Luxury Homes in Bridle Path, Post Road

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Luxury Houses and Condos For sale in Bridle Path, Post Road - Sunnybrook

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  • 156 Highland Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12808024

    156 Highland Crescent Bridle Path-Sunnybrook-York Mills Toronto M2L 1H2
    Main Photo: 156 Highland Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12808024

    156 Highland Crescent Toronto M2L 1H2 Bridle Path-Sunnybrook-York Mills

    $4,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12808024
    * V A C A N T L A N D * First Lot West Of Bayview Avenue. Possible Development Location As Townhomes Have Been Approved Along Bayview - Lots Of Potential - Great Location. Known At The City Of Toronto As 0 Highland Crescent * Widens To 74.35' At Rear* More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
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  • 5 Fidelia Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13029310

    5 Fidelia Avenue Bridle Path-Sunnybrook-York Mills Toronto M4N 3E7
    Main Photo: 5 Fidelia Avenue in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13029310

    5 Fidelia Avenue Toronto M4N 3E7 Bridle Path-Sunnybrook-York Mills

    $10,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13029310
    Bedrooms:
    5
    Bathrooms:
    7
    Rarely offered contemporary custom crafted home in prime Lawrence Park. Quiet treelined street, sensational curb appeal with limestone, brick exterior, large floor to ceiling windows. Quality finishes throughout, cohesive designing and modern layout. Exceptional Great Room combining casual living space, dining and spectacular eat-in kitchen with clean lines and integrated finishes. Expansive glass windows and doors, all overlooking the incredible backyard pool, cabana and entertainer patio. Perfectly positioned powder room off the mudroom which has side door entry and direct access to the double car garage. Primary suite with a treetop view of the pool, 5 piece ensuite bathroom and unreal dressing room fit with a custom closet system. 3 remaining bedrooms with ensuite bathrooms and walk-in closets. Second floor laundry room for ease and convenience. 10 ft ceilings on the main floor and second floor. Sensational basement (9 foot ceilings) with supersized family room, the generous proportions allow for entertainment area and games room. There is a bonus home gym and an additional bedroom with 3-piece ensuite bathroom. This house boasts incredible natural light, custom paneling, oak hardwood floors and heated porcelain tile floors throughout. The backyard has been designed for entertaining in the city. The covered patio with gas fireplace is perfect for entertaining and the salt water pool and sundeck will keep the kids happy. The rear cabana offers bonus climate controlled space year round. Landscaped with column trees and sleek metal fencing for the ultimate in privacy. No expense spared in the construction of this contemporary masterpiece. More details
    Listed by Johnston & Daniel
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  • 1 Valleyanna Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13139228

    1 Valleyanna Drive Bridle Path-Sunnybrook-York Mills Toronto M4N 1J7
    Main Photo: 1 Valleyanna Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13139228

    1 Valleyanna Drive Toronto M4N 1J7 Bridle Path-Sunnybrook-York Mills

    $9,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13139228
    Bedrooms:
    6
    Bathrooms:
    6
    * Landmark Lawrence Park Estate Home On Incredibly Private South Lot Spanning 3/4's Of An Acre * Meticulously Renovated Back To The Studs With The Highest Caliber Transitional Finishes * Impressive Principal Rooms & Great Flow For Entertaining * Modern Chef's Kitchen With Breakfast Area And Walk-in Pantry * Open Concept Family Room Walks Out To Backyard Oasis * Luxurious Primary Suite Featuring Designer 5 Piece Marble Ensuite * Five Generous Upstairs Bedrooms * Exceptional Lower Level Offers Multifunctional Recreation Room, Bar Area, Exercise Room, 3 Piece Bathroom, Large Laundry Room, Sauna, Custom Built-in Closets, Lots Of Storage And Furnace Room * Lush Manicured Grounds With Private Front Garden, Large Side Yard, Covered Back Patio, Inground Pool And Cabana * A Must See! * More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
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  • 340 Riverview Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13468116

    340 Riverview Drive Bridle Path-Sunnybrook-York Mills Toronto M4N 3E1
    Main Photo: 340 Riverview Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13468116

