- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
- Nearby Homes
Street View
$2,050,000
Monthly Est:$10,204
5 Beds
- 5 Baths
4 full baths + 1 half bath
4,512sqft
50 Brookbend Rd, Fairfield, CT 06824
$2,050,000
$10,204/moEst:
Get Pre-Approved
Single Family Residence
Built in 1950
$-- HOA
1.78 acres lot
$454/sq.ft
Description
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.
- Houzeo last checked: 9 minutes ago
- Listing updated: October 6, 2026 at 3:52 pm
- Listing Provided by: Kate Cacciatore | William Raveis Real Estate
- Source: SMART MLS-CT | MLS#: 24193848

Property Details
Status
Active Under Contract
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1950
HOA Fees
-
Finished Area
4,512 sqft
Lot Size
1.78 acres lot
Basement Area
- sqft
MLS Name
SMART MLS
MLS Number
24193848
MLS Status
Under Contract
Days on Market
83

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Location
HOA Management
0
HOA Fees
$-/
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 5
Interior
Cooling
Central Air, Window Unit
Exterior Features
Shed, Gutters, Garden Area, Stone Wall, French Doors, Underground Sprinkler, Patio
Heating
Natural Gas, Hot Water
Sewer
Public Sewer Connected
Interior Features
Auto Garage Door Opener
Appliances
Cook Top, Wall Oven, Refrigerator, Freezer, Dishwasher, Compactor, Washer, Dryer
Construction
Year Built
Year Built: 1950
Home type
Single Family Residence
Roof
Asphalt Shingle
Foundation Details
Concrete
Architectural Style
Colonial
Utilities & Energy
Basement
Full, Unfinished
Parking Features
Attached Garage
Water Source
Public Water Connected
Laundry Features
Main Level
Other Features
Subdivision Name
University
Lot Features
Level Lot, Cleared, Professionally Landscaped
Price History
| Date | Event | Price |
|---|---|---|
08/20/2026 Source: | Listed for Sale | $2,050,000 -6.61% $454/sqft |
08/15/2026 Source: | Contingent (Active Under Contract) | $2,195,000 $486/sqft |
08/08/2026 Source: | Listed for Sale | $2,195,000 $486/sqft |
07/29/2026 Source: | Coming Soon | $2,195,000 +59224.32% $486/sqft |
10/23/1997 Source: #97017197 | Price Decreased | $3,700 -7.50% $1/sqft |
Show more
Nearby Homes
Find Homes by Property Features in Fairfield, CT
Based on information provided to and compiled by the SMART MLS, Inc. through Oct 20, 2026, 12:30PM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.
Advertising Broker: Derek Greene | The Greene Realty Group