Forest Hill is an affluent and historic neighbourhood located in midtown Toronto, Ontario. Known for its winding, tree-lined streets and stately homes, Forest Hill is one of the city’s most prestigious residential areas. The community is home to top private schools like Upper Canada College and Bishop Strachan School, adding to its appeal for families. Residents enjoy a peaceful, upscale lifestyle with convenient access to downtown Toronto, green spaces like the Beltline Trail, and local boutiques and cafés in Forest Hill Village. Blending charm, elegance, and urban convenience, Forest Hill remains one of Toronto’s most desirable neighbourhoods.
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106 Glenayr Road in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C13015422
106 Glenayr Road Toronto M5P 3C2 
$12,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13015422
- Bedrooms:
- 6
- Bathrooms:
- 8
106 Glenayr Rd won 2025 Best Luxury Residential Interior Design Ontario and Luxury Lifestyle Award TOP 100 Interior Designers of the World. Highly acclaimed visionary leader Omid Taba OE Design built this significant residence on most exquisite Billionaire's Row. Arrive with your luggage and relax as if you were moving into a Four Seasons Presidential Suite. The pre-arranged luxury is designed for those seeking high-end comfort and turnkey lifestyle. It checked all the well-loved Forest Hill home amenities: *Elegant stone facades.*Appx 8,750 SF sophisticated interior. *3-storey layout with elevator. *6 Ensuite bedrooms incl enormous dressing suites and precious boudoir. *Sumptuous 14' entryway with a top-notch office. *Multiple Lounge Hubs for family gatherings. *Magazine-worthy chef's kitchen with two marvelous waterfall islands, ample pantry and paneled upscale appliances. *3rd & Lower Flr 2-Laundry. *A consistent rich, luxe tone is achieved through trimless shadow reveals and refined textured treatments on all surfaces. Bespoke emerald palette seamlessly balances warm brass accents, white oak planks, and dramatic marble veins. *Comprehensive home comfort plan incl Control4 automation, smart lighting/sound/security, radiant heated floors, zoned heating/cooling, sustainable wellness-focused building materials, and thoughtful engineering allows high ceiling, airy oasis and open to above flows. *Nine skylights and premium wall-to-wall windows provide excessive natural light, complemented by layered architectural lighting throughout. *Sculptural float staircase with biophilia garden. *Resort-like lower level boasts Club Lounge with VIP Home Cinemas and Gym, Opulent Marble Cocktail Bar with illuminated Wine Cellar, Lower walkout to lighted garden, enormous B/I BBQ patio and heated Betz pool.*Tuckaway Nanny Quarter. *3-car Garage with snowmelt drive & walkways. A true timeless masterpiece offers experiential living tailored for the most discreet luxury connoisseurs. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- OLIVIA WILLIAMS
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36 Ava Road in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C13014652
36 Ava Road Toronto M5P 1Y4
$7,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13014652
- Bedrooms:
- 8
- Bathrooms:
- 7
A newly built custom residence by Spragge Architects, ideally positioned with southern exposure and winter city views, offering over 5,200 sq ft of refined living space in prestigious Forest Hill. This exceptional 6-bedroom, 8-bathroom home showcases outstanding craftsmanship and timeless design. A striking brick and Indiana limestone exterior with heated walkway leads to a grand entry. Inside, 10.5' ceilings, a curved staircase, and a stone hallway set an elegant tone. Formal living and dining rooms feature coffered ceilings, a fireplace, and a butler's pantry-perfect for entertaining. Sun-filled principal rooms overlook landscaped gardens and a saltwater pool. A private elevator services all levels. The chef's kitchen includes a large island, eat-in area, and opens to a family room with custom built-ins and walk-out to the yard. The primary suite offers a private balcony, custom walk-in closet, and spa-inspired ensuite. Two additional bedrooms with ensuites complete the second floor. The upper level adds two more bedrooms, a full bath, office/play space, and a bright laundry room. The lower level features a spacious rec room, wet bar, gym, guest/nanny suite, and radiant heated floors. Steps to Forest Hill Village, Cedarvale Park, and minutes to Yorkville. A rare offering combining luxury, comfort, and location. *Power of Sale- as is, where is. More detailsListed by PSR and HARVEY KALLES REAL ESTATE LTD.- OLIVIA WILLIAMS
