50 Overlook Road, Windham, ME 04062 - Photo 1

1/1

$365,000

Sold
Closed
Single Family
2 Beds
1 Full Bath
972 Sq. Ft.
0.34 Acres

1/1

Property Description

Tucked away on a quiet dead-end road, this charming two-bedroom cottage-style home offers the perfect blend of comfort, privacy, and year-round enjoyment. Thoughtfully and completely remodeled, the home features a warm, welcoming layout filled with natural light and cozy finishes throughout. Unwind in the four-season porch while taking in peaceful winter water views, or enjoy an easy stroll to nearby Highland Lake access-perfect for boating, kayaking, swimming, and summer days on the water. When winter arrives, Highland Lake transforms into a hub for ice fishing and seasonal fun, making this a true four-season retreat. Whether you're seeking a serene weekend getaway or a low-maintenance year-round residence, this home delivers. With close proximity to Portland, you'll love the balance of peaceful lakeside living without sacrificing convenience. A rare opportunity to own a move-in-ready lake-area cottage that checks every box.

Full Property Details

Full Property Details for 50 Overlook Rd

General

Sold For: $365,000
HOA FEE: $33/month
HOA FEE FREQ.: Annually
Taxes: $3,077 (2024)
Status: Closed
Type: Single Family
Source: MREIS
MLS ID: 1648639
Added to Site: 78 day(s) ago

Interior

Number of Rooms: 6
Interior Features: 1st Floor Bedroom, Bathtub, One-Floor Living
Flooring: Vinyl

Rooms

Bathrooms

Total Bathrooms: 1
Full Bathrooms: 1

Bedrooms

Total Bedrooms: 2

Other Rooms

Laundry: Laundry - 1st Floor, Main Level

Parking

Parking Features: 1 - 4 Spaces, Other, Off Street

Location

County: Cumberland
Subdivision: Overlook Road Association

Community

Association: Yes

Heating & Cooling

Cooling Type: None
Heating Type: Other, Baseboard

Utilities

Sewer: Septic Tank, Private Sewer
Water: Well, Private
Well: Yes

Structural Information

Architectural Style: Camp, Cottage, Ranch
Construction: Vinyl Siding, Wood Frame
Roof: Fiberglass, Shingle
Building Size: 972
Square Feet: 972
Sq. Ft. Source: Public Records
Living Area: 972 Sq. Ft.
Finished Total: 972 Sq. Ft.
Finished Above Grnd: 972 Sq. Ft.
Year Built: 1935

Lot Features

Lot Size (Acres): 0.34
Lot Size (Sq. Ft.): 14,810.4
Lot Size Source: Public Records
Zoning: FR
Lot Description: Open, Corner Lot, Level, Neighborhood, Subdivided

Water Features

Water Front: Yes

Financial Considerations

Association Fee: $400
Assoc Fee Freq.: Annually
Tax Amount: $3,077
Tax Year: 2024

Disclosures and Reports

Lot Number: 65

Listed by A Team Realty (207) 894-8484
Sold by A Team Realty (207) 894-8484

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Listing agent

— 50 Overlook Rd —

A Team Realty

207-894-8484

info@ateammaine.com

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Schools

Schools serving 50 Overlook Rd

School District:Regional School Unit 14

Name	Grades	Distance
Windham Primary School 404 Gray Road, Windham, ME 04062	K-3	2.3 mi
Manchester School 709 Roosevelt Trail, Windham, ME 04062	4-5	4.7 mi
Windham Middle School, Windham, ME 408 Gray Road, Windham, ME 04062	6-8	2.2 mi
Windham High School, Windham, ME 406 Gray Road, Windham, ME 04062	9-12	2.3 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 50 Overlook Rd

Date

Details

Price

Change

Source

2/06/2026

Sold

$365,000

1.67%

MLS

1/06/2026

Listed

$359,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Lot 21 Woodcock Rd, Gray, ME 04039 - Photo 1

