27 Gates Road, Old Saybrook, CT 06475
SOLD
SEP 15, 2026

$741,000

Trulia Estimate
  • 4 Beds
  • 1.5 Baths
  • 1,088 sqft

27 Gates Road, Old Saybrook, CT 06475

Est. Refi. Payment $5,224/mo*
Refinance Your Home
Currently Off Market - Sold Sep 15, 2026 for $805,000 (11% above list price)

Home Value

Trulia Estimate
$741K
Since last month
Decreased$89K (-10.7%)
Since last year
Decreased$4K (-0.6%)
Since last sale
Decreased$65K (-8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +83% in the last 10 years
MonthEstimated value
2026
September 2026$740K
August 2026$741K
July 2026$829K
June 2026$843K
May 2026$812K
April 2026$767K
March 2026$746K
February 2026$686K
January 2026$727K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
28 Gates Road, Old Saybrook, CT
0.02
Single-Family Home
$960,000
09/15/26
4
1.5
1,208
37 Mohican Road, Old Saybrook, CT
0.06
Single-Family Home
$1,030,000
06/18/26
3
1.5
1,772
28 Bellaire Drive, Old Saybrook, CT
0.11
Single-Family Home
$982,500
09/08/26
3
2
1,175
12 Bellaire Drive, Old Saybrook, CT
0.13
Single-Family Home
$650,000
11/19/25
3
1
1,104
14 Seagull Road, Old Saybrook, CT
0.31
Single-Family Home
$715,000
09/09/26
4
2
1,675
10 Edwards Road, Old Saybrook, CT
0.38
Single-Family Home
$680,000
05/11/26
2
1
1,198
21 Wildwood Road, Old Saybrook, CT
0.23
Single-Family Home
$900,000
10/30/25
3
1.5
1,408

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
22 Gates Road, Old Saybrook, CT 06475
0.03
$737,000
2
1
1,020
Off Market
37 Mohican Road, Old Saybrook, CT 06475
0.06
$1,030,000
3
1.5
1,772
Recently Sold
28 Gates Road, Old Saybrook, CT 06475
0.02
$960,000
4
1.5
1,208
Recently Sold
36 Town Beach Road, Old Saybrook, CT 06475
0.12
$1,126,000
4
2
2,302
Off Market
40 Seabreeze Road, Old Saybrook, CT 06475
0.14
$1,202,900
5
1.5
1,936
Off Market
28 Bellaire Drive, Old Saybrook, CT 06475
0.11
$982,500
3
2
1,175
Recently Sold
12 Bellaire Drive, Old Saybrook, CT 06475
0.13
$650,000
3
1
1,104
Recently Sold
7 Ridge Road, Old Saybrook, CT 06475
0.15
$1,440,000
4
3.5
2,413
Recently Sold
12 Hartlands Drive, Old Saybrook, CT 06475
0.16
$851,600
3
1
956
Off Market
26 Billow Road, Old Saybrook, CT 06475
0.15
$1,065,600
3
1
1,181
Off Market
43 Indianola Drive, Old Saybrook, CT 06475
0.20
$1,750,000
3
2.5
2,978
Recently Sold

Local Information

  • Map ViewExplore the area around 27 Gates Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1926
1,088 sqft
$740/sqft
Garage
HOA $154/mo

