345 Vineyard Point Rd, Guilford, CT 06437

Off Market Nov 2020 for $2.5M

$4,214,106

Est. refi paymentEst. refi $15,884/mo

•

8,796

sq ft

345 Vineyard Point Rd, Guilford, CT 06437

About this home

Discover a treasure trove of inspiration, architecture, & water views on the coveted peninsula known as, Sachems Head. Whether you wish to channel your inner Gatsby, or retreat to a pampered & tranquil existence, this Mediterranean-style 5acre estate, awaits as a haven for the modern renaissance mind. Custom-built in 2012, no detail was overlooked. Grand foyer, graced by soaring ceilings & sweeping staircase, lures you to capacious layout made for entertaining. Bespoke kitchen is outfitted in Wolf & Subzero appls, FPL, butler’s pantry, & Calacatta marble island the size of a NYC apartment. Great room w 20’ coffered ceilings, spills to covered veranda overlooking heated Gunite pool. Beyond, the Guest House offers 800sf with br, kit, 2 ba, &laundry. Master suite presents tray ceilings, terrace, private office, Cherry-clad dressing rm, & opulent spa-like ba, embellished w backlit onyx, & radiant floors. A spiral staircase leads to the perfect vantage point for writing your novel, painting or star-gazing. Ride the elevator to the lower level to experience a new dimension of entertainment, i.e. exercise/yoga studio & movie theater w stadium seating. The 5car garage, w heated floors, can accommodate 7. Equestrian or car enthusiast? Hold your horses! A state-of-the-art stable will house your thoroughbreds or your car collection in its heated 2,280sf. Convenient to Yale, village, 75 mi NYC. Nothing short of EPIC, be awed by magical merging of possibilities, land & privacy by the sea.

Other details to be noted include Smart Home technology, a security system, a whole-house generator, copper gutters, and a 100-year terracotta tiled roof.

Single-familyProperty Type

2012Year Built

5.67 acresLot Size

$479Est. Price/Sq.Ft.

5 car garageParking

Listed by Bria Durant • RE/MAX Alliance

Bought with E. Tyler Della Valle • Dow Della Valle

Source:Smart MLS #170309973

Redfin Estimate

$4,214,106

$1.6M since sold in November 2020$959K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 181.1% higher than the average sale price ($1.50M) of 6 comparable homes.

SOLD MAR 16, 2026
$2,450,000
A
6 beds8.5 baths9,628 sq ft
75 Half Mile Rd, Guilford, CT 06437
SOLD JUL 20, 2026
$950,000
B
4 beds5 baths3,445 sq ft
206 Peddlers Rd, Guilford, CT 06437
SOLD MAR 6, 2026
$1,100,000
C
4 beds5 baths2,697 sq ft
101 Leighton Trl, Guilford, CT 06437
SOLD AUG 29, 2025
$1,210,000
D
5 beds4.5 baths4,982 sq ft
265 Landons Way, Guilford, CT 06437
SOLD JUN 23, 2026
$2,470,000
E
5 beds5 baths3,514 sq ft
8 Gaylea Dr, Branford, CT 06405
SOLD JUN 18, 2026
$815,000
F
4 beds3.5 baths4,468 sq ft
8 Lomartra Ln, Branford, CT 06405

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Earn from this home

Sell

$2,144,132

Est. take-home

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Refinance

Est. cash available

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Market trends in 06437, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

