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$2,499,900
5 Beds ⋅ 5 Baths ⋅ 40858831 MLS® #
Exceptional Estate in One of Ancaster’s most sought-after Neighbourhoods! Just steps from the prestigious Hamilton Golf & Country Club, this remarkable estate offers over 4000sqft above grade of living space on a generous pie-shaped lot w/ lush landscaping, inground pool & a resortlike bckyrd! The approach alone is unforgettable- you’re greeted by a picturesque streetscape, grand windows & exterior drs (replaced ‘11–‘15), extensive stonework & landscaping (‘14) & an incredible architectural presence. Inside, a stunning dbl staircase (reno’d Spring ‘21) makes an immediate statement. Beneath the staircase, the elegant great rm feat rich oak wainscoting & a gas fp, creating a warm yet sophisticated gathering space. Main flr hdwd ‘21. The kitchen, fully reno’d in ‘21, boasts Cambria quartz countertops & premium Thermador appl. Step outside from the kitch to an extraordinary, bckyrd oasis designed for entertaining! Highlights include two gas fp, multiple outdoor entertaining areas, an impressive L-shaped pool & ample green space for children and pets. Landscaping by Cedar Springs in ‘11. The main lvl also offers a gracious living rm w/ a wood-burning fp, a formal dining rm, a regal office w/ oak detailing and wainscoting, a 2-pc bthrm and a convenient main-flr lndry rm off the grg w/ heated floors. Upstairs, you’ll find 4 generously sized bdrms and 3 full bthrms. The children’s rms share a Jack & Jill bthrm reno'd in 15', while the luxurious primary suite feat his-and-hers w/i closets, a spa-like ensuite reno'd in 15' w/ Cambria Quartz countertops, heated flrs, and an add’l gym or private office. The lower lvl offers exceptional versatility, w/ a spacious bdrm, full kitch w/ granite countertops (‘15), and a reno’d bthrm w/ heated flrs (‘15). With a sep entrance, this lvl is ideal for summer entertaining, pool access, or extended family living. A truly rare offering—private, elegant, and perfectly located—this home delivers timeless design & an unmatched lifestyle. (id:5764)

45 PEPPERTREE Crescent, Ancaster

Listing courtesy of RE/MAX Escarpment Frank Realty.

$2,999,888
4 Beds ⋅ 5 Baths ⋅ 40857174 MLS® #
Welcome to 282 Robina Road, modern bungaloft where luxury, comfort, and outdoor living come together on spectacular ravine lot in one of Ancaster's most desirable neighbourhoods. Designed for everyday living and entertaining, this home offers bright open-concept layout featuring chef-inspired kitchen overlooking spacious dining and living/family room. Large breakfast bar island, quality finishes, and abundant natural light make this space heart of home. Thoughtfully designed floor plan features main-floor primary bedroom with spa-inspired ensuite. Two additional bedrooms each offer private ensuite, providing comfort and privacy for family or guests. Dual climate control allows bungalow and loft to be heated and cooled independently for year-round comfort. Step outside to your own private backyard retreat. Massive professionally landscaped lot backs onto picturesque ravine and is designed for entertaining and relaxation. Enjoy impressive 20' x 40' saltwater pool, unwind in hot tub, or relax in cabana complete with built-in shelving, fireplace, and bar fridge. Covered outdoor living area features fully equipped outdoor kitchen with sink, BBQ, and pizza oven. Premium interlocking stone, low-maintenance turf, and In-Lite landscape lighting complete this outdoor oasis. Car enthusiasts, hobbyists, and business owners will appreciate approximately 1,100-square-foot detached garage with private bathroom and space for up to five vehicles. Expansive 12-car driveway provides plenty of parking for family and guests. Close to top-rated schools, parks, golf courses, shopping, restaurants, and major highway access, this property offers exceptional combination of space, function, and lifestyle. Whether entertaining, raising family, or searching for forever home, 282 Robina Road presents rare opportunity to own truly one-of-a-kind property. (id:5764)

282 ROBINA Road, Ancaster

Listing courtesy of Royal LePage State Realty Inc..

