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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$699,000

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

2 beds
1 baths
16 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

House for sale: 1852 PILGRIMS Way, Oakville

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$1,798,000

1852 Pilgrims Way, Oakville, Ontario L6M 1X1

6 beds
3 baths
11 days

Upper Middle Rd South on Nottinghill Gate, west on Pilgrims Way Built by Arthur Blakely and meticulously maintained by one family since 1994, this gorgeous home is located in the heart of prestigious Glen Abbey, offering over 4,000 sq. ft. of pristine finished living space and sitting on a

Listed by: Veronica Almeida Hurtado,Century 21 Miller Real Estate Ltd.
House for sale: 1202 BALLANTRY ROAD, Oakville

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$1,999,999

1202 Ballantry Road, Oakville (1018 - WC Wedgewood Creek), Ontario L6H 5M7

5 beds
4 baths
3 days

Upper Middle Rd E - Grosvenors St Stunning Chestnut Hill-built executive home on a highly sought-after, safe, and child-friendly street. This exquisite residence offers 2,854 sqft above ground plus a 1,525 sqft finished basement. The main and upper floors have been fully renovated within the

Susi Kostyniuk,Keller Williams Real Estate AssociatesListed by: Susi Kostyniuk,Keller Williams Real Estate Associates
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
93 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

Listed by: Wassim Younis,Right At Home Realty, Brokerage
Apartment for sale: 136 - 2501 SAW WHET BOULEVARD, Oakville

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$659,000

136 - 2501 Saw Whet Boulevard, Oakville (1007 - GA Glen Abbey), Ontario L6M 5N2

1 beds
1 baths
44 days

Bronte Rd / Upper Middle Rd W Welcome to The Saw Whet, a brand-new luxury condominium in Oakville's prestigious Glen Abbey community. This BRAND NEW never-lived-in 1-bedroom, 1-bathroom suite offers a contemporary open-concept design with elegant finishes, soaring 12 ft ceilings, providing

Alvin Tung,Right At Home RealtyListed by: Alvin Tung,Right At Home Realty
Row / Townhouse for sale: 14 - 1532 SIXTH LINE, Oakville

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$849,000

14 - 1532 Sixth Line, Oakville (1003 - CP College Park), Ontario L6H 2P2

3 beds
3 baths
16 days

Sixth Line & Upper Middle Rd. E Welcome to this meticulously renovated 2-storey end-unit townhome in Oakville's coveted College Park neighborhood. With 3 spacious bedrooms, 3 luxurious bathrooms, and high-end finishes throughout, this home seamlessly blends modern design and comfort. The open-concept

Row / Townhouse for sale: 1387 STONECUTTER DRIVE, Oakville

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$1,100,000

1387 Stonecutter Drive, Oakville (1007 - GA Glen Abbey), Ontario L6M 3C3

3 beds
3 baths
4 days

Third Line and Upper Middle Rd Fantastic locationin the highly desirable Glen Abbey neighbourhood, this charming three-bedroom freehold townhome offers the perfect blend of comfort, convenience, and nature. Steps away from the scenic beauty of Oakville's 14 Mile Creek Lands, lush parks, and

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
112 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

Listed by: Naman Adlakha,Sutton Group Quantum Realty Inc.
House for sale: 2034 BLUE JAY BOULEVARD, Oakville

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$1,499,900

2034 Blue Jay Boulevard, Oakville (1022 - WT West Oak Trails), Ontario L6M 3R4

4 beds
3 baths
6 days

Third Line & Upper Middle Rd W Welcome to 2034 Blue Jay Blvd in desirable West Oak Trails! This well maintained detached 4 Bedroom, open concept home with 9 feet ceiling in main floor, Hardwood Floor throughout. The main level features a formal living and dining room, and a bright family

Cathy Yang,Homelife Landmark Realty Inc.Listed by: Cathy Yang,Homelife Landmark Realty Inc.
Apartment for sale: 541 - 2501 SAW WHET BOULEVARD, Oakville

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$699,900

541 - 2501 Saw Whet Boulevard, Oakville (1007 - GA Glen Abbey), Ontario L6M 5N2

2 beds
2 baths
9 days

Bronte Rd / Upper Middle Rd W Discover Unmatched Luxury in Glen Abbey! Step into this exquisite 1+1 bedroom, 2-bath condo, perfectly situated in Oakville's prestigious Glen Abbey neighborhood. Located on the 5th floor, this 643 sq. ft. residence offers an additional 93 sq. ft. of private balcony

Listed by: Jay Pacecca,Royal Lepage Nrc Realty
House for sale: 1334 LANGDALE CRESCENT, Oakville

