Featured Properties

6 Aileen Lewis Court – Markham

Built In 1850 This Magazine Quality Century Home Sits On A Half Acre Lot On A Cul-De-Sac In The Sought After Markham Heritage Estates. In 2016 This Home Was Renovated And Restored To The Highest Standards With Great Efforts Being Taken To Maintain The Original Charm And Character. Traditional Features Have Been Seamlessly Integrated With…Read More »


Description Built in 2013. Over the past year, the current owner has transformed this home into a magnificent oasis that offers all the features typical of a lifestyle that caters to elegance, sophistication and serenity. Over $650k spent on renovations including a spectacular backyard spa that is magazine worthy. Your family and friends will admire your…Read More »

15 Gooch Park Drive – Big Bay Point Waterfront

Big Bay Point – Waterfront Building Lot with Finished Shoreline and Break-wall.     This particular piece was originally included in a large waterfront parcel that has been in one families name for decades.  In 2009, the parcel was divided in to two large lots.       Prior to the severance, a large cottage…Read More »

View All

30 Tikvah Circle, A Fabulous Waterfront Home In Roches Point

30 Tikvah Circle,  A Fabulous Waterfront Home In Roches Point in the Community of Balfour Beach.   This Direct Lakefront Property Includes A Spectacular Lake Simcoe Setting Including Panoramic Views Of The Lake. Sprawling 3881 Sqft. 4 Season Brick Bungalow W/Large Sun-Filled Principal Rooms, Vaulted Ceilings, Tongue & Groove Walls With Pegged Hdwd Flrs. Separate…Read More »

6299 Concession 3, Goodwood – Schoolhouse Lover’s Dream Home

Welcome to 6299 Concession 3, Goodwood — Schoolhouse Lover’s Dream Home  This unique character home wason the property in 1951 from the logs of an authentic 1887 Muskoka schoolhouse. The original owners arranged to have the schoolhouse and outbuilding disassembled log by log and rebuilt it in its exact footprint. They used the 15’ x 28’…Read More »

Lake Simcoe

14 Ivy Lane – A Special Waterfront Home in Orillia on Grape Island

14 Ivy Lane – A Special Waterfront Home in Orillia on Grape Island. This fabulous waterfront 4-season home is located on Grape Island, just a 5-minute boat ride from the private dock at the end of Forest Avenue in Orillia. Grape Island is a private wholly owned island situated in the narrows on Lake Simcoe….Read More »

1772 Mount Albert Road in Sharon

1772 Mount Albert Road in Sharon is a wonderful home to raise your children.  This well-maintained family home has been substantially renovated including a new gourmet kitchen with granite counters and upgraded appliances and large eating area overlooking the open concept family room.  Rich hardwood floors on the main floor and modern paint tones will…Read More »

Carrying Place Estates – 2.5+ Acre Custom Built Home

Carrying Place Estates – Custom-Built on 2.5+ Acres   Welcome to Carrying Place Estates, this 4-bedroom, 3-bath home is situated on a 2.5+ acre manicured estate lot that offers a private setting and backs on to this sought-after golf course community in King Township.         The property offers fabulous western sunset views…Read More »

203 Hill Farm Road Nobleton

Welcome To 203 Hill Farm Road, Nobleton This is a beautiful estate home in the Country Wide King Country Estate Community in the heart of Nobleton.  Over 5,000 sq. ft. of luxurious living space designed to accommodate two families.  A very unique layout separates the upper and lower space in to separate living space including…Read More »

2015 Regional Road 13 Durham

Welcome to 2015 Regional Road 13, Durham . The private tree-lined driveway meanders to the approach of the house. Completely secluded from the road, this property offers complete privacy and tranquility. This 4-bedroom side-split was custom-built by the current owners and has been carefully maintained over their years of ownership. The vaulted ceilings in both…Read More »

Roches Point – Luxury Waterfront

 Roches Point – Luxury Waterfront   – Approaching the home, the winding laneway peaks your curiosity as to what lies beyond the gentle curve as the home is still not within view. Completely private from the road, the house finally appears and you are immediately impressed with the pale yellow exterior wood siding with black…Read More »

55 Westwind Circle – Georgina

55 Westwind Circle – Georgina Welcome to 55 Westwind Circle, Willow Beach in Georgina Westwind Circle is a private road that offers peace and quiet, little road traffic and mature trees and great neighbours! It is a picturesque circle that is envied by many desiring to live on the lake.   This beautiful custom-built home…Read More »

23 Glenhill Trail in Whitchurch Stouffville

23 Glenhill Trail in Whitchurch Stouffville — Luxury Living Just Above the City   Located at the end of a quiet-cul-de-sac of a small country estate development on the edge of Ballantrae, the backyard and side yard offers maximum privacy and eclectic views of the countryside and of the private forest situated on the property…Read More »

168 Bethel Sdrd – 145 Acre Farm Georgina

Welcome To Peony Hill Farm 168 Bethel Sdrd- 145 Acre Farm in Georgina 168 Bethel Sdrd – 145 Acre Farm 168 Bethel Sdrd – 145 Acre Farm Georgina is known as Peony Hill Farm an L-shaped parcel of gorgeous gently rolling farmland in the Township of Georgina. The house is situated on the high point of the…Read More »

15 Georgina Drive Oro-Medonte-Lake Simcoe

15 Georgina Drive Oro-Medonte-Lake Simcoe Elegant, Inspired and Peaceful.   The Eyrie is an Architectural Masterpiece.  This small, private enclave of luxurious waterfront homes nestled on the shores of Kempenfelt Bay is without a doubt one of the most sought after neighbourhoods in our region. Only minutes to the amenities of downtown Barrie, this neighbourhood…Read More »