103.5%

0.5% MoM

Median sale price

$684K

$54K MoM

Avg. days on market

39d

7 days MoM

Recently sold homes

14 MoM

New listings for sale

NEW 15 HRS AGO
$749,000
2 beds2.5 baths2,690 sq ft
2614 Boston Post Rd #36, Guilford, CT 06437
$579,000
3 beds1.5 baths1,716 sq ft
345 Nut Plains Rd, Guilford, CT 06437
$639,000
3 beds2.5 baths1,397 sq ft
1431 Long Hill Rd, Guilford, CT 06437
$1,250,000
4 beds2.5 baths4,848 sq ft
122 Lower Rd, Guilford, CT 06437
$399,000
2 beds1 bath1,002 sq ft
14 Putzel Ave, Guilford, CT 06437
$479,000
2 beds1.5 baths1,126 sq ft
26 View Pl, Guilford, CT 06437
3D & VIDEO TOUR
$575,000
3 beds2.5 baths2,000 sq ft
128 Talcott Rd, Guilford, CT 06437
$475,000
3 beds2.5 baths2,875 sq ft
2004 Boston Post/AKA Rock Crest Rd, Guilford, CT 06437
3D & VIDEO TOUR
$340,000
2 beds1 bath894 sq ft
12 River Colony #12, Guilford, CT 06437
See all

Provided by Redfin

Sale history for 345 Vineyard Point Rd

Date

Event

Price

Smart MLS #170309973

Nov 20, 2020

Sold

$2,575,000

$293/sq ft

Oct 18, 2020

Contingent

—

Jul 3, 2020

Listed

$2,950,000

$335/sq ft

Smart MLS #170141239

Nov 8, 2019

Listing Removed

—

Sep 30, 2019

Price Changed

$3,495,000

$397/sq ft

Mar 18, 2019

Price Changed

$3,775,000

$429/sq ft

Nov 13, 2018

Listed

$3,999,000

$455/sq ft

Smart MLS #170029090

Nov 1, 2018

Listing Removed

—

Nov 1, 2017

Listed

$3,999,900

$455/sq ft

Smart MLS #W10209780

Oct 6, 2017

Listing Removed

—

Apr 6, 2017

Listed

$3,999,900

$455/sq ft

Smart MLS #W1078502

Sep 9, 2016

Listing Removed

—

Sep 9, 2014

Listed

$4,250,000

$483/sq ft

Smart MLS #M9142266

Sep 2, 2014

Listing Removed

—

Jul 24, 2013

Listed

$6,850,000

$779/sq ft

Smart MLS #M9131205

Oct 23, 2012

Listing Removed

—

Oct 23, 2011

Listed

$5,500,000

$625/sq ft

Smart MLS #M9121827

Nov 10, 2011

Listing Removed

—

Apr 14, 2010

Listed

$6,750,000

$767/sq ft

Public Records

Jun 16, 2008

Sold

$1,250,000

$142/sq ft

Smart MLS #M9109145

Feb 27, 2008

Listed

$1,459,000

$166/sq ft

Smart MLS #M9108516

Jan 23, 2008

Listed

$1,459,000

$166/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$57,893 (−22.3%)

$563,220 + $1,673,770

$2,236,990

2022

$74,480 (−9.1%)

$451,210 + $1,788,790

$2,240,000

2021

$81,959 (+1.0%)

$598,720 + $1,913,830

$2,512,550

2020

$81,179 (+0.5%)

$598,650 + $1,913,840

$2,512,490

2019

$80,736 (+2.4%)

$606,810 + $1,913,840

$2,520,650

2018

$78,846 (−3.4%)

$606,810 + $1,913,840

$2,520,650

2017

$81,661 (+2.4%)

$645,220 + $2,136,140

$2,781,360

2016

$79,742 (+4.6%)

$645,220 + $2,136,140

$2,781,360

2014

$76,265 (+33.2%)

$645,220 + $2,136,140

$2,781,360

2011

$57,260

$715,750 + $1,767,350

$2,483,100

Tax history for 345 Vineyard Point Rd

Year

Property tax

Land + Additions

Assessment*

2023

$57,893 (−22.3%)

$563,220 + $1,673,770

$2,236,990

2022

$74,480 (−9.1%)

$451,210 + $1,788,790

$2,240,000

2021

$81,959 (+1.0%)

$598,720 + $1,913,830

$2,512,550

2020

$81,179 (+0.5%)

$598,650 + $1,913,840

$2,512,490

2019

$80,736 (+2.4%)

$606,810 + $1,913,840

$2,520,650

2018

$78,846 (−3.4%)

$606,810 + $1,913,840

$2,520,650

2017

$81,661 (+2.4%)

