Skip to main content

121 Osborne Hill Road

Fairfield, Connecticut 06824

PENDING$1,849,000
Beds
4
Baths
3 | 1
SqFt
3,686
Acres
0.28
Year Built
1953
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
2-Car Garage1 FireplaceVirtual Tour

About This Home

Welcome to 121 Osborne Hill Road, where exceptional quality construction, timeless elegance, & sophisticated open-concept living define this beautifully crafted residence. Designed for today's discerning buyer, this exceptional home offers 4 b/rooms, 3/1 baths, blending refined style with exceptional functionality. At the heart of the home, the chef's kitchen showcases premium appliances, spacious butler's pantry, & a generous center island, seamlessly connecting to the expansive dining area in a bright, open floor plan designed for effortless gathering & everyday luxury. The pub room with wet bar & wine refrigerator, along with the sun-filled family room, both open to the professionally landscaped b/yard, where a stunning paver patio with a built-in f/place creates an exceptional outdoor gathering space. The luxurious primary suite is a private retreat with a spa-inspired bath. A first-floor office or guest bedroom with a full bath offers exceptional flexibility. An additional finished living area on the second level provides endless possibilities for a media room, playroom, home office, fitness space, or other lifestyle needs. Filled with natural light, the home showcases quality craftsmanship, thoughtful design, & abundant storage throughout. Ideally located minutes from Fairfield's beaches, parks, top-rated schools, vibrant town center, shopping, dining, & commuter routes, this exceptional property offers timeless design, modern amenities, & an unparalleled lifestyle.

Key Facts

City/Town
Fairfield
Neighborhood
University
Property / Style
Single Family · Colonial
Year Built
1953
Days on Market
14 days
Beds
4
Baths
3 full · 1 half
Living Area
3,686 sq ft
Lot Size
0.28 acres
Garage / Parking
2 garage
Property Taxes
$20,985 / Annually

Market Snapshot

The Fairfield Market

Single Family · trailing 12 months

View area

Median Days on Market

33

88 active listings

Median $ / Sq Ft

$496

88 active listings

Sale-to-List Ratio

101.9%

570 sales

How this home compares

List Price

$1.85M

vs $1.59M median

16.5% above median

Price / Sq Ft

$502

vs $496 median

In line with median

Days on Market

14 days

vs 33 days median

19 days fresher than median

Based on 88 active and 570 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of July 27, 2026.

Location

121 Osborne Hill Road, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,793

per month

  • Principal & Interest$9,428
  • Property Taxes$1,749
  • Insurance$616
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Fairfield
Neighborhood
University
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1953
New Construction
No/Resale
Living Area
3,686 sq ft

Schools

Elementary
Osborn Hill
High
Fairfield Ludlowe

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Ceiling FansCentral AirSplit System
Fireplaces
1
Laundry
Upper Level
Appliances
Oven/RangeRange HoodRefrigeratorDishwasherDisposalWasherDryerWine Chiller
Basement
FullSump PumpStorageInterior AccessConcrete Floor
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - AvailableOpen Floor PlanSecurity System
Additional Rooms
Mud Room

Exterior & Lot

Lot Size
0.28 acres
Zoning
A
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Beach RightsWater Community
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
ShingleClapboardWood
Color
Grey
Roof
Asphalt ShingleMetal
Foundation
Concrete
Exterior Features
PorchGuttersLightingStone WallFrench DoorsUnderground SprinklerPatio
Lot Description
DryLevel LotProfessionally Landscaped

Listing & Financials

Property Taxes
$20,985 / Annually
Days on Market
14
MLS #
24188105
MLS Status
Under Contract

Similar Properties

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

Listed By

Barbara Sweeney

(203) 451-6522

Coldwell Banker Realty

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 10:15 PM UTC.