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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1-12/184
  • 90 Mill Street: Orangeville House for sale : MLS®# W13464974

    90 Mill Street Orangeville Orangeville L9W 2M7
    Main Photo: 90 Mill Street: Orangeville House for sale : MLS®# W13464974
    $1,049,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13464974
    Bedrooms:
    4
    Bathrooms:
    3
    There's a MILLION reasons to love 90 Mill Street. This beautifully renovated four-bedroom, three-bathroom home delivers the perfect family layout with timeless character and modern comfort throughout. Inside, rich hardwood floors and a soft neutral palette flow through thoughtfully designed spaces. The kitchen anchors the main level with an oversized island, quartz countertops, and custom cabinetry to the ceiling, opening to the dining area and an inviting living room centred on a focal stone gas fireplace. A mudroom with shiplap built-ins, main floor laundry, powder room, and a flexible bedroom, family room or office complete the main floor. Upstairs, the primary suite offers dual closets and a luxurious five-piece ensuite with freestanding soaker tub and tiled walk-in shower. Two additional bedrooms and a gorgeous four-piece bathroom complete the upper level. This is a home with everything a growing family needs. Out back, a fully fenced yard with an interlock patio perfect for dining and relaxing, a fire pit for easy evenings, and a trail right at the back fence for morning walks and weekend adventures. The heated 17' x 30' detached garage offers serious utility and incredible storage. Walk out the front door to everything that makes Orangeville worth living in. The farmers market, favourite cafes, restaurants, parks, and schools all within easy reach. Originally built in 1873 as one of Orangeville's first railway-era hotels, 90 Mill Street has been many things to many people. Today it might just be exactly what you've been looking for. More details
    Listed by ROYAL LEPAGE RCR REALTY
  • 7 48 Centennial Road: Orangeville Commercial for sale : MLS®# W13459674

    7 48 Centennial Road Orangeville Orangeville L9W 3T4
    Main Photo: 7 48 Centennial Road: Orangeville Commercial for sale : MLS®# W13459674
    $499,900 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W13459674
    Major Bus.:
    Other
    Total Area:
    1,351 sq. ft.
    This exceptional opportunity offers ownership of a unit that is partially leased, generating business or to lease for additional revenue. This versatile industrial unit includes three offices, reception, a washroom, and additional second-floor storage. Ideally situated just income to cover all operating expenses. The remaining space is vacant ideal for your own north of Centennial Road, the property benefits from high visibility with prominent signage. Zoned M1, it supports a wide range of permitted uses. More details
    Listed by ROYAL LEPAGE ASSOCIATES REALTY
  • 35 Drew Brown Boulevard: Orangeville House for sale : MLS®# W13464080

    35 Drew Brown Boulevard Orangeville Orangeville L9W 6Z6
    Main Photo: 35 Drew Brown Boulevard: Orangeville House for sale : MLS®# W13464080
    $999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13464080
    Bedrooms:
    4
    Bathrooms:
    4
    Stunning corner detached home with exceptional curb appeal and a thoughtfully designed layout, perfect for family living and entertaining. Enjoy a spacious family room with a cozy fireplace, a kitchen featuring a large island, and a versatile separate dining room paired with a generous living area. Beautiful hardwood flooring spans the main floor, complemented by elegant tile in the kitchen. Upstairs, you'll find three well-sized bedrooms, including a luxurious master suite with a 5-pc ensuite and a walk-in closet with custom organizers. The finished legal basement with separate entrance includes living area, one bedroom, a full kitchen, and a washroom ideal for extended family or rental income. Soaring 9-ft ceilings throughout main floor add to the sense of space. Additional features include a practical mudroom, dedicated separate laundry room (above ground and basement), and freshly painted interiors. Exterior highlights include a full brick facade, spacious front and back yards, exterior pot lights, a fully fenced yard, and an attached 2-car garage. A true gem on a premium lot-move-in ready and not to be missed! All pictures are virtually stagged. More details
    Listed by HOMELIFE/MIRACLE REALTY LTD
  • 29 Alder Street: Orangeville House for sale : MLS®# W13454592

