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
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
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
Experience resort-style living in prestigious Sleepy Hollow Estates. Situated on a private1.07-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 finishedlower level, and a self-contained in-law suite. Thoughtfully updated throughout, the homefeatures a designer kitchen, renovated bathrooms, premium flooring, updated lighting, a hometheatre, sauna, and an impressive four-season sunroom.The exterior has been transformed with a stunning stucco renovation and contemporary blackaccents, creating exceptional curb appeal. Step outside to your own private retreat featuringan inground swimming pool, a detached pool house/guest retreat complete with a finishedinterior space and full bathroom with shower, expansive entertaining areas, mature trees, andexceptional privacy. A rare 5-car garage and parking for numerous vehicles complete thisremarkable offering.Perfectly blending luxury, comfort, and functionality, this exceptional estate is ideal formulti-generational living, entertaining, and those seeking a resort-inspired lifestyle justminutes from Main Street Stouffville, golf courses, and Old Elm GO Station.More details
Welcome To This Remarkable Family Residence Nestled In The Highly Sought-After Sleepy Hollow Estates. Set On A Quiet Cul-De-Sac, This Impressive Home Offers Approximately 3,800 Sq Ft Of Above Grade Living Space, Thoughtfully Designed For Both Everyday Family Living And Entertaining.The Main Level Features An Expansive Family Room Anchored By A Cozy Fireplace And Enhanced By A Walk-Out To A Private Deck Overlooking The Backyard. The Kitchen Showcases Quality Finishes And Ample CabinetryFour Spacious Bedrooms Provide Plenty Of Room For The Entire Family, With The Primary Retreat Offering A Beautifully Renovated Ensuite. Enjoy A Luxurious Soaker Tub, Separate Glass-Enclosed Shower, And Double Vanity With His & Hers Sinks. A Striking Centre Staircase, Brand-New Pot Lights, And Numerous Thoughtful Updates Throughout Further Elevate The Home.Step Outside To Your Own Private Backyard Oasis, Complete With Mature Trees, A Spectacular In-Ground Pool, And Picturesque Views Overlooking The Sleepy Hollow Golf Course.The Fully Finished Basement Offers Excellent Versatility, Featuring A Separate Entrance And Secondary Staircase Access From The Laundry Room. The Layout Provides Excellent Potential For An In-Law Suite, Extended Family Accommodation, Or Additional Living Space.A Rare Three Car Garage Adds Exceptional Convenience And Functionality, Complete With Mezzanine Storage And Rear Access Doors Leading Directly To The Backyard. The Spacious Driveway Provides Additional Parking For Multiple Vehicles.A Rare Opportunity To Own A Spacious, Upgraded Family Home In A Private And Picturesque Setting, Surrounded By Mature Landscaping, Golf Course Views, And The Amenities Of Prestigious Sleepy Hollow Estates.More details
Welcome to 216 Greenwood Road! Situated on a premium lot backing onto mature green space and the Stouffville trail network, this beautifully maintained 4-bedroom home offers exceptional privacy, scenic views and no immediate rear neighbours. Featuring over 3,000 sq. ft. of total finished living space and 4.5 bathrooms, this spacious home is designed for comfortable family living. Step inside to an impressive two-storey foyer with skylights, leading to generous living and dining areas with hardwood flooring. The bright, open-concept kitchen features a large centre island, ample cabinetry, new fridge and stove, and overlooks the inviting family room with a cozy fireplace and picturesque backyard views. Upstairs, discover four generously sized bedrooms, including a spacious primary retreat with a private ensuite. The partially finished basement offers additional versatile living space and a 4-piece bathroom, ideal for a recreation room, home gym, office or guest accommodations. Outside, enjoy a private backyard surrounded by greenery, perfect for entertaining, relaxing or simply enjoying nature. Complete with a double-car garage and upgraded driveway, this move-in-ready home offers the perfect balance of space, privacy and convenience. Ideally located close to schools, parks, walking trails, Main Street Stouffville, shopping and GO Transit. A rare opportunity to enjoy peaceful, nature-inspired living without compromising on everyday convenience!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
Data was last updated October 19, 2026 at 09:15 PM (UTC)
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