Sold
Last Sold Price
1 bed1.5 baths1,637 sqft
296 Indian Hollow Rd, Windham, CT 06280
OtherProperty Type
2.6 acresLot Size
1910Year Built
$16/sq ftPrice per sq ft
Listing closed: 03/23/2026 08:00 AM

Recent comparable sales

Median sold price

$185,900

Avg days on market

27

Sale-to-list ratio

99.2%

Windham, CT

9 comparable properties found

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1

$249,000

Sold 12/30/25

2
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1,380
Square Feet
0.26
Acres
$185,900 | 310 Scotland Road, Windham, CT 06280
2

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Sold 10/28/24

1
Bedrooms
555
Square Feet
0.96
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3

$55,000

Sold 10/29/25

2
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2
Bathrooms
1,697
Square Feet
2
Acres
$132,500 | 96 Lewiston Avenue, Windham, CT 06226
4

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Sold 01/29/26

Unavailable
Bedrooms
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Square Feet
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Sold 03/30/26

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Bathrooms
1,560
Square Feet
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Acres
$325,000 | 14 Oakwood Drive, Windham, CT 06280
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Sold 01/17/25

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Bathrooms
1,800
Square Feet
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Acres
$500,000 | 6 Autumn Ridge, Windham, CT 06280
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Sold 09/15/26

2
Bedrooms
2,428
Square Feet
2.46
Acres
$156,000 | 897 Windham Road, Windham, CT 06266
9

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Sold 07/01/25

2
Bedrooms
1,320
Square Feet
0.76
Acres

Location

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Payment Calculator

$561 per month

30 year fixed, 6.71% Interest

Principal and Interest

$134

Property Taxes

$427

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 296 Indian Hollow Road

Property Details
Building Information
  • Stories: 2
  • Year Built: 1910
  • Lot Size: 2.60 AC / 113,256 SF

Property History for 296 Indian Hollow Road

DateEvent & SourcePriceAppreciation
Mar 23, 2026

Closed (Public Record)

Public Record #1935513242

$26,000
DateEvent & SourcePrice
03/23/2026

Closed (Public Record)

Public Record #1935513242

$26,000

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

Public Records for 296 Indian Hollow Road

Taxable ValueLand$37,190Additions$134,400Total$171,590
Tax Record2025$5,122 ($427 / month)
Home Facts
Beds1Baths1.5Total Finished SqFt1,637 SqFtAbove Grade Finished SqFt1,637 SqFtUnfinished Basement SqFt748 SqFtStories2Lot Size113,256 SqFtStyleMiscellaneous ResidentialYear Built1910Year Renovated1910ZoningR1CountySOUTHEASTERN CONNECTICUTAPNWNDH M:08-11 B:254 L:14

Schools near 296 Indian Hollow Road

This home is within Windham School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 8
Rating
School
Distance
Windham Center School
PublicK to 5

Windham Middle School
Public6 to 8

Windham High School
Public9 to 12

Charles High Barrows Stem Academy
PublicK to 8

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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 296 Indian Hollow Road, Windham, CT 06280
$26,000
1
1.5
1,637
113,256
$184,900
4
1.5
1,960
56,628
$366,000
2,843,161
3
1.5
1,662
48,352
$1
4
1
1,206
67,954
3
1
1,440
61,855

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.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.