Off Market Sep 2023 for $5.9M

$4,553,826

Est. refi paymentEst. refi $10,467/mo

•

3,945

sq ft

135 Old Quarry Rd, Guilford, CT 06437

About this home

RARE OPPORTUNITY to acquire one of the top waterfront properties on the CT shoreline. This iconic estate has been owned and cared for by the same family since 1937. Narrows Island is the only year-round Thimble Island accessible by vehicle bridge. A unique private sanctuary, situated on a peninsula providing 270 degree waterfront views with gorgeous sunrises and sunsets. Two private sandy beaches, granite cabana, mooring access and a deep water dock. Step onto your boat or launch your Kayak to tour the islands. Constructed with expansion in mind. Architectural drawings with pool that meet town zoning requirements are available. A beautifully constructed deck connects the main house to the studio suite which provides guests with the comfort of their own accommodations and includes a built-in desk and kitchenette. The property is within a few minutes drive of the historic Guilford Green with shops restaurants and more. Easily accessible via I-95 and New Haven airport. Close to Yale campus and 90 miles to NYC. Flood insurance NOT REQUIRED. House in FEMA "X" Zone. Annual Property tax $45,413. Annual Insurance $4,817

Single-familyProperty Type

2000Year Built

1.71 acresLot Size

$1,154Est. Price/Sq.Ft.

9 car garageParking

Listed by King Hall • Yellowbrick Real Estate LLC

Listed by Thomas Bepko • YellowBrick Real Estate LLC

Bought with Kathryn Ekstrom • Haynes Real Estate Services

Source:Smart MLS #170580093

Redfin Estimate

$4,553,826

$1.3M since sold in September 2023$316K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 354.4% higher than the average sale price ($1.00M) of 6 comparable homes.

SOLD JUL 17, 2026
$1,040,000
A
4 beds2.5 baths3,554 sq ft
474 State St, Guilford, CT 06437
SOLD JUN 25, 2026
$1,078,000
B
3 beds2.5 baths3,939 sq ft
1800 Moose Hill Rd, Guilford, CT 06437
SOLD JUN 22, 2026
$900,000
C
3 beds2.5 baths2,806 sq ft
401 Three Corners Rd, Guilford, CT 06437
SOLD NOV 12, 2025
$1,200,000
D
4 beds2.5 baths2,968 sq ft
52 Leighton Trl, Guilford, CT 06437
SOLD JUL 16, 2026
$820,000
E
3 beds2.5 baths2,799 sq ft
95 Thankful Stow Rd, Guilford, CT 06437
SOLD JUN 3, 2026
$975,000
F
3 beds2.5 baths3,000 sq ft
21 Fir Tree Dr N, Branford, CT 06405

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Earn from this home

Sell

−$172,648

Est. take-home

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Refinance

Est. cash available

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Rent

$2,312/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 17 HRS AGO
$789,000
3 beds2 baths1,754 sq ft
137 Flat Meadow Rd, Guilford, CT 06437
OPEN SAT, 10AM TO 12PM
$549,999
3 beds2 baths1,716 sq ft
89 Janeway Dr, Guilford, CT 06437
OPEN SAT, 1PM TO 3PM
$639,999
3 beds2.5 baths1,452 sq ft
952 Maple Hill Rd, Guilford, CT 06437
$1,125,000
4 beds2.5 baths2,254 sq ft
84 Fair St, Guilford, CT 06437
COMING SOON
$875,000
3 beds2.5 baths2,700 sq ft
4 Chasse Dr, Guilford, CT 06437
COMING SOON
$549,000
3 beds2.5 baths2,014 sq ft
83 Crestwood Dr, Guilford, CT 06437
COMING SOON
$879,000
3 beds3 baths2,797 sq ft
93 River St, Guilford, CT 06437
NEW 1 DAY AGO
$1,995,000
3 beds3 baths2,969 sq ft
473 Colonial Rd, Guilford, CT 06437
COMING SOON
$264,900
1 bed1 bath600 sq ft
32 River Colony #32, Guilford, CT 06437
OPEN SAT, 1PM TO 3PM
$299,000
2 beds1.5 baths1,442 sq ft
274 Church St Unit 7B, Guilford, CT 06437
See all

