27 Rolling Ridge Rd, Monroe, CT 06468
OFF MARKET

$383,400

Trulia Estimate
  • 1 Bed
  • 2 Baths
  • 1,444 sqft

27 Rolling Ridge Rd, Monroe, CT 06468

Stepney
Est. Refi. Payment $2,566/mo*
Refinance Your Home
Currently Off Market - Sold Aug 26, 2025 for $205,000

Home Value

Trulia Estimate
$383K
Since last month
Decreased$700 (-0.2%)
Since last year
Increased$6K (+1.6%)
Since last sale
Increased$180K (+87.6%)
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 +79% in the last 10 years
MonthEstimated value
2026
August 2026$385K
July 2026$385K
June 2026$383K
May 2026$385K
January 2026$382K
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
19 Meadowlark Cir, Monroe, CT
0.00
Condo
$450,000
06/30/26
1
2
1,471
14 Deepwood Circle #14, Monroe, CT
0.07
Condo
$387,000
06/30/26
1
1.5
1,403
6 Rosewood Circle #6, Monroe, CT
0.07
Condo
$410,000
08/04/26
1
1.5
1,444
21 Rockview Cir, Monroe, CT
0.00
Condo
$330,000
06/23/26
1
2
1,159
4 Rosewood Cir, Monroe, CT
0.00
Condo
$452,500
09/08/25
1
2
1,444
6 Deepwood Cir, Monroe, CT
0.00
Condo
$455,000
08/03/26
1
2
1,444
10 Juniper Cir, Monroe, CT
0.00
Condo
$444,000
06/17/26
1
3
1,679
5 Timber Ln, Monroe, CT
0.00
Condo
$475,000
09/09/25
1
3
1,679
34 Overlook Dr, Monroe, CT
0.00
Condo
$420,000
07/29/26
2
1.5
1,444
34 Overlook Drive #34, Monroe, CT
0.24
Condo
$420,000
07/24/26
1
1.5
1,444

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
5 Stillmeadow Circle, Monroe, CT 06468
0.07
$493,200
2
2.5
2,290
Off Market
2 Cascade Circle #2, Monroe, CT 06468
0.07
-
2
2
1,696
Off Market
21 Bittersweet Circle, Monroe, CT 06468
0.07
$453,900
2
1.5
1,844
Off Market
5 Blackstone Road #5, Monroe, CT 06468
0.07
$441,300
2
1.5
1,744
Off Market
24 Cascade Circle, Monroe, CT 06468
0.07
$357,100
1
1.5
1,159
Off Market
2 Echowoods Circle #2, Monroe, CT 06468
0.07
$486,600
2
2
1,731
Off Market
44 Overlook Drive, Monroe, CT 06468
0.07
$506,200
2
2.5
2,179
Off Market
27 Tanglewood Circle #27, Monroe, CT 06468
0.07
$486,500
2
2.5
1,940
Off Market
2 Blackstone Road #2, Monroe, CT 06468
0.07
$490,400
2
2.5
1,555
Off Market
71 Stillmeadow Circle #71, Monroe, CT 06468
0.07
$480,400
2
2.5
1,976
Off Market
10 Nutmeg Circle #10, Monroe, CT 06468
0.07
-
2
3
1,679
Off Market
2 Willowbrook Circle #2, Monroe, CT 06468
0.07
-
2
2
1,471
Off Market

Local Information

  • Map ViewExplore the area around 27 Rolling Ridge Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1985
Living Area
1,444 sqft
Price/Sqft
$266
Parking
Garage

About this House

This condo is located at 27 Rolling Ridge Rd, Monroe, CT. 27 Rolling Ridge Rd is in the Stepney neighborhood in Monroe, CT and in ZIP code 06468. This property has 1 bedroom, 2 bathrooms and approximately 1,444 sqft of floor space. This property was built in 1985.
27 Rolling Ridge Rd, Monroe, CT 06468 is a 1 bedroom, 2 bathroom, 1,444 sqft condo in Stepney, built in 1985. It last sold for $205,000 on Aug 26, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $383,400, with a rent estimate of $2,410/month.

Home Details for 27 Rolling Ridge Rd

Interior Features

Interior Details
BasementNumber of Rooms: 4
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: CondoArchitecture: Other

Exterior Features

Exterior Home Features
DeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Price and Tax history

DateEventPrice
Aug 26, 2025
Source: N/A
Sold
$205,000
Apr 1, 1999
Source: N/A
Sold
$165,000
Apr 7, 1995
Source: N/A
Sold
$130,000

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

Around this home

Neighborhood Overview

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

LGBTQ Local Legal Protections

Frequently asked questions about 27 Rolling Ridge Rd

  • What is 27 Rolling Ridge Rd estimated to be worth?
    Trulia's estimated value for 27 Rolling Ridge Rd in Monroe, CT is $383,400.
  • What is the price history for 27 Rolling Ridge Rd?
    27 Rolling Ridge Rd in Monroe, CT last sold for $205,000 in August 2025.
  • 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 27 Rolling Ridge Rd?
    The closest schools to 27 Rolling Ridge Rd in Monroe, CT are Jockey Hollow School (Middle, rated 8/10), Masuk High School (rated 9/10), Stepney Elementary School (rated 9/10).

Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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Apartments for Rent

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Off Market Homes Near 27 Rolling Ridge Rd

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