$2,349,900
6 Beds ⋅ 6 Baths ⋅ 40850663 MLS® #
Crafted with exceptional attention to detail and completed in 2025 (Tarion warranty), this custom two-storey luxury home offers nearly 6,000 sqft. of finished living, 5+1 bedrooms, 6 total baths, and a contemporary transitional design blending sophistication with family-friendly functionality. Situated on a 75 x 105 ft lot in Ancaster's Nakoma neighbourhood, it features striking curb appeal with a stone-and-stucco exterior and a 2.5-car triple tandem garage. Inside, soaring 9 ft ceilings on all three levels, wide-plank white oak hardwood, 8 ft solid core doors, 9 baseboards, and oversized windows create a sense of grandeur. The 19-ft great room showcases floor-to-ceiling windows and a 42 gas fireplace flanked by custom cabinetry. A main-floor office with built-ins, formal dining room, and powder room provide elegant, purposeful spaces, while the dining table converts into a pool table for dual-purpose entertaining. The gourmet kitchen features black cabinetry, a 9' x 5' waterfall quartz island, full-slab quartz backsplash, champagne and honey bronze fixtures, Bertazzoni appliances, and a walk-in pantry and servery with black stainless-steel sink. Adjacent are the mudroom/laundry with garage entry and a main-level bedroom with ensuite. Upstairs, four bedrooms each have ensuite access, including a primary retreat with 10 ft tray ceiling, oversized walk-in closet, linear fireplace, and spa-inspired 5-piece ensuite with heated floors. The finished lower level offers 9 ft ceilings, oversized windows, sixth bedroom, full bathroom, linear fireplace, and endless possibilities. Additional features include radon mitigation, 200-amp service, hardwired security system, and DryCore subfloor. Outside, the back patio provides a starting point for a dream outdoor space, with a pre-approved building permit for an in-ground pool and gas lines for BBQ. Centrally located, this home offers walkability to schools, parks, shops, and quick access to Hwy 403. (id:5764)

102 CUMMING Court, Ancaster

Listing courtesy of Royal LePage State Realty Inc..

$2,499,900
4 Beds ⋅ 5 Baths ⋅ 40847610 MLS® #
An exceptional custom-built family home, proudly offered by its original builder and owners, set on a spectacular 100 x 309 ft. country-style property on a quiet court. Surrounded by mature trees and backing onto a tree farm, this private setting offers a perfect balance of peaceful living and everyday convenience, just five minutes from all of Ancaster's amenities. Beautifully updated throughout with premium finishes, this impressive residence offers 3,300 sqft. above grade, plus a finished basement designed for family living and entertaining. A 140-foot paved driveway provides parking for 10 vehicles, while the heated triple tandem garage, currently used as a home gym, offers exceptional versatility. The impressive 1,000 sqft. wraparound porch creates an inviting first impression and the perfect place to relax. The thoughtfully designed main floor features a private office, formal living and dining rooms, and a spacious family room. Three gas fireplaces add warmth and character throughout. The chef's kitchen is centred around a massive 10-foot island and features a Thermador refrigerator, Dacor 48-inch dual gas range, two dishwashers, a walk-in pantry, and dedicated coffee bar. Upstairs features four generously sized bedrooms and two beautifully renovated bathrooms, including a luxurious primary retreat with a spa-inspired ensuite. The fully finished basement offers outstanding flexibility with a large recreation room, second kitchen, two-piece bathroom, and walk-up access to both the backyard and garage, making it ideal for entertaining or multi-generational living. Outside, exceptional landscaping enhances the estate-like setting, while the private backyard is designed for unforgettable summers. Enjoy the 18' x 36' saltwater sports pool and the impressive 22' x 40' custom cabana complete with an outdoor kitchen, washroom, and built-in storage garage. A rare opportunity to enjoy resort-style living in one of Ancaster's most desirable country settings. (id:5764)

994 COURTLAND Drive, Ancaster

Listing courtesy of Royal LePage State Realty Inc..

$2,449,000
5 Beds ⋅ 5 Baths ⋅ 40846439 MLS® #
Enjoy exceptional living in this custom luxury home on a large treed lot with over 4,100 square feet above grade! The sprawling main floor welcomes you with a vaulted foyer, walk-in coat closet, formal living & dining room, beautiful lighting, trendy powder room, huge gourmet kitchen with gas top stove and premium range hood, built-in ovens, quartz countertops, gorgeous backsplash, island w/sink, homework area, toe kick floor vacuum, abundance of cupboards, and a multitude of windows giving you spectacular views of the amazing private backyard! Enormous, sunlit family room with attractive fireplace - loads of room for children to play in, or to relax and take in the scenery from the many windows. Entertaining is fabulous with the stamped, concrete patio, extra large heated pool with safety fence, roomy hot tub, and side yard for kids. The upper level has 4 spacious bedrooms - all have walk-in closets! The spacious primary bedroom has an exquisite ensuite with heated flooring, glass shower and soaker tub, and there is a newly updated walk-in closet. Two other bedrooms share an ensuite, and there is a beautiful main bathroom for guests. The finished basement has a chic 4 piece bath, as well as a den or office, and a 5th bedroom which is being used as a gym. The rec room has a cozy fireplace, large play areas, and two staircases leading up to the main floor. There is a cold cellar, and plenty of storage space. Many great features of this home include a tankless water heater, front lawn sprinkler system, 2 sets of HVAC, and a robotic pool cleaner. **New air conditioner May, 2026, and new pool pump June, 2025. Located close to schools, parks, hiking trails, fine dining and boutique shopping, this enormous home with it's backyard oasis located in the prestigious Oakhill neighbourhood of Ancaster offers considerable fine living for any discerning buyer! (id:5764)

