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!
Sold for $4,250,000
$4,250,000
5 High Point Road, Westport, CT 06880
5beds
8,835sqft
Single Family Residence
Built in 2007
1.06 Acres Lot
$4,524,200 Zestimate®
$481/sqft
$19,971 Estimated rent
Home value
$4,524,200
$4.07M - $5.07M
$19,971/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Amy Swanson 203-451-6807,
William Raveis Real Estate 203-227-4343
Bought with:
Lori Elkins Ferber, RES.0763603
William Raveis Real Estate
Source: Smart MLS,MLS#: 24081110
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Rooms
- Room types: Gym, Laundry
Primary bedroom
- Features: High Ceilings, Fireplace, Stall Shower, Steam/Sauna, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: High Ceilings, Ceiling Fan(s), Full Bath, Hardwood Floor
- Level: Upper
Bedroom
- Features: High Ceilings, Ceiling Fan(s), Full Bath, Hardwood Floor
- Level: Upper
Bedroom
- Features: High Ceilings, Ceiling Fan(s), Jack & Jill Bath, Hardwood Floor
- Level: Upper
Bedroom
- Features: High Ceilings, Jack & Jill Bath, Hardwood Floor
- Level: Upper
Bathroom
- Features: Marble Floor
- Level: Main
Bathroom
- Features: Tile Floor
- Level: Main
Bathroom
- Features: Tile Floor
- Level: Lower
Dining room
- Features: High Ceilings, Wet Bar, Hardwood Floor
- Level: Main
Family room
- Features: High Ceilings, Fireplace, French Doors, Patio/Terrace, Hardwood Floor
- Level: Main
Family room
- Features: Fireplace, French Doors, Wall/Wall Carpet
- Level: Lower
Great room
- Features: High Ceilings, Hardwood Floor
- Level: Upper
Kitchen
- Features: High Ceilings, French Doors, Kitchen Island, Pantry, Patio/Terrace, Hardwood Floor
- Level: Main
Living room
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
Media room
- Features: Built-in Features, Entertainment Center, Wall/Wall Carpet
- Level: Lower
Office
- Features: High Ceilings, Bookcases, Built-in Features, French Doors, Hardwood Floor
- Level: Main
Rec play room
- Features: Wall/Wall Carpet
- Level: Lower
Heating
- Forced Air, Natural Gas
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Range, Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Upper Level, Mud Room
Features
- Sound System, Central Vacuum, Open Floorplan, Entrance Foyer
- Doors: French Doors
- Basement: Full,Heated,Sump Pump,Finished,Interior Entry,Walk-Out Access
- Attic: Storage,Floored,Walk-up
- Number of fireplaces: 5
Interior area
- Total structure area: 8,835
- Total interior livable area: 8,835 sqft
- Finished area above ground: 6,969
- Finished area below ground: 1,866
Property
Parking
- Total spaces: 3
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 3
Features
- Patio & porch: Patio
- Exterior features: Rain Gutters, Lighting, Stone Wall, Underground Sprinkler
- Has private pool: Yes
- Pool features: Gunite, Heated, Auto Cleaner, Pool/Spa Combo, In Ground
- Spa features: Heated
- Fencing: Full
- Waterfront features: Beach Access, Water Community
Lot
- Size: 1.06 Acres
- Features: Dry, Cul-De-Sac, Landscaped
Details
- Parcel number: 419269
- Zoning: AA
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Stone, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Wood
Condition
- New construction: No
- Year built: 2007
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Underground Utilities
Green energy
- Energy efficient items: Thermostat
Community & HOA
Community
- Features: Basketball Court, Library, Medical Facilities, Playground, Pool, Near Public Transport, Shopping/Mall, Tennis Court(s)
- Security: Security System
- Subdivision: Long Lots
HOA
- Has HOA: No
Location
- Region: Westport
Financial & listing details
- Price per square foot: $481/sqft
- Tax assessed value: $1,655,500
- Annual tax amount: $30,825
- Date on market: 4/24/2025
Price history
| Date | Event | Price |
|---|---|---|
| 7/16/2025 | Listing removed | $18,200$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/3/2025 | Listed for rent | $18,200$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/30/2025 | Sold | $4,250,000+7.6%$481/sqft |
Source:  Smart MLS #24081110 Report a problem | ||
| 5/2/2025 | Pending sale | $3,950,000$447/sqft |
Source: Smart MLS #24081110 Report a problem | ||
| 5/1/2025 | Listed for sale | $3,950,000+75.6%$447/sqft |
Source: Smart MLS #24081110 Report a problem | ||
| 12/4/2017 | Sold | $2,250,000-18.2%$255/sqft |
Source: Smart MLS #99189519 Report a problem | ||
| 6/28/2013 | Sold | $2,749,000-8.4%$311/sqft |
Source: Smart MLS #99005725 Report a problem | ||
| 2/7/2008 | Sold | $3,000,000+160.9%$340/sqft |
Source: Public Record Report a problem | ||
| 5/17/2007 | Sold | $1,150,000+115%$130/sqft |
Source: Public Record Report a problem | ||
| 5/24/1996 | Sold | $535,000$61/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $31,262 +1.4% | $1,657,600 +0.1% |
| 2024 | $30,825 +1.5% | $1,655,500 |
| 2023 | $30,378 +1.5% | $1,655,500 |
| 2022 | $29,915 | $1,655,500 |
| 2021 | $29,915 -4.7% | $1,655,500 -11.8% |
| 2020 | $31,381 +1.5% | $1,878,000 +2.4% |
| 2019 | $30,906 | $1,833,100 |
| 2018 | $30,906 | $1,833,100 |
| 2017 | $30,906 | $1,833,100 |
| 2016 | $30,906 | $1,833,100 |
Find assessor info on the county website
Neighborhood: Staples
Nearby homes
- $3,479,2005 bd5 ba5.1k sqft3 High Point Rd, Westport, CT 06880Off Market
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- $2,200,0005 bd5 ba5.3k sqft2 Angora Rd, Westport, CT 06880Sold
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Nearby schools
GreatSchools rating
- 9/10Long Lots SchoolGrades: K-5Distance: 0.4 mi
- 9/10Bedford Middle SchoolGrades: 6-8Distance: 0.8 mi
- 10/10Staples High SchoolGrades: 9-12Distance: 0.6 mi
Schools provided by the listing agent
- Elementary: Long Lots
- Middle: Bedford
- High: Staples
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- Westport
- 06880
- Staples
- 5 High Point Road
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