Orangeville Real Estate Agent for Small Town Living Near the GTA

Orangeville is a small city on the northwest edge of the GTA. It offers a walkable historic downtown, established neighbourhoods, newer subdivisions, and access to the countryside around Dufferin County. Many people look at Orangeville when they want more space and a stronger small town feel while staying within reach of the GTA for work and family.

I work from one main GTA office and help clients decide whether a move to Orangeville makes sense based on commute, budget, and lifestyle.

Who this page is for

Buyers leaving Brampton, Mississauga, or other GTA cities for more space and quieter streets

Families looking for detached homes and townhomes with larger yards

Downsizers who want a walkable downtown and community feel without being far from the GTA

Investors interested in small town markets with steady demand from growing families

Lifestyle

What it is like to live in Orangeville

Life in Orangeville often includes:

  • A historic main street with shops, restaurants, and local businesses along Broadway and the downtown core
  • Mostly detached and semi detached homes, with a mix of older character houses and newer builds
  • Boutique condo buildings and townhomes in select pockets, often with good access to amenities
  • Strong community feel, local events, and easy access to parks, trails, and nearby lakes
  • Drive based commuting along Highway 10 and County Road 109, with access to 400 series highways within about 30 minutes
Living in Orangeville

Neighbourhood and area overview

Orangeville is not as segmented as larger cities, but buyers often ask about specific pockets:

Downtown and surrounding streets

Downtown and surrounding streets

Older homes with character, walkable access to shops, restaurants, and community events.

Montgomery Village, Orangeville Highlands, Brookhaven, and similar subdivisions

Montgomery Village, Orangeville Highlands, Brookhaven, and similar subdivisions

Newer family neighbourhoods with a lot of detached homes, townhomes, and crescents with parks and schools nearby.

Estate style pockets and edges of town

Estate style pockets and edges of town

Larger lots, more privacy, and quick access out to surrounding rural areas.

How I help

For buyers in Orangeville

  • Compare what your budget buys in Orangeville versus Brampton, Caledon, or other nearby communities
  • Walk through the differences between older homes near downtown and newer subdivisions at the edges of town
  • Break down carrying costs and realistic resale potential so you understand the long term picture
  • Talk through commute times and daily routines so you know what life will actually feel like day to day

For sellers in Orangeville

  • Review recent sales in your pocket and set realistic expectations based on buyer demand for your home type
  • Highlight the lifestyle around your property, whether that is walkability to downtown or family amenities in your subdivision
  • Market to both local buyers and those coming from the GTA who may not know Orangeville yet
  • Negotiate with a focus on firm deals and timelines that give you room to plan your next step

Local amenities buyers ask about

Schools across the public and Catholic boards in and around Orangeville

Walkability of downtown and nearby neighbourhoods

Parks, trails, and recreation facilities in town and in nearby conservation areas

Drive times to Brampton, Mississauga, and other GTA job centres

Frequently asked questions

Is Orangeville more affordable than nearby GTA cities?

In many cases, yes. Orangeville often offers more house and yard for the money compared to some closer in cities, while still giving you access to the GTA within a reasonable drive.

Is Orangeville a good place for families?

Orangeville has a strong family presence, with parks, schools, local sports, and community events that anchor people to the town. Many buyers here are growing families moving up from smaller homes in other cities.

What is the catch?

The main trade off is commute. Most residents drive for work or transit connections in nearby communities. It is important to be honest about how that fits into your life before making the move.

Thinking about a move in or out of Orangeville?

If you are curious about what a move to Orangeville would actually look like, or you are thinking about selling a home here, reach out. I will walk you through the pros, cons, and numbers so you can decide whether Orangeville is the right fit for your next chapter.

