$926,000
PENDING

55 Cypress Rd Old Saybrook, CT 06475

Estimated payment $5,718/month

Total Views 6,461
3 Beds
2.5 Baths
1,916 Sq Ft
$483 Price per Sq Ft

Highlights

  • Waterfront
  • Colonial Architecture
  • Deck
  • Kathleen E. Goodwin School Rated A-
  • Clubhouse
  • Attic

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.

Listing Agent

Tammy Tinnerello

William Pitt Sotheby's Int'l Brokerage Phone: (860) 867-6120 License #RES.0801830 Listed on: 10/28/2025

William Pitt Sotheby's Int'l

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $8,675

Year Built

  • Built in 1978

Lot Details

  • 0.51 Acre Lot
  • Waterfront

HOA Fees

  • $105 Monthly HOA Fees

Home Design

  • Colonial Architecture
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Vinyl Siding

Interior Spaces

  • 1,916 Sq Ft Home
  • 1 Fireplace
  • Entrance Foyer
  • Home Gym
  • Basement Fills Entire Space Under The House
  • Attic or Crawl Hatchway Insulated

Kitchen

  • Built-In Oven
  • Electric Cooktop
  • Dishwasher

Bedrooms and Bathrooms

  • 3 Bedrooms

Laundry

  • Laundry on upper level
  • Dryer
  • Washer

Parking

  • 4 Parking Spaces
  • Parking Deck
  • Private Driveway

Outdoor Features

  • Deck

Location

  • Flood Zone Lot
  • Property is near shops
  • Property is near a golf course

Schools

  • Kathleen E. Goodwin Elementary School
  • Old Saybrook High School

Utilities

  • Window Unit Cooling System
  • Baseboard Heating
  • Hot Water Heating System
  • Heating System Uses Oil
  • Hot Water Circulator
  • Oil Water Heater
  • Fuel Tank Located in Basement

Listing and Financial Details

  • Assessor Parcel Number 1023283

Community Details

Overview

  • Association fees include club house, tennis, lake/beach access

Amenities

  • Clubhouse

Recreation

  • Tennis Courts
  • Community Basketball Court
  • Park

Home Details

Home Type

Single Family

Est. Annual Taxes

$8,675

Year Built

Built in 1978

Lot Details

0

HOA Fees

$105 per month

Listing Details

  • Neighborhood: Knollwood
  • Property Type: Single Family For Sale
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 1916
  • Total Sq Ft: 1916
  • Year Built: 1978
  • New Construction: No/Resale
  • Nearby Amenities: Basketball Court, Golf Course, Health Club, Library, Medical Facilities, Shopping/Mall, Tennis Courts
  • Association Amenities: Basketball Court, Club House, Park, Tennis Courts
  • Remarks Public Addendum: 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.
  • Direct Waterfront: Yes
  • Home Warranty Offered: No
  • Directions: GPS Friendly.
  • Financing Used: Cash
  • Spec Assoc Asses: No
  • Street Type: Road
  • Office Attribution Contact: (860) 434-2400
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 3
  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Fireplaces: 1
  • Attic Description: Access Via Hatch
  • Basement Description: Full, Full With Hatchway
  • Appliances: Electric Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
  • Additional Rooms: Exercise Room, Foyer
  • Laundry Room Location: Upper level
  • Laundry Room Info: Upper Level
  • Attic: Yes

Exterior Features

  • Exterior Features: Deck
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle Gable
  • Waterfront Description: Brook Walk to Water Beach Rights Water Community View
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Driveway Type: Private, Crushed Stone
  • Total Parking Spaces: 4
  • Garage And Parking: None, Driveway

Utilities

  • Cooling System: Window Unit
  • Heat Type: Baseboard, Hot Water
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Oil, Domestic
  • Water Source: Public Water Connected
  • Sewer: Septic

Condo/Co-op/Association

  • Association Fee Includes: Club House, Tennis, Lake/Beach Access
  • HOA Fees: 1265
  • HOA Fee Frequency: Annually

Lot Info

  • Acres: 0.51
  • Lot Description: Sloping Lot Water View
  • Elevation Certificate: No
  • Flood Zone: Yes
  • Zoning: A
  • Parcel #: 1023283

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 8675

MLS Schools

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

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $8,675 $559,700 $287,100 $272,600
2024 $8,507 $559,700 $287,100 $272,600
2023 $6,693 $327,300 $187,500 $139,800
2022 $6,572 $327,300 $187,500 $139,800
2021 $6,562 $327,300 $187,500 $139,800
2020 $6,562 $327,300 $187,500 $139,800
2019 $6,464 $327,300 $187,500 $139,800
2018 $7,127 $363,600 $195,600 $168,000
2017 $7,148 $363,600 $195,600 $168,000
2016 $7,003 $363,600 $195,600 $168,000
2015 $6,839 $363,600 $195,600 $168,000
2014 $6,727 $363,600 $195,600 $168,000
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
11/18/2025 11/18/25 Pending -- -- --
10/28/2025 10/28/25 For Sale $926,000 +100.2% $483 / Sq Ft
11/15/2018 11/15/18 Sold $462,500 -3.4% $241 / Sq Ft View Prior Sale
10/20/2018 10/20/18 Pending -- -- --
09/26/2018 09/26/18 Price Changed $479,000 -3.7% $250 / Sq Ft
09/06/2018 09/06/18 For Sale $497,500 +5.9% $260 / Sq Ft
12/29/2017 12/29/17 Sold $470,000 -2.8% $214 / Sq Ft View Prior Sale
12/13/2017 12/13/17 Pending -- -- --
10/01/2017 10/01/17 Price Changed $483,500 -2.7% $220 / Sq Ft
09/09/2017 09/09/17 For Sale $497,000 -- $226 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $462,500 --
Deed $470,000 --
Quit Claim Deed -- --
Warranty Deed $497,000 --
Warranty Deed $360,000 --
Warranty Deed $325,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $270,000 Purchase Money Mortgage
Previous Owner $270,000 Purchase Money Mortgage
Source: Public Records

Source: SmartMLS

MLS Number: 24136345

SmartMLS

APN: OSAY-000004-000034