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Set along a picturesque stretch in one of Darien's most sought-after neighborhoods, 234 Brookside Road offers a rare blend of timeless architecture, privacy, and modern comfort. Surrounded by mature trees and beautifully landscaped grounds, this exceptional property provides a serene, retreat-like setting just minutes from town, top-rated schools, and the coastline. This HOBI award-winning residence welcomes you with a gracious entry that opens into expansive, light-filled interiors designed for both elegance and ease. A thoughtfully planned, free-flowing layout connects formal living and dining rooms-ideal for entertaining-with inviting casual spaces suited to everyday living. The well-appointed kitchen serves as the heart of the home, featuring high-end appliances and seamless flow to family gathering areas and outdoor living spaces. Upstairs, the tranquil primary suite features a vaulted ceiling, dual walk-in closets, and a spacious spa-inspired bath. Each of the four additional bedrooms offers an en suite bath, ensuring comfort and privacy for family and guests. Complementing the approximately 5,700-square-foot main house is a fully equipped 1,100-square-foot guest house with living and dining areas, a full kitchen, a wood-burning fireplace, and a private suite with a full bathroom. Set on 1.4 level acres, the outdoor spaces include a gunite pool and spa, outdoor kitchen, and fireplace-perfect for entertaining or relaxing in complete privacy year-round.
| DAYS ON MARKET | 4 | LAST UPDATED | 4/8/2026 |
|---|---|---|---|
| YEAR BUILT | 1937 | GARAGE SPACES | 3.0 |
| COUNTY | Fairfield | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Ox Ridge |
|---|---|
| Jr. High School | Middlesex |
| High School | Darien |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Dryer, Freezer, Gas Cooktop, Microwave, Oven, Refrigerator, Washer, Wine Cooler |
| BASEMENT | Full, Unfinished, Yes |
| CONSTRUCTION | Clapboard, Frame |
| FIREPLACE | Yes |
| GARAGE | Attached Garage, Yes |
| HEAT | Active Solar, Propane, Zoned |
| INTERIOR | In-Law Floorplan |
| LOT | 1.4 acre(s) |
| LOT DESCRIPTION | Level |
| PARKING | Garage Door Opener, Attached |
| POOL DESCRIPTION | Gunite, Heated, Outdoor Pool, In Ground |
| SEWER | Septic Tank |
| STYLE | Cape Cod |
| TAXES | 33904 |
| WATER | Well |
| ZONING | R2 |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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*Estimate only
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Listing courtesy of William Pitt Sotheby's Int'l
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This IDX solution is (c) Diverse Solutions 2026.