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407 350 Lonsdale Road in Toronto: Forest Hill South Condo Apartment for sale (Toronto C03) : MLS®# C13006382
407 350 Lonsdale Road Toronto M5P 1R6
$925,000Residential Condo & Other- Status:
- Active Under Contract
- MLS® Num:
- C13006382
- Bedrooms:
- 2
- Bathrooms:
- 2
Forest Hill sophistication. The perfect canvas in prime location. Discover the ideal balance of space, light and potential in this rarely available, two bedroom, two bathoom almost 1,200 sq ft suite. Situated on the south side of this highly sought-after boutique building, suite 407 offers a serene living experience simply steps to the heart of Forest Hill Villlage, the ravine and walking trails, the TTC, great shopping and trendy restaurants. Bathed in natural light, the expansive south facing orientation ensures a bright airy atmosphere from the moment you cross the threshold of the suite's front double doors. Enjoy the thoughtfully designed floor plan with a generous amount of space dedicated to both the private sleeping areas as well as the open concept living areas - perfect for hosting and entertaining guests and even more wonderful for daily life. Step out into your balcony, a wonderful extension of the indoors, to enjoy a leafy view all summer long. While move-in ready, grab this golden opportunity to customize this suite to your exact specifications and taste. Of course, desired and delivered is a prime wide parking space and large locker for all those things you may want to store. This gem is in the Lonsdale House located at the corner of "Prestige & Convenience", with lovely amenities including and not limited to a first-rate concierge service and an indoor pool at the top floor. Come and experience this unique moment and see what you've been missing. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- OLIVIA WILLIAMS
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8 Killarney Road in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C13004082
8 Killarney Road Toronto M5P 1L8
$5,780,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13004082
- Bedrooms:
- 7
- Bathrooms:
- 5
Beautiful 6+1 Bedroom Residence, Offering Timeless 1935 Georgian Centre Hall Design With Seamless Flow And Elevated Family Living. Positioned On A Prime 46 x 150 Ft South-Facing Lot Without A Sidewalk, Surrounded By Prestigious Estate Homes. An Impressive Foyer With Soaring 18-Ft Ceiling And Curved Staircase Introduces The Home's Refined Character. The Main Floor Showcases 9-Ft Ceilings, Rich Hardwood Floors, And Elegant Principal Rooms, Including A Sophisticated Living Area With Marble Fireplace, Integrated Audio, Projector, And Retractable Screen. The Inviting Family Room Features Custom Millwork, Ambient Cove Lighting, Fireplace, And Direct Access To A Generous Entertainer's Deck. A Sun-Filled Dining Room With Expansive Windows Is Perfect For Hosting. The Chef's Kitchen Is Appointed With Heated Italian Stone Floors, Premium Stone Surfaces, Centre Island, Sub-Zero Refrigerator, Wolf Range, Thermador Hood, And Miele Appliances, With French Doors Opening Outdoors. The Upper Level Primary Retreat Offers A Walk-In Closet, Luxurious 6-Piece Ensuite, And Private Terrace. A Home Office Extends To A Spacious Deck With Hot Tub Potential. Each Additional Bedroom Includes Its Own Ensuite And Walk-In Closet. The Third Floor Provides Two More Bedrooms, A Bright Skylit Lounge/Media Space, And Shared Bath-Ideal For Growing Families Or Guests. The Fully Finished Lower Level Includes Heated Floors, A Recreation Room With Fireplace, Gym, Wine Cellar, Laundry, Private Nanny Suite, And Separate Entrance. Additional Highlights Include Crestron Smart Home Integration, Tankless Water Heater, New Garage Door, Hot Tub, And Built-In Sound System. Steps To UCC, BSS, Forest Hill Village, Parks, And Transit. An Exceptional Opportunity To Own A Grand And Functional Home In One Of Toronto's Most Prestigious Neighbourhoods. More detailsListed by MANORLEAD GROUP INC.- OLIVIA WILLIAMS
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210 Glenayr Road in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C13002078
