Recreation, Arts & Culture

Carlisle’s charm extends beyond its natural surroundings, offering a surprising variety of local favorites:

Local Eats & Treats: From cozy cafés and fresh pastries to eclectic dining spots, the town’s four corners are a hub for food lovers.

Farm Fresh: Visit the beloved honey company for all-natural, locally cultivated honey, or stop by the farm store for fresh produce and homemade pies.

Community Hub: The Carlisle Community Centre is a gathering place year-round, featuring an ice rink, baseball diamond, tennis courts, and a children’s play area.

Golfing Paradise: Tee off at one of the many nearby golf courses, perfect for both seasoned players and weekend warriors.

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1-12/17
  • 3 Appaloosa Trail in Hamilton: Carlisle House for sale : MLS®# X14088430

    3 Appaloosa Trail Carlisle Hamilton L0R 1H3
    Main Photo: 3 Appaloosa Trail in Hamilton: Carlisle House for sale : MLS®# X14088430
    $1,375,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X14088430
    Bedrooms:
    5
    Bathrooms:
    3
    PRESTIGIOUS PALOMINO ESTATES, CUSTOM BUNGALOW ON A PRIVATE HALF-ACRE LOT. Tucked away in one of Carlisle's most sought-after communities, this Van Hoeve built bungalow offers the perfect blend of quality craftsmanship, exceptional space, and endless opportunity to make it your own. Surrounded by mature trees on a beautifully landscaped -acre lot, this peaceful property offers the serenity of country living while remaining within easy commuting distance to Hamilton, Burlington, Milton, Cambridge, and the GTA. Offering over 2,950sqft of finished living space, this thoughtfully designed home welcomes you with an inviting foyer that opens into elegant principal rooms filled with natural light. The formal dining room showcases a stunning, 2-sided gas fireplace that also warms the impressive vaulted great room. Expansive windows frame picturesque backyard views, creating a bright and inviting space to gather with family. At the heart of the home, the spacious eat-in kitchen features abundant cabinetry, granite countertops, built-in appliances, a walk-in pantry, and a walkout to the private patio, perfect for morning coffee or summer barbecues overlooking the mature backyard. A rare and highly desirable layout offers 4 spacious bedrooms all on the main level, including a generous primary retreat complete with a walk-in closet, 4-pc ensuite, and private walkout to the yard with your touches. The partially finished lower level extends the living space with a large recreation room, 5th bedroom, full 4-pc bathroom, laundry room, and extensive unfinished space ready for a home gym, workshop, additional bedrooms, or your dream entertainment area. Offering timeless finishes, this home provides the ideal canvas for buyers looking to personalize an already exceptional property. With an oversized double garage, mature landscaping, incredible privacy, and a prestigious location in family-friendly Palomino Estates, this is a rare opportunity to enjoy spacious bungalow living. More details
    Listed by RE/MAX TWIN CITY FAISAL SUSIWALA REALTY
  • 16 Vanstraalen Street in Hamilton: Carlisle House for sale : MLS®# X14080854

    16 Vanstraalen Street Carlisle Hamilton L0R 1H3
    OPEN HOUSE: Oct 17, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 17, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Oct 18, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 18, 2026 2:00PM - 4:00PM
    Main Photo: 16 Vanstraalen Street in Hamilton: Carlisle House for sale : MLS®# X14080854
    $1,679,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X14080854
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 16 Vanstraalen Street, an impressive bungalow nestled on a quiet cul-de-sac in the sought-after community of Carlisle. Set on an exceptional 170' x 123' lot surrounded by mature trees and beautifully landscaped grounds, this inviting home offers approximately 2,300 sq. ft. of above-grade living space, with a wonderful balance of comfort, character and versatility. The thoughtfully designed main level features three spacious bedrooms, an ensuite, a full bathroom and a half bathroom, along with elegant formal living and dining rooms and a bright, generous eat-in kitchen with white cabinetry, stainless steel appliances, a centre island and ample space for everyday gatherings. Hardwood floors, French doors and expansive windows create a warm and welcoming atmosphere, while the family room features a striking white brick fireplace and sliding doors overlooking the backyard. The finished lower level adds exceptional flexibility with a spacious recreation and media room, dedicated gym or flex space, an additional bedroom and a convenient half bathroom, providing plenty of room for family and guests. Outdoors, discover your own private retreat featuring an inground pool, covered patio with pergola, expansive lawn, mature gardens, established hedging and detached workshop. Whether entertaining, relaxing poolside or simply enjoying the peaceful surroundings, this remarkable property offers space to enjoy every season. Complete with an attached double garage, this is a wonderful opportunity to enjoy the comfort of bungalow living on a substantial property in one of Carlisle's most desirable neighbourhoods. Experience the tranquility of a country-like setting with convenient access to Waterdown, Burlington and major commuter routes. More details
    Listed by Royal LePage Real Estate Services Ltd., Brokerage
  • 23 Cullum Drive in Hamilton: Carlisle House for sale : MLS®# X13883300

