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$1,925,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 4,779 Sq. Ft.
  • 3 Car Garage
  • Updated 1 day ago
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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.

Full Property Details for 550 Wellington Dr

General

  • Price: $1,925,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24206227
  • Updated: 9/20/2026
  • Added to Site: 11 day(s) ago

Interior

  • Number of Rooms: 13
  • Rooms/Areas: Foyer, Laundry Room
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Appliances: Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: 9 ft+ Ceilings, Cathedral Ceiling, Bedroom Suite, Dre, Upper
  • Bedroom 1: Bedroom - Ceiling Fan, Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Fireplace, Hardwood Floor, Main
  • Great Room: Great Room - 9 ft+ Ceilings, Cathedral Ceiling, Built-Ins, Fireplace, Patio/Terrace, Sliders, Main
  • Kitchen: Kitchen - Bay/Bow Window, Breakfast Bar, Granite Counters, Dining Area, Eating Space, Main
  • Dining Room: Dining Room - Bay/Bow Window, Hardwood Floor, Main
  • Office: Office - Bay/Bow Window, Wall/Wall Carpet, Upper
  • Study: Built-Ins, Fireplace, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Built-Ins, French Doors, Full Bath, Patio/Terrace, Main
  • Rec Room: Built-Ins, French Doors, Full Bath, Patio/Terrace, Main
  • Laundry: Main Level
  • In-Law/Au Pair Suite: Yes

Additional Information

  • Pool: Yes
  • Pool Description: Vinyl, In Ground Pool

Exterior

  • Exterior Features: Porch, Wrap Around Deck, Gutters, French Doors, Patio
  • Color: Gray

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking: Detached Garage

Location

  • County: Fairfield
  • Neighborhood: Greenfield Hill
  • Driving Directions: Sturges Highway to Wellington

School Information

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

Community

  • Community Name: Greenfield Hill

Heating & Cooling

  • Cooling Type: Attic Fan, Central Air, Zoned
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Shake, Clapboard
  • Basement Desc.: Full, Unfinished, Storage, Interior Access, Concrete Floor
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,779
  • Above Ground: 4,779 Sq. Ft.
  • Year Built: 1985

Lot Features

  • Lot Size (Acres): 2.47
  • Zoning: AAA
  • Lot Description: Fence - Full, Lightly Wooded, Dry, Level Lot, On Cul-De-Sac, Professionally Landscaped

Water Features

  • Water Front Desc.: Beach Rights

Financial Considerations

  • Assessment Amount: $1,441,580
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 136366

Listed by Brown Harris Stevens, Wendy Ryan and Brown Harris Stevens, Andrew Whiteley

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Listing agents

— 550 Wellington Dr —

  • Wendy Ryan

    Brown Harris Stevens

  • Andrew Whiteley

    Brown Harris Stevens

Agent Contact: (203) 964-7450 Office Contact: (203) 254-1500

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 550 Wellington Dr

School District:Fairfield School District
NameGradesDistance
Dwight Elementary School
1600 Redding Road, Fairfield, CT 06824
PK-50.9 mi
Roger Ludlowe Middle School
689 Unquowa Road, Fairfield, CT 06824
6-83.3 mi
Fairfield Ludlowe High School
785 Unquowa Road, Fairfield, CT 06824
9-123.3 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 550 Wellington Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/16/2026
Listed
$1,925,000
156.67%
MLS
8/19/1996
Sold
$750,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 550 Wellington Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$23,867
2%
$840,700
—
2023
$23,456
1%
$840,700
—
2023
$23,128
1%
$840,700
—
2022
$22,901
1%
$840,700
—
2021
$22,682
1%
$840,700
—
2020
$22,500
—
$839,860
—
2019
$22,500
2%
$839,860
—
2018
$22,139
2%
$839,860
—
2017
$21,685
1%
$839,860
—
2016
$21,374
-5%
$839,860
-7%
2015
$22,488
2%
$907,130
—
2014
$22,134
2%
$907,130
—
2011
$21,708
—
$907,130
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Brown Harris Stevens, Wendy Ryan and Brown Harris Stevens, Andrew Whiteley

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550 Wellington Drive, Fairfield, CT 06824 (MLS# 24206227) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 550 Wellington Drive is currently listed for $1,925,000 and was received on September 10, 2026. Want to learn more about 550 Wellington Drive? 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.

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