44 Josies Ring Road, Monroe, CT 06468
OFF MARKET

$811,500

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,851 sqft (on 2.73 acres)

44 Josies Ring Road, Monroe, CT 06468

East Village
Est. Refi. Payment $5,559/mo*
Refinance Your Home
Currently Off Market - Sold Oct 2, 2025 for $755,000

Home Value

Trulia Estimate
$812K
Since last month
Decreased$1K (-0.1%)
Since last year
Increased$43K (+5.6%)
Since last sale
Increased$55K (+7.3%)
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 +108% in the last 10 years
MonthEstimated value
2026
September 2026$810K
August 2026$811K
July 2026$801K
June 2026$797K
May 2026$787K
April 2026$774K
March 2026$771K
February 2026$772K
January 2026$761K
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
51 Grindstone Lane, Monroe, CT
0.14
Single-Family Home
$945,000
06/30/26
4
3.5
4,791
325 Turkey Roost Road, Monroe, CT
0.39
Single-Family Home
$750,000
11/05/25
4
3.5
2,922
23 Grist Mill Road, Monroe, CT
0.42
Single-Family Home
$850,000
08/25/26
4
3
2,944
1301 Monroe Turnpike, Monroe, CT
0.65
Single-Family Home
$822,000
12/17/25
4
2.5
2,792
213 Josies Ring Road, Monroe, CT
0.63
Single-Family Home
$810,000
12/02/25
4
2.5
3,072
1093 Monroe Turnpike, Monroe, CT
0.69
Single-Family Home
$800,000
03/05/26
4
2.5
3,210
312 Turkey Roost Road, Monroe, CT
0.37
Single-Family Home
$590,000
07/14/26
3
2
2,148
34 Bagburn Road, Monroe, CT
0.83
Single-Family Home
$700,000
07/15/26
4
2.5
2,902

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
51 Grindstone Lane, Monroe, CT 06468
0.14
$945,000
4
3.5
4,791
Recently Sold
132 Hammertown Road, Monroe, CT 06468
0.19
$799,900
5
3
3,600
For Sale
41 Grindstone Lane, Monroe, CT 06468
0.20
$1,180,000
6
5
5,723
For Sale
88 Holly Place, Monroe, CT 06468
0.21
$744,500
5
2.5
2,856
Off Market
53 Holly Place, Monroe, CT 06468
0.23
$797,600
5
2.5
2,656
Off Market
11 Grindstone Road, Monroe, CT 06468
0.29
$1,168,700
4
3.5
3,850
Off Market
64 Grist Mill Road, Monroe, CT 06468
0.29
$924,900
5
3.5
4,415
For Sale
LOT 5 Grindstone, Monroe, CT 06468
0.33
$1,106,600
4
3.5
3,732
Off Market
15 Greisers Road, Monroe, CT 06469
0.33
$815,400
4
2.5
2,800
Off Market
181 Hammertown Road, Monroe, CT 06468
0.35
$892,600
3
2.5
2,444
Off Market
63 Grist Mill Road, Monroe, CT 06468
0.36
$829,800
4
2.5
3,324
Off Market

Local Information

  • Map ViewExplore the area around 44 Josies Ring Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1955
2.73 acre lot
2,851 sqft
$285/sqft
2 Car Garage

