Sold
Last Sold Price
5 beds3,749 sqft

5 Boulder Brook Rd, Windham, NY 12496

Single FamilyProperty Type
3.2 acresLot Size
1988Year Built
$141/sq ftPrice per sq ft

Description

Owner relocation forces this wonderful contemporary home back on the market. Strategically placed behind the poplars, this fabulous home definitely has the WOW factor! It offers an abundance of light, with its myriad of windows, entertaining space galore, and the magnificence of 3 beautiful ponds located right on the property. No shortage of fun here! Take in the amazing views of the mountains, ponds and streams, while entertaining your guests in this fantastic space. A 4 seasons paradise. Take a...Owner relocation forces this wonderful contemporary home back on the market. Strategically placed behind the poplars, this fabulous home definitely has the WOW factor! It offers an abundance of light, with its myriad of windows, entertaining space galore, and the magnificence of 3 beautiful ponds located right on the property. No shortage of fun here! Take in the amazing views of the mountains, ponds and streams, while entertaining your guests in this fantastic space. A 4 seasons paradise. Take a dip in the pond, relax in the hot tub after skiing, or count the stars from the tower room on a beautiful summer night. Solar panels and 3 wood stoves make this home cost and energy efficient, another plus. New roof and boiler installed in 2017. Move right in, sold furnished.
  • Listed by: Lisa Gambella 845.338.5299 lgambella@windstarrealty.com • Past Member
Listing closed: 12/18/2018 12:00 AM • Source: HVCR MLS, MLS#: 119862
See It First™ on Compass

Find homes before they're listed on other real estate sites.

Start your search

Recent comparable sales

Median sold price

$725,000

Avg days on market

96

Sale-to-list ratio

90.2%

Windham, NY

9 comparable properties found

a front view of a house with a garden and trees
1/68
1

$725,000

Sold 09/09/25

5
Bedrooms
3,862
Square Feet
2.2
Acres
a front view of a house with a yard and potted plants
1/57
2

$1,237,500

Sold 10/24/24

5
Bedrooms
3,887
Square Feet
2.91
Acres
$1,311,000 | 61 Cambridge Heights Road, Windham, NY 12496
1/73
3

$1,311,000

Sold 12/30/25

5
Bedrooms
4,214
Square Feet
1.99
Acres
a front view of a house with a yard
1/97
4

$1,571,126

Sold 05/12/26

5
Bedrooms
4,312
Square Feet
1.8
Acres
$1,535,000 | 869 County Route 10, Windham, NY 12496
1/75
5

$1,535,000

Sold 11/19/25

5
Bedrooms
3,812
Square Feet
8.6
Acres
$650,000 | 24 Sebago Wood Trail, Windham, ME 04062
1/29
6

$650,000

Sold 11/26/24

5
Bedrooms
3,278
Square Feet
1.67
Acres
$400,000 | 150 Range Road, Windham, NH 03087
1/6
7

$400,000

Sold 03/14/25

5
Bedrooms
3,866
Square Feet
2.26
Acres
a view of house with outdoor space and swimming pool
1/83
8

$522,500

Sold 07/03/25

6
Bedrooms
4,014
Square Feet
1
Acres
a front view of a house with a garden
1/42
9

$340,000

Sold 04/03/26

5
Bedrooms
2,472
Square Feet
1
Acres

Location

Listing Courtesy of Past Member

Sold By Four Seasons Sotheby's Int.

Add your commute
Payment Calculator

$3,528 per month

30 year fixed, 7.03% Interest

Principal and Interest

$2,824

Property Taxes

$704

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.
Know your buying power with a preapproval and custom rate in minutes
Rocket Mortgage1

Property Information for 5 Boulder Brook Road

Property Details

  • MLS Type: Residential / Single Family Residence
  • Waterfront YN: Yes
  • Waterfront YN: Yes
  • Basement YN: Yes

Building Information

  • Stories: 2
  • Year Built: 1988
  • Lot Size: 3.20 AC / 139,392 SF

Summary

Location and General Information
  • Directions: Route 23 to Mitchell Hollow Road (County Rt 21)- Turn right onto Boulder Brook Road. First house on left.
  • MLS Area Major: Windham
  • County: Greene
  • MLS Area Major: Windham
  • Sign On Property YN: No
  • Entry Level: 0
  • Mountain(s): Yes
  • Pond: Yes
  • Rural: Yes
Taxes and HOA
  • Association YN: No
  • Association Fee: $.00
  • Parcel Number: 61.00-5-19
  • Tax Annual Amount: $.00
  • Association YN: No
  • Association Fee: $.00
Parking
  • Attached Garage YN: Yes
  • Garage YN: Yes
  • Garage YN: Yes
  • Attached Garage YN: Yes

