About 550 Rolling Hills Drive
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.
Features of 550 Rolling Hills Drive
MLS® # | 24126270 |
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Price | $1,650,000 |
Bedrooms | 4 |
Bathrooms | 4.00 |
Full Baths | 3 |
Half Baths | 1 |
Square Footage | 4,148 |
Acres | 2.38 |
Type | Single Family For Sale |
Style | Colonial |
Status | Under Contract |
Community Information
Address | 550 Rolling Hills Drive |
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Area | Greenfield Hill |
City | Fairfield |
County | Fairfield |
State | Connecticut |
Zip Code | 06824 |
Amenities
Parking | Attached Garage |
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# of Garages | 2 |
Is Waterfront | No |
Waterfront | Beach Rights |
Has Pool | No |
Interior
Interior Features | Auto Garage Door Opener |
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Appliances | Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Disposal, Washer, Dryer |
Heating | Hot Air, Natural Gas |
Cooling | Central Air |
Fireplace | Yes |
# of Fireplaces | 1 |
Has Basement | Yes |
Basement | Full, Heated, Cooled, Interior Access, Partially Finished, Walk-out, Liveable Space |
Exterior
Exterior | Clapboard |
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Exterior Features | Grill, Deck, Gutters, Lighting, Patio |
Lot Description | Fence - Full, Some Wetlands, Lightly Wooded |
Roof | Asphalt Shingle |
Foundation | Concrete |
School Information
Elementary | Burr |
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Middle | Tomlinson |
High | Fairfield Warde |
Additional Information
Date Listed | September 15th, 2025 |
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Days on Market | 16 |
Zoning | AAA |
RE / Bank Owned | No |
Listing Details
Office | Brown Harris Stevens |
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