421 Old Sachems Head Rd, Guilford, CT 06437

Off Market Sep 2018 for $727K

$1,162,785

Est. refi paymentEst. refi $4,864/mo

•

1,518

sq ft

421 Old Sachems Head Rd, Guilford, CT 06437

About this home

WATERVIEW – SACHEMS HEAD – Perched on a knoll with expansive views of Joshua Cove and LI Sound. This well-maintained home features wood floors, south facing living room with fireplace and bay window, west facing family room with wainscoting cathedral ceilings and floor to ceiling windows. Eat-in country kitchen with wood floors and mudroom. Blue stone patio, large deck, walkout basement. Large barn for boat storage or workshop. House shows light & bright, spectacular sunsets. Deeded right of way to sandy beach. Enjoy some of the best kayaking and paddle boarding on LI Sound. The perfect country home or weekend get-a-way. Convenient to village, Yale & train. 75 mi NYC. This can be sold along with MLS # 170061826, 29 Latham Road as a package.

Single-familyProperty Type

1920Year Built

0.9 acresLot Size

$766Est. Price/Sq.Ft.

Listed by Joseph Piscitelli • Coldwell Banker Realty

Bought with Rose Ciardiello • William Raveis Real Estate

Source:Smart MLS #170061778

Redfin Estimate

$1,162,785

$436K since sold in September 2018$38K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 79.7% higher than the average sale price ($647K) of 6 comparable homes.

SOLD AUG 14, 2026
$645,000
A
3 beds2 baths1,476 sq ft
441 Water St, Guilford, CT 06437
SOLD SEP 9, 2026
$455,000
B
3 beds1.5 baths1,344 sq ft
737 Leetes Island Rd, Guilford, CT 06437
SOLD JUN 12, 2026
$1,067,500
C
3 beds1.5 baths1,409 sq ft
59 Cedar Grove Rd, Guilford, CT 06437
SOLD JUN 4, 2026
$555,000
D
3 beds1.5 baths1,706 sq ft
384 Mulberry Point Rd, Guilford, CT 06437
SOLD JUN 22, 2026
$779,000
E
3 beds2 baths1,754 sq ft
78 Tanner Marsh Rd, Guilford, CT 06437
SOLD AUG 4, 2026
$380,000
F
3 beds1 bath1,236 sq ft
512 Leetes Island Rd, Branford, CT 06405

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Earn from this home

Sell

$608,956

Est. take-home

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Refinance

Est. cash available

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Rent

$2,738/mo

Redfin rental estimate

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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

103.6%

+0.2% MoM

Median sale price

$767K

$92K MoM

Avg. days on market

39d

0 days MoM

Recently sold homes

3 MoM

New listings for sale

NEW 14 MINS AGO
$1,825,000
5 beds7 baths5,414 sq ft
173 Highwoods Dr, Guilford, CT 06437
$399,900
4 beds2 baths1,148 sq ft
3198 Durham Rd, Guilford, CT 06437
$409,900
3 beds1.5 baths1,708 sq ft
206 W Lake Ave, Guilford, CT 06437
$19,990
— beds— baths680 sq ft
379 Whitfield St Unit BN2234, Guilford, CT 06437
$19,990
— beds— baths688 sq ft
379 Whitfield St Unit BN2134, Guilford, CT 06437
$329,000
2 beds2.5 baths1,296 sq ft
52 Granite Rd, Guilford, CT 06437
$1,250,000
3 beds3.5 baths3,500 sq ft
122 N Fair St #3, Guilford, CT 06437
$600,000
2 beds2 baths1,134 sq ft
221 Water St, Guilford, CT 06437
$549,000
3 beds2.5 baths2,014 sq ft
83 Crestwood Dr, Guilford, CT 06437
3D WALKTHROUGH
$264,900
1 bed1 bath600 sq ft
32 River Colony #32, Guilford, CT 06437
See all

Provided by Redfin

Sale history for 421 Old Sachems Head Rd

Year

Property tax

Land + Additions

Assessment*

2023

$13,476 (+13.8%)

$379,750 + $140,980

$520,730

2022

$11,847 (+2.8%)

$264,600 + $91,710

$356,310

2021

$11,522 (+1.0%)

$264,600 + $88,610

$353,210

2020

$11,412 (+0.9%)

$264,600 + $88,610

$353,210

2019

$11,313 (+3.5%)

$264,600 + $88,610

$353,210

2018

$10,930 (−6.3%)

$264,600 + $84,820

$349,420

2017

$11,663 (+2.4%)

$331,240 + $66,010

$397,250

2016

$11,389 (+4.6%)

$331,240 + $66,010

$397,250

2014

$10,893 (−22.6%)

$331,240 + $66,010

$397,250

2011

$14,080

$525,000 + $85,580

$610,580

Tax history for 421 Old Sachems Head Rd

Year

Property tax

Land + Additions

Assessment*

2023

$13,476 (+13.8%)

$379,750 + $140,980

$520,730

2022

$11,847 (+2.8%)

$264,600 + $91,710

$356,310

2021

$11,522 (+1.0%)

$264,600 + $88,610

$353,210

2020

$11,412 (+0.9%)

$264,600 + $88,610

$353,210

2019

$11,313 (+3.5%)

$264,600 + $88,610

$353,210

2018

$10,930 (−6.3%)

$264,600 + $84,820

$349,420

2017

$11,663 (+2.4%)

$331,240 + $66,010

$397,250

2016

$11,389 (+4.6%)

$331,240 + $66,010

$397,250

2014

$10,893 (−22.6%)

$331,240 + $66,010

$397,250

2011

$14,080

$525,000 + $85,580

$610,580

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.9 Acres

Year renovated

1999

Sq. Ft.

