99 Highfield Rd, Wilton, CT 06897
What This House Offers
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
Unit
99 Highfield Rd is a single-family home for rent in Wilton, CT
Fees & Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
Dogs Allowed
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Dogs Allowed
Cats Allowed
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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.
Home Details
Home Design
- Built in 1995
- Colonial Architecture
Interior Spaces
- Vaulted Ceiling
- 3 Fireplaces
- 4936 Sq Ft Home
Kitchen
- Built-In Oven
- Wine Cooler
- Gas Cooktop
- Ice Maker
- Microwave
- Dishwasher
- Range Hood
Bedrooms and Bathrooms
- 6.5 Bathrooms
- 4 Bedrooms | 7 Bathrooms
- 4 Bedrooms
Laundry
- Dryer
- Washer
Attic
- Finished Attic
- Attic
- Walkup Attic
Basement
- Basement Fills Entire Space Under The House
Parking
- 3 Car Garage
Pool
- Heated In Ground Pool
- Fiberglass Pool
- Saltwater Pool
- Fiberglass Spa
Lot Details
- 2.04 Acre Lot
- Property is zoned R-2
Utilities
- Central Air
- Well
- Fuel Tank Located in Basement
- Heating System Uses Oil
Listing and Financial Details
- Assessor Parcel Number 1927927
Community Details
Pet Policy
- Pets Allowed
Explore Commute Options
What's nearby 99 Highfield Rd
Get In Touch
Wilton, CT 06897
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Area Scores
Walkability
Somewhat walkable
Transit
Minimal public transit
Driveability
Exceptionally drivable
Bikeability
Fairly bikeable
Walkability measures the walking distance to day-to-day needs.
Transit measures access to public transportation.
Driveability measures congestion, parking availability, and access to major roads.
Bikeability measures the suitability for cycling.
Soundscore™
Calm
A Sound Score rating aggregates noise caused by vehicle traffic, airplane traffic and local sources.
Travel and Transit
Commuter Rail
4 min Drive
Commuter Rail
5 min Drive
Airport
35 min Drive
Airport
58 min Drive
Local Education
Primary and Secondary Schools
Cider Mill School
Grades K-5
Public
Miller-Driscoll School
Grades PK-5
Public
Middlebrook School
Grades 6-8
Public
Connecticut Friends School
Grades K-8
Private
Seven Acres Montessori
Grades PK-8
Private
Wilton High School
Grades 9-12
Public
The Montessouri School
Grades K-12
Private
Data provided by GreatSchools.org © 2026. All rights reserved.
Colleges and Universities
| School | Commute Time (Distance) |
|---|---|
| University of Connecticut | Drive: 21 min (12.7 mi) |
| Sacred Heart University | Drive: 25 min (13.7 mi) |
| Fairfield University | Drive: 26 min (15 mi) |
Discover Outer Middle Fairfield County, Wilton, CT
Parks and Recreation
Recreational activities near 99 Highfield Rd are plentiful. Discover 1 park within 4.7 miles, including New Canaan Nature Center.
Airports
Living in Outer Middle Fairfield County provides easy access to Westchester County, located just 36 minutes from 99 Highfield Rd. Another nearby airport is Tweed/New Haven, located 37.9 miles away.
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