Chaplin Estates homes for sale & real estate

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ABOUT THIS HOME
Chaplin Estates Homes for Sale
Set on a quiet, family-friendly street in Chaplin Estates, 29 Maxwell Avenue is a move-in-ready four-bedroom newer home that blends classic character with modern comfort, all in one of midtown Toronto's most loved neighbourhoods. Inside, a bright foyer with two closets offers a warm welcome. Natural light fills the living room and flows into the dining room, where a handy butler door to the kitchen makes hosting dinners with family and friends a breeze. The kitchen sits at the heart of the main floor, with quality appliances, custom cabinets, a breakfast bar, and a generous centre island. A breakfast area, bright family room and a powder room make the main floor the ideal layout for modern

$2,995,000

5 beds5 baths— sq ft

29 Maxwell Ave, Toronto, ON M5P 2B4

Bright foyer • Butler door • Quality appliances

ABOUT THIS HOME
Chaplin Estates Homes for Sale
THE INTERIOR OF THE HOUSE HAS BEEN TAKEN BACK TO THE STUDS FOR EASE OF RENOVATION. A classic two storey residence with a rare opportunity to design and customize your dream home with ease. Ideally situated on the west side of Oriole Parkway, this impressive property sits on a generous 51 x 134-foot lot in Chaplin Estates. The home offers outstanding proportions, a flexible floor plan, large principal rooms, and an abundance of natural light throughout. The grand front to back living room features a wood burning fireplace, and walkout to a deck overlooking the private west facing garden. The large kitchen has direct access to the deck and garden, main floor den and a powder room completes th

$2,149,000

4 beds3 baths— sq ft

308 Oriole Pky, Toronto, ON M5P 2H5

51 x 134-foot lot • Roughed in plumbing • 6,873 sq ft lot

ABOUT THIS HOME
Chaplin Estates Homes for Sale
SPACIOUS 2+1 CONDO UNIT LOCATIED IN POPULAR YONGE/EGLINTON CORRIDOR. ONLY 22 SUITES IN CHAPLIN ESTATES. THIS UNIT OFFERS 2 B/RS, A DEN AND AN OPEN CONCEPT LR/DR. THE KITCHEN OVERLOOKS THESE ROOMS, WHICH INCLUDES A WOODBURNINGF/P (IN AS IS CONDITION). THE PRIME B/R INCLUDES A 4PC ENSUITE AND A DBL CLOSET. THE LAUNDRY IS LOCATED INSIDE THEUNIT W/ A STACKABLE WASHER/DRYER. LOTS OF POTENTIAL HERE!! ONE CAR PARKING + LOCKER. AVAILABLE VISITORS PARKINGUNDERGROUND AS WELL. VERY QUIET DEAD END STREET, STEPS TO TTC, DINING, COFFEE SHOPS AND LOADS OF ENTERTAINMENT ON THEYONGE ST. STRIP. * * PLEASE NOTE: PICTURES WITH FURNITURE ARE STAGED WITH AI.

$728,888

2 beds2 baths— sq ft

20 Glebe Rd W #10, Toronto C03, ON M5P 1C9

One car parking • $1,098 HOA • Garage

ABOUT THIS HOME
Chaplin Estates Homes for Sale
Handsome 4+1 bedroom, 4 bathroom red brick in coveted Chaplin Estates. Located on the west side of the street on a large 45' x 129.91' sunsoaked lot, this discerning property offers fabulous curb appeal in a highly sought-after setting. The elegant centre hall plan welcomes you inside to a spacious foyer that opens into the breakfast room and includes a nicely tucked away 2-piece powder room. With large, oversized principal rooms, you feel the grandeur of this impressive residence, which includes the spacious living room with ultra-realistic gas log set fireplace and walk-out to the west-facing deck/backyard, a fabulous breakfast area just off the kitchen, a formal dining room overlooking t

