8 Pleasant Valley Lane
Westport, Connecticut 06880
- Beds
- 7
- Baths
- 7 | 2
- SqFt
- 8,762
- Acres
- 1.02
- Year Built
- 2026
- Neighborhood
- Long Lots
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offers vaulted ceilings with antique beams, oversized walk ins, and a spa bath with custom vanities and textured tile. All five second floor bedrooms are ensuite. The finished third floor adds a full bath, office/craft room, and playroom. The walkout lower level includes a bedroom and bath, gym, wet bar, media room with raised platform, and large recreation area. **Images with exterior are AI Altered. House is complete inside. Exteriors complete 6/15/26.** **See Addendum**
Key Facts
Market Snapshot
The Westport Market
Single Family · trailing 12 months
Active Listings
71
56 under contract
Median List Price
$4.60M
71 active listings
Median Closed Price
$2.42M
303 sales
Median Days on Market
56
71 active listings
Median $ / Sq Ft
$820
71 active listings
Sale-to-List Ratio
100.0%
303 sales
How this home compares
List Price
$5.65M
vs $4.60M median
22.9% above median
Price / Sq Ft
$645
vs $820 median
21.3% below median
Days on Market
77 days
vs 56 days median
21 days longer than median
Based on 71 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 27, 2026.
Location
8 Pleasant Valley Lane, Westport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$28,808
- Property Taxes$0
- Insurance$1,883
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2026
- New Construction
- Completed/Never Occupied
- Living Area
- 8,762 sq ft
- Below Grade
- 2,112 sq ft
Schools
- Elementary
- Long Lots
- High
- Staples
Interior
- Heating
- Zoned
- Cooling
- Central AirZoned
- Fireplaces
- 2
- Laundry
- Upper Level
- Laundry Location
- 2nd floor
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorDishwasherWine Chiller
- Basement
- FullHeatedFully FinishedCooledInterior AccessLiveable Space
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor PlanSecurity System
- Additional Rooms
- FoyerGymLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 1.02 acres
- Zoning
- AA
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Pool
- GuniteIn Ground Pool
- Construction
- Hardie Board
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersUnderground SprinklerPatio
- Lot Description
- Professionally Landscaped
Listing & Financials
- Days on Market
- 77
- MLS #
- 24172635
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/27/2026 at 10:50 AM UTC.