    23 Cullum Drive Carlisle Hamilton L0R 1H2
    OPEN HOUSE: Oct 18, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 18, 2026 2:00PM - 4:00PM
    Main Photo: 23 Cullum Drive in Hamilton: Carlisle House for sale : MLS®# X13883300
    $1,599,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X13883300
    Bedrooms:
    3
    Bathrooms:
    3
    Nestled on a quiet cul-de-sac in the heart of the village of Carlisle, this meticulously maintained bungalow has been lovingly cared for by the same owners for years, offering an exceptional blend of comfort, quality, and lifestyle. Perfectly suited for empty nesters and families alike, the thoughtfully designed main level features three spacious bedrooms, 2.5 bathrooms, and a convenient private home office. At the heart of the home, the open-concept family room and kitchen create an inviting space for everyday living, with scenic windows overlooking the gorgeous backyard oasis. Step outside to enjoy a private retreat complete with an in-ground chlorine pool and hot tub, ideal for summer entertaining and unwinding. Downstairs, the fully finished basement offers fabulous recreational space designed for ultimate family entertainment and leisure. A rare opportunity to own a turnkey, well-loved property in one of Carlisle's most sought-after court locations-welcome home! More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
  • 5 VanStraalen Street in Hamilton: Carlisle House for sale : MLS®# X13877366

    5 VanStraalen Street Carlisle Hamilton L0R 1H3
    OPEN HOUSE: Oct 18, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 18, 2026 2:00PM - 4:00PM
    Main Photo: 5 VanStraalen Street in Hamilton: Carlisle House for sale : MLS®# X13877366
    $1,699,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X13877366
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 5 Vanstraalen St, Carlisle, a stunning property offering over 3,800 square feet of total living space and an exceptional setting that truly needs to be seen to be appreciated. From the moment you arrive, the impressive scale of the home and surrounding property set the tone for something special. The main level features soaring ceilings, spacious principal rooms and an abundance of natural light, creating an inviting and grand atmosphere. The updated kitchen offers a beautiful combination of style, functionality and storage, with plenty of space for everyday living and entertaining. The main level primary suite is a true retreat, complete with a fantastic ensuite bathroom and peaceful views overlooking the surrounding forest. The partially finished basement provides an incredible extension of the living space, offering plenty of room for entertaining, relaxing and hosting family and friends. With generous storage throughout the home, there is no shortage of space for everything a growing family could need. Outside, the property is just as impressive. The massive backyard offers exceptional privacy with no rear neighbours, creating a peaceful setting surrounded by mature trees and natural beauty. Whether enjoying a quiet morning, entertaining outdoors or simply taking in the views, this property offers a rare combination of space, privacy and comfort. A truly impressive home on a must see property, 5 Vanstraalen St offers the space, setting and features that make a home feel truly special. More details
    Listed by EXP REALTY
  • 18 Blackberry Place in Hamilton: Carlisle House for sale : MLS®# X13829978

    18 Blackberry Place Carlisle Hamilton L0R 1H2
    Main Photo: 18 Blackberry Place in Hamilton: Carlisle House for sale : MLS®# X13829978
    $3,350,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X13829978
    Bedrooms:
    5
    Bathrooms:
    5
    French Country elegance meets refined resort-style living on a premier cul-de-sac. This custom estate showcases natural stonework, 10-ft main-level ceilings, and on-site oak hardwood with slate inlay. The main floor features an expansive vaulted great room with palladium windows, an executive library with walkout, formal living and dining spaces, and a gourmet kitchen with granite countertops, a dining banquette, and a sunroom. The main-floor primary retreat offers a 3-way fireplace and a spa-inspired 5-piece limestone ensuite. Upstairs features 4 generous bedrooms and 2 full baths. Perfect for entertaining, the lower level boasts a custom oak bar with copper accents, a home theatre, a gym, and a private spa with a steam room and sauna. Step outside to a private backyard oasis featuring a 20'x40' Gunnite pool, a two-tier deck, and a custom cabana. Complete with a finished 3-car garage and smart home automation throughout. Experience the pinnacle of Carlisle luxury living. Luxury Certified. More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
  • 31 Meander Close in Hamilton: Carlisle House for sale : MLS®# X13828364

