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250 Main Street

Ridgefield, Connecticut 06877

ACTIVE$5,495,000
Beds
4
Baths
4 | 1
SqFt
5,778
Acres
1.94
Year Built
1826
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Guest HousePool2-Car Garage3 FireplacesVirtual Tour

About This Home

Welcome to one of Main Street's most recognizable homes, the iconic & brightly colored Gothic Revival Victorian, built Ca. 1826, offering an exceptionally private & expansive 1.94 acre lot plus a separate 3,684 sf Carriage/Pool House. Working with Peter Coffin, Architect, & the Historic District Commission, the home underwent a meticulous full restoration/renovation, thoughtfully balancing historic preservation with modern luxury updates. Over $10M has been spent in top of the line improvements & designer appointments inside & out. This highly refined residence offers a total of 5,778 sf including 4,546 sf on the 1st & 2nd floors, 303 sf in the finished 3rd floor, plus 929 sf in the lower level. Total 15 rooms, 4 bedrooms, 4 full & 1 half bath, 3 fireplaces, front & back stairways, plus brick driveway/courtyard leading to the 3 story carriage/pool house. The ultimate lifestyle "party barn," it features millwork reclaimed from PA mushroom barns; 2 car garage; 2 fireplaces; ensuite BR & overflow guest "bunk room"; 2 full/1 half baths; full gym with steam shower/changing room; game room/bar; poker/card room; arcade; 30+ seat movie theater; plus kitchen/great room open to the pool. The resort like entertaining area features a sprawling cut stone patio, custom fireplace with propane assisted starter, waterfalls, built-in outdoor kitchen with grill/sink/fridge, heated, saltwater, gunite pool & spa, custom built pergola, wired for sound/TV, plus expansive back lawn & wooded privacy.

Key Facts

City/Town
Ridgefield
Neighborhood
Village Center
Property / Style
Single Family · Antique,Victorian
Year Built
1826
Days on Market
104 days
Beds
4
Baths
4 full · 1 half
Living Area
5,778 sq ft
Lot Size
1.94 acres
Garage / Parking
2 garage
Property Taxes
$52,200 / Annually

Market Snapshot

The Ridgefield Market

Single Family · trailing 12 months

View area

Median Days on Market

57

45 active listings

Median $ / Sq Ft

$423

45 active listings

Sale-to-List Ratio

101.6%

242 sales

How this home compares

List Price

$5.50M

vs $1.29M median

4.2× the median

Price / Sq Ft

$951

vs $423 median

2.2× the median

Days on Market

104 days

vs 57 days median

47 days longer than median

Based on 45 active and 242 closed sales (trailing 12 mo) of single family in Ridgefield. Source: SmartMLS · As of September 30, 2026.

Location

250 Main Street, Ridgefield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$35,517

per month

  • Principal & Interest$29,335
  • Property Taxes$4,350
  • Insurance$1,832
  • HOA$0

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

Location

City/Town
Ridgefield
Neighborhood
Village Center
County
Fairfield

Residence

Property Type
Single Family
Style
Antique,Victorian
Year Built
1826
New Construction
No/Resale
Living Area
5,778 sq ft
Below Grade
929 sq ft

Schools

Elementary
Veterans Park
High
Ridgefield

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
3
Laundry
Lower Level
Appliances
Gas RangeMicrowaveRange HoodRefrigeratorIcemakerDishwasherWasherDryerWine Chiller
Basement
FullInterior AccessPartially FinishedWalk-out
In-Law Apartment
PossibleDetached
Interior Features
Audio SystemSecurity System
Additional Rooms
Bonus RoomGymLaundry RoomSteam/Sauna

Exterior & Lot

Lot Size
1.94 acres
Zoning
RA
Garage / Parking
2 garage spacesBarnDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Pool
GuniteHeatedPool HouseSalt WaterIn Ground Pool
Construction
ClapboardWood
Roof
Asphalt Shingle
Foundation
ConcreteStone
Exterior Features
SidewalkPorchBarnGarden AreaLightingGuest HouseFrench DoorsPatio
Lot Description
Level LotProfessionally LandscapedHistoric District

Listing & Financials

Property Taxes
$52,200 / Annually
Days on Market
104
MLS #
24182865
MLS Status
Active

Similar Properties

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

Listed By

Laura Ancona

(203) 733-7053

William Pitt Sotheby's Int'l

(203) 438-9531

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/30/2026. 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 9/30/2026 at 7:55 PM UTC.