Last Updated: 1 Hr. Ago

Monthly Rent

$18,200

Beds

5

Baths

6

Note: Prices and availability subject to change without notice.

Lease Terms

Contact office for Lease Terms

About 5 High Point Rd

Call for Availability - A rare rental opportunity in one of Westport's most sought-after neighborhoods-this exceptional stone & shingle home is set on a manicured, level acre on a premier cul-de-sac. Offering nearly 9,000 square feet of refined living, this residence combines classic architectural detail with contemporary comfort, showcasing 9'-10' ceilings, custom millwork, and five fireplaces. The gourmet kitchen opens to an inviting great room with stone fireplace and French doors to the patio. Formal living and dining rooms, plus a handsome wood-paneled library, create a gracious main level. Upstairs, five well-proportioned bedrooms include a stunning primary suite with 12' ceilings, fireplace, and spa bath with double steam shower. A spacious bonus room offers flexible living space and includes a potential in-law or au pair suite with its own bedroom and full bath. The walk-out lower level includes a media room, gym, rec/play room, second family room, and full bath. Outside, enjoy a secluded retreat with 20x50 heated Gunite pool/spa, stone patio with fireplace, and lush landscaping. Walk to Long Lots Elementary, Bedford Middle & Staples HS. Truly an exceptional offering! MLS# 24108445

5 High Point Rd is located in Westport, Connecticut in the 06880 zip code.

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$20,123 / month $3,200,000 Listing Price
5 Beds |7 Baths | 7,110 Sq Ft
$16,409 / month $2,500,000 Listing Price
5 Beds |7 Baths | 5,485 Sq Ft
$16,600 / month $2,900,000 Listing Price
6 Beds |6.5 Baths | 6,351 Sq Ft

Pet Policy

Pets Negotiable

Commuter Rail

  • Southport Station

    Drive: 7 min 2.3 mi
  • Green's Farms Station

    Drive: 7 min 2.3 mi
  • Fairfield Station

    Drive: 8 min 4.4 mi
  • Westport Station

    Drive: 10 min 4.7 mi
  • Fairfield Metro

    Drive: 13 min 6.8 mi

Universities

Parks & Recreation

  • The Rolnick Observatory

    Drive: 7 min 3.0 mi
  • Sherwood Island State Park

    Drive: 8 min 3.3 mi
  • Earthplace

    Drive: 9 min 3.9 mi
  • Connecticut Audubon Birdcraft Museum

    Drive: 8 min 4.2 mi
  • Connecticut Audubon Center at Fairfield

    Drive: 11 min 5.6 mi

Shopping Centers & Malls

Schools

GreatSchools Rating

Private Middle & High School

14 Students
(203) 341-4506
Grades 7-12

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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