OFF MARKET

$537,600

Trulia Estimate

3 Beds
2 Baths
1,984 sqft (on 1 acre)

20 Cheryl Dr, Monroe, CT 06468

Stepney

Est. Refi. Payment $3,602/mo*

Refinance Your Home

Home Value

Trulia Estimate

$538K

Since last month

$4K (-0.7%)

Since last year

$30K (+5.8%)

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
August 2026	$539K
August 2026	$537K
July 2026	$543K
June 2026	$547K
May 2026	$543K
April 2026	$526K
March 2026	$529K
February 2026	$519K
January 2026	$516K
2025
December 2025	$519K
November 2025	$506K
October 2025	$497K
September 2025	$499K
August 2025	$510K
July 2025	$511K
June 2025	$513K
May 2025	$508K
April 2025	$507K
March 2025	$501K
February 2025	$473K
January 2025	$473K
2024
December 2024	$478K
November 2024	$476K
October 2024	$466K
September 2024	$470K
August 2024	$479K
July 2024	$480K
June 2024	$476K
May 2024	$463K
April 2024	$465K
March 2024	$460K
February 2024	$446K
January 2024	$445K
2023
December 2023	$444K
November 2023	$453K
October 2023	$450K
September 2023	$448K
August 2023	$450K
July 2023	$452K
June 2023	$449K
May 2023	$430K
April 2023	$417K
March 2023	$408K
February 2023	$397K
January 2023	$396K
2022
December 2022	$399K
November 2022	$407K
October 2022	$409K
September 2022	$410K
August 2022	$414K
July 2022	$420K
June 2022	$418K
May 2022	$416K
April 2022	$408K
March 2022	$401K
February 2022	$354K
January 2022	$358K
2021
December 2021	$350K
November 2021	$352K
October 2021	$357K
September 2021	$361K
August 2021	$363K
July 2021	$367K
June 2021	$379K
May 2021	$398K
April 2021	$390K
March 2021	$375K
February 2021	$371K
January 2021	$372K
2020
December 2020	$362K
November 2020	$358K
October 2020	$349K
September 2020	$339K
August 2020	$334K
July 2020	$323K
June 2020	$312K
May 2020	$305K
April 2020	$304K
March 2020	$303K
February 2020	$302K
January 2020	$299K
2019
December 2019	$294K
November 2019	$300K
October 2019	$300K
September 2019	$298K
August 2019	$304K
July 2019	$307K
June 2019	$310K
May 2019	$315K
April 2019	$314K
March 2019	$315K
February 2019	$310K
January 2019	$308K
2018
December 2018	$312K
November 2018	$309K
October 2018	$314K
September 2018	$316K
August 2018	$316K
July 2018	$316K
June 2018	$311K
May 2018	$312K
April 2018	$317K
March 2018	$317K
February 2018	$314K
January 2018	$300K
2017
December 2017	$301K
November 2017	$310K
October 2017	$312K
September 2017	$300K
August 2017	$306K
July 2017	$309K
June 2017	$319K
May 2017	$317K
April 2017	$304K
March 2017	$297K
February 2017	$296K
January 2017	$296K
2016
December 2016	$291K
November 2016	$285K
October 2016	$286K
September 2016	$290K

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
331 Hattertown Rd, Monroe, CT	1.22	Multi-Family Home	$114,922	09/19/25		-	-
183 Sugar Street, Newtown, CT	3.97	Multi-Family Home	$600,000	07/02/26	4	3	2,633
17 Washington Ave, Sandy Hook, CT	5.02	Multi-Family Home	$380,000	09/18/25	3	2	1,682
14 Gisella Road, Trumbull, CT	5.03	Multi-Family Home	$620,000	03/02/26	5	3.5	2,376
49 Dodgingtown Rd, Newtown, CT	4.79	Multi-Family Home	$325,000	09/09/25	7	6	3,213
91 Church Hill Rd, Newtown, CT	5.17	Multi-Family Home	$650,000	04/16/26		-	2,068

