4 The Fenway, Old HillWestport, CT 06880MLS Number 24154925

  • Price: $2,575,000
  • Est. Mortgage of $/month
  • 23 Days on Market
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Federal 30-year interest rate: 6.11% last updated on Mar 12, 2026
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  • 6Bedrooms
  • 2.22Acreage
  • 5Bathrooms
  • 1966Year Built

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Timeless elegance in Westport's renowned Old Hill. Set on 2.22 bucolic acres w/a heated Gunite pool & picturesque pond, this expansive 5-6 bedroom,4.5 bath farmhouse blends classic charm w/thoughtful recent enhancements that delivers a renewed sense of style & energy to the home. A renovated kitchen remains the heart of the home, featuring a generous center island & a stunning, glass-walled breakfast nook which allows for basking in nature's splendor while savoring a meal. Fresh interior updates incl. a newly painted family room, updated lighting w/two new chandeliers, a modern backdrop for comfortable everyday living. This precious home has been refreshed throughout to highlight its impressive scale, open flow, & architectural character. The sun drenched primary ste is a true retreat w/a fireplace, spa like bath & generous walk in closet. A flexible floor plan offers multiple living areas & a potential in law suite-ideal for multi generational living, guests, or work from home needs. Four wood burning fireplaces add to the home's timeless appeal. Outdoors, enjoy a thoughtfully landscaped property, the pool & spa, set amidst such soothing natural surroundings. Additional highlights: city water & sewer, a whole house generator, & the bonus of exceptional privacy just moments from town. Old Hill is one of Westport's most coveted neighborhoods, known for its quiet, tree lined streets & unbeatable proximity to town, schools, & commuting. A rare opportunity to own a special home.
Listed by Mary Kate Klemish-Boehm of Brown Harris Stevens ((203) 583-1027)

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More Info

Basic Information

  • MLS Number24154925
  • StatusACT
  • List Price$2,575,000
  • Square Feet5,083
  • Virtual TourView Tour
  • Property TypeSingle Family For Sale

Property

  • Acreage2.22
  • Lot DescriptionSome Wetlands, Interior Lot, Lightly Wooded, Level Lot
  • Parking Spaces
  • FloodzoneYes
  • SwimmingpoolYes
  • Pool descriptionGunite, Heated, Spa, In Ground Pool

Exterior

  • ColorTaupe Gray
  • Exterior features
    • Gutters
    • Lighting
    • Patio
    • Porch
    • Shed
    • Underground Sprinkler
    • Underground Utilities
  • Exterior sidingShingle, Cedar

Amenities

  • AmenitiesGolf Course, Library, Park, Public Transportation, Shopping/Mall
  • Other Amenities
    • Basement
    • Beachfront
    • Fireplace
    • Golf
    • Lakefront
    • Pool
    • Waterfront

Other

  • Appliances Included
    • Compactor
    • Dishwasher
    • Disposal
    • Dryer
    • Freezer
    • Gas Range
    • Microwave
    • Range Hood
    • Subzero
    • Washer
    • Wine Chiller
  • Original listprice$2,575,000
  • Date Listed02/20/2026

Tax Information

  • Assessed value$1,127,800
  • Milrate total19
  • Tax YearJuly 2025-June 2026
  • Taxes$21,270

Location

  • StateCT
  • Zip06880
  • CountyFairfield
  • NeighborhoodOld Hill
  • Middle Junior High SchoolColeytown

Interior

  • Rooms14
  • Rooms additionalFoyer, Laundry Room, Solarium
  • Interior featuresAuto Garage Door Opener, Cable - Available, Security System
  • RoofAsphalt Shingle

Utilities

  • Waters ourcePublic Water Connected
  • Cooling SystemCentral Air, Zoned
  • Hot water descriptionDomestic
  • Heating FuelOil
  • Fuel tank locationIn Garage
  • Heat SystemRadiant
  • Sewage systemPublic Sewer Connected

School Information

  • Elementary SchoolKings Highway
  • High SchoolStaples

Rooms

  • Laundry room locationLaundry Room on Main Level
  • Laundry room infoMain Level

Building

  • Full Bath4
  • Half Baths1
  • BasementCrawl Space, Unfinished, Sump Pump, Interior Access
  • Attic descriptionUnfinished, Storage Space, Pull-Down Stairs
  • AtticYes
  • Garage Spaces2
  • Bedrooms6
  • Bathroom5
  • Year Built1966
  • Property StyleColonial
  • Energy FeaturesGenerator, Storm Doors, Thermopane Windows
  • Fireplaces4
  • FoundationConcrete
  • Garage Parking InfoAttached Garage
  • New construction typeNo/Resale
  • Inlaw apartmentyPossible

Water Body

  • WaterfrontYes
  • Waterfront DescriptionPond, Beach Rights
Sotheby's International Realty | William Pitt
Sotheby's International Realty | William Pitt
Office: 203-796-7700
112 Federal Road
Danbury, CT 06811

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