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475 Eleven Oclock Road

Fairfield, Connecticut 06824

PENDING$1,299,000
Beds
5
Baths
2 | 1
SqFt
3,964
Acres
2.35
Year Built
1966
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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2 Fireplaces

About This Home

**Please submit offers by 9/29 at 7pm** A rare opportunity to create your vision in coveted Greenfield Hill. Set on more than 2 acres in one of Fairfield's most desirable neighborhoods, this classic 5-bedroom Colonial offers exceptional space, a flexible floor plan, and tremendous potential. With nearly 4,000 square feet of living space, this is an ideal property for a buyer ready to update and personalize a home in an outstanding location. A versatile first-floor wing includes a bedroom, bath, and family room, creating an excellent option for a main-level primary suite, guest quarters, home office, or in-law/au pair suite. The welcoming foyer opens to a generous living room with fireplace and built-ins, a formal dining room, and a spacious kitchen with center island, bar area, and dining space. The spacious kitchen offers a large center island, bar area, and casual dining space, with access to a covered porch and deck overlooking the expansive property. Upstairs, the spacious primary bedroom features an en-suite bath and walk-in closet, while 3 additional bedrooms provide plenty of room for family and guests. The lower level adds nearly 1,000 sf of flexible bonus space, ideal for a rec room, home gym, office, playroom, or media space. A special opportunity to bring new life to a spacious home in a premier setting. Fairfield CT offers coastal charm, historic character, exceptional dining & shopping, vibrant arts and cultural amenities, 2 Universities and easy access to NYC.

Key Facts

City/Town
Fairfield
Neighborhood
Greenfield Hill
Property / Style
Single Family · Colonial
Year Built
1966
Days on Market
51 days
Beds
5
Baths
2 full · 1 half
Living Area
3,964 sq ft
Lot Size
2.35 acres
Property Taxes
$17,388 / Annually

Market Snapshot

The Fairfield Market

Single Family · trailing 12 months

View area

Median Days on Market

41

111 active listings

Median $ / Sq Ft

$484

111 active listings

Sale-to-List Ratio

102.7%

566 sales

How this home compares

List Price

$1.30M

vs $999,000 median

30.0% above median

Price / Sq Ft

$328

vs $484 median

32.2% below median

Days on Market

51 days

vs 41 days median

10 days longer than median

Based on 111 active and 566 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of November 14, 2026.

Location

475 Eleven Oclock Road, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$8,873

per month

  • Principal & Interest$6,991
  • Property Taxes$1,449
  • Insurance$433
  • HOA$0

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

Location

City/Town
Fairfield
Neighborhood
Greenfield Hill
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1966
New Construction
No/Resale
Living Area
3,964 sq ft
Below Grade
924 sq ft

Schools

Elementary
Burr
High
Fairfield Warde

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
2
Laundry
Upper Level
Laundry Location
2nd Floor
Appliances
Oven/RangeRefrigeratorFreezerDishwasherWasher
Basement
FullPartially Finished
In-Law Apartment
PossibleFirst Floor
Additional Rooms
Laundry RoomMud Room

Exterior & Lot

Lot Size
2.35 acres
Zoning
AAA
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Septic
Construction
ClapboardWood
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
PorchDeck
Lot Description
Level Lot

Listing & Financials

Property Taxes
$17,388 / Annually
Days on Market
51
MLS #
24207544
MLS Status
Under Contract

Similar Properties

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Listed By

Katie O'Grady

(203) 913-7777

Compass Connecticut, LLC

(203) 489-6499

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

The IDX display contains information sourced from SmartMLS, Inc. as of 11/14/2026. 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 11/14/2026 at 4:55 AM UTC.