$50,000 Per Month

99 Highfield Rd Wilton, CT 06897

Wilton Area
4 Beds
6.5 Baths
4,936 Sq Ft
2.04 Acre Lot

Highlights

  • Heated In Ground Pool
  • Colonial Architecture
  • Finished Attic
  • Miller-Driscoll School Rated A
  • Vaulted Ceiling
  • Attic

About This Home

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

Listing Agent

Joseph Lorino

Klemm Real Estate Inc Brokerage Phone: (917) 340-0431 License #REB.0789427 Listed on: 06/04/2026

Klemm Real Estate Inc

Home Details

Home Type

  • Single Family

Year Built

  • Built in 1995

Lot Details

  • 2.04 Acre Lot
  • Property is zoned R-2

Parking

  • 3 Car Garage

Home Design

  • Colonial Architecture

Interior Spaces

  • 4,936 Sq Ft Home
  • Vaulted Ceiling
  • 3 Fireplaces
  • Basement Fills Entire Space Under The House

Kitchen

  • Built-In Oven
  • Gas Cooktop
  • Range Hood
  • Microwave
  • Ice Maker
  • Dishwasher
  • Wine Cooler

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Dryer
  • Washer

Attic

  • Walkup Attic
  • Finished Attic

Pool

  • Heated In Ground Pool
  • Fiberglass Pool
  • Saltwater Pool
  • Fiberglass Spa

Utilities

  • Central Air
  • Heating System Uses Oil
  • Well
  • Fuel Tank Located in Basement

Community Details

  • Pets Allowed

Listing and Financial Details

  • Assessor Parcel Number 1927927

Home Details

Home Type

Single Family

Year Built

Built in 1995

Lot Details

2.04 Acres

Rental Info

  • Pets Allowed Info: ask
  • Lease Price Description: Per Month
  • Pets Allowed: Yes
  • Rental Duration: Summer Furnished, Winter Furnished, Flexible Terms Furnished, Short Term Furnished
  • Smoking Allowed: No

Listing Details

  • Neighborhood: N/A
  • Property Type: Residential Rental
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 4936
  • Total Sq Ft: 4936
  • Year Built: 1995
  • New Construction: No/Resale
  • Remarks Public Addendum: creates the ideal backdrop for cozy movie nights. Downstairs, a fully equipped game lounge includes ping pong, Tornado foosball, Dynamo air hockey, darts, and a full-size retro arcade cabinet. For wellness and relaxation, a private fitness area includes a Pilates reformer, Arc Trainer, weight rack, and yoga equipment. Alexa-enabled speakers throughout the home provide seamless sound from room to room, while an in-garage Tesla charger adds convenience for electric vehicle owners. The primary suite is a retreat unto itself, featuring vaulted ceilings, a gas fireplace, and a spa-inspired marble bath with soaking tub and arched window. Three additional guest bedrooms comfortably accommodate up to eight guests in refined comfort. House of Bliss offers something increasingly difficult to find: a true luxury country retreat with a private padel court, resort-style amenities, and space to slow down without sacrificing comfort. House of Bliss - a destination as much as a home.
  • Property Sub Type: Single Family Rental
  • Direct Waterfront: No
  • Directions: gps
  • Street Type: Road
  • Tenant Responsibility: All Utilities Grounds Maintenance
  • Office Attribution Contact: (860) 868-7313
  • Reserve Prospect: No
  • Special Features: None

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 7
  • Full Bathrooms: 6
  • Half Bathrooms: 1
  • Fireplaces: 3
  • Attic Description: Finished, Walk-up
  • Basement Description: Full
  • Appliances: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic: Yes

Exterior Features

  • Waterfront Description: Beach Rights Access
  • Swimming Pool: Yes
  • Pool: Fiberglass, Heated, Salt Water, In Ground Pool

Garage/Parking

  • Garages Number: 3
  • Garage And Parking: Attached Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Domestic
  • Water Source: Private Well
  • Sewer: Septic

Lot Info

  • Acres: 2.04
  • Lot Description: Professionally Landscaped Open Lot
  • Zoning: R-2
  • Parcel #: 1927927

MLS Schools

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Map

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
06/04/2026 06/04/26 For Rent $50,000 0.0% --
11/01/2024 11/01/24 Sold $2,200,000 -6.3% $405 / Sq Ft View Prior Sale
09/18/2024 09/18/24 Pending -- -- --
07/16/2024 07/16/24 For Sale $2,349,000 +35.2% $432 / Sq Ft
04/22/2016 04/22/16 Sold $1,737,500 -7.5% $303 / Sq Ft View Prior Sale
03/23/2016 03/23/16 Pending -- -- --
12/10/2015 12/10/15 For Sale $1,879,000 -- $328 / Sq Ft
Source: SmartMLS

Source: SmartMLS

MLS Number: 24181188

SmartMLS

APN: WILT-000111-000020

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