The history of Guildwood revolves around The Guild Inn which was founded in 1932 by Rosa and Spencer Clark as a retreat for artists and craftsmen. "The Guild of All Arts," as it was then known featured workshops and studios, in a picturesque setting atop the Scarborough Bluffs.
During World War II, The Guild Inn was used as an official naval base called "HMCS Bytown II, and then later as a specialized military hospital known as "Scarborough Hall." After the war, The Guild Inn was returned to the Clarks and its popularity rose to new heights.
In the 1950's rising taxes forced the Clarks to sell 400 acres of their property to the developers who built the present day Guildwood neighbourhood. In 1978 the Metropolitan Toronto and Region Conservation Authority purchased the remainder of the Guild Inn estate, thus preserving its beauty for future generations to explore and enjoy.
Overview
Guildwood is one of Toronto's most beautiful and exclusive neighbourhoods. The main entrance to the Guildwood neighbourhood is marked by a formal stone pillar and cast iron gateway, situated at Kingston Road and Guildwood Parkway.
The major landmark in this neighbourhood is the historic Guild Inn, located at 201 Guildwood Parkway. The Guild Inn is situated on ninety acres of property overlooking the Scarborough Bluffs. Tourists and local residents come to the Guild Inn to enjoy its historic architectural walking tour and rustic woodland nature trail.
Guildwood has an active community association that produces its own newsletter as well as sponsoring various neighbourhood events. One of these events is Guildwood Day, which is held in June and features a pancake breakfast, games, races, crafts, a parade along Guildwood Parkway and an evening barbeque.
Guildwood Homes
Guildwood Village features an excellent mix of houses, including bungalows, split-level and detached two-storey homes built in the 1950's and 60's, and newer custom designed homes . Many Guildwood Village houses feature front porches that look out onto the tree-lined streets and lush gardens that are trademarks of this neighbourhood. Also noteworthy are the many houses situated on the south side of Guildwood Parkway that command a spectacular view of Lake Ontario.
When Guildwood Village was developed a bylaw was in place stipulating that tall tress were not permitted to be removed from properties. So while the housing stock generally dates from 45-60 years old, many of the trees in the neighbourhood are much older, which accounts for the picturesque beautiful tree canopy found throughout the neighbourhood.
The stretch of Guildwood Parkway west of Livingston Road contains a mix of townhouses, multi-plex dwellings, and low-rise apartment buildings. There is also a luxury condominium apartment building just south of Kingston Road, at the entrance gates to this neighbourhood.
You are viewing 25 out of 34 Listings. Quick Sign Up for full access.
$699,000
8 Pin Lane
MLS®#:E4256238 Status:For Sale Type:Residential Community:Guildwood - Toronto
3+0
3
Area:
2000-2500 Sq Ft
Welcome To This Fantastic Family Home In Guildwood. Recently Built W/ Open Concept Layouts Perfect For Gatherings And Entertaining. Lots Of Natural Light W/ Soaring 9Ft Ceilings In Living Areas. Freshly Painted Thru-Out And Left The Basement Unspoiled, Waiting For Your Finishing Touches. Rec Rm On Main Flr W/O To Spacious Backyard; Potential To Be ....More details
MLS®#:E4242384 Status:For Sale Type:Condominium Community:Guildwood - Toronto
2+1
2
Area:
1600-1799 Sq Ft
Gorgeous Condo With Beautiful Scenic Lake South Views, 3 Walkouts To Lakeview Balcony From 2 Bedrooms & Sun Filled Solarium/Den. Large Living & Dining Room, Renovated Eat-In Kitchen With Quartz Counters, Freshly Painted And Hardwood Floors In Living/Dining, Master And 2nd Bedroom 2018. Two Bathrooms. Master Br With Ensuite Jacuzzi Tub, Large Walk I....More details
MLS®#:E4260978 Status:For Sale Type:Residential Community:Guildwood - Toronto
