# 65 High Street, Windham, ME 04062

> **TL;DR:** 3bd/2ba single family, $459,000 ($304/sqft), built 1900, 1,508 sqft. Est. $2,455/mo.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $459,000 |
| Price/sqft | $304 |
| Bedrooms | 3 |
| Bathrooms | 2 full |
| Square Feet | 1,508 |
| Year Built | 1900 |
| Lot Size | 30,056 sqft (0.69 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 0 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $2,321 |
| Estimated Insurance | $134 |
| **Total** | **$2,455** |

## Property Highlights

- Built in 1900
- 0.69 acre lot

## Description

### Agent Description
Tucked in South Windham, an area experiencing exciting momentum as part of the town's ongoing Little Falls/South Windham Villages revitalization plan, this classic 1900 New Englander has been freshly painted from top to bottom and is ready to welcome its next chapter. Wood floors carry you through a sun-filled first floor, where the kitchen, dining room, and living room flow together with ease -- the living room anchored by a cozy wood stove for those crisp Maine evenings. Upstairs, three bedrooms -- including a comfortable primary suite -- share a second full bath, while first-floor laundry keeps everyday living simple. With 2 full baths total and thoughtful updates throughout, this home is in truly move-in ready condition. Step outside and the possibilities open up. A level, beautifully landscaped 0.69-acre lot offers a patio and firepit made for gathering, plus a detached 2-car garage for storage and hobbies alike. And for buyers thinking ahead, the property's high-density VC zoning may allow for future expansion, subject to town approval -- a rare bonus as the surrounding village center continues to grow and attract new investment. Rounding out the package: double-pane windows, a storm door, central vacuum, public water and sewer, and an air radon mitigation system already installed -- the practical details taken care of, so you can focus on making it home. Located between Westbrook and the lakes region, and just steps from a village on the rise, 65 High Street offers the character of a century-old home with real upside for the future.

## Location

- **Address:** 65 High Street, Windham, ME 04062
- **County:** Cumberland
- **Coordinates:** 43.735436, -70.421025
- **Google Maps:** https://www.google.com/maps?q=43.735436,-70.421025

## Listing Agent

- **Name:** Timothy Flaherty
- **Brokerage:** The Flaherty GRoup
- **Phone:** 2076713682
- **Broker Phone:** (207) 400-3115
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/65-High-St_Windham_ME_04062_M32352-07348?f=listhub&s=MREISME&m=1675310&c=propsimple)

## Photos

![65 High Street - Photo 1](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f973401553r.jpg)

![65 High Street - Photo 2](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f502536785r.jpg)

![65 High Street - Photo 3](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f2058068301r.jpg)

![65 High Street - Photo 4](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f409657155r.jpg)

![65 High Street - Photo 5](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f627112718r.jpg)

![65 High Street - Photo 6](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f2995398548r.jpg)

![65 High Street - Photo 7](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f1182060183r.jpg)

![65 High Street - Photo 8](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f3560770825r.jpg)

![65 High Street - Photo 9](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f3486645643r.jpg)

![65 High Street - Photo 10](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f1859134561r.jpg)

![65 High Street - Photo 11](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f533639087r.jpg)

![65 High Street - Photo 12](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f1543419773r.jpg)

![65 High Street - Photo 13](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f3902145700r.jpg)

![65 High Street - Photo 14](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f1772671966r.jpg)

![65 High Street - Photo 15](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f2656230237r.jpg)

![65 High Street - Photo 16](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f395725560r.jpg)

![65 High Street - Photo 17](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f3967012858r.jpg)

![65 High Street - Photo 18](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f2857616730r.jpg)

![65 High Street - Photo 19](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f3117575140r.jpg)

![65 High Street - Photo 20](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f3446454792r.jpg)

![65 High Street - Photo 21](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f260206162r.jpg)

![65 High Street - Photo 22](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f4014756419r.jpg)

![65 High Street - Photo 23](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f3723387440r.jpg)

![65 High Street - Photo 24](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f1498714975r.jpg)

![65 High Street - Photo 25](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f2020284529r.jpg)

![65 High Street - Photo 26](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f120692868r.jpg)

![65 High Street - Photo 27](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f3678680810r.jpg)

![65 High Street - Photo 28](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f2910772377r.jpg)

![65 High Street - Photo 29](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f3893169838r.jpg)

![65 High Street - Photo 30](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f2491116618r.jpg)

![65 High Street - Photo 31](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f2006383307r.jpg)

![65 High Street - Photo 32](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f475689225r.jpg)

![65 High Street - Photo 33](http://lh.rdcpix.com/87e740bda0b3b24eb5f3138ae3b7ebc5l-f1792233834r.jpg)

---

**MLS#:** 1675310 | **Updated:** 2026-09-18
**Source:** listhub

*Copyright © 2026 Maine Listings. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/65-high-street-windham-me-04062-1675310)

---

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