Rural Stouffville attracts buyers seeking more land, privacy, or custom homes outside the town core. Properties vary widely, from hobby farms to estate-style homes. Purchasing in rural areas requires careful consideration of zoning, services, and long-term plans, making local insight especially valuable.
Set on an impressive 8.08 acres in the prestigious and highly sought-after hamlet of Bloomington, this exceptional estate presents a rare blend of luxury country living and outstanding future development potential. Surrounded by rolling landscapes and mature trees, the property offers a private and serene setting while remaining ideally positioned for growth and investment opportunities. The beautifully maintained residence features 4 spacious bedrooms, 2 bathrooms, and a fully self-contained in-law suite apartment in the lower level - ideal for multi-generational living, luxury guest accommodations, or additional income potential. Expansive grounds provide endless possibilities for future expansion, redevelopment, or land banking in one of the area's most desirable and evolving communities. A truly rare offering where lifestyle, location, and long-term opportunity converge.More details
The Property: A spectacular, top-to-bottom luxury renovation on a massive, premium 1-acre country lot-offering the perfect balance of rural privacy and urban convenience.The Layout: Exceptional, flexible floor plan. Perfect for multi-generational living, or live in one suite and rent out the other two for premium rental income.The Upgrades: Seller spent $$$ on top-tier finishes and mechanicals, including a massive interlock driveway and backyard oasis.The Mechanicals: Completely upgraded for independent living with 2 Furnaces, 2 AC units, and 2 High-Efficiency Tankless Water Heaters.More details
Experience Unparalleled Luxury In This Exceptional Custom Estate Set On A Gated 10-Acre Property. Thoughtfully Designed And Expertly Curated, This Stunning Residence Offers Approximately 12,500 Sq. Ft. Of Luxurious Living Space, Combining Contemporary Style With Classic Refinement. A Grand Foyer With 12-Foot Ceilings Opens To Bright, Flowing Living Spaces Designed For Both Intimate Gatherings And Large-Scale Entertaining. The Impressive Great Room Features Soaring 19-Foot Cathedral Ceilings, While The Chef's Kitchen By Bloomsbury Is Anchored By A 12-Foot Island And Appointed With Wolf Appliances, Custom Cabinetry, And Top Of The Line Marble Finishes. The Coffered-Ceiling Dining Room Offers Breathtaking Panoramic Views. The Primary Suite Is A Private Haven With Oversized Windows, A Spacious Walk-In Closet, And A Spa-Inspired Ensuite With A Soaker Tub And Walk-Through Shower. Four Additional Bedrooms And Eight Beautifully Finished Bathrooms Provide Exceptional Comfort Throughout. A Standout Feature Is The Fully Self-Contained Private Loft, Equipped With Its Own Kitchen, Bathroom, And Laundry, Offering An Independent, Premium Living Space Perfect For Extended Family, Multi-Generational Living, Or Long-Term Guests. The Fully Finished Lower Level Includes A Kitchen, Bedroom, Gym, Sauna, And Games Room Making It The Perfect Retreat For Relaxation And Entertaining. Car Enthusiasts Will Appreciate Garage Space For Up To Nine Vehicles, Including A 1,600 Sq. Ft. Detached Garage, With Heated Floors. The Professionally Landscaped Grounds, Designed By Award-Winning Genoscape, Create An Exceptional Outdoor Oasis Featuring A 120-Foot Waterfall, 100-Foot Waterslide, And Stunning Resort-Style Pool. A Truly One-Of-A-Kind Estate Where Luxury, Comfort, And Craftsmanship Come Together.More details
Luxurious custom built bungalow on approximately 1.3 acre lot, approximately 5,000 sq.ft. of beautifully renovated living space including basement on a spectacular lot fronting and backing onto Sleepy Hollow Golf Course, automatic gated driveway, Surrounded by breathtaking views and exceptional privacy. Designed for comfortable family living and effortless entertaining, the home features 9 foot ceilings, smart light switches, smooth ceilings, pot lights, and a thoughtfully designed layout. Stunning renovated kitchen, **top of the line appliances**, modern open concept, Professionally finished basement with walk up to backyard, renovated for entertaining, featuring a home projection screen theatre system, wine display, a modern bar, floor to ceiling accent wall with large fireplace, a spacious recreation area, an additional bedroom, and a 3 piece bathroom. Step outside to the backyard and enjoy peaceful golf course surroundings, detached workshop, 3 car garage, parking for up to 12 vehicles. 2 EV outlets.More details
