10 Side Hill Road
Westport, CT 06880
Old Hill
6 Beds
5 Baths
6,844 sqft (on 1 acre)
6 Beds
5 Baths
6,844 sqft
(on 1 acre)
Local Information
- Map ViewExplore the area around 10 Side Hill Road.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
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. This is a rendering of the pool for illustrative purposes only. Pool is currently under construction and will be completed mid-June.
Home Highlights
Parking
3 Car Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
$75/Monthly
Price/Sqft
$475
Listed
42 days ago
Home Details for 10 Side Hill Road
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Interior Details Basement: Full,Storage Space,Garage Access,Interior Entry,Partially FinishedNumber of Rooms: 15Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Other, Rec Play Room |
Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2 |
Dimensions and Layout Living Area: 6844 Square Feet |
Appliances & Utilities Utilities: Cable AvailableAppliances: Oven/Range, Range Hood, Freezer, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Upper LevelWasher |
Heating & Cooling Heating: Forced Air,Propane,OtherHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 2Has a Fireplace |
Windows, Doors, Floors & Walls Door: French Doors |
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Exterior Home Features Roof: AsphaltExterior: Rain Gutters, Lighting, Stone WallFoundation: Concrete PerimeterHas a Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached |
Pool Pool: Heated, Salt Water, In GroundPool |
Frontage Waterfront: Beach Access, Water CommunityNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 5666 Square FeetFinished Area (below surface): 1178 Square Feet |
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Days on Market: 42 |
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Year Built Year Built: 1997 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: Clapboard, Wood SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Not Included in Sale: Curtains and drapes, trampolineParcel Number: 418354 |
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Price List Price: $3,250,000Price Per Sqft: $475 |
Status Change & Dates Off Market Date: Sat Jun 13 2026Possession Timing: Neg |
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MLS Status: Under Contract |
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Direction & Address City: WestportCommunity: Old Hill |
School Information Elementary School: Kings HighwayJr High / Middle School: ColeytownHigh School: Staples |
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Listing Agent Listing ID: 24178615 |
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Building Area Building Area: 6844 Square Feet |
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Community Features: Basketball Court, Golf, Health Club, Library, Park, Playground, Pool, Tennis Court(s) |
Other Playground |
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HOA Fee Includes: Snow Removal, Road MaintenanceHas an HOAHOA Fee: $900/Annually |
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Lot Area: 1 Acres |
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BasementMls Number: 24178615Zillow Contingency Status: Under ContractAttic: Heated, Finished, Walk-upAttribution Contact: (203) 858-9411Above Grade Unfinished Area: 5666Activation Date: Fri May 29 2026 |
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Basketball CourtGolfHealth ClubLibraryParkPlaygroundPoolTennis Court(s) |
Last check for updates: about 4 hours ago
Listing courtesy of Susan Lieberman, (203) 858-9411
The Riverside Realty Group, (203) 858-9411
Co-Listing Agent: Justine Fink, (203) 246-1906
The Riverside Realty Group, (203) 226-8300
Source: Smart MLS, MLS#24178615
Also Listed on Smart MLS.
Market trends in Westport
Last updated May 2026
Avg. sale price
$1.93M
Sale-to-List Price
—
Price per sq ft
$625
Available listings
102
17MoM
Price History for 10 Side Hill Road
| Date | Price | Event | Source |
|---|---|---|---|
| 06/13/2026 | $3,250,000 | Pending | Smart MLS #24178615 |
| 05/29/2026 | $3,250,000 | Listed For Sale | Smart MLS #24178615 |
| 05/24/2021 | $2,200,000 | Sold | Smart MLS #170372991 |
| 03/10/2021 | $2,290,000 | Contingent | Smart MLS #170372991 |
| 02/26/2021 | $2,290,000 | Listed For Sale | Smart MLS #170372991 |
| 04/19/2013 | $1,694,100 | Sold | Smart MLS #99017794 |
| 08/07/2006 | $1,875,000 | Sold | Smart MLS #98291535 |
| 03/21/1997 | $482,625 | Sold | N/A |
| 09/15/1993 | $308,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $26,176 |
| Assessment | $1,387,900 |
Home facts updated by county records
Comparable Sales for 10 Side Hill Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.39 | Single-Family Home | $2,780,000 | 10/31/25 | 5 | 4.5 | 5,424 | |
0.43 | Single-Family Home | $3,600,000 | 06/08/26 | 5 | 4.5 | 4,602 | |
0.23 | Single-Family Home | $2,000,000 | 06/30/26 | 4 | 3 | 3,253 | |
0.33 | Single-Family Home | $1,625,000 | 06/03/26 | 5 | 5 | 5,095 | |
0.43 | Single-Family Home | $2,591,000 | 08/07/25 | 4 | 3.5 | 4,771 | |
0.56 | Single-Family Home | $3,470,000 | 12/02/25 | 6 | 6.5 | 7,899 | |
0.22 | Single-Family Home | $1,810,000 | 12/18/25 | 4 | 3 | 3,337 | |
0.58 | Single-Family Home | $2,795,000 | 12/23/25 | 5 | 5.5 | 5,916 | |
0.43 | Single-Family Home | $2,600,000 | 08/15/25 | 4 | 3.5 | 3,683 |
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SOLDDEC 18, 2025Brown Harris Stevens
SOLDJUN 30, 2026Coldwell Banker Realty
OFF MARKETWilliam Raveis Real Estate
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OFF MARKETThe Riverside Realty Group
SOLDJUN 3, 2026William Pitt Sotheby's Int'l
Assigned Schools
These are the assigned schools for 10 Side Hill Road.
- Coleytown Middle School
- 6-8
- Public
- 484 Students
9/10GreatSchools RatingParent Rating AverageThe Vice principal is very harsh on students and almost sent me to the office on the first day for wearing a beanie.Student Review2y ago - King's Highway Elementary School
- K-5
- Public
- 451 Students
9/10GreatSchools RatingParent Rating AverageKings Highway Elementary School has been an incredible experience for our family. The teachers are caring, dedicated, and truly invested in every child’s growth—both academically and personally. The principal and staff foster a welcoming environment where students feel safe, encouraged, and excited to learn.Communication with families is excellent; we always feel informed and involved. The school offers a great balance of academics, arts, and enrichment programs that keep learning engaging and fun. I especially appreciate the strong sense of community among parents, teachers, and staff—it really feels like a family.Our child loves going to school every day, which says it all. We’re so grateful to be part of such a nurturing and high-quality school!Parent Review8mo ago - Staples High School
- 9-12
- Public
- 1629 Students
10/10GreatSchools RatingParent Rating AverageParents of freshman and junior girls. We moved from city over Covid. There seems to be lots of families recently transplanted from nyc and brooklyn. We loved our city schools but we feel these are just as good about Staples , Bedford and Long Lots. Our staples girls are really thriving and well supported by teachers and staff. A lot of last years seniors ended up in Ivy League colleges.Parent Review1y ago 
Check out schools near 10 Side Hill Road.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Old Hill
At least 1 Trulia users voted on each feature.
100 % Say kids play outside
100 % Say there are community events
100 % Say they plan to stay for at least 5 years
100 % Say yards are well-kept
100 % Say it's quiet
100 % Say neighbors are friendly
100 % Say parking is easy
100 % Say car is needed
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Susan Lieberman, The Riverside Realty Group, (203) 858-9411
Agent Phone: (203) 858-9411
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.