    340 Riverview Drive Toronto M4N 3E1 Bridle Path-Sunnybrook-York Mills

    $6,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13468116
    Bedrooms:
    6
    Bathrooms:
    8
    Quietly tucked away on a majestic cul-de-sac in Toronto's prestigious Teddington Park neighbourhood, this premier ravine property backs directly onto one of Canada's finest clubs: Rosedale Golf Club. Unparalleled privacy and a serene connection with nature. Situated atop a spectacular treed ravine, the residence features numerous expansive windows that provide captivating, year-round views of the surrounding natural landscape. The entire 0.62-acre estate is fully gated and secure, ensuring complete seclusion, absolute peace of mind, and top-tier security. This striking home also includes an attached triple-car garage with plenty of secure parking situated behind the beautiful, custom wrought-iron gates. The outdoor space is remarkably impressive, showcasing a backyard paradise that features a refreshing saltwater pool, a classic stone terrace, and a spacious deck that dramatically cantilevers over the verdant ravine. Inside, this expansive 7,386-square-foot residence features a massive, well-proportioned floor plan layout offering six spacious bedrooms and eight bathrooms. Soaring ceilings anchor the triple-scaled living room, creating an airy, grand atmosphere for elegant entertaining. The main floor also hosts a dedicated billiards and recreation room, ideal for hosting guests or relaxing with family. A brilliant, light-filled octagon-shaped home office features wrap-around windows that overlook the natural beauty outside. This property presents an incredible possibility to design your dream estate home using the existing foundation (please consult your architect) or transform the existing structure to perfectly suit your specific lifestyle desires. Buyers also have the option to purchase, at an additional cost, the adjacent severed lot, which currently serves as the property's private tennis court. Combining these parcels would grant an impressive 229 feet of frontage on one of Toronto's most coveted streets, allowing for an even grander architectural vision. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
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  • 338 Riverview Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13468122

    338 Riverview Drive Bridle Path-Sunnybrook-York Mills Toronto M4N 3E1
    Main Photo: 338 Riverview Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13468122

    338 Riverview Drive Toronto M4N 3E1 Bridle Path-Sunnybrook-York Mills

    $3,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13468122
    *** This building lot is not subject to the Prohibition on the Purchase of Residential Property by Non-Canadians Act *** An elite canvas in Teddington Park. Securing a vacant building lot within a premier Toronto neighbourhood is an extraordinary challenge. Finding one positioned on a highly coveted, prestigious street is nearly impossible. Tucked away quietly at the end of a majestic cul-de-sac in the heart of Teddington Park, this exceptional ravine lot presents a remarkable blank canvas to design and construct a bespoke custom estate. Currently utilized as a private tennis court for the adjoining residence, this parcel sits directly on the boundary of the historic Rosedale Golf Club, promising an unmatched level of privacy and an intimate connection to the natural landscape.Perched gracefully atop a spectacular treed ravine, the property commands breathtaking, ever-changing views of the lush Ontario landscape across all four seasons. The dense canopy of mature trees creates a profound sense of isolation, making the bustling metropolis feel worlds away. A short, scenic twenty-minute stroll brings you directly to the vibrant shops, boutique cafes, and acclaimed restaurants lining Yonge Street. For families, the location is ideal, offering a swift drive to several of Canada's most prestigious private schools. The renowned Granite Club is also just minutes from your front door, ensuring top-tier recreation, fitness, and social facilities are always within reach. This property effortlessly bridges the gap between sophisticated urban convenience and the tranquil beauty of a protected natural environment. Whether your design tastes lean toward a timeless traditional manor or a sleek contemporary masterpiece, this expansive lot accommodates a grand vision. Please note that the image has been created by A.I. for discussion purposes only and such a build is not warranted - please bring your architect and your imagination to create a landmark home. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
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  • 9B 1 Chedington Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12) : MLS®# C13598660

    9B 1 Chedington Place Bridle Path-Sunnybrook-York Mills Toronto M4N 3R4
    Main Photo: 9B 1 Chedington Place in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12) : MLS®# C13598660