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25-36/190
  • 452 Jay Crescent: Orangeville House for sale : MLS®# W13523460

    452 Jay Crescent Orangeville Orangeville L9W 4Z2
    Main Photo: 452 Jay Crescent: Orangeville House for sale : MLS®# W13523460
    $799,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13523460
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome To This Well-Designed 3+1 Bedroom Detached Home In A Desirable South Orangeville Location. Offering A Functional Layout With Durable Ceramic And Laminate Flooring Throughout, This Home Is Perfect For Growing Families.Enjoy The Convenience Of Direct Garage Access Into The Home And Main Floor Laundry. The Family-Size Kitchen Is A Chef's Dream, Featuring Elegant Quartz Countertops, A Single/Double Size Sink, And A Breakfast Bar - Ideal For Casual Dining. Step Out From The Kitchen To Your Private Deck, Perfect For Entertaining Or Relaxing Outdoors.Upstairs, You'll Find A Spacious Second Floor Family Room With Fireplace - Great For Family Movie Nights Or Easily Modified Into A 4th Bedroom To Suit Your Needs.The Primary Bedroom Is A True Retreat, Boasting A Spa-Like Ensuite With A Soak Tub And Separate Shower, Plus A Walk-In Closet Complete With Custom Organizers.The Finished Basement Adds Valuable Living Space With A Fourth Bedroom, Semi-Ensuite Bathroom, Second Kitchen, Spacious Rec Room, And A Workshop - Perfect For Extended Family, Guests, Or A Home-Based Business.Don't Miss This Move-In-Ready Gem, Available This Summer! More details
    Listed by ROYALTY PLUS REALTY CORP.
  • 164 Courtney Crescent: Orangeville House for sale : MLS®# W13519726

    164 Courtney Crescent Orangeville Orangeville L9W 4S4
    Main Photo: 164 Courtney Crescent: Orangeville House for sale : MLS®# W13519726
    $719,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13519726
    Bedrooms:
    4
    Bathrooms:
    2
    Bright & Welcoming 3+1 Bedroom Home in Family Friendly Location. Covered Front Porch Entry into Open Foyer with Convenient 2pc Powder Room. Traditional Spacious Kitchen with Easy Flow into Open Concept Dining & Living Rooms, with Lg Windows & Patio Doors that Walk Out to Raised BBQ Lounging Deck & Private Backyard. 2nd Level with 3 Good Size Bedrooms. Primary with Barn Board Feature Wall, Lg Window & Wall Closet w/ Organizer. Lg Hallway Storage & Linen Closets plus Main 4pc Bath. Finished Lower Level with Bedroom/Office, Laundry/ Utility Rm with Lg Window. Bright Spacious Rec Room w/ Sliding Doors that Walk Out to Stone Patio & Yard with Side Gate Perennial Gardens & Lots of Backyard Green Space for Family, Friends & Pets to Enjoy. 1 Car Garage w/ Opener, Storage Space & Workbench. Close to Schools, Park and Minutes from Downtown Orangeville with All Amenities & Activities. More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 19 Cardwell Street: Orangeville House for sale : MLS®# W13520326

    19 Cardwell Street Orangeville Orangeville L9W 2V7
    Main Photo: 19 Cardwell Street: Orangeville House for sale : MLS®# W13520326
    $859,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13520326
    Bedrooms:
    5
    Bathrooms:
    3
    *LEGAL BASEMENT*Welcome to 19 Cardwell Street a beautifully maintained bungalow nestled in one of Orangeville's most family-friendly neighbourhood.Step inside to a bright, open-concept living and dining area filled with natural light, offering a warm and functional space for everyday living and effortless entertaining. The well-appointed kitchen walks out directly to a mature, private backyard a peaceful retreat perfect for summer barbecues, gardening, or unwinding after a long day.The main floor features three spacious bedrooms with plenty of closet space, while the legal finished basement adds two additional bedrooms and significantly expands the home's living potential. Whether you're looking for extra space for a growing family, multi-generational living, or added income potential, this setup offers incredible flexibility. With three bathrooms throughout the home, comfort and convenience are built in for the whole household.Outside, the location is hard to beat. You're steps from Every Kids Park, situated on a school bus route, and just minutes from the Highway bypass, making daily commuting simple and convenient. Shopping, dining, schools, parks, and all of Orangeville's downtown charm are close at hand.Whether you're a first-time buyer, a growing family, or a savvy investor, 19 Cardwell Street delivers outstanding value with the added benefit of a legal basement in a location that truly has it all.Don't miss this one book your private showing today. More details
    Listed by RE/MAX MILLENNIUM REAL ESTATE
  • 103 Hunter Road: Orangeville House for sale : MLS®# W13520780