210 Glenayr Road Toronto M5P 3C3
$8,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13002078
- Bedrooms:
- 7
- Bathrooms:
- 7
For Sale At Value Dramatically Less Than Replacement Cost. Builders Own! Extraordinary Custom Built Residence - Architecturally Significant. Architects Own Home Completed Only Last Year. Finishes Almost Never Seen Before All In One Home! Magnificent Textures W/Designer Palette. In The Prestigious Forest Hill Neighborhood, A True Gem That Exudes Sophistication & Elegance. W/7,760 SF Of Living Area Inc. Garden Home. City Of Torontos First Approved Sleek Garden House. This Residence Offers An Unparalleled Living Experience, Designed W/A Zen-Inspired Aesthetic That Seamlessly Integrates Natural Elements, Promoting Tranquility & Harmony Throughout The Space. The Striking Concrete & Metal Frame Construction Not Only Guarantees Durability But Also Creates A Stunning Architectural Statement. Captivating Expansive Open-Concept Layout, Featuring Soaring Ceilings Open To Above, Oversized Foor To Ceiling Windows That Frame Breathtaking Views Of Amenity Rich Rear Yard W/Pool Martini Ledge, Cool Cascading Waterfall, Outdoor Kitchen & Garden House. All Invite An Abundance Of Natural Light, Illuminating Every Corner Of This Exquisite Home. Imagine Entertaining In Your Beautifully Designed Living Spaces That Flow Effortlessly Into The Outdoor Oasis, Complete W/A Heated Swimming Pool W/Illuminated Waterfall Feature, Built-In Wolf BBQ & A Luxurious Self-Contained Legal Garden House That Serves As An Ideal Retreat For Guests, Next Level Entertainment Or A Serene Workspace. The Home Is Equipped W/Modern Conveniences, Including Snow Melt System For The Driveway & Walkways To The Rear, Elevator For Easy Access To All Levels, Home Theatre, Heated Floors, Car Lift W/ Access To 4 Indoor Parking Spaces & Much More. This Is Not Just A House; It's A Lifestyle Defined By Elegance & Serenity. W/Its Breathtaking Views, Exquisite Design, & Unparalleled Amenities, This Forest Hill Masterpiece Is The Epitome Of Luxury Living In Toronto. Don't Miss The Opportunity To Make This Dream Home Your Reality! More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- OLIVIA WILLIAMS
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11 Dewbourne Avenue in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C13000962
11 Dewbourne Avenue Toronto M5P 1Z3
$5,990,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13000962
- Bedrooms:
- 5
- Bathrooms:
- 8
**Captivating residence/exquisite estate--Classic Elegance--This magical home has been meticulously cared for, remodeled/upgraded, and maintained by its owners--Classic/charm centre hall design offers spaces of refined and elegant comfort--5,511 sq.ft (3 storey) + 1,007 sq.ft (basement)---total 6,518 sq.ft of luxurious--where every impeccable detail has been carefully crafted and preserved. The grand principal rooms are designed for both elegance and comfort, a formal dining room and a living room with marble mantle fireplace. The functional gourmet kitchen is equipped with built-in appliances (Sub-Zero/Wolf brand), custom cabinetry & granite countertops. The adjoining family/sun room features a HEATED LIMESTONE floor and 16 ft high glass ceilings, allowing natural sunlight and French doors walkout to south exposure private garden. Upstairs, the hand-carved antique pine paneled library elaborates a story of this home, perfect for versatile use such as 2nd family room and adjoining a mahogany paneled office for a private space. The primary bedroom offers a dressing room, 6 pcs ensuite. The family gym on 2nd floor offers a 18 ft high ceiling with skylights for convenience and comfort. On 3rd floor, the additional all 3 bedrooms provide their own private ensuites, closets, and feature a 3rd furnace and 2nd laundry area. The lower level offers an entertainment room, music and studio room, wine cellar with climate control. Outside, the landscaped lush garden features cheerful trees for privacy and relaxation, and a heated driveway for 5 vehicles, and 2 cars in garage. Surrounded by top ranking private and public schools-UCC/BSS/Havergal College/Forest Hill Junior & Senior PS & Forest Hill CI. A short walk brings you to Forest Hill Village with shops, restaurants & cafes, minutes to sunway station, hwys & more! More detailsListed by FOREST HILL REAL ESTATE INC.- OLIVIA WILLIAMS
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35 Gardiner Road E in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C13000450
