44 Pumpkin Hill Road, Westport, CT 06880
Local realty services provided by:CENTURY 21 Classic Homes
44 Pumpkin Hill Road,Westport, CT 06880
$3,950,000
- 5 Beds
- 9 Baths
- - sq. ft.
- Single family
- Coming Soon
Listed by: christine oleynick(203) 912-9712
Office: keller williams realty
MLS#:24156956
Source:CT
Price summary
- Price:$3,950,000
About this home
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.
Contact an agent
Home facts
- Year built:2005
- Listing ID #:24156956
- Added:1 day(s) ago
- Updated:March 03, 2026 at 05:41 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:9
- Full bathrooms:7
- Half bathrooms:2
- Rooms Total:16
- Kitchen Description:Gas Range, Microwave, Subzero, Wine Chiller
- Basement Description:Cooled, Full Basement, Full With Walk-Out, Heated, Interior Access, Storage, Walk-out
Heating and cooling
- Cooling:Central Air
- Heating:Hot Air
Structure and exterior
- Roof:Asphalt Shingle
- Year built:2005
- Lot Features:Level Lot
- Architectural Style:Colonial
- Construction Materials:Clapboard
- Exterior Features:French Doors, Garden Area, Grill, Hot Tub, Lighting, Terrace
Schools
- High school:Staples
- Middle school:Bedford
- Elementary school:Long Lots
Utilities
- Water:Public Water Connected
Finances and disclosures
- Price:$3,950,000
- Tax amount:$30,853 (July 2025-June 2026)
Features and amenities
- Appliances:Dryer, Gas Range, Microwave, Subzero, Washer, Wine Chiller
- Amenities:Auto Garage Door Opener, Cable - Available
- Pool features:In Ground Pool
New listings near 44 Pumpkin Hill Road
- Coming SoonOpen Thu, 11am to 1pm
$2,250,000Coming Soon4 beds 4 baths10 Charcoal Hill Road, Westport, CT 06880
MLS# 24153789Listed by: Serhant Connecticut, LLC
$1,175,000Pending3 beds 3 baths1,677 sq. ft.21 Rayfield Road, Westport, CT 06880
MLS# 24156092Listed by: Compass Connecticut, LLC- Coming SoonOpen Thu, 11am to 3pm
$6,750,000Coming Soon6 beds 4 baths27 Owenoke Park, Westport, CT 06880
MLS# 24150724Listed by: Compass Connecticut, LLC - New
$1,499,000Active4 beds 3 baths2,959 sq. ft.8 Iris Lane, Westport, CT 06880
MLS# 24154436Listed by: Compass Connecticut, LLC - New
$2,575,000Active6 beds 5 baths5,083 sq. ft.4 The Fenway, Westport, CT 06880
MLS# 24154925Listed by: Brown Harris Stevens
$2,800,000Active4 beds 3 baths4,243 sq. ft.118 Roseville Road, Westport, CT 06880
MLS# 24155373Listed by: Dow Della Valle
$4,300,000Active6 beds 9 baths9,525 sq. ft.278 North Avenue, Westport, CT 06880
MLS# 24154633Listed by: William Pitt Sotheby's Int'l
$3,200,000Pending4 beds 4 baths3,759 sq. ft.150 Hillspoint Road, Westport, CT 06880
MLS# 24154934Listed by: Compass Connecticut, LLC
$1,095,000Pending3 beds 2 baths1,882 sq. ft.7 Hale Street, Westport, CT 06880
MLS# 24153798Listed by: William Raveis Real Estate