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101 Applegate Road

Fairfield, Connecticut 06824

PENDING$1,650,000
Beds
4
Baths
3 | 1
SqFt
4,880
Acres
0.28
Year Built
2026
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Welcome to this exceptional fully reimagined home at 101 Applegate Road, perfectly set on a quiet, walkable horseshoe street just off Fairfield Woods Road in one of Fairfield's most desirable neighborhoods. This thoughtfully designed 4-bedroom, 3 full and 1 half bath home blends timeless style with modern functionality, offering the ideal layout for today's lifestyle. Step inside to a bright, open floor plan featuring gleaming hardwood floors and high-end finishes throughout. The heart of the home is a stunning, designer kitchen with premium appliances, custom cabinetry, and a spacious island-perfect for everyday living and effortless entertaining. The kitchen flows seamlessly into the main living and dining areas, creating a warm and inviting atmosphere. Upstairs, the primary suite offers a private retreat with a beautifully appointed bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Every detail has been carefully curated, delivering all the bells and whistles buyers expect in new construction. Set in a peaceful yet convenient location, you'll enjoy easy access to schools, shopping, dining, and everything Fairfield has to offer-while still feeling tucked away in a quiet neighborhood setting. A rare opportunity to own an architecturally redesigned and rebuilt home of in an established, sought-after Fairfield location.

Key Facts

City/Town
Fairfield
Neighborhood
Fairfield Woods
Property / Style
Single Family · Colonial
Year Built
2026
Days on Market
74 days
Beds
4
Baths
3 full · 1 half
Living Area
4,880 sq ft
Lot Size
0.28 acres
Garage / Parking
2 garage
Property Taxes
$7,558 / Annually

Market Snapshot

The Fairfield Market

Single Family · trailing 12 months

View area

Median Days on Market

33

89 active listings

Median $ / Sq Ft

$491

89 active listings

Sale-to-List Ratio

101.9%

572 sales

How this home compares

List Price

$1.65M

vs $1.57M median

In line with median

Price / Sq Ft

$338

vs $491 median

31.2% below median

Days on Market

74 days

vs 33 days median

41 days longer than median

Based on 89 active and 572 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of July 28, 2026.

Location

101 Applegate Road, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,593

per month

  • Principal & Interest$8,413
  • Property Taxes$630
  • Insurance$550
  • HOA$0

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

Location

City/Town
Fairfield
Neighborhood
Fairfield Woods
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2026
New Construction
Torn Down & Rebuilt
Living Area
4,880 sq ft
Below Grade
1,200 sq ft

Schools

Elementary
Stratfield
High
Fairfield Warde

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Appliances
AllowanceOven/RangeMicrowaveRange HoodRefrigeratorDishwasher
Basement
FullHeatedCooledWalk-outLiveable SpaceFull With Walk-Out
Interior Features
Cable - AvailableOpen Floor Plan
Additional Rooms
FoyerLaundry RoomMud Room

Exterior & Lot

Lot Size
0.28 acres
Zoning
R3
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
GuttersLightingFrench Doors
Lot Description
Level LotOn Cul-De-Sac

Listing & Financials

Property Taxes
$7,558 / Annually
Days on Market
74
MLS #
24173535
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Alan Hamilton

(203) 952-8880

William Raveis Real Estate

(203) 227-4343

Co-Listed By

Melissa Hamilton

William Raveis Real Estate

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 12:45 AM UTC.