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87 Jockey Hollow Road

Monroe, Connecticut 06468

PENDING$529,000

Reduced from $559,000

Beds
4
Baths
2 | 1
SqFt
2,235
Acres
1.00
Year Built
1960
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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1 FireplacePrice Reduced

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,742

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Yi Gong

(203) 909-5299

Coldwell Banker Realty

(203) 272-1633

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.