41 Winding Way

Closed 10/6/25
Closed 10/6/25
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Last Sold Price
$470,000
2 beds1,008 sqft$466/sqft
41 Winding Way, Portland, ME 04102

Description

Welcome to this beautiful ranch home in the sought-after Rosemont/Capisic Pond neighborhood. Offering 2-3 bedrooms on one level, this home combines modern updates with timeless charm. The kitchen features maple cabinetry, granite counters, stainless steel appliances, and a breakfast bar that flows seamlessly into the living spaces. A formal dining room doubles as a potential 3rd bedroom, while the living room with its cozy fireplace creates the perfect gathering spot. Two comfortable bedrooms and...Welcome to this beautiful ranch home in the sought-after Rosemont/Capisic Pond neighborhood. Offering 2-3 bedrooms on one level, this home combines modern updates with timeless charm. The kitchen features maple cabinetry, granite counters, stainless steel appliances, and a breakfast bar that flows seamlessly into the living spaces. A formal dining room doubles as a potential 3rd bedroom, while the living room with its cozy fireplace creates the perfect gathering spot. Two comfortable bedrooms and a stylishly updated bath complete the main floor. Hardwood and tile floors run throughout, and the full basement—already rough-plumbed for a future half bath—offers excellent expansion potential. The survey also shows the opportunity to add a one-car garage, increasing both convenience and value. From the kitchen, sliding glass doors open to a sunny deck overlooking the large, beautifully landscaped lot. The property abuts the Fore River estuary, offering incredible bird watching and even a spot to launch a canoe or kayak. This location is truly special—walk or bike to Rosemont Market, enjoy ice skating at Capisic Pond, explore Jewell Falls, or access the extensive Portland Trails system right from your neighborhood. A perfect blend of comfort, convenience, and outdoor lifestyle awaits!
LISTING CLOSED: 10/06/2025 12:00 AM

  1. Listed by Tiffany Libby Pamela Starnes • Signature Homes Real Estate Group
    P: (207) 838-8051 C: (207) 712-2424 info@libbystarnesteam.com

Property Details for 41 Winding Way

Status
Closed
MLS #
1635666
Days on Market
7
Taxes
$4,998 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Single Family Residence
Year Built
1956
Lot Size
0.36 AC / 15,681 SF
County
Cumberland County
Architectural Style
Ranch
Style
Ranch
View
Scenic
Has Waterfront
Yes
Zoning
Res

Recent comparable sales

Median sold price

$433,900

Avg days on market

45

Sale-to-list ratio

98.5%

Portland, ME

9 comparable properties found

$480,000 | 44 Raymond Road, Portland, ME 04102
1/24
1

$480,000

Sold 10/23/24

2
Bedrooms
909
Square Feet
0.13
Acres

44 Raymond Road, Portland, ME 04102

$405,000 | 47 Edgeworth Avenue, Portland, ME 04103
1/29
2

$405,000

Sold 06/26/25

2
Bedrooms
941
Square Feet
0.11
Acres

47 Edgeworth Avenue, Portland, ME 04103

$410,000 | 166 Pleasant Avenue, Unit 2, Portland, ME 04103
1/2
3

$410,000

Sold 09/02/25

2
Bedrooms
890
Square Feet
Unavailable
Acres

166 Pleasant Avenue, Unit 2, Portland, ME 04103

$460,000 | 357 Capisic Street, Portland, ME 04102
1/32
4

$460,000

Sold 02/12/25

2
Bedrooms
1,160
Square Feet
0.2
Acres

357 Capisic Street, Portland, ME 04102

$410,000 | 29 St George Street, Portland, ME 04103
1/31
5

$410,000

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2
Bedrooms
1,075
Square Feet
0.21
Acres

29 St George Street, Portland, ME 04103

$384,000 | 1 Goodale Street, Portland, ME 04103
1/26
6

$384,000

Sold 09/13/24

2
Bedrooms
946
Square Feet
0.22
Acres

1 Goodale Street, Portland, ME 04103

$505,000 | 18 Huntress Street, Portland, ME 04102
1/4
7

$505,000

Sold 03/30/26

2
Bedrooms
968
Square Feet
0.1
Acres

18 Huntress Street, Portland, ME 04102

$456,000 | 122 Gleckler Road, Portland, ME 04103
1/48
8

$456,000

Sold 09/20/24

2
Bedrooms
1,014
Square Feet
0.12
Acres

122 Gleckler Road, Portland, ME 04103

$433,900 | 152 East Commonwealth Drive, Portland, ME 04103
1/37
9

$433,900

Sold 10/29/24

2
Bedrooms
1,140
Square Feet
0.2
Acres

152 East Commonwealth Drive, Portland, ME 04103

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Location

Listing Courtesy of Signature Homes Real Estate Group

Sold By Legacy Properties Sotheby's International Realty

Add your commute

Building Information for 41 Winding Way

Stories-Year Built1956Building Size-Lot Size0.36 AC / 15,681 SF

Payment Calculator

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$2,805 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,389

Property Taxes

$417

HOA Dues

$0

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Property Information for 41 Winding Way