    31 Meander Close Carlisle Hamilton L0R 1H1
    Main Photo: 31 Meander Close in Hamilton: Carlisle House for sale : MLS®# X13828364
    $1,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X13828364
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 31 Meander Close, a beautifully maintained traditional 4-bedroom, 2.5-bath family home set on an impressive .67-acre lot on a quiet crescent in sought-after Carlisle. Offering the tranquility of country living while remaining close to downtown Waterdown, this special property is surrounded by conservation areas, golf courses, farms, hiking trails & the natural beauty the area is known for. Designed for comfortable family living & entertaining, the home is filled with natural light thanks to its desirable south-facing backyard & large windows overlooking the property. Hardwood flooring on the main level, with tile entry and kitchen floor, complemented by a gas fireplace & fresh neutral décor. Both the primary ensuite & main bathroom were beautifully renovated with designer-grade finishes in 2022.Step outside & discover what truly sets this property apart. The private backyard is surrounded by mature trees & professionally placed landscaping, with perennial gardens providing changing colour from spring through fall & even a row of raspberries. Enjoy morning coffee on the Trex deck while listening to the birds, spend summer days around the separately iron-fenced in Oversized pool and attached Hot Tub, gather with family & friends, or enjoy evenings by the fire under the stars. Thoughtful updates include Trex decking (2017), hardwood flooring (2017), gas fireplace (2021), new garage doors & openers (2021), dishwasher (2022), professionally trimmed trees (2024), repaved driveway & smart-controlled irrigation, garden & exterior lighting. The basement was pre-finished in 2024 with new floor-to-ceiling insulation, studs & electrical outlets, ready for drywall & your finishing touches. A wonderful combination of space, privacy & community, offering a peaceful retreat without sacrificing everyday convenience. A home designed to be enjoyed inside & out, in every season. More details
    Listed by Re/Max Alliance Realty
  • 1505 Milburough Line in Hamilton: Carlisle House for sale : MLS®# X13819032

    1505 Milburough Line Carlisle Hamilton L0R 1H0
    Main Photo: 1505 Milburough Line in Hamilton: Carlisle House for sale : MLS®# X13819032
    $2,749,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X13819032
    Bedrooms:
    6
    Bathrooms:
    5
    Set On A Spectacular Private 1-Acre Lot, Backing Onto Scenic, Carlisle, Golf Course, 1505 Milburough LineOffers An Extraordinary Blend Of Luxury, Privacy, And Resort-Style Living In The Prestigious Community OfCarlisle. Showcasing 4200 Sq Ft above grade and another 2400 sq ft in the basement, This Custom-BuiltStone And Brick Residence Features Exceptional Craftsmanship And Designer Finishes Throughout. Soaring10-Foot Ceilings, Expansive Windows, And A Stunning Two-Storey Great Room With Stone Fireplace AndExposed Wood Beam Accents Create A Warm Yet Grand Atmosphere Filled With Natural Light From ItsDesirable Southwest Exposure. The Chef-Inspired Kitchen Is Designed For Entertaining And Everyday LivingWith Premium Bosch Appliances, A Large Centre Island, Walk-In Pantry, And Refined Modern Finishes. TheMain Floor Primary Retreat Offers A Spa-Like Ensuite With Heated Floors, While The Home Overall Features4+2 Bedrooms And 4.5 Bathrooms. The Fully Finished Lower Level Expands The Living Space With A LargeRecreation Area, Two Additional Bedrooms, Gym Space, 3-Piece Bathroom, And Ample Storage. Outside, The Backyard Is A True Private Oasis Featuring A Heated Latham Fiberglass Saltwater Pool Installed In2022, Surrounded By Peaceful Views And Mature Landscaping. Additional Highlights Include A 3-CarAttached Garage And Parking For Up To 12 Vehicles. Ideally Located Close To Conservation Areas, GolfCourses, Trails, Dining, And Everyday Amenities, With Convenient Access To Major Highways ForCommuters, This Exceptional Estate Offers Luxury Country Living Without Sacrificing Convenience. More details
    Listed by REVEL REALTY INC.
  • 32 Parkshore Place in Hamilton: Carlisle House for sale : MLS®# X13793260

