$605,000
3 Beds
2 Baths
2,514 sqft (on 0.48 acres)
38 South Main Street, Westbrook, CT 06498
Est. Mortgage $4,269/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1760
0.48 acre lot
$241/sqft
Local Information
- Map ViewExplore the area around 38 South Main Street.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
What's unique:Six inviting fireplacesClassic period detailsPrivate backyard retreatModern comfortsIn-ground heated pool
Step into timeless New England charm with this enchanting antique home, circa 1760, ideally set in the heart of the beloved shoreline community of Westbrook. Rich in character and history, this beautifully maintained residence blends classic period details with modern comforts for effortless coastal living. Featuring six inviting fireplaces, the home's warmth, ambiance and thoughtfully preserved architectural details celebrate this home's true heritage. An in-ground, heated pool creates a private backyard retreat while the "walk-to-everything" location makes this home a perfect escape from a hustle and bustle daily life. Just moments from the beach, charming town center, dining and community events, this home also features a two-story barn creating extra valuable storage or flexible space for hobbies, game room, beach gear or workshop space. Located in a desirable beach community, this special property also boasts a proven and successful rental history with excellent income potential or a seamless blend of personal use and investment opportunity. A rare chance to own a piece of history in a prime shoreline setting where coastal lifestyle, character and convenience come together beautifully.
Last check for updates: about 1 hour ago
Listing courtesy of Bonnie B. Foster, (860) 575-5099
William Pitt Sotheby's Int'l, (860) 575-5099
Co-Listing Agent: Robin Linares, (860) 662-1138
William Pitt Sotheby's Int'l, (860) 767-7488
Source: Smart MLS, MLS#24206967
Also Listed on Smart MLS.
Home Details for 38 South Main Street
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Interior Details Basement: Full,UnfinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 2514 Square Feet |
Appliances & Utilities Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, DryerDishwasherDryerLaundry: Main LevelRefrigeratorWasher |
Heating & Cooling Heating: Steam,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Steam |
Fireplace & Spa Number of Fireplaces: 6Has a Fireplace |
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Exterior Home Features Roof: AsphaltPatio / Porch: PorchOther Structures: Barn(s)Foundation: Concrete Perimeter, StoneHas a Private Pool |
Pool Pool: Heated, In GroundPool |
Frontage Waterfront: Walk to WaterNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 2514 Square Feet |
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Days on Market: <1 day on Trulia |
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Year Built Year Built: 1760 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Antique |
Building Construction Materials: Shingle SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 1040312 |
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Price List Price: $605,000Price Per Sqft: $241 |
Status Change & Dates Possession Timing: Negotiable |
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MLS Status: Active |
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Direction & Address City: Westbrook |
School Information Elementary School: Daisy IngrahamHigh School: Westbrook |
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Listing Agent Listing ID: 24206967 |
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Building Area Building Area: 2514 Square Feet |
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Community Features: Basketball Court, Medical Facilities, Paddle Tennis, Playground |
Other Playground |
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No HOA |
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Lot Area: 0.48 acres |
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BasementMls Number: 24206967Attic: Storage, Pull Down StairsAttribution Contact: (860) 575-5099Above Grade Unfinished Area: 2514 |
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Basketball CourtMedical FacilitiesPaddle TennisPlayground |
Around this home
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Westbrook Center
At least 2 Trulia users voted on each feature.
100 % Say it's dog friendly
100 % Say streets are well-lit
100 % Say kids play outside
100 % Say neighbors are friendly
100 % Say they plan to stay for at least 5 years
100 % Say there's holiday spirit
100 % Say yards are well-kept
100 % Say it's quiet
100 % Say there's wildlife
100 % Say it's walkable to grocery stores
100 % Say it's walkable to restaurants
100 % Say parking is easy
100 % Say people would walk alone at night
75 % Say there are sidewalks
67 % Say there are community events
50 % Say car is needed
Sourced by Trulia users. Learn more about our methodology.
