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
Silvermine, located between the Norwalk River valley and the Wilton town line, is a wooded and arts-minded Norwalk neighborhood with winding back roads and a historic mill-era landscape. The neighborhood’s character concentrates around the Silvermine Road and Perry Avenue area, where studios, galleries, and a low-key café rhythm set the tone. The Silvermine Arts Center anchors local culture with exhibitions and classes in a campus-like setting. The GrayBarns on the Silvermine River adds a design-forward gathering spot in restored barns. Houses range from mid-century moderns to shingled colonials tucked behind stone walls, with trails and river edges shaping daily routines.
Provided by Walk Score and Local Logic
Historical weather
Wilton, CT • 06897
Average low and high temperatures (°F)
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Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 99° expected this year, 15 days in 30 years
6/10 Wind Factor
55% chance of strong winds in next 30 years
4/10 Air Factor
3 unhealthy days expected this year, 5 days in 30 years
Provided by First Street
Sun exposure
In this area, properties receive around 8.7 hours in
June and 4.3 hours in December, placing it below the
U.S. average for solar exposure.
This property is priced $45,440 above the rental estimate.
Asking rent
$50,000
Rental estimate
$4,560
Nearby comparable rentals
The Rental Estimate uses 0 recent nearby rental.
Sale and tax history for 99 Highfield Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24030762
Nov 1, 2024
Sold
$2,200,000
$405/sq ft
Sep 18, 2024
Pending
—
Jul 16, 2024
Listed
$2,349,000
$432/sq ft
Jul 13, 2024
Coming Soon
$2,349,000
$432/sq ft
Welcome to the former property of Young's Nursery which now serves as a tranquil backdrop for this South Wilton dream home. Surrounded by rare specimen trees establishes a luxurious haven on an expansive parklike estate that seamlessly blends elegance with tranquility. Two acres of lush, meticulously landscaped grounds also provide for a private oasis of greenery and natural beauty. A dream home on one of the most sought-after streets in town offering a serene retreat just moments from the conveniences of modern living.The residence boasts a grand, classic design with modern amenities, featuring high ceilings, expansive windows, and exquisite detailing throughout. Enjoy multiple spacious living areas, including a formal living room with a fireplace, a sophisticated dining room, and a cozy family room perfect for gatherings. The state-of-the-art kitchen is a chef's delight, equipped with high-end appliances, custom cabinetry, and a large center island. A luxurious primary suite treats you with a spa-like bathroom and walk-in closets, along with several generously sized bedrooms, each with its own ensuite bathroom, another separate bonus room on the second level plus a fully finished attic. Step outside to a completely private deck area perfect for entertaining, room for a pool and a tennis court. This property is more than a home-it's a lifestyle. Schedule a private tour today and prepare to be captivated by beauty and elegance.
Smart MLS #99128154
Apr 22, 2016
Sold
$1,737,500
$320/sq ft
Apr 4, 2016
Listing Removed
—
Dec 10, 2015
Listed
$1,839,000
$338/sq ft
Originally built in 1995 and completely redone with the finest of finishes in 2013. State of the art kitchen with Thermador appliances, grand island and beautiful stone counters. 3 new&3.5updated baths, 3 fireplaces, gorgeous millwork ,2 bars, all ensuite bedrooms, newly finished attic with full bath, freshly painted inside and out, spectacular property with expansive lawns and specimen trees. Beautiful level property on New cannan line. Great commute, very quiet sought after neighborhood. A rare opportunity!
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Listing agent: Joseph Lorino (9173400431)
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Last Updated: 2026-06-06T12:17:25.695Z
99 Highfield Rd is a 4936 square foot property with 4 bedrooms and 6.5 bathrooms. We estimate that 99 Highfield Rd would rent between $4,560 / mo.99 Highfield Rd is located in Wilton, the 06897 zipcode, and the Wilton School District.