Metro & Old Homestead Real Estate for Sale

Welcome to lakefront living at its finest on beautiful Lake Simcoe, located in the historic Orchard Beach community of North Keswick just one hour from Toronto. This exceptional property offers unmatched panoramic water views, spectacular year-round sunsets, and endless outdoor recreation. Inside, the classic Viceroy home features an open-concept layout blending a large, bright living and dining area with a modern kitchen. The space is anchored by 12-foot pot-lit tongue-and-groove pine ceilings, a dramatic floor-to-ceiling granite fireplace, and rich hardwood floors. Multiple walkouts lead to a 400 sq. ft. wrap-around deck overlooking the lake. The functional three-level backsplit design offers three upper-level bedrooms and two recently renovated bathrooms. The fully finished lower level features bright, above-grade windows-perfect as a family room or an optional fourth bedroom-complete with an attached 4-piece bath. Outside, the manicured grounds boast landscape lighting and automated irrigation zones for effortless maintenance. A rear driveway provides easy access to a massive 30' x 45' insulated, heated detached double garage and shop, which uniquely includes two extra guest bedrooms or workspaces and a separate 4-piece bath. The lakeside transforms into a private resort playground, featuring a 160-foot L-shaped dock, a sandy-bottom swimming area, and a large patio atop a 36' x 25' dry boathouse. The boathouse comes equipped with a marine railway and a convenient 2-piece bath. Located just steps from Orchard Beach Golf Club and The Beach Restaurant, this rare waterfront opportunity is not to be missed!

Beautifully Maintained All-Brick Townhouse Is Ideally Located For Easy, Everyday Living With Schools, Public Transit, Shops And Amenities Just Minutes Away. Tucked Away On A Quiet Cul-de-Sac, This Home Features 3 Beautifully Maintained Bedrooms, A Bright And Spacious Living Room Filled With Natural Light, And A Stylish Eat-in Kitchen Complete With Quality Appliances. Enjoy Modern Finishes And Thoughtful Upgrades Throughout. Notable Updates Include A New Furnace With Ecobee (2023), A Gorgeous Walk-Out Deck Off The Kitchen (2021), And Two Beautifully Renovated Bathrooms (2020). Enjoy A Functional, Inviting Layout That's Perfect For Entertaining Or Relaxing, Both Indoors And Out. An Ideal Opportunity For First-time Buyers Or Downsizers Seeking Comfort, Convenience, And Charm. More Than Just A House, It's A Place You'll Truly Feel At Home.

This hidden gem near ROCHES POINTis a little slice of paradise that "MUST BE SEEN" to beappreciated. Inside, the home offers everything you need for an Ideal and Luxurious lifestyle.Enjoy unobstructed, permanent views of the lush green space in front, and a fully landscapedbackyard oasis designed for entertaining complete with a stunning POOL and private sportscourt. Just steps from a beautiful sandy BEACH. This home is "TRULY A MUST SEE PROPERTY!"

Fabulous Rare 3+3 Bedroom Raised Bungalow In Sought-After Keswick North, Situated On A Private 49.21 X 104.99 Ft Mature Fenced Lot. This Well-Maintained Detached Home Features A Bright And Functional Layout With Laminate Floor Throughout, Pot Lights, Updated Light Fixtures, Separate Living And Dining Rooms, And A Spacious Kitchen With Breakfast Area And Walk-Out To Patio And Fully Fenced Backyard. Generous Sized Bedrooms Offer Comfortable Family Living, While The Finished Raised Lower Level Features Large Above-Grade Windows, Excellent Ceiling Height, Additional Bedrooms, Bathroom, And Flexible Extra Living Space Ideal For Extended Family, Guests, Or Home Office Use. Located In A Family-Friendly Neighbourhood Just Steps To Schools, Parks, Transit, Trails, And Walking Distance To Lake Simcoe, With Easy Access To Hwy 404, Recreation Complexes, Golf Courses, Fishing, Biking, And Year-Round Outdoor Activities. A Rare Opportunity To Own A Spacious Raised Bungalow In One Of Keswick's Most Desirable Communities.