    103 Hunter Road Orangeville Orangeville L9W 5C2
    Main Photo: 103 Hunter Road: Orangeville House for sale : MLS®# W13520780
    $919,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13520780
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 103 Hunter Road, a rare income generating opportunity in Orangeville's sought after West End! This exceptional property stands out for its incredible versatility, offering 2 fully self contained lower level units in addition to the main family home - ideal for rental income, multi-generational living, or mortgage support. With 3 separate living spaces in total, this property combines modern updates, flexible functionality, and natural beauty in one turnkey package. The main floor showcases an open concept design with a bright kitchen, spacious living and dining areas, and a walkout to an elevated deck overlooking serene green space. Two generous bedrooms on this level each feature their own private ensuite bathrooms. Downstairs, the fully finished walkout basement includes 2 private in-law suites, each with its own entrance, kitchen, living area, bedroom, and 4 piece ensuite. Set on a beautifully landscaped lot backing onto lush green space, this meticulously maintained home offers both privacy and strong income potential - a true investment in comfort and versatility. Don't miss your chance to own this one-of-a-kind property. Take a look for yourself today! ** Versatile main floor family room can also function as and is being listed as a third bedroom ** More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 33 Paula Court: Orangeville House for sale : MLS®# W13512300

    33 Paula Court Orangeville Orangeville L9W 5V1
    Main Photo: 33 Paula Court: Orangeville House for sale : MLS®# W13512300
    $989,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13512300
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this stunning, meticulously maintained family home, ideally situated on a quiet cul-de-sac in the highly sought after Highland Ridge community. Set on a premium reverse pie-shaped lot. This beautiful open-concept 2-storey home offers the perfect blend of comfort, style and functionality. Enter through impressive double doors into a bright, spacious main level featuring a welcoming foyer, convenient powder room, elegant dining area, inviting great room with cozy gas fireplace, and a beautifully appointed kitchen complete with gleaming granite countertops, ceramic backsplash, centre island, and stainless steel appliances. Large sliding doors off the dining area lead to an oversized deck-perfect for family BBQs and entertaining. Upstairs, the elegant hardwood staircase leads to 4 generously sized bedrooms with gleaming hardwood floors, a 3-piece bath and a dedicated laundry room for added convenience. The spacious primary retreat features double closets. More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 52 Carlton Drive: Orangeville House for sale : MLS®# W13513062

    52 Carlton Drive Orangeville Orangeville L9W 2X9
    Main Photo: 52 Carlton Drive: Orangeville House for sale : MLS®# W13513062
    $629,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13513062
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to this move-in ready home perfect for first time buyers or downsizers! Situated in a quiet neighborhood within walking distance of Parkinson Centennial Public School (elementary), parks, shopping & transit, this home is ready for it's next owners. You will notice the stylish engineered hardwood flooring throughout the main and upper levels. The large bay window in the living room offers tons of bright natural light. The kitchen was renovated with quartz counter tops & stainless steel appliances (2024) and has space to prep, cook and eat. There is a convenient side entrance that connects to this level as well. The Upper level has 3 comfortable bedrooms and a 4pc bath. Use one of the bedrooms for work from home office space if desired. Put your creative ideas to use and design the Lower level as you wish. A few steps down from the Main level is an open concept area with another finished 4pc. bath. Above-grade windows brightens up this level. The rental Hot Water tank was replaced in 2025. The Washer & Dryer were replaced in 2022. A large fenced in back yard has lots of potential for gardening and entertaining with a shed for ample storage. The long driveway fits up to 3 cars. Come enjoy the community of Orangeville with all amenities within a few minutes, as well as Hwy 10 only about a 5 minute drive that connects you to the big cities. More details
    Listed by CENTURY 21 MILLENNIUM INC.
  • 72 Broadway: Orangeville Commercial for sale : MLS®# W13513246

