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.
This VACANT Lot has 853 ft of premium wide frontage with incredible sunset views! This lot islocated 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 Landopportunity to develop hold or build your Country Estate on a sprawling 25.2 Acre parcel ofLand. Property on Clear land with GRAND WIDE VIEWS with no trees in your way. Only a short 10min drive East on Bloomington to Hwy 404, or 11 min south to 407, the Go Station is only a 5min drive on 10th Line. Property assembly maybe possible adjacent east lot. Build your dream hold, create a true family estate, buy and hold many new developmentsin the immediate vicinity with multi million dollar estate homes.More details
This VACANT Lot has 853 ft of premium wide frontage with incredible sunset views! This lot islocated 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 Landopportunity to develop hold or build your Country Estate on a sprawling 25.2 Acre parcel ofLand. Property on Clear land with GRAND WIDE VIEWS with no trees in your way. Only a short 10min drive East on Bloomington to Hwy 404, or 11 min south to 407, the Go Station is only a 5min drive on 10th Line. Property assembly maybe possible adjacent east lot.More details
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
Experience resort-style living in prestigious Sleepy Hollow Estates. Situated on a private 1.07-acre cul-de-sac lot, this extensively renovated luxury estate offers approximately 8,000sq. ft. of finished living space, including approximately 5,911 sq. ft. above grade, a finished lower level, and a self-contained in-law suite. Thoughtfully updated throughout, the home features a designer kitchen, renovated bathrooms, premium flooring, updated lighting, a home theatre, sauna, and an impressive four-season sunroom. The exterior has been transformed with a stunning stucco renovation and contemporary black accents, creating exceptional curb appeal. Step outside to your own private retreat featuring an inground swimming pool, a detached pool house/guest retreat complete with a finished interior space and full bathroom with shower, expansive entertaining areas, mature trees, and exceptional privacy. A rare 5-car garage and parking for numerous vehicles complete this remarkable offering. Perfectly blending luxury, comfort, and functionality, this exceptional estate is ideal for multi-generational living, entertaining, and those seeking a resort-inspired lifestyle just minutes from Main Street Stouffville, golf courses, and Old Elm GO Station.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
Backing onto Greenspace! Over 2,700 sq ft above grade plus a partially finished basement with 4-piece bath. Situated on a premium lot backing onto scenic greenspace with mature trees and walking trails, this spacious home offers 4 bedrooms, 5 bathrooms and an excellent layout. Located within walking distance to Main Street Stouffville, GO Transit, Harry Bowes Public School and Greenwood Park. Property requires significant renovation and updating throughout. Flooring has been removed in portions of the home. An excellent opportunity for renovators, contractors, investors or buyers looking to transform a property in a highly desirable location.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
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. 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 with century charm and original brickwork, offering a warm, private arrival. Inside, the home features a functional, flexible layout with a spacious foyer, fresh paint, added storage, and custom sliding patio doors. Main floor includes a custom laundry with dog wash, 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 are imagined closet with rough-in for future laundry. Two additional bright, well-sized bedrooms complete the upper level. Situated on an impressive % 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. A true turnkey century home-rich in character and upgraded where it matters. Major updates include an electric heat pump with on-demand backup (2024), upgraded 200-amp electrical service with sub-panels, gas line to fireplace, improved insulation, vapour barrier in crawl space, and updated windows and doors. Energy audits reflect approx. 41% reduction in energy use and 76% reduction in greenhouse gas emissions. Turnkey century home-fully upgraded where it matters, offering space, privacy, and exceptional indoor/outdoor living.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! This beautiful and well-maintained home offers over 3,000 sq. ft. of finished living space, 4 bedrooms and 4.5 bathrooms, including a partially finished basement with a 4-piece bathroom. Step inside to a bright two-storey foyer with skylights and upgraded light fixtures. The main floor features hardwood floors, spacious living and dining areas, and an open-concept kitchen and family room. The kitchen has a large centre island, plenty of storage, and a new fridge and stove. Relax in the family room by the fireplace while enjoying views of the greenery behind the home. Upstairs, you'll find four spacious bedrooms, including a large primary bedroom with its own ensuite. The partially finished basement includes a 4-piece bathroom and plenty of space for a rec room, home office, gym or guest area. With a double-car garage, upgraded driveway and a private backyard backing onto green space, this move-in-ready home offers plenty of room for the whole family in a great Stouffville neighbourhood.More details
Data was last updated August 19, 2026 at 06:15 AM (UTC)
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