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  • $700,000

    29 Winsor Green Road #29, Naples, ME 04055

    2beds
    1,376sqft
    Condominium
    Built in 1986
    -- sqft lot
    $700,200 Zestimate®
    $509/sqft
    $2,760 Estimated rent

    Home value

    $700,200

    $665,000 - $735,000

    $2,760/mo

    Zestimate® history
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    What's special

    Generous cabinetryAmple storageSecond-floor dedicated laundry areaBright open living spacesEfficient workspaceBeautifully maintained condominiumAttached garage
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    RE/MAX Realty One jlagasse@remax.net

    Bought with:

    Oberg Insurance & Real Estate Agency, Inc.

    Source: Maine Listings,MLS#: 1648873MLS Logo

    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
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer, Tankless Water Heater
    Features
    • Bathtub, Shower, Primary Bedroom w/Bath
    • Flooring: Tile, Engineered Hardwood
    • Windows: Double Pane Windows
    • Basement: None
    • 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

    Property

    Parking
    • Total spaces: 1
    • Parking features: Paved, 1 - 4 Spaces, Garage Door Opener
    • 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, Near Golf Course, Near Public Beach, Near Shopping, Ski Resort, Rolling Slope, Landscaped
    Details
    • Parcel number: 29Winsor Green Road29NaplesU32027
    • Zoning: Rural

    Construction

    Type & style
    • Home type: Condo
    • Architectural style: Colonial,Other
    • Property subtype: Condominium
    Materials
    • Wood Frame, Wood Siding
    • Foundation: Slab, Poured Concrete
    • 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 & neighborhood

    Location
    • Region: Naples
    • Subdivision: Winsor Green

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $400 monthly

    Other

    Other facts
    • Road surface type: Paved

    Price history

    DateEventPrice
    5/28/2026Sold$700,000-6.5%$509/sqft
    Source: Maine Listings #1648873 Report a problem
    2/26/2026Pending sale$749,000$544/sqft
    Source: Maine Listings #1648873 Report a problem
    1/22/2026Contingent$749,000$544/sqft
    Source: Maine Listings #1648873 Report a problem
    1/8/2026Listed for sale$749,000$544/sqft
    Source: Maine Listings #1648873 Report a problem

    Public tax history

    Tax history is unavailable.

    Neighborhood: 04055

    Nearby schools

    GreatSchools rating
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    $700,200
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    +$14,004
    With Zillow Showcase(estimated)
    $714,204