$2,495,000

5 beds4 baths— sq ft

264 Oriole Pky, Toronto, ON M5P 2H3

Sunsoaked lot • West-facing deck • Centre hall plan

ABOUT THIS HOME
Chaplin Estates Homes for Sale
Two Large Units in a Prime Location! Welcome to this stunning, fully renovated duplex in the highly sought-after Chaplin Estates. This impressive property features two spacious units: a main floor plus basement unit totaling 2,268 sq. ft. with 3+1 bedrooms and 3 bathrooms; Additionally a massive 2,403 sq. ft. 3-bedroom, 3-bathroom suite spanning the second and third floors. The main floor suite offers ample living and dining spaces, perfect for comfortable family living. The basement features a large rec room, a 4-piece bathroom, plus a bedroom with a 2-piece ensuite, providing versatile living options. The upper two floors house an expansive suite that blends luxury and functionality. Enjo

$3,495,000

7 beds6 baths— sq ft

137 Highbourne Rd, Toronto, ON M5P 2J8

Massive living room • Gorgeous terrace • Separate home office

ABOUT THIS HOME
Chaplin Estates Homes for Sale
Welcome to this stunning suite, part of The Residence Collection at The Davisville, a prestigious new mid-rise condo development by The Rockport Group. This thoughtfully designed 2-bedroom, 1-bathroom home boasts 915 square feet of sophisticated interior living space, complemented by a 111 square foot west-facing terrace that offers beautiful residential views. The suite features high ceilings, Scavolini Kitchen, a premium Miele appliance package, quartz countertops, and walls ideal for showcasing artwork. Pot lights and elegant finishes add to the upscale ambiance, while the bright and airy layout makes it a welcoming retreat. Parking and locker options ensure added convenience. Situated a

$1,190,000

2 beds1 bath— sq ft

8 Manor Rd W #610, Toronto, ON M4S 2A5

Scavolini kitchen • Quartz countertops • Concierge services

Property at 1 Belsize Dr Ph 6, Toronto, ON M4S 0B9, 2 beds, 3 baths

$1,759,000

2 beds3 baths— sq ft

1 Belsize Dr Ph 6, Toronto, ON M4S 0B9

Property at 20 Glebe Rd West #10, Toronto, ON M5P 1C9, 2 beds, 2 baths

$728,888

2 beds2 baths— sq ft

20 Glebe Rd West #10, Toronto, ON M5P 1C9

Listing provided by CREA

Property at 1 Hillsdale Ave W #706, Toronto, ON M4S 0E5, 4 beds, 3 baths

$2,200,000

4 beds3 baths— sq ft

1 Hillsdale Ave W #706, Toronto, ON M4S 0E5

Property at 60 Berwick Ave Unit LC108, Toronto, ON M5P 1H1

$5,000

— beds— baths— sq ft

60 Berwick Ave Unit LC108, Toronto, ON M5P 1H1

Property at 1 Hillsdale Ave W #902, Toronto, ON M4S 0E5, 3 beds, 2 baths

$1,895,000

3 beds2 baths— sq ft

1 Hillsdale Ave W #902, Toronto, ON M4S 0E5

Property at 23 Glebe Rd W #804, Toronto, ON M5P 0A1, 2 beds, 2 baths

$1,680,000

2 beds2 baths— sq ft

23 Glebe Rd W #804, Toronto, ON M5P 0A1

Property at 60 Berwick Ave Unit P3-20, Toronto, ON M5P 1H1

$50,000

Land

60 Berwick Ave Unit P3-20, Toronto, ON M5P 1H1

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Nearby homes that match your criteria

NEW 14 HRS AGO

ABOUT THIS HOME
Chaplin Estates Homes for Sale
Welcome to the heart of Yonge & Eglinton! This spacious 747 sq. ft. 2-bedroom, 1-bathroom suite offers a functional floor plan in one of Toronto's most vibrant and connected neighbourhoods. Featuring hardwood flooring throughout, an updated kitchen with granite countertops and stainless steel appliances, plus a generous primary bedroom with a wall-to-wall closet and walkout to the balcony. All utilities, are included in the maintenance fees, plus 1 underground parking spot and 1 locker, adding everyday convenience and value. Step outside to restaurants, cafés, shopping, groceries, entertainment and everything Midtown has to offer. Eglinton subway station and the Crosstown LRT a

$519,999

2 beds1 bath— sq ft

43 Eglinton Ave E #510, Toronto, ON M4P 1A5

Hardwood flooring • Wall to wall closet • Updated kitchen

NEW 15 HRS AGO

ABOUT THIS HOME
Chaplin Estates Homes for Sale
Nestled in the vibrant Yonge-St. Clair neighbourhood, 97 Oriole Parkway offers a charming detached 2 storey residence that combines comfort, convenience, and character. Equipped with 3 separate spacious units (Main floor unit now Vacant), this corner lot is sure to impress. This unique property also has a private 4 car driveway. Situated just steps from Oriole Park, residents can enjoy walking trails and green spaces. The property is within walking distance to Davisville Subway Station, offering easy access to public transit. Local amenities such as cafes, restaurants, gyms, and shopping centers are nearby, providing a convenient urban lifestyle. Don't miss this one!