Summary
Location and General Information
  • Water View: Seasonal
  • Location: Near Shopping, Near Town, Neighborhood
  • Page: 186
  • Zoning Overlay: No
  • Latitude: 43.66744
  • Longitude: -$70.31
  • Transportation: Near Airport
  • Water Frontage Owned: 76.0
  • Waterfront Amount: $76.00
  • Waterfront Other Source: Fore River Estuary (Tidal)
  • Water Body Type: Brook, River
  • Water Body Name: Survey shows land borders on Fore River estuary
Taxes and HOA
  • Association: No
  • Parcel Number: PTLD-000225-C000031-000001
  • Tax Lot: 31
  • Tax Block: C
  • Tax Book Number: 35917
  • Tax Map Number: 225
  • Tax Year: 2025
  • Tax Annual Amount: $4,998.00
Parking
  • Parking Features: 1 - 4 Spaces, Paved, On Site
  • Parking: 1 - 4 Spaces, On Site, Paved
  • Vehicle Storage: No Vehicle Storage
  • Has Attached Garage: No
  • Has Garage: No
Property
Lot Information
  • Lot Features: Well Landscaped, Cul-De-Sac, Level, Near Shopping, Near Town, Neighborhood
  • Lot Size Acres: 0.36
  • Lot Size Area: 0.36
  • Lot Size Source: Public Records
  • Lot Size Square Feet: 15681.6
  • Lot Size Units: Acres
  • Roads: Dead End, Paved, Public
  • Road Surface Type: Paved
  • Tree Growth: false
  • Site: Cul-De-Sac, Level, Well Landscaped
Property and Assessments
  • Above Grade Finished Area: 1008.0
  • Building Area Source: Public Records
  • Building Area Total: 1008.0
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Deed: All
  • Deed/Conveyance Type Offered: Warranty
  • Surveyed: Yes
  • Restrictions: No Restrictions
  • Construction: Wood Frame
  • Year Built: 1956
Building Features
  • Foundation Details: Concrete Perimeter
  • Foundation Materials: Poured Concrete
  • Construction Materials: Vinyl Siding, Wood Frame
  • Color: Light beige
Financial Information
  • List Price/SqFt: $465.28
  • Property Repairs Y/N: No
Green Features
  • HERS Certified: No
Utilities
  • Heat Fuel: Oil
  • Electric: Circuit Breakers
  • Gas: No Gas
  • Recreational Water: Nearby, River/Brook/Stream
  • Sewer: Public Sewer
  • Water Source: Public
  • Water Heater: Electric
  • Utilities: Utilities On
  • Utilities On: Yes
Interior and Exterior Features
Exterior Features
  • Exterior: Vinyl Siding
  • Roof: Shingle
  • Driveway: Paved
Interior Features
  • Amenities: 1st Floor Bedroom, One-Floor Living, Shower
  • Appliances: Refrigerator, Microwave, Electric Range, Disposal, Dishwasher
  • Appliances Included: Dishwasher, Disposal, Microwave, Electric Range, Refrigerator
  • Bathrooms Full: 1
  • Bathrooms Total Decimal: 1.0
  • Bathrooms Total Integer: 1
  • Bedrooms Total: 2
  • Fireplaces Total: 1
  • # Full Baths Level 1: 1
  • Rooms Total: 5
  • Basement: Interior, Walk-Out Access, Full, Doghouse, Unfinished
  • Basement: Walk-Out Access, Full, Unfinished
  • Basement Entry: Doghouse, Interior
  • Has Fireplace: Yes
  • Patio And Porch Features: Deck
  • Has Cooling: No
  • Heating: Hot Water, Baseboard
  • Has Heating: Yes
  • Flooring: Wood, Tile
  • Interior Features: 1st Floor Bedroom, One-Floor Living, Shower
Room Information
Bedroom 1
  • Bedroom 1: Bedroom 1
  • Bedroom 1 Level: First
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: First
Dining Room
  • Dining Room: Dining Room
  • Dining Room Level: First
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
  • Kitchen Countertop: Granite
Living Room
  • Living Room: Living Room
  • Living Room Level: First
Rental
Rent Information
  • Land Lease: No
  • Pets Allowed: No Restrictions

Property History for 41 Winding Way

DateEvent & SourcePriceAppreciation
Oct 6, 2025

Sold (Public Record)

Public Record #1916554073

$470,000—
Oct 6, 2025

Sold

Maine Listings #1635666

$470,000—
Sep 3, 2025

Pending

Maine Listings #1635666

—
DateEvent & SourcePrice
10/06/2025

Sold (Public Record)

Public Record #1916554073

$470,000
10/06/2025

Sold

Maine Listings #1635666

$470,000
09/03/2025

Pending

Maine Listings #1635666

—

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

Public Records for 41 Winding Way

Taxable ValueLand$148,000Additions$309,300Total$457,300
Tax Record2025$5,478 ($456 / month)
Home Facts
Beds2Baths1.5Total Finished SqFt1,008 SqFtAbove Grade Finished SqFt1,008 SqFtStories1Lot Size15,499 SqFtStyleSingle Family ResidenceYear Built1956Year Renovated1956CountyCUMBERLANDAPNPTLD M:225 B:C031001

Schools near 41 Winding Way

This home is within Portland Public Schools.
Rating
School
Type
Grades
Distance
Amanda C Rowe School
Public - PK to 5
Lincoln Middle School
Public - 6 to 8
Deering High School
Public - 9 to 12
Casco Bay High School
Public - 9 to 12
Rating
School
Distance
Amanda C Rowe School
PublicPK to 5

Lincoln Middle School
Public6 to 8

Deering High School
Public9 to 12

Casco Bay High School
Public9 to 12

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: 41 Winding Way, Portland, ME 04102
$470,000
2
1,008
15,681
45 Winding Way, Portland, ME 04102
–
2
2
707
2,714
51 Winding Way, Portland, ME 04102
$480,000
4
1,562
11,325
35 Winding Way, Portland, ME 04102
–
3
2
1,764
12,946
23 Meadowbrook Lane, Portland, ME 04102
$397,900
4
1,822
6,969
31 Winding Way, Portland, ME 04102
$420,000
3
1,328
22,215

Explore Nearby Homes

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Signature Homes Real Estate Group

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.