161 LLOYMINN Avenue, Ancaster

Listing courtesy of Royal LePage State Realty Inc..

$2,099,900
3 Beds ⋅ 4 Baths ⋅ 40845731 MLS® #
Unique, custom-built luxury home offering just over 5000 sq ft of Finished Living Space. Attention to detail & fine construction throughout, this home offers elegance, comfort, & functionality. Step into the grand sitting area, featuring soaring ceilings, stunning windows, & an impressive open staircase that connects all levels of the home. Sunken dining room boasts coffered gold leafing ceilings for refined entertaining. Custom Built Downsview kitchen offers abundant cabinetry, granite countertops, & top-of-the-line stainless steel appliances, including a Sub-Zero refrigerator, Wolf gas range, Gaggenau built-in oven, Miele dishwasher, & microwave storage. Relax or entertain in the expansive great room, featuring dramatic ceiling heights & a backlit onyx walls for your tv. An open-concept office with natural light, perfect workspace. Main-floor laundry room includes garage access. Upstairs, the spacious primary suite offers a large walk-in closet & a renovated 5-piece ensuite (2025). Two generous bedrooms share a beautifully appointed 4-piece bathroom, & a bright loft area overlooks both the front & rear of the home. The lower level features large windows & offers in-law suite potential with separate walk-ups to both the rear yard & garage. Cozy recreation room with fireplace, a fully equipped gym, a sauna for relaxation, 3 pc bath (2025), workshop, cold room, & plenty of storage space. The outdoor oasis includes a composite deck with built-in BBQ, hot tub, & an oversized waterfall feature with fireplace, artificial turf & a storage shed. Additional highlights include an oversized 2-car garage with abundant storage & a long interlock driveway accommodating up to 8 vehicles & irrigation system. Trillium award several years for landscaping. Ideally located near Tiffany Falls, Tamahaac Club, Highway 403, the Linc, Costco, schools, parks, & trails, luxury living with convenience & lifestyle. (id:5764)

712 HIGHVALLEY Road, Ancaster

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,299,000
6 Beds ⋅ 5 Baths ⋅ 40842503 MLS® #
Incredible opportunity to own this fully renovated two storey home on Lovers Lane. An exclusive, private lot in one of Ancaster's most desirable locations, walking distance to shops, restaurants and schools. Set amid beautifully landscaped, lush mature gardens, this home offers nearly 4,000 sq ft above grade plus a fully finished basement complete with a self contained in-law suite. Renovated top to bottom, this home is impeccably clean and truly move in ready, with no detail overlooked. The main level offers an open concept layout with hardwood floors throughout, a kitchen finished with granite countertops and abundant cabinet space, and a family room anchored by a gas fireplace. A main floor den offers flexibility as a home office, or fifth bedroom. The bright, four season sunroom is a standout feature, ideal for morning coffee year round. Upstairs, four generous bedrooms and three bathrooms, including a primary suite with a five piece ensuite, walk in closets, and its own gas fireplace. The fully finished lower level features a self contained two bedroom in-law suite with private separate entrance, full kitchen, four piece bathroom, and in-suite laundry, ideal for extended family or multigenerational living. Outside, enjoy a fully fenced, private yard with deck, built-in hot tub, and inground irrigation system maintaining the lush gardens. This exceptional property is truly move in ready and must be seen in person to be fully appreciated. Call today to book your private showing. (id:5764)

3 LOVERS Lane, Ancaster

Listing courtesy of Real Broker Ontario Ltd..

