Forest Hill South Homes with 51-99 Approx Age

Forest Hill South Homes with 51-99 Approx Age

Welcome to Forest Hill South, one of Toronto's most prestigious and charming neighborhoods. Nestled in the heart of the city, this enchanting area is known for its lush greenery, elegant architecture, and a strong sense of community. With homes predominantly built between 51 to 99 years ago, Forest Hill South boasts a rich history that is beautifully reflected in its stunning residences.

As you stroll through the tree-lined streets, you’ll encounter a delightful mix of architectural styles, from classic Tudor and Georgian homes to more contemporary designs, all harmoniously coexisting. The neighborhood’s mature trees and manicured gardens create a serene atmosphere, making it an ideal place for families and professionals alike.

Forest Hill South is not just a feast for the eyes; it also offers a vibrant community spirit. Residents enjoy access to top-rated schools, boutique shops, and a variety of dining options that cater to every palate. The area is also home to several parks, providing ample opportunities for outdoor activities and leisurely strolls.

Conveniently located near major transit routes, Forest Hill South offers easy access to downtown Toronto, making it perfect for those who wish to enjoy the hustle and bustle of city life while retreating to a peaceful haven at the end of the day.

With its unique blend of history, beauty, and community, Forest Hill South is more than just a place to live; it’s a lifestyle choice that promises to enrich your everyday life. Discover your dream home in this remarkable neighborhood today!

Newest Forest Hill South Homes with 51-99 Approx Age

$690,000
2 Beds ⋅ 1 Baths ⋅ C13623354 MLS
Welcome to the exquisite 'Kent Arms', a low-rise building bursting with charm and character, and located in the very desirable location of Forest Hill south. Rarely available, this stunning and updated, spacious 2-bedroom 'plus den' suite with a perfectly designed floorplan and layout, is literally move-in ready. Almost 1100 sq.ft. of luxury living and positioned on the west side of the building for your quiet enjoyment. Lets explore the suite's amazing features! Lovely hardwood flooring and neutral colour-palette that flows seamlessly throughout the suite. The generous, open-concept living and dining areas are bright and ideal for those wishing to have space for both a living room and dining set; ample room for entertaining family and friends. The decorative fireplace adds an extra element of uniqueness to the room. A bonus feature is the 'den' that is an ideal space for an office, quiet sitting area or pop-up guest room. The beautifully updated kitchen boasts stylishly finished countertops, backsplash and flooring, complete with stainless steel appliances. Enjoy the convenience of a washer-dryer-combo machine for times when you don't want to use the building's nice laundry facilities. As for the 3-piece bathroom, wow! Completely updated in 2025 with gorgeous, top to bottom finishes and where the separate shower has a neat, built-in nook for toiletries. The bedrooms? Both are a magnificent size with double closets that include built-in organizers. For extra space, the suite comes with an exclusive locker on the lower level. This neighborly building is pet-friendly (some restrictions, but dogs and cats welcome). Fab area amenities: excellent school district, TTC at the door, walkable to Davisville station, close to shops, restaurants and parks. Low-maintenance living with modest monthly fees that 'include' water and property taxes! This incredible building and suite must be seen to be appreciated. Photography note: rooms are 'virtually' staged for your inspiration!

100 Oriole Parkway Unit 206, Toronto
$649,900
2 Beds ⋅ 1 Baths ⋅ C13580642 MLS
Welcome to this gorgeous, sun-filled suite in a charming boutique low-rise, just steps from Forest Hill Village. Tucked away on a quiet cul-de-sac, this home offers an exceptional blend of style, comfort, and convenience. The spacious open-concept layout features white oak flooring, a chef-inspired kitchen with a large centre island, abundant cabinetry, and a gracious dining area perfect for entertaining. A thoughtfully designed office alcove, ensuite storage, and rare ensuite laundry maximize functionality. Two generous bedrooms offer large closets and peaceful treetop views through oversized windows, while the beautiful bathroom completes the space. Enjoy a turnkey home within walking distance to shops, cafés, restaurants, parks, and scenic trails. Includes one parking space, locker, and the added convenience of a live-in superintendent.

60 Montclair Avenue Unit 402, Toronto
$2,600,000
5 Beds ⋅ 4 Baths ⋅ C13550210 MLS
Exceptional 164' Deep Lot: Rarely available in Chaplin Estates/Forest Hill, offering privacy, a professionally commercial grade landscaped backyard with self-filtering pond and fountain, and potential for a future garden suite; Spacious 5-Bedroom Family Home: Approximately 2,000 sq. ft. above grade with 5 bedrooms and 4+ bathrooms, providing ample space for a growing family; New Custom Kitchen & Primary Ensuite: Custom renovated eat-in kitchen with quartz waterfall counters, marble flooring and new appliances, plus a renovated primary ensuite and walk-out to the deck; Renovations and Major Updates: New shingles (2024), furnace (2025), windows and sliding doors (2025), newly renovated custom kitchen and ensuite, fresh paint, and smart garage door opener (2026); Flexible Lower-Level & Outdoor Living: Finished lower level with in-law/nanny suite, new luxurious carpet and potential separate entrance, plus private driveway, built-in garage, natural gas BBQ hookup and beautifully landscaped grounds; Prime Forest Hill Location: Close to top schools, the Beltline walking trail, TTC/Crosstown (Lines 1 & 5), Hwy 401, Yorkdale mall and downtown-combining neighbourhood living with excellent transportation and amenities.

