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$4,250,000
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Property Description
Set on a pristine, level acre on one of Westport's most popular cul-de-sacs, this exquisite stone & shingle home combines timeless craftsmanship with modern luxury. Featuring 9' & 10' ceilings, extensive millwork, and five fireplaces with custom mantles, the home is built for elegant living and entertaining throughout nearly 9000sqft. The main level offers a chef's kitchen that flows into a warm family room with a stone fireplace and French doors to the patio, a cherry-paneled study, formal living room with marble fireplace, and a dining room that easily seats 20. Upstairs are five spacious bedrooms and four full baths, including a luxurious primary suite with 12ft ceilings, a fireplace and an oversized double shower with steam. A large playroom offers a potential in-law/au pair suite with its own bedroom and full bathroom. The finished walkout lower level includes a media room with large screen, gym, games room, a second family room with a fireplace, and full bath. The walk-up attic offers approx. 1500 sq ft for future expansion. Outside, enjoy a private backyard oasis with a heated 20x50 Gunite pool and spa (2018), new stone walls and planting beds, patio with wood-burning fireplace, and professionally landscaped evergreens and ornamentals for privacy. High Point Road is a mile-long cul-de-sac that feels like its own neighborhood, uniquely within walking distance to all three schools: award-winning Staples HS, Bedford Middle, and Long Lots Elem. Book your showing today!
Full Property Details
Full Property Details for 5 High Point Rd
General
- Sold For: $4,250,000
- Taxes: (July 2024-June 2025)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24081110
- Added to Site: 302 day(s) ago
Interior
- Number of Rooms: 15
- Rooms/Areas: Foyer, Gym, Laundry Room, Mud Room
- Interior Features: Audio System, Auto Garage Door Opener, Central Vacuum, Open Floor Plan, Security System
- Fireplace: Yes
- Number of Fireplaces: 5
- Appliances: Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Chiller
Rooms
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 5
- Half Bathrooms: 2
- Full Bath: Tile Floor, Lower
- Partial Bath: Tile Floor, Main
Bedrooms
- Total Bedrooms: 5
- Primary Suite: 9 ft+ Ceilings, Fireplace, Stall Shower, Steam/Sauna, , Upper
- Bedroom 1: Bedroom - 9 ft+ Ceilings, Ceiling Fan, Full Bath, Hardwood Floor, Upper
- Bedroom 2: Bedroom - 9 ft+ Ceilings, Jack & Jill Bath, Hardwood Floor, Upper
- Bedroom 3: Bedroom - 9 ft+ Ceilings, Ceiling Fan, Full Bath, Hardwood Floor, Upper
- Bedroom 4: Bedroom - 9 ft+ Ceilings, Ceiling Fan, Jack & Jill Bath, Hardwood Floor, Upper
Other Rooms
- Living Room: Living Room - 9 ft+ Ceilings, Fireplace, Hardwood Floor, Main
- Great Room: Great Room - 9 ft+ Ceilings, Hardwood Floor, Upper
- Family Room: Family Room - Fireplace, French Doors, Wall/Wall Carpet, Lower
- Eat In Kitchen: Eat-In Kitchen - 9 ft+ Ceilings, French Doors, Island, Pantry, Patio/Terrace, Ha, Main
- Dining Room: Dining Room - 9 ft+ Ceilings, Wet Bar, Hardwood Floor, Main
- Office: Office - 9 ft+ Ceilings, Book Shelves, Built-Ins, French Doors, Hardwood Floor, Main
- Game room: Yes
- Game Room: Rec/Play Room - Wall/Wall Carpet, Lower
- Rec Room: Wall/Wall Carpet, Lower
- Theater/Media: Media Room - Built-Ins, Entertainment Center, Wall/Wall Carpet, Lower
- Laundry: Upper Level
Additional Information
- Pool: Yes
- Pool Description: Gunite, Heated, Auto Cleaner, Spa, In Ground Pool
Exterior
- Exterior Features: Underground Utilities, Gutters, Lighting, Hot Tub, Stone Wall, French Doors, Underground Sprinkler, Patio
- Color: Natural
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Parking: Attached Garage
Location
- County: Fairfield
- Neighborhood: Long Lots
- Driving Directions: Long Lots Road to High Point, 3rd house on the left
School Information
- Elementary School: Long Lots
- Middle School: Bedford
- High School: Staples
Community
- Community Name: Long Lots
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Hot Air, Natural Gas
- Heating Fuel: Natural Gas
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Shingle, Stone, Wood
- Basement Desc.: Full, Heated, Sump Pump, Fully Finished, Interior Access, Walk-out, Full With Walk-Out
- Roof: Wood Shingle
- Attic: Yes
- Square Feet: 8,835
- Above Ground: 6,969 Sq. Ft.
- Below Ground: 1,866 Sq. Ft.
- Year Built: 2007
Lot Features
- Lot Size (Acres): 1.06
- Zoning: AA
- Lot Description: Fence - Full, Dry, On Cul-De-Sac, Professionally Landscaped
Water Features
- Water Front Desc.: Beach Rights, Water Community
Green Features
- Energy Features: Generator, Programmable Thermostat
Financial Considerations
- Assessment Amount: $1,655,500
- Tax Year: July 2024-June 2025
Disclosures and Reports
- Property ID: 419269
Listed by William Raveis Real Estate, Amy Swanson
Sold by William Raveis Real Estate, Lori Elkins Ferber
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Schools
Schools serving 5 High Point Rd
School District:Westport School District
| Name | Grades | Distance |
|---|---|---|
Long Lots School 13 Hyde Lane, Westport, CT 06880 | K-5 | 0.4 mi |
Bedford Middle School 88 North Avenue, Westport, CT 06880 | 6-8 | 0.9 mi |
Staples High School 70 North Avenue, Westport, CT 06880 | 9-12 | 0.6 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 5 High Point Rd
Date
Details
Price
Change
Source
6/30/2025
Sold
$4,250,000
7.59%
MLS
5/01/2025
Listed
$3,950,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
5 High Point Road, Westport, CT 06880 (MLS# 24081110) is a Single Family property that was sold at $4,250,000 on June 30, 2025. Want to learn more about 5 High Point 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.