    32 Parkshore Place Carlisle Hamilton L0R 1H1
    Main Photo: 32 Parkshore Place in Hamilton: Carlisle House for sale : MLS®# X13793260
    $2,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X13793260
    Bedrooms:
    4
    Bathrooms:
    4
    Impressive renovated 3+1-bedroom, 4-bathroom Branthaven-built bungalow on an expansive, beautifully landscaped, lot in prestigious Tuckaweye Estates, Carlisle. Peacefully positioned on a quiet court surrounded by mature trees, manicured gardens & backing onto woodlands. Approximately a 10-minute drive to Waterdown shopping, restaurants & services, 17 minutes to Burlington, & 15 minutes to Hwy 401 with convenient access to the 407 ETR, Hamilton & the GTA. The reclaimed brick & stone exterior, interlocking stone walkways, garden-side seating area, covered entrance, extra-long double driveway & attached double garage create impressive curb appeal. The private backyard features a substantial stone patio, gazebo, tranquil ravine/woodland views & ample space for a future pool. Beautifully appointed interiors offer 10' ceilings & upgraded hardwood flooring on the main floor, upgraded floor tiles & counters & basement flooring, custom cabinetry, abundant pot lights & stylish light fixtures. The renovated chef's kitchen features floor-to-ceiling custom cabinetry, under-cabinet lighting, quartz counters, oversized island with breakfast bar, quality stainless steel appliances, a 2-sided gas fireplace & walkout to the patio & serene backyard. The spacious living room with a soaring tray ceiling & gas fireplace, & the separate dining room are perfect for formal entertaining. The main level also includes a dedicated office, renovated powder & laundry rooms, 2 full luxurious bathrooms & 3 bright bedrooms, including a private primary retreat with a 4-piece ensuite with an oversized glass shower. The professionally finished lower level is designed for entertaining & family enjoyment, featuring a huge rec room with a gas fireplace, impressive wet bar, games area, music studio/gym, fourth bedroom, & 3-piece bath. A rare opportunity to enjoy elegant country-inspired living close to urban amenities, golf courses, conservation areas & major GTA transportation routes. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
  • 1416 Progreston Road in Hamilton: Carlisle House for sale : MLS®# X13776066

    1416 Progreston Road Carlisle Hamilton L0R 1H3
    OPEN HOUSE: Oct 18, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 18, 2026 2:00PM - 4:00PM
    Main Photo: 1416 Progreston Road in Hamilton: Carlisle House for sale : MLS®# X13776066
    $1,279,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X13776066
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to this beautifully cared-for residence, featuring 2,361 square feet of well-designed living space in a sought-after neighbourhood of custom-built homes. This property provides outstanding value for a home in Carlisle. Step inside to hardwood floors that flow through the main level, featuring a spacious living room, a separate dining room for formal gatherings and a cozy family room with a gas fireplace - perfect for everyday relaxation. The eat-in kitchen is equipped with a Fisher & Paykel stainless steel fridge, a gas stove, beautiful granite countertops and opens to a bright 3-season sunroom overlooking a serene, private backyard with a deck. The main floor also includes a stylishly updated powder room and laundry room with quartz finishes. Upstairs, you'll find three generously sized bedrooms, including a primary suite with a private ensuite and a second bedroom with ensuite privileges. The finished basement offers a versatile rec room, ideal for entertaining or additional living space. Located just minutes from excellent schools, park, recreation centre, shopping and highway access, this home combines comfort, quality and convenience in a fantastic location. RSA. More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
  • 178 Carlisle Road in Hamilton: Carlisle House for sale : MLS®# X13729682

    178 Carlisle Road Carlisle Hamilton L0R 1H2
    Main Photo: 178 Carlisle Road in Hamilton: Carlisle House for sale : MLS®# X13729682
    $1,049,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X13729682
    Bedrooms:
    4
    Bathrooms:
    3
    Spacious Carlisle Bungalow in move in condition! Set on a generous 100 ' x 150' property with a large covered deck, fire pit and parking for up to 14 vehicles, this home offers plenty of space inside and out. The large updated kitchen features abundant cabinetry, a centre island and room for family gatherings. A bright main-floor family room with numerous windows overlooks the backyard, while the separate living/dining area provides additional entertaining space. The primary bedroom includes an ensuite, and double closet, a second bedroom and full bath are also on the main level. The finished basement offers a large recreation room, 3-piece bath plus 2 additional bedrooms . Double garage and a peaceful Carlisle setting with no rear neighbours and wide-open views for privacy and outdoor living. Metal Roof is Approx. 4 years old. Virtual staging has been used in some pictures More details
    Listed by RE/MAX ABOUTOWNE REALTY CORP.
  • 296 Progreston Road in Hamilton: Carlisle House for sale : MLS®# X13704700

