550 Rolling Hills Drive

Fairfield CT 06824

4148 sq. ft.

2.38 ac.

Single-Family

Marcia Lyman, last sold this property on 24 November 2025 after 68 days on market.

Overview

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

4 bedrooms

4 bathrooms

2 carspaces

2 garage spaces

4148 sq. ft. floor area

2.38 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Fairfield over the last 12 months, the estimated median property value of 550 Rolling Hills Drive is $1.53m.

Median value

$1.53m

Estimated value range

$10k - $7.2m

Median days on market

Estimated value trend

15%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Fairfield. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 550 Rolling Hills Drive

2025

Sold

Undisclosed

24 Nov 2025 by Marcia Lyman, of Brown Harris Stevens

Happy sellers in Fairfield

We have insufficient information to provide an overview of customer satisfaction for Fairfield. Viewing the agent profiles, reviews and sales for Fairfield can provide insights for this location.