87 Jockey Hollow Road
Monroe, Connecticut 06468
Reduced from $559,000
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,235
- Acres
- 1.00
- Year Built
- 1960
- Neighborhood
- Stepney
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 87 Jockey Hollow Road, a wonderful opportunity to own a charming home in one of Monroe's most desirable neighborhoods. Lovingly cared for over the years, this home reflects true pride of ownership and offers the perfect canvas for its next owner to make it their own. While some cosmetic updates and TLC will enhance its full potential, the home features a functional layout, generous living spaces, and a warm, welcoming atmosphere that has been enjoyed for years. Set on a beautiful property with plenty of outdoor space, the yard offers endless possibilities for gardening, entertaining, or simply relaxing in a peaceful setting. Owner is deeded member of the lake association. You'll enjoy access to the lake and the unique lifestyle it offers, including swimming, kayaking, fishing, and enjoying the natural beauty of the community. Located in the award-winning Monroe school district and just minutes from shopping, restaurants, parks, and major commuter routes, this home combines everyday convenience with the tranquility of suburban living. Whether you're looking to personalize your forever home or invest in a property with tremendous potential, this is an exceptional opportunity to build equity in a highly desirable location. Don't miss your chance to bring your vision and make this special property your own. Property SOLD AS-IS.
Key Facts
- City/Town
- Monroe
- Neighborhood
- Stepney
- Property / Style
- Single Family · Split Level
- Year Built
- 1960
- Days on Market
- 49 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,235 sq ft
- Lot Size
- 1.00 acres
- Property Taxes
- $9,810 / Annually
Market Snapshot
The Monroe Market
Single Family · trailing 12 months
Active Listings
44
30 under contract
Median List Price
$799,900
44 active listings
Median Closed Price
$700,000
166 sales
Median Days on Market
55
44 active listings
Median $ / Sq Ft
$268
44 active listings
Sale-to-List Ratio
100.0%
166 sales
How this home compares
List Price
$529,000
vs $799,900 median
33.9% below median
Price / Sq Ft
$237
vs $268 median
11.6% below median
Days on Market
49 days
vs 55 days median
6 days fresher than median
Based on 44 active and 166 closed sales (trailing 12 mo) of single family in Monroe. Source: SmartMLS · As of September 16, 2026.
Location
87 Jockey Hollow Road, Monroe, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$2,748
- Property Taxes$818
- Insurance$176
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Monroe
- Neighborhood
- Stepney
- County
- Fairfield
- Subdivision
- LAKEWOOD
Residence
- Property Type
- Single Family
- Style
- Split Level
- Year Built
- 1960
- New Construction
- No/Resale
- Living Area
- 2,235 sq ft
Schools
- Elementary
- Fawn Hollow
- High
- Masuk
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullFully Finished
Exterior & Lot
- Lot Size
- 1.00 acres
- Zoning
- RF1
- Waterfront Details
- Walk to WaterBeach RightsWater Community
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Shingle
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- BlockConcrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $9,810 / Annually
- Days on Market
- 49
- MLS #
- 24195196
- MLS Status
- Under Contract - Continue to Show
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/16/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/16/2026 at 10:25 PM UTC.