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Pending
  • $749,000

    29 Winsor Green Road #29, Naples, ME 04055

    2beds
    1,376sqft
    : 
    Condominium
    Built in 1986
    -- sqft lot
    $736,800 Zestimate®
    $544/sqft
    $400/mo HOA

    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.
    97 days
    |
    42
    |
    2
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    RE/MAX Realty One jlagasse@remax.net

    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
      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

        $736,800

        $700,000 - $774,000

        $2,706/mo

        Price history

        Price history
        DateEventPrice
        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

        Public tax history
        Tax history is unavailable.

        Monthly payment

        Est. payment
        $4,875/mo
        Principal & interest
        $3863
        Property taxes
        $612
        HOA Fees
        $400
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          Climate risks

          Neighborhood: 04055

          Getting around

          22 / 100
          Car-Dependent
          30 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

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