Provided by Redfin

Sale history for 135 Old Quarry Rd

Date

Event

Price

Smart MLS #170580093

Sep 14, 2023

Sold

$5,900,000

$1,496/sq ft

Jul 13, 2023

Pending

—

Jul 5, 2023

Relisted

—

Jun 30, 2023

Listing Removed

—

Jun 30, 2023

Listed

$5,500,000

$1,394/sq ft

Public Records

Apr 6, 2022

Sold

$1,600,000

$406/sq ft

Smart MLS #170047000

Nov 15, 2019

Pending

—

Nov 15, 2019

Contingent

—

Nov 15, 2019

Relisted

—

Nov 15, 2019

Sold

$1,535,800

$389/sq ft

Oct 1, 2019

Pending

—

Aug 4, 2019

Listing Removed

—

Jun 4, 2019

Contingent

—

May 21, 2019

Price Changed

$1,790,000

$454/sq ft

Sep 14, 2018

Price Changed

$1,950,000

$494/sq ft

May 13, 2018

Price Changed

$2,200,000

$558/sq ft

Jan 26, 2018

Listed

$2,500,000

$634/sq ft

Expansion consideration up to 3 bedrooms. A private drive and quaint bridge connects you to a waterfront oasis nestled among the Thimble Islands with 360 water views. Bask in both sunrises and sunsets. 700' water frontage +-. Just 90 minutes from NYC and 15 miles to New Haven -- immerse yourself into an Island lifestyle. A seashore enclave of gentle sea-scented winds, mystical moorings, a pageantry of sunsets and sleepy tides of timelessness. Entertain in privacy by water's way or picnic in the tree canopied serene gardens. Guilford is a classic shoreline town with a charming, historic, village atmosphere, stone walls, natural beauty, and serene beaches. Guilford is now one of the prettiest and most dignified towns along the shoreline. Replete with boutique shopping, restaurants that offer a wide variety of cuisine, boating, beaches, hiking trails, antique shops, art galleries and historical home museums that display the town's heritage. Railroad service is available right in town. The picturesque nostalgic expansive "town green" is at the heart of Guilford. A benchmark in the elegant history of Connecticut, rich and full of life. Sale subject to cottage being subdivided to include in excess of 1 full acre. Subdivision process is almost complete. Arrangements can be made for usage of a dock during new dock application process. Taxes and assessment are not accurate. They will be determined at some point after subdivision. Flood insurance not required.

Smart MLS #E10233302

Jan 25, 2018

Listing Removed

—

Jan 17, 2018

Price Changed

$2,500,000

$634/sq ft

Jul 1, 2017

Listed

$7,900,000

$2,003/sq ft

Smart MLS #N10150593

Jun 30, 2017

Listing Removed

—

Jul 7, 2016

Listed

$8,750,000

$2,218/sq ft

Smart MLS #N10150441

Jun 30, 2017

Listing Removed

—

Jul 6, 2016

Listed

$2,750,000

$697/sq ft

Smart MLS #N10061570

Jun 30, 2017

Listing Removed

—

Jul 7, 2015

Listed

$6,500,000

$1,648/sq ft

Smart MLS #M9148522

Jul 7, 2015

Listing Removed

—

Jun 16, 2014

Listed

$7,900,000

$2,003/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$45,413 (−56.9%)

$1,496,880 + $257,880

$1,754,760

2022

$105,383 (+1.9%)

$3,013,000 + $156,410

$3,169,410

2021

$103,386 (+1.3%)

$3,013,000 + $156,410

$3,169,410

2020

$102,027 (+17.0%)

$3,000,830 + $156,910

$3,157,740

2019

$87,194 (−11.0%)

$2,559,410 + $162,860

$2,722,270

2018

$97,937 (+10.8%)

$2,968,110 + $162,860

$3,130,970

2017

$88,374 (+2.4%)

$2,801,820 + $208,180

$3,010,000

2016

$86,297 (−6.3%)

$2,801,820 + $208,180

$3,010,000

2014

$92,094

$3,150,480 + $208,180

$3,358,660

Tax history for 135 Old Quarry Rd

Year

Property tax

Land + Additions

Assessment*

2023

$45,413 (−56.9%)

