Stephanie Rush
RE/MAX Legends
(959) 500-5485
233 Total Sales
2 in Windham
$80K - $240K Price Range
Discover the perfect blend of owner-occupant comfort and income-generating potential at 21 Lewiston Ave. This versatile property is an ideal house hack opportunity, offering Unit 1 in true move-in condition-perfect for an end user looking to offset their living expenses or an investor seeking to maximize cash flow from day one. Unit 1 has been thoughtfully maintained and is essentially turnkey, allowing for immediate occupancy without the need for renovations or updates. Whether you choose to live in the unit yourself or place a tenant at market rent, the flexibility here is unmatched. The layout is functional and inviting, appealing to a wide range of tenants and ensuring strong, consistent demand. This property presents a rare chance to create a "cash cow" scenario: live affordably while rental income from additional units helps cover your mortgage-or fully lease the building and enjoy steady passive income. With minimal upfront work required, you can focus on optimizing rents and building equity from the start. Additional highlights include solid mechanicals, a well-kept interior, and the kind of low-maintenance condition that both homeowners and tenants appreciate. Opportunities like this-where a property is both livable and income-producing without heavy lifting-don't come around often.
Last Agent to Sell the Property
RE/MAX RISE Brokerage Phone: (914) 207-5729 License #RES.0818227 Listed on: 04/10/2026
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Stephanie Rush
RE/MAX Legends
(959) 500-5485
233 Total Sales
2 in Windham
$80K - $240K Price Range
Jason Pollard
Compass Connecticut, LLC
(959) 500-6498
123 Total Sales
1 in Windham
$382,500 Price
Melissa DiPiazza
RE/MAX One
(914) 483-3631
206 Total Sales
2 in Windham
$270K - $499K Price Range
Amber Jones
KW Legacy Partners
(860) 718-4957
64 Total Sales
13 in Windham
$150K - $550K Price Range
Shawna Rohan
eXp Realty
(860) 846-3760
166 Total Sales
3 in Windham
$235K - $300K Price Range
Ariel Edery
mygoodagent
(203) 945-1348
188 Total Sales
1 in Windham
$485,000 Price
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $395,000 | -- | |
| Warranty Deed | $250,120 | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $180,000 | Unknown | |
| Previous Owner | $100,000 | Unknown | |
| Previous Owner | $100,000 | Future Advance Clause Open End Mortgage | |
| Previous Owner | $690,000 | New Conventional | |
| Previous Owner | $111,000 | No Value Available |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 05/28/2026 05/28/26 | Sold | $385,000 | -1.3% | $121 / Sq Ft |
| 04/21/2026 04/21/26 | Pending | -- | -- | -- |
| 04/10/2026 04/10/26 | For Sale | $389,999 | -- | $122 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $5,795 | $156,540 | $30,670 | $125,870 |
| 2024 | $5,801 | $156,540 | $30,670 | $125,870 |
| 2023 | $4,238 | $89,400 | $26,670 | $62,730 |
| 2022 | $4,175 | $89,400 | $26,670 | $62,730 |
| 2021 | $4,478 | $89,400 | $26,670 | $62,730 |
| 2020 | $4,468 | $89,400 | $26,670 | $62,730 |
| 2019 | $4,396 | $89,400 | $26,670 | $62,730 |
| 2017 | $3,869 | $81,260 | $21,420 | $59,840 |
| 2015 | $2,791 | $81,260 | $21,420 | $59,840 |
| 2014 | $3,529 | $81,260 | $21,420 | $59,840 |
Seller's Agent in 2026
Gary Crawford
RE/MAX
(914) 207-5729
54 Total Sales
Buyer's Agent in 2026
Kerri Frenette
Taber Realty, LLC
(860) 230-6441
6 Total Sales
Source: SmartMLS
MLS Number: 24166161
APN: WIND-001403-000068-000014
Ask me questions while you tour the home.