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
14 Cheryl Drive, Monroe, CT 06468	0.08	$631,100	3	1.5	2,472	Off Market
7 Cheryl Drive, Monroe, CT 06468	0.09	$499,000	3	1.5	1,832	Off Market
42 Fox Run Road, Monroe, CT 06468	0.16	$861,300	4	2.5	3,000	Off Market
298 Guinea Road, Monroe, CT 06468	0.14	$564,400	4	2	1,728	Off Market
280 Guinea Road, Monroe, CT 06468	0.17	$512,500	3	2	1,672	Off Market
293 Guinea Road, Monroe, CT 06468	0.18	$474,900	3	1.5	1,734	For Sale
LOT 2 Gaylor Road, Monroe, CT 06468	0.27	$813,500	4	2.5	2,600	Off Market
241 Guinea Road, Monroe, CT 06468	0.27	-	-	-	-	Off Market
LOT 4 Gaylor Road, Monroe, CT 06468	0.27	$860,100	4	2.5	2,925	Off Market
275 Guinea Road, Monroe, CT 06470	0.26	$793,400	4	2.5	2,585	Off Market
LOT 1 Gaylor Road, Monroe, CT 06468	0.28	$826,900	4	2.5	2,700	Off Market
LOT 6 Gaylor, Monroe, CT 06468	0.28	$886,700	4	2.5	3,000	Off Market

Local Information

Map ViewExplore the area around 20 Cheryl Dr.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Multi-Family

Year Built

1964

Lot Size

1 acre

Living Area

1,984 sqft

Price/Sqft

$271

Parking

Garage

About this House

This multi-family home is located at 20 Cheryl Dr, Monroe, CT. 20 Cheryl Dr is in the Stepney neighborhood in Monroe, CT and in ZIP code 06468. This property has 3 bedrooms, 2 bathrooms and approximately 1,984 sqft of floor space. This property has a lot size of 1 acre and was built in 1964.

20 Cheryl Dr, Monroe, CT 06468 is a 3 bedroom, 2 bathroom, 1,984 sqft multi-family in Stepney, built in 1964. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $537,600, with a rent estimate of $2,792/month.

Home Details for 20 Cheryl Dr

Interior Features
Heating & Cooling Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility Stories: 1
Interior Details Number of Rooms: 6
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: Other
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1964
Property Type / Style Property Type: Multi FamilyArchitecture: ranch

Community
Units in Building: 2

Lot Information
Lot Area: 1 acre

Price and Tax history

Year	Property tax	Tax assessment
2025	$8,561	$298,600

Home facts updated by county records

Additional Cost

Market trends in Monroe

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Around this home

Stepney Elementary School
K-5
Public
512 Students
Monroe School District
9/10
GreatSchools Rating
Parent Rating Average
I am very happy with the progress my daughter is making at Stepney elementary school,She is so excited to go to school to very Friendly staff I am so happy I moved to Monroe to give a great Education to my children thank you to all great teachers.
Parent Review
3y ago
7 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Stepney

17 Homes For You
Buy: $265k - $759k

See Local Highlights

Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Explore by feature - Air Conditioning

6 rentals with air conditioning in Monroe, CT

APPLY INSTANTLY
PET FRIENDLY
$3,549/mo
Fees may apply
3 bd
3 ba
3,100 sqft
13 River Rd #1,
Monroe, CT 06468
APPLY INSTANTLY
$2,000/mo
Total price
1 bd
1 ba
765 sqft
52 Senior Dr #52,
Monroe, CT 06468
APPLY INSTANTLY
$3,100/mo
Total price
3 bd
1 ba
1,043 sqft
7 Turkey Roost Rd,
Monroe, CT 06468
APPLY INSTANTLY
PET FRIENDLY
$2,400/mo
Total price
2 bd
1 ba
1,050 sqft
857 Main St #B,
Monroe, CT 06468
NEW - 1 DAY AGO
$2,500/mo
Total price
4 bd
2 ba
2,600 sqft
871 Main St,
Monroe, CT 06468
$3,250/mo
Fees may apply
3 bd
1 ba
840 sqft
Address Not Disclosed,
Monroe, CT 06468

