296 Webb Cir, Monroe, CT 06468
Property image
Property image
OFF MARKET

296 Webb Cir
Monroe, CT 06468

East Village
  • 3 Beds
  • 2 Baths
  • 1,780 sqft (on 3.10 acres)

$562,100

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $3,760/mo*
Refinance Your Home

$562,100

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $3,760/mo*
Refinance Your Home
3 Beds
2 Baths
1,780 sqft
(on 3.10 acres)

Home Value

Trulia Estimate
$562K
Since last month
Decreased$16K (-2.7%)
Since last year
Increased$25K (+4.6%)
Since last sale
Increased$219K (+63.9%)
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
August 2026$561K
July 2026$566K
June 2026$576K
May 2026$573K
April 2026$567K
March 2026$571K
February 2026$545K
January 2026$539K
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
108 Webb Circle, Monroe, CT
0.59
Single-Family Home
$610,000
06/04/26
3
2
1,954
368 Webb Circle, Monroe, CT
0.35
Single-Family Home
$425,000
07/31/26
3
1
1,314
340 Webb Circle, Monroe, CT
0.27
Single-Family Home
$666,000
09/18/25
4
3
4,312
330 Webb Circle, Monroe, CT
0.21
Single-Family Home
$800,000
08/21/25
4
3
3,100
18 Brookside Trail, Monroe, CT
0.48
Single-Family Home
$540,000
08/27/25
3
2.5
2,740
23 Cottage Street, Monroe, CT
0.24
Single-Family Home
$685,000
06/26/26
3
2.5
2,548
1240 Monroe Turnpike, Monroe, CT
0.95
Single-Family Home
$520,000
07/02/26
3
2
1,676
3 Brookside Trail, Monroe, CT
0.56
Single-Family Home
$533,000
12/02/25
3
3
1,620
28 Blakeman Drive, Monroe, CT
0.76
Single-Family Home
$454,000
08/25/25
3
2.5
1,976
154 Longfellow Road, Shelton, CT
1.09
Single-Family Home
$545,000
12/19/25
3
1.5
1,666

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
274 Webb Circle, Monroe, CT 06468
0.11
$490,600
2
1
2,392
Off Market
44 Oakmont Trail, Monroe, CT 06468
0.17
$745,400
5
3.5
3,516
Off Market
330 Webb Circle, Monroe, CT 06468
0.21
$850,900
4
3
3,100
Off Market
195 Webb Circle, Monroe, CT 06468
0.22
$912,400
4
2.5
3,074
Off Market
23 Cottage Street, Monroe, CT 06468
0.24
$685,000
3
2.5
2,548
Recently Sold
340 Webb Circle, Monroe, CT 06468
0.27
$709,400
4
3
4,312
Off Market
27 Cottage Street, Monroe, CT 06468
0.25
$534,700
2
1.5
2,316
Off Market
24 Cottage Street, Monroe, CT 06468
0.28
$737,000
4
3
2,336
Off Market
7 Sunset Trail, Monroe, CT 06468
0.30
$499,800
3
2
1,856
Off Market
368 Webb Circle, Monroe, CT 06468
0.35
$425,000
3
1
1,314
Recently Sold
58 Cottage Street, Monroe, CT 06468
0.41
$876,300
3
3.5
2,539
Off Market
407 Webb Circle, Monroe, CT 06468
0.47
$675,500
4
3.5
2,312
Off Market

Local Information

  • Map ViewExplore the area around 296 Webb Cir.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1956
Lot Size
3.1 acres
Living Area
1,780 sqft
Price/Sqft
$316

About this House

Enchanted home for nature lovers on 3+ acres offers privacy without seclusion. Custom design stands the test of time. Main house has sunny living room with fireplace and large Dutch windows. Kitchen/dining room with second fireplace. En suite master bedroom. Separate office space. Charming 2br in-law with separate entrance, updated kitchenette, and new chic flooring. Updated roof and Hvac. Freshly painted exterior. Just steps to Webb Mountain State Park.
296 Webb Cir, Monroe, CT 06468 is a 3 bedroom, 2 bathroom, 1,780 sqft single-family home in East Village, built in 1956. It last sold for $342,000 on Oct 9, 2020. It is currently off market. The Trulia Estimate is $562,100, with a rent estimate of $4,054/month.

Home Details for 296 Webb Cir

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 2

Lot Information

Lot Area: 3.10 acres

Price and Tax history

DateEventPrice
Oct 9, 2020
Source: Smart MLS #170303651
Sold
$342,000
Sep 2, 2020
Source: Agent Provided
PendingToActive
$338,000
Jun 25, 2020
Source: Agent Provided
Pending
$338,000
Jun 9, 2020
Source: Agent Provided
Listed For Sale
$338,000
Aug 31, 2001
Source: Smart MLS #98105052
Sold
$250,000

Market trends in Monroe

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
80
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Around this home

Neighborhood Overview

East Village
See Local Highlights
Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Air Conditioning

9 rentals with air conditioning in Monroe, CT

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Monroe, CT

Homes for sale near 296 Webb Cir

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Off Market Homes Near 296 Webb Cir

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Frequently asked questions about 296 Webb Cir

  • What is 296 Webb Cir estimated to be worth?
    Trulia's estimated value for 296 Webb Cir in Monroe, CT is $562,100.
  • What is the price history for 296 Webb Cir?
    296 Webb Cir in Monroe, CT last sold for $342,000 in October 2020.
  • Is Monroe a buyer's or seller's market?
    Monroe is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 296 Webb Cir?
    The closest schools to 296 Webb Cir in Monroe, CT are Fawn Hollow Elementary School (rated 9/10), Jockey Hollow School (Middle, rated 8/10), Masuk High School (rated 9/10).
  • Does 296 Webb Cir have air conditioning?
    Yes, 296 Webb Cir in Monroe, CT has air conditioning.
  • How big is the lot at 296 Webb Cir?
    The lot at 296 Webb Cir in Monroe, CT is about 3.1 acres.