296 Webb Cir, Monroe, CT 06468
OFF MARKET

$528,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,780 sqft (on 3.10 acres)

296 Webb Cir, Monroe, CT 06468

East Village
Est. Refi. Payment $3,665/mo*
Refinance Your Home
Currently Off Market - Sold Oct 9, 2020 for $342,000

Home Value

Trulia Estimate
$528K
Since last month
Decreased$14K (-2.6%)
Since last year
Increased$10K (+1.9%)
Since last sale
Increased$188K (+54.9%)
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 +71% in the last 10 years
MonthEstimated value
2026
October 2026$530K
September 2026$544K
August 2026$559K
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
39 Cottage Street, Monroe, CT
0.29
Single-Family Home
$540,000
09/23/26
3
2
2,164
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
94 Moosup Trail, Monroe, CT
0.67
Single-Family Home
$270,000
07/29/26
4
2
1,512
154 Longfellow Road, Shelton, CT
1.09
Single-Family Home
$545,000
12/19/25
3
1.5
1,666
205 Cottage Street, Monroe, CT
0.98
Single-Family Home
$365,370
10/15/26
3
2
1,775
157 Thoreau Dr, Shelton, CT
0.99
Single-Family Home
$472,000
06/22/26
3
1.5
1,588

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
285 Webb Cir, Monroe, CT 06468
0.05
$250,700
1
1
700
Off Market
302 Webb Cir, Monroe, CT 06468
0.06
$743,800
4
3
3,056
Off Market
283 Webb Cir, Monroe, CT 06468
0.08
$901,900
1
1
700
Off Market
301 Webb Cir, Monroe, CT 06468
0.08
$522,100
3
1.5
1,496
Off Market
282 Webb Cir, Monroe, CT 06468
0.08
$840,200
4
3
2,334
Off Market
274 Webb Circle, Monroe, CT 06468
0.11
$467,500
2
1
2,392
Off Market
307 Webb Cir, Monroe, CT 06468
0.11
$556,200
3
2
1,888
Off Market
304 Webb Cir, Monroe, CT 06468
0.12
-
-
-
-
Off Market
225 Webb Cir, Monroe, CT 06468
0.13
$796,300
4
3
2,659
Off Market
215 Webb Cir, Monroe, CT 06468
0.14
-
-
-
-
Off Market
43 Oakmont Trl, Monroe, CT 06468
0.14
$855,300
4
4
3,100
Off Market
310 Webb Cir, Monroe, CT 06468
0.15
$746,500
4
2
2,628
Off Market
235 Webb Cir, Monroe, CT 06468
0.15
$456,900
3
2
2,228
Off Market
266 Webb Cir, Monroe, CT 06468
0.15
$570,700
4
3
1,962
Off Market
44 Oakmont Trail, Monroe, CT 06468
0.17
$746,300
5
3.5
3,516
Off Market
328 Webb Cir, Monroe, CT 06468
0.17
$653,900
3
3
2,128
Off Market
260 Webb Cir, Monroe, CT 06468
0.17
$449,000
3
1
1,160
Off Market
323 Webb Cir, Monroe, CT 06468
0.18
$752,100
4
2.5
3,300
Off Market
20 Oakmont Trl, Monroe, CT 06468
0.18
-
-
-
-
Off Market
5 Cottage St, Monroe, CT 06468
0.20
$414,800
3
1
1,217
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

Single-Family Home
Built in 1956
3.1 acre lot
1,780 sqft
$297/sqft

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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $528,300, with a rent estimate of $3,806/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 September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
79
15MoM
Sourced by Trulia Market Trends

Around this home

Neighborhood Overview

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

LGBTQ Local Legal Protections

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 $528,300.
  • 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 seller'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 7/10), 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.

Explore by feature - Air Conditioning

6 rentals with air conditioning in Monroe, CT

Explore by feature - Washer/dryer

7 rentals with a washer/dryer in Monroe, CT

Apartments for Rent

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Off Market Homes Near 296 Webb Cir

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