Property

Lot Information
  • Lot Size Acres: 3.2
  • Property Attached YN: No
  • Living Area: 3749.0
  • Lot Size Area: 3.2
  • Lot Size Units: Acres
  • Lot Size Square Feet: 139392.0
  • Lot Size Acres: 3.2
  • Contemporary: Yes
  • Cedar: Yes
  • Frame: Yes
Property and Assessments
  • Owner Name: Miller
  • Total Floor Plans Count: 0
  • Property Type: Residential,Single Family Residence
  • Year Built: 1988
  • Property Sub Type: Single Family Residence
  • Property Attached YN: No
  • Close Of Escrow: Yes
  • Lead Paint Disclosure: Yes
Taxes and HOA
  • Tax Assessed Value: 578900.0
Utilities
  • Electric: Yes
  • Photovoltaics: Yes
  • Septic Tank: Yes
  • Well: Yes

Interior and Exterior Features

Exterior Features
  • Stories: 2
  • Porch: Yes
  • Shingle: Yes
  • Security System: Yes
Interior Features
  • Basement YN: Yes
  • Fireplaces Total: 0
  • Fireplace YN: No
  • Room Total: 17
  • Entry Level: 0
  • Bathrooms Total (Integer): 4
  • Bathrooms Total (Decimal): 3.5
  • Bathrooms Total (Notational): 3.1
  • Heating: Yes
  • Bedrooms Total: 5
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Rooms Total: 17.0
  • Bathrooms Half: 1.0
  • Dishwasher: Yes
  • Dryer: Yes
  • Range: Yes
  • Refrigerator: Yes
  • Washer: Yes
  • Water Heater: Yes
  • Crawl Space: Yes
  • Living Room: Yes
  • Carpet: Yes
  • Slab: Yes
  • Baseboard: Yes
  • Radiant: Yes
  • Solar: Yes
  • Two: Yes
  • Casement Window(s): Yes

Room Information

Room Information
  • Bathroom: Yes
  • Bathroom Level: First
  • Den Level: Second
  • Dining Room Level: Second
  • Great Room Level: Second
  • Living Room Level: Second
  • Other Room: Yes
  • Other Room Level: First

Mobile Home

Mobile Home Information
  • Sign On Property YN: No

Property History for 5 Boulder Brook Road

DateEvent & SourcePriceAppreciation
Dec 18, 2018

Sold (Public Record)

Public Record #637126552

$529,000

+5.9% / yr

Jun 16, 2017

Sold (Public Record)

Public Record #604870034

$485,000—
DateEvent & SourcePrice
12/18/2018

Sold (Public Record)

Public Record #637126552

$529,000

+5.9% / yr

06/16/2017

Sold (Public Record)

Public Record #604870034

$485,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public records

5 Boulder Brook Road

Beds

4

Baths

3

Total Finished SqFt

3,749 SqFt

Above Grade Finished SqFt

3,749 SqFt

Stories

2

Lot Size

139,392 SqFt

Schools near 5 Boulder Brook Road

This home is within Windham-Ashland-Jewett Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 12
Rating
School
Distance
Windham Ashland Central School
PublicPK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 12496

$640,000 | 28 McGovern Road, Windham, NY 12496
1/56

Listing Courtesy of Coldwell Banker Village GreenW

Virtual Tour

$640,000

4
Bedrooms
2,340
Square Feet
1
Acres
$1,365,000 | 6 Watch Hill Lane, Windham, NY 12496
1/43

Listing Courtesy of Brainard Ridge Management

$1,365,000

4
Bedrooms
3,115
Square Feet
0.3
Acres
$1,999,999 | 90 Club Road, Windham, NY 12496
1/64

Listing Courtesy of Coldwell Banker Village GreenW

Virtual Tour

$1,999,999

5
Bedrooms
3,600
Square Feet
0.7
Acres
$285,000 | 135 Windham Ridge Road, Unit 21B, Windham, NY 12496
1/26

Listing Courtesy of Windstar Realty Group, LLC

Virtual Tour

$285,000

2
Bedrooms
965
Square Feet
0.03
Acres
a front view of a house with a yard
1/48

Listing Courtesy of Coldwell Banker Village GreenW

$850,000

6
Bedrooms
2,772
Square Feet
6.2
Acres
$499,000 | 50 Mt Greenery Road, Windham, NY 12496
1/29

Listing Courtesy of Keller Williams Realty HV Nort

Accepted Offer Cts

$499,000

3
Bedrooms
1,572
Square Feet
5
Acres
a front view of house with yard and green space
1/70

Listing Courtesy of Win Morrison Realty - W

$3,995,000

13
Bedrooms
10,900
Square Feet
2.5
Acres
a view of a house with a yard and plants
1/42

Listing Courtesy of Brainard Ridge Management

$696,000

3
Bedrooms
1,702
Square Feet
0.21
Acres
$4,400,000 | 125 Copper Rdg Trail, Windham, NY 12496
1/49

Listing Courtesy of Keller Williams Village Sq Rlt

$4,400,000

9
Bedrooms
10,611
Square Feet
5.52
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 5 Boulder Brook Road, Windham, NY 12496
$529,000
5
3,749
139,392
$521,000
4
1,840
156,816
–
4
2
3,022
270,072
$40,000
–
–
–
82,764
$420,000
2
2
2,156
237,838
$570,000
4
2,573
222,156

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Past Member

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: 06/03/2026 11:15 PM