5+0
2
Rare Sonneck Square Backsplit!! In The Heart Of Guildwood Village!! This 5-Bdrm Home Is Only Steps From Elizabeth Simcoe Park And Elizabeth Simcoe Elementary School!! Incredibly Well Maintained With Beautiful Hardwood Throughout! 2 Updated Full Bathrooms!! South Facing Deep Fenced Yard With Deck! Space For Large Shed, Swing Set And More!! Steps To ....More details
MLS®#:E4276659 Status:Sale Pending Type:Residential Community:Guildwood - Toronto
4+1
4
Sensational Executive 4 Bedroom Residence With Gracious Principal Rooms Located In Prime Guildwood Village! Stunning New Kitchen With Tumblestone Floors, Quartz Countertops, Stainless Steel Appliances! Masted Ensuite, Formal Living Room With Gas Fireplace! Huge Family Room, Main Floor Mud Room, Fully Finished Basement With Rec Room, Multiple Walk O....More details
MLS®#:E4271372 Status:For Sale Type:Condominium Community:Guildwood - Toronto
4+0
4
Area:
1800-1999 Sq Ft
Very Well Maintained, Spacious Townhouse Within The Guildwood Village Community Of Toronto's East End. With Scenic Views Of Lake Ontario Just Steps Away, This Place Is A Must See! Granite Counter-Top And Backsplash, New Laminate Flooring, 4 Spacious Bedrooms, Updated Bathrooms, Finished Basement, Newer Windows, Large Recreation Room With Gas Firepl....More details
MLS®#:E4270392 Status:Sale Pending Type:Condominium Community:Guildwood - Toronto
2+0
2
Area:
700-799 Sq Ft
Haven On The Bluffs. This Is A Beautiful 2-Bedroom 2-Bath, Wheel Chair Accessible Unit, With Yuor Own Private 200 Sq.Ft. Terrace, Engineered Hardwood Flooring,High Ceilings Throughout,Upgraded Kitchen Counter Top With High End Back Splash,Near By Lake And Go Transit And Ttc At The Door. This Is A Good Opportunity For First Time Home Buyer And Inves....More details
MLS®#:E4280681 Status:For Sale Type:Residential Community:Guildwood - Toronto
3+1
2
Stunning Open Concept 3 + 1 Bedroom Home Located In The Well Sought After Guildwood Village. Wide Plank Hickory Hardwood Throughout Entire Main Floor, Maple Kitchen Cabinets On Main Floor, Stainless Steel Appliances, Granite Countertops, Gas Fireplace , Sky Lights, Tons Of Natural Light, Fully Finished Basement W/ Separate Entrance. Steps To Many S....More details
MLS®#:E4272453 Status:For Sale Type:Residential Community:Guildwood - Toronto
4+0
3
Lovingly Cared For 4 Bedroom Home In Sought After Guildwood Village, Quiet Street, Updated Windows, Roof (2012), Furnace & A/C (2007), Chefs Kitchen W/Breakfast Bar, Bright Family Room W/Cathedral Ceiling And Sky Lights, Wrap Around Deck, Backyard Oasis, Finished Rec Room W/Gas Fireplace And 3Pc Bathroom, Gleaming Oak Floors, This Home Is Built For....More details
MLS®#:E4280706 Status:For Sale Type:Condominium Community:Guildwood - Toronto
2+0
2
Area:
700-799 Sq Ft
Lake View ***Assignment Sale*** Beautiful 2 Bed 2 Washroom High End And Kitchen Finishes. With 9' Smooth Ceilings-Efficient Floor Plan. Upgraded Bath And Kitchen Finishes. Located In One Of The City's Most Idyllic Neighbourhoods. 90 Sq. Ft Balcony Area, Amenities Include Shops, Cafes, Restaurants And 24Hr Transit Service At Your Door Step-Nearby Go....More details
MLS®#:E4216754 Status:Sale Pending Type:Condominium Community:Guildwood - Toronto
1+1
1
Area:
600-699 Sq Ft
Beautiful 1+1 Bed High End Baths And Kitchen Finishes. With 9' Smooth Ceilings-Efficient Floor Plan, Sunny West Views. Upgraded Baths And Kitchen Finishes. Located In One Of The City's Most Idyllic Neighbourhoods. 62 Sq.Ft Balcony Step-Nearby Go Transit. *Stunning Lake View From Building Terrace, Granite Counter Top * 1 Bedroom And The Second Is An....More details
MLS®#:E4234953 Status:For Sale Type:Residential Community:Guildwood - Toronto
3+1
2
This Beautifully Maintained Family Home Sits On A Lovely Private Side Street In Family Friendly Guildwood Community. Just A Few Blocks From The Bluffs & Around The Corner From The Revitalized Guild Park. This 3 Bedroