Market
Current Estimated Value $844,331

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

39 Brook Hollow Ln, Windham, NY 12496

/11
Not Listed For Sale

0 N Ridge Extension Lot 25 Unit 145406, Windham, NY 12496
0 N Ridge Extension Lot 25 Unit 145406, Windham, NY 12496

Last Sold Summary
- 263 Days On Market
Last Listing Agent Anne Jakubowski Bunce Realty

/13
$325,000
- Land
- 1.2 Acres
- $270,833 per Acre
0 Panarama Ln, Windham, NY 12496

Destination Windham! This 1.2 acre parcel is the perfect location to build your primary residence, ski home,weekend getaway, or log cabin. Stunning views of both the town and the mountain!Enjoy the traffic-free,peaceful setting off the mountain. Minutes to the slopes. Walking distance to the golf course and country club.Minutes to Main Street to enjoy the shops and restaurants. The lot has been

Leonard Bellovia Windstar Realty Group, LLC

0 Panarama Ln, Windham, NY 12496
/19
$485,000

Sold Dec 18, 2025

804 Mitchell Hollow Rd, Windham, NY 12496
- 7 Beds
- 2.5 Baths
- 3,114 Sq Ft
- Built 1852
Last Sold Summary
- 91% Below List Price
- $156/SF
- 55 Days On Market
Current Estimated Value $518,001

Last Listing Agent Chris Tripsas Reliant Property Services

804 Mitchell Hollow Rd, Windham, NY 12496

/24
Not Listed For Sale

0 Route 23 Unit 145059, Ashland, NY 12407
0 Route 23 Unit 145059, Ashland, NY 12407

Last Sold Summary
- 430 Days On Market
Last Listing Agent Lisa Gambella Windstar Realty Group, LLC

/19
$149,000

$76K PRICE DROP
- Land
- 12.21 Acres
- $12,203 per Acre
0 Route 10 Unit 20255467, Ashland, NY 12407

12+ Acres with Historic Barn, Stream, and Mountain Views -- Windham AreaDreaming 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

Regina Tortorella Coldwell Banker Village GreenW

0 Route 10 Unit 20255467, Ashland, NY 12407
/103
$3,100,000

Sold May 05, 2026

219 Club Rd, Windham, NY 12496
- 6 Beds
- 5 Baths
- 5,021 Sq Ft
- Built 2023
Last Sold Summary
- 17% Below List Price
- $617/SF
- 254 Days On Market
Current Estimated Value $3,148,624

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

219 Club Rd, Windham, NY 12496

/5
Est $1,295,173

Not Listed For Sale

127 Brainard Ridge Rd, Windham, NY 12496
- 4 Beds
- 3 Baths
- 2,200 Sq Ft
- Built 2020
127 Brainard Ridge Rd, Windham, NY 12496

Last Sold Summary
- 97 Days On Market
Last Listing Agent Debra Bunce Past Member

/12
$499,000
- 2 Beds
- 1 Bath
- 1,122 Sq Ft
183 N South St N, Windham, NY 12496

Exceptional Opportunity in a Prime Windham Location! property is sub- dividable. Owner is motivated bring offers!!!Transform this property into a true showpiece — take this Chevy and turn it into a Rolls Royce!Situated directly across from the Windham Country Club, enjoy unobstructed views of the golf course. This property also offers potential for subdivision, adding long-term

John Pumilia Shaw Country Realty, Inc.

183 N South St N, Windham, NY 12496
/18
$3,000,000

Sold Aug 07, 2026

209 Club Rd, Windham, NY 12496
- 6 Beds
- 5 Baths
- 5,000 Sq Ft
- Built 2016
Last Sold Summary
- 17% Below List Price
- $600/SF
- 195 Days On Market
Current Estimated Value $3,084,730

Last Listing Agent Patricia Charbonneau Brainard Ridge Management

209 Club Rd, Windham, NY 12496

/46
Est $344,119

Not Listed For Sale

66 Loo Bridge Ln Unit 12G, Windham, NY 12496
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
- Built 1987
66 Loo Bridge Ln Unit 12G, Windham, NY 12496

