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For sale
    • $849,900

    41 Gildersleeve Road, Portland, CT 06480

    3beds
    3,355sqft
    : 
    $5,818/mo
    Get pre-qualified
    Single Family Residence
    Built in 2013
    2.03 Acres Lot
    $-- Zestimate®
    $253/sqft
    $-- HOA

    What's special

    Rarely available, this exceptional custom built home sits on 2.03 acres bordering the Portland Golf Course. Welcome to 41 Gildersleeve Road an oversized Cape, offering approximately 3,355 square feet of thoughtfully designed living space. The open-concept floor plan features spacious rooms, quality finishes, and an inviting layout designed for both everyday living and entertaining. Beautiful hardwood floors flow throughout the home, complemented by a gas fireplace framed by custom built-ins. On chilly evenings, gather around the fire and enjoy the warmth and comfort of this welcoming space. The thoughtfully designed floor plan creates an easy flow between the living, dining, and entertaining areas. Large windows fill the home with abundant natural light, enhancing the open and airy feel throughout. The home currently offers three bedrooms and three-and-a-half baths, with the flexibility of two potential primary bedroom suites-one on the first floor and another on the second floor. This versatile layout provides options to suit a variety of living arrangements. Convenience continues with laundry hookups on the first floor, as well as a dedicated laundry room in the basement. A spacious first-floor office provides an ideal work-from-home space and could also be used as a fourth bedroom. The home also offers a comfortable bonus room/family room, perfect for movie nights, game nights, or additional entertaining space. With its generous acreage, golf course setting, inground pool, flexible floor plan, and quality finishes this home is a sure winner for your next home. Step outside and enjoy your morning coffee on the private front porch or by the inground pool which provides a multitude of entertaining spaces whether it is seated on the deck, floating in the inground pool, at the table shaded by the umbrella or by the firepit. This home offers a wonderful balance of privacy, open space, and scenic surroundings. This home is located within minutes of 3 beautiful golf courses, driving range, large sports field and playground, seasonal splash pad and multiple marinas on the picturesque Connecticut River.
    4 days
    961
    81

    Zillow last checked:

    Listing updated:

    Listed by:

    Debbie A. Walden (860)559-5176,

    eXp Realty 866-828-3951

    Source: Smart MLS,MLS#: 24200612MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bonus Room, Exercise Room, Laundry
      Primary bedroom
      • Level: Main
      Primary bedroom
      • Features: Bedroom Suite, Ceiling Fan(s), Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Upper
      Primary bathroom
      • Features: Double-Sink, Stall Shower, Walk-In Closet(s), Tile Floor
      • Level: Main
      Bathroom
      • Features: Granite Counters, Laundry Hookup, Tile Floor
      • Level: Main
      Bathroom
      • Features: Quartz Counters, Tub w/Shower, Tile Floor
      • Level: Upper
      Bathroom
      • Features: Granite Counters, Full Bath, Tub w/Shower, Tile Floor
      • Level: Upper
      Dining room
      • Features: High Ceilings, Patio/Terrace, Sliders, Hardwood Floor
      • Level: Main
      Family room
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Upper
      Kitchen
      • Features: High Ceilings, Granite Counters, Eating Space, Kitchen Island, Pantry, Hardwood Floor
      • Level: Main
      Living room
      • Features: Vaulted Ceiling(s), Built-in Features, Ceiling Fan(s), Gas Log Fireplace, Hardwood Floor
      • Level: Main
      Office
      • Features: High Ceilings, Hardwood Floor
      • Level: Main
      Heating
      • Forced Air, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Gas Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Lower Level
      Features
      • Entrance Foyer, Sound System
      • Windows: Thermopane Windows
      • Basement: Full
      • Attic: Storage,Pull Down Stairs
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 3,355
      • Total interior livable area: 3,355 sqft
      • Finished area above ground: 3,355

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Attached garage spaces: 2
      Features
      • Patio & porch: Porch, Deck, Patio
      • Has private pool: Yes
      • Pool features: Fenced, In Ground
      • Has view: Yes
      • View description: Golf Course
      • Frontage type: Golf Course
      Lot
      • Size: 2.03 Acres
      • Features: Few Trees, Landscaped
      Details
      • Parcel number: 2539733
      • Zoning: R25
      • Other equipment: Generator Ready

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Shake Siding, Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 2013

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Underground Utilities
      Green energy
      • Green verification: ENERGY STAR Certified Homes
      • Energy efficient items: Windows

      Community & HOA

      Community
      • Features: Golf, Park, Playground, Putting Green
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Portland

      Financial & listing details

      • Price per square foot: $253/sqft
      • Tax assessed value: $370,020
      • Annual tax amount: $13,062
      • Date on market: 8/30/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/3/2026Listed for sale$849,900$253/sqft
        Source: Smart MLS #24200612 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$13,062 -12.2%$370,020
        2024$14,871 +23.8%$370,020
        2023$12,011 +0.1%$370,020
        2022$12,003 -3.6%$370,020 +4.1%
        2021$12,447 +1.8%$355,530
        2020$12,223 +1.7%$355,530
        2019$12,020 $355,530
        2018$12,020 +2.5%$355,530
        2017$11,725 +5.9%$355,530 +4.4%
        2016$11,071 $340,550
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 06480

        Getting around

        10 / 100
        Car-Dependent
        11 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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