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$755,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,851 Sq. Ft.
  • 2 Car Garage
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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!

Full Property Details for 44 Josies Ring Rd

General

  • Sold For: $755,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24099685
  • Added to Site: 230 day(s) ago

Interior

  • Number of Rooms: 8
  • Rooms/Areas: Mud Room
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Dressing Room, Half Bath, Wall/Wall Carpet, 14.1 x 16.7, Main
  • Bedroom 1: Bedroom - Wall/Wall Carpet, 11.7 x 13.6, Main
  • Bedroom 2: Bedroom - Wall/Wall Carpet, 12.4 x 13.6, Main
  • Bedroom 3: Bedroom, Other

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, 13.4 x 20.1, Main
  • Eat In Kitchen: Eat-In Kitchen - Remodeled, Quartz Counters, Dining Area, Island, Hardwood Floo, 14.1 x 27.4, Main
  • Laundry: Lower Level, Main Level
  • In-Law/Au Pair Suite: Yes

Additional Information

  • Pool: Yes
  • Pool Description: Heated, Safety Fence, Vinyl, In Ground Pool

Exterior

  • Exterior Features: Barn, Gutters, Lighting, Patio
  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 10
  • Parking: Attached Garage, Under House Garage, Paved, Off Street Parking, Driveway

Location

  • County: Fairfield
  • Driving Directions: GPS

School Information

  • Elementary School: Per Board of Ed
  • Middle School: Jockey Hollow
  • Intermediate School: Per Board of Ed
  • High School: Masuk

Heating & Cooling

  • Cooling Type: Ceiling Fans, Window Unit
  • Heating Type: Baseboard, Electric, Oil
  • Heating Fuel: Electric, Oil
  • Water Heater: Oil, Upright Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Full, Garage Access, Partially Finished, Liveable Space
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,851
  • Above Ground: 2,551 Sq. Ft.
  • Below Ground: 300 Sq. Ft.
  • Year Built: 1955

Lot Features

  • Lot Size (Acres): 2.73
  • Driveway/Sidewalk: Private, Paved
  • Zoning: RF2
  • Lot Description: Secluded, Lightly Wooded

Financial Considerations

  • Assessment Amount: $429,760
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 178245

Listed by Preston Gray Real Estate, Marissa Papa
Sold by Keller Williams Realty, Michael DeBiase Premium Properties Team, Joanne Donofrio

Listing agent

— 44 Josies Ring Rd —

  • Marissa Papa

    Preston Gray Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 44 Josies Ring Rd

School District:Monroe School District
NameGradesDistance
Fawn Hollow Elementary School
375 Fan Hill Road, Monroe, CT 06468
K-51.8 mi
Jockey Hollow School
365 Fan Hill Road, Monroe, CT 06468
6-82 mi
Masuk High School
1014 Monroe Turnpike, Monroe, CT 06468
9-121.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 44 Josies Ring Rd

Date
Details
Price
Change
Source
10/02/2025
Sold
$755,000
-4.42%
MLS
6/24/2025
Price Reduced
$789,900
-4.82%
MLS
5/31/2025
Listed
$829,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Preston Gray Real Estate, Marissa Papa
Sold by Keller Williams Realty, Michael DeBiase Premium Properties Team, Joanne Donofrio

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44 Josies Ring Road, Monroe, CT 06468 (MLS# 24099685) is a Single Family property that was sold at $755,000 on October 02, 2025. Want to learn more about 44 Josies Ring Road? Do you have questions about finding other Single Family real estate for sale in Monroe? You can browse all Monroe real estate or contact a Coldwell Banker agent to request more information.