    296 Progreston Road Carlisle Hamilton L0R 1H1
    Main Photo: 296 Progreston Road in Hamilton: Carlisle House for sale : MLS®# X13704700
    $1,180,000
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    X13704700
    Bedrooms:
    4
    Bathrooms:
    2
    Set on a 100' x 150' lot on one of Carlisle's mature, tree-lined streets, this beautifully maintained 3+1 bedroom, 2 bathroom home has the space, privacy and comfortable layout that make it easy to picture life here.Inside, large windows bring in plenty of natural light and the layout feels open and connected without losing the warmth of defined living spaces. The kitchen is a great example. Designed for someone who genuinely enjoys cooking, it offers plenty of workspace, views over the backyard and an easy connection to the family room, so whoever is in the kitchen is still part of what's going on.At the back of the home, the dining room gives you a comfortable place to sit down for dinner, host family and friends or linger around the table a little longer than planned.The backyard gives you just as much room to enjoy. There's an in-ground pool, space for outdoor dining, beautifully kept gardens and still plenty of lawn for kids, pets or a game of catch. Mature trees and landscaping provide privacy without making the yard feel closed in.Downstairs, the finished basement adds a lot of useful living space. There's a rec room with a gas fireplace, bar area, large windows, a spacious fourth bedroom, 3-piece bathroom and an oversized laundry room. It's a great setup for overnight guests, older kids, entertaining or simply having another comfortable place to spread out.The detached garage adds valuable storage, parking and workspace, and the location puts you right in the heart of Carlisle, close to the school, parks and community amenities.It's a home that's been well cared for, with room to gather, room to grow and plenty of reasons to spend time both inside and out. More details
    Listed by ROYAL LEPAGE MEADOWTOWNE REALTY
  • 27 Blackberry Place in Hamilton: Carlisle House for sale : MLS®# X13684126

    27 Blackberry Place Carlisle Hamilton L0R 1H2
    Main Photo: 27 Blackberry Place in Hamilton: Carlisle House for sale : MLS®# X13684126
    $2,798,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X13684126
    Bedrooms:
    5
    Bathrooms:
    4
    The lifestyle change you have been waiting for with the utmost privacy, all while being within the quaint village of Carlisle. A rare sanctuary where privacy meets modern sophistication and convenience. Tucked away at the end of an exclusive cul-de-sac, this 2.12-acre estate is surrounded by forest & farmland, offering tranquility and security increasingly rare in the GTA. Enjoy the lifestyle this home exudes in the best community with friendly neighbours, walkability, two great schools minutes away, charming local bakery, flower shop & stores. Designed for the modern family or work-from-home lifestyle, this residence offers over 7,791 sqft of timeless design. A soaring two-storey foyer sets the tone, complemented by two dedicated libraries or offices ideal for remote executives or business owners. The expansive floor plan transitions seamlessly from productive workdays to entertaining and family living. The light-filled chef's kitchen features custom cabinetry, soft-close drawers, a wood island, marble countertops, premium appliances and a generous breakfast area. A vaulted great room opens to an oversized sunroom with panoramic backyard views. The upper level offers a secondary library or office leading to the luxurious primary suite with spa-inspired ensuite, soaker tub, rain shower and expansive dressing room, along with three additional bedrooms and a five-piece bath. Meticulously updated for turnkey peace of mind, the home features a high-efficiency furnace and AC (2024), an upgraded chef's kitchen with most appliances replaced in 2024, EV charging in 3-car garage and a raised vegetable garden. Resort-style backyard living includes a saltwater gunite pool with cascading rock waterfall, hot tub, expansive deck and pergola. Fully finished walk-up lower level with private entrance offers exceptional versatility for a multi-generational suite, guest wing or wellness studio. Experience the stillness of your private two-acre forest in all seasons. LUXURY CERTIFIED. More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
1-12/17
Data was last updated October 16, 2026 at 05:15 PM (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.