Last Sold Summary
- 173 Days On Market
Last Listing Agent Sharri Cunningham Bunce Realty

/33
$335,000
- 2 Beds
- 2.5 Baths
- 1,295 Sq Ft
274 County Route 65 Unit 68, Windham, NY 12496

Step into this LIGHT FILLED CORNER UNIT, well maintained, upgraded unit and fall in love. Beautiful light enters this End Unit. Sliding doors to a patio looking out onto nature. There is an outside ski storage closet. Enter into the welcoming mud room. There is a half bath/laundry room, a lovely galley kitchen with granite counters, propane cook stove a lovely large window, all appliances are

Mary Donovan Gallagher & Company

274 County Route 65 Unit 68, Windham, NY 12496
/14
$1,525,000

Sold Feb 12, 2026

10 Enclave Dr N Unit 106, Windham, NY 12496
- 3 Beds
- 3 Baths
- 1,655 Sq Ft
- Built 2005
Last Sold Summary
- 8% Below List Price
- $921/SF
- 203 Days On Market
Last Listing Agent Irene Pinto Brainard Ridge Management

10 Enclave Dr N Unit 106, Windham, NY 12496

/72
Est $970,380

Not Listed For Sale

39 Trail View Ln, Windham, NY 12496
- 3 Beds
- 3 Baths
- 3,914 Sq Ft
- Built 2022
39 Trail View Ln, Windham, NY 12496

Last Sold Summary
- 508 Days On Market
Last Listing Agent Regina Tortorella Past Member

/10
$325,000
- Land
- 11.21 Acres
- $28,992 per Acre
00000 Mill St, Windham, NY 12496

Set on 11.3 acres in Windham, NY, this undeveloped parcel offers a rare opportunity to create a private Catskills retreat with some of the early groundwork already in place. With a septic design and permit secured, the property is ready for the next phase--bringing your vision to life.The land features mountain views, with plenty of acreage to create a home that feels tucked into nature

Catherine Quintard Compass Greater NY, LLC

00000 Mill St, Windham, NY 12496
/57
$445,000

Sold Jul 23, 2026

215 Siam Rd, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 1,903 Sq Ft
- Built 1998
Last Sold Summary
- 14% Below List Price
- $234/SF
- 169 Days On Market
Current Estimated Value $546,369

Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

215 Siam Rd, Windham, NY 12496

/38
Not Listed For Sale

2810 Route 10, Ashland, NY 12407
- 6 Beds
- 4 Baths
- Built 1969
2810 Route 10, Ashland, NY 12407

Last Sold Summary
- 60 Days On Market
Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

/35
$650,000
- 3 Beds
- 3 Baths
- 1,650 Sq Ft
9 Pine Kill Ln, Windham, NY 12496

Be sure to stop by my Open House 9/19 from 11-1. Hope to see you there!Your Ultimate Catskills Escape! Set on 2.4 private, beautifully landscaped acres, this 3-bedroom, 3-bath meticulously maintained home offers year-round mountain living just minutes from Windham Mountain Resort. Step into a bright, open floor plan anchored by a modern kitchen and a dining area that flows seamlessly to

Judy Gregory Gilcrest Properties

9 Pine Kill Ln, Windham, NY 12496
/42
$999,000

Sold Aug 07, 2026

216 New York 296, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 2,342 Sq Ft
- Built 1940
Last Sold Summary
- 4% Below List Price
- $427/SF
- 37 Days On Market
Last Listing Agent Alexandra Demetrakis Upstate Down

216 New York 296, Windham, NY 12496

/25
Not Listed For Sale

5344 Main St, Windham, NY 12496
- 3 Beds
- 3 Baths
- 6,400 Sq Ft
- Built 1975
5344 Main St, Windham, NY 12496

Last Sold Summary
Last Listing Agent Phil Uhrik Win Morrison Realty - W

/47
$6,500,000
- 16 Beds
- 19 Baths
- 10,000 Sq Ft
226 State Route 296, Windham, NY 12496

