29 Winsor Green Rd, Unit 29
Active Under ContractVirtual Tour
Active Under ContractVirtual Tour
Description
Welcome to 29 Winsor Green Road, a beautifully maintained condominium within the desirable Winsor Green Condominium Association in Naples, Maine. While the Lakes Region rests under a quiet winter landscape, this meticulously renovated 2018 home invites you to imagine long summer days on the water just ahead, with Brandy Pond and Long Lake only moments away. Inside, the home offers a thoughtful layout with bright, open living spaces designed for comfort and ease year-round. The kitchen features quartz...Welcome to 29 Winsor Green Road, a beautifully maintained condominium within the desirable Winsor Green Condominium Association in Naples, Maine. While the Lakes Region rests under a quiet winter landscape, this meticulously renovated 2018 home invites you to imagine long summer days on the water just ahead, with Brandy Pond and Long Lake only moments away. Inside, the home offers a thoughtful layout with bright, open living spaces designed for comfort and ease year-round. The kitchen features quartz countertops, generous cabinetry, and efficient workspace, flowing seamlessly into the dining and living areas. Bedrooms are well-proportioned, including a primary suite with a private bath, while an additional bedroom and bathrooms provide flexibility for guests or a home office. An attached garage, second-floor dedicated laundry area, and ample storage make this property equally suited for both seasonal or full-time living. Winsor Green is known for its shared waterfront amenities, including docks, picnic areas, and expansive common green space that extends to the shoreline. Boat slips on Brandy Pond and Long Lake are increasingly scarce, making this unit's deeded lake access & slip especially valuable. While the lake may be frozen today, summer brings effortless access to boating, kayaking, paddleboarding, swimming, and lakeside relaxation just steps from home. Located near the heart of the Naples Causeway, the property offers easy access to waterfront dining, marinas, live music, seasonal events, and local shops. Four-season recreation defines the lifestyle here, from summer days on the water and fall foliage hikes to winter snowmobiling, ice fishing, and skiing at nearby Pleasant Mountain. Professionally managed and designed for low-maintenance ownership, this property offers the rare opportunity to purchase now and be fully prepared for summer in the Maine Lakes Region. Schedule your showing or visit the open house 12-2pm on Sunday, January 11, 2026.
- Listed by Joshua Lagasse • RE/MAX Realty One • jlagasse@remax.net
Property Details for 29 Winsor Green Road, Unit 29
Waterfront
Yes
ArchitecturalStyleOther, Colonial, Row-End
Garage Spaces1.00
GarageYes
ZoningRural
ViewScenic, Trees/Woods
Subdivision NameWinsor Green
LISTING UPDATED: 01/22/2026 04:35 PM
Property Details for 29 Winsor Green Road, Unit 29
| Status | Active Under Contract |
|---|---|
| MLS # | 1648873 |
| Days on Market | 14 |
| Taxes | $4,300 / year |
| HOA Fees | $400 / month |
| Condo/Co-op Fees | - |
| Compass Type | Condo |
| MLS Type | Residential / Condo |
| Year Built | 1986 |
| County | Cumberland County |
Location
Listing Courtesy of RE/MAX Realty One
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Building Information for 29 Winsor Green Road, Unit 29
Building/Complex29 Winsor Green RdFloor-Stories-Residences-Pet Policy-Pet Policy DetailsOther RestrictionsYear Built1986
Payment Calculator
$4,409 per month
30 year fixed, 6.15% Interest
Principal and Interest
$3,650
Property Taxes
$358
HOA Dues
$400
The Payment Calculator is for illustrative purposes only.
Property Information for 29 Winsor Green Road, Unit 29
Summary
Location and General Information
- Road Surface Type: Paved
- Water Body Name: Brandy
- Zip Code: 5308
- Directions: From Exit 48 (Westbrook), take ME-302 W toward Windham/Naples. Follow ME-302 W approx. 25 miles to Naples. Turn left on Winsor Green Rd and follow to #29.
