Off Market Dec 2025 for $893K

$1,069,328

Est. refi paymentEst. refi $2,420/mo

•

1,916

sq ft

55 Cypress Rd, Old Saybrook, CT 06475

About this home

Enjoy coastal living in this delightful 3-bedroom home offering serene marsh views in Old Saybrook's sought-after seaside enclave. The thoughtfully designed main level features a spacious open-concept chef's kitchen flowing seamlessly into the dining area and family room. A charming fireplace anchors the eating area, creating an inviting gathering space. An enclosed 4-season sunroom offers year-round enjoyment, while versatile flex space serves perfectly as a first-floor bedroom or den. The upper level hosts three generous bedrooms, highlighted by a primary suite with en-suite bath. The inviting outdoor deck provides the perfect setting to savor tranquil marsh vistas. Ideally located just minutes from local restaurants, shopping, and the acclaimed Katharine Hepburn Cultural Arts Center, this home captures the enjoyment of Connecticut shoreline living.

Old Saybrook perfectly captures quintessential New England charm where the Connecticut River meets Long Island Sound. This historic shoreline community offers an exceptional blend of coastal beauty, cultural richness, and convenient lifestyle amenities that make it one of Connecticut's most desirable places to call home. Situated on Connecticut's picturesque shoreline in Middlesex County, Old Saybrook provides easy access to major transportation routes and is conveniently located between New Haven and New London. The town's strategic position offers both the tranquility of coastal living and the connectivity residents need for work and travel, making it an ideal location for families, professionals, and retirees alike. Old Saybrook is renowned for its stunning beaches and exceptional waterfront access. Harvey's Beach and Chalker Beach are popular destinations offering beautiful Long Island Sound views and seasonal recreation. The Great Cedar Conservation Area provides natural trails and serene waterfront access for those seeking outdoor adventure. The town's iconic Lynde Point Lighthouse serves as a beloved landmark, while numerous private beach associations throughout town offer residents exclusive coastal access and tight-knit community connections.

Single-familyProperty Type

1978Year Built

0.51 acresLot Size

$558Est. Price/Sq.Ft.

4 spacesParking

Listed by Tammy Tinnerello • William Pitt Sotheby's Int'l

Contact: Agent Attribution Contact: (860) 867-6120 | Office Attribution Contact: (860) 434-2400

Bought with Tammy Tinnerello • William Pitt Sotheby's Int'l

Bought with Erika Portanova Songer • William Pitt Sotheby's Int'l

Source:Smart MLS #24136345

Redfin Estimate

$1,069,328

$176K since sold in December 2025$13K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.2% lower than the average sale price ($1.28M) of 5 comparable homes.

SOLD SEP 4, 2026
$1,648,000
A
3 beds2.5 baths2,787 sq ft
5 Cove Lndg, Old Saybrook, CT 06475
SOLD AUG 13, 2026
$2,150,000
B
3 beds2.5 baths1,900 sq ft
420 Maple Ave, Old Saybrook, CT 06475
SOLD JUN 22, 2026
$656,000
C
3 beds3 baths1,683 sq ft
17 Willard St, Old Saybrook, CT 06475
SOLD JUL 30, 2026
$1,030,000
D
3 beds3 baths2,326 sq ft
96 Fenwood Dr, Old Saybrook, CT 06475
SOLD JAN 6, 2026
$900,000
E
3 beds2 baths1,782 sq ft
4 Gibbons Cir, Old Saybrook, CT 06475

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Earn from this home

Sell

$300,864

Est. take-home

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Refinance

Est. cash available

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Rent

$4,043/mo

Redfin rental estimate

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Market trends in 06475, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

+0.1% MoM

Median sale price

$694K

$36K MoM

Avg. days on market

60d

20 days MoM

Recently sold homes

4 MoM

New listings for sale

OPEN TODAY, 11AM TO 1PM
$1,380,000
5 beds3 baths2,969 sq ft
46 Fenwood Grove Rd, Old Saybrook, CT 06475
OPEN SUN, 12PM TO 2PM
$549,000
3 beds1.5 baths1,056 sq ft
47 Maple Ave, Old Saybrook, CT 06475
COMING SOON
$1,249,000
4 beds3 baths3,684 sq ft
5 Sand Creek Dr, Old Saybrook, CT 06475
OPEN SUN, 1PM TO 3PM
$550,000
3 beds3 baths1,296 sq ft
61 Springbrook Rd, Old Saybrook, CT 06475
$799,900
4 beds3 baths2,496 sq ft
3 Anchorage Ln, Old Saybrook, CT 06475
$789,900
2 beds3.5 baths1,565 sq ft
25 Sunset Rd #18, Old Saybrook, CT 06475
$795,000
3 beds1 bath2,002 sq ft
5 Tudor Ct E, Old Saybrook, CT 06475
See all

