Upper Middle Rd Oakville Property Listings for Sale

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Apartment for sale: 223 - 2300 UPPER MIDDLE ROAD W, Oakville

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$724,000

223 - 2300 Upper Middle Road W, Oakville (1007 - GA Glen Abbey), Ontario L6M 0T4

2 beds
1 baths
30 days

Thrid Line & Upper Middle Welcome to 223-2300 Upper Middle Rd W, a bright and spacious 904 sq. ft. south-facing unit with 1 bedroom + den, 1 bathroom, 10-foot ceilings with crown molding, and hardwood flooring throughout. The custom kitchen features stainless steel appliances, including an

Apartment for sale: 306 - 390 UPPER MIDDLE ROAD E, Oakville

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$1,349,000

306 - 390 Upper Middle Road E, Oakville (1005 - FA Falgarwood), Ontario L6H 0A5

2 beds
2 baths
13 days

Upper Middle Road East/Trafalgar Rd Welcome to 390 Upper Middle Road East in Oakville, an exclusive boutique condo offering ultimate privacy. Nestled against a wooded ravine with walking trails, this prestigious 3 story low-rise building offers a truly peaceful living experience. This corner

Apartment for sale: 504 - 1300 MARLBOROUGH COURT, Oakville

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$399,000

504 - 1300 Marlborough Court, Oakville (1003 - CP College Park), Ontario L6H 2S2

3 beds
2 baths
15 days

Trafalgar & Upper Middle Rd E This bright & incredibly spacious 3 bed, 1.5 bath, 1250 + sq ft condo is set in a great Oakville neighbourhood. Boasting 2 levels with 2 private balconies, 2 entrances(1 on each level), 1 parking & 1 locker. Open concept living & dining room with walk-outs and

Row / Townhouse for sale: 38 - 2065 SIXTH LINE, Oakville

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$899,888

38 - 2065 Sixth Line, Oakville (1015 - RO River Oaks), Ontario L6H 5R8

4 beds
4 baths
8 days

Upper Middle Rd/Sixth Line Welcome to this stunning townhome in Oakville's prestigious River Oaks community, backing onto a serene park and ravine in a quiet, premium enclave of just 39 homes. This 3+1 bed, 3.5 bath gem is packed with tons of High End upgrades, offering both luxury and convenience.

House for sale: 1186 GLENASHTON DRIVE, Oakville

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$3,498,800

1186 Glenashton Drive, Oakville (Iroquois Ridge North), Ontario L6H 5L7

7 beds
5 baths
30 days

Glenashton dr & Upper middle Rd Welcome to 1186 Glenaston Drive, a luxurious, three-storey above ground home located in the prestigious Joshua Creek neighborhood. This exceptional residence boasts 7 bedrooms, 5 bathrooms, and a rare third-level loft, offering nearly 6,000 sq ft of elegant living

Apartment for sale: 1460 BISHOPS Gate Unit# 109, Oakville

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$469,900

1460 Bishops Gate Unit# 109, Oakville, Ontario L6M 4N5

1 beds
1 baths
47 days

Upper Middle Rd/Bishops Gate Amazing opportunity with this stunning one bedroom ground floor condo located in the highly sought after Glen Abbey neighbourhood. Perfect for empty-nesters, investors or first-time home buyers. Beautifully appointed and light-filled with laminate flooring and freshly

Row / Townhouse for sale: 116 - 1538 LANCASTER DRIVE, Oakville

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$749,000

116 - 1538 Lancaster Drive, Oakville (1005 - FA Falgarwood), Ontario L6H 2Z3

3 beds
2 baths
28 days

Upper Middle Rd E/ Eighth Line This charming 3-bedroom, 2-bathroom condo townhouse offers a perfect blend of comfort and convenience. The spacious living room is ideal for relaxation, while the kitchen comes equipped with appliances for meal preparation. Upstairs, you'll find three cozy bedrooms,

House for sale: 89 RUSSELL DRIVE, Oakville

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$2,699,000

89 Russell Drive, Oakville (College Park), Ontario L6H 1L4

5 beds
5 baths
42 days

Upper Middle Rd/Sixth Line Prepare to be awed by this modern custom-built residence, nestled in Oakville's renowned College Park community. Boasting exquisite finishes across its approx. 4,257 sqft total living interior, this 4+1 bedroom 5 bathroom home is the epitome of a true gem. From the