Windham, NY Investment Offering: Haus Windham is where the mountain meets the moment.Welcome to our 17+ Acre luxury all-season resort nestled in the heart of the Catskill Mountain Range.There's a new blueprint for what a mountain escape can be — regenerative, revenue-generating, and designed for a generation that demands both intention and edge. Haus Windham is that blueprint,

Wendy Maitland Atelier WM LLC

226 State Route 296, Windham, NY 12496
/74
$1,535,000

Sold Nov 19, 2025

869 County Route 10 Rd, Windham, NY 12496
- 5 Beds
- 4.5 Baths
- 3,812 Sq Ft
- Built 2023
Last Sold Summary
- 1% Below List Price
- $403/SF
- 40 Days On Market
Current Estimated Value $1,583,819

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

869 County Route 10 Rd, Windham, NY 12496

/2
Est $1,798,306

Not Listed For Sale

502 County Route 10, Windham, NY 12496
- 4 Beds
- 4.5 Baths
- 4,300 Sq Ft
- Built 2023
502 County Route 10, Windham, NY 12496

Last Sold Summary
- 108 Days On Market
Last Listing Agent Angela Lanuto Coldwell Banker Village Green

/5
$154,000
- Land
- 17.15 Acres
- $8,980 per Acre
0 High Peak Road Lot 61 & 20, Windham, NY 12496

Nestled in the heart of the Catskills, this 17-acre parcel of unimproved land on High Peak Road offers a rare opportunity to own a significant piece of Greene County's most sought-after landscape. Surrounded by the natural splendor that has made Windham a beloved four-season destination, this blank canvas invites you to bring your vision -- whether a private retreat, a custom dream home, or a

Sheila Word Coldwell Banker Village GreenW

0 High Peak Road Lot 61 & 20, Windham, NY 12496
/17
$79,900

Sold Jan 14, 2026

L32 Eds Rd, Ashland, NY 12496
- Land
- 5.01 Acres
- $15,948 per Acre
Last Sold Summary
- 70 Days On Market
Last Listing Agent John O'Neill-Knasick eXp Realty

L32 Eds Rd, Ashland, NY 12496

/10
Not Listed For Sale

0 Mount Pisgah Rd, Windham, NY 12496
- 3 Beds
- Built 2008
0 Mount Pisgah Rd, Windham, NY 12496

Last Sold Summary
- 70 Days On Market
Last Listing Agent Gregory Kardos Kardos & Co Real Estate, LLC

/37
$299,000

$126K PRICE DROP Pending
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
751 Mitchell Hollow Rd, Windham, NY 12496

Charming 3-bedroom, 2-bath ranch set on over an acre of picturesque property in Windham. Offering the ease of single-level living and sold completely furnished, this move-in-ready home is the perfect mountain retreat, full-time residence, or weekend getaway. The home is in a highly desirable area close to local restaurants, parks, hiking trails and the Windham Mountain Resort. Inside, enjoy

Kathy Marino Bunce Realty

751 Mitchell Hollow Rd, Windham, NY 12496
/72
$1,311,000

Sold Dec 30, 2025

61 Cambridge Heights Rd, Windham, NY 12496
- 5 Beds
- 3.5 Baths
- 4,214 Sq Ft
- Built 1970
Last Sold Summary
- 9% Above List Price
- $311/SF
- 30 Days On Market
Current Estimated Value $1,111,837

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

61 Cambridge Heights Rd, Windham, NY 12496

/65
Not Listed For Sale

128 Mount Pisgah Rd, Windham, NY 12496
- 5 Beds
- 5 Baths
- 4,233 Sq Ft
- Built 2007
128 Mount Pisgah Rd, Windham, NY 12496

Last Sold Summary
- 89 Days On Market
Last Listing Agent Kathy Marino Bunce Realty

Showing Results 161 - 200, Page 5 of 18

New York Greene County Windham

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Homes in ZIP Code 12496

Real Estate & Homes