194 Cedar Beach Rd Unit 33 – Edengrove Condominium

  WELCOME TO EDENGROVE COMMUNITY ON LAKE SIMCOE IN BEAVERTON, ONTARIO An exclusive award winning 60-unit waterfront condominium development on Lake Simcoe. Edengrove is situated on 11-acres of meticulously groomed property with mature trees and hedges, beautiful gardens and on 600 ft. of shared direct waterfront on Lake Simcoe shared exclusively among the 60-unit holders….Read More »

74 Hedge Road -Jackson’s Point – Luxury Waterfront

This Cape Cod design home was originally built by the Sibbald family in the 1940’s. in 1990, the owners at the time, completed a major renovation which included raising the original cottage and adding a full basement with 8 ft. ceilings. In addition, the owners built a large addition which included the kitchen, sun porch and the second floor.

1294 Spyglass Point – Ramara, Lake Simcoe

Welcome to 1294 Spyglass Point-Lake Simcoe on the east side of Lake Simcoe, just minutes north of Beaverton you will find a private luxury enclave of waterfront homes. Enjoy lakefront living at its best on 1.04 acres of private waterfront with 128 ft. of direct waterfront.

790 Allbright Road, Goodwood

790 Allbright Road, Goodwood situated on 9.29 acres backs on to the North Walker Conservation with miles of trails for riding, walking and skiing. The History of 590 Allbright Road Robert Wells built the log settler’s cabin in 1817. Originally the home was a 1.5 storey, hand hewn log structure measuring 35x22ft with four small…Read More »

901 Lake Dr. N. on Lake Simcoe

901 Lake Dr. N. on Lake Simcoe Magnificent Circa 1864 Waterfront Estate In Eastbourne Community Situated On 1.5 Acres.Completely Renovated Including Large Addition. Updated Thru-Out While Maintaining A Taste Of Yesteryear. Two Large Additions Expands The Living & Entertaining Space. Other Features Include an Inground Pool and Large Separate  Auxiliary Residence. Beautifully Hedged & Backs Onto…Read More »

71 Settlement Park Avenue – Markham

71 Settlement Park Avenue – Markham in the sought after community of cornell This well-appointed all brick family home includes a detached 2-car garage. Located minutes to Markham Stouffville hospital in the sought-after community of Cornell, this home offers an abundance of tranquil living space and professionally landscaped courtyard to outdoor entertaining.  The current owner…Read More »

178 Cochrane Street in Port Perry

178 Cochrane street in Port Perry A Little History  178 Cochrane Street in Port Perry has been showcased in numerous historical books, magazines and articles over its 139 years of history.  Built by Joseph Bigelow, a very prominent businessman and Reeve, his dream was to build an elaborate Italianate estate, and so eloquently named by…Read More »

56 King Street – Woodville

The Manse (Circa 1837) is an undeniably, impeccably restored property that will impressive the most discriminating buyer of historical homes.


The growing need to live just above the city seems to be the goal of many city dwellers. Whether you define the perfect setting as a country home north of Toronto or a lakefront home on Lake Simcoe, the goal is the same — to be within 90-minutes of the city and to live a simpler, more fulfilling life. “Country living” it seems –minimizes the typical distractions of city life and sets the stage to nurture simple luxuries such as spending more time with family and friends and connecting with nature on many levels.

Whether you’re seeking a permanent or secondary residence in Aurora, Brock, East Gwillimbury, Whitchurch Stouffville or Uxbridge, we have the knowledge and experience to find you that perfect home. Waterfront enthusiasts seeking a property along the 225 miles of Lake Simcoe shoreline can rest assured that we will source the best real estate to meet your particular needs in the lakeside communities such as Georgina, Beaverton, Oro Medonte, Big Bay Point, Innisfil or Orillia to name a few.

Read more

Simplicity is the ultimate sophistication.” – Leonardo da Vinci

Certainly for many of us that live and work north of the city, our homes are more than just a retreat. We have purposely created an environment that combines a desire for professional satisfaction with a great quality of life. Living an hour from Toronto offers so many great places to live, work and play.

Small-town life in the communities of Aurora, Brock, East Gwillimbury, Uxbridge and Whitchurch/Stouffville offers a host of benefits that is food for the soul. The rolling hills of Uxbridge, the private enclaves in East Gwillimbury and Whitchurch/Stouffville and the open fields of colourful farmland dotted across the landscape in Brock & Uxbridge are examples of the natural beauty of these areas. The progressive culture, lively downtowns, local food and good schools have placed us front and center as some of the best places to live in Southern Ontario.

Being away from the hectic pace that city life commands, living north of Toronto makes country/waterfront living ideally suited to the new way of life. Technology allows us to run our businesses from home or at least work at home some of the time, and our lifestyle is a big selling point for those of us that place a premium on the ability to seamlessly combine work and play.

We are here to help you make your transition to your new country home as effortlessly as possible.

City House Country Home

The Simplicity Is The Appeal.

So Close, Yet So Far From Ordinary


Buying a Home

Understanding your motivation to buy a home and pinpointing your needs is critical to the search process.

Click here to learn more about buying a home

Selling Your Home

Selling your home and obtaining the best terms requires a plan and a commitment to the marketing and selling process. It requires experience and a sense of trust in the process.

Contact Roxanne Henderson About Selling Your Home

Country Living

Learn more about the art of country living:

City House Country Home is proudly affiliated with
Chestnut Park Real Estate Limited Brokerage and Christie's International Real Estate