258 Hammock Rd N, Westbrook, CT 06498
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Property image
OFF MARKET

258 Hammock Rd N
Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,424 sqft (on 0.72 acres)

$436,500

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $2,953/mo*
Refinance Your Home

$436,500

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $2,953/mo*
Refinance Your Home
3 Beds
2 Baths
1,424 sqft
(on 0.72 acres)

Local Information

  • Map ViewExplore the area around 258 Hammock Rd N.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Come and enjoy up and coming Westbrook on the beautiful Connecticut shoreline. This 3 BR 2-story with over 1400 sq ft. is a mix of original and new. The 2005 addition has hardwood floors, 2'x6' construction, footings to allow for expansion, and now boasts a first fl master BR and FR. Full bath on each level. Newer upgrades include stainless steel lined oil fired hot water heater, air handler, bilco door and many new windows in the original part of the home. Energy efficient top of the line oil burner, extra insulation, low utility costs, central air and central vac. Winter waterviews and bright sunny exposure. Large and private yard for summer picnics and winter sledding. 3 sheds one with heat and electricity for your very own "man-cave" or "she-shed." Outdoor entertainment - marinas, boat slips, kayaking. Close to Westbrook town beaches, restaurants, good highways (I95, Rt. 9) and shopping malls. Much has been done but needs some work to make it your own!
258 Hammock Rd N, Westbrook, CT 06498 is a 3 bedroom, 2 bathroom, 1,424 sqft single-family home built in 1900. It last sold for $275,000 on Mar 2, 2023. It is currently off market. The Trulia Estimate is $436,500, with a rent estimate of $2,772/month.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 258 Hammock Rd N

Interior Features

Interior Details
BasementNumber of Rooms: 4
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
Refrigerator
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Exterior Features

Exterior Home Features
Exterior: Other
Parking & Garage
Parking: Off Street

Community

Units in Building: 1

Lot Information

Lot Area: 0.72 acres

Price History for 258 Hammock Rd N

DatePriceEventSource
03/02/2023$275,000Sold
Smart MLS #170543667
02/14/2023$275,000ContingentSmart MLS #170543667
01/09/2023$275,000Listed For SaleSmart MLS #170543667
01/07/2023ListingRemovedWilliam Raveis Real Estate, Mortgage & Insurance
10/02/2022$299,000PriceChange
Smart MLS #170504123
09/10/2022$330,000PriceChange
Smart MLS #170504123
08/18/2022$360,000PriceChange
Smart MLS #170504123
08/08/2022$385,000PriceChange
Smart MLS #170504123
07/26/2022$390,000PriceChange
Smart MLS #170504123
07/20/2022$399,000PriceChange
Smart MLS #170504123
07/01/2022$419,000Listed For SaleSmart MLS #170504123
01/21/1992$93,000Sold
N/A

Market trends in Westbrook

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
4MoM
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Property Tax and Assessment

Year2025
Tax$4,300
Assessment$191,110
Home facts updated by county records

Comparable Sales for 258 Hammock Rd N

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
328 Hammock Road North, Westbrook, CT
0.14
Single-Family Home
$380,000
04/10/26
3
1.5
2,198
1020 Old Clinton Road, Westbrook, CT
0.43
Single-Family Home
$410,000
03/10/26
4
1
1,314
996 Boston Post Rd, Westbrook, CT
0.65
Single-Family Home
$400,000
11/12/25
3
2
1,778
30 Dowd Road, Westbrook, CT
0.32
Single-Family Home
$425,000
12/18/25
2
2
2,722
49 Seaside Avenue, Westbrook, CT
0.61
Single-Family Home
$550,000
12/17/25
3
2
2,052
405 Pond Meadow Road, Westbrook, CT
0.99
Single-Family Home
$400,000
06/26/26
3
2
1,281
89 Norris Avenue, Westbrook, CT
1.02
Single-Family Home
$450,000
08/05/25
3
2
1,680
343 Pond Meadow Road, Westbrook, CT
0.93
Single-Family Home
$452,000
08/20/25
3
1.5
1,940
843 Old Clinton Road, Westbrook, CT
0.25
Single-Family Home
$840,000
06/22/26
3
2.5
2,559
76 Osprey Circle, Westbrook, CT
0.72
Single-Family Home
$700,000
09/12/25
2
2
1,981

Nearby homes

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Assigned Schools

These are the assigned schools for 258 Hammock Rd N.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Westbrook

At least 31 Trulia users voted on each feature.