Welcome to 724 Lake Dr. N., a rare Lake Simcoe waterfront estate circa 1924, set on a private 1.1-acre lot with 134 ft. of sandy shoreline. Surrounded by cedar hedges, mature trees, perennial gardens, and rolling lawns, this exceptional property offers stunning sunsets, a permanent 150-ft. dock, stone break wall, sandy lakebed, and ownership of a 1-acre water lot extending 330 ft. offshore. The grand entry has plenty of parking and features a stone wall and flagstone patio. Ideal for multigenerational living or a family retreat, the property includes the main residence, an attached guest house, and separate guest quarters affectionately referred to as the "Hedge Hog," offering a total of nearly 4,500 sq. ft. with 9 bedrooms, 6 baths and 3 kitchens. The main house with its stucco finish is warm and character filled with 9' main level ceilings, rich wood floors and a wood burning fireplace in the spacious living room. The large family kitchen includes two walkouts and a pass-through to the dining room, making entertaining effortless. The delightful enclosed sun porch overlooking the landscaped grounds is the perfect place to relax and enjoy a good book or perhaps a lazy afternoon nap on a beautiful summer day. Upstairs, the primary suite enjoys breathtaking lake views and a private 3-pc ensuite. Outside, enjoy swimming, boating, fires by the shoreline, and year-round sunsets from this spectacular waterfront setting. Conveniently located across from 200 acres of hiking trails in Deer Park Forest and close to scenic cycling routes, this is a truly rare and unique opportunity to enjoy the best of Lake Simcoe living.

Come & Fall In Love With This Recently Renovated Family Home Almost 60' Wide Frontage, NO SIDE WALK, With Wrap Around Front Porch With Natural Stones, Over 100k Spent On Upgrades, Modern Gourmet Kitchen With Rainfall Counter, Built-In Buffet Hutch, White Dreamy Porcelain Floors On Main Level, Update Powder Room, Bright & Spacious Family Room With A Gorgeous Stone Fireplace, Own Your Own Oasis, Overlooking Your Salted Water Pool From The Bay Window, Professionally Landscaped To Perfection And The Private Enclosed Backyard. No Side Walk Can Fit 4 Cars On The Driveway, Convenient 2nd Floor Laundry, Luxurious Master Bedroom With Large W/I Closet, Spa-Like 5pcs Ensuite. Additional Feature Includes Partial Finished basement, Awaits For Your Personal Design, 2 Mins To Beautiful Beach, Beach Front Bar & Grill, Schools, Parks, Shopping Just Mins Away, Come Check Out This Beautiful Home.

This stunning detached home is nestled at the end of a quiet cul-de-sac, offering exceptional privacy and backing onto lush natural forest. Enjoy peaceful walks to the nearby lake and immerse yourself in nature right at your doorstep. The spacious garage accommodates up to four vehicles and is equipped with a heating system for added comfort during winter months. The main floor features a highly functional layout with generously sized, sun-filled rooms. The breakfast area opens onto a large backyard deck-perfect for entertaining or relaxing outdoors. A private main-floor office provides ideal space for working or studying from home. The second level offers four spacious bedrooms, including two with their own full ensuite bathrooms. Solid hardwood flooring runs throughout the home, adding warmth and elegance. The primary bedroom overlooks the serene backyard and surrounding forest, creating a truly picturesque retreat. The fully finished basement provides excellent additional living space for work or leisure and includes a dedicated play area thoughtfully designed for children. A full bathroom and heated tile flooring add extra comfort and convenience. The laundry room is conveniently located on the main floor for everyday ease.Situated on an impressive 59 x 184 ft deep lot, the property features an extended driveway with no sidewalk, allowing parking for up to six additional vehicles. The deep backyard backs directly onto natural forest, offering breathtaking views and ultimate tranquility.Meticulously maintained by the owner, this exceptional home is truly not to be missed!Extras:

Just minutes from Lake Simcoe, this exceptional residence is situated on a premium lot and showcases timeless craftsmanship with modern upgrades. 319 Danny Wheeler Blvd. welcomes you with 10-foot main floor ceilings, 9-foot second floor ceilings, and elegant tall doors. - A thoughtfully designed layout offers five spacious bedrooms, each with its own ensuite bathroom, including one semi-ensuite, ideal for multi-generational living or effortless hosting. Hardwood floors flow throughout the home, beautifully illuminated by crystal chandeliers in the dining room, kitchen, breakfast area, and along the staircase. - The chef-inspired kitchen features built-in stainless steel appliances, including a gas cooktop and bar fridge, complemented by quartz countertops and a bright breakfast area that seamlessly connects to the family room. The main-floor ceiling is insulated for added warmth and noise reduction, while pot lights enhance the living space. The home is equipped with gas heating and central air conditioning. - Additional highlights include a double garage, parking for six vehicles, an epoxy-finished garage floor, and two garage door openers with remotes. The backyard is designed for both entertaining and low maintenance, featuring stone-finished landscaping, two gazebos, and a mini bar. Zebra blinds add a minimalistic look with Remote-control in the kitchen and family room. - Located on a quiet street close to schools, parks, and shopping, and only minutes from Lake Simcoe's waterfront and marinas, this home perfectly balances luxury, comfort, and lifestyle. - Still under Tarion.

Minutes from Lake Simcoe, this rare offering combines a versatile property creating an exceptional opportunity. The main home features flexible living with an upper unit offering 3 bedrooms and 1.5 baths, and a main floor unit with 1 bedroom, 1.5 baths, a bonus family room, and a sunroom. An unfinished basement adds further potential for additional living space or rental income. The XL lot opens the door to endless possibilities. Ideally located near schools, transit, shopping, a golf club, and just 10 minutes to Highway 404. Ample parking for 10+ vehicles. A truly unique opportunity to secure space in a prime location.

Welcome to 30 Quiet Heights Lane, nestled on one of Georgina's most desirable cul-de-sacs. Set on just shy of half an acre, this beautifully updated two-storey home offers breathtaking western views overlooking Lake Simcoe and an exceptional blend of space, comfort, and lifestyle. This four-bedroom residence features a bright, open-concept main level with gleaming engineered hardwood floors and sun-filled principal rooms. The recently renovated kitchen is a true showpiece, complete with stainless steel appliances, quartz countertops, custom fixtures, and a well-appointed island-perfect for everyday living and entertaining. The spacious living room provides seamless access to a private backyard oasis featuring a custom two-tiered deck, enclosed gazebo, a prolific cherry tree, and recently installed saltwater hot tub, ideal for hosting gatherings of any size and enjoying evening sunsets overlooking the lake . Also on the main floor is a convenient bedroom with an adjacent, recently renovated three-piece bath featuring a steam shower and high-end luxury finishes-perfect for extended family or multigenerational living. Upstairs, enjoy a true primary retreat, recently expanded to offer ample storage, a walk-in closet, an additional full mirrored double closet, and a spa-like oversized semi-ensuite with custom vanity, luxury fixtures, and a stand-alone soaking tub. Additional highlights include two separate driveways offering abundant parking, a detached garage ideal for a hobbyist or craftsman, & an enclosed front porch with hydro-perfect for enjoying morning sunrises. All of this is conveniently located close to in-town amenities while offering the tranquility and privacy of a rural-like setting. Updates include: Steel Roof on House, Kitchen Renovation with appliances, Bathroom Renovations with Luxury 'Smart' Fixtures, Flooring, Pot Lights, Furnace & A/C, Custom Hidden Storage Pantry, Hot Tub, Enclosed Front Porch with Hydro, Enclosed Gazebo

