Sherwood Real Estate

Sherwood Real Estate

Welcome to Sherwood, a charming neighborhood nestled in the heart of Hamilton, Ontario. Known for its picturesque streets and welcoming atmosphere, Sherwood is a hidden gem that perfectly blends suburban tranquility with urban convenience. This family-friendly community boasts a rich tapestry of tree-lined avenues, well-maintained parks, and a variety of local amenities that cater to residents of all ages.

One of Sherwood's standout features is its sense of community. Neighbors here take pride in their homes and actively engage in local events, fostering a warm and inviting environment. Families can often be seen enjoying the nearby parks, where children play freely and adults gather for leisurely strolls or picnics on sunny afternoons. The neighborhood's proximity to schools, shopping centers, and healthcare facilities ensures that all your daily needs are met within a short distance.

Sherwood also offers easy access to major transportation routes, making commuting a breeze for those who work in downtown Hamilton or beyond. Whether you prefer a quick drive or public transit, getting around is seamless.

For outdoor enthusiasts, the nearby trails and green spaces provide ample opportunities for hiking, biking, and enjoying nature. With a variety of local shops and eateries just around the corner, residents can indulge in delightful culinary experiences without venturing far from home.

In Sherwood, you'll find not just a place to live, but a vibrant community where you can create lasting memories. Come discover the charm of Sherwood, where comfort meets convenience, and a warm welcome awaits you at every turn!

Newest Listings in Sherwood

29 Woodside Drive, Hamilton
$1,399,000
5 Beds ⋅ 4 Baths ⋅ X14171602 MLS
A fantastic home, an extraordinary lifestyle! Set on a spectacular, professionally landscaped property in one of Hamilton's sought after East Mountain neighbourhoods, this impressive centre hall plan brings an exceptional combination of elegance, generous living spaces and resort-inspired luxury. Beautifully refreshed with neutral décor, the home welcomes you with spacious principal rooms, including an elegant formal dining room, private home office and fabulous Great Room with multiple walkouts to the backyard paradise. A main-floor bedroom with its own private entrance provides wonderful flexibility for guests or extended family. Upstairs, 4 spacious bedrooms offer comfortable family living. Stunning updated primary ensuite (June 2026) and refreshed 4 pc. bathroom. The finished lower level is an entertainer's delight, featuring a family room with fireplace, wet bar, recreation and fitness areas, and sauna. Two separate basement entrances add versatility and potential for multi-generational living. Step outside and discover your own private vacation destination! The magnificent, fully fenced grounds are designed for relaxation and entertaining, complete with a heated 20' x 40' inground pool, expansive deck, inviting patios, charming gazebo and fabulous outdoor kitchen featuring stone countertops, built-in gas BBQ, two-burner cooktop and two refrigerators. An inground sprinkler system helps maintain the lush, beautifully manicured landscape. An exceptional property where everyday living feels like a getaway! With room for the whole family, wonderful spaces to entertain and an outdoor setting that rivals a luxury resort, this is a home to enjoy, inside and out, for years to come.

29 Woodside Drive, Hamilton
9 Donlea Drive, Hamilton
$999,000
3 Beds ⋅ 3 Baths ⋅ X14144894 MLS
This is not your average Hamilton Mountain bungalow. Welcome to 9 Donlea Drive, a thoughtfully reimagined home in the sought-after Sherwood neighbourhood where elevated design, smart-home technology and quality craftsmanship come together. Inside, every detail has been carefully considered. Engineered hardwood flooring runs throughout, complemented by custom-designed lighting, Buster + Punch brass switches, Legrand adorne outlets and automated Wi-Fi-enabled blinds. At the heart of the home, the kitchen was designed for both everyday living and entertaining, featuring an oversized waterfall island with extensive integrated storage, Fisher & Paykel appliances including double-drawer dishwashers, a Sharp convection microwave drawer and an impressive 168-bottle wine refrigerator. The attention to detail continues into the bathrooms with heated floors, Wi-Fi-enabled LED mirrors with integrated audio, linear shower drains and Aria architectural vents. A wood-burning fireplace brings warmth and character to the living space, while the fully finished lower level offers plenty of additional room to relax, entertain or work from home. And the upgrades go well beyond what you can see. The home underwent extensive infrastructure improvements in 2022, including a complete 200-amp electrical upgrade and rewiring, replaced/upgraded plumbing and hardwired CAT6 connectivity throughout. Oversized European-style entrance doors with a triple-lock system, hardwired exterior security cameras, and thoughtfully integrated smart-home features complete the package. Set in the established Sherwood neighbourhood, you're just steps to the Escarpment Rail Trail, while remaining close to everyday amenities, both high schools and elementary schools, and convenient Mountain access routes. 9 Donlea is the kind of home where the design catches your attention, but the quality behind it is what truly sets it apart. RSA.