$1,589,900

4 beds4 baths— sq ft

97 Oriole Pky, Toronto, ON M5P 2G7

Green spaces • Walking trails • 3,150 sq ft lot

NEW 23 HRS AGO

ABOUT THIS HOME
Chaplin Estates Homes for Sale
One-bedroom Suite On High Floor In Midtown Modern Condo At Yonge & Eglinton! Transportation Hub! South Facing! Open Designed Kitchen With Ceramic Backsplash, Undermount Sink & Stone Countertop! Built-In Modern European Style Appliances! Laminate Flooring Throughout! Floor To Ceiling Windows, 9' Ceilings! Amenities Include Spa, Billiards Room, Theatre And Roof Top Patio With Bbq Area. Walk Out To Oversized Balcony With Southeast View Can Overlook The Lake! Walking Distance To Shops, Schools, Ttc Subways And Restaurants!

$388,000

1 bed1 bath— sq ft

2221 Yonge St #3304, Toronto, ON M4S 2B4

Undermount sink • 9 ceilings • Ceramic backsplash

NEW 30 HRS AGO

ABOUT THIS HOME
Chaplin Estates Homes for Sale
Luxurious corner 2-bedroom, 2-bathroom suite in the vibrant heart of Midtown at Yonge & Eglinton. Thoughtfully designed layout features floor-to-ceiling windows filling the open-concept living and dining areas with natural light. Step out onto an expansive wrap-around balcony showcasing stunning, unobstructed north and west city views. The sleek chef's kitchen boasts built-in European appliances, premium finishes, and a spacious center island. The primary retreat offers custom built-in storage and a 4-piece ensuite. Includes 1 underground parking space. World-class building amenities include a 24-hour concierge, jet pool, sauna, steam room, state-of-the-art gym, yoga studio, media/gami

$669,000

2 beds2 baths— sq ft

2221 Yonge St #2709, Toronto, ON M4S 2B8

Wrap-around balcony • Jet pool • 24-hour concierge

ABOUT THIS HOME
Chaplin Estates Homes for Sale
First time offered for sale, this beautifully maintained 1-bedroom + Juliette Sliding door, suite offers approximately 637 sq. ft. of stylish interior living spacey in the heart of vibrant Yonge & Eglinton. Bright, inviting, and move-in ready, this freshly painted condo features an open-concept layout with laminate flooring throughout, creating the perfect balance of comfort and functionality. No wasted square feet. Comes with an owned parking space (50KValue)The modern kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinetry, while the spacious living area overlooks a quiet south-facing courtyard view. Enjoy the convenience of in-suite laundry wit

$565,000

1 bed1 bath— sq ft

2191 Yonge St #504, Toronto, ON M4S 3H8

In-suite laundry • Granite countertops • $677 HOA

NEW CONSTRUCTION

ABOUT THIS HOME
Chaplin Estates Homes for Sale
Welcome to Midtown living done right at 2711-2221 Yonge Street! This stylish 1+1 bedroom suite at the iconic 2221 Yonge offers approximately 656 sq. ft. of thoughtfully designed interior space plus an impressive 154 sq. ft. balcony, giving you plenty of room to live, work and unwind. The bright open-concept layout features 9' ceilings, floor-to-ceiling windows, sleek laminate flooring and a modern kitchen with integrated Blomberg fridge/freezer and dishwasher, Fulgor Milano convection oven and cooktop, plus GE microwave. The spacious primary bedroom includes a walk-in closet, while the versatile den makes the perfect home office or extra flex space. Storage is surprisingly generous with a d

