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$50,000 Total Monthly Price

99 Highfield Rd, Wilton, CT 06897

Last Updated:

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

  • $50,000 Total Monthly Price
  • 4 Beds
  • 6.5 Baths
  • 4936 sq. ft.
  • Available Now

99 Highfield Rd is a single-family home for rent in Wilton, CT

Fees and Policies

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

Dogs

  • Dogs Allowed

Cats

  • 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
  • Private Company Owned 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

Destination Address
  • Drive Time
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What's nearby 99 Highfield Rd

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Get In Touch

Property Address:
99 Highfield Rd,
Wilton, CT 06897
Listed by
Joseph Lorino | Klemm Real Estate Inc
Phone Number: (917) 340-0431
SmartMLS#CT

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Area Scores

Walkability

Somewhat walkable30 / 100

Transit

Minimal public transit10 / 100

Driveability

Exceptionally drivable90 / 100

Bikeability

Fairly bikeable50 / 100

Scores provided by

Soundscore

Calm85 / 100

Scores provided by
HowLoud

Travel and Transit

Commuter Rail
5 min Drive
Metro-North Commuter Railroad Company
Commuter Rail
5 min Drive
Metro-North Commuter Railroad Company
Airport
Westchester County
35 min Drive
Airport
Tweed/New Haven
58 min Drive
Tweed-New Haven

Local Education

Primary and Secondary Schools

9 rating

Cider Mill School

Grades K-5

Public

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Miller-Driscoll School

Grades PK-5

Public

9 rating

Middlebrook School

Grades 6-8

Public

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Connecticut Friends School

Grades K-8

Private

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Seven Acres Montessori

Grades PK-8

Private

10 rating

Wilton High School

Grades 9-12

Public

undefined rating

The Montessouri School

Grades K-12

Private

Data provided by GreatSchools.org © 2026. All rights reserved.

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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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