    9B 1 Chedington Place Toronto M4N 3R4 Bridle Path-Sunnybrook-York Mills

    $2,480,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13598660
    Bedrooms:
    3
    Bathrooms:
    2
    A rare penthouse offering at 1 Chedington Place, this two bedroom plus den suite offers an outstanding opportunity to Toronto's downsizing community in this highly coveted luxury building. The suite offers just over 2300 square feet of carefully designed interiors, with approximately 600 square feet of outdoor space located on two separate terraces. Adjust to an easy lifestyle of luxury at the Chedington with attentive valet and concierge services who aim to make your daily routines more enjoyable. Leave your keys and packages with the concierge as you travel via your direct elevator access to the penthouse level and the quiet, private suite that awaits you. The interiors expand with exaggerated ceiling heights and the floor plan practically awards both formal and informal uses of space. The living room is expansive with custom millwork and a walk-out to the first of two terraces, this one facing east with daily sunrise views overlooking tree-top ravine views. The formal dining room connects directly to the eat-in kitchen, with a true abundance of custom cabinetry topped with durable granite countertops and with integrated appliances. A peninsula counter extends with additional storage and breakfast bar seating. Adjacent to the kitchen lies the bonus den or family room with a walk-out to the second west facing terrace that spans approximately 50-feet in length and offering sunset views over Lawrence Park. Both bedroom suites are lovely, and concealed privately at the rear of the suite. The primary spans the entire width of the suite with king-sized proportions, a huge walk-in dressing room and an extra-large four piece ensuite. The second bedroom faces east with a wall of custom millwork and access to a three-piece bathroom. Two premium parking spaces and a separate locker room are both on P1 and right next to the elevator. Concierge and valet services attentively address the daily routines of residents, and property management is on site. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED and HOMELIFE NEW WORLD REALTY INC.
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  • 20 Forest Glen Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13612618

    20 Forest Glen Crescent Bridle Path-Sunnybrook-York Mills Toronto M4N 2E8
    Main Photo: 20 Forest Glen Crescent in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13612618

    20 Forest Glen Crescent Toronto M4N 2E8 Bridle Path-Sunnybrook-York Mills

    $11,898,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13612618
    Bedrooms:
    5
    Bathrooms:
    5
    MORE THAN JUST A RESIDENCE...A WORK OF ART. Designed by Bill Mockler and Drawing Room Architect Inc. and constructed by Teddington Homes. A sophisticated contemporary design with breathtaking ravine views. The front facade is adorned with a custom carved stone statue, smooth limestone, majestic white flowering pear trees flank the front walkway to a stainless steel & glass double door entry, marble foyer, and 10 ceilings. Natural light throughout the residence with massive floor-to-ceiling windows, skylights, and a striking two-storey foyer inviting the beauty of the outdoors inside. The Great room is balanced with two fireplaces and ever changing seasonal views of the garden, formal dining room with refined details, fireplace, & opens to private patio. Chefs kitchen with seamless cabinetry, immense marble island, premium appliances, breakfast area, servery, and pantry. Family room with custom millwork, fireplace, walk out to the garden, and an exquisite powder room. Luxurious primary suite, six-piece spa bath, massive dressing room (originally planned as a 4th bedroom), two other bedrooms with ensuites, and full laundry room. Lower level with recreation room, additional bedroom/exercise rm, bathroom, second laundry rm and wine cellar. The fluid design creates spacious rooms that engage the senses at every turn with, generous wall space for the art collector, high-end finishes, negative trim detailing, luxurious marble surfaces, custom millwork, archways that stretch to the ceiling, exquisite wood elements, automated blinds that recess into walls, Control4 system for lights, speakers, and security. Spectacular 75 x 300 extremely private lot with inviting gunite pool, sundeck, sitting area and outdoor dining area - an oasis! Unparalleled opulent living for those seeking elegance, style, and ultimate privacy on one of Toronto's most coveted streets. Steps to the Golf Club, Yonge St., close to many private schools: Crescent, Bayview Glen, Toronto French School. More details
    Listed by Johnston & Daniel
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  • 5 Pine Forest Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13663864

    5 Pine Forest Road Bridle Path-Sunnybrook-York Mills Toronto M4N 3E6
    Main Photo: 5 Pine Forest Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C13663864