Explore by feature - Washer/dryer

7 rentals with a washer/dryer in Monroe, CT

APPLY INSTANTLY
PET FRIENDLY
$3,549/mo
Fees may apply
3 bd
3 ba
3,100 sqft
13 River Rd #1,
Monroe, CT 06468
APPLY INSTANTLY
$2,000/mo
Total price
1 bd
1 ba
765 sqft
52 Senior Dr #52,
Monroe, CT 06468
APPLY INSTANTLY
$3,100/mo
Total price
3 bd
1 ba
1,043 sqft
7 Turkey Roost Rd,
Monroe, CT 06468
APPLY INSTANTLY
PET FRIENDLY
$2,400/mo
Total price
2 bd
1 ba
1,050 sqft
857 Main St #B,
Monroe, CT 06468
NEW - 1 DAY AGO
$2,500/mo
Total price
4 bd
2 ba
2,600 sqft
871 Main St,
Monroe, CT 06468
$3,250/mo
Fees may apply
3 bd
1 ba
840 sqft
Address Not Disclosed,
Monroe, CT 06468
NEW - 52 MIN AGO
APPLY INSTANTLY
$2,900/mo
Total price
3 bd
1 ba
1,272 sqft
12 Maple Dr,
Monroe, CT 06468

Apartments for Rent

Skip to last item

Contact for price
1-2 bd
1-2 ba
139 Toddy Hill Rd #776f18ccb,
Sandy Hook, CT 06482
APPLY INSTANTLY
PET FRIENDLY
$3,549/mo
Fees may apply
3 bd
3 ba
13 River Rd #1,
Monroe, CT 06468
APPLY INSTANTLY
PET FRIENDLY
$2,400/mo
Total price
2 bd
1 ba
857 Main St #B,
Monroe, CT 06468
See more homes for rent in
Monroe
Take a look

Skip to first item

Off Market Homes Near 20 Cheryl Dr

Skip to last item

SOLD
AUG 31, 2026
$630,000
4 bd
2.5 ba
1,757 sqft
395 Cross Hill Road,
Monroe, CT 06468
BHGRE Gaetano Marra Homes
SOLD
AUG 31, 2026
$730,000
4 bd
2.5 ba
2,160 sqft
15 Purdy Station Road,
Newtown, CT 06470
Higgins Group Real Estate
SOLD
AUG 28, 2026
$775,000
3 bd
2.5 ba
2,173 sqft
291 Wheeler Road,
Monroe, CT 06468
Berkshire Hathaway NE Prop.
SOLD
AUG 28, 2026
$780,000
4 bd
3 ba
3,458 sqft
78 Benedict Road,
Monroe, CT 06468
Higgins Group Real Estate
SOLD
AUG 28, 2026
$780,000
4 bd
2.5 ba
3,652 sqft
16 Palestine Road,
Newtown, CT 06470
Compass Connecticut, LLC
SOLD
AUG 28, 2026
$582,500
3 bd
1.5 ba
1,717 sqft
5195 Madison Avenue,
Trumbull, CT 06611
BHGRE Gaetano Marra Homes
SOLD
AUG 27, 2026
$385,000
2 bd
2 ba
1,317 sqft
301 Fairmount Drive #D,
Monroe, CT 06468
YellowBrick Real Estate LLC
SOLD
AUG 26, 2026
$700,000
4 bd
3 ba
2,350 sqft
109 Toddy Hill Road,
Sandy Hook, CT 06482
Keller Williams Realty
SOLD
AUG 26, 2026
$717,000
3 bd
2.5 ba
3,515 sqft
20 Pequot Court #20,
Monroe, CT 06468
William Pitt Sotheby's Int'l
SOLD
AUG 25, 2026
$365,000
2 bd
1 ba
758 sqft
277 Spring Hill Road,
Monroe, CT 06468
William Raveis Real Estate
See more homes for sale in
Monroe
Take a look