Active Under Contract
Single family home for sale at 50 Brookbend Rd, Fairfield, CT 06824 | MLS# 24193848 | Listing updated on 2026-10-06
Photo 1 of Single family home for sale at 50 Brookbend Rd, Fairfield, CT 06824 | MLS# 24193848 | Listing updated on 2026-10-06
Photo 2 of Single family home for sale at 50 Brookbend Rd, Fairfield, CT 06824 | MLS# 24193848 | Listing updated on 2026-10-06
Photo 3 of Single family home for sale at 50 Brookbend Rd, Fairfield, CT 06824 | MLS# 24193848 | Listing updated on 2026-10-06
Photo 4 of Single family home for sale at 50 Brookbend Rd, Fairfield, CT 06824 | MLS# 24193848 | Listing updated on 2026-10-06
35+
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Street View

$2,050,000

Monthly Est:$10,204

  • Beds Icon5 Beds
  • Beds Icon
    5 Baths
  • Beds Icon4,512sqft

50 Brookbend Rd, Fairfield, CT 06824

$10,204/moEst:

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  • 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 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Fairfield County

  • City

    Fairfield

  • 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

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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

DateEventPrice

08/20/2026

Source: mls_logoSMART MLS-CT #24193848

Listed for Sale

$2,050,000 -6.61%

$454/sqft

08/15/2026

Source: mls_logoSMART MLS-CT #24193848

Contingent (Active Under Contract)

$2,195,000

$486/sqft

08/08/2026

Source: mls_logoSMART MLS-CT #24193848

Listed for Sale

$2,195,000

$486/sqft

07/29/2026

Source: mls_logoSMART MLS-CT #24193848

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

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