    29 Alder Street Orangeville Orangeville L9W 5A5
    Main Photo: 29 Alder Street: Orangeville House for sale : MLS®# W13454592
    $1,005,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13454592
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 29 Alder Street in Orangeville, a beautifully maintained 3+1 bedroom, 4 bathroom home offering spacious family living w/ the added bonus of a finished lower level and the opportunity for a quick & easy in-law suite conversion. From the moment you arrive, this home makes a strong impression with its charming curb appeal, double car garage, and inviting front entry. Inside features a bright and functional layout with a spacious foyer, convenient powder room, soaring ceiling over the dining area, and hardwood flooring through the principal living spaces. The living room is filled with natural light and a cozy fireplace, while the updated kitchen offers plenty of cabinet space, stainless steel appliances, ample prep space, and a breakfast bar overlooking the family room. This home offers 3 well-sized bedrooms, including a generous primary bedroom complete with a walk-in closet and a beautifully updated ensuite with double sinks, glass shower, and soaker tub. The upper level also offers another full bathroom and the added convenience of second-floor laundry. The finished basement extends your living space with a wet bar, bright living space, bedroom area, and full bathroom, creating excellent flexibility for extended family, guests, or multi-generational living. Step outside to enjoy a private backyard with mature trees, a large lawn, covered patio area, hot tub, and deck space for relaxing or entertaining. Located in a desirable Orangeville neighbourhood close to parks, schools, and amenities, this is a fantastic opportunity to own a spacious home with room for the whole family. More details
    Listed by REAL BROKER ONTARIO LTD.
  • 15 - 17 York Street: Orangeville House for sale : MLS®# W13455468

    15 - 17 York Street Orangeville Orangeville L9W 1L7
    Main Photo: 15 - 17 York Street: Orangeville House for sale : MLS®# W13455468
    $2,999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13455468
    Bedrooms:
    7
    Bathrooms:
    5
    Welcome to 15-17 York Street where old original meet new addition and an incredible 4 Car Garage And Carriage house! Located in the heart of Orangeville where you can walk to amazing restaurants, schools and shops. This home sits on a lot that widens to 118 feet with a depth of 288 feet backing on to green space. Beautiful design it has to be seen to be appreciated. Main floor boasts a spacious front office and entry, open space dining and living room with double sided gas fireplace. Fabulous Kitchen with Family size centre island and a chef's dream of a kitchen. Double Ovens, Gas cook top, all leading out to the wonderful covered porch with outdoor cook space and mounted outdoor TV! The deck with gas fireplace over looks the massive back yard that makes you feel like you are at the cottage. Rough in for in ground pool and hot tub just waiting for your final touch. More details
    Listed by ROYAL HOMES AND CONDOS REALTY
  • 31 31 Orange Mill Court: Orangeville Condo Townhouse for sale : MLS®# W13458946

    31 31 Orange Mill Court Orangeville Orangeville L9W 3R6
    Main Photo: 31 31 Orange Mill Court: Orangeville Condo Townhouse for sale : MLS®# W13458946
    $549,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13458946
    Bedrooms:
    3
    Bathrooms:
    1
    Your first home starts here-and it's a good one. Welcome to Orangeville, where comfort meets convenience in this stylish 3-bedroom condo townhouse that's anything but basic. Step inside to a bright, open-concept layout with sleek laminate floors and modern finishes that instantly feel like home. The kitchen? Made for real life. A breakfast bar, easy flow into the living and dining space, and the perfect setup for hosting friends or keeping things casual on a weeknight. Upstairs, you've got 3 generous bedrooms-plenty of space to grow, work from home, or plan for what's next. Downstairs, a cozy basement adds that extra flex space for movie nights, workouts, or just kicking back. And then there's the backyard-your own private little escape. A low-maintenance flagstone patio means more relaxing, less upkeep. Summer BBQs, morning coffee, evening wine... it's all here. All of this just minutes from shops, restaurants, parks, and everything that makes Orangeville such a great place to call home. If you've been waiting for the right first home-this is it. More details
    Listed by ROYAL LEPAGE SUPREME REALTY
  • 505 200 Broadway Avenue: Orangeville Condo Apartment for sale : MLS®# W13449172

