5 Gregory Pl, Old Saybrook, CT 06475
Property image
Property image
OFF MARKET

5 Gregory Pl
Old Saybrook, CT 06475

  • 4 Beds
  • 2.5 Baths
  • 2,331 sqft (on 1.26 acres)

$1,237,400

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $8,363/mo*
Refinance Your Home

$1,237,400

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $8,363/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,331 sqft
(on 1.26 acres)

Home Value

Trulia Estimate
$1.24M
Since last month
Increased$4K (+0.3%)
Since last year
Increased$86K (+7.5%)
Since last sale
Increased$638K (+106.3%)
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 +96% in the last 10 years
MonthEstimated value
2026
August 2026$1.24M
July 2026$1.23M
June 2026$1.28M
May 2026$1.24M
April 2026$1.19M
March 2026$1.17M
February 2026$1.12M
January 2026$1.12M
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
7 Sharon Lane, Old Saybrook, CT
0.08
Single-Family Home
$870,000
11/20/25
4
2.5
2,636
11 South View Terrace, Old Saybrook, CT
0.19
Single-Family Home
$840,000
05/08/26
4
1.5
2,005
45 Farview Avenue, Old Saybrook, CT
0.37
Single-Family Home
$925,000
09/22/25
3
2.5
2,791
8 Sharon Lane, Old Saybrook, CT
0.10
Single-Family Home
$1,340,000
09/23/25
5
3.5
3,534
21 Farview Avenue, Old Saybrook, CT
0.25
Single-Family Home
$660,000
01/26/26
3
2
1,664
41 Farview Avenue, Old Saybrook, CT
0.34
Single-Family Home
$630,000
05/29/26
4
1.5
1,400
33 Briarwood Drive, Old Saybrook, CT
0.54
Single-Family Home
$685,000
05/15/26
3
1.5
2,272
122 Old Post Road, Old Saybrook, CT
0.60
Single-Family Home
$962,500
03/19/26
3
2.5
2,467
18 Quarry Street, Old Saybrook, CT
0.57
Single-Family Home
$510,000
05/07/26
4
2
1,760
24 Cottage Place, Old Saybrook, CT
0.66
Single-Family Home
$935,000
06/15/26
4
3
2,516

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
26 Oyster Point Avenue East, Old Saybrook, CT 06475
0.10
-
-
-
-
Off Market
7 Sharon Lane, Old Saybrook, CT 06475
0.08
$870,000
4
2.5
2,636
Recently Sold
8 Sharon Lane, Old Saybrook, CT 06475
0.10
$1,446,400
5
3.5
3,534
Off Market
4 Sea View Avenue, Old Saybrook, CT 06475
0.14
$569,000
2
1
1,080
Recently Sold
129 Great Hammock Road, Old Saybrook, CT 06475
0.17
$660,000
3
1.5
1,166
Off Market
3 West View Circle, Old Saybrook, CT 06475
0.16
$778,500
3
1.5
1,672
Off Market
9 Blueberry Lane, Old Saybrook, CT 06475
0.19
$1,393,800
3
3
2,548
Off Market
11 South View Terrace, Old Saybrook, CT 06475
0.19
$840,000
4
1.5
2,005
Recently Sold
63 Great Hammock Road, Old Saybrook, CT 06475
0.20
$641,000
3
1
1,184
Recently Sold
48 Great Hammock Road, Old Saybrook, CT 06475
0.21
$575,000
2
1
1,144
Recently Sold
11 Crowley Drive, Old Saybrook, CT 06475
0.24
$819,100
3
2.5
1,850
Off Market
15 Farview Avenue, Old Saybrook, CT 06475
0.24
$589,700
2
1
912
Off Market

Local Information

  • Map ViewExplore the area around 5 Gregory Pl.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1971
Lot Size
1.26 acres
Living Area
2,331 sqft
Price/Sqft
$531

About this House

Enjoy the spectacular, expansive view of the tidal marsh lands from this lovingly maintained colonial home! Swim in the heated pool to your heart's content! Marvel at the abundant and richly diverse bird life that surrounds you year round! Be captivated by the ever changing colors that nature paints across the marsh throughout the seasons! Located on a private cul-de-sac but yet close to town and the town beaches, this four bedroom, 2 1/2 bath home has it all - wood floors throughout, Central AC, Central Vac, an eat-in kitchen with beautiful granite countertops, a living room with a gas log fireplace and sweeping views, a family room with wood burning fireplace (with a brand new stainless steel flu) and a wet bar - and more sweeping views. This is a home that is made for entertaining and welcoming friends. In addition, there are an extra several hundred square feet to enjoy in the partially finished lower level, with its rustic western cedar paneling and daylight windows. The property has a new, town approved septic system, with a 1500 gallon tank, installed in 2014.Let this lovely home embrace you. Live life in Old Saybrook the way life in Old Saybrook was meant to be lived!
5 Gregory Pl, Old Saybrook, CT 06475 is a 4 bedroom, 3 bathroom, 2,331 sqft single-family home built in 1971. It last sold for $600,000 on Aug 28, 2017. It is currently off market. The Trulia Estimate is $1,237,400, with a rent estimate of $4,453/month.

Home Details for 5 Gregory Pl

Interior Features

Interior Details
BasementNumber of Rooms: 9Wet Bar
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Heating & Cooling
Air Conditioning

Exterior Features

Exterior Home Features
Roof: OtherExterior: OtherPatio

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.26 acres

Price and Tax history

DateEventPrice
Aug 28, 2017
Source: N/A
Sold
$600,000
May 14, 2017
Source: Agent Provided
ListingRemoved
$639,000
Nov 3, 2016
Source: Agent Provided
PriceChange
$639,000
Price decreased by 4%
May 14, 2016
Source: Agent Provided
Listed For Sale
$669,000

Market trends in Old Saybrook

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
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

Frequently asked questions about 5 Gregory Pl

  • What is 5 Gregory Pl estimated to be worth?
    Trulia's estimated value for 5 Gregory Pl in Old Saybrook, CT is $1,237,400.
  • What is the price history for 5 Gregory Pl?
    5 Gregory Pl in Old Saybrook, CT last sold for $600,000 in August 2017.
  • 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.
  • How big is the lot at 5 Gregory Pl?
    The lot at 5 Gregory Pl in Old Saybrook, CT is about 1.3 acres.

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