# 39 Vineyard Place, Guilford, CT 06437

> **TL;DR:** 6bd/6ba single family, $5,950,000 ($901/sqft), built 1930, 6,603 sqft.
> Fireplace, Waterfront, A/C. Est. $32,721/mo. Listed 188 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $5,950,000 |
| Price/sqft | $901 |
| Bedrooms | 6 |
| Bathrooms | 5 full, 1 half |
| Square Feet | 6,603 |
| Year Built | 1930 |
| Lot Size | 87,120 sqft (2.00 acres) |
| Property Type | Single Family (Other) |
| Status | Active |
| Days on Market | 188 |

## Why This Home Stands Out

- **Waterfront** - Waterfront location listed

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $30,086 |
| Estimated Insurance | $1,735 |
| HOA | $900 |
| **Total** | **$32,721** |

## Nearby Schools

- **Elementary:** Per Board of Ed
- **High:** Per Board of Ed

## Key Amenities

- Fireplace
- Waterfront
- A/C

## Property Highlights

- Built in 1930
- 2.00 acre lot
- Fireplace
- Waterfront

## Description

### Agent Description
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!

## Location

- **Address:** 39 Vineyard Place, Guilford, CT 06437
- **County:** New Haven
- **Neighborhood:** Vineyard Place Associatio
- **Coordinates:** 41.24592, -72.696607
- **Google Maps:** https://www.google.com/maps?q=41.24592,-72.696607

## Listing Agent

- **Name:** Ana Russo
- **Brokerage:** William Pitt Sotheby's International Realty
- **Phone:** 2039883534
- **Broker Phone:** 2034532533
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/39-Vineyard-Pl_Guilford_CT_06437_M43680-20955?f=listhub&s=CTMLS&m=24155090&c=propsimple)

## Photos

![39 Vineyard Place - Photo 1](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3375947220r.jpg)

![39 Vineyard Place - Photo 2](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f841780221r.jpg)

![39 Vineyard Place - Photo 3](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f334463556r.jpg)

![39 Vineyard Place - Photo 4](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1251296062r.jpg)

![39 Vineyard Place - Photo 5](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f946143359r.jpg)

![39 Vineyard Place - Photo 6](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f811732925r.jpg)

![39 Vineyard Place - Photo 7](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f868907392r.jpg)

![39 Vineyard Place - Photo 8](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3673447741r.jpg)

![39 Vineyard Place - Photo 9](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2581792680r.jpg)

![39 Vineyard Place - Photo 10](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2578260634r.jpg)

![39 Vineyard Place - Photo 11](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f856737391r.jpg)

![39 Vineyard Place - Photo 12](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f772784638r.jpg)

![39 Vineyard Place - Photo 13](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2104374582r.jpg)

![39 Vineyard Place - Photo 14](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2358841311r.jpg)

![39 Vineyard Place - Photo 15](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2204159880r.jpg)

![39 Vineyard Place - Photo 16](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3956400509r.jpg)

![39 Vineyard Place - Photo 17](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3865172963r.jpg)

![39 Vineyard Place - Photo 18](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f4278631532r.jpg)

![39 Vineyard Place - Photo 19](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f4144814416r.jpg)

![39 Vineyard Place - Photo 20](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f141300019r.jpg)

![39 Vineyard Place - Photo 21](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2262705999r.jpg)

![39 Vineyard Place - Photo 22](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f151263551r.jpg)

![39 Vineyard Place - Photo 23](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3036005706r.jpg)

![39 Vineyard Place - Photo 24](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1018930758r.jpg)

![39 Vineyard Place - Photo 25](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3448837448r.jpg)

![39 Vineyard Place - Photo 26](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3806090497r.jpg)

![39 Vineyard Place - Photo 27](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f272241938r.jpg)

![39 Vineyard Place - Photo 28](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3294706267r.jpg)

![39 Vineyard Place - Photo 29](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3726196767r.jpg)

![39 Vineyard Place - Photo 30](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2712530622r.jpg)

![39 Vineyard Place - Photo 31](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2898019097r.jpg)

![39 Vineyard Place - Photo 32](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1845674295r.jpg)

![39 Vineyard Place - Photo 33](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2813578786r.jpg)

![39 Vineyard Place - Photo 34](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1275895425r.jpg)

![39 Vineyard Place - Photo 35](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2013652044r.jpg)

![39 Vineyard Place - Photo 36](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f634920699r.jpg)

![39 Vineyard Place - Photo 37](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2675178653r.jpg)

![39 Vineyard Place - Photo 38](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2590219803r.jpg)

![39 Vineyard Place - Photo 39](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1016176340r.jpg)

![39 Vineyard Place - Photo 40](http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f438660453r.jpg)

---

**MLS#:** 24155090 | **Updated:** 2026-03-15
**Source:** listhub

*Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/39-vineyard-place-guilford-ct-06437-24155090)

