Skip main navigation
Sold for $1,360,000 on 10/29/25
  • $1,360,000

    38 Rolling Hill Road, Ridgefield, CT 06877

    4beds
    5,450sqft
    Single Family Residence
    Built in 1995
    2.04 Acres Lot
    $1,369,800 Zestimate®
    $250/sqft
    $7,217 Estimated rent

    Home value

    $1,369,800

    $1.23M - $1.52M

    $7,217/mo

    Zestimate® history
    Loading...

    Owner options

    List your home for rent

    $7,217/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $7,217/mo

    Rent Zestimate®

    Refinance and save

    $7,665/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $7,665/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    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.

    Zillow last checked: 8 hours ago

    Listing updated: November 01, 2025 at 08:56am

    Listed by:

    Pritchard Homes Team at William Raveis Real Estate,

    Sarah Pritchard Provenzano 203-414-5571,

    William Raveis Real Estate 203-255-6841

    Bought with:

    Kristi Vaughan, RES.0773019

    William Pitt Sotheby's Int'l

    Source: Smart MLS,MLS#: 24121630MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Walk-In Closet(s), Hardwood Floor
    • Level: Upper
    • Area: 238 Square Feet
    • Dimensions: 14 x 17
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 180 Square Feet
    • Dimensions: 15 x 12
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 144 Square Feet
    • Dimensions: 12 x 12
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 560 Square Feet
    • Dimensions: 20 x 28
    Primary bathroom
    • Features: Stall Shower, Whirlpool Tub
    • Level: Upper
    • Area: 196 Square Feet
    • Dimensions: 14 x 14
    Bathroom
    • Features: Hardwood Floor
    • Level: Main
    • Area: 48 Square Feet
    • Dimensions: 8 x 6
    Bathroom
    • Features: Tub w/Shower, Tile Floor
    • Level: Upper
    • Area: 90 Square Feet
    • Dimensions: 10 x 9
    Bathroom
    • Level: Lower
    • Area: 64 Square Feet
    • Dimensions: 8 x 8
    Dining room
    • Features: Hardwood Floor
    • Level: Main
    • Area: 195 Square Feet
    • Dimensions: 15 x 13
    Family room
    • Features: Vaulted Ceiling(s), Sliders, Hardwood Floor
    • Level: Main
    • Area: 368 Square Feet
    • Dimensions: 16 x 23
    Kitchen
    • Features: Dining Area, Kitchen Island, Sliders, Hardwood Floor
    • Level: Main
    • Area: 352 Square Feet
    • Dimensions: 22 x 16
    Kitchen
    • Features: Dining Area
    • Level: Lower
    • Area: 275 Square Feet
    • Dimensions: 25 x 11
    Living room
    • Features: Fireplace, Hardwood Floor
    • Level: Main
    • Area: 266 Square Feet
    • Dimensions: 14 x 19
    Office
    • Features: Hardwood Floor
    • Level: Main
    • Area: 169 Square Feet
    • Dimensions: 13 x 13
    Other
    • Level: Lower
    • Area: 208 Square Feet
    • Dimensions: 13 x 16
    Rec play room
    • Level: Lower
    • Area: 918 Square Feet
    • Dimensions: 34 x 27
    Heating
    • Forced Air, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
    • Laundry: Lower Level, Upper Level, Mud Room
    Features
    • Entrance Foyer, In-Law Floorplan
    • Basement: Full,Finished,Interior Entry,Liveable Space
    • Attic: Pull Down Stairs
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 5,450
    • Total interior livable area: 5,450 sqft
    • Finished area above ground: 3,746
    • Finished area below ground: 1,704

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached, Garage Door Opener
    • Attached garage spaces: 2
    Features
    • Patio & porch: Deck, Patio
    • Exterior features: Rain Gutters, Garden, Lighting, Stone Wall
    Lot
    • Size: 2.04 Acres
    • Features: Cul-De-Sac
    Details
    • Additional structures: Shed(s)
    • Parcel number: 281464
    • Zoning: RAA

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Clapboard, Brick
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1995

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & neighborhood

    Community
    • Community features: Lake, Library, Paddle Tennis, Park, Public Rec Facilities, Shopping/Mall, Stables/Riding
    Location
    • Region: Ridgefield
    • Subdivision: Village Center

    Price history

    DateEventPrice
    10/29/2025Sold$1,360,000-2.8%$250/sqft
    Source: Smart MLS #24121630
    10/3/2025Pending sale$1,399,000$257/sqft
    Source: Smart MLS #24121630
    8/28/2025Listed for sale$1,399,000+86.5%$257/sqft
    Source: Smart MLS #24121630
    6/18/2021Sold$750,000-3.2%$138/sqft
    Source: Public Record
    3/16/2021Price change$775,000-8.7%$142/sqft
    Source: William Raveis Real Estate, Mortgage & Insurance #170367474

    Public tax history

    YearProperty taxesTax assessment
    2025$19,911 +3.9%$726,950
    2024$19,155 +2.1%$726,950
    2023$18,763 +17.4%$726,950 +29.3%

    Find assessor info on the county website

    Neighborhood: 06877

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Farmingville
    • Middle: East Ridge
    • High: Ridgefield

    Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

    Get pre-qualified for a loan
    At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.

    An equal housing lender. NMLS #10287.

    Sell for more on Zillow
    Get a free Zillow Showcase℠ listing and you could sell for .
    $1,369,800
    2% more+ $27,396
    With Zillow Showcase(estimated)
    $1,397,196