Stunning Home by Fairgate in The Heart of Stouffville! Linked at Garage only, 3 Bedrooms, 2 Indoor Car Garage and 4 Parking spaces in driveway with no Crosswalk. Beautiful Kitchen with upgraded extra Cabinets, Quarts Countertops and Upgraded to deep Stainless Steel double sink. Gleaming Oak Hardwood Floor upgraded with matching Metal Staircase. Ceramic on all 3 Bathrooms, Main Entrance and Laundry room with Stainless steel sink. 5 Appliances. Walk out Basement, Lots of Natural Light, Added 4 pot lights in Living Room and Extra 3 Exterior Pot lights Custom made Double Front Door and Custom made a large size Deck with stairs. A/C and Central Vac-Fully Fenced, Quite Street.More details
Welcome to this exceptional, newly renovated executive residence in the prestigious community of Sleepy Hollow Estates. Perfectly situated on one of the most desirable cul-de-sac lots, this remarkable home backs onto protected conservation land and a scenic golf course, offering breathtaking western exposure and unforgettable sunset views. Designed with both elegance and functionality in mind, this expansive home is ideal for a large or multi-generational family. The beautifully appointed kitchen features a centre island, exquisite granite countertops, and a spacious breakfast area with a walk-out to the deck-perfect for morning coffee or entertaining guests. The oversized family room is warm and inviting, highlighted by a cozy gas fireplace and walk-out access to a large deck overlooking the stunning, fully rebuilt Betz swimming pool-creating the ultimate private backyard retreat. A grand central staircase adds timeless elegance and leads to four generously sized bedrooms. The luxurious primary suite serves as a private retreat, complete with a sitting area, walk-in closet, and a modern five-piece spa-inspired ensuite. The fully finished walk-out basement with a separate side entrance offers incredible versatility. Featuring a spacious recreation room, bar or secondary kitchen, games area, fireplace, two additional bedrooms, and a four-piece bath, this level presents the perfect opportunity for an in-law suite or extended family living. Complete with a three-car driveway and beautifully updated throughout, this stunning property offers the perfect blend of luxury, comfort, and lifestyle. A rare opportunity to own a truly special home in one of the area's most sought-after communities. **New Furnace 2026 **Recently renovated throughout with quality finishes and thoughtful upgrades**More details
Welcome to 216 Greenwood Road, a beautifully maintained 4-bedroom home situated on a premium lot backing onto mature green space and the Stouffville trail network. Enjoy added privacy, peaceful views and no homes immediately behind the property. Offering over 3,000 sq. ft. of total finished living space and 4.5 bathrooms, this spacious home provides plenty of room for the entire family. A bright two-storey foyer with skylights welcomes you inside, while hardwood flooring connects the generous living and dining areas. The open-concept kitchen features a large centre island, ample storage and new fridge and stove, overlooking the family room with a fireplace and views of the greenery beyond. Upstairs are four spacious bedrooms, including a generous primary suite with a private ensuite. The partially finished basement offers additional flexible living space and a convenient 4-piece bathroom-ideal for a recreation room, gym, office or guest area. Complete with a double-car garage, upgraded driveway and private backyard surrounded by nature, this move-in-ready home combines space, privacy and a desirable Stouffville location close to schools, parks, trails, Main Street and GO Transit.More details
This VACANT Lot has 853 ft of premium wide frontage with incredible sunset views! This lot is located in an area near many multi-million dollar Estates. Many City amenities nearby, Golfing, Musselman's Lake, Go Train, Hwy's 404/407, shopping and restaurants. Vacant Land Opportunity to develop hold or build your Country Estate on a sprawling 25.2 Acre parcel of Land. Property on Clear land with GRAND WIDE VIEWS with no trees in your way. Only a short 10 min drive East on Bloomington to Hwy 404, or 11 min south to 407, the Go Station is only a 5 min drive on 10th Line. Future property assembly maybe possible with adjacent east lots.More details
