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$3,250,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 4 Full Baths
  • 2 Partial Baths
  • 6,844 Sq. Ft.
  • 3 Car Garage
  • Updated 5 hours ago

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Open House: 1:00 PM - 3:00 PM

Sunday 5/31 1:00 PM - 3:00 PM

10 Side Hill Road,Westport, CT 06880

10 Side Hill RoadWestportCT06880

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Now more than ever, home is a haven - a place to live, work, relax, and entertain. Privately sited on 1 beautifully landscaped acre in highly sought-after Old Hill, this sophisticated 6,000+ SF home with a brand-new pool offers 6 bedrooms, exceptional living spaces, and breathtaking western sunsets overlooking Earthplace's 62-acre nature sanctuary. A rare blend of privacy, style, and convenience, all within walking distance to town. Designed for both elegant entertaining and comfortable everyday living, the main level features a stunning chef's kitchen with custom cabinetry, pantry, and sun-filled dining area flowing seamlessly into the spacious family room with fireplace - all overlooking the expansive lawns, sparkling pool, and serene natural setting. Formal living and dining rooms provide elegant gathering spaces, while a private office/playroom and guest bedroom with full bath complete the first floor. The luxurious primary serves as a private retreat with sitting area or office, walk-in closet, and spa-inspired bath. Four additional bedrooms, two full baths, and a conveniently located laundry room complete the second level. The top floor offers exceptional bonus space, including a vaulted-ceiling playroom, additional room, and half bath. The lower level provides versatile space featuring a gym, mudroom, and extensive storage. Chic yet welcoming interiors, contemporary amenities, and extraordinary natural surroundings combine to create the ultimate Westport retreat.

Full Property Details for 10 Side Hill Rd

General

  • Price: $3,250,000
  • HOA FEE: $75/month
  • HOA FEE FREQ.: Annually
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24178615
  • Updated: Today (5/29/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 15
  • Rooms/Areas: Bonus Room, Foyer, Laundry Room, Sitting Room
  • Interior Features: Audio System, Cable - Available
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Oven/Range, Range Hood, Freezer, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 4
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 6
  • Primary Suite: Full Bath, Walk-In Closet, Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, Main
  • Bedroom 2: Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Full Bath, Hardwood Floor, Upper
  • Bedroom 4: Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, Upper
  • Bedroom 5: Bedroom - Full Bath, Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, Main
  • Family Room: Family Room - Fireplace, French Doors, Hardwood Floor, Main
  • Kitchen: Kitchen - Breakfast Nook, Island, Pantry, Hardwood Floor, Main
  • Dining Room: Dining Room - Hardwood Floor, Main
  • Office: Office - Built-Ins, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Vaulted Ceiling, Wall/Wall Carpet, Upper
  • Rec Room: Vaulted Ceiling, Wall/Wall Carpet, Upper
  • Laundry: Upper Level
  • Other Room 1: Other - Composite Floor, Lower
  • Other Room 2: Other - Composite Floor, Lower
  • Other Room 3: Other - Half Bath, On 3rd Floor, Upper

Additional Information

  • Pool: Yes
  • Pool Description: Heated, Salt Water, In Ground Pool

Exterior

  • Exterior Features: Gutters, Lighting, Stone Wall, French Doors
  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Old Hill
  • Driving Directions: Old Hill To Side Hill. Turn right on first spur then follow to last house.

School Information

  • Elementary School: Kings Highway
  • Middle School: Coleytown
  • High School: Staples

Community

  • Community Name: Old Hill
  • Association: Yes
  • Home Owners Assn.: 1
  • Assoc. Fees Include: Snow Removal, Road Maintenance

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • 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, Wood
  • Basement Desc.: Full, Storage, Garage Access, Interior Access, Partially Finished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 6,844
  • Above Ground: 5,666 Sq. Ft.
  • Below Ground: 1,178 Sq. Ft.
  • Year Built: 1997

Lot Features

  • Lot Size (Acres): 1
  • Zoning: AA
  • Lot Description: On Cul-De-Sac

Water Features

  • Water Front Desc.: Beach Rights, Water Community

Financial Considerations

  • Association Fee: $900
  • Assoc Fee Freq.: Annually
  • Assessment Amount: $1,387,900
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 418354

Listed by The Riverside Realty Group, Sue Lieberman and Justine Fink Team, Susan Lieberman and The Riverside Realty Group, Sue Lieberman and Justine Fink Team, Justine Fink

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Listing agents

— 10 Side Hill Rd —

  • Susan Lieberman

    The Riverside Realty Group

  • Justine Fink

    The Riverside Realty Group

Agent Contact: (203) 858-9411 Office Contact: (203) 226-8300

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 10 Side Hill Rd

School District:Westport School District
NameGradesDistance
King's Highway Elementary School
125 Post Road West, Westport, CT 06880
K-51.1 mi
Coleytown Middle School
255 North Avenue, Westport, CT 06880
6-82.4 mi
Staples High School
70 North Avenue, Westport, CT 06880
9-122.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 10 Side Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/29/2026
Listed
$3,250,000
47.73%
MLS
5/21/2021
Sold
$2,200,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 10 Side Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$26,176
1%
$1,387,900
—
2023
$25,843
1%
$1,387,900
—
2023
$25,468
2%
$1,387,900
—
2022
$25,079
—
$1,387,900
—
2021
$25,079
18%
$1,387,900
9%
2020
$21,225
-1%
$1,270,200
—
2019
$21,416
—
$1,270,200
—
2018
$21,416
—
$1,270,200
—
2017
$21,416
—
$1,270,200
—
2016
$21,416
9%
$1,270,200
17%
2015
$19,696
1%
$1,088,800
—
2014
$19,533
-1%
$1,088,800
—
2011
$19,675
—
$1,088,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by The Riverside Realty Group, Sue Lieberman and Justine Fink Team, Susan Lieberman and The Riverside Realty Group, Sue Lieberman and Justine Fink Team, Justine Fink

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10 Side Hill Road, Westport, CT 06880 (MLS# 24178615) is a Single Family property with 6 bedrooms, 4 full bathrooms and 2 partial bathrooms. 10 Side Hill Road is currently listed for $3,250,000 and was received on May 29, 2026. Want to learn more about 10 Side Hill Road? Do you have questions about finding other Single Family real estate for sale in Westport? You can browse all Westport real estate or contact a Coldwell Banker agent to request more information.

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