  • 89 % Say parking is easy

  • 88 % Say it's dog friendly

  • 86 % Say yards are well-kept

  • 82 % Say kids play outside

  • 80 % Say there's wildlife

  • 77 % Say people would walk alone at night

  • 71 % Say car is needed

  • 71 % Say there's holiday spirit

  • 68 % Say streets are well-lit

  • 66 % Say it's quiet

  • 62 % Say it's walkable to restaurants

  • 61 % Say neighbors are friendly

  • 61 % Say they plan to stay for at least 5 years

  • 53 % Say there are sidewalks

  • 39 % Say it's walkable to grocery stores

  • 34 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Annie Picardi
    "Beautiful area ,public transit is excellent,Resturant’s, shopping close by, Catholic Church is a bit far from our area, other houses of worship are close by,neighbors are friendly"
    0
    Flag
  • Annie Picardi
    "Great neighbors , awesome restaurants, amazing beach, easy accessibility to I 95 , walking distance to buses and shore line east train, under a mile and half to Amtrak station, nice churches, convient to three grocery stores, "
    0
    Flag
  • Annie Picardi
    "Great neighborhood nice friendly neighbors Cute dogs in the area easy to get to grocery stores retail stores and houses of worship "
    0
    Flag
  • Annie Picardi
    "Great neighborhood nice residents good shopping a nice variety of restaurants , nice movie theatre easy access to I95, only downfall is the coyotes"
    0
    Flag
  • Meredithawerner
    "Yrs family Friendly neighborhood great schools And quiet and safe for kids! Great schools and safe neighborhoods"
    1
    Flag
  • Meredithawerner
    "Great schools quiet family friendly neighborhood and cute small town low taxes easy beach access safe family friendly "
    1
    Flag
  • Rajay55
    "I have lived here for about 20 years, it’s ver safe. It’s closer to I95 and train station. Town beach is a great place to go anytime of the day."
    2
    Flag
  • Raj
    "I have been living her for 18 years, it is Nice quite small town. Town has clean and well maintained beach. There new library, schools are upgraded. I feel Safe living here. There is newly built train transit station for easier commute to New Haven and New London. There two outlet malls within 10 miles. There are Several of mom and pops restaurants for great food."
    7
    Flag
  • Navynique
    "There are many families and amazing schools, but most streets do not have sidewalks and are too winding and wooded to let kids play/ride bikes in the street."
    4
    Flag
  • Quincy S.
    "Yes, dog friendly place with many dog owners and dog walkers. Good places to go walking with dogs. "
    1
    Flag
  • Christian P.
    "I live there. It is important to note that there is almost nothing to do in Westbrook. At least because I don’t have a car I take the train or bus to work or to get around. Keep in mind that I strongly recommend getting your groceries delivered to your house if you don’t have a car."
    10
    Flag
  • Ruthlesstwo2
    "Neighborhood is very peaceful. The people are nice and the cars don’t speed in our neighborhood. And there are very few homes for sale near us. "
    2
    Flag
  • Ruthlesstwo2
    "I have lived in this neighborhood for 25 years, most of the neighbors are really nice people to live near. "
    1
    Flag
  • Matt D.
    "I work and live here with kids in the elementary school. Very safe and proper place to raise the youngins. The shoreline is beautiful and water is calm. Lot's of fun in the Summer and a private hideaway during the other Seasons."
    0
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  • Matt D.
    "Great for the kids and the Long Island Sound is clean. Islands for exploring and lots of friendly people"
    0
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Apartments for Rent

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Explore by feature - Air Conditioning

7 rentals with air conditioning in Westbrook, CT

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7 rentals with a washer/dryer in Westbrook, CT

Homes for sale near 258 Hammock Rd N

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Off Market Homes Near 258 Hammock Rd N

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