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 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.
House for rent
$50,000/mo
Fees may apply
99 Highfield Rd, Wilton, CT 06897
4beds
4,936sqft
Price may not include required fees and charges. Learn more|
Singlefamily
Available now
Cats, dogs OK
Central air
In unit laundry
3 Attached garage spaces parking
Oil, forced air, fireplace
What's special
- 10 days |
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 7
- Full bathrooms: 6
- 1/2 bathrooms: 1
Heating
- Oil, Forced Air, Fireplace
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Freezer, Microwave, Oven, Range, Refrigerator, Stove, Washer
- Laundry: In Unit
Features
- Has basement: Yes
- Has fireplace: Yes
- Furnished: Yes
Interior area
- Total interior livable area: 4,936 sqft
Property
Parking
- Total spaces: 3
- Parking features: Attached, Covered
- Has attached garage: Yes
- Details: Contact manager
Features
- Exterior features: Access, Architecture Style: Colonial, Attached, Beach Access, Fiberglass, Heated, Heating system: Forced Air, Heating: Oil, Ice Maker, In Ground, Landscaped, Lot Features: Landscaped, Open Lot, Open Lot, Salt Water, Water Heater, Wine Cooler
- Has private pool: Yes
- Pool features: Fiberglass, Heated, In Ground, Pool, Salt Water
Details
- Parcel number: WILTM0111B020L00
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: SingleFamily
Condition
- Year built: 1995
Community & HOA
HOA
- Amenities included: Pool
Location
- Region: Wilton
Financial & listing details
- Lease term: Summer,Winter,Negotiable,Short Term Lease,Month To Month
Price history
| Date | Event | Price |
|---|---|---|
| 6/4/2026 | Listed for rent | $50,000$10/sqft |
Source: Smart MLS #24181188 Report a problem | ||
| 11/1/2024 | Sold | $2,200,000-6.3%$446/sqft |
Source: | ||
| 7/16/2024 | Listed for sale | $2,349,000+35.2%$476/sqft |
Source: | ||
| 4/22/2016 | Sold | $1,737,500-5.5%$352/sqft |
Source: | ||
| 3/2/2016 | Pending sale | $1,839,000$373/sqft |
Source: Higgins Group Real Estate #99128154 Report a problem | ||
| 2/4/2016 | Price change | $1,839,000-2.1%$373/sqft |
Source: Higgins Group Real Estate #99128154 Report a problem | ||
| 10/23/2015 | Listed for sale | $1,879,000+44.5%$381/sqft |
Source: Higgins Group Real Estate #99124102 Report a problem | ||
| 6/1/2012 | Sold | $1,300,000+65.6%$263/sqft |
Source: Public Record Report a problem | ||
| 12/5/1995 | Sold | $785,000+199.8%$159/sqft |
Source: Public Record Report a problem | ||
| 8/28/1995 | Sold | $261,800-12.7%$53/sqft |
Source: Public Record Report a problem | ||
| 6/13/1995 | Sold | $300,000$61/sqft |
Source: Public Record Report a problem | ||
Neighborhood: Silvermine
Nearby schools
GreatSchools rating
- NAMiller-Driscoll SchoolGrades: PK-2Distance: 0.6 mi
- 10/10Middlebrook SchoolGrades: 6-8Distance: 2.4 mi
- 10/10Wilton High SchoolGrades: 9-12Distance: 3.1 mi