    72 Broadway Orangeville Orangeville L9W 1J9
    Main Photo: 72 Broadway: Orangeville Commercial for sale : MLS®# W13513246
    $929,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W13513246
    Major Bus.:
    Fast Food/Takeout
    Total Area:
    3,136.32 sq. ft.
    Prime opportunity in the heart of downtown Orangeville! 72 Broadway offers a turnkey Juicery & Açaí business opportunity with additional rental income from the second-floor tenant, all in a high-visibility Broadway location. Positioned along one of Orangeville's most active and walkable downtown corridors, this property offers excellent street exposure, steady pedestrian traffic, and convenient rear parking for customers and staff. The main floor is set up as a ready-to-go Juicery and Açaí business, designed around fresh juices, smoothies, açaí bowls, grab-and-go offerings, and wellness-focused food options. Ideal for an entrepreneur, owner-operator, business buyer, or investor looking to step into a health-focused food and beverage opportunity without starting from scratch. The added income from the second-floor tenant creates an additional revenue stream and enhances the overall investment appeal. With its prime downtown location, turnkey business setup, immediate takeover potential, rear parking, and supplementary rental income, this is a rare opportunity to secure a business and income-producing property in one of Orangeville's most desirable commercial areas. More details
    Listed by ANALYST REALTY INC.
  • 30 Dawson Road: Orangeville House for sale : MLS®# W13514858

    30 Dawson Road Orangeville Orangeville L9W 2W3
    Main Photo: 30 Dawson Road: Orangeville House for sale : MLS®# W13514858
    $639,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13514858
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 30 Dawson Road - a 3+2 - bed, 3-bath FREEHOLD NO FEES AT ALL townhome in the heart of Orangeville! Gleaming hardwood floors, spacious principal rooms & abundant natural light throughout. Renovated kitchen w/ modern cabinetry & ceramics opens to a quiet private deck. Primary retreat features walk-in closet & semi-ensuite. Finished basement with 2 rooms, full washroom and laundry. Built-in garage w/ opener & fully fenced yard. Water quality is a priority here - enjoy an owned reverse osmosis system for pure, clean drinking water at the tap, plus a whole-home water filtration system ensuring every drop for bathing, cooking & cleaning is filtered & softened. No rental fees! Recent upgrades: shingles (2018), kitchen & ceramics (2017), windows & interior doors (2017), bsmt washroom (2019), master bathrm refresh, A/C (2014), skylight & fresh paint throughout. Prime location at Broadway & Dawson - walk to FreshCo grocery (steps away), Il Corso Ristorante, boutique shops. Orangeville District Memorial Hospital minutes away. Schools, parks & trails all within walking distance incl. EveryKidsPark & 20km+ of multi-use trails. Easy access to Hwy 10 & Hwy 9 - Brampton approx. 40 mins. Near Island Lake Conservation Area, Hockley Valley & Mono Cliffs Provincial Parks. A true turnkey gem - nothing to do but move in! More details
    Listed by LPT REALTY
  • 168 PRESTON Drive: Orangeville House for sale : MLS®# W13512750

    168 PRESTON Drive Orangeville Orangeville L9W 0C9
    Main Photo: 168 PRESTON Drive: Orangeville House for sale : MLS®# W13512750
    $649,900
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    W13512750
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to this clean and pristine freehold townhouse located in one of the area's most sought-after neighbourhoods! Featuring 3 spacious bedrooms, 2 bathrooms and a private fully fenced backyard, this home is perfect for first-time buyers, young families, or those looking to downsize. Pride of ownership is evident throughout with a well-maintained interior that shows beautifully. The unfinished lower level offers a blank canvas, ready for your personal touch and future expansion. Conveniently located close to parks, scenic trails, shopping, schools, and everyday amenities, this is a fantastic opportunity to own a move-in-ready home in a family-friendly community. Kiss your Landlord goodbye. More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 27 31 Parkview Drive: Orangeville Condo Townhouse for sale : MLS®# W13505676

