Home / Listings / Wilton
Active · For Rent
$50,000/mo

99 Highfield Road, Wilton, Connecticut 06897

4 beds 7 baths 4,936 sq ft Residential Rental Built 1995

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

Status
Active
Type
Residential Rental
Price
$50,000/mo
Beds
4
Baths
7
Interior
4,936 sq ft
Lot
2.04 ac
Year Built
1995
MLS #
24181188
ZIP
06897
Days on Market
88
Heat
Oil · Hot Air
Cooling
Central Air
Water
Private Well
Sewer
Septic
Parking
Attached Garage (3-car)

Flood risk: check the FEMA flood map for this address.

Availability, Pets & Lease

Pets
Yes
Pet policy
ask
Tenant pays
All Utilities, Grounds Maintenance

Interior

Appliances
Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
Basement
Full
Attic
Finished, Walk-up
Fireplaces
3
Total rooms
12

Building & Exterior

Style
Colonial
Pool
Fiberglass, Heated, Salt Water, In Ground Pool
New construction
No/Resale

Lot & Land

Zoning
R-2
Lot
Professionally Landscaped, Open Lot
Waterfront
Beach Rights, Access

What's nearby

Grocery
Stop & Shop1.67 mi away
Also nearby
Stop & Shop2.04 mi away
Pharmacy
CVS Pharmacy2.33 mi away
Train
Merritt 7 Station1.53 mi awayMetro-North Railroad
Bus stop
Norwalk DMV1.22 mi away
School zone
Check the district's school finder the MLS did not name one for this address
~1.9 miStop & Shop — 1.67 miStop & Shop — 2.04 miCVS Pharmacy — 2.33 miMerritt 7 — 1.53 miNorwalk DMV — 1.22 mi
This homeGroceryPharmacyTrainBus

Real streets from OpenStreetMap; distances are straight-line from the property, not driving routes.

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable rentals

The 5 closest recent leases to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded lease prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable rentals — median $5,200/mo, ranging $5,200/mo to $10,500/mo.

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2026-06-04Listed — $50,000/mo (this listing)MLS 24181188
2024-11-01Sold — $2,200,000 asked $2,349,000MLS 24030762

Public record

From the Wilton assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1995
Living area5,436 sq ft
Total rooms12
Lot size2.04 acres
Stories2
HeatForced Air
ExteriorClapboard
Assessed value$1,410,290
Town appraisal$2,014,700
Last recorded sale2016 — $1,737,500

Recorded sales

Deed transfers on file with the Wilton land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

Listing courtesy of Klemm Real Estate Inc — Joseph Lorino · (860) 868-7313

More rentals in Wilton

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