    5 Pine Forest Road Toronto M4N 3E6 Bridle Path-Sunnybrook-York Mills

    $9,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13663864
    Bedrooms:
    6
    Bathrooms:
    9
    5 Pine Forest is a statement in elegance. Quietly tucked away on a coveted cul-de-sac in prestigious Lawrence Park. The unique and private garden measures 11,500sf, and pies out in the garden to 165'. This exceptional custom built residence offers almost 8,000sf of impeccably finished living space, blending timeless design, uncompromising craftsmanship and sophisticated family living. Clean transitional lines, exquisite millwork, soaring ceilings and an abundance of natural light set the tone throughout. The elegant living room features a fireplace, custom built ins and a bay window, while the gracious dining room overlooks the lush garden & pool. A beautifully appointed butler's pantry connect to the extraordinary kitchen with custom cabinetry, integrated appliances, and an impressive center island with generous seating. Open to the expansive family room, this is the true heart of the home. A private main floor office, oversized mudroom with extensive storage and direct access garage complete the main level. Upstairs, a gracious lounge leads to the spectacular primary retreat with sitting area, spa inspired ensuite and custom dressing room. Four additional bedrooms each feature custom closets and ensuite baths, plus a convenient second floor laundry. The Impressive lower level offers generous ceiling heights, a private fitness studio, huge recreation room, elegant wine cellar, guest suite and abundant concealed storage. Outside enjoy a gorgeous pool and hot tub surrounded by professionally landscaped gardens and mature privacy trees. A covered pergola creates an inviting outdoor room, complemented by a convenient exterior washroom. An oversized three car garage with epoxy floor and rear garage door access completes this remarkable home. Ideally located near excellent public and private schools, Yonge Street & Bayview shops and restaurants, transit and scenic ravine trails, 5 Pine Forest Road is truly an exceptional residence. More details
    Listed by Johnston & Daniel
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  • 309 2 Post Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12) : MLS®# C12170188

    309 2 Post Road Bridle Path-Sunnybrook-York Mills Toronto M3B 3M7
    Main Photo: 309 2 Post Road in Toronto: Bridle Path-Sunnybrook-York Mills Condo Apartment for sale (Toronto C12) : MLS®# C12170188

    309 2 Post Road Toronto M3B 3M7 Bridle Path-Sunnybrook-York Mills

    $4,200,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12170188
    Bedrooms:
    2
    Bathrooms:
    3
    61 timeless residences coming soon to the highly coveted Bridle Path. Five-storey Beaux-Arts design artfully envisioned by world renowned architect Richard Wengle. Masterfully built by North Drive. Offering the security and ease of lock and go convenience, these homes are paired with the refined amenities of a boutique hotel. Its interiors are a display of bespoke luxury that welcomes you to experience the true beauty of opulent living. With soaring ceilings, expansive living areas perfect for entertaining, thoughtfully designed kitchens with centre islands, walk-in pantries, and spacious private terraces equipped with gas lines for barbeques, every detail is crafted to ensure these residences feel like home. Great ability to customize. Steps to exclusive clubs, golf courses and recreational spaces epitomize a lifestyle of enviable leisure while prestigious educational institutions signal the path to a bright and exceptional future. 2 Post Road reflects excellence in every way. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    LISTING DETAILS

  • 7 Valleyanna Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12301941

    7 Valleyanna Drive Bridle Path-Sunnybrook-York Mills Toronto M4N 1J7
    Main Photo: 7 Valleyanna Drive in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12301941