- Town: Naples
- State/Province: ME
- Zip Code: 04055
- County: Cumberland
- Geo Latitude: 43.966156
- Geo Longitude: -70.586846
- Road Frontage Type: Private Road
- Tax Lot: 20-27
- Site:Rolling/Sloping: Yes
- Site:Well Landscaped: Yes
- Location:Business District: Yes
- Location:Near Golf Course: Yes
- Location:Near Public Beach: Yes
- Location:Near Shopping: Yes
- Location:Ski Resort: Yes
- Location:Subdivision: Yes
- Transportation:Major Road Access: Yes
- Water Info:Waterfront Amount +: 380.00
- Water Info:Water Frontage Owned: .00
- Water Info:Water Frontage Shared: 380.00
- Source of Water Frontage:Public Records: Yes
- Recreational Water:Beach Rights: Yes
- Recreational Water:Boat Slip: Yes
- Recreational Water:Deeded: Yes
- Recreational Water:Dock: Yes
- Recreational Water:Lake/Fresh Water: Yes
- Recreational Water:ROW to Water: Yes
Parking
- Parking Features: Auto Door Opener, Reserved Parking, 1 - 4 Spaces, Paved, Inside Entrance
- Attached Garage: Yes
Taxes and HOA Information
- Tax Book Number: 34746
- Tax Map Number: 63
- Tax Year: 2025
- Parcel Number: NAPL-000003U-000020-000027
- Location Information:Association Y/N: Yes
- Tax Annual Amount: $4,300.00
- Restrictions:Other Restrictions: Yes
Virtual Tour
- Virtual Tour URLUnbranded: https://www.youtube.com/watch?v=aQsqFXQhv34
Property
Green Features
- Energy Efficiency:Double Pane Windows: Yes
- Energy Efficiency:Tankless Water Heater: Yes
Heating and Cooling
- Water Heater:Gas: Yes
- Water Heater:On Demand: Yes
- Water Heater:Tankless: Yes
Lot Information
- SqFt Finished Below Grade: 0.0
- SqFt Finished Above Grade: 1376.0
- Lot Size Acres: 0.0
- Source of Acreage: Public Records
- Building Area Total: 1376.0
- Bedrooms Total: 2
- Bathrooms Full: 2
- Bathrooms Half: 1
- Street Number: 29
- Property Information:Surveyed: Unknown
- Property Information:Seasonal: No
- Property Information:Deed/Conveyance Type Offered: Warranty
- Property Information:# Rooms: 6.00
- Property Information:Total Half Baths: 1.00
- Property Information:Color: Red
- Property Information:# Full Baths Basement: .00
- Property Information:# Half Baths Basement: .00
- Property Information:# Full Baths Level 1: .00
- Property Information:# Half Baths Level 1: 1.00
- Property Information:# Full Baths Level 2: 2.00
- Property Information:# Half Baths Level 2: .00
- Property Information:# Full Baths Level 3: .00
- Property Information:# Half Baths Level 3: .00
- Property Information:# Full Baths Upper: .00
- Property Information:# Half Baths Upper: .00
- Condominium:Unit Type: Condo
- Condominium:FHA Certification: No
- Condominium:Units in Building: 2
Parking
- Driveway:Paved: Yes
Property and Assessments
- Leased Land: No
- Property Type: Residential,Condo
- Property Type Label: Residential
- Property Sub-Type: Condominium
- Building Area Source: Measured
- Year Built: 1986
Utilities
- Electric: True
- Sewer: Septic Tank, Quasi-Public, Septic Design Available
- Water Source: Well, Private
- Appliances Included:Dishwasher: Yes
- Appliances Included:Dryer: Yes
- Appliances Included:Gas Range: Yes
- Appliances Included:Microwave: Yes
- Appliances Included:Refrigerator: Yes
- Appliances Included:Washer: Yes
- Appliances Included:Other Appliances: mounted TV in living room
- Utilities:Utilities On: No
- Gas:Bottled: Yes
Interior and Exterior Features
Exterior Features
- Construction Materials: Wood Siding, Wood Frame
- # Fireplaces: 1
- Fireplace: Yes
- Vehicle Storage:1 Car: Yes