35 Gardiner Road E Toronto M5P 3B6
$5,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13000450
- Bedrooms:
- 6
- Bathrooms:
- 5
A Rare Offering! Luxurious Home Located In Prestigious Forest Hill. Beautifully Furnished Circular Room Design Allows In Plenty Of Natural Light, Creating A Sense Of Calm And Relaxation. Oversized Floor-To-Ceiling Windows Overlooking A Landscaped Yard. 5 Br Home W/4 Skylights,2 Gas Fireplaces,Juliette Balconies, Direct Garage Access, Lower Level With Home Theatre. Surrounded by top ranking private and public schools-UCC/BSS/Havergal College/Forest Hill Junior & Senior PS & Forest Hill CI. A short walk brings you to Forest Hill Village with shops, restaurants & cafes, minutes to subway station, hwys & more! More detailsListed by HOMELIFE LANDMARK REALTY INC.- OLIVIA WILLIAMS
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444 Russell Hill Road in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C12996400
444 Russell Hill Road Toronto M5P 2S5
$6,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12996400
- Bedrooms:
- 5
- Bathrooms:
- 6
Set On One Of Forest Hill's Most Sought-After Streets, This Thoughtfully Designed Home Blends Timeless Architectural Character With Carefully Chosen Modern Updates To Create A Comfortable And Enduring Setting. A Welcoming Foyer Leads To Large Principal Living And Dining Rooms With Easy Flow And Warm, Character-Rich Details, Alongside A Sunroom-Style Office Positioned Just Off The Living Room, Ideal For Work Or Quiet Retreat. The Main Floor Also Includes A Comfortable Family Room And A Mudroom For Everyday Functionality. An Entertainer's Kitchen With Eat-In Breakfast Area, Walk-Through Pantry, And Walkout To Patio Anchors The Main Level And Connects Effortlessly To The Home's Living Spaces. The Second Level Offers A Generous Primary Suite With Fireplace, Walk-In Closet, Ensuite, And Private Balcony, Alongside Two Additional Bedrooms That Are Well-Proportioned, Light-Filled, And Finished With Ensuites And Built-Ins. The Third Level Adds Valuable Flexibility With Vaulted Ceilings, Additional Bedrooms, Lounge Space, And Bathroom, Ideal For Guests, Creative Use, Or Quiet Escape. The Lower Level Expands The Living Space With Radiant-Heated Floors, Recreation And Media Areas, Walkout Access, Plus Laundry And Storage. Completing The Home Is A Fully Self-Contained Three-Level Carriage House Offering Open-Concept Living With Kitchen, Flexible Living Space, And Bathroom, With Direct Access To Two Car Garage, Well Suited For Extended Family, Guests, Or Work-From-Home Needs. Surrounded By Landscaped Gardens And Outdoor Spaces Designed For Entertaining And Everyday Enjoyment, This Is A Forest Hill Home That Feels Established, Polished, And Practical. Must Be Seen. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- OLIVIA WILLIAMS
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11 Ormsby Crescent in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C12997680
11 Ormsby Crescent Toronto M5P 2V2
$9,900,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12997680
- Bedrooms:
- 7
- Bathrooms:
- 5
Welcome to 11 Ormsby Crescent, a landmark estate in the heart of Forest Hill proper - one of Toronto's most exclusive and distinguished enclaves. Set on a spectacular, estate-sized property, this extraordinary residence offers over 7,000 sq. ft. of impeccably designed living space, where timeless architecture meets uncompromising modern luxury. Situated on a desirable family, friendly crescent and masterfully renovated to the highest standards, this 6+1 bedroom home exudes sophistication at every turn. Grand principal rooms, refined detailing, and curated designer finishes create an atmosphere of understated elegance, while seamlessly integrating contemporary comfort and functionality. Every element has been thoughtfully considered, resulting in a residence that is both impressive in scale and intimate in feel. The grounds are nothing short of breathtaking-an ultra-private, resort-inspired sanctuary that ranks among the most exceptional in the city. Backing directly onto the iconic Toronto Belt Line Trail and enveloped by a lush ravine setting, this cinematic outdoor oasis has been featured in film and enjoyed by high-profile