$2,700,000
4 Beds ⋅ 2 Baths ⋅ 40843923 MLS® #
Truly Irreplicable 48.77 acre Ancaster Generational Estate property ideally located on sought after Sawmill road. The perfect setting that everyone is looking for featuring a rolling landscape, meandering creek, calming pastures, approximately 40-45 acres of well managed workable land, & a beautifully updated circa 1895 - 4 bedroom home set well back from the road nestled among mature trees. This farm has been in the family for years and is evident throughout the pride of ownership including the 42’ x 75’ bank barn, 26’ x 30’ workshop, & 25’ x 42’ implement shed. The home features 1772 sq ft of beautifully updated living space including refinished wood flooring, updated kitchen, 2 new bathrooms, large primary rooms, & utility style basement. Conveniently located minutes to Ancaster amenities, 403, & highway access. Ideal setting & property to build your dream home. Experience Ancaster Rural Living. (id:5764)

1216 SAWMILL Road, Ancaster

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,700,000
4 Beds ⋅ 2 Baths ⋅ 40843899 MLS® #
Truly Irreplicable 48.77 acre Ancaster Generational Estate property ideally located on sought after Sawmill road. The perfect setting that everyone is looking for featuring a rolling landscape, meandering creek, calming pastures, approximately 40-45 acres of well managed workable land, & a beautifully updated circa 1895 - 4 bedroom home set well back from the road nestled among mature trees. This farm has been in the family for years and is evident throughout the pride of ownership including the 42’ x 75’ bank barn, 26’ x 30’ workshop, & 25’ x 42’ implement shed. The home features 1772 sq ft of beautifully updated living space including refinished wood flooring, updated kitchen, 2 new bathrooms, large primary rooms, & utility style basement. Conveniently located minutes to Ancaster amenities, 403, & highway access. Ideal setting & property to build your dream home. Experience Ancaster Rural Living. (id:5764)

1216 SAWMILL Road, Ancaster

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,799,900
5 Beds ⋅ 8 Baths ⋅ 40832748 MLS® #
Exceptional location in the heart of Ancaster, this stunning architecturally designed custom home evokes a luxury Muskoka-inspired ambiance with its impressive presence, natural stone façade and beautifully landscaped setting surrounded by mature trees. Offering 4+1 bedrooms, 7.5 bathrooms, over 3,700 sq.ft. above grade plus a finished basement, this extraordinary residence blends luxury living with exceptional family functionality. The private backyard is an entertainer’s dream featuring an alfresco indoor/outdoor living space with hot tub, fire pit sitting area, outdoor kitchen with searing station, BBQ, two-burner stove and sink, all seamlessly connected through expansive sliding doors creating the perfect indoor-outdoor lifestyle. A separate backyard studio with wrap-around patio offers the ideal space for a private office, creative studio or kids’ playroom overlooking the serene green space. Inside, the spectacular family room showcases soaring double-height ceilings leading to an upper family room/flex space filled with natural light. The chef’s kitchen is equipped with a 48” six-burner gas stove with griddle, double gas ovens, side-by-side fridge & freezer, wine cooler, double electric ovens, built-in microwave and an exceptional butler’s pantry with second dishwasher, sink, prep counter and extensive storage. The main floor also features a versatile bedroom or office with ensuite and second laundry. The finished basement offers an incredible rec room with wet bar, games/dining area, additional bedroom or gym with private ensuite, wine cellar, cold room, wine tasting room and a luxurious spa retreat with sauna, jacuzzi tub, double shower, double vanity, TVs, fireplace and change room. Additional features include a 2-car garage, oversized driveway, and side entrance gate providing additional parking for multiple vehicles. (id:5764)

64 RAVINA Crescent, Ancaster

Listing courtesy of Right at Home Realty.

$2,975,000
8 Beds ⋅ 6 Baths ⋅ 40815719 MLS® #
A rare find in Ancaster, this exceptional, multi-residential home sits on nearly one acre of private, wooded land, offering a serene and secluded setting while remaining just minutes from premier amenities and convenient highway access. The expansive lot offers ample space for a pool or additional outdoor features, blending luxury with nature and privacy. With over 5,100 square feet of total living space, this impressive residence features 8 bedrooms, 6 bathrooms, 3 full kitchens, 3 laundry facilities, and 5 gas fireplaces—perfectly suited for executive living, small business owners, or multi-generational families. No need to escape to a cottage for calm and tranquility as it’s all out your back door. Incredible Muskoka tree rich feel privacy with no visible neighbors off the large back deck, this property really has to be seen to feel the class, calm and comfort that is seeped through it. Despite its generous size, the property is surprisingly low-maintenance thanks to beautifully designed perennial gardens and the natural landscape of the wooded lot. The main home has been thoughtfully and artistically remodeled with a rustic, contemporary design, showcasing high-end finishes throughout. The in-law suite enhances the home's flexibility and includes 2 bedrooms, 1 full bathroom, a modern kitchen with stainless steel appliances, laundry facilities, and its own private living space. A standout feature on the property is the custom detached garage, equipped with a hoist, extensive cabinetry, and a full workshop setup. Above the garage, you'll find an additional 887 square feet of living space that serves beautifully as a guest house or second in-law suite, complete with 2 bedrooms, 1 bathroom, a modern kitchen with stainless steel appliances, laundry facilities and deck. This is a truly one-of-a-kind offering in Ancaster that won’t last long. Book your private viewing today—because once you see it, you’ll want to make it yours. (id:5764)

