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!
For sale
$5,950,000
39 Vineyard Place, Guilford, CT 06437
6beds
6,603sqft
Single Family Residence
Built in 1930
2 Acres Lot
$5,399,600 Zestimate®
$901/sqft
$75/mo HOA
What's special
- 170 days
- 1,541
- 42
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#: 24155090
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: $57,674
- Date on market: 3/12/2026
Estimated market value
$5,399,600
$5.13M - $5.67M
$7,047/mo
Price history
| Date | Event | Price |
|---|---|---|
| 3/12/2026 | Listed for sale | $5,950,000+112.5%$901/sqft |
Source:  Smart MLS #24155090 Report a problem | ||
| 8/30/2018 | Sold | $2,800,000-18.8%$424/sqft |
Source: Smart MLS #N10238974 Report a problem | ||
| 6/12/2018 | Price change | $3,450,000-8%$522/sqft |
Source: Page Taft #N10238974 Report a problem | ||
| 4/13/2018 | Price change | $3,750,000-3.8%$568/sqft |
Source: Page Taft #N10238974 Report a problem | ||
| 7/29/2017 | Price change | $3,900,000-7.1%$591/sqft |
Source: Page Taft #N10238974 Report a problem | ||
| 11/17/2016 | Price change | $4,200,000-15.9%$636/sqft |
Source: Page Taft - Christie's Ire #N10113115 Report a problem | ||
| 7/15/2016 | Price change | $4,995,000-9.1%$756/sqft |
Source: Page Taft - Christie's IRE #N10113115 Report a problem | ||
| 4/12/2016 | Price change | $5,495,000-6.9%$832/sqft |
Source: Page Taft - Christie's IRE #N10113115 Report a problem | ||
| 10/5/2015 | Price change | $5,900,000-4.8%$894/sqft |
Source: Page Taft - Christie's Ire #N10053981 Report a problem | ||
| 6/15/2015 | Listed for sale | $6,200,000$939/sqft |
Source: Page Taft - Christie's IRE #N10053981 Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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
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Neighborhood: 06437
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