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8 Pleasant Valley Lane

Westport, Connecticut 06880

ACTIVE$5,650,000
Beds
7
Baths
7 | 2
SqFt
8,762
Acres
1.02
Year Built
2026
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Pool3-Car Garage2 FireplacesNew Construction

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

City/Town
Westport
Neighborhood
Long Lots
Property / Style
Single Family · Colonial
Year Built
2026
Days on Market
77 days
Beds
7
Baths
7 full · 2 half
Living Area
8,762 sq ft
Lot Size
1.02 acres
Garage / Parking
3 garage
Property Taxes
Not on file from MLS

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$30,691

per 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

City/Town
Westport
Neighborhood
Long Lots
County
Fairfield

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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Douglas Bross

(203) 526-6537

Coldwell Banker Realty

(203) 227-8424

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.