About 50 Brookbend Road
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.
Features of 50 Brookbend Road
| MLS® # | 24193848 |
|---|---|
| Price | $2,050,000 |
| Bedrooms | 5 |
| Bathrooms | 5.00 |
| Full Baths | 4 |
| Half Baths | 1 |
| Square Footage | 4,512 |
| Acres | 1.78 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Under Contract - Continue to Show |
Community Information
| Address | 50 Brookbend Road |
|---|---|
| Area | University |
| Subdivision | Winton Park |
| City | Fairfield |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06824 |
Amenities
| Parking | Attached Garage |
|---|---|
| # of Garages | 3 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| Interior Features | Auto Garage Door Opener |
|---|---|
| Appliances | Cook Top, Wall Oven, Refrigerator, Freezer, Dishwasher, Compactor, Washer, Dryer |
| Heating | Hot Water, Natural Gas |
| Cooling | Central Air, Window Unit |
| Fireplace | Yes |
| # of Fireplaces | 3 |
| Has Basement | Yes |
| Basement | Full, Unfinished |
Exterior
| Exterior | Shake, Cedar |
|---|---|
| Exterior Features | Shed, Gutters, Garden Area, Stone Wall, French Doors, Underground Sprinkler, Patio |
| Lot Description | Level Lot, Cleared, Professionally Landscaped |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Riverfield |
|---|---|
| Middle | Roger Ludlowe |
| High | Fairfield Ludlowe |
Additional Information
| Date Listed | July 29th, 2026 |
|---|---|
| Days on Market | 25 |
| Zoning | AA |
| RE / Bank Owned | No |
Listing Details
| Office | William Raveis Real Estate |
|---|