Provided by Redfin

Sale history for 55 Cypress Rd

Date

Event

Price

Smart MLS #24136345

Dec 5, 2025

Sold

$893,500

$466/sq ft

Nov 18, 2025

Pending

—

Oct 28, 2025

Listed

$926,000

$483/sq ft

Smart MLS #24098088

Oct 17, 2025

Listing Removed

—

Sep 3, 2025

Contingent

—

Aug 8, 2025

Price Changed

$995,000

$519/sq ft

Aug 8, 2025

Relisted

—

Jul 17, 2025

Listing Removed

—

Jun 20, 2025

Listed

$1,050,000

$548/sq ft

Jun 7, 2025

Coming Soon

Public Records

Nov 15, 2018

Sold

$462,500

$241/sq ft

Smart MLS #170121713

Nov 15, 2018

Listing Removed

—

Nov 15, 2018

Sold

$462,500

$241/sq ft

Oct 20, 2018

Contingent

—

Sep 26, 2018

Price Changed

$479,000

$250/sq ft

Sep 6, 2018

Listed

$497,500

$260/sq ft

Knollwood Beach year-round home in mint condition! Enjoy kayaking from back yard and walks on the beach only steps away! EZ walk to Fenwick golf course and Saybrook Point. Great cove and marsh views from most rooms! Spacious and inviting home sits high above the marsh and Beaman Creek with great views of South Cove. Enjoy a wonderful open flow with renovated kitchen with new gas fireplace in breakfast area, granite counters, counter depth refrigerator, wall oven, and half bathroom. Home has 2.1 bathrooms in total, all renovated in last several years. Master-suite boasts a large walk-in closet and new white marble bathroom with double vanity, and Maxx jetted shower. Finished area in lower level used as a 4th bedroom and exercise room. Sun-room with large deck over-looking cove and marsh is the highlight to this delightful Knollwood Beach property. Roof, furnace, windows, siding, kitchen, bathrooms - all new or newer!

Smart MLS #170013240

Dec 29, 2017

Sold

$470,000

$245/sq ft

Dec 13, 2017

Listing Removed

—

Sep 9, 2017

Listed

$483,500

$252/sq ft

Smart MLS #N10207578

Sep 9, 2017

Listing Removed

—

Mar 29, 2017

Listed

$499,000

$260/sq ft

Smart MLS #M9120808

Jul 23, 2010

Listing Removed

—

Feb 23, 2010

Listed

$629,000

$328/sq ft

Public Records

Oct 3, 2005

Sold

$497,000

$259/sq ft

Smart MLS #M9062706

Mar 9, 2001

Listed

$332,000

$173/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$6,693 (+1.8%)

$187,500 + $139,800

$327,300

2022

$6,572 (+0.2%)

$187,500 + $139,800

$327,300

2021

$6,562

$187,500 + $139,800

$327,300

2020

$6,562 (+1.5%)

$187,500 + $139,800

$327,300

2019

$6,464 (−9.3%)

$187,500 + $139,800

$327,300

2018

$7,127 (−0.3%)

$195,600 + $168,000

$363,600

2017

$7,148 (+2.1%)

$195,600 + $168,000

$363,600

2016

$7,003 (+4.1%)

$195,600 + $168,000

$363,600

2014

$6,727 (+12.1%)

$195,600 + $168,000

$363,600

2011

$5,999

$192,600 + $202,100

$394,700

Tax history for 55 Cypress Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,693 (+1.8%)

$187,500 + $139,800

$327,300

2022

$6,572 (+0.2%)

$187,500 + $139,800

$327,300

2021

$6,562

$187,500 + $139,800

$327,300

2020

$6,562 (+1.5%)

$187,500 + $139,800

$327,300

2019

$6,464 (−9.3%)

$187,500 + $139,800

$327,300

2018

$7,127 (−0.3%)

$195,600 + $168,000

$363,600

2017

$7,148 (+2.1%)

$195,600 + $168,000

$363,600

2016

$7,003 (+4.1%)

$195,600 + $168,000

$363,600

2014

$6,727 (+12.1%)

$195,600 + $168,000

$363,600

2011

$5,999

$192,600 + $202,100

$394,700

*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

0.51 Acres

Year renovated

—

Sq. Ft.

