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$1,360,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 5,450 Sq. Ft.
  • 2 Car Garage
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If you're looking for upscale living wrapped in small-town charm, look no further than 38 Rolling Hill Rd. This home blends modern amenities & extraordinary craftsmanship in an unmatched setting along Aldrich Park. The 2-story foyer is flanked by the living room and the dining room, with a powder room and office nearby. The dramatic 2-story family room fills the home with light and views of the backyard. The chef's kitchen is the heart of the home and nothing short of spectacular. With custom inset cabinetry, leathered marble countertops, an island, AGA 5-burner range w/ French antiqued mirror backsplash, AGA fridge, breakfast nook and mudroom, every detail has been thoughtfully designed and make this kitchen as functional as it is beautiful. Upstairs, the primary bedroom features 2 walk-in closets and a luxurious bath; 3 additional bedrooms share the hall bath. The 560 sq ft 4th bedroom can double as a bonus room, gym or playroom. The walk-out LL has been fully transformed to an in-law apartment with a kitchen, family room, bedroom, full bath & laundry. Stone walls line the driveway and hydrangeas & magnolia trees create a lovely backdrop. The backyard retreat features a fire pit area & zip line among the trees. This home is close to Martin Park, Ridgefield's vibrant downtown, Ridgefield Playhouse, Aldrich Art Museum & more. With stunning renovations, sophisticated design & a setting that combines privacy, community & culture, this home offers the best of Ridgefield living.

Full Property Details for 38 Rolling Hill Rd

General

  • Sold For: $1,360,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24121630
  • Added to Site: 174 day(s) ago

Interior

  • Number of Rooms: 10
  • Rooms/Areas: Foyer, Laundry Room, Mud Room
  • Interior Features: Auto Garage Door Opener
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Primary Bathroom: Primary Bath - Stall, 14 x 14, Upper
  • Full Bath: 8 x 8, Lower
  • Partial Bath: Hardwood Floor, 6 x 8, Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Walk-In Closet, Hardwood Floor, 17 x 14, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 12 x 12, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, 12 x 15, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, 28 x 20, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, 19 x 14, Main
  • Family Room: Family Room - Vaulted Ceiling, Sliders, Hardwood Floor, 23 x 16, Main
  • Kitchen: Kitchen - Dining Area, 11 x 25, Lower
  • Eat In Kitchen: Eat-In Kitchen - Dining Area, Island, Sliders, Hardwood Floor, 16 x 22, Main
  • Dining Room: Dining Room - Hardwood Floor, 13 x 15, Main
  • Office: Office - Hardwood Floor, 13 x 13, Main
  • Game room: Yes
  • Game Room: Rec/Play Room, 27 x 34, Lower
  • Rec Room: 27 x 34, Lower
  • Laundry: Lower Level, Upper Level
  • Other Room 1: Other, 16 x 13, Lower
  • In-Law/Au Pair Suite: Yes

Exterior

  • Exterior Features: Shed, Deck, Gutters, Garden Area, Lighting, Stone Wall, Patio
  • Color: Brick & yellow

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Village Center
  • Driving Directions: Route 7 to Haviland Road to Still Road to Nursery Road to Rolling Hill Road; house at end of cul-de-sac

School Information

  • Elementary School: Farmingville
  • Middle School: East Ridge
  • High School: Ridgefield

Community

  • Community Name: Village Center

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Other

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Brick
  • Basement Desc.: Full, Fully Finished, Interior Access, Liveable Space, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 5,450
  • Above Ground: 3,746 Sq. Ft.
  • Below Ground: 1,704 Sq. Ft.
  • Year Built: 1995

Lot Features

  • Lot Size (Acres): 2.04
  • Zoning: RAA
  • Lot Description: On Cul-De-Sac

Financial Considerations

  • Assessment Amount: $726,950
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 281464

Listed by William Raveis Real Estate, Pritchard Homes Team at William Raveis Real Estate, Sarah Pritchard Provenzano
Sold by William Pitt Sotheby's Int'l, Kristi Vaughan

Listing agent

— 38 Rolling Hill Rd —

  • Sarah Pritchard Provenzano

    William Raveis Real Estate

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 38 Rolling Hill Rd

School District:Ridgefield School District
NameGradesDistance
Farmingville Elementary School
324 Farmingville Road, Ridgefield, CT 06877
K-50.9 mi
East Ridge Middle School
10 East Ridge Road, Ridgefield, CT 06877
6-82.3 mi
Ridgefield High School
700 North Salem Road, Ridgefield, CT 06877
9-123.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 38 Rolling Hill Rd

Date
Details
Price
Change
Source
10/29/2025
Sold
$1,360,000
-2.79%
MLS
8/28/2025
Listed
$1,399,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by William Raveis Real Estate, Pritchard Homes Team at William Raveis Real Estate, Sarah Pritchard Provenzano
Sold by William Pitt Sotheby's Int'l, Kristi Vaughan

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38 Rolling Hill Road, Ridgefield, CT 06877 (MLS# 24121630) is a Single Family property that was sold at $1,360,000 on October 29, 2025. Want to learn more about 38 Rolling Hill Road? Do you have questions about finding other Single Family real estate for sale in Ridgefield? You can browse all Ridgefield real estate or contact a Coldwell Banker agent to request more information.