Row / Townhouse for sale: 2536 LITTLEFIELD CRESCENT, Oakville

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$1,220,000

2536 Littlefield Crescent, Oakville (1007 - GA Glen Abbey), Ontario L6M 4G3

3 beds
3 baths
42 days

Bronte and Upper Middle Rd. Stunning brand-new freehold townhome in Oakville's "Encore" Glen Abbey community. This 1,687 sq. ft. home offers a bright and comfortable living space, facing a park and open area. The open-concept main floor features 9' ceilings, a modern kitchen with a large center

House for sale: 1030 OLD OAK DRIVE, Oakville

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$1,799,000

1030 Old Oak Drive, Oakville (West Oak Trails), Ontario L6M 3K5

4 beds
4 baths
8 days

Dorval and Upper Middle Rd W A Fantastic Charming Detached House In Sought-After West Oak Trail Community, Ontario's Top Ranking Public School District (Forest Trail Public School is 1/3021 and Garth Webb High School is 60/689). Over 4,000 Sq Ft Living Space; Bright and Spacious 4 Bedrooms,

House for sale: 127 MAYFIELD DRIVE, Oakville

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$3,988,888

127 Mayfield Drive, Oakville (1003 - CP College Park), Ontario L6H 1K6

6 beds
7 baths
61 days

Upper Middle Rd W and Oxford Ave Nestled near the picturesque Sixteen Mile Creek in northeast Oakville, this stunning neoclassical house offers 3,400 square feet of elegant living space above ground. Scheduled for completion by mid-2026, the home features four spacious bedrooms, each with its

House for sale: 1340 GREENEAGLE DRIVE, Oakville

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$2,950,000

1340 Greeneagle Drive, Oakville (1007 - GA Glen Abbey), Ontario L6M 2M9

5 beds
5 baths
26 days

Dorval Dr & Upper Middle Rd W Enjoy nearly 5000 square feet of finished living space in this beautiful home in prestigious Fairway Hills. The completely renovated main floor includes a stunning chefs kitchen (check the feature sheet for all the bells and whistles!), an open concept family room

House for sale: 32 - 1550 GROSVENOR STREET, Oakville

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$899,000

32 - 1550 Grosvenor Street, Oakville (1005 - FA Falgarwood), Ontario L6H 2Z1

4 beds
4 baths
4 days

Upper Middle Rd E Lovely 3+1 bedroom Semi-detached home in popular Falgarwood! Hardwood floors in Livingroom, Dining Room and primary bedroom, Luxury Vinyl floors in the kitchen and hallway. Plenty of natural light fills the main level offering a walk-out from the Living room to the patio and

32 - 1550 GROSVENOR STREET, Oakville

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$899,000

32 - 1550 Grosvenor Street, Oakville (1005 - FA Falgarwood), Ontario L6H 2Z1

4 beds
4 baths
5 days

Upper Middle Rd E Lovely 3+1 bedroom Semi-detached home in popular Falgarwood! Hardwood floors in Livingroom, Dining Room and primary bedroom, Luxury Vinyl floors in the kitchen and hallway. Plenty of natural light fills the main level offering a walk-out from the Living room to the patio

House for sale: 1185 STAG HOLLOW, Oakville

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$1,775,000

1185 Stag Hollow, Oakville (Glen Abbey), Ontario L6M 5M4

4 beds
3 baths
7 days

Bronte Rd/ Upper Middle Welcome to 1185 Stag Hollow, a Beautiful, Bright, Modern, and Spacious Primont family home in the heart of the Glen Abbey "Encore" Community. Stag Hollow is a quiet, child friendly cul-de-sac and this home is situated on a generous 52 ft x 90 ft lot. The bright, open

House for sale: 1361 YELLOW ROSE CIRCLE, Oakville

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$1,948,800

1361 Yellow Rose Circle, Oakville (1007 - GA Glen Abbey), Ontario L6M 5L3

4 beds
4 baths
12 days

Bronte Rd & Upper Middle Rd W Discover 1361 Yellow Rose Circle located in the sought-after Glen Abbey Community, built by Primont Homes. Step inside to discover a beautiful Open Concept Layout, featuring premium Hardwood Flooring throughout the primary Living Spaces. Upon entrance, a spacious

House for sale: 1400 COBBLER LANE, Oakville

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$1,299,000

1400 Cobbler Lane, Oakville (Glen Abbey), Ontario L6M 3C1

3 beds
2 baths
5 days

Third Line And Upper Middle Rd Beautifully maintained two-storey home, perfectly situated on a generous 64 x 113 lot in aquiet, family-friendly street within the sought-after Glen Abbey neighborhood. This delightful property exudes an inviting atmosphere and holds tremendous potential, making

Offices for sale: 306 - 1670 NORTH SERVICE ROAD E, Oakville

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$425,000

306 - 1670 North Service Road E, Oakville (Iroquois Ridge North), Ontario L6H 7G3

0 beds
0 baths
49 days

Upper Middle Rd E & Ford Dr *Brand new* commercial unit for many office or professional uses in a newly constructed office condominium. Featuring a well-lit ravine-facing large shell unit equipped with self-contained heating and AC unit, plumbing and high ceilings and ton of free parking. *Amazing

House for sale: 1407 BAYSHIRE Drive, Halton

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$2,699,000

1407 Bayshire Drive, Halton, Ontario L6H 6E8

4 beds
4 baths
96 days

Queen Elizabeth Wy/ON-403 W, Trafalgar Rd/Halton Regional Rd 3 and Upper Middle Rd E/Halton Regional Rd 38 to Bayshire Dr Welcome to your dream home, nestled on a premium 147' deep ravine lot in the desirable Joshua Creek neighbourhood. This stunning residence offers nearly 4,000 square feet

Exploring Upper Middle Road, Oakville: A Vibrant Community Hub

Upper Middle Road in Oakville is more than just a thoroughfare; it is a vibrant community hub that offers a blend of residential, commercial, and recreational opportunities. This area is known for its diverse real estate options, making it a sought-after location for families, professionals, and retirees alike. With its strategic location and rich amenities, Upper Middle Road is a prime example of Oakville's commitment to providing a high quality of life for its residents.

The Real Estate Landscape

Upper Middle Road is renowned for its diverse housing options, ranging from luxurious single-family homes to modern townhouses. The area is particularly popular among those looking for a balance between urban convenience and suburban tranquility. For those interested in exploring real estate opportunities, there are numerous listings available that showcase the variety of properties in the vicinity.

One of the highlights of the real estate market here is the availability of townhouses that offer both comfort and style. These properties are ideal for families who desire a spacious living environment without the maintenance demands of a detached home. Additionally, the proximity to essential amenities makes these townhouses a practical choice for many.

Commercial and Retail Opportunities

Upper Middle Road is not just a residential haven; it is also a bustling commercial corridor. The area boasts a variety of shopping centers, restaurants, and service providers that cater to the needs of the local community. From quaint cafes to large retail outlets, there is something for everyone along this vibrant stretch.

For those interested in exploring business opportunities, the commercial spaces available here are worth considering. The strategic location of Upper Middle Road makes it an attractive option for entrepreneurs looking to establish a presence in Oakville. The area's growth potential is further enhanced by its connectivity to other major urban centers, including St. Catharines and Cranbrook.

Recreational and Lifestyle Amenities

Residents of Upper Middle Road enjoy access to a wide range of recreational facilities and lifestyle amenities. The area is home to several parks, trails, and sports complexes that promote an active and healthy lifestyle. Whether you are a fitness enthusiast or someone who enjoys leisurely strolls, the community offers ample opportunities to engage in outdoor activities.

Moreover, the cultural and social scene in Oakville is vibrant, with numerous events and festivals taking place throughout the year. This makes Upper Middle Road an ideal location for those who appreciate a lively community atmosphere. The area's proximity to cultural hubs like Porter and St. Hubert, Montreal further enriches the lifestyle options available to residents.

Educational Institutions

Education is a key consideration for families moving to Upper Middle Road, and the area does not disappoint. Oakville is known for its excellent educational institutions, ranging from top-rated public schools to prestigious private academies. The presence of these institutions ensures that children receive a high-quality education, making the area a preferred choice for families.

In addition to primary and secondary schools, the area is also in proximity to several post-secondary institutions. This makes Upper Middle Road an attractive option for students pursuing higher education, as well as for families who value access to educational resources.

Transportation and Connectivity

One of the standout features of Upper Middle Road is its excellent connectivity. The area is well-served by public transportation, making it easy for residents to commute to work or explore the surrounding regions. The road's strategic location also provides quick access to major highways, facilitating travel to nearby cities such as 340 Dixon Rd and Peterborough.

For those who prefer to drive, the well-maintained roads and ample parking options make commuting a breeze. The area's transportation infrastructure is designed to accommodate the needs of a growing population, ensuring that residents can enjoy a seamless travel experience.

Community and Safety

Upper Middle Road is known for its strong sense of community and commitment to safety. The area is home to a diverse population, fostering a welcoming and inclusive environment. Community events and initiatives are regularly organized, providing residents with opportunities to connect and engage with one another.

Safety is a top priority in Oakville, and Upper Middle Road is no exception. The area benefits from a low crime rate and a proactive approach to community policing. This ensures that residents can enjoy peace of mind and a high quality of life.