Market trends in Westbrook
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
3MoM
Home Value
Trulia Estimate
$598KSince last month
Decreased$1K (-0.2%)Since last year
Increased$25K (+4.3%)Since last sale
Increased$208K (+53.3%)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 +86% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $598K |
| August 2026 | $599K |
| July 2026 | $600K |
| June 2026 | $609K |
| May 2026 | $605K |
| April 2026 | $578K |
| March 2026 | $586K |
| February 2026 | $554K |
| January 2026 | $562K |
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 |
|---|---|---|---|---|---|---|---|
0.35 | Single-Family Home | $550,000 | 12/17/25 | 3 | 2 | 2,052 | |
0.66 | Single-Family Home | $425,000 | 12/11/25 | 3 | 1.5 | 2,100 | |
0.25 | Single-Family Home | $775,000 | 07/06/26 | 4 | 2.5 | 2,361 | |
0.25 | Single-Family Home | $450,000 | 05/15/26 | 3 | 1 | 1,200 | |
0.74 | Single-Family Home | $380,000 | 04/10/26 | 3 | 1.5 | 2,198 | |
0.61 | Single-Family Home | $425,000 | 12/18/25 | 2 | 2 | 2,722 | |
0.62 | Single-Family Home | $425,000 | 09/25/25 | 3 | 2.5 | 1,584 | |
0.70 | Single-Family Home | $405,000 | 09/03/26 | 3 | 1.5 | 1,339 |
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 |
|---|---|---|---|---|---|---|
0.02 | $531,500 | 5 | 2.5 | 2,379 | Off Market | |
0.11 | - | - | - | - | Off Market | |
0.12 | $1,128,400 | 4 | 3.5 | 2,387 | Off Market | |
0.14 | $419,800 | 3 | 2.5 | 2,376 | Off Market | |
0.19 | $640,000 | 3 | 2.5 | 2,177 | Recently Sold | |
0.19 | $889,500 | 3 | 2.5 | 2,537 | Off Market | |
0.20 | $684,100 | 3 | 2 | 2,088 | Off Market | |
0.19 | $535,000 | 3 | 2 | 1,486 | For Sale | |
0.22 | $275,000 | 2 | 1 | 573 | For Sale | |
0.23 | - | Studio | 3.5 | 2,938 | Off Market | |
0.25 | $492,600 | 3 | 2 | 1,680 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Sep 22, 2026 Source: Smart MLS #24206967 | Listed For Sale | $605,000 |
Jun 9, 2021 Source: Smart MLS #170398973 | Sold | $390,000 |
May 21, 2021 Source: RE/MAX International #170398973 | Pending | $349,900 |
May 21, 2021 Source: RE/MAX International | ListingRemoved | |
May 17, 2021 Source: RE/MAX International #170398973 | Pending | $349,900 |
May 14, 2021 Source: RE/MAX International #170398973 | Listed For Sale | $349,900 |
Dec 31, 2019 Source: Agent Provided | ListingRemoved | $349,900 |
May 25, 2019 Source: Agent Provided | Listed For Sale | $349,900 |
Jun 29, 1995 Source: N/A | Sold | $175,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $6,189 | $275,060 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Bonnie B. Foster, William Pitt Sotheby's Int'l, (860) 575-5099
Agent Phone: (860) 575-5099
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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Frequently asked questions about 38 South Main Street
- What is the estimated monthly payment for 38 South Main Street?Based on a $605,000 list price with 20% down at today's rates, the estimated monthly payment for 38 South Main Street in Westbrook, CT is approximately $4,317 (about $3,284 principal & interest, $958 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What are the closest schools to 38 South Main Street?The closest schools to 38 South Main Street in Westbrook, CT are Daisy Ingraham School (Pre-K/Elementary, rated 7/10), Westbrook High School (rated 7/10), Westbrook Middle School (rated 8/10).
- What is 38 South Main Street estimated to be worth?Trulia's estimated value for 38 South Main Street in Westbrook, CT is $599,500.
- Does 38 South Main Street have air conditioning?Yes, 38 South Main Street in Westbrook, CT has air conditioning.
- Does 38 South Main Street have a pool?Yes, 38 South Main Street in Westbrook, CT has a pool.
- Does 38 South Main Street have laundry facilities?Yes, 38 South Main Street in Westbrook, CT has in-unit laundry.
38 South Main Street, Westbrook, CT 06498 is a 3 bedroom, 2 bathroom, 2,514 sqft single-family home built in 1760. 38 South Main Street is located in Westbrook Center, Westbrook. This property is currently available for sale and was listed by Smart MLS on Sep 22, 2026. The MLS # for this home is MLS# 24206967.