About this House

Rare opportunity to own a classic Connecticut shoreline beach cottage in the highly sought-after Cornfield Point Beach Association. Located just five homes from the water, this seasonal cottage offers water views from the enclosed breezeway and captures the timeless charm of Old Saybrook coastal living. Original hardwood floors, knotty pine walls, authentic beadboard, oversized rooms, and a stunning beach stone fireplace showcase the character and craftsmanship rarely found today. Designed for generations of summer memories, this vintage beach home also features a detached garage, outdoor shower, and inviting indoor and outdoor living spaces perfect for entertaining after a day at the private sandy beach. Enjoy one of the Connecticut shoreline's most desirable golf cart-friendly beach communities with easy access to the beach, boating, kayaking, swimming, fishing, and breathtaking sunsets. Surrounded by beautiful custom coastal homes, this property offers exceptional flexibility to preserve its historic New England charm, renovate, expand, or build your dream waterfront-inspired beach house. Whether you're searching for a seasonal retreat, vacation home, weekend getaway, investment property, or future new construction opportunity, this rare Old Saybrook offering combines water views, private beach association access, an unbeatable location, and endless potential in one of Connecticut's premier shoreline communities.
27 Gates Road, Old Saybrook, CT 06475 is a 4 bedroom, 2 bathroom, 1,088 sqft single-family home built in 1926. It last sold for $805,000 on Sep 15, 2026 (11% above the $725,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $741,000, with a rent estimate of $2,682/month.
Last check for updates: about 7 hours ago
Listed by Jennifer Gurnell, (860) 227-1212
William Raveis Real Estate, (203) 453-0391
Bought with: Lynn Lehrman, (860) 861-1771, Re/Max Valley Shore, (860) 388-1228
Source: Smart MLS, MLS#24189749

Home Details for 27 Gates Road

Interior Features

Interior Details
Basement: NoneNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1088 Square Feet
Appliances & Utilities
Appliances: Electric Range, Refrigerator, Electric Water Heater, Water HeaterLaundry: Main LevelRefrigerator
Heating & Cooling
Heating: NoneNo CoolingAir Conditioning: NoneNo Heating
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: CoveredExterior: BreezewayFoundation: Pillar/Post/PierNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageParking Spaces: 5Parking: Detached,Unpaved
Frontage
Waterfront: Walk to Water, Beach Access, Water CommunityNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1088 Square Feet

Property Information

Year Built
Year Built: 1926
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Cottage
Building
Construction Materials: Shingle SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1022715

Price & Status

Price
List Price: $725,000Price Per Sqft: $740/sqft
Status Change & Dates
Off Market Date: Mon Aug 24 2026Possession Timing: January 2027

Active Status

MLS Status: Closed

Location

Direction & Address
City: Old SaybrookCommunity: Cornfield Point
School Information
Elementary School: Kathleen E. GoodwinHigh School: Old Saybrook

Building

Building Area
Building Area: 1088 Square Feet

Community

Community Features: Golf, Medical Facilities, Playground, Near Public Transport, Shopping/Mall
Other
Playground

HOA

HOA Fee Includes: TrashHas an HOAHOA Fee: $462/Quarterly

Lot Information

Lot Area: 3920.4 sqft

Miscellaneous

Mls Number: 24189749Attic: NoneWater ViewWater View: WaterAttribution Contact: (860) 227-1212Above Grade Unfinished Area: 1088Activation Date: Wed Aug 19 2026

Additional Information

HOA Amenities: Clubhouse,Lake/Beach Access

Price and Tax history

DateEventPrice
Sep 15, 2026
Source: Smart MLS #24189749
Sold
$805,000
Aug 19, 2026
Source: Smart MLS #24189749
Listed For Sale
$725,000

Market trends in Old Saybrook

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
4MoM

Around this home

What Locals Say about Old Saybrook

At least 42 Trulia users voted on each feature.

  • 88 % Say yards are well-kept

  • 88 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 84 % Say parking is easy