    27 31 Parkview Drive Orangeville Orangeville L9W 4H7
    Main Photo: 27 31 Parkview Drive: Orangeville Condo Townhouse for sale : MLS®# W13505676
    $519,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13505676
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to this well-maintained 3-bedroom end unit townhouse located in a quiet, well cared for complex. The main floor offers a spacious living room and an inviting eat-in kitchen with a walk-out to a private deck perfect for barbecuing and entertaining. Upstairs you'll find three generously sized bedrooms, including a primary bedroom featuring a walk-in closet. The finished basement provides a large recreation room with ample space for a home office or additional living area, along with a convenient 2 piece bathroom and a separate laundry room. Ideally situated close to schools, parks and everyday amenities, this home is perfect for the first time buyer, downsizers or investors looking for comfort, space and value More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 25 16 Fourth Street: Orangeville Condo Apartment for sale : MLS®# W13506720

    25 16 Fourth Street Orangeville Orangeville L9W 4N7
    Main Photo: 25 16 Fourth Street: Orangeville Condo Apartment for sale : MLS®# W13506720
    $474,990
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13506720
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to this bright and spacious 2-bedroom condo. Situated in the well maintained Orangeway Garden building and within walking distance to local shops, popular farmers market, restaurants, and nearby parks. Experience the ease of condo living with snow clearing handled for you, plus maintenance fees that include Rogers internet and cable TV, providing excellent overall value. Flooded with natural light, the home features a spacious kitchen with abundant cupboard space, a separate pantry, and a breakfast island with seating for up to four, ideal for casual dining and entertaining. The open concept living and dining area provides plenty of room to relax and steps out to a private balcony. The primary bedroom is complete with a large walk-in closet and convenient semi-ensuite bathroom access, while the second bedroom offers flexibility for guests, a home office, or growing families. Enjoy the added convenience of a generously sized in-suite laundry room, offering extra storage and functionality. This unit truly stands out with a rare, oversized walk-in storage locker located on the ground floor in the main lobby, ideal for bicycles, mobility equipment, golf clubs, and more. Don't miss your chance to make it yours! More details
    Listed by ONE PERCENT REALTY LTD.
  • 111 Diane Drive: Orangeville House for sale : MLS®# W13506774

    111 Diane Drive Orangeville Orangeville L9W 3M9
    Main Photo: 111 Diane Drive: Orangeville House for sale : MLS®# W13506774
    $745,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13506774
    Bedrooms:
    4
    Bathrooms:
    2
    When Lot Size Matters to you. Opportunities like this don't come along often! This spacious and beautifully maintained 4-bedroom family home offers exceptional value in a sought-after neighborhood. With parking for up to 6 vehicles and a large, private backyard with no rear neighbors, you'll have all the space your family needs. The outdoor oasis features a large above-ground pool (approx. 2020), multiple decks and patios, storage sheds, and plenty of room for entertaining, relaxing, and enjoying summer with family and friends. Inside, you'll find a bright, open-concept layout designed for comfortable family living. The welcoming foyer features a new front door in 2025, pot lights, with additional pot lighting in the family room and finished basement. The cozy family room showcases a beautiful wood-burning fireplace with an iron insert and offers a walkout to the fully fenced backyard. The spacious living and dining rooms flow seamlessly into the kitchen, creating an ideal space for both everyday living and entertaining. The primary bedroom features his-and-hers closets with convenient semi-Ensuite access to the main bathroom. Interior access to the garage from the foyer adds everyday convenience. This home has been lovingly cared for and updated throughout, including: Furnace, central air conditioning, and on-demand water heater (2021), roof (2023), paved driveway (2023), patio door (2020), front door (2025), and above-ground pool (approx. 2020).Ideally located within walking distance to shopping, schools, the recreation centre, public transit, and other everyday amenities, this move-in-ready home truly offers the perfect combination of space, privacy, location, and value. Don't miss your chance to make this exceptional family home your own! PS the big front tree is a beautiful Mulberry Tree. Basement also has a huge Storage area for all your stuff and more. More details
    Listed by HOME REAL ESTATE CORPORATION
25-36/190
Data was last updated July 13, 2026 at 01:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.