    505 200 Broadway Avenue Orangeville Orangeville L9W 5G3
    Main Photo: 505 200 Broadway Avenue: Orangeville Condo Apartment for sale : MLS®# W13449172
    $639,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13449172
    Bedrooms:
    2
    Bathrooms:
    2
    Very rarely offered unit in an extremely sought after Building in Orangeville. Very Large Newly Painted Open Unit that has an oversized modern Full "Eat-In" kitchen, recently renovated, that flows into lovely dining and living areas + open concept sitting/sunroom flooded with natural light from Floor to Ceiling and Wall to Wall extra large window area. Newer Modern Vinyl Flooring runs throughout the unit. Hard to Find 2 Full recently upgraded Bathrooms! Ensuite laundry. It has a very unique underground parking spot, equipped with its own Electric Vehicle Charging Station. A real bonus! Locker for Storage. Large Primary bedroom and 3 piece ensuite. Located within walking distance to local downtown shopping, restaurants, pharmacy, medical clinic, theatres, and so much more...Rogers Xfinity Cable TV "Bulk VIP Bundle" + Highspeed Internet (1 GB Download) included with condo fees (previously advertised retail value of approximately $215 +tax) and opportunity for rogers home phone discount program. Full Schedule of Endless Social Gatherings , Euchre Nights, Men's Billiards, Beginner Chair Yoga, Book Club, Social Club and Movie Night.. 2 Virtual Staging pictures (eat-in table and second bedroom bedset) have been added. More details
    Listed by ONE PERCENT REALTY LTD.
  • 345 Rebecca Drive: Orangeville House for sale : MLS®# W13450014

    345 Rebecca Drive Orangeville Orangeville L9W 4P5
    Main Photo: 345 Rebecca Drive: Orangeville House for sale : MLS®# W13450014
    $799,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13450014
    Bedrooms:
    3
    Bathrooms:
    2
    Beautifully renovated, move-in ready home nestled in a family-friendly Orangeville neighbourhood. Offering 3 bedrooms, 2 bathrooms, and approximately 1,350 sq ft of thoughtfully updated living space, this home blends modern style with everyday functionality. Over the past two years, the entire home has been professionally upgraded from top to bottom. Step inside to find warm oak vinyl flooring throughout, updated trim, pot lights, crown moulding, and a clean, modern finish with skimmed ceilings and new railings. The stunning front-facing kitchen makes an immediate impression, featuring quartz countertops, a large island with seating, stainless steel appliances, soft-close cabinetry, and sleek designer finishes. The open-concept layout seamlessly connects the kitchen, dining, and living areas-perfect for entertaining or family life. Walk out from the living room to a raised deck, ideal for summer BBQs and relaxing outdoors. A convenient main floor laundry/mudroom with built-in storage and garage access adds everyday practicality. Upstairs, the spacious primary bedroom offers a walk-in closet and cheater access to a beautifully updated 3-piece bathroom with a large dual-head shower. Two additional bedrooms provide flexibility for family, guests, or a home office. The walk-out basement is full of potential, offering the opportunity to create additional living space, a rec room, or even an in-law setup. Outside, enjoy a fully fenced backyard with mature trees, a new shed, and plenty of space to unwind. The interlock driveway and 1-car garage (with EV charger potential) add curb appeal and convenience. Located within walking distance to schools and close to parks, trails, and commuter routes, this home checks all the boxes for families and professionals alike. More details
    Listed by EXP REALTY
  • 101 Glengarry Road: Orangeville House for sale : MLS®# W13450036

    101 Glengarry Road Orangeville Orangeville L9W 5E4
    Main Photo: 101 Glengarry Road: Orangeville House for sale : MLS®# W13450036
    $799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13450036
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome To 101 Glengarry Rd! This Raised Bungalow Is Located In The Sought After West End Of Orangeville. Features An In-Law Apartment With Its Own Garage Separate Entrance Perfect for Extended Families Or Potential Additional Income. Shared Laundry Room With Separate Entrances From Both Units. The Main Floor Has Three Bedrooms, A Large Living Room With Vaulted Ceilings. Impressive Eat-In Kitchen That Walks You Out To Your Back Yard Oasis Featuring A 10' X 12' Gazebo Perfect For Entertaining Family And Friends! The Basement Apartment Has One Large bedroom, Huge Kitchen And Very Cozy Living Room With Its Very Own Gas Fireplace. Everything You Need Is Within Walking Distance! More details
    Listed by RE/MAX REALTY SERVICES INC.
  • 199 Broadway: Orangeville Commercial for sale : MLS®# W13443940