1,518

Year built

1920

Style

Single Family Residential

County

New Haven County

APN

1117504

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Barn, RV/Boat Pad

Interior

Interior Information
Total Rooms: 6
Laundry Room Location: In basement
Laundry Room Info: Lower Level
Interior Features: Cable - Pre-wired, Security System
In-Law Apartment: No
Security System
Handicap Features: Hard/Low Nap Floors, Lever Door Handles
Fireplaces Total: 1
Cooling System: Ceiling Fans
Appliances Included: Gas Range, Refrigerator, Freezer, Dishwasher, Disposal

Bathroom Information
# of Baths (Full): 1
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Wine Cellar
Room Count: 7
Basement Description: Full With Walk-Out, Storage
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Shingle, Wood
Exterior Features: Barn, Deck, Garden Area, Lighting, Porch, Porch-Enclosed, Porch-Heated, Porch-Screened, Stone Wall

Lot Information
Lot Description: Secluded, Water View, Lightly Wooded, Rocky, Treed

Land Information
Encumbrances Restrictions: Easements

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

Property Information
Waterfront Description: Harbor, Access, Beach Rights, Walk to Water
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1518
Driveway Type: Private, Crushed Stone

Financial

Assessments Information
Assessed Value: $349,420

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Electric
Heat Type: Baseboard, Hot Air, Radiator, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Storm Doors, Storm Windows, Thermopane Windows

Location

School Information
High School: Per Board of Ed
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Library, Medical Facilities, Park, Playground/Tot Lot, Private Rec Facilities, Tennis Courts
Directions: Rte. 146 to Sachems Head to Colonial to Uncas to Old Sachems Head.
County: New Haven

Public facts

Beds: 2
Baths: 2.5
Sq. Ft.: 1,518
Stories: 2.0
Lot Size: 0.9 acres
Style: Single Family Residential
Year Built: 1920
Year Renovated: 1999
County: New Haven County
APN: 1117504

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

A. W. Cox School

Public K-4 • Assigned • 2.5mi

7/10

E. C. Adams Middle School

Public 7-8 • Assigned • 3.1mi

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

5/10 Heat Factor

7 days above 93° expected this year, 16 days in 30 years

6/10 Wind Factor

75% 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

In this area, properties receive around 9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.11M – $1.34M

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New listings for sale in 06437

NEW 14 MINS AGO

$1,825,000

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173 Highwoods Dr, Guilford, CT 06437

$399,900

4 beds2 baths1,148 sq ft

3198 Durham Rd, Guilford, CT 06437

$409,900

3 beds1.5 baths1,708 sq ft

206 W Lake Ave, Guilford, CT 06437

$19,990

— beds— baths680 sq ft

379 Whitfield St Unit BN2234, Guilford, CT 06437

$19,990

— beds— baths688 sq ft

379 Whitfield St Unit BN2134, Guilford, CT 06437

$329,000

2 beds2.5 baths1,296 sq ft

52 Granite Rd, Guilford, CT 06437

$1,250,000

3 beds3.5 baths3,500 sq ft

122 N Fair St #3, Guilford, CT 06437

$600,000

2 beds2 baths1,134 sq ft

221 Water St, Guilford, CT 06437

$549,000

3 beds2.5 baths2,014 sq ft

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Home values near 421 Old Sachems Head Rd

Data from public records.

Address	Redfin Estimate
325 Old Sachems Head Road, Guilford, CT 4 Beds \| 4.5 Baths \| 2984 Sq. Ft.	$3,298,866
348 Old Sachems Head Road, Guilford, CT 4 Beds \| 3.5 Baths \| 4105 Sq. Ft.	$2,447,160

Address	Redfin Estimate
360 Old Sachems Head Road, Guilford, CT 4 Beds \| 4 Baths \| 6800 Sq. Ft.	$2,027,995
419 Old Sachems Head Road, Guilford, CT 3 Beds \| 2 Baths \| 1526 Sq. Ft.	$1,074,724

Address	Redfin Estimate
378 Old Sachems Head Road, Guilford, CT 5 Beds \| 3.5 Baths \| 3068 Sq. Ft.	$1,798,579
379 Old Sachems Head Road, Guilford, CT 4 Beds \| 4.5 Baths \| 5405 Sq. Ft.	$5,763,311

Property information provided by Smart MLS when last listed in 2018. 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 421 Old Sachems Head Rd

Tax history for 421 Old Sachems Head 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 421 Old Sachems Head Rd

More real estate resources