Last Updated: 1 Day Ago

Total Monthly Price

$50,000

Beds

4

Baths

6.5

* Price shown is total price based on community-supplied monthly required fees. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.

Note: Prices and availability subject to change without notice.

Lease Terms

Contact office for Lease Terms

Fees and Policies

The fees below are based on community-supplied data and may exclude additional fees and utilities.

  • Dogs
    • Allowed
  • Cats
    • Allowed

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

About 99 Highfield Rd

Call for Availability - House of Bliss~A rare Connecticut estate where luxury living meets the world's fastest-growing racquet sport. Set on two private acres, House of Bliss is a four-bedroom, five-and-a-half-bath retreat designed for extended stays, executive relocations, family escapes, and padel enthusiasts alike. Its defining feature is something almost never found at a private residence: a regulation 10m x 20m glass-walled padel court, custom-built in 2024 with premium artificial turf, tempered glass walls, and shaded Adirondack seating overlooking the surrounding lawn. Beyond the court, every detail has been curated for effortless living. A heated saltwater pool anchors the outdoor experience, accompanied by a newly designed patio, expansive deck, gas grill, teak dining table, and low-smoke fire pit. The manicured grounds offer ample space for bocce, spike ball, or simply enjoying the quiet beauty of the Connecticut countryside. Inside, the home centers around a spectacular chef's kitchen featuring a grand marble island, professional-grade appliances, and walls of windows that fill the space with natural light. The kitchen flows seamlessly into a soaring great room with vaulted beamed ceilings and a dramatic stone fireplace-the perfect setting for long breakfasts, memorable dinners, and evenings spent together. Entertainment is woven throughout the home. A dedicated billiards room features a premium pool table, wet bar, stone fireplace, and quiet study area. Upstairs, a vaulted media loung MLS# 24181188

99 Highfield Rd is located in Wilton, Connecticut in the 06897 zip code.

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$17,913 / month $2,895,000 Listing Price
5 Beds |7 Baths | 6,373 Sq Ft
$30,566 / month $5,500,000 Listing Price
5 Beds |8 Baths | 9,300 Sq Ft
$17,109 / month $2,679,000 Listing Price
6 Beds |6.5 Baths | 7,200 Sq Ft

Commuter Rail

  • Merritt 7 Station

    Drive: 7 min 2.8 mi
  • Wilton Station

    Drive: 6 min 2.8 mi
  • Cannondale Station

    Drive: 9 min 4.4 mi
  • New Canaan Station

    Drive: 10 min 4.4 mi
  • Talmadge Hill Station

    Drive: 12 min 7.2 mi

Universities

Parks & Recreation

  • New Canaan Nature Center

    Drive: 10 min 4.7 mi
  • Stepping Stones Museum for Children

    Drive: 10 min 5.3 mi
  • The Maritime Aquarium

    Drive: 12 min 6.5 mi
  • Earthplace

    Drive: 15 min 6.5 mi
  • Darien Nature Center

    Drive: 15 min 9.0 mi

Shopping Centers & Malls

Schools

GreatSchools Rating

Private Elementary, Middle & High School

142 Students
(203) 834-0440
Grades K-12

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

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Ratings

Walkability

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Not Rated

Transit

NR
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Bikeability

NR
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