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550 Wellington DriveFairfield, CT 06824

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$1,925,000

Smart Buyer Rebate $19,250

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.

Listed by Wendy Ryan

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Brown Harris Stevens

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(203) 964-7450

Last updated September 13, 2026

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Source: SmartMLS #24206227

Listing Facts

  • TypeSingle-family
  • NeighborhoodGreenfield Hill
  • Bedrooms4
  • Bathrooms4
  • Taxes$27,664/year
  • Size4,779 sqft
  • Price per sqft$403

Location

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Property Details for 550 Wellington Drive

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1985
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Porch, Wrap Around Deck, Gutters, French Doors, Patio

Features

  • Pool Features: Vinyl, In Ground Pool
  • Pool Private: Yes
  • Waterfront Features: Beach Rights

Measurements

  • Lot Features: Fence - Full, Lightly Wooded, Dry, Level Lot, On Cul-De-Sac, Professionally Landscaped
  • Lot Size Acres: 2.47

Financial

Taxes

  • Parcel Number: 136366
  • Tax Annual Amount: $27,664.00
  • Tax Year: 26

Interior

Features

  • Appliances: Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Fireplaces Total: 3
  • Interior Features: DROPEN, PREWIRED

Measurements

  • Living Area: 4,779

Rooms

  • Basement: Full, Unfinished, Storage, Interior Access, Concrete Floor
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 13

Parking

Parking

  • Attached Garage: Detached Garage
  • Garage Spaces: 3

Schools

Elementary School

  • Elementary School: Dwight

High School

  • High School: Fairfield Ludlowe

Middle or Junior School

  • Middle Or Junior School: Roger Ludlowe

Utilities

Equipment

  • Cooling: Attic Fan, Central Air, Zoned
  • Heating: Hot Air
  • Laundry Features: Main Level
  • Sewer: Septic
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 550 Wellington Drive.

What schools are nearby to 550 Wellington Drive?

Nearby schools include the Dwight Elementary School, Roger Ludlowe Middle School, and Fairfield Ludlowe High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 550 Wellington Drive.

What are the annual taxes for 550 Wellington Drive?

Annual taxes for this single-family home are estimated at $27,664.

How does 550 Wellington Drive compare to other single-family homes in Greenfield Hill?

This single-family home is listed 50% below the average price for single-family homes in Greenfield Hill and has been on the market for 72 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,779 sqft.

550 Wellington Drive is a 4-bedroom, 4-bath single-family home for sale in Fairfield CT 06824. This home features 4,779 square feet of living space, located in Greenfield Hill. The median listing price for single-family homes in this area is $2,887,500. Nearby schools include Dwight Elementary School, Roger Ludlowe Middle School, and Fairfield Ludlowe High School. Explore more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.