Skip main navigation
For sale
    • $5,950,000

    39 Vineyard Place, Guilford, CT 06437

    6beds
    6,603sqft
    : 
    Loading
    Get pre-qualified
    Single Family Residence
    Built in 1930
    2 Acres Lot
    $5,439,200 Zestimate®
    $901/sqft
    $75/mo HOA

    What's special

    Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem's Head community. Boasting breathtaking, panoramic views of Long Island Sound, this 1930s residence is a masterwork of historic character and unique architectural artistry. The home's rich heritage is reflected in its exquisite details, from the enduring beauty of Stony Creek Granite and warm Pecky Cypress woodwork, to the original "porthole" windows in the grand family room. In the formal dining room, a distinctive ribbed ceiling, designed to evoke the overhead of a classic ship's cabin, creates an unforgettable atmosphere for entertaining. The heart of the home features a generous galley kitchen that balances functionality with style, offering abundant cabinetry, expansive counter space, and dining area with plenty of windows making sure no view is missed. Retreat to the second floor to find six spacious bedrooms, each offering its own unique perspective of the water, while the finished third-floor "flex" space serves as an ideal game room or private sanctuary. Spread across two manicured acres, enjoy relaxed seaside living with multiple sun porches, an expansive patio for gatherings, and the rare luxury of a private boat house. Take advantage of the Vineyard Place Association amenities, all while being just a short drive from charming downtown Guilford!
    120 days
    |
    2,306
    |
    41
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Ana Russo (203)988-3534,

    William Pitt Sotheby's Int'l 203-453-2533

    Source: Smart MLS,MLS#: 24155090MLS Logo

    Loading...

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bonus Room
      Primary bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Dining room
      • Features: Bay/Bow Window, Wet Bar, Fireplace
      • Level: Main
      Great room
      • Level: Main
      Kitchen
      • Features: Dining Area, Double-Sink, Pantry, Sliders
      • Level: Main
      Living room
      • Level: Main
      Rec play room
      • Features: Vaulted Ceiling(s), Wall/Wall Carpet
      • Level: Upper
      Heating
      • Forced Air, Wall Unit, Zoned, Electric
      Cooling
      • Ceiling Fan(s), Central Air, Ductless
      Appliances
      • Included: Oven/Range, Oven, Refrigerator, Freezer, Dishwasher, Electric Water Heater, Water Heater
      • Laundry: Main Level
      Features
      • Sound System, Entrance Foyer
      • Doors: French Doors
      • Basement: Crawl Space
      • Attic: Heated,Storage,Partially Finished,Walk-up
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 6,603
      • Total interior livable area: 6,603 sqft
      • Finished area above ground: 6,603

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 3
      Features
      • Patio & porch: Enclosed, Terrace, Porch, Patio
      • Exterior features: Tennis Court(s), Stone Wall, Underground Sprinkler
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Waterfront, Beach, Walk to Water
      Lot
      • Size: 2 Acres
      • Features: Level, Cul-De-Sac, In Flood Zone
      Details
      • Parcel number: 1121542
      • Zoning: R-2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding, Stone
      • Foundation: Stone
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1930

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Underground Utilities

      Community & HOA

      Community
      • Features: Bocci Court, Library, Park, Playground, Public Rec Facilities, Shopping/Mall, Tennis Court(s)
      • Security: Security System
      • Subdivision: Vineyard Place Associatio
      HOA
      • Has HOA: Yes
      • Amenities included: Tennis Court(s), Lake/Beach Access
      • Services included: Maintenance Grounds
      • HOA fee: $900 annually
      Location
      • Region: Guilford

      Financial & listing details

      • Price per square foot: $901/sqft
      • Tax assessed value: $2,030,770
      • Annual tax amount: $56,151
      • Date on market: 3/12/2026

        Estimated market value

        $5,439,200

        $5.17M - $5.71M

        $7,882/mo

        Price history

        DateEventPrice
        3/12/2026Listed for sale$5,950,000+112.5%$901/sqft
        Source: Smart MLS #24155090 Report a problem
        8/30/2018Sold$2,800,000-18.8%$424/sqft
        Source: Smart MLS #N10238974 Report a problem
        6/12/2018Price change$3,450,000-8%$522/sqft
        Source: Page Taft #N10238974 Report a problem
        4/13/2018Price change$3,750,000-3.8%$568/sqft
        Source: Page Taft #N10238974 Report a problem
        7/29/2017Price change$3,900,000-7.1%$591/sqft
        Source: Page Taft #N10238974 Report a problem
        11/17/2016Price change$4,200,000-15.9%$636/sqft
        Source: Page Taft - Christie's Ire #N10113115 Report a problem
        7/15/2016Price change$4,995,000-9.1%$756/sqft
        Source: Page Taft - Christie's IRE #N10113115 Report a problem
        4/12/2016Price change$5,495,000-6.9%$832/sqft
        Source: Page Taft - Christie's IRE #N10113115 Report a problem
        10/5/2015Price change$5,900,000-4.8%$894/sqft
        Source: Page Taft - Christie's Ire #N10053981 Report a problem
        6/15/2015Listed for sale$6,200,000$939/sqft
        Source: Page Taft - Christie's IRE #N10053981 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$56,151 +4%$2,030,770
        2024$53,978 +2.7%$2,030,770
        2023$52,556 -30.8%$2,030,770 -11.1%
        2022$75,967 +2.4%$2,284,710 +0.4%
        2021$74,211 +1%$2,275,000
        2020$73,505 -10%$2,275,000 -10.8%
        2019$81,674 +2.4%$2,549,930
        2018$79,762 -0.2%$2,549,930 -6.3%
        2017$79,893 +4%$2,721,140
        2015$76,845 +3%$2,721,140
        2014$74,614 -20.3%$2,721,140 -33%
        2013$93,619 +3.1%$4,059,800
        2012$90,777 +3.9%$4,059,800
        2011$87,367 +3.4%$4,059,800 +0.1%
        2010$84,503 +3.9%$4,056,800
        2009$81,298 +38.8%$4,056,800 +32.9%
        2008$58,579 -21.1%$3,052,570
        2007$74,239 +5%$3,052,570
        2006$70,698 +4%$3,052,570
        2005$67,981 +5.2%$3,052,570 0%
        2003$64,624 +114.1%$3,052,600 +221.1%
        2001$30,185 $950,700
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 06437

        Getting around

        0 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

              Nearby cities

              Nearby neighborhoods

              Nearby zip codes

              Other Guilford Topics

                Search
                Updates
                Favorites
                Home Loans
                Inbox