About this House

Welcome to this unique opportunity to own a private mini compound & rental cottage situated on 2.73 acres. It's the perfect house to host friends and family! Main house has 3 bedrooms, 1.5 bathrooms. Updated kitchen w/ newer ss appliances & quartz countertops. Dining area with access to large 3 season porch. At the center, a rustic brick fireplace anchors the room. The overall scene is bathed in natural light filtering through the windows, creating a harmonious blend of comfort & style. Updated full bath with stackable washer/dryer. Primary suite with half bath and sitting area. Sitting area can also be a walk-in closet or potential for a full bath. Lower level is partially finished with an additional 300 sq ft of heated living space. Lower level laundry room. Furnace replaced in 2025. Hot water heater 2024. 2 car garage. Heated in-ground pool with an energy efficient heat pump. Stone patio & beautiful mature plantings/gardens throughout the property. Large 2 story barn w/ electricity. The cottage features 1 bedroom w/ sliders out to private deck, 1 full bath, kitchen w/ stackable washer/dryer. Living room/dining room combo. Multi-purpose room that could be used as an office or 2nd bedroom. Private deck off bedroom. Cottage has a separate driveway, separate septic system, newer well pump, electric heat, newer hot water heater & roof was replaced in 2021. This is the perfect opportunity to own a single family and income generating cottage to help off set your mortgage!
44 Josies Ring Road, Monroe, CT 06468 is a 4 bedroom, 3 bathroom, 2,851 sqft single-family home in East Village, built in 1955. It last sold for $755,000 on Oct 2, 2025 (4% below the $789,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $811,500, with a rent estimate of $5,633/month.
Last check for updates: 1 day ago
Listed by Marissa Papa, (203) 331-7043
Preston Gray Real Estate, (475) 269-5100
Bought with: Joanne Donofrio, (203) 627-6325, Keller Williams Realty, (203) 429-4020
Source: Smart MLS, MLS#24099685

Home Details for 44 Josies Ring Road

Interior Features

Interior Details
Basement: Full,Garage Access,Partially Finished,Liveable SpaceNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Kitchen, Living Room, Sun Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2851 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower Level,Main Level,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Electric,OilHas CoolingAir Conditioning: Ceiling Fan(s),Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioOther Structures: Barn(s)Exterior: Rain Gutters, LightingFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 10Parking: Attached,Paved,Off Street,Driveway,Private
Pool
Pool: Heated, Fenced, Vinyl, In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2551 Square FeetFinished Area (below surface): 300 Square Feet

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 178245

Price & Status

Price
List Price: $789,900
Status Change & Dates
Off Market Date: Wed Sep 03 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Monroe
School Information
Elementary School: Per Board of EdJr High / Middle School: Jockey Hollow, Per Board of EdHigh School: Masuk

Agent Information

Buyer Agent
Buyer Company Name: Michael DeBiase Premium Properties Team

Building

Building Area
Building Area: 2851 Square Feet

Community

Community Features: Library, Medical Facilities, Park, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 2.73 Acres

Miscellaneous

BasementMls Number: 24099685Attic: Storage, Pull Down StairsAbove Grade Unfinished Area: 2551

Additional Information

LibraryMedical FacilitiesParkShopping/Mall

Price and Tax history

DateEventPrice
Oct 2, 2025
Source: Smart MLS #24099685
Sold
$755,000
Oct 2, 2025
Source: Smart MLS #24099685
Pending
$789,900
Jun 24, 2025
Source: Smart MLS #24099685
PriceChange
$789,900
Price decreased by 5%
May 31, 2025
Source: Smart MLS #24099685
Listed For Sale
$829,900
Apr 24, 1998
Source: N/A
Sold
$256,000

Market trends in Monroe

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$645K
$27.48KMoM
Sale-to-List Price
100.2%
0.5%MoM
Price per sq ft
$279
$7MoM
Available listings
64
16MoM

Around this home

Neighborhood Overview

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

LGBTQ Local Legal Protections

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.

Frequently asked questions about 44 Josies Ring Road

  • What is 44 Josies Ring Road estimated to be worth?
    Trulia's estimated value for 44 Josies Ring Road in Monroe, CT is $811,500.
  • What is the price history for 44 Josies Ring Road?
    44 Josies Ring Road in Monroe, CT last sold for $755,000 in October 2025.
  • Is Monroe a buyer's or seller's market?
    Monroe is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Monroe?
    The median sale price in Monroe is $645K. That is down $27.48K from the prior month.
  • Does 44 Josies Ring Road have air conditioning?
    Yes, 44 Josies Ring Road in Monroe, CT has air conditioning.
  • Does 44 Josies Ring Road have a pool?
    Yes, 44 Josies Ring Road in Monroe, CT has a pool.

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