515 HAMILTON Drive, Ancaster

Listing courtesy of Right at Home Realty.

$2,695,000
6 Beds ⋅ 5 Baths ⋅ 40814897 MLS® #
A rare blend of luxury, privacy, and pure lifestyle magic—this exceptional property delivers an experience unlike anything else. Set on a picturesque 0.61-acre, tree-lined lot backing onto protected conservation lands, this pristine all-brick two-storey home offers refined living surrounded by serene, uninterrupted green space. Designed with family living and entertaining in mind, the home offers six spacious bedrooms and five well-appointed bathrooms. The main level features elegant principal rooms, including a formal living and dining area highlighted by a beautiful bay window. The chef-inspired kitchen is a standout, complete with a gas stove, stone countertops, stainless steel appliances, walk-in pantry, and a generous island with bar seating—seamlessly connecting to a bright dinette and an inviting family room anchored by a wood-burning fireplace with a classic brick mantle. Thoughtful touches continue with a sun-filled reading nook, powder room, main floor laundry, and convenient inside access to the garage. Upstairs, a sweeping oak staircase leads to a luxurious primary retreat featuring a walk-in closet and a recently updated spa-like five-piece ensuite with soaker tub and separate glass shower. Additional bedrooms are generously sized, with well-designed Jack-and-Jill bath layouts, ideal for family or guests. The fully finished walk-out basement expands the living space even further, offering a large recreation area, dedicated exercise room with three-piece bath and sauna, and the show-stopping squash court. Outdoors, the property transforms into a private oasis with tiered decking, a stone patio, and beautifully landscaped grounds—all perfectly oriented to capture the tranquility of the protected green space beyond. Plus, a charming log cabin retreat and a separate viewing deck perfectly positioned to take in the sweeping natural backdrop. An extraordinary offering where sophistication, comfort, and a sense of adventure come together effortlessly. (id:5764)

373 BROOKVIEW Court, Ancaster

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,589,900
5 Beds ⋅ 6 Baths ⋅ 40809135 MLS® #
A rare Luxury Home with attached Private Suite in a highly sought after location. This exceptional custom-built residence offers approx. 4,960 sq. ft. of thoughtfully designed living space, including a fully integrated 900 sq. ft. private suite — perfect for multi-generational living, a nanny or caregiver, or potential income opportunities. A rare find that combines elegance, flexibility, and everyday functionality for today’s modern family. The 3,800 sq. ft. main home showcases outstanding craftsmanship & premium finishes throughout. The sun-filled main-floor Master retreat provides comfort & convenience, complete with dual walk-in closets & a spa-inspired 5pc ensuite featuring a soaker tub, heated floors, heated towel rack, & custom glass shower. A private den with custom built-ins creates the ideal work-from-home space or quiet retreat. Designed for gathering & entertaining, the oversized eat-in kitchen features striking quartzite countertops, a large island, walk-in pantry, separate prep kitchen & built-in Thermador appliances. The impressive two-storey family room with custom tile-surround gas fireplace & built-in cabinetry flows seamlessly to the covered rear patio through an oversized triple-pane accordion door system, creating beautiful indoor-outdoor living. A well-appointed mudroom & main-floor laundry complete with custom dog wash add everyday practicality. Venture upstairs to a spacious media room with its own 3-piece ensuite offering flexible living space for teens or guests, along with three additional bedrooms and another full bathroom. The attached 1-bedroom private suite is connected through the mudroom yet fully self-contained, offering a separate side entrance and dedicated garage parking. Featuring vaulted ceilings, a custom fireplace, full kitchen, private laundry, covered patio, & a large bedroom with ensuite bath allowing both independence and comfort while remaining connected to the main home (id:5764)

747 VERNON Place, Ancaster

Listing courtesy of RE/MAX Escarpment Realty Inc..