---

## Structured Data

```json
{
  "@context": "https://schema.org",
  "@type": "RealEstateListing",
  "@id": "https://www.propertysimple.ai/listing/39-vineyard-place-guilford-ct-06437-24155090#listing",
  "url": "https://www.propertysimple.ai/listing/39-vineyard-place-guilford-ct-06437-24155090",
  "name": "39 Vineyard Place, Guilford, CT 06437",
  "description": "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!",
  "image": [
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3375947220r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f841780221r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f334463556r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1251296062r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f946143359r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f811732925r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f868907392r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3673447741r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2581792680r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2578260634r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f856737391r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f772784638r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2104374582r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2358841311r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2204159880r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3956400509r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3865172963r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f4278631532r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f4144814416r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f141300019r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2262705999r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f151263551r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3036005706r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1018930758r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3448837448r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3806090497r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f272241938r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3294706267r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3726196767r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2712530622r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2898019097r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1845674295r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2813578786r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1275895425r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2013652044r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f634920699r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2675178653r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2590219803r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1016176340r.jpg",
    "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f438660453r.jpg"
  ],
  "primaryImageOfPage": {
    "@type": "ImageObject",
    "url": "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3375947220r.jpg",
    "caption": "39 Vineyard Place - Guilford, CT"
  },
  "datePosted": "2026-03-12T00:00:00+00:00",
  "dateModified": "2026-03-15T04:24:54.781927+00:00",
  "mainEntity": {
    "@type": "Accommodation",
    "@id": "https://www.propertysimple.ai/listing/39-vineyard-place-guilford-ct-06437-24155090#property",
    "name": "39 Vineyard Place, Guilford, CT 06437",
    "address": {
      "@type": "PostalAddress",
      "streetAddress": "39 Vineyard Place",
      "addressLocality": "Guilford",
      "addressRegion": "CT",
      "postalCode": "06437",
      "addressCountry": "US"
    },
    "geo": {
      "@type": "GeoCoordinates",
      "latitude": 41.24592,
      "longitude": -72.696607
    },
    "image": [
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3375947220r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f841780221r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f334463556r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1251296062r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f946143359r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f811732925r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f868907392r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3673447741r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2581792680r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2578260634r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f856737391r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f772784638r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2104374582r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2358841311r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2204159880r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3956400509r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3865172963r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f4278631532r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f4144814416r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f141300019r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2262705999r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f151263551r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3036005706r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1018930758r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3448837448r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3806090497r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f272241938r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3294706267r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f3726196767r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2712530622r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2898019097r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1845674295r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2813578786r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1275895425r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2013652044r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f634920699r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2675178653r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f2590219803r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f1016176340r.jpg",
      "http://lh.rdcpix.com/48df290a74eb9fa4446e7244aff91c09l-f438660453r.jpg"
    ],
    "identifier": {
      "@type": "PropertyValue",
      "propertyID": "MLS",
      "value": "24155090"
    },
    "accommodationCategory": "Other",
    "numberOfBedrooms": 6,
    "numberOfBathroomsTotal": 6,
    "numberOfFullBathrooms": 5,
    "numberOfPartialBathrooms": 1,
    "floorSize": {
      "@type": "QuantitativeValue",
      "value": 6603,
      "unitCode": "FTK",
      "unitText": "square feet"
    },
    "yearBuilt": 1930,
    "amenityFeature": [
      {
        "@type": "LocationFeatureSpecification",
        "name": "Heating",
        "value": "Zoned, Other (Heating)"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Cooling",
        "value": "Central Air"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Appliances",
        "value": "Oven/Range, Wall Oven, Refrigerator, Freezer, Dishwasher"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Pool Features",
        "value": "Patio"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Fireplace",
        "value": true
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Waterfront",
        "value": true
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Air Conditioning",
        "value": true
      }
    ],
    "additionalProperty": [
      {
        "@type": "PropertyValue",
        "name": "Lot Size",
        "value": "2.00 acres"
      },
      {
        "@type": "PropertyValue",
        "name": "Property Subtype",
        "value": "Other"
      }
    ]
  },
  "offers": {
    "@type": "Offer",
    "@id": "https://www.propertysimple.ai/listing/39-vineyard-place-guilford-ct-06437-24155090#offer",
    "url": "https://www.propertysimple.ai/listing/39-vineyard-place-guilford-ct-06437-24155090",
    "price": 5950000,
    "priceCurrency": "USD",
    "businessFunction": "http://purl.org/goodrelations/v1#Sell",
    "availability": "https://schema.org/InStock",
    "seller": {
      "@id": "https://www.propertysimple.ai/listing/39-vineyard-place-guilford-ct-06437-24155090#agent"
    }
  },
  "provider": {
    "@type": "Person",
    "@id": "https://www.propertysimple.ai/listing/39-vineyard-place-guilford-ct-06437-24155090#agent",
    "name": "Ana Russo",
    "telephone": "2039883534",
    "worksFor": {
      "@type": "Organization",
      "@id": "https://www.propertysimple.ai/listing/39-vineyard-place-guilford-ct-06437-24155090#brokerage",
      "name": "William Pitt Sotheby's International Realty",
      "telephone": "2034532533"
    }
  }
}
```