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550 Rolling Hills Drive, Fairfield, CT 06824

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For Sale

$1,650,000

4 beds • 3 baths • 1 half baths • 4,148 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Single Family Detached
    Property type

  • Newly Listed
    Time on Century 21

  • $397.78
    Price per square foot

  • 21-30 Years Old
    Age

Explore this Property

Welcome to this beautifully updated 4+ bedroom Colonial in a sought-after Greenfield Hill neighborhood, surrounded by rolling lawns and tree-lined streets. Offering over 3,000 sq. ft. of elegant living space plus 1,000+ sq. ft. in the spacious finished walk-out lower level, this home provides exceptional versatility and comfort. The grand entryway opens to a formal living and dining room with custom built-ins. The inviting family room, with vaulted ceilings and a natural stone fireplace, flows seamlessly into the impeccably updated eat-in kitchen. From here, sliding doors lead to an expansive Trex deck with a built-in gas grill, perfect for indoor/outdoor entertaining against the backdrop of a serene, private wooded yard. A mudroom, laundry area, and powder room complete the first floor. Upstairs, the tranquil primary suite features a walk-in closet and a spa-like bath with soaking tub, stall shower, and double vanity. Three additional bedrooms and a full bath complete the second level. The finished lower level includes a bedroom/office/potential au pair suite with full bath, ample storage, and walk-out access. Notable upgrades include fresh interior and exterior paint (2025), new roof (2024), remodeled kitchen and primary bath (2023), refinished hardwood floors (2023), and driveway sealing (2023). Meticulously maintained mechanicals and thoughtful updates make this home truly move-in ready.
MLS# 24126270

Courtesy Of Brown Harris Stevens Connecticut, LLC

(203) 221-0666

Open Houses

September

20

Saturday

In Person

Saturday, September 20, 2025

12:00PM - 3:00PM

September

21

Sunday

In Person

Sunday, September 21, 2025

12:00PM - 3:00PM

Property Features

  • Age
    21-30 Years Old
  • Amenities
    Deck, Patio
  • Appliances
    Cooktop, Cooktop - Gas, Dishwasher, Dryer, Freezer, Garbage Disposer, Ice Maker, Microwave, Range, Refrigerator, Washer
  • Architecture Style
    Colonial
  • Fireplace
    Fireplace
  • Lot Size
    2.38 Acres
  • Roof Type
    Asphalt
  • Rooms
    Basement

Map and Directions

Directions to 550 Rolling Hills Drive, Fairfield, CT 06824

Home seller CENTURY 21 AllPoints Realty

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 AllPoints Realty

(203) 327-0021
Learn More About Us

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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.