    199 Broadway Orangeville Orangeville L9W 1K2
    Main Photo: 199 Broadway: Orangeville Commercial for sale : MLS®# W13443940
    $349,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W13443940
    Major Bus.:
    Restaurant
    Total Area:
    3,500 sq. ft.
    Opportunity knocks at one of Orangeville's most iconic downtown locations! Exceptional turnkey upscale bistro perfectly positioned on a prime corner in the vibrant heart of downtown, offering outstanding exposure and plenty of foot traffic. Licensed for 125 guests, this stunning establishment features a fully licensed patio, elegant private dining and meeting rooms, soaring ceilings, and beautifully curated décor that creates an unforgettable atmosphere. The fully equipped professional kitchen, along with meticulously maintained furnishings and dining appointments, make this a seamless opportunity for an ambitious restaurateur or investor. Bring your vision to life and elevate an already thriving operation to the next level! More details
    Listed by REVEL REALTY INC.
  • 109 Century Drive: Orangeville House for sale : MLS®# W13444782

    109 Century Drive Orangeville Orangeville L9W 3S2
    Main Photo: 109 Century Drive: Orangeville House for sale : MLS®# W13444782
    $599,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13444782
    Bedrooms:
    3
    Bathrooms:
    2
    ** Open House - Saturday June 20th 1pm to 3pm! ** Attention first time buyers or investors! 109 Century Drive has been much loved and lived in by the current owners for over 30 years and its now ready to welcome its new owners! This move in ready, end unit, freehold townhouse is sure to please and is priced for action! From arriving at the home, you will appreciate the resurfaced('23), 2 car driveway and welcoming front deck with canopy gazebo. The main floor features laminate flooring ('23), generous foyer and conveniant mud/storage room with garage entry. Enjoy cooking in the refreshed kitchen with new flooring ("25), updated counters and sink, and fridge and DW are 2 years old. The living room and dining areas are bright and will fit your family gatherings. Upstairs features 3 spacious bedrooms and primary bedroom has 2 windows and WI closet. The main 4pce bathroom has also been updated! Downstairs the family can gather for TV or game nights in the finished rec room with laminate floors and 2 pce bath room. If you love entertaining...this homes mature backyard is sure to please you! It boasts huge covered deck with skylights, perfect for large family or friends get togethers and even has sink for BBQ cleanups! There are 2 further decks, one 10x10 for sunning and the other at side of house! Other updates include- Water softener( '24), furnace aprox('20), fascia/eavestroughs/gutter guards ('23), hydro panel ('20), roof shingled aprox ('15) , and windows replaced throughout over various years. All close to schools, shopping, recreation centre, and Riddell Rd for easy commuting! Dont miss your chance on this one! More details
    Listed by ROYAL LEPAGE RCR REALTY
  • 24 68 First Street: Orangeville House for sale : MLS®# W13447388

    24 68 First Street Orangeville Orangeville L9W 2E4
    OPEN HOUSE: Jun 21, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, June 21, 2026 2:00PM - 4:00PM
    Main Photo: 24 68 First Street: Orangeville House for sale : MLS®# W13447388
    $639,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13447388
    Bedrooms:
    3
    Bathrooms:
    3
    End Unit Freehold Townhome | Finished Basement | Walkable Orangeville Location. Welcome to 68 First Street, Unit 24, a 2023 built, 3 bed, 3 bath end unit freehold townhome offering approximately 1,758 sq ft of finished living space in one of Orangeville's most convenient pockets.As an end unit on a 21.77 ft lot, you get what most townhomes cannot offer: extra windows, more natural light, only one shared wall, and a private backyard framed by mature trees in neighbouring yards, giving it a lush, ravine like feel without sacrificing usable space. It is the kind of outdoor area that actually works for kids and summer barbecues.Inside, the main floor impresses with 9 ft ceilings and an open concept layout where the modern kitchen flows naturally into the breakfast area and dining and family space.Upstairs, the primary suite delivers with a walk in closet and 4 piece ensuite, while two additional bedrooms share a full second bath.On the entry level, a versatile den handles whatever you need, whether that is a home office, playroom, or gym, and the finished lower level adds real bonus space with inside garage access.The location punches above its weight. You are positioned between Broadway's walkable main street strip of cafés, restaurants, and independent shops, and the full big box convenience of First Street with Metro, Walmart Supercentre, FreshCo, and more, all minutes away.Multiple gyms, a strong mix of public, Catholic, and private schools, and Orangeville's trail network connecting to Island Lake Conservation Area round out the lifestyle. Transit along First and Broadway makes the GTA commute more manageable than most parts of town.End unit design, finished basement, a tree backed yard that feels bigger than it is, and a location where you can genuinely park the car. This one checks a lot of boxes without giving up convenience. More details
    Listed by EXP REALTY
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Data was last updated June 19, 2026 at 06:15 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.