About 99 Highfield Road
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
Features of 99 Highfield Road
| MLS® # | 24181188 |
|---|---|
| Price | $50,000 |
| Bedrooms | 4 |
| Bathrooms | 7.00 |
| Full Baths | 6 |
| Half Baths | 1 |
| Square Footage | 4,936 |
| Acres | 2.04 |
| Type | Residential Rental |
| Sub-Type | Single Family Rental |
| Style | Colonial |
| Status | Active |
Community Information
| Address | 99 Highfield Road |
|---|---|
| Area | N/A |
| City | Wilton |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06897 |
Amenities
| Parking | Attached Garage |
|---|---|
| # of Garages | 3 |
| Is Waterfront | No |
| Waterfront | Beach Rights, Access |
| Has Pool | Yes |
| Pool | Fiberglass, Heated, Salt Water, In Ground Pool |
Interior
| Appliances | Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller |
|---|---|
| Heating | Hot Air, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 3 |
| Has Basement | Yes |
| Basement | Full |
Exterior
| Lot Description | Professionally Landscaped, Open Lot |
|---|
School Information
| Elementary | Per Board of Ed |
|---|---|
| High | Per Board of Ed |
Additional Information
| Date Listed | June 4th, 2026 |
|---|---|
| Days on Market | 98 |
| Zoning | R-2 |
| RE / Bank Owned | No |
Listing Details
| Office | Klemm Real Estate Inc |
|---|
