Welcome to this well-maintained Colonial nestled in Scarborough's Pleasant Hill neighborhood. Set on a beautifully landscaped lot with a spacious front yard, this home offers a comfortable blend of indoor and outdoor living spaces designed for everyday enjoyment and entertaining.
Inside, you'll find a thoughtful layout featuring a welcoming living room with a fireplace, a formal dining room, and an additional sitting room that provides flexibility for a variety of uses. The screened-in sun porch creates the perfect spot to enjoy warm-weather evenings, while the back deck overlooks the yard and offers additional space for gatherings, outdoor dining, or simply relaxing.
Upstairs, the primary bedroom includes an en suite bathroom, complemented by three additional bedrooms and a full bath. The partially finished basement adds valuable bonus space that can adapt to your needs, whether for hobbies, recreation, a home office, or storage. Additional features include a two-car garage and generator hookup for added convenience and peace of mind.
Ideally located near Pleasant Hill Preserve's miles of trails and natural surroundings, this home also offers easy access to local beaches, including Higgins Beach, just a short drive away. Enjoy the convenience of nearby shopping, dining, commuter routes, and all that Scarborough's coastal community has to offer while returning home to a peaceful neighborhood setting.
Closed
$765,000
5 Winding Way, Scarborough, ME 04074
4beds
2,804sqft
Single Family Residence
Built in 1989
0.57 Acres Lot
$765,100 Zestimate®
$273/sqft
$4,198 Estimated rent
Home value
$765,100
$727,000 - $803,000
$4,198/mo
Zestimate® history
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List your homeWhat's special
Two-car garageSpacious front yardBeautifully landscaped lotScreened-in sun porchAdditional sitting roomThree additional bedroomsFormal dining room
Zillow last checked:
Listing updated:
Listed by:
Keller Williams Realty scottandsunny@kw.com
Bought with:
Portside Real Estate Group
Source: Maine Listings,MLS#: 1667679
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Full Bath, Suite
- Level: Second
- Area: 238 Square Feet
- Dimensions: 14 x 17
Bedroom 2
- Level: Second
- Area: 169 Square Feet
- Dimensions: 13 x 13
Bedroom 3
- Level: Second
- Area: 156 Square Feet
- Dimensions: 12 x 13
Bedroom 4
- Level: Second
- Area: 150 Square Feet
- Dimensions: 10 x 15
Bonus room
- Level: Basement
Dining room
- Level: First
- Area: 182 Square Feet
- Dimensions: 13 x 14
Family room
- Features: Wood Burning Fireplace
- Level: First
- Area: 280 Square Feet
- Dimensions: 14 x 20
Kitchen
- Features: Eat-in Kitchen, Kitchen Island
- Level: First
- Area: 252 Square Feet
- Dimensions: 14 x 18
Living room
- Features: Heat Stove
- Level: First
- Area: 196 Square Feet
- Dimensions: 14 x 14
Heating
- Baseboard, Hot Water
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
Features
- Primary Bedroom w/Bath
- Flooring: Carpet, Tile, Wood
- Basement: Bulkhead,Interior Entry,Finished,Partial,Unfinished
- Number of fireplaces: 1
Interior area
- Total structure area: 2,804
- Total interior livable area: 2,804 sqft
- Finished area above ground: 2,272
- Finished area below ground: 532
Property
Parking
- Total spaces: 2
- Parking features: Paved, 1 - 4 Spaces
- Attached garage spaces: 2
Features
- Patio & porch: Deck, Screened
Lot
- Size: 0.57 Acres
- Features: Near Public Beach, Neighborhood, Cul-De-Sac, Level, Landscaped
Details
- Parcel number: SCARMU003L059
- Zoning: RF
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Frame, Clapboard
- Roof: Shingle
Condition
- Year built: 1989
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Quasi-Public
- Water: Public
Community & HOA
Community
- Security: Air Radon Mitigation System
HOA
- Has HOA: Yes
- HOA fee: $425 annually
Location
- Region: Scarborough
Financial & listing details
- Price per square foot: $273/sqft
- Tax assessed value: $466,900
- Annual tax amount: $8,386
- Date on market: 6/17/2026
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 7/29/2026 | Sold | $765,000+2.1%$273/sqft |
Source:  Maine Listings #1667679 Report a problem | ||
| 7/6/2026 | Pending sale | $749,000$267/sqft |
Source: Maine Listings #1667679 Report a problem | ||
| 6/25/2026 | Contingent | $749,000$267/sqft |
Source: Maine Listings #1667679 Report a problem | ||
| 6/17/2026 | Listed for sale | $749,000$267/sqft |
Source: Maine Listings #1667679 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $7,456 | $466,900 |
| 2023 | $7,456 +3.8% | $466,900 |
| 2022 | $7,186 +3.6% | $466,900 |
| 2020 | $6,938 +5.7% | $466,900 |
| 2019 | $6,567 -0.9% | $466,900 +16.2% |
| 2017 | $6,626 +3.6% | $401,800 |
| 2016 | $6,397 +2.8% | $401,800 |
| 2015 | $6,224 +5.2% | $401,800 |
| 2014 | $5,916 -0.3% | $401,800 |
| 2013 | $5,935 +7% | $401,800 |
| 2012 | $5,545 | $401,800 +3.3% |
| 2006 | -- | $388,800 |
Find assessor info on the county website
Neighborhood: 04074
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Nearby schools
GreatSchools rating
- NAPleasant Hill SchoolGrades: K-2Distance: 0.7 mi
- 9/10Scarborough Middle SchoolGrades: 6-8Distance: 2.7 mi
- 9/10Scarborough High SchoolGrades: 9-12Distance: 2.2 mi
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- Maine
- Cumberland County
- Scarborough
- 04074
- 5 Winding Way
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