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

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

Neighbourhood and area overview

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

  • Downtown and surrounding streets
    Older homes with character, walkable access to shops, restaurants, and community events.

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

How I help 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

How I help 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 about Orangeville real estate

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.

Call to action

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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1-12/170
  • 23 Dawson Road: Orangeville House for sale : MLS®# W13074160

    23 Dawson Road Orangeville Orangeville L9W 3T9
    Main Photo: 23 Dawson Road: Orangeville House for sale : MLS®# W13074160
    $699,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13074160
    Bedrooms:
    6
    Bathrooms:
    3
    welcome to 23 dawson rd in the heart of orangeville - a rare opportunity to own a fully renovated semi-detached bungalow in a quiet, family-oriented neighbourhood. This stunning home has been completely transformed from top to bottom, with over $100,000 spent on high quality upgrades completed less than 6 months ago. step inside to discover a bright and modern interior featuring new engineered flooring and pot lights throughout, creating a warm and welcoming atmosphere. The main level offers a functional layout with 3 spacious bedrooms, 2 pc powder room, 4 parking spots. all brand new appliances. The beautifully updated kitchen and living space flow seamlessly., ideal for both everyday and entertaining. every detail has been thoughtfully designed to provide a move-in ready experience. The fully finished basement, complete with a separate entrance, kitchen and 2 bedrooms, making it perfect for extended family or generating potential rental income of approx $2,000/month. Outside, enjoy a private backyard - a perfect space for relaxing, gardening or hosting gatherings. The home is situated in a peaceful neighbourhood, offering convenience with nearby schools, parks and amenities. This is a rare find: a turnkey bungalow with modern finishes, income potential and exceptional value. Be sure to view photos! More details
    Listed by RE/MAX REALTY SERVICES INC.
  • 11 Third Avenue: Orangeville House for sale : MLS®# W13067060

    11 Third Avenue Orangeville Orangeville L9W 1G8
    Main Photo: 11 Third Avenue: Orangeville House for sale : MLS®# W13067060
    $2,399,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13067060
    Bedrooms:
    4
    Bathrooms:
    4
    Bring your sketchbook, your contractor & your boldest ideas to transform this iconic estate into this neighbourhood's next masterpiece. Experience the timeless grandeur of one of Orangeville's most iconic homes and massive property. Admired for over 140 years, this stately .70-acre property is a rare gem nestled in the heart of downtown, offering a sprawling 164' x 187' private lot and endless possibilities. The home's quality craftsmanship is evident in every detail, from the original doors and trim to the soaring ceilings and elegant hardwood floors. The main level invites grand-scale entertaining with its expansive foyer, formal living room featuring an original fireplace, and a massive dining room with a second fireplace. Quiet retreats abound in the dedicated library, or enjoy a good read in the cozy den. A spacious kitchen offers lots of space for meal prep and a sun-filled breakfast area that opens to a private side patio. Upper-level highlights 3 bedrooms, with an open landing leading to the primary bedroom featuring a walk-in closet and 3-piece ensuite bath. A unique secondary, rear staircase to the 2nd level provides access to a self-contained guest or in-law suite, complete with its own living/dining area, kitchen, bedroom, and full bath. Outside, the park-like grounds feature mature trees, a massive yard, and a historic driveshed/storage building. This is a rare opportunity to own a piece of local history on a one-of-a-kind downtown lot. More details
    Listed by ROYAL LEPAGE RCR REALTY
  • 4 2 Cedar Drive: Orangeville Condo Townhouse for sale : MLS®# W13067332

    4 2 Cedar Drive Orangeville Orangeville L9W 2X6
    Main Photo: 4 2 Cedar Drive: Orangeville Condo Townhouse for sale : MLS®# W13067332
    $539,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13067332
    Bedrooms:
    3
    Bathrooms:
    1
    Rare Find! This beautifully renovated end-unit condo townhouse is truly move-in ready and perfect for your family. From the moment you step inside, you'll appreciate the bright, open-concept living and dining area, complete with new flooring and modern pot lights throughout. The stunning kitchen is designed to impress, featuring extended quartz countertops and custom cabinetry that reaches the ceiling-offering both elegance and exceptional storage space. Upstairs, you'll find three spacious bedrooms and a stylishly updated 4-piece bathroom, ideal for comfortable family living. The fully finished basement adds incredible versatility, with a dedicated gym area, home office space, and a large, well-appointed laundry room. This home is equipped with a rented high-efficiency heat pump system ($150/month for heating and A/C), significantly reducing utility costs. Additional features include an owned water softener and a convenient second parking spot rented through property management for just $30/month. A rare opportunity to own a turnkey home with premium upgrades-don't miss it More details
    Listed by GET SOLD REALTY INC.
  • 1 Steven Street: Orangeville House for sale : MLS®# W13068286

