121 Osborne Hill Road
Fairfield, Connecticut 06824
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,686
- Acres
- 0.28
- Year Built
- 1953
- Neighborhood
- University
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
88
106 under contract
Median List Price
$1.59M
88 active listings
Median Closed Price
$1.16M
570 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.