    7 Valleyanna Drive Toronto M4N 1J7 Bridle Path-Sunnybrook-York Mills

    $6,490,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12301941
    Bedrooms:
    6
    Bathrooms:
    7
    100 x 227 Ft south exposure Lot with inground pool backing to Park *Exquisite 5+1-Bedroom Family Residence Masterfully reBuilt To The Highest Standards Of Craftsmanship. Outstanding Forested Property In Prestigious Enclave Bordering Sunnybrook Grounds. Interior Design Merges Classic Elegance & Contemporary Style, Sparing No Cost On Premium Finishes. Exemplary Principal Spaces Arranged In Graceful Flow W/ Two Lavish Primary Suites On Main Floor & Many Walk-Out Access Points To The Backyard Retreat. Crown Moulding, Custom Millwork, Oak & Marble Floors Throughout. Stately Entrance Hall W/ Stained Glass Skylight & Marble Floors. Formal Dining Room W/ Custom-Built Display Shelves, Grand Living Room W/ Walk-Outs To Backyard & Gas Fireplace. Gourmet Kitchen Presents High-End Appliances, Vast Breakfast Area, Expanded Central Island W/ Seating & Severy W/ Full-Sized Wine Fridge. Sun-Filled Library Features Walk-Out To Private Courtyard. Graceful Family Room W/ Walk-Out To Yard, Gas Fireplace, Custom Entertainment Center W/ Built-In Shelves. Two Primary Suites Boasting Backyard Access, Wall-To-Wall Windows, Walk-In Closets & Opulent Spa-Like Ensuites. Second Floor Presents 3 Elegantly-Appointed Bedrooms, 3-Piece Ensuite Bathroom & 4-Piece Semi-Ensuite W/ Soaking Tub. Basement Features Graciously-Scaled Recreation Room W/ Custom-Built Bookcases & Gas Fireplace, Exercise Room, Nanny Suite W/ Walk-In Closet & Full Bathroom. South-Facing Backyard Oasis W/ Pool, Cabana, BBQ Ready Terrace & Meticulous Landscaping. Handsome Street Presence W/ Portico, Sprawling Wooded Lawn, 10-Car Circular Driveway & 2-Car Garage. Coveted Address In Torontos Most Revered Neighborhood, Conveniently Near The Crescent School, TFS International School, Granite Club, Sunnybrook Park, York Glendon Campus, Transit & First-Rate Amenities. More details
    Listed by CENTURY 21 PERCY FULTON LTD.
    LISTING DETAILS

  • 2 Bridle Heath Gate in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12339314

    2 Bridle Heath Gate Bridle Path-Sunnybrook-York Mills Toronto M3B 2B4
    Main Photo: 2 Bridle Heath Gate in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12339314

    2 Bridle Heath Gate Toronto M3B 2B4 Bridle Path-Sunnybrook-York Mills

    $16,800,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12339314
    Bedrooms:
    4
    Bathrooms:
    4
    The Palisades of Bridle Path. Nestled in the heart of North York, The Bridle Path is synonymous with elegance, exclusivity, and ultra-luxury living. Known for its sprawling estates, gated mansions, and lush, tree-lined streets, this iconic neighborhood is home to business moguls, celebrities, and global elites. Boasting some of the most architecturally significant properties in the country, The Bridle Path offers unmatched privacy, world-class amenities, and proximity to prestigious schools, the Granite Club, and the Toronto French School. A rarely offered 2-acre parcel of land nestled among some of the country's most iconic estates.This expansive, ultra-private property presents a blank canvas for a world-class residence, surrounded by mature trees, estate homes, and the unmistakable prestige of Canadas most exclusive neighborhood. Whether you're envisioning a grand architectural masterpiece or a timeless legacy estate, this rare land offering is a chance to create something truly remarkable. The Bridle Path represents the pinnacle of luxury real estate in Canada. A world of magnificence awaits More details
    Listed by HAMMOND INTERNATIONAL PROPERTIES LIMITED
    LISTING DETAILS

  • 32 Brookfield Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12513112

    32 Brookfield Road Bridle Path-Sunnybrook-York Mills Toronto M2P 1A9
    Main Photo: 32 Brookfield Road in Toronto: Bridle Path-Sunnybrook-York Mills House for sale (Toronto C12) : MLS®# C12513112

    32 Brookfield Road Toronto M2P 1A9 Bridle Path-Sunnybrook-York Mills

    $5,880,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12513112
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to Prestigious Hoggs Hollow! Gracefully nestled among lush ravines and steps from the iconic Rosedale Golf Club, this elegant residence blends timeless charm with modern sophistication. A stately steel gate and grand entry doors create a striking first impression. The sun-filled open-concept main floor showcases wall-to-wall bay windows overlooking one of the area's deepest private lots-your serene, tree-lined backyard oasis with endless potential. The living room's marble-surround fireplace adds warmth, while a mezzanine overlooking the grand foyer enhances the sense of space and luxury. The sleek chef's kitchen features top-tier appliances, a waterfall island, and an inviting breakfast area. Upstairs, the primary suite offers a private sitting room and Juliet balcony retreat. All bedrooms boast spa-like ensuite baths with in-floor heating. Attached garage and generous storage complete this exceptional home. More details
    Listed by RE/MAX ADVANCE REALTY
    LISTING DETAILS
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Data was last updated September 4, 2026 at 04:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.