    1 Steven Street Orangeville Orangeville L9W 4G1
    Main Photo: 1 Steven Street: Orangeville House for sale : MLS®# W13068286
    $699,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13068286
    Bedrooms:
    3
    Bathrooms:
    2
    Get into the market with this charming detached home tucked away on a quiet cul-de-sac. From the moment you arrive, the curb appeal stands out. A newer driveway and carport lead to a covered front porch-an ideal spot to unwind. Out back, you'll find a fully fenced yard with mature trees, offering privacy and space for kids, pets, or entertaining. Commuters will appreciate the quick access to the bypass just seconds away. Inside, the main floor offers a bright eat-in kitchen complete with stainless steel appliances. The spacious living room sits at the rear of the home and walks out to a private sunroom overlooking the backyard-perfect for year-round enjoyment. Upstairs, there are three bedrooms, including two generously sized rooms with double closets, along with redone full 4-piece bathroom. The lower level is partially finished with a rec room, giving you additional flexible living space. Added comfort comes from supplemental heating and cooling units in the living room and primary bedroom and second bedroom. A solid opportunity for first-time buyers or families looking for space, privacy, and convenience. Updates include: new ceiling with pot lights, staircase carpet and railings, all closet doors, EV charger, both washrooms redone, roof approximately 11 years old, sunroom, carport and driveway approximately 12 years old, AC/heating units, new lighting, and fresh paint throughout. More details
    Listed by ROYAL LEPAGE RCR REALTY
  • 27 31 Parkview Drive: Orangeville Condo Townhouse for sale : MLS®# W13068694

    27 31 Parkview Drive Orangeville Orangeville L9W 4H7
    Main Photo: 27 31 Parkview Drive: Orangeville Condo Townhouse for sale : MLS®# W13068694
    $539,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13068694
    Bedrooms:
    3
    Bathrooms:
    2
    Welcom 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.
  • 13 Porter Drive: Orangeville House for sale : MLS®# W13068792

    13 Porter Drive Orangeville Orangeville L9W 6Z5
    Main Photo: 13 Porter Drive: Orangeville House for sale : MLS®# W13068792
    $769,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13068792
    Bedrooms:
    3
    Bathrooms:
    4
    Stunning Immaculate Open Concept 3 Bedroom 3.5 Bath Freehold, Carpet-Free Executive Townhome (Built in 2018) with Walk-out Basement on a Quiet Family Friendly Street in the Newer Part of Town! You will be proud to call this space your home! The Spacious and Stylish Entryway leads you past a large closet and powder room to the Breathtaking Kitchen, Dining and Living Space with Soaring 9 foot Ceilings, Pot lights and Luxurious Accents! The Bright Kitchen Features a Massive Oversized Silestone by Consentino Island which Accommodates 6 chairs! Silestone by Consentino Counters, Double Sink with Pulldown Faucet, Backsplash, Stainless Steel Appliances, French Door Fridge (2025). The Dining and Living Room features Custom Millwork. The Spacious Living Room comes complete with a Custom Tailor-made Entertainment Centre Wall Unit, Large Window, Loads of Natural Light, Sheer Horizontal Shades and Conveniently Walks out to the Deck which leads to Fully Fenced the Back Yard. Home also offers convenient interior garage entry! The Oak Stairs lead you up to the Spacious Primary Bedroom with Recessed 9 foot Ceiling, 6-Piece Ensuite Bath, Banded Shades, Laminate Floors, Ceiling Fan & Walk-in Closet. The Ample Primary Ensuite features a Soaker Tub, Bright Window, Banded Shades Dual Sink, Led Mirrors and Separate Glass & Tile Shower! The Second Floor offers a Second Full 4-Piece Bathroom With Bathtub and Convenient Second Floor Laundry Room with Cabinets and Sink, Like New Washer & Dryer (2026). Upstairs You will Find 2 more Good Sized Bedrooms and a large double door Linen Closet. The Carpet Free Spacious Walk out Basement Offers Endless Possibilities! Featuring Renovated Full Bathroom with Glass & Tile Shower, Electric Fire Place, Recessed TV Niche, Pot Lights, Large Window, Built-in Wet Bar, Extra Storage Beneath the Stairs and Utility Room! More details
    Listed by CITYSCAPE REAL ESTATE LTD.
  • 33 Fourth Avenue: Orangeville House for sale : MLS®# W13069748

