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11 Highland Avenue

Darien, Connecticut 06820

ACTIVE - NEW$2,395,000
Beds
4
Baths
3 | 1
SqFt
3,095
Acres
0.17
Year Built
1947
Matt Caiola

Matt Caiola

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1-Car Garage1 FireplaceVirtual Tour

About This Home

Ideally positioned just moments from downtown Darien and the train station, 11 Highland Avenue offers an exceptional blend of timeless New England architecture, classic sophistication, and effortless everyday comfort. Set on a tranquil street in a coveted neighborhood, this immaculate, light-filled residence presents a rare turn-key opportunity in one of Fairfield County's most desirable coastal enclaves. Thoughtfully reimagined for modern living, the main level unfolds with intuitive flow. Beautiful new hardwood floors sweep throughout, leading from the warm formal living room centered around a classic wood-burning fireplace to the heart of the home: a magnificent open-concept gourmet kitchen. Complete with quartz countertops and sleek stainless steel appliances, the kitchen seamlessly integrates with the dining and family rooms-creating the ultimate layout for both casual family gatherings and large-scale entertaining. The upper levels host four sun-drenched bedrooms, including a private primary retreat with an updated spa-inspired bath. A versatile finished lower level offers valuable additional living space, perfectly suited for a home gym and recreation area. Outdoors, the landscaped grounds serve as a private sanctuary. A spacious stone terrace provides an inviting backdrop for summer al fresco dining and relaxed outdoor enjoyment. A seamless combination of elevated style and prime proximity, this quintessential property captures the very best of Darien living.

Key Facts

City/Town
Darien
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1947
Days on Market
0 days
Beds
4
Baths
3 full · 1 half
Living Area
3,095 sq ft
Lot Size
0.17 acres
Garage / Parking
1 garage
Property Taxes
$16,651 / Annually

Market Snapshot

The Darien Market

Single Family · trailing 12 months

Median Days on Market

34

29 active listings

Median $ / Sq Ft

$743

29 active listings

Sale-to-List Ratio

106.3%

216 sales

How this home compares

List Price

$2.40M

vs $3.85M median

37.8% below median

Price / Sq Ft

$774

vs $743 median

In line with median

Days on Market

0 days

vs 34 days median

34 days fresher than median

Based on 29 active and 216 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of September 24, 2026.

Location

11 Highland Avenue, Darien, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$14,869

per month

  • Principal & Interest$12,683
  • Property Taxes$1,388
  • Insurance$798
  • HOA$0

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

Location

City/Town
Darien
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1947
New Construction
No/Resale
Living Area
3,095 sq ft
Below Grade
585 sq ft

Schools

Elementary
Royle
High
Darien

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Appliances
Gas CooktopOven/RangeMicrowaveRefrigeratorFreezerDishwasherWasherDryer
Basement
FullHeatedPartially Finished
Interior Features
Security System

Exterior & Lot

Lot Size
0.17 acres
Zoning
R13
Garage / Parking
1 garage spaceDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Clapboard
Color
White
Roof
Asphalt Shingle
Foundation
Masonry
Lot Description
Level LotProfessionally Landscaped

Listing & Financials

Property Taxes
$16,651 / Annually
Days on Market
0
MLS #
24208647
MLS Status
Active

Similar Properties

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Listed By

Kristin Nemec

(203) 829-8998

William Pitt Sotheby's Int'l

(203) 655-8234

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/24/2026. 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 9/24/2026 at 2:15 AM UTC.