This VACANT Lot has 853 ft of premium wide frontage with incredible sunset views! This lot is located in an area near many multi-million dollar Estates. Many City amenities nearby, Golfing, Musselman's Lake, Go Train, Hwy's 404/407, shopping and restaurants. Vacant Land Opportunity to develop hold or build your Country Estate on a sprawling 25.2 Acre parcel of Land. Property on Clear land with GRAND WIDE VIEWS with no trees in your way. Only a short 10 min drive East on Bloomington to Hwy 404, or 11 min south to 407, the Go Station is only a 5 min drive on 10th Line. Property assembly maybe possible adjacent east lot.More details
Welcome to 16 Hill Top Trail, a custom executive bungalow in prestigious Sleepy Hollow Estates, set on an exceptional approximately 1.41-acre irregular lot backing onto the golf course and surrounded by mature greenery and tranquil open views. Offering approximately 5,000 sq. ft. of total living space, including 3,040 sq. ft. above grade per MPAC plus a finished lower level, this impressive residence features 3+2 bedrooms, 4 washrooms, an attached 3-car garage and parking for up to 10 vehicles. The bright and spacious main level showcases hardwood flooring, crown moulding and generously proportioned principal rooms. The inviting family room features a gas fireplace and walkout to the elevated deck, while the eat-in kitchen offers granite countertops, stainless steel appliances, centre island and a breakfast area overlooking the backyard. The oversized main-floor primary retreat features his-and-hers closets and a luxurious 5-piece ensuite with freestanding tub and glass shower. Two additional main-floor bedrooms provide excellent closet space, with one offering its own 3-piece ensuite. Main-floor laundry and direct garage access add everyday convenience. The expansive walk-out lower level is ideal for entertaining, featuring a large recreation area, substantial wet bar with seating, gas fireplace, games area, two additional bedrooms and direct access to a covered stone patio and the remarkable backyard. Multiple walkouts create an effortless connection to the peaceful outdoor setting. Ideally located near golf, parks, conservation areas and schools, this is a rare opportunity to enjoy spacious bungalow living in one of Stouffville's distinctive estate communities. Annual community association fee of $40 for maintenance. ***Some Listing Photos, Including Exterior Images, Have Been Virtually Staged With Digitally Added Elements For Illustration Purposes. The Property May Appear Different In Person.***More details
Over $150K spent in upgrades! Rare opportunity to own a beautifully updated home in the heart of Stouffville where timeless character meets modern peace of mind. Custom-ordered, oversized windows and patio doors-rarely found in today's homes-fill the interior with exceptional natural light and create a bright, open connection to the outdoors. This extensively improved property has undergone significant mechanical, structural, and aesthetic upgrades, allowing you to enjoy the charm without concerns. Set behind automatic iron gates, the home opens to a new composite deck w/glass railings-blending modern design and original brickwork, offering a warm, private arrival. Inside, the home features a functional, flexible layout with a spacious foyer, fresh paint and added storage. Main floor includes a custom laundry with a dog wash station/oversize laundry basin for those big messy jobs, built-ins, drying racks, and a versatile bedroom/office. The kitchen is a standout with a large island, extensive storage, and excellent flow into the dining area. The family room extends off the kitchen with a custom sliding door to the deck-perfect for indoor-outdoor living, BBQs, and direct access to the garage. Upstairs, the primary suite features a renovated ensuite with heated floors and reimagined closet with rough-in for future laundry. Two additional bright, well-sized bedrooms complete the upper level. Situated on an impressive 3/4 acre lot with 300 ft depth, the backyard offers a private retreat with a 29' x 14' pool (new equipment), pool house with power and washroom, gazebo, flagstone pathways, fire pit, and gated entry. Offering space, privacy, and exceptional indoor/outdoor living. Major updates include a 2024 heat pump, new A/C, 200-amp service, improved insulation, and windows/doors. Energy audits show 41% lower energy use and 76% lower GHG emissions as compared to use prior to upgrades and renovations. A turnkey home rich in character and thoughtfully upgraded.More details
Data was last updated September 28, 2026 at 06:42 PM (UTC)
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