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.
Active
$749,000
29 Windsor Green Road #29, Naples, ME 04055
2beds
1,376sqft
Est.:
Condominium
Built in 1986
-- sqft lot
$-- Zestimate®
$544/sqft
$400/mo HOA
What's special
Generous cabinetryAmple storageSecond-floor dedicated laundry areaBright open living spacesEfficient workspaceBeautifully maintained condominiumAttached garage
- 21 hours |
- 167 |
- 8 |
Zillow last checked: 8 hours ago
Listing updated: 9 hours ago
Listed by:
RE/MAX Realty One jlagasse@remax.net
Source: Maine Listings,MLS#: 1648873
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Balcony/Deck, Closet, Full Bath, Suite, Vaulted Ceiling(s)
- Level: Second
Bedroom 2
- Features: Closet, Vaulted Ceiling(s)
- Level: Second
Dining room
- Features: Dining Area, Vaulted Ceiling(s)
- Level: First
Kitchen
- Features: Kitchen Island
- Level: First
Living room
- Features: Built-in Features, Gas Fireplace
- Level: First
Sunroom
- Features: Three-Season
- Level: First
Heating
- Direct Vent Heater, Heat Pump
Cooling
- Heat Pump
Features
- Flooring: Tile, Engineered Hardwood
- Windows: Double Pane Windows
- Number of fireplaces: 1
- Common walls with other units/homes: End Unit
Interior area
- Total structure area: 1,376
- Total interior livable area: 1,376 sqft
- Finished area above ground: 1,376
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Garage - Attached
- Attached garage spaces: 1
Accessibility
- Accessibility features: Level Entry
Features
- Patio & porch: Deck, Glassed-in Porch
- Has view: Yes
- View description: Scenic, Trees/Woods
- Body of water: Brandy
- Frontage length: Waterfrontage: 380,Waterfrontage Shared: 380
Lot
- Features: Business District
Details
- Parcel number: 29Winsor Green Road29NaplesU32027
- Zoning: Rural
Construction
Type & style
- Home type: Condo
- Architectural style: Colonial,Other
- Property subtype: Condominium
Materials
- Roof: Shingle
Condition
- Year built: 1986
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Quasi-Public, Septic Design Available, Septic Tank, Shared Septic
- Water: Private, Well
Community & HOA
Community
- Subdivision: Winsor Green
HOA
- Has HOA: Yes
- HOA fee: $400 monthly
Location
- Region: Naples
Financial & listing details
- Price per square foot: $544/sqft
- Annual tax amount: $4,300
- Date on market: 1/8/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 1/8/2026 | Listed for sale | $749,000$544/sqft |
Source: | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Est. payment
$4,178/mo
Principal & interest
$2904
Property taxes
$612
Other costs
$662
Climate risks
Neighborhood: 04055
Nearby schools
GreatSchools rating
- NASongo Locks SchoolGrades: PK-2Distance: 0.9 mi
- 3/10Lake Region Middle SchoolGrades: 6-8Distance: 4.2 mi
- 4/10Lake Region High SchoolGrades: 9-12Distance: 4.1 mi
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