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.
Sold for $1,600,000
$1,600,000
550 Rolling Hills Drive, Fairfield, CT 06824
4beds
4,148sqft
Single Family Residence
Built in 1996
2.38 Acres Lot
$2,051,400 Zestimate®
$386/sqft
$7,821 Estimated rent
Home value
$2,051,400
$1.85M - $2.30M
$7,821/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Marcia Lyman (857)492-1077,
Brown Harris Stevens 203-254-1500,
Annie Kruger 646-712-4461,
Brown Harris Stevens
Bought with:
Michael Traum, RES.0686780
RE/MAX Heritage
Source: Smart MLS,MLS#: 24126270
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Remodeled, High Ceilings, Bedroom Suite, Full Bath, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: High Ceilings, Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: High Ceilings, Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: High Ceilings, Wall/Wall Carpet
- Level: Upper
Dining room
- Features: High Ceilings, Built-in Features, Hardwood Floor
- Level: Main
Family room
- Features: Vaulted Ceiling(s), Built-in Features, Gas Log Fireplace, Wall/Wall Carpet
- Level: Main
Kitchen
- Features: Remodeled, High Ceilings, Balcony/Deck, Hardwood Floor
- Level: Main
Living room
- Features: High Ceilings, Hardwood Floor
- Level: Main
Rec play room
- Features: High Ceilings, Patio/Terrace, Sliders, Wall/Wall Carpet
- Level: Lower
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven, Microwave, Range Hood, Refrigerator, Freezer, Ice Maker, Dishwasher, Disposal, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Basement: Full,Heated,Cooled,Interior Entry,Partially Finished,Walk-Out Access,Liveable Space
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 1
Interior area
- Total structure area: 4,148
- Total interior livable area: 4,148 sqft
- Finished area above ground: 3,048
- Finished area below ground: 1,100
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Features
- Patio & porch: Deck, Patio
- Exterior features: Outdoor Grill, Rain Gutters, Lighting
- Fencing: Full
- Waterfront features: Beach Access
Lot
- Size: 2.38 Acres
- Features: Wetlands, Few Trees
Details
- Parcel number: 121202
- Zoning: AAA
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1996
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & HOA
Community
- Features: Lake, Library, Park, Near Public Transport
- Subdivision: Greenfield Hill
HOA
- Has HOA: No
Location
- Region: Fairfield
Financial & listing details
- Price per square foot: $386/sqft
- Tax assessed value: $549,570
- Annual tax amount: $15,602
- Date on market: 9/15/2025
Price history
| Date | Event | Price |
|---|---|---|
| 11/14/2025 | Sold | $1,600,000-3%$386/sqft |
Source:  Smart MLS #24126270 Report a problem | ||
| 9/24/2025 | Pending sale | $1,650,000$398/sqft |
Source:  Halstead / Brown Harris Stevens #24126270 Report a problem | ||
| 9/16/2025 | Listed for sale | $1,650,000+150%$398/sqft |
Source: Halstead / Brown Harris Stevens #24126270 Report a problem | ||
| 2/16/1999 | Sold | $660,000+2.3%$159/sqft |
Source: Smart MLS #98029172 Report a problem | ||
| 9/8/1998 | Sold | $645,000+4.2%$155/sqft |
Source: Smart MLS #98020703 Report a problem | ||
| 6/23/1998 | Sold | $619,000+243.9%$149/sqft |
Source: Public Record Report a problem | ||
| 10/18/1995 | Sold | $180,000$43/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $15,602 +1.8% | $549,570 |
| 2024 | $15,333 +1.4% | $549,570 |
| 2023 | $15,119 +1% | $549,570 |
| 2022 | $14,970 +1% | $549,570 |
| 2021 | $14,827 -16.2% | $549,570 -16.8% |
| 2020 | $17,692 | $660,380 |
| 2019 | $17,692 +1.6% | $660,380 |
| 2018 | $17,408 +2.1% | $660,380 |
| 2017 | $17,051 -5.5% | $660,380 -9.3% |
| 2015 | $18,051 +1.6% | $728,140 |
| 2014 | $17,767 +2% | $728,140 |
| 2013 | $17,424 +6.5% | $728,140 |
| 2011 | $16,361 -1.1% | $728,140 -15.1% |
| 2010 | $16,535 +2% | $858,060 |
| 2009 | $16,217 +1.7% | $858,060 |
| 2008 | $15,943 +6.7% | $858,060 |
| 2007 | $14,939 +4.4% | $858,060 |
| 2006 | $14,304 +0.8% | $858,060 +50% |
| 2005 | $14,185 +6% | $571,970 |
| 2004 | $13,384 +8.8% | $571,970 |
| 2003 | $12,297 +26.6% | $571,970 +71.9% |
| 2001 | $9,715 +85.3% | $332,710 |
| 2000 | $5,244 -41% | $332,710 |
| 1999 | $8,883 | $332,710 |
Find assessor info on the county website
Neighborhood: 06824
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Nearby schools
GreatSchools rating
- 8/10Burr Elementary SchoolGrades: K-5Distance: 1.8 mi
- 8/10Tomlinson Middle SchoolGrades: 6-8Distance: 5.6 mi
- 9/10Fairfield Warde High SchoolGrades: 9-12Distance: 3.4 mi
Schools provided by the listing agent
- Elementary: Burr
- Middle: Tomlinson
- High: Fairfield Warde
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- Fairfield
- 06824
- 550 Rolling Hills Drive
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