Welcome to this spacious and beautifully maintained detached home in the Roches Point community. Offering over 3,600 sq ft of finished living space, this property is designed for comfort, functionality, and lifestyle. Ideal for multi-generational living (basement), entertainment-ready backyard, turn-key home, no extra investment needed.Custom-built home with 4+1 bedrooms, including a versatile main-floor room currently used as an office-ideal as a fourth bedroom-plus 3.5 bathrooms on a premium 183' deep lot with no rear neighbours. This location offers privacy, mature trees, and exclusive residents-only beach access approximately a five-minute walk away, while being minutes from marinas, parks, trails, beaches, golf courses, schools, community centres, public transit, and Hwy 404. The main level features a vaulted-ceiling living room with a gas fireplace, an open-concept kitchen, dining, and living area with walkout to the backyard deck, a main-floor primary bedroom with walk-in closet and 5-piece ensuite, a south-facing room suitable as a bedroom or office, a spacious laundry room with built-in cabinetry, and a 2-piece powder room. The upper level includes two bright bedrooms with a shared 4-piece bathroom and an open-to-below layout. The fully finished lower level offers a modern open-concept design with a kitchenette/bar sink, family/TV lounge, recreation area, a generous guest bedroom, and a large 4-piece bathroom with double sinks and a shower with built-in seating. Large windows provide excellent natural light, making the space ideal for extended family or in-law use. Exterior features include a private landscaped backyard with a hardtop gazebo, a custom open-air relaxation shed, a second garden shed, and mature gardens. Additional highlights include a double garage with inside entry, parking for six vehicles, and convenient access to parks, trails, beaches, golf clubs, and local amenities. Toronto is approximately 45-50 minutes away.

TOP-OF-THE-LINE BUILDER FINISHES set the tone in this BEAUTIFULLY upgraded 4-bedroom, 3-bathroom home offering nearly 3,000 sq ft of thoughtfully designed living space in a sought-after, family-friendly neighbourhood. The open-concept main floor is made for entertaining, featuring a sleek modern kitchen with premium appliances, a stunning new backsplash, and brand new kitchen pot lights. New light fixtures throughout the home and automatic blinds add both style and convenience. Upstairs offers 4 generously sized bedrooms, including a spacious primary bedroom with its own double-sink ensuite. A *builder-built walkout basement* offers incredible potential - ready to be customized to your needs, whether for an in-law suite, rental income opportunity, or additional living space. Complete with a double car garage and a BEAUTIFUL exterior presence, this home truly checks every box. Ideally located just off Woodbine Ave and minutes to everyday essentials including Walmart, No Frills, Shoppers Drug Mart, restaurants, parks, schools, and Highway 404, this is the perfect blend of style, comfort, and convenience.

Brand new Custom Built Modern Home, Save more tax under 2026 Ontario new housing incentive, Lakeview from Master Bedroom and roof top terrace, Deep lot of 184ft length, 10' ceiling first floor, 9' 2nd floor, Huge first floor open area walkout to large deck, All 4 bedroom with ensuite, Second Floor laundry room, finished basement with 3pc bathroom, walking to waterfront, close to amenities including Parks, Schools, Shopping, minutes to highway 404.

Historic Hamlet Of Roches Point - This Property Offers Several Different Opportunities!!! Renovate The Existing 2000 Sq. Ft. Century Home - Family Owned Property Since the 1880's. High Ceilings, Wood Doors, Wood Staircase, Parlor Room With Pocket Doors, Country Kitchen With Walkout To Sunroom - Lots Of Hardwood Floors, Original Trim, 5 Bedrooms. Solid Home!! And Build A New Home On The Adjacent Separate Lot. Or Build Two New Homes On The Two Separate Lots. Lots Of Potential!!! Short Stroll To Lake Simcoe & Roches Point Association Private Residence Beaches (Yearly Fee) - Prestigious Neighborhood Of Million Dollar Homes. Just Minutes To Hwy#404 For Commuting. Absolutely Gorgeous Area To Live

