Recently Viewed Properties
See This Home
Save This Listing
Close

$2,122,700

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,512 Sq. Ft.
  • 3 Car Garage
  • Updated 6 days ago
See This Home
Save This Home
See This Home
Save This Home
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.

Full Property Details for 50 Brookbend Rd

General

  • Sold For: $2,122,700
  • Taxes: (July 2026-June 2027)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24193848
  • Added to Site: 104 day(s) ago

Interior

  • Number of Rooms: 10
  • Rooms/Areas: Foyer, Laundry Room, Mud Room
  • Interior Features: Auto Garage Door Opener
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Appliances: Cook Top, Wall Oven, Refrigerator, Freezer, Dishwasher, Compactor, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5
  • Primary Suite: Full Bath, Whirlpool Tub, Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Full Bath, Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Full Bath, Hardwood Floor, Upper
  • Bedroom 4: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Book Shelves, Built-Ins, Fireplace, Hardwood Floor, Wide Board Floor, Main
  • Great Room: Great Room - Skylight, Vaulted Ceiling, Beams, Built-Ins, Fireplace, Hardwood Floor, Upper
  • Family Room: Family Room - Built-Ins, Fireplace, French Doors, Patio/Terrace, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Dining Area, Island, Pantry, Tile Floor, Main
  • Dining Room: Dining Room - French Doors, Hardwood Floor, Wide Board Floor, Main
  • Laundry: Main Level
  • In-Law/Au Pair Suite: Yes

Exterior

  • Exterior Features: Shed, Gutters, Garden Area, Stone Wall, French Doors, Underground Sprinkler, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Subdivision: Winton Park
  • Neighborhood: University
  • Driving Directions: Unquowa to Brookbend or Round Hill to Old Barn to Brookbend

School Information

  • Elementary School: Riverfield
  • Middle School: Roger Ludlowe
  • High School: Fairfield Ludlowe

Community

  • Community Name: University

Heating & Cooling

  • Cooling Type: Central Air, Window Unit
  • Heating Type: Hot Water, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Shake, Cedar
  • Basement Desc.: Full, Unfinished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,512
  • Above Ground: 4,120 Sq. Ft.
  • Below Ground: 392 Sq. Ft.
  • Year Built: 1950

Lot Features

  • Lot Size (Acres): 1.78
  • Zoning: AA
  • Lot Description: Level Lot, Cleared, Professionally Landscaped

Financial Considerations

  • Assessment Amount: $1,425,150
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 128573

Listed by William Raveis Real Estate, Kate Cacciatore
Sold by Compass Connecticut, LLC, Forte Team At Compass, Andrea Viscuso

Listing agent

— 50 Brookbend Rd —

  • Kate Cacciatore

    William Raveis Real Estate

Agent Contact: (917) 952-1195 Office Contact: (203) 255-6841

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 50 Brookbend Rd

School District:Fairfield School District
NameGradesDistance
Riverfield School
1625 Mill Plain Road, Fairfield, CT 06824
K-50.7 mi
Roger Ludlowe Middle School
689 Unquowa Road, Fairfield, CT 06824
6-80.4 mi
Fairfield Ludlowe High School
785 Unquowa Road, Fairfield, CT 06824
9-120.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 50 Brookbend Rd

Date
Details
Price
Change
Source
11/02/2026
Sold
$2,122,700
3.55%
MLS
8/20/2026
Price Reduced
$2,050,000
-6.61%
MLS
8/08/2026
Listed
$2,195,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by William Raveis Real Estate, Kate Cacciatore
Sold by Compass Connecticut, LLC, Forte Team At Compass, Andrea Viscuso

50 Brookbend Road, Fairfield, CT 06824 (MLS# 24193848) is a Single Family property that was sold at $2,122,700 on November 02, 2026. Want to learn more about 50 Brookbend Road? Do you have questions about finding other Single Family real estate for sale in Fairfield? You can browse all Fairfield real estate or contact a Coldwell Banker agent to request more information.