$1,496,880 + $257,880

$1,754,760

2022

$105,383 (+1.9%)

$3,013,000 + $156,410

$3,169,410

2021

$103,386 (+1.3%)

$3,013,000 + $156,410

$3,169,410

2020

$102,027 (+17.0%)

$3,000,830 + $156,910

$3,157,740

2019

$87,194 (−11.0%)

$2,559,410 + $162,860

$2,722,270

2018

$97,937 (+10.8%)

$2,968,110 + $162,860

$3,130,970

2017

$88,374 (+2.4%)

$2,801,820 + $208,180

$3,010,000

2016

$86,297 (−6.3%)

$2,801,820 + $208,180

$3,010,000

2014

$92,094

$3,150,480 + $208,180

$3,358,660

*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

1.5

Stories

Lot width

—

Lot depth

—

Lot size

1.71 Acres

Year renovated

2011

Sq. Ft.

1,640

Year built

2000

Style

Single Family Residential

County

New Haven County

APN

1121296

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
Garages Number: 9

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 6
Laundry Room Info: Lower Level
In-Law Apartment: Yes
In-Law Access: Over Garage
Fireplaces Total: 2
Cooling System: Ceiling Fans, Central Air, Split System
Appliances Included: Oven/Range, Microwave, Refrigerator, Subzero, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Room Count: 8
Basement Description: Crawl Space
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Shingle, Wood
Exterior Features: Cabana, Deck, Hot Tub, Lighting, Shed

Lot Information
Lot Description: Secluded, Water View, Lightly Wooded, Professionally Landscaped

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Waterfront Description: Direct Waterfront, L. I. Sound Frontage, Dock or Mooring, Beach
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1640
Driveway Type: Private, Shared, Gravel

Financial

Assessments Information
Assessed Value: $1,754,760

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic, Tankless Hotwater
Heat Type: Hot Air, Radiant, Wall Unit, Wood/Coal Stove
Heat Fuel Type: Electric, Propane
Fuel Tank Location: In Ground
Energy Features: Generator

Location

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

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Medical Facilities, Shopping/Mall
Directions: CT-146W to Old Quarry Road turn right on Narrows Island, last house on your left
Direct Waterfront
County: New Haven

Public facts

Beds: 2
Baths: 1.5
Sq. Ft.: 1,640
Stories: 2.0
Lot Size: 1.71 acres
Style: Single Family Residential
Year Built: 2000
Year Renovated: 2011
County: New Haven County
APN: 1121296

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 8

Around this home

Schools

A. W. Cox School

Public K-4 • Assigned • 2.9mi

7/10

E. C. Adams Middle School

Public 7-8 • Assigned • 3.6mi

8/10

Guilford High School

Public 9-12 • Assigned • 4.1mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

$4.33M – $5.24M

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New listings for sale in 06437

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Home values near 135 Old Quarry Rd

Data from public records.

Address	Redfin Estimate
72 Old Quarry Rd Apt B, Guilford, CT 1 Beds \| 1 Baths \| 483 Sq. Ft.	$268,155
52 Old Quarry Rd, Guilford, CT 3 Beds \| 4 Baths \| 5665 Sq. Ft.	$3,178,487

Address	Redfin Estimate
72 Old Quarry Rd Apt A, Guilford, CT 1 Beds \| 1 Baths \| 1008 Sq. Ft.	$335,586
92 Old Quarry Rd, Guilford, CT 2 Beds \| 2.5 Baths \| 4967 Sq. Ft.	$2,557,039

Address	Redfin Estimate
59 Old Quarry Rd, Guilford, CT 2 Beds \| 4.5 Baths \| 4612 Sq. Ft.	$3,699,797
133 Old Quarry Rd, Guilford, CT 5 Beds \| 4.5 Baths \| 6411 Sq. Ft.	$6,368,374

Property information provided by Smart MLS when last listed in 2023. 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 135 Old Quarry Rd

Tax history for 135 Old Quarry Rd

Public record

Property details

Around this home

Schools

Lifestyle

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06437

Home values near 135 Old Quarry Rd

More real estate resources