    33 Fourth Avenue Orangeville Orangeville L9W 3S7
    Main Photo: 33 Fourth Avenue: Orangeville House for sale : MLS®# W13069748
    $669,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13069748
    Bedrooms:
    5
    Bathrooms:
    2
    Welcome to 33 Fourth Avenue, a spacious 1,732 sq. ft. home set in a highly convenient location just steps from shopping, dining, and everyday amenities in Orangeville. This well maintained four bedroom home offers generous living space for the whole family, with thoughtful updates throughout. The carpet free main level features a bright, open concept living and dining area, complemented by an upgraded kitchen with stainless steel appliances, granite countertops, a stylish backsplash, and pot lighting. An additional oversized room on this level provides flexibility for a home office, playroom, or family room. A walkout leads to the backyard deck, and a convenient two piece powder room completes the main floor. Upstairs, you'll find four comfortable, great sized bedrooms, including a primary bedroom with a semi ensuite for added convenience. The fully finished basement adds even more versatility, currently set up as a fifth bedroom but equally suited as a spacious recreation area for relaxing or entertaining. Outside, the large driveway offers ample parking, while the fully fenced backyard provides a private outdoor space perfect for enjoying warmer months. This is a great opportunity to own a move in ready home in an extremely convenient location. Additional updates include: Water Softener (2022) Hot Water Tank (2024) Back Fence (2024) Front Deck & Fence (2024) Kitchen Granite Countertops (2020) Roof (2015) More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 174 Lisa Marie Drive: Orangeville House for sale : MLS®# W13071350

    174 Lisa Marie Drive Orangeville Orangeville L9W 4P7
    Main Photo: 174 Lisa Marie Drive: Orangeville House for sale : MLS®# W13071350
    $975,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13071350
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome home to 174 Lisa Marie Drive - where the neighbourhood feels like the one you always pictured, and the house actually lives up to it. Set on one of Orangeville's most sought-after streets, this beautifully maintained 4-bed, 4-bath home offers over 2,100 sq ft of thoughtfully designed living space plus a fully finished walkout basement that gives every member of the family room to spread out. The main floor flows the way a busy family needs it to. The eat-in kitchen is anchored by a 9-ft island - that gives the perfect space for morning coffees, after-school homework & weekend cooking. Multiple living areas flex between hosting and unwinding, and main floor laundry keeps daily life easy. Up the oak staircase, 4 generous bedrooms await including a primary suite with a spa-like ensuite. The finished walkout basement adds a large rec room with kitchenette and full bath - ideal as a teen retreat or home theatre that actually gets used. Step out to the private backyard, with peaceful greenspace behind, an outdoor space that makes you want to stay home on a Friday night. Walking distance to schools, parks, shops, and the arena. Easy Hwy 9 & 10 access for commuters. Turnkey, spacious, and in a location families compete for. This is the one. More details
    Listed by CENTURY 21 MILLENNIUM INC.
  • 316 Fern Street: Orangeville House for sale : MLS®# W13061288