$645,220 + $2,136,140

$2,781,360

2016

$79,742 (+4.6%)

$645,220 + $2,136,140

$2,781,360

2014

$76,265 (+33.2%)

$645,220 + $2,136,140

$2,781,360

2011

$57,260

$715,750 + $1,767,350

$2,483,100

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

4.31 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

New Haven County

APN

1113773

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Under House Garage, Security
Garages Number: 5

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 13
Laundry Room Info: Main Level, Upper Level
Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum, Elevator, Intercom, Open Floor Plan, Security System
In-Law Apartment: Yes
In-Law Access: Detached
Entertainment System, Lighting, Security System, Thermostat(s)
Handicap Features: Hallways 36+ Inches Wide
Fireplaces Total: 5
Cooling System: Central Air, Zoned
Appliances Included: Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Subzero, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 8
# of Baths (Half): 2

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Bonus Room, Exercise Room, Foyer, Laundry Room, Sitting Room
Room Count: 12
Basement Description: Fully Finished, Heated, Cooled, Interior Access, Garage Access, Walk-out
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Tile
Exterior Siding: Stucco
Exterior Features: Balcony, Covered Deck, French Doors, Guest House, Gutters, Hot Tub, Lighting, Stable, Terrace

Lot Information
Lot Description: Open Lot, Secluded, Water View, Rolling, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: Pool House, In Ground Pool, Spa, Heated, Gunite

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Tan

Property Information
Waterfront Description: View, Walk to Water
Radon Mitigation Air
Property Type: Single Family For Sale
Property Info: Horse Property
Driveway Type: Private, Gravel

Financial

Assessments Information
Assessed Value: $2,512,490

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Propane
Heat Type: Gravity Warm Air, Radiant, Zoned
Heat Fuel Type: Propane
Fuel Tank Location: In Garage
Energy Features: Extra Insulation, Generator, Humidistat, Programmable Thermostat, Thermopane Windows

Location

School Information
High School: Guilford
Elementary School: A. W. Cox

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Park, Public Transportation, Shopping/Mall, Stables/Riding, Tennis Courts
Directions: Rte 1, Right on Church St., Right on Broad St., Left on Whitfield St., Right on Water St./146W, straight on to Sachems Head Rd., slight Left onto Vineyard Point Rd. Estate on Right.
County: New Haven

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 4.31 acres
Style: Other
Year Built: —
Year Renovated: —
County: New Haven County
APN: 1113773

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

A. W. Cox School

Public K-4 • Assigned • 2.4mi

7/10

E. C. Adams Middle School

Public 7-8 • Assigned • 2.9mi

8/10

Guilford High School

Public 9-12 • Assigned • 4.3mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 93° expected this year, 17 days in 30 years

6/10 Wind Factor

74% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Guilford, CT • 06437

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$4.00M – $4.85M

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Home values near 345 Vineyard Point Rd

Data from public records.

Address	Redfin Estimate
370 Vineyard Point Road Unit B, Guilford, CT 2 Beds \| 1 Baths \| 670 Sq. Ft.	$343,660
345 Vineyard Point Road Unit A, Guilford, CT 1 Beds \| 2 Baths \| 727 Sq. Ft.	$338,197

Address	Redfin Estimate
320 Vineyard Point Road Unit A, Guilford, CT 2 Beds \| 2 Baths \| 1612 Sq. Ft.	$655,125
289 Vineyard Point Road, Guilford, CT 4 Beds \| 3.5 Baths \| 3956 Sq. Ft.	$2,086,431

Address	Redfin Estimate
370 Vineyard Point Road Unit A, Guilford, CT 2 Beds \| 1 Baths \| 486 Sq. Ft.	$307,987
413 Vineyard Point Road, Guilford, CT 5 Beds \| 3.5 Baths \| 3854 Sq. Ft.	—

Property information provided by Smart MLS when last listed in 2020. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06437, CT

Sale history for 345 Vineyard Point Rd

Tax history for 345 Vineyard Point Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06437

Home values near 345 Vineyard Point Rd

More real estate resources