1,916

Year built

1978

Style

Single Family Residential

County

Middlesex County

APN

1023283

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Driveway

Parking Information
Parking Total Spaces: 4

Interior

Virtual Tour Information

Interior Information
Total Rooms: 9
Laundry Room Location: Upper level
Laundry Room Info: Upper Level
Fireplaces Total: 1
Cooling System: Window Unit
Appliances Included: Electric Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer

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

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Exercise Room, Foyer
Basement Description: Full, Full With Hatchway
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Asphalt Shingle, Gable
Exterior Siding: Vinyl Siding
Exterior Features: Deck

Lot Information
Lot Description: Sloping Lot, Water View

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

Property Information
Waterfront Description: Brook, Walk to Water, Beach Rights, Water Community, View
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1916
Driveway Type: Private, Crushed Stone

Financial

Assessments Information
Assessed Value: $559,700

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Oil, Domestic
Heat Type: Baseboard, Hot Water
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

HOA Information
Has Home Owner's Assocation
HOA Fee Frequency: Annually
HOA Fee Amount: $1,265
Association Fee Includes: Club House, Tennis, Lake/Beach Access
Association Amenities: Basketball Court, Club House, Park, Tennis Courts

School Information
High School: Old Saybrook
Elementary School: Kathleen E. Goodwin

Location Information
State: Connecticut
Nearby Amenities: Basketball Court, Golf Course, Health Club, Library, Medical Facilities, Shopping/Mall, Tennis Courts
Flood Zone
Directions: GPS Friendly.
Direct Waterfront
County: Middlesex

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,916
Stories: 2.0
Lot Size: 0.51 acres
Style: Single Family Residential
Year Built: 1978
Year Renovated: —
County: Middlesex County
APN: 1023283

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Kathleen E. Goodwin School

Public PreK-4 • Assigned • 1.3mi

6/10

Old Saybrook Middle School

Public 5-8 • Assigned • 1.5mi

8/10

Old Saybrook Senior High School

Public 9-12 • Assigned • 1.7mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

9/10 Flood Factor

Estimated 80%+ chance 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

6 days above 92° expected this year, 16 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

4/10 Air Factor

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

Provided by First Street

Historical weather

Old Saybrook, CT • 06475

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 4.6 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.02M – $1.23M

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New listings for sale in 06475

OPEN TODAY, 11AM TO 1PM3D WALKTHROUGH

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46 Fenwood Grove Rd, Old Saybrook, CT 06475

OPEN SUN, 12PM TO 2PM

$549,000

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47 Maple Ave, Old Saybrook, CT 06475

COMING SOON

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4 beds3 baths3,684 sq ft

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OPEN SUN, 1PM TO 3PM

$550,000

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61 Springbrook Rd, Old Saybrook, CT 06475

$799,900

4 beds3 baths2,496 sq ft

3 Anchorage Ln, Old Saybrook, CT 06475

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2 beds3.5 baths1,565 sq ft

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$795,000

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Home values near 55 Cypress Rd

Data from public records.

Address	Redfin Estimate
49 Cypress Road, Old Saybrook, CT 2 Beds \| 1.5 Baths \| 1029 Sq. Ft.	$802,755
32 Cypress Road, Old Saybrook, CT 3 Beds \| 2.5 Baths \| 1977 Sq. Ft.	$962,217

Address	Redfin Estimate
41 Cypress Road, Old Saybrook, CT 3 Beds \| 2 Baths \| 3010 Sq. Ft.	$1,214,901
30 Cypress Road, Old Saybrook, CT 3 Beds \| 1 Baths \| 990 Sq. Ft.	$601,643

Address	Redfin Estimate
35 Cypress Road, Old Saybrook, CT 3 Beds \| 2 Baths \| 1656 Sq. Ft.	$809,820
28 Cypress Road, Old Saybrook, CT 2 Beds \| 1 Baths \| 1070 Sq. Ft.	$713,077

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06475, CT

Sale history for 55 Cypress Rd

Tax history for 55 Cypress Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06475

Home values near 55 Cypress Rd

More real estate resources