- Vehicle Storage:Auto Door Opener: Yes
- Vehicle Storage:Direct Entry to Living: Yes
- Roof: Shingle
- Patio and Porch Features:Deck: Yes
- Patio and Porch Features:Glassed-in Porch: Yes
Interior Features
- Basement: None, Not Applicable
- Flooring: Tile
- Interior Features: Bathtub, Shower, Primary Bedroom w/Bath
- Cooling: Heat Pump
- Heating: Heat Pump, Direct Vent Heater
- Foundation Details: Concrete Perimeter, Slab
- Accessibility Features: Level Entry
- Laundry Features: Upper Level
- Room Total: 6
- Bathrooms Total (Integer): 3
- Bathrooms Total (Decimal): 2.50
- Bathrooms Total (Notational): 2.10
- Cooling YN: Yes
- Heating YN: Yes
- Kitchen Countertop:Quartz: Yes
Room Information
Room 1
- Room Type: Living Room
- Room Level: First
Room 2
- Room Type: Kitchen
- Room Level: First
Room 3
- Room Type: Sunroom
- Room Level: First
Room 4
- Room Type: Dining Room
- Room Level: First
Room 5
- Room Type: Primary Bedroom
- Room Level: Second
Room 6
- Room Type: Bedroom 2
- Room Level: Second
Property History for 29 Winsor Green Road, Unit 29
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Jan 22, 2026 | Active Under Contract Maine Listings #1648873 | — | |
| Jan 5, 2026 | Listed (Active) Maine Listings #1648873 | $749,000 | — |
| Sep 29, 2012 | Expired Maine Listings #1006650 | $239,900 | — |
| Mar 26, 2011 | Listed (Active) Maine Listings #1006650 | $259,000 | — |
| May 15, 2006 | Sold Maine Listings #778845 | $298,500 | — |
| Mar 9, 2006 | Pending Maine Listings #778845 | — | |
| Mar 7, 2006 | Active Under Contract Maine Listings #778845 | — | |
| Jan 17, 2006 | Listed (Active) Maine Listings #778845 | $298,500 | — |
| Jun 10, 2005 | Sold Maine Listings #744053 | $274,900 | — |
| May 9, 2005 | Pending Maine Listings #744053 | — | |
| May 9, 2005 | Active Under Contract Maine Listings #744053 | — | |
| Apr 28, 2005 | Listed (Active) Maine Listings #744053 | $279,900 | — |
| Date | Event & Source | Price |
|---|---|---|
| 01/22/2026 | Active Under Contract Maine Listings #1648873 | — |
| 01/05/2026 | Listed (Active) Maine Listings #1648873 | $749,000 |
| 09/29/2012 | Expired Maine Listings #1006650 | $239,900 |
| 03/26/2011 | Listed (Active) Maine Listings #1006650 | $259,000 |
| 05/15/2006 | Sold Maine Listings #778845 | $298,500 |
| 03/09/2006 | Pending Maine Listings #778845 | — |
| 03/07/2006 | Active Under Contract Maine Listings #778845 | — |
| 01/17/2006 | Listed (Active) Maine Listings #778845 | $298,500 |
| 06/10/2005 | Sold Maine Listings #744053 | $274,900 |
| 05/09/2005 | Pending Maine Listings #744053 | — |
| 05/09/2005 | Active Under Contract Maine Listings #744053 | — |
| 04/28/2005 | Listed (Active) Maine Listings #744053 | $279,900 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Schools near 29 Winsor Green Road, Unit 29
This home is within Regional School Unit 61 Msad 61.
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 2 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | 3 to 5 |
Rating | School | Distance |
|---|---|---|
Songo Locks School PublicPK to 2 | ||
Lake Region Middle School Public6 to 8 | ||
Lake Region High School Public9 to 12 | ||
Crooked River Elementary Public3 to 5 |
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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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
Listing Courtesy of RE/MAX Realty One
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. © 2022 Maine Real Estate Information System, Inc. All Rights Reserved.