    316 Fern Street Orangeville Orangeville L9W 5C1
    Main Photo: 316 Fern Street: Orangeville House for sale : MLS®# W13061288
    $789,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13061288
    Bedrooms:
    3
    Bathrooms:
    4
    A rare blend of family comfort, walkable convenience, and everyday ease. Welcome to this beautifully maintained 3-bedroom, 4-bathroom detached home in the heart of Orangeville, offering the perfect blend of comfort, functionality, and lifestyle. Complete with a detached single-car garage with a new insulated garage door with built in camera and parking for up to four vehicles, this property is ideal for families and commuters alike. Step inside to discover a bright and inviting layout featuring hardwood floors throughout the main and upper levels. The spacious kitchen with tile flooring is designed for both everyday living and entertaining, showcasing a centre island with a granite countertop, ample cabinetry, and a large pantry. A convenient walkout leads to your large private backyard oasis-fully fenced and complete with a deck, garden shed, and a natural gas BBQ hookup, perfect for relaxing or hosting with ease. Upstairs, the generous primary suite offers a peaceful retreat with a 3-piece ensuite and his-and-her closets. Two additional well-sized bedrooms provide plenty of space for family or guests. The finished basement adds valuable living space, featuring laminate flooring, a 2-piece bathroom, and a versatile area ideal for a family room and home office, or potential fourth bedroom. Enjoy quiet mornings on the charming front porch or unwind in your private backyard. Ideally located within walking distance to public schools, parks, Alder Recreation Centre, shopping, and dining, with easy access for commuters. A fantastic opportunity to own a move-in ready home in a highly desirable, family-friendly neighbourhood of Montgomery Village. More details
    Listed by iCloud Realty Ltd.
  • 27 Rustic Crescent: Orangeville House for sale : MLS®# W13061830

    27 Rustic Crescent Orangeville Orangeville L9W 1T1
    Main Photo: 27 Rustic Crescent: Orangeville House for sale : MLS®# W13061830
    $710,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13061830
    Bedrooms:
    4
    Bathrooms:
    2
    Spacious. Versatile. Connected. Welcome to 27 Rustic Street in the heart of Orangeville-a beautifully maintained 3-level side split offering exceptional space, flexibility, and lifestyle. Ideally located within walking distance to schools and parks, and just minutes to shopping, recreation facilities, and downtown, this home also provides convenient access to Highways 9 and 10 for an easy commute.This thoughtfully designed home features 4 bedrooms and multiple living areas, ideal for growing families or multi-generational living. The garage has been converted to expand the main living space, creating an oversized living room along with a functional laundry/mudroom offering direct access to the backyard.The kitchen is well-appointed with stainless steel appliances, including a gas stove, and flows seamlessly into the dining area with a walk-out to the backyard deck-perfect for everyday living and entertaining.Upstairs, the primary suite has been reconfigured from two bedrooms into a spacious retreat complete with his and hers closets.The lower level offers excellent in-law potential with a separate entrance, two additional bedrooms, a 3-piece bathroom, and a laundry hookup. A second lower level with approximately 5-foot ceilings provides additional versatile space for storage or future use.Set on a fully fenced lot, the backyard is designed for both function and enjoyment. A fantastic opportunity to own a versatile home in a family-friendly community, offering both comfort and convenience in one of Orangeville's most desirable locations. More details
    Listed by KELLER WILLIAMS EXPERIENCE REALTY
  • 29 Alder Street: Orangeville House for sale : MLS®# W13064218

    29 Alder Street Orangeville Orangeville L9W 5A5
    Main Photo: 29 Alder Street: Orangeville House for sale : MLS®# W13064218
    $1,024,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13064218
    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.
  • 5 166 Broadway Avenue: Orangeville Condo Apartment for sale : MLS®# W13064576

    5 166 Broadway Avenue Orangeville Orangeville L9W 1K3
    Main Photo: 5 166 Broadway Avenue: Orangeville Condo Apartment for sale : MLS®# W13064576
    $399,999
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13064576
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to top-floor living in the heart of Downtown Orangeville. This bright and airy condo offers 10-foot ceilings, oversized windows facing north, south, and east, and a private rooftop deck that creates a rare blend of openness and charm. The spacious open-concept design features a large kitchen island with built-in dishwasher, 2 extra-large bedrooms, in-unit air conditioning, and new carpet in the front entrance (2026). Enjoy the feel of downtown urban living with the comfort of a safe, small-town community. An ideal opportunity for first-time buyers or anyone looking for a stylish, low-maintenance lifestyle in an unbeatable location. More details
    Listed by CENTURY 21 MILLENNIUM INC.
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Data was last updated May 3, 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.