9 Donlea Drive, Hamilton
244 Mountain Brow Boulevard, Hamilton
$2,200,000
3 Beds ⋅ 3 Baths ⋅ X14088948 MLS
Welcome to 244 Mountain Brow Boulevard! This beautiful 3882 Square foot bungalow is a high quality Structural Work of Art! Excellent location and spacious lot set across the street from the Niagara Escarpment brow with a spectacular panoramic view over the city and beyond. Features include 14 foot contoured ceilings, covered outdoor living space at the front of the home complete with a wood burning fireplace, an elegant dining room, a wonderful spacious kitchen with granite counter tops, high grade flooring throughout, an outstanding living room, primary bedroom with large walk in closet and a luxurious ensuite plus 2 other spacious bedrooms, a conveniently located 2 piece bathroom and another 3 piece bathroom with a large high end shower component, heated radiant flooring throughout including the garage, a spacious family room and even a bar area. Other features of note is the sound system that will play throughout the home and to the backyard patio area which also is also roughed in for an outdoor kitchen and for a hot tub all in a parklike setting. Outstanding value.

244 Mountain Brow Boulevard, Hamilton
274 Mountain Brow Boulevard, Hamilton
$2,188,888
3 Beds ⋅ 3 Baths ⋅ X13864222 MLS
An Exceptional Expression of Mid-Century Inspired Luxury. Prepare to be impressed by this extraordinary custom home, completely renovated from the ground up by the renowned team at Exquisite Living Homes. Set at the peak of the Hamilton Escarpment, this one-of-a-kind residence brings together refined modern luxury, exceptional scale, and an enviable setting. Imagine beginning each morning with coffee on the front porch as the sun rises over the Hamilton skyline and Lake Ontario. Situated on an impressive half-acre property, the home makes a striking first impression with its grand circular driveway and distinctive custom side split design. Inside, thoughtful craftsmanship and elevated finishes take center stage. The home is anchored by a spectacular book matched marble gas fireplace in the impressive great room with vaulted ceilings and natural light, while the kitchen serves as the true hub of the main level. Two-toned cabinetry, expansive quartz countertops, a generous island, and high-end built-in appliances create a space equally suited to everyday living and entertaining.The main floor flows effortlessly, offering two separate living areas, rich hardwood floors and an elegant powder room.The primary suite provides a private retreat, complete with 2 walk-in closets and a spa-inspired ensuite bath.Upstairs, two comfortable bedrooms and a full bathroom provide plenty of room for family and guests.The lower level offers exceptional practicality with an oversized mudroom/laundry room, with exterior entry and access to the double garage.Outside, the backyard feels like a private resort.A covered porch, outdoor fireplace with a wood ceiling and beautifully landscaped irrigated gardens create an inviting setting for relaxing, entertaining and enjoying the outdoors.Ideally located just steps from local trails and great schools, with convenient highway access, this remarkable home delivers the space, setting, design and lifestyle you've been waiting for. Luxury Certified

274 Mountain Brow Boulevard, Hamilton
14 Woodside Drive, Hamilton
$869,900
4 Beds ⋅ 3 Baths ⋅ X13843354 MLS
This fabulous 4 level backsplit is located on a premium sized lot on a quiet street off the prestigious Mountain Brow. This home features 3+1 bedrooms, 2.5 bathrooms and the multi-level design offers space for a growing family or in-law situation. Enjoy hardwood floors, large windows, bedrooms with balconies, tons of storage and a ground-level family room with a wood-burning fireplace and a separate entrance from the 1.5-car garage. The primary bedroom features a 2-piece ensuite and double closets and a potential fourth bedroom or office space is located on the ground level. Enjoy the unique exterior angel stone, a 4 car driveway and professionally landscaped gardens. Whether you're looking to move right in or personalize the space to reflect your own style this home offers outstanding opportunities. The local area offers paved paths overlooking the brow for walks or jogging. This sought-after Sherwood area is close to schools, arenas, baseball diamonds, a pool, and tennis courts making this an ideal family-friendly area. Note: The fireplace is wood-burning and has not been used in 13 years.

14 Woodside Drive, Hamilton
1119 Fennell Avenue E, Hamilton
$20
X13782626 MLS
2nd floor walk up office space. To be demised. Clean unit with open area and shared reception. Gross rate includes utilities.

1119 Fennell Avenue E, Hamilton
618 Upper Ottawa Street, Hamilton
$779,900
5 Beds ⋅ 2 Baths ⋅ X13567892 MLS
Excellent Mountain Location!!***** Beautiful, well-maintained detached bungalow situated on a rare 50-ft frontage in a quiet, family-friendly neighbourhood.***** Featuring a solid brick and stone exterior, an extra-wide driveway with parking for up to 6 vehicles, and a large lot.***** Offers 3+2 bedrooms and 2 full bathrooms. Updated kitchen with stainless steel appliances.**** Carpet-free throughout.***** Finished basement with 2 bedrooms, separate entrance, and shared laundry, offering excellent in-law or income potential.***** Conveniently located within walking distance to schools, parks, shopping, public transit, just minutes to major highways and all other amenities.***** An excellent opportunity for first-time buyers, growing families, or investors..***** Don't miss this exceptional property!!!*****

618 Upper Ottawa Street, Hamilton
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