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44 Pumpkin Hill Road
44 Pumpkin Hill Road
44 Pumpkin Hill Road
44 Pumpkin Hill Road
44 Pumpkin Hill Road
44 Pumpkin Hill Road
44 Pumpkin Hill Road
44 Pumpkin Hill Road
44 Pumpkin Hill Road
44 Pumpkin Hill Road
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44 Pumpkin Hill Road
For Sale

44 Pumpkin Hill Road

44 Pumpkin Hill Road, Westport, CT 06880

$3,950,000
Set in one of Westport's most sought-after central neighborhoods, this gracious 5+ bedroom custom Colonial with a stunning gunite pool and spa offers the perfect balance of timeless elegance and modern comfort. Sun-filled interiors and thoughtful design create seamless flow for both entertaining and everyday living. The main level features a private office, elegant dining room with butler's pantry, and a living room with fireplace and French doors opening to the patios and park-like yard. The expansive white gourmet kitchen with quartzite counters, brand new Wolf double oven and gas cooktop, warming drawer, and SubZero refrigerator flows into a welcoming family room with floor-to-ceiling stone fireplace. A mudroom, three-car garage, and two powder rooms complete the level. Upstairs, the luxurious primary suite spans front-to-back with high ceilings, dressing area, generous closet, fireplace and spa bath. Four additional en-suite bedrooms, an upstairs family room, and dual staircases offer comfort and flexibility. The finished 3rd floor has 2 BR & bathroom and lower level provide exceptional additional space including a home theater, wine cellar, gym, and game room. Enjoy summer afternoons by the pool, evenings by the outdoor fireplace, and effortless al fresco dining under the stars and enjoy the new retractable awning. Designed for gathering, relaxing, and celebrating, this home offers year-round resort-style living.

3/15/2026 2:00PM - 4:00PM EDT

5
beds

9
baths

7,040 Sq.Ft. LIVING AREA

1.07 Acres lot

Christine Oleynick

Christine Oleynick

Features & Amenities

Interior

  • total bedrooms5
  • Total bathrooms9
  • full bathrooms7
  • half bathrooms2
  • APPLIANCES Dryer, Gas Range, Microwave, Washer, Wine Cooler

Area & Lot

  • Status For Sale
  • OPEN HOUSE

    3/15/2026 2:00PM - 4:00PM EDT

  • Living Area7,040 Sq.Ft.
  • Total Area7,040 Sq.Ft.
  • Lot Area1.07 Acres
  • MLS® ID24156956
  • TypeResidential
  • YEAR BUILT2005
  • NeighborhoodWestport
  • Architecture StylesColonial
  • Water FrontageBeach Access
  • Elementary SchoolLong Lots
  • Middle SchoolBedford
  • High SchoolStaples

Exterior

  • Garage Space3.0
  • water SourcePublic
  • PoolGunite, Heated, Outdoor Pool, In Ground
  • roofAsphalt
  • lot featuresLevel
  • parkingGarage Door Opener, Attached
  • HEAT TYPEOil, Forced Air
  • AIR CONDITIONINGCentral Air
  • sewerPublic Sewer
  • SubstructureConcrete Perimeter
  • other exterior FeaturesGarden, Barbecue

Financial

  • Sales Price$3,950,000
  • Real Estate Tax $30,853/yr
  • Zoning AA
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Thank you for your interest in 44 Pumpkin Hill Road, Westport, CT 06880. We are reviewing your request and will be in touch shortly!

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