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$999,999

1334 Langdale Crescent, Oakville (1005 - FA Falgarwood), Ontario L6H 2K8

3 beds
1 baths
7 days

Upper Middle Rd & Eighth Line Client Remarks: Nestled in the picturesque Falgarwood area of Oakville, this delightful home boasts charm that sets it apart. Its original condition exudes character and warmth, making it a standout property. Conveniently located near highway 403, 407, QEW, downtown

Listed by: Andrijana Rados,Right At Home Realty
Row / Townhouse for sale: 54 - 1489 HERITAGE WAY, Oakville

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$649,999

54 - 1489 Heritage Way, Oakville (1007 - GA Glen Abbey), Ontario L6M 4M7

2 beds
2 baths
42 days

Postmaster Dr./Upper Middle Rd. Beautiful Executive End-Unit featuring elegant finishes and a spacious layout. Rare find low maintenance fee Stacked Condo Townhouse in sought after Glen Abbey. This home boasts LED pot lights, granite countertops in the kitchen and main bathroom, and refined

Listed by: Maria Makrygiannis,Right At Home Realty, Brokerage
House for sale: 1264 LANDFAIR CRESCENT, Oakville

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$1,599,000

1264 Landfair Crescent, Oakville (1005 - FA Falgarwood), Ontario L6H 2N3

4 beds
3 baths
43 days

Upper Middle Rd E/Eight Line Your Perfect Family Home Awaits! $$$ Spent on Renovation!!!Spectacular Completely Renovated Home, Situated On Private, Pie Shaped Lot In Popular Falgarwood Neighborhoods. The Home Main Level Features :Welcoming Foyer With Custom New Wood Slat Wall in Entry Way and

Row / Townhouse for sale: 43 - 2250 ROCKINGHAM DRIVE, Oakville

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$995,000

43 - 2250 Rockingham Drive, Oakville (1009 - JC Joshua Creek), Ontario L6H 6J3

3 beds
3 baths
15 days

NINTH LINE & UPPER MIDDLE Rd. Welcome to a beautifully designed executive townhouse located in a boutique enclave within the prestigious Joshua Creek neighborhood. Surrounded by multi-million-dollar homes, this thoughtfully crafted property offers a unique blend of modern convenience and serene

House for sale: 1379 GOLDEN MEADOW TRAIL, Oakville

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$2,458,900

1379 Golden Meadow Trail, Oakville (1005 - FA Falgarwood), Ontario L6H 3H1

5 beds
4 baths
Today

Eighth Line & Upper Middle Rd. E Exceptionally Rare Ravine-Side Gem In One Of Oakville's Most Coveted Neighbourhoods! Welcome To The Fully Renovated 1379 Golden Meadow Trail - Nestled At The End Of A Quiet Street In Oakville's Most Desirable Communities. Set On A Rare, Pie-Shaped Ravine Lot

Apartment for sale: 206 - 2199 SIXTH LINE, Oakville

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$589,900

206 - 2199 Sixth Line, Oakville (1015 - RO River Oaks), Ontario L6H 5V3

2 beds
1 baths
45 days

Sixth Line & Upper Middle Rd Introducing a sunny 2-bedroom condo in the highly sought-after "The Oaks," featuring a desirable south exposure. This unit comes with two parking spaces, a rare bonus in today's market! Enjoy the convenience of en-suite laundry, a spacious master bedroom with a

George Grdic,Royal Lepage Real Estate Services Ltd.Listed by: George Grdic,Royal Lepage Real Estate Services Ltd.
House for sale: 1386 QUEENS PLATE ROAD, Oakville

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$2,250,000

1386 Queens Plate Road, Oakville (1007 - GA Glen Abbey), Ontario L6M 5L4

5 beds
5 baths
23 days

Bront Rd and Upper Middle Rd. Welcome to Glen Abbey Encore-a vibrant neighborhood that blends convenience, luxury, and natural beauty in one of Canadas most desirable places to live. Here, every amenity is within reach: boutique and big-name shopping, top-rated public, private, and separate

Ali Ahmed,Royal Lepage Terrequity RealtyListed by: Ali Ahmed,Royal Lepage Terrequity Realty
Offices for sale: 306 - 1670 NORTH SERVICE ROAD E, Oakville

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$425,000

306 - 1670 North Service Road E, Oakville (1014 - QE Queen Elizabeth), Ontario L6H 7G3

0 beds
0 baths
100 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: 2243 RIDGE LANDING, Oakville

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$1,198,000

2243 Ridge Landing, Oakville (1022 - WT West Oak Trails), Ontario L6M 3L6

3 beds
3 baths
24 days

Upper Middle Rd-West Oak Trail Beautifully Updated Semi-Detached Home in West Oak TrailsThis stunning semi-detached home offers a functional layout in a prime location. The open-concept main floor features 2024-upgraded flooring, a stylish kitchen with stainless steel appliances, stone countertops,

Listed by: Wilson Lee,Homelife Landmark Realty Inc.
House for sale: 1466 PARISH LANE, Oakville

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$2,299,000

1466 Parish Lane, Oakville (1007 - GA Glen Abbey), Ontario L6M 2Z5

5 beds
3 baths
10 days

Upper Middle Rd W and Third Line Tastefully renovated 3,802 sq ft 5 Bedroom family home with main floor den in the heart of Glen Abbey. Large unfinished basement is an open canvas for basement development. Side entrance provides access to Laundry Room, door to garage and stairs to basement.