89 Elmsthorpe Avenue, Toronto
$2,600,000
5 Beds ⋅ 1 Baths ⋅ C13478908 MLS
Welcome to 89 Elmsthorpe, a spacious family home in prestigious Chaplin Estates/Forest Hill on an exceptional 164' deep lot, offering nearly 2,0200 sq. ft. above grade. This 5-bedroom, 4+ bath home features a renovated custom eat-in kitchen with quartz waterfall counters, marble finishes, and new appliances; a primary suite with walk-out to deck, walk-in closet, and renovated ensuite; hardwood floors throughout the main living areas; and a finished lower-level with in-law/nanny suite potential and separate side entrance. Recent upgrades include a new shingles (2024), furnace (2025), windows and sliding doors (2025), smart garage door opener (2026), renovated kitchen and ensuite, and fresh paint. Enjoy a professionally landscaped backyard with pond, fountain, gas BBQ hookup, private driveway, and built-in garage with kitchen access. Ideally located near top schools, the Kay Gardner Beltline, TTC Crosstown, Eglinton Way shops, Allen Rd., Hwy 401, Yorkdale, and downtown. INVESTORS PLEASE NOTE: purchase the home directly or acquire the holding corporation. The deep lot may allow for a future garden suite while maintaining privacy. A pleasure to view, exceptional to call home.

89 Elmsthorpe Avenue, Toronto
$6,495,000
6 Beds ⋅ 5 Baths ⋅ C13426984 MLS
Welcome home to 470 Russell Hill Rd. Located On One Of The Most Prestigious Streets In Forest Hill. This Well-Appointed Classic Georgian Home Is Perfect For Entertaining. With Grand Living, Dining & Family Rooms, This Home is Turn-Key & Move In Ready. Private Garden That Feels completely secluded. Modern Kitchen With Top Of The Line Wolf & Sub Zero Appliances. Heated Drive In The Front with electric car charger, And Double Car Garage At Rear with additional driveway space. The detached two-car garage is accessible from Old Forest Hill Rd. 5 Large Bedrooms, 2 Laundries, Top Of The Line Finishes Throughout. Steps To Upper Canada College & Bishop Strachan School, Canada's Top Private Schools. A Short walk to the Forest Hill Village shops & restaurants. This home has been lovingly maintained, and is ready for you to move right in. Property is currently tenanted until August 31, 2026 at $22,500.00 Per Month. The Tenants are willing to extend for an additional year if the Buyer agrees until August 31, 2027.

470 Russell Hill Road, Toronto
$2,795,000
5 Beds ⋅ 4 Baths ⋅ C13230886 MLS
Large 4+1 bedroom updated home in South Forest Hill/Chaplin Estates. Large 35' lot with private driveway, over 3,000 sq/ft of living space, close to UCC and BSS. This home has a 2 level addition to provide an oversize family room with wood burning fireplace and walk out to the professionally landscaped backyard and a primary bedroom with a new luxurious 5 piece ensuite bath with his/her shower and a standalone soaker tub. Large formal Living room, Dining room and a main floor powder room. Finished basement with a rec room and an additional bedroom/office as well as a proper laundry room with sink. This home is entirely move-in ready but with the potential to modernize the kitchen and secondary bathroom. Walking distance to both Avenue and Chaplin Eglinton LRT stations and shops and restaurants on Eglinton West.

29 Tarlton Road, Toronto
$398,000
1 Beds ⋅ 1 Baths ⋅ C13142276 MLS ⋅ The Roycroft 707 Eglinton Avenue West BLDG.
Step into serenity at " The Roycroft," a landmark vintage New York-style Art Deco building in Forest Hill. Designed by prominent architect John Edward Hoare, this prime south-east corner suite beautifully blends contemporary and vintage styles, while natural light pours in throughout the day. This serene corner suite features oak strip hardwood floors throughout, along with a separate windowed contemporary kitchen. The 2017 renovation includes white lacquer cabinetry, grey stone countertops, and luxury stainless steel appliances by Bosch, LG, and Samsung. Enjoy spectacular south- and east-facing open treetop views overlooking the picturesque Forest Hill skyline. Step right back into the city action with the newly completed Eglinton LRT, and with the Chaplin underground station, you are just one stop from the Yonge subway line. Co-ownership monthly fee covers all utilities, including cable/internet, as well as property taxes!

707 Eglinton Avenue W Unit 403, Toronto
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