$499,900

2 beds1 bath— sq ft

2221 Yonge St #2711, Toronto, ON M4S 2B4

Walk-in closet • Modern kitchen • Fitness centre

Property at 8 Eglinton Ave E Ph 5801, Toronto, ON M4P 0C1, 3 beds, 2 baths

$1,299,000

3 beds2 baths— sq ft

8 Eglinton Ave E Ph 5801, Toronto, ON M4P 0C1

Property at 58 Orchard View Blvd #1601, Toronto, ON M4R 0A2, 2 beds, 2 baths

$658,000

2 beds2 baths— sq ft

58 Orchard View Blvd #1601, Toronto, ON M4R 0A2

Property at 5 Soudan Ave #606, Toronto, ON M5S 0B1, 3 beds, 2 baths

$699,000

3 beds2 baths— sq ft

5 Soudan Ave #606, Toronto, ON M5S 0B1

Property at 2191 Yonge St #3111, Toronto, ON M4S 3H8, 2 beds, 3 baths

$799,000

2 beds3 baths— sq ft

2191 Yonge St #3111, Toronto, ON M4S 3H8

Property at 2191 Yonge St #403, Toronto, ON M4S 3H8, 1 bed, 1 bath

$499,998

1 bed1 bath— sq ft

2191 Yonge St #403, Toronto, ON M4S 3H8

Property at 8 Hillsdale Ave #736, Toronto, ON M4S 0B2, 2 beds, 2 baths

$538,000

2 beds2 baths— sq ft

8 Hillsdale Ave #736, Toronto, ON M4S 0B2

Property at 2191 Yonge St #3210, Toronto, ON M4S 3H8, 2 beds, 1 bath

$599,000

2 beds1 bath— sq ft

2191 Yonge St #3210, Toronto, ON M4S 3H8

Property at 20 Soudan Ave #1109, Toronto, ON M4S 0E2, 2 beds, 1 bath

$549,000

2 beds1 bath— sq ft

20 Soudan Ave #1109, Toronto, ON M4S 0E2

Property at 1815 Yonge St #507, Toronto, ON M4T 2A4, 2 beds, 2 baths

$888,000

2 beds2 baths— sq ft

1815 Yonge St #507, Toronto, ON M4T 2A4

Property at 39 Roehampton Ave #3708, Toronto, ON M4P 0G1, 2 beds, 2 baths

$618,000

2 beds2 baths— sq ft

39 Roehampton Ave #3708, Toronto, ON M4P 0G1

Property at 29 Highbourne Ave, Toronto, ON M5P 2J1, 4 beds, 3 baths

$2,283,600

4 beds3 baths— sq ft

29 Highbourne Ave, Toronto, ON M5P 2J1

Property at 50 Dunfield Ave Unit LPH19, Toronto, ON M4S 0E4, 3 beds, 3 baths

$1,225,000

3 beds3 baths— sq ft

50 Dunfield Ave Unit LPH19, Toronto, ON M4S 0E4

Property at 39 Roehampton Ave #412, Toronto, ON M4P 0G1, 2 beds, 2 baths

$635,000

2 beds2 baths— sq ft

39 Roehampton Ave #412, Toronto, ON M4P 0G1

Property at 2221 Yonge St #3807, Toronto, ON M4S 2B5, 1 bed, 1 bath

$409,000

1 bed1 bath— sq ft

2221 Yonge St #3807, Toronto, ON M4S 2B5

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Average home prices near Chaplin Estates, ON

Neighborhoods

Midtown homes for sale
$1,604,950
North York homes for sale
$785,000
Uptown homes for sale
$1,097,450
Leaside homes for sale
$1,488,000
The Annex homes for sale
$1,820,000
Lawrence Park homes for sale
$3,512,500
Downtown Toronto homes for sale
$649,900
Lytton Park homes for sale
$3,190,000
Rosedale homes for sale
$5,795,000
Forest Hill homes for sale
$3,894,500

Chaplin Estates, ON real estate trends

$825K

Sale price

-69.7%
since last year

—

Sale $/sq ft

Under list price

4.5%

Days on market

Down payment

—

Total homes sold

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Source: Statistics Canada, Census Divisions and Census Subdivisions, December 2018. Reproduced and distributed on an "as is" basis with the permission of Statistics Canada.

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