Regency Key
Regency Real Estate
The Key To Your New Home
← Back to Search
MLS 24193848 Sale Pending Updated August 16, 2026
50 Brookbend Road

Fairfield, Connecticut 06824

$2,195,000
On market 8 days
50 Brookbend Road
1 / 39

About This Property

An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors & exquisite millwork define the home's enduring character. Oversized windows & beautifully scaled rooms reflect craftsmanship rarely found today. The step-down living room showcases elegant paneling, custom built-ins & a wood-burning fireplace, while the formal dining room opens through French doors to a private patio for effortless indoor/outdoor entertaining. The spacious eat-in kitchen overlooks spectacular grounds & opens to a sun-filled family room w/custom built-ins, 2nd fireplace & French doors to an enchanting brick patio w/tranquil waterfall. Upstairs offers 4 spacious bedrooms & 3 full baths including a gracious primary suite w/abundant closet space & ensuite bath. Private guest suite w/separate entrance, vaulted ceilings, fireplace, 5th bedroom & full bath. Expansive, level grounds offer endless possibilities for a pool, pool house, ADU or future expansion in a setting rarely found just moments from downtown, Metro-North, award-winning schools & beaches. Complete w/natural gas, public sewer, irrigation & attached 3-car garage. A legacy property ready for its next chapter.

Property Details

Interior

Heat
Hot Water — Natural Gas
Cooling
Central Air,Window Unit
Fireplaces
3
Basement
Full,Unfinished
In-Law Apartment
Yes
Interior Features
Auto Garage Door Opener

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Exterior Features
Shed Gutters Garden Area Stone Wall French Doors Underground Sprinkler Patio
Lot Description
Level Lot Cleared Professionally Landscaped
Garage & Parking
Attached Garage

Utilities & Systems

Water Source
Public Water Connected
Sewer
Public Sewer Connected

Community & Schools

Elementary
Riverfield
Middle
Roger Ludlowe
High
Fairfield Ludlowe
Neighborhood
University
Subdivision
Winton Park
Nearby Amenities
Health Club Library Private School(s) Public Transportation Shopping/Mall

Appliances

Included
Cook Top Wall Oven Refrigerator Freezer Dishwasher Compactor Washer Dryer

50 Brookbend Road

Fairfield , Connecticut 06824

$2,195,000

On market 8 days

Beds
5
Baths
5
SqFt
4,512
Type
Single Family
County Fairfield
Garage 3
Rooms -
Lot Size 1.78 Acres
Property Tax $27,349
Assessed Value $1,425,150
Year Built 1950
Style Colonial
Zoning AA

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: RAVE80.

Menu