celebrities. The rear pies out to over 100 feet and is designed for elevated entertaining and serene everyday living, it showcases multiple bespoke lounge areas, statement fire features, serene English Gardens and waterfalls, a saltwater pool, hot tub, and a full-scale sports court-all framed by exquisite landscaping and total privacy. Perfectly positioned just moments from the refined boutiques and cafés of Forest Hill Village, and within close proximity to Toronto's most prestigious public and private schools, this address offers a lifestyle defined by prestige, convenience, and discretion. A rare offering of this calibre-11 Ormsby Crescent is a true statement of luxury, legacy, and distinction. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- OLIVIA WILLIAMS
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9 Dewbourne Avenue in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C12992952
9 Dewbourne Avenue Toronto M5P 1Z1
$12,700,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12992952
- Bedrooms:
- 6
- Bathrooms:
- 10
A rare Forest Hill offering, this custom residence showcases over 8,000 square feet of beautifully finished living space across five levels, all serviced by an elevator. Built in 2017 and extensively refined, the home offers exceptional scale, comfort, and craftsmanship. Grand principal rooms flow seamlessly for both everyday living and entertaining, anchored by a top-tier chef's kitchen, inviting family room, main floor library, dining room, and lounge with custom cabinetry and bar fridges. The second level features a sumptuous primary suite with his/her 3-piece and 5-piece ensuites and separate dressing rooms, along with four additional bedrooms, each with its own ensuite. Designed for complete lifestyle living, the lower level includes a home theatre, glass-enclosed gym, recreation room with bar, large wine cellar, and nanny suite. Outdoor living is equally impressive, with a stunning pool and hot tub, 2-piece washroom off the pool deck and cooking hub. An oversized double garage with pet spa and the convenience of a mud room completes this exceptional home, ideally located near top schools, parks, and local amenities. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- OLIVIA WILLIAMS
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210 707 Eglinton Avenue W in Toronto: Forest Hill South Condo Apartment for sale (Toronto C03) : MLS®# C12992372
210 707 Eglinton Avenue W Toronto M5N 1C8
$399,999Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12992372
- Bedrooms:
- 1
- Bathrooms:
- 1
Charming, oversized and newly updated one-bedroom unit is set within a historic, well-maintained Art Deco building known for its quiet atmosphere and timeless character. The unit is steps away from two Eglinton LRT Stations, great shops and restaurants, and offers both comfort and style. Enjoy the added value of maintenance fees that include property taxes, all utilities, premium Rogers TV package and internet. An incredible benefit for budget. The building is pet-friendly, making it perfect for animal lovers. This unit offers exceptional convenience and strong future growth potential. Move in with confidence. Offers welcome anytime! New appliances, floors and paint! More detailsListed by NORTH 2 SOUTH REALTY- OLIVIA WILLIAMS
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103 Vesta Drive in Toronto: Forest Hill South House for sale (Toronto C03) : MLS®# C12993056
103 Vesta Drive Toronto M5P 2Z8
$5,699,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12993056
- Bedrooms:
- 6
- Bathrooms:
- 5
Iconic Forest Hill Home Located on the Most Desired Block of Vesta Drive. Stunning 70 x 202 Lot. Almost 4,000 SF of Maximum Luxury and Privacy. 5 Bedrooms. 4 + 1 Bathrooms. Large Dining Room For Family Gatherings. Modern Living Room For Entertaining. Spacious Family Room with W/0 to Multiple Decks Overlooking Gorgeous Terraced Gardens and In Ground Pool. Pool Cabana. Second Floor Primary Walk out to Terrace. Close to the City's Best Private & Public schools including UCC, BSS & Forest Hill Jr PS. A short walk to Forest Hill Village. Minutes from the subway and the new Eglinton LRT More detailsListed by HARVEY KALLES REAL ESTATE LTD.- OLIVIA WILLIAMS
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Data was last updated April 20, 2026 at 01:15 PM (UTC)
480 EGLINTON AVE WEST #30
Mississauga, ON, L5R 0G2