161 Jockey Hollow Rd

$465,000
Price
3
Beds
1,986 Sq. Ft.
$234 / Sq. Ft.
1,986
Sq. Ft.
$234
per Sq. Ft.

Description

"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..."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.

Property Details for 161 Jockey Hollow Road

Basement Description
Full, Storage, Garage Access, Interior Access, Partially Finished, Full With Walk-Out
Direct Waterfront
No
Garages Number
1
Neighborhood
N/A
Style
Ranch
Garage Parking Info
Attached Garage, Under House Garage, Off Street Parking
Swimming Pool
No
LISTING UPDATED: 12/10/2025 02:28 AM

Property Details for 161 Jockey Hollow Road

StatusUnder Contract
MLS #24129591
Days on Market74
Taxes$9,174 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1956
Lot Size2.50 AC / 108,900 SF
CountyFairfield County

Location

Listing Courtesy of Coldwell Banker Realty, Stacey Schwartz
Add your commute

Building Information for 161 Jockey Hollow Road

Stories-Year Built1956Building Size-Lot Size2.50 AC / 108,900 SF

Payment Calculator

$3,062 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,298

Property Taxes

$765

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 161 Jockey Hollow Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Pepper St to Jockey Hollow, OR GPS
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • Latitude: 41.340743
  • Longitude: -73.240365
  • Middle Jr High School: Per Board of Ed
  • Neighborhood Amenities: Golf Course, Lake, Library, Park, Public Pool, Public Rec Facilities, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 4
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $9,174
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Deck, Lighting, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Unfinished, Storage Space, Access Via Hatch
  • Cooling System: Window Unit
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Laundry Room Info: Lower Level
  • Laundry Room Location: In Basement 7X11 Room with a half bath
  • Rooms Total: 5
Room 1
  • Room Entry Order: 1
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Length: 18.5
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 12.5
Room 2
  • Room Entry Order: 2
  • Room Features: Bay/Bow Window,Skylight,Cathedral Ceiling,Ceiling Fan,Dining Area,Hardwood Floor
  • Room Length: 21.5
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.5
Room 3
  • Room Entry Order: 3
  • Room Features: Fireplace,Wall/Wall Carpet
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 11.0
Room 4
  • Room Entry Order: 4
  • Room Features: Skylight,Beams,Ceiling Fan,Sliders,Hardwood Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 12.0
Room 5
  • Listing Key: 3FB929306B22395AE063E201100ACABE
  • Room Entry Order: 5
  • Room Features: Ceiling Fan,Sliders,Hardwood Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 13.0
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Length: 10.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 10.0
Room 7
  • Room Entry Order: 7
  • Room Features: Walk-In Closet,Wall/Wall Carpet
  • Room Length: 24.5
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 14.0
Room 8
  • Room Entry Order: 8
  • Room Level: Lower
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: TAN
  • Construction Description: Frame
  • Exclusions: see inclusion / exclusion document
  • Exterior Siding: Shake, Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1956
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Detached
  • In Law Apartment: Possible
  • Sq Ft Est Heated Below Grade: 562
  • Living Area SQFT Per Public Records: 1424
Lot Information
  • Lot Description: Fence - Partial, Lightly Wooded
  • Parcel Number: 176406
  • Sq Ft Est Heated Above Grade: 1424.0
  • Sq Ft Total: 1986.0
  • Zoning: RF1
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 161 Jockey Hollow Road

DateEvent & SourcePriceAppreciation
Oct 24, 2001

Closed (Public Record)

Public Record #99791784

$249,900

+7.5% / yr

Jun 23, 1995

Closed (Public Record)

Public Record #91036550

$158,000

-0.4% / yr

May 25, 1990

Closed (Public Record)

Public Record #91038810

$161,000—
DateEvent & SourcePrice
10/24/2001

Closed (Public Record)

Public Record #99791784

$249,900

+7.5% / yr

06/23/1995

Closed (Public Record)

Public Record #91036550

$158,000

-0.4% / yr

05/25/1990

Closed (Public Record)

Public Record #91038810

$161,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 161 Jockey Hollow Road

Taxable ValueLand$113,400Additions$206,600Total$320,000
Tax Record2024$9,174 ($764 / month)
Home Facts
Beds2Baths1Total Finished SqFt1,424 SqFtAbove Grade Finished SqFt1,424 SqFtStories1Lot Size108,900 SqFtStyleSingle Family ResidenceYear Built1956ZoningRF1CountyFAIRFIELDAPNMNRO M:084 B:025 L:00Fireplace TypeHas Fireplace

Schools near 161 Jockey Hollow Road

This home is within Monroe School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Fawn Hollow Elementary School
PublicK to 5

Jockey Hollow School
Public6 to 8

Masuk High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Coldwell Banker Realty, Stacey Schwartz

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.