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    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
    Contact manager for more details about this home.

    What's special

    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.
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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

    DateEventPrice
    6/4/2026Listed for rent$50,000$10/sqft
    Source: Smart MLS #24181188 Report a problem
    11/1/2024Sold$2,200,000-6.3%$446/sqft
    Source: Smart MLS #24030762 Report a problem
    7/16/2024Listed for sale$2,349,000+35.2%$476/sqft
    Source: Smart MLS #24030762 Report a problem
    4/22/2016Sold$1,737,500-5.5%$352/sqft
    Source: Smart MLS #99128154 Report a problem
    3/2/2016Pending sale$1,839,000$373/sqft
    Source: Higgins Group Real Estate #99128154 Report a problem
    2/4/2016Price change$1,839,000-2.1%$373/sqft
    Source: Higgins Group Real Estate #99128154 Report a problem
    10/23/2015Listed for sale$1,879,000+44.5%$381/sqft
    Source: Higgins Group Real Estate #99124102 Report a problem
    6/1/2012Sold$1,300,000+65.6%$263/sqft
    Source: Public Record Report a problem
    12/5/1995Sold$785,000+199.8%$159/sqft
    Source: Public Record Report a problem
    8/28/1995Sold$261,800-12.7%$53/sqft
    Source: Public Record Report a problem
    6/13/1995Sold$300,000$61/sqft
    Source: Public Record Report a problem

    Neighborhood: Silvermine

    Nearby schools

    GreatSchools rating