  • 78 % Say car is needed

  • 75 % Say people would walk alone at night

  • 66 % Say they plan to stay for at least 5 years

  • 61 % Say neighbors are friendly

  • 61 % Say kids play outside

  • 60 % Say there's wildlife

  • 58 % Say it's quiet

  • 57 % Say streets are well-lit

  • 56 % Say it's walkable to restaurants

  • 52 % Say there are sidewalks

  • 51 % Say there are community events

  • 43 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Diva For Life
    "I think is great to live here I think it safe for family and I hope I can move here with my family soon "
    0
    Flag
  • Trulia User
    "It’s a safe town, good schools. A lot of different activities and programs available for kids from toddlers to high school. The schools are located in convenient safe areas of the town. Lower traffic areas. Pedestrians are plentiful and kids riding bikes to and from school. Several beaches that are great for family gatherings as well as private time to yourself. Everything you need to bring your family up in a quiet shoreline community. Public transportation is available with a trolly during the months of spring and summer. The library is conveniently located next to the elementary school. Plenty of in town shopping available and plenty of great restaurants. Ice cream as well. "
    1
    Flag
  • Jocelynne B. .
    "It’s a safe place to live and the school system is very good. Small class rooms and everyone knows everyone. "
    0
    Flag
  • Tyfinkbus
    "I have lived in Old Saybrook for 15 years and the people are very friendly. The area is peaceful and very well maintained."
    0
    Flag
  • John D.
    "I commute by my car, motorcycle, scooter, or bicycle. I do not use public transportation. I also walk to the beach or downtown. "
    1
    Flag
  • J Jenkins
    "I lived in this neighborhood for 40 yrs, I love it here, we have had our children here and now have there own homes close by. We are only 1.1 miles from I-95, 1.5 to the supermarket, 2 miles to main St and 3 miles to the beach. A great area."
    0
    Flag
  • Svasmatics
    "I moved to Old Saybrook because I work in town. It is close to I-95 and Route9. The town itself and traffic is very different from winter to summer. Summer brings a lot of snow birds and visitors. Stores, traffic, commotion in general is heavier in the summer months. Food prices also go up in the summer."
    2
    Flag
  • Tony
    "I've lived in the area for over 12 years. Everything (shopping, dining, etc.) are all within walking distance, with plenty of sidewalks. most neighbors are friendly, and willing to lend a hand when needed."
    5
    Flag
  • Ali F.
    "No sidewalks. Some neighbors let dogs walk off the leash. There are Coyotes or coy dogs that are found to live around the marsh areas. I have had squirrels in my attic three times even after sealing. "
    6
    Flag
  • Ali F.
    "Love our neighborhood. Close walking to center of town. Neighbors are friendly. Birds, rabbits and squirrels. Sometimes can see coyote or deer. "
    0
    Flag
  • Karen E. d.
    "Train station is within walking distance with newly installed sidewalks and street lighting. I95 is easily accessible for commutes to New York or north. Personally, I am able to walk to my job in the downtown area. "
    0
    Flag
  • Annette M.
    "Wonderful beach community for families and singles. I rent here but most people own and the community is very tight knit and supportive."
    0
    Flag
  • Karen E. d.
    "Lots of friendly dogs in area. Most on leashes or in fenced yards. Some of the Main St. businesses put water out for our four legged friends. "
    1
    Flag
  • Bean_laura
    "Lots of other dogs. Dog parks. Pet stores. Fire hydrants. Pet friendly restaurants and bars. Pet friendly shopping."
    1
    Flag
  • Jocelynne B.
    "It’s a quiet neighborhood with no issues. Saybrook is safe and the school system is excellent. I enjoyed growing up and living in Saybrook. It’s a very friendly community."
    0
    Flag
  • Kearney j.
    "I've lived here for 25 years. it is a safe and welcoming community. pride I. home and property is prevalent everywhere. neighbors are friendly and supportive."
    0
    Flag
  • Rose H. M.
    "Fenwood beach is one of the most desirable areas along the shore, with a private beach, bordering Fenwick golf course, with views of the Saybrook lighthouses from the shore. The residents have lots of social activities, such as the summer lobster bake on the beach. Residents often ride golf carts around the neighborhood and to the beach. Fenwood beach is also a short drive into the quaint town center and to Saybrook Point. "
    0
    Flag

LGBTQ Local Legal Protections

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Frequently asked questions about 27 Gates Road

  • What is 27 Gates Road estimated to be worth?
    Trulia's estimated value for 27 Gates Road in Old Saybrook, CT is $741,000.
  • What is the price history for 27 Gates Road?
    27 Gates Road in Old Saybrook, CT last sold for $805,000 in September 2026.
  • Is Old Saybrook a buyer's or seller's market?
    Old Saybrook is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Old Saybrook?
    Residents describe Old Saybrook, CT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Old Saybrook, CT.
  • Does 27 Gates Road have laundry facilities?
    Yes, 27 Gates Road in Old Saybrook, CT has laundry facilities.
  • How big is the lot at 27 Gates Road?
    The lot at 27 Gates Road in Old Saybrook, CT is about 0.09 acres (3,920 sq ft).

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