Just Listed

$750,000

Lot 21 Woodcock Rd Gray, ME 04039

Single Family
Active
Updated 6 days ago

4
Beds
3
Total Baths
2,200
Sq. Ft.

Listed by Town & Shore Real Estate

65 Blueberry Ln, Gray, ME 04039 - Photo 1

Just Listed

$600,000

65 Blueberry Ln Gray, ME 04039

Single Family
Active
Updated 5 days ago

3
Beds
2
Total Baths
2,471
Sq. Ft.

Listed by Keller Williams Realty

36 Whittemore Cove Rd, Raymond, ME 04071 - Photo 1

Just Listed

$1,700,000

36 Whittemore Cove Rd Raymond, ME 04071

Single Family
Active
Updated 1 day ago

4
Beds
4
Total Baths
3,024
Sq. Ft.

Listed by Krainin Real Estate

16 Feldspar Ln, Cumberland, ME 04021 - Photo 1

Just Listed

$675,000

16 Feldspar Ln #26 Cumberland, ME 04021

Single Family
Active
Updated 3 days ago

3
Beds
3
Total Baths
2,027
Sq. Ft.

Listed by Portside Real Estate Group

138 Orchard Rd, Cumberland, ME 04021 - Photo 1

Price Reduced

-$20,000 (-2.8%)

$695,000

138 Orchard Rd Cumberland, ME 04021

Single Family
Active
Updated 18 hours ago

3
Beds
2
Total Baths
1,927
Sq. Ft.

Listed by Keller Williams Realty

Price Reduced

-$4,900 (-3.77%)

$125,000

12 Maple Dr Gorham, ME 04038

Mobile Home
Active
Updated 1 day ago

3
Beds
2
Total Baths
960
Sq. Ft.

Listed by American Real Estate

10 Cowbell Dr, Gorham, ME 04038 - Photo 1

Price Reduced

-$10,000 (-1.34%)

$739,000

10 Cowbell Dr Gorham, ME 04038

Single Family
Active
Updated 6 days ago

3
Beds
3
Total Baths
2,265
Sq. Ft.

Listed by Heart & Home Realty

18 Cole St, Westbrook, ME 04092 - Photo 1

Price Reduced

-$10,000 (-1.67%)

$589,000

18 Cole St Westbrook, ME 04092

Multi-Family
Active
Updated 2 days ago

3
Units
0.08
Acres

Listed by Keller Williams Realty

Sold

$400,000

37 Swan Rd Windham, ME 04062

Single Family
Closed

3
Beds
1
Total Bath
1,938
Sq. Ft.

Listed by Keller Williams Realty
Sold by Elevate Maine Realty

24 Critter Dr, Windham, ME 04062 - Photo 1

Sold

$375,000

24 Critter Dr Windham, ME 04062

Single Family
Closed

3
Beds
1
Total Bath
1,056
Sq. Ft.

Listed by A Team Realty
Sold by Real Broker

1 Orchard Rd, Windham, ME 04062 - Photo 1

Sold

$315,000

1 Orchard Rd Windham, ME 04062

Single Family
Closed

2
Beds
1
Total Bath
772
Sq. Ft.

Listed by The Maine Real Estate Experience
Sold by The Collective Real Estate Co

4 Patriot Dr, Windham, ME 04062 - Photo 1

Sold

$406,700

4 Patriot Dr Windham, ME 04062

Single Family
Closed

3
Beds
3
Total Baths
1,866
Sq. Ft.

Listed by Keller Williams Realty
Sold by Keller Williams Realty

50 Overlook Road, Windham, ME 04062 (MLS# 1648639) is a Single Family property that was sold at $365,000 on February 06, 2026. Want to learn more about 50 Overlook Road? Do you have questions about finding other Single Family real estate for sale in Windham? You can browse all Windham real estate or contact a Coldwell Banker agent to request more information.

50 Overlook Rd Windham, ME 04062