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25 Point O Woods Road

Darien, Connecticut 06820

ACTIVE - NEW$3,895,000
Beds
5
Baths
5 | 1
SqFt
5,961
Acres
1.15
Year Built
1933
Matt Caiola

Matt Caiola

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2-Car Garage4 Fireplaces

About This Home

Classic character, exceptional space, and a setting you'll want to experience firsthand. Designed by architect Ed Wallace and built in 1933, 25 Point O Woods Road is a beautiful example of classic Center Hall Colonial craftsmanship, thoughtfully updated for today's lifestyle. Set on 1.15 beautifully landscaped acres, this inviting home blends timeless architecture with generous spaces and modern comfort. A gracious center hall leads to well-proportioned rooms and an impressive family room with a dramatic two-tier coffered ceiling. The recently renovated all-season sun porch, transformed from the original screened porch, offers a bright and comfortable space to enjoy the beauty of the grounds year-round. The flexible floor plan features five bedrooms, five full baths, and one half bath, with exceptional room for family and guests. Two additional rooms above the garage offer endless possibilities as home offices, a gym, guest spaces, or additional bedrooms. An expansive lower level includes a full bath, exercise room, and abundant storage. Outside, professionally landscaped grounds create a private setting for entertaining and everyday enjoyment. The level backyard is ideally sited for a pool, offering the opportunity to create a spectacular private retreat. With its architectural character, thoughtful updates, generous spaces, and exceptional setting, 25 Point O Woods Road is a home that feels special from the moment you arrive and one you won't want to leave!

Key Facts

City/Town
Darien
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1933
Days on Market
0 days
Beds
5
Baths
5 full · 1 half
Living Area
5,961 sq ft
Lot Size
1.15 acres
Garage / Parking
2 garage
Property Taxes
$29,973 / Annually

Market Snapshot

The Darien Market

Single Family · trailing 12 months

Median Days on Market

27

33 active listings

Median $ / Sq Ft

$771

33 active listings

Sale-to-List Ratio

106.3%

215 sales

How this home compares

List Price

$3.90M

vs $3.90M median

In line with median

Price / Sq Ft

$653

vs $771 median

15.3% below median

Days on Market

0 days

vs 27 days median

27 days fresher than median

Based on 33 active and 215 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of October 16, 2026.

Location

25 Point O Woods Road, Darien, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$25,371

per month

  • Principal & Interest$21,575
  • Property Taxes$2,498
  • Insurance$1,298
  • 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
1933
New Construction
No/Resale
Living Area
5,961 sq ft
Below Grade
1,278 sq ft

Schools

Elementary
Ox Ridge
High
Darien

Interior

Heating
Hot AirZoned
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
4
Laundry
Upper Level
Laundry Location
25x15
Appliances
Gas CooktopGas RangeMicrowaveRefrigeratorDishwasherDisposalWasherDryer
Basement
FullSump PumpStorageFully FinishedInterior Access
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - AvailableSaunaSecurity System
Additional Rooms
Exercise RoomMud RoomSteam/Sauna

Exterior & Lot

Lot Size
1.15 acres
Zoning
R-1
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Shingle
Color
White
Roof
Asphalt Shingle
Foundation
ConcreteStone
Exterior Features
GuttersGarden AreaStone WallUnderground SprinklerPatio
Lot Description
DryLevel LotProfessionally Landscaped

Listing & Financials

Property Taxes
$29,973 / Annually
Days on Market
0
MLS #
24214570
MLS Status
Active

Similar Properties

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Listed By

Cristina Veeder

(203) 918-6094

Compass Connecticut, LLC

(203) 423-3100

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/16/2026. 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 10/16/2026 at 6:20 PM UTC.