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$465,000

  • For Sale
  • Under Contract
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,986 Sq. Ft.
  • 1 Car Garage
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"Overflowing with potential" best describes this custom ranch with coveted private lake & beach access in the heart of Monroe! The main level provides easy, single level living with great flow, hardwood floors, & windows in all the right places. The heart of the home is the capacious, cabinet-packed kitchen with vaulted skylit ceilings & a large eat-in area framed by an oversized bay window. Large LR w picture window. The spectacular sunroom features multiple skylights, walls of windows, & provides seamless access to the stunning wraparound deck overlooking a private natural setting. Adjacent fireplaced room can be 3rd BR or 2nd living area. 2 generously sized bedrooms with great closet space share a tiled full bath. Primary features a lovely slider to the deck. The "Walkout" lower level was formerly an in-law unit & features ~600sqf of heated, finished space & large windows, recessed lighting, 1/2 bath, and laundry room. Ample storage. The spacious cottage-like shed is waiting to be repurposed into something special - A studio? An ADU? or a workshop/mancave conversion will come easy! Unique multi-tiered yard w brook below creates a private, natural woodland setting, but still so close to all of the retail and dining destinations, award-winning schools and so much that Monroe offers. Wonderful lake / beach access ideal for anglers & kayakers! your private Nature sanctuary awaits! Come and take a look and envision what your personal touches can do.

Full Property Details for 161 Jockey Hollow Rd

General

  • Price: $465,000
  • Taxes: (July 2025-June 2026)
  • Status: Under Contract
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24129591
  • Updated: 12/9/2025
  • Added to Site: 114 day(s) ago

Interior

  • Number of Rooms: 5
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Ceiling Fan, Sliders, Hardwood Floor, 12 x 13, Main
  • Bedroom 1: Bedroom, Lower
  • Bedroom 2: Bedroom - Hardwood Floor, 10 x 10, Main

Other Rooms

  • Living Room: Living Room - Ceiling Fan, Hardwood Floor, 18.5 x 12.5, Main
  • Family Room: Family Room - Fireplace, Wall/Wall Carpet, 20 x 11, Main
  • Kitchen: Kitchen - Bay/Bow Window, Skylight, Cathedral Ceiling, Ceiling Fan, Dining Area, Hardwood Floor, 21.5 x 11.5, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Walk-In Closet, Wall/Wall Carpet, 24.5 x 14, Lower
  • Rec Room: Walk-In Closet, Wall/Wall Carpet, 24.5 x 14, Lower
  • Laundry: Lower Level

Exterior

  • Exterior Features: Shed, Deck, Lighting, Patio
  • Color: TAN

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 4
  • Parking: Attached Garage, Under House Garage, Off Street Parking

Location

  • County: Fairfield
  • Driving Directions: Pepper St to Jockey Hollow, OR GPS

School Information

  • Elementary School: Per Board of Ed
  • Middle School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Window Unit
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Shake, Clapboard
  • Basement Desc.: Full, Storage, Garage Access, Interior Access, Partially Finished, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,986
  • Above Ground: 1,424 Sq. Ft.
  • Below Ground: 562 Sq. Ft.
  • Year Built: 1956

Lot Features

  • Lot Size (Acres): 2.5
  • Zoning: RF1
  • Lot Description: Fence - Partial, Lightly Wooded

Financial Considerations

  • Assessment Amount: $320,000
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: see inclusion / exclusion document
  • Property ID: 176406
Buyer's Brokerage Compensation: 2%
Not binding unless confirmed by separate agreement among applicable parties.

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— 161 Jockey Hollow Rd —

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 161 Jockey Hollow Rd

School District:Monroe School District
NameGradesDistance
Fawn Hollow Elementary School
375 Fan Hill Road, Monroe, CT 06468
K-50.6 mi
Jockey Hollow School
365 Fan Hill Road, Monroe, CT 06468
6-80.4 mi
Masuk High School
1014 Monroe Turnpike, Monroe, CT 06468
9-122.5 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 161 Jockey Hollow Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/30/2025
Price Reduced
$465,000
-5.68%
MLS
9/26/2025
Listed
$493,000
97.28%
MLS
10/24/2001
Sold
$249,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 161 Jockey Hollow Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,174
12%
$320,000
50%
2023
$8,174
2%
$213,600
—
2023
$8,021
2%
$213,600
—
2022
$7,873
1%
$213,600
—
2021
$7,766
2%
$213,600
—
2020
$7,579
9%
$213,600
9%
2019
$6,968
1%
$195,840
—
2018
$6,901
-1%
$195,840
—
2017
$7,003
-3%
$195,840
-5%
2016
$7,196
2%
$205,600
—
2015
$7,062
2%
$205,600
-8%
2014
$6,898
2%
$222,460
—
2011
$6,765
—
$222,460
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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161 Jockey Hollow Road, Monroe, CT 06468 (MLS# 24129591) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 161 Jockey Hollow Road is currently listed for $465,000 and was received on September 26, 2025. This property is listed by The Lage Team at Coldwell Banker Realty from our Trumbull Regional Sales Center Office.Want to learn more about 161 Jockey Hollow 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.

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