Listed by: Kathie Anderson,Intercity Realty Inc.
House for sale: 1186 GLENASHTON DRIVE, Oakville

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$3,499,000

1186 Glenashton Drive, Oakville (1018 - WC Wedgewood Creek), Ontario L6H 5L7

7 beds
5 baths
41 days

Glenashton dr & Upper middle Rd Welcome to 1186 Glenaston Drive, a luxurious, A three-story 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 sqft of elegant living space.

Aysheh Al-saidi,Right At Home Realty, BrokerageListed by: Aysheh Al-saidi,Right At Home Realty, Brokerage
House for sale: 144 MAYLA DRIVE, Oakville

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$1,849,000

144 Mayla Drive, Oakville (1015 - RO River Oaks), Ontario L6H 3T4

5 beds
4 baths
10 days

Upper Middle Rd. W. & Neyagawa Blvd. 5 Elite Picks! Here Are 5 Reasons to Make This Home Your Own: 1. Spectacular Backyard Retreat on Large Private Lot with Mature Trees,& Extensive Patio Area with I/G Pool & Raised Gazebo/Sitting Area! 2. Vast Updated Kitchen Featuring Centre Island, Large

House for sale: 1400 GREENDALE TERRACE, Oakville

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$1,948,000

1400 Greendale Terrace, Oakville (1007 - GA Glen Abbey), Ontario L6M 1W6

5 beds
4 baths
11 days

Upper Middle Rd W/Third Line Welcome to this stunning, fully renovated detached home, top to bottom! Just steps away from Abbey Park High School and Pilgrim Wood Public School, this beautiful residence offers 4+1 bedrooms and 4 bathrooms in an open-concept layout, with professionally landscaped

House for sale: 1531 STONEYBROOK TRAIL, Oakville

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$1,859,000

1531 Stoneybrook Trail, Oakville (1007 - GA Glen Abbey), Ontario L6M 2R4

4 beds
3 baths
14 days

Upper Middle Rd/Bishops Gate/Stoneybrook Stunning detached 2 storey home in highly desirable Glen Abbey and located in great school zones including Pilgrim Wood and Abbey Park H.S. Fully renovated throughout including a stunning white kitchen with custom breakfast bar open to the family room,

House for sale: 1400 COBBLER LANE, Oakville

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$1,199,000

1400 Cobbler Lane, Oakville (1007 - GA Glen Abbey), Ontario L6M 3C1

3 beds
2 baths
56 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

Listed by: Rola Merhi,Sotheby's International Realty Canada
House for sale: 488 GRAND BOULEVARD, Oakville

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$1,550,000

488 Grand Boulevard, Oakville (1005 - FA Falgarwood), Ontario L6H 1P3

3 beds
3 baths
Today

Upper Middle Rd. E / Eight Line Welcome to 488 Grand Blvd a completely customized show home nestled on a quiet, family-friendly street. Set on a meticulously manicured, oversized lot backing onto a peaceful park, this stunning stone and brick residence boasts undeniable curb appeal. Step through

House for sale: 2067 GRANBY DRIVE, Oakville

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$1,699,000

2067 Granby Drive, Oakville (1018 - WC Wedgewood Creek), Ontario L6H 3X9

5 beds
4 baths
21 days

Eigth Line /Upper Middle Rd E Welcome To 2067 Granby Dr - A Beautiful & Recently Updated Detached Home, Nestled On A 50 X 118 Ft Deep Lot In The Popular Wedgewood Creek Neighbourhood, Featuring 4+1 Bedrooms & 3+1 Baths! Newer Roof with Icing & Water Shield (2020) + Added Attic Insulation (2021).

Sam Al-zaman,One Percent Realty Ltd.Listed by: Sam Al-zaman,One Percent Realty Ltd.
House for sale: 168 OLIVER PLACE, Oakville

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$7,498,000

168 Oliver Place, Oakville (1003 - CP College Park), Ontario L6H 1K8

5 beds
7 baths
44 days

Oxford Ave & Upper Middle Rd W Welcome to this extraordinary newly built estate, where luxury meets timeless design. Spanning over 9,000 sqft across three levels, this stunning residence boasts impeccable architectural details and thoughtfully crafted living spaces. Pass the expansive 11ft

Tammy Masoumi-lari,Sotheby's International Realty CanadaListed by: Tammy Masoumi-lari,Sotheby's International Realty Canada
Apartment for sale: 402 - 2199 SIXTH LINE S, Oakville

