550 Wellington Drive, Fairfield, Connecticut

$1,925,000

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4

Beds

4

Baths

4,779

Square feet

2.47

Acres

About 550 Wellington Drive

Tucked at the end of a quiet Greenfield Hill cul-de-sac, 550 Wellington Drive feels like a true retreat-private, peaceful and designed for the way you actually want to live. Set on 2.47 secluded acres, this 4-bed, 4,776sqft home offers an exceptional amount of space to gather, entertain and spread out, with a floor plan that gives everyone a place of their own. The 1st floor is especially expansive, with a gracious living room, dramatic vaulted family room, oversized playroom, sunroom and sophisticated wood-paneled office-spaces that easily adapt for entertaining, working from home, play or simply finding a quiet corner to unwind. The kitchen sits at the heart of the home, creating an easy connection between everyday living and the many gathering spaces. Upstairs, four bedrooms provide a comfortable separation from the main living areas, complemented by recently updated bathrooms. Outside is where 550 Wellington truly becomes an escape. Surrounded by mature landscaping and complete privacy, the backyard resembles a private resort with pool, expansive deck, screened-in porch and abundant space for outdoor dining, entertaining and long summer days at home. A three-car garage completes the offering. Spacious yet inviting, private yet close to everything Greenfield Hill has to offer, 550 Wellington Drive is a homemade for gathering, entertaining and getting away-without ever having to leave home.

Features of 550 Wellington Drive

MLS® # 24206227
Price $1,925,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 4,779
Acres 2.47
Type Single Family For Sale
Style Colonial
Status Under Contract

Community Information

Address 550 Wellington Drive
Area Greenfield Hill
City Fairfield
County Fairfield
State Connecticut
Zip Code 06824

Amenities

Parking Detached Garage
# of Garages 3
Is Waterfront No
Waterfront Beach Rights
Has Pool Yes
Pool Vinyl, In Ground Pool

Interior

Interior Features Auto Garage Door Opener, Cable - Pre-wired
Appliances Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Heating Hot Air, Oil
Cooling Attic Fan, Central Air, Zoned
Fireplace Yes
# of Fireplaces 3
Has Basement Yes
Basement Full, Unfinished, Storage, Interior Access, Concrete Floor

Exterior

Exterior Shake, Clapboard
Exterior Features Porch, Wrap Around Deck, Gutters, French Doors, Patio
Lot Description Fence - Full, Lightly Wooded, Dry, Level Lot, On Cul-De-Sac, Professionally Landscaped
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Dwight
Middle Roger Ludlowe
High Fairfield Ludlowe

Additional Information

Date Listed September 11th, 2026
Days on Market 16
Zoning AAA
RE / Bank Owned No

Listing Details

OfficeBrown Harris Stevens

Listing Map

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Listing information last updated on October 4th, 2026 at 10:00pm EDT.