Amazing Lakefront Commercial Property- Zoned C5 With Multiple Uses Allowed/ Right Across Beautiful Cook's Bay in Lake Simcoe // Was Used Before As A Coffee Shop But Multiple Uses Are Allowed/ Great Investment// Good Size Lot, Lots Of Parking// You Can Build A Second Floor or An Extension At The Back// This Could Be A Thriving Business All Year Round// Sun Shines On The Property All Day/ Busy All Year Round/ Summer Fishing, Winter Ice Fishing, Water Sports, Tournaments/ Free Boat Launch/ House Has 200 Amp,

NEARLY 2,000 SQ FT, A SHOWPIECE KITCHEN, & A BASEMENT WITH A SEPARATE WALK-UP ENTRANCE! 34 Valleo Street is a Treasure Hill all-brick home built in 2022 with stately curb appeal, showcasing twin front gables, classic brickwork, a covered porch framed by columns, and a double door entry that feels immediately upscale. The layout feels expansive the moment you step in, with nearly 2,000 sq ft, oversized windows, a neutral palette, thoughtful finishes, and zebra blinds throughout for an elevated look. The kitchen is a true highlight with white shaker cabinetry, a hexagon tile backsplash, stone counters, a double sink, and top-of-the-line white Café appliances with brushed copper handles, including a gas stove, microwave, fridge, and dishwasher. The dining and living area opens to the backyard, anchored by a cozy gas fireplace and oversized windows overlooking the yard. Follow the wood staircase to the second level, where the primary suite impresses with a massive walk-in closet and a 5-piece ensuite featuring a dual-sink vanity, a deep soaker tub, and a separate stand-up shower, alongside two additional bedrooms with double closets, upper-level laundry, and a main 4-piece bath. A rear walk-up entrance gives the unfinished basement its own convenient access for future in-law potential and the freedom to shape the space your way, whether that's a theatre room, a gym, or extra bedrooms. Additional highlights include an automatic garage door opener with remotes, 200 amp service, furnace plus a heat pump, rough-in for a central vacuum system and basement bathroom, air humidifier, air exchanger, and drain water heat recovery system. Walking distance to elementary schools, parks, and playgrounds, plus a quick drive to multiple beaches, shopping, dining options, and the high school.

Welcome to carefree lakefront living in this beautifully maintained 2+1 bedroom semi-detached townhouse condo, nestled within an exclusive adult lifestyle community of just 26 homes. Thoughtfully designed with a bright, open layout, this home showcases floor-to-ceiling windows that flood the space with natural light and offer tranquil lake views. The newer kitchen features stone countertops and updated appliances, seamlessly flowing into the living and dining areas. Newer hardwood flooring, crown moulding throughout, and a cozy gas fireplace create an elegant yet welcoming atmosphere. Walk out from both the living and dining rooms to your private deck, complete with dual gas hookups-perfect for entertaining or quiet lakeside relaxation. The spacious primary bedroom overlooks the lake and includes a 4-piece ensuite, while the second bedroom offers a charming sitting area and can easily be converted back to a third bedroom. A versatile loft space provides endless possibilities for a home office, reading nook, or guest retreat, along with insulated storage. Enjoy peace of mind with numerous updates, including a newer furnace, air conditioning, hot water tank, roof, and exterior paint. The lakefront also offers newer dock with stairs for easy access. The complex also offers a shared inground pool for summer enjoyment. A rare opportunity to embrace low-maintenance, lakefront living in a quiet, well-cared-for community-this is a home you'll be proud to call your own.

Enjoy the charm of cottage-style living while staying close to town conveniences. This inviting 4-bedroom, 3-bath home sits on a generous lot near the lake and local amenities. Bright, sun-filled interiors, a cozy farmer's stove, and warm natural wood accents create a relaxed, welcoming feel throughout. The property includes a shed, plenty of parking, and a second building perfect for a home business, creative studio, or guest suite. With security cameras already in place, this property offers comfort, character, and endless potential.

Pristine, one of a kind Custom Contemporary home built in 2021 is located in the Historical Lakeside Community of Orchard Beach and just steps to Lake Simcoe. Beautiful private and fully landscaped, the home overlooks the beautiful sunsets of Cooks Bay and an exclusive neighbourhood parkette. Offering luxury and rich finishings throughout this 2300 Sq. Ft. 3 bedroom, 4 bath home has a pot lit covered porch entry to an exceptional open main level design featuring in-floor radiant heat, pot lights and coffered ceilings throughout. The stunning kitchen with Quartz Counters, Stainless Steel Appliances and large center island is open to the Dining/Living Combo with a floor to ceiling marble gas fireplace, built-in entertainment unit and a walkout to a covered deck featuring a built-in outdoor kitchen and fully fenced yard. The oversized Oak staircase leads to the sky-lit 2nd floor with hardwood floors and a huge primary retreat with 3 piece heated floor ensuite, walk-in closet, marble fireplace and a walkout balcony overlooking the lake. The 2 additional bedrooms feature their very own full ensuites and the 2nd bedroom walks out to a balcony overlooking the parkette. There is also a conveniently located 2nd Floor Laundry. Detached garage and inground sprinkler system. Close to all amenities and perfect for daily walks along the lake this home also offers lake access to 2 private community beaches. Lakeside lifestyle at its best and not one you will want to miss, come see it today!

Attention Developers or Investors, 2 Separate Lots, Prime Real Estate On Prestigious Lake Dr N, With Clear View And Access of Lake Simcoe. Property Has Been Renovated Top to Bottom, 2 Kitchen, 2 Laundry rooms. New Laminate Flooring, Pot Lights, Newer Kitchens, Newer Washrooms, Newer A/C, Newer Furnace. Existing Property Sits On ONE Of The Two Lots. Private Beach Right Across The Street And Available Via Membership Association Approx $60 Per Year. Check Multimedia Link For Additional Pictures.

Enjoy Cottage Lifestyle on Lake Simcoe with Spectacular Views and Sunsets! Luxury Waterfront Property! Tastefully Renovated From Top To Bottom! New Kitchen. Open Concept Living/Dining Area With Floor To Ceiling Windows and Sliding Glass Door That Walks Out To Your Private Deck Overlooking the Lake. Beautiful Stone Fireplace (Wood Burning). Only 26 Homes In This Exclusive Community. Finished 3rd Floor Loft With Vinyl Flooring That Can Be Used As 3rd Bedroom, Office Space, Gym, Storage Etc! Primary Bedroom Has A Huge Walk-In Closet And A Luxurious 3 Piece En-Suite. New Community Dock for Canoe/Kayak/Other Board Launch and Storage. Current Layout On Second Floor Has 2 Large Primary Bedrooms. Original Design Was 3 Bedrooms and Could Be Converted Back. **EXTRAS** Private Covered Carport, Plus Guest Parking Available. Community Inground Heated Pool

Sitting on large 50x150 ft level lot - this three bedroom house is just a quick walk from the lake (it can be seen from the front yard). Main floor laundry room and main floor 2 piece and a full bathroomon the second floor.

Experience lakeside living in this exquisite brick bungalow, on a 50x150 lot, steps from Lake Simcoe, beaches, Keswick residents' park, boat launch, & dock. Outside, a magnificent, fully fenced, large backyard awaits with a custom stone bar, gorgeous surroundings & a large workshop. Enjoy unparalleled privacy thanks to treed and serene surroundings. Features an eat-in kitchen with a walk-out to your huge and private backyard, and a living room with a gas fireplace to relax by. Recent upgrades include a new asphalt driveway (2023), and a roof (2019) with and new gutter guards. Owned furnace & AC! An updated main bath, spacious primary, & second bedroom complete the main level. A separate side entrance leads to a versatile lower level, perfect for an in-law suite or income potential, featuring a large living room, bedroom, bath, general room, & workshop. Bonus: Includes a solid ice fishing house on sleds (currently used as a shed)! Your lakeside dream starts here.