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$599,000

402 - 2199 Sixth Line S, Oakville (1015 - RO River Oaks), Ontario L6H 5V3

1 beds
1 baths
22 days

Sixth Line & Upper Middle Rd Beautiful sunny 1 bedroom, 1 spacious Living/Din room, 1 bathroom, 1 parking condo in the highly sought-after "The Oaks" Featuring a desirable south exposure. This unit comes with one parking space located underground for your convenience. Enjoy the convenience

Vitor Almeida,Re/max ExpertsListed by: Vitor Almeida,Re/max Experts
House for sale: 1448 IVY COURT, Oakville

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$1,849,000

1448 Ivy Court, Oakville (1005 - FA Falgarwood), Ontario L6H 3J6

4 beds
3 baths
1 day

Eighth Line & Upper Middle Rd. E. 5 Elite Picks! Here Are 5 Reasons to Make This Home Your Own: 1. Private Backyard Oasis on Large Pie-Shaped Lot Boasting Mature Trees, Gorgeous Perennial Gardens, Multi-Level Patio, Pergola & I/G Pool with ClearBlue Ionizer System & Solar Pool Heating! 2. Stunning

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
77 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

Row / Townhouse for sale: 17 - 4165 UPPER MIDDLE ROAD, Burlington

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$889,000

17 - 4165 Upper Middle Road, Burlington (Rose), Ontario L7M 0V4

3 beds
3 baths
3 days

Upper Middle Rd & William O'Connell Blvd This sophisticated and modern Branthaven-built 3-storey townhome is located in Burlingtons prestigious Millcroft community, known for its tree-lined streets, executive homes, and the award-winning Millcroft Golf Course. Offering three bedrooms, two and

Dorota Pilkowska,Royal Lepage Terrequity RealtyListed by: Dorota Pilkowska,Royal Lepage Terrequity Realty
House for sale: 1407 BAYSHIRE Drive, Halton

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$2,588,000

1407 Bayshire Drive, Halton, Ontario L6H 6E8

4 beds
4 baths
49 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 Rd, Oakville: A Comprehensive Guide for Home Buyers and Investors

Upper Middle Rd in Oakville is a vibrant and sought-after area that offers a unique blend of suburban tranquility and urban convenience. As a licensed Canadian real estate expert, I am excited to provide you with a detailed overview of this dynamic locale, focusing on zoning, resale potential, lifestyle appeal, and seasonal market trends.

Zoning and Development

Upper Middle Rd is strategically zoned to accommodate a mix of residential, commercial, and recreational spaces. This zoning flexibility is a significant advantage for investors and home buyers alike, as it allows for diverse property types and future development opportunities. The area is home to a variety of residential properties, including single-family homes, townhouses, and condos, each offering unique benefits.

For those interested in townhouses, Upper Middle Rd provides a perfect balance of affordability and space, making it an attractive option for families and young professionals. The zoning regulations also support the development of condominiums, which are ideal for those seeking a low-maintenance lifestyle.

Resale Potential

One of the most compelling aspects of investing in Upper Middle Rd is its strong resale potential. The area's consistent demand, coupled with its strategic location, ensures that properties here retain their value over time. The proximity to major highways and public transportation options enhances the appeal for potential buyers, making it easier to sell when the time comes.

Moreover, the ongoing development and infrastructure improvements in the area contribute to the appreciation of property values. For instance, the nearby Aura Condo development is a testament to the area's growth and potential for future appreciation.

Lifestyle Appeal

Upper Middle Rd offers a lifestyle that caters to a wide range of preferences. The area is known for its excellent schools, parks, and recreational facilities, making it a top choice for families. The abundance of green spaces and walking trails provides residents with ample opportunities to enjoy the outdoors.

For those who enjoy shopping and dining, Upper Middle Rd is conveniently located near several commercial hubs. The vibrant community atmosphere is further enhanced by local events and activities, fostering a sense of belonging among residents. The nearby Selkirk area offers additional amenities and attractions, adding to the overall lifestyle appeal.

Seasonal Market Trends

The real estate market in Upper Middle Rd, Oakville, experiences distinct seasonal trends that buyers and investors should be aware of. Typically, the spring and fall seasons see increased activity, with more listings and competitive pricing. This is an ideal time for buyers to explore the market and find their dream home.

During the winter months, the market tends to slow down, offering potential opportunities for buyers to negotiate better deals. However, it's essential to stay informed about market conditions and work with a knowledgeable real estate advisor to make the most of these seasonal trends.

Investors looking to capitalize on rental opportunities will find that the demand for rental properties remains steady throughout the year. The area's proximity to educational institutions and business centers ensures a consistent pool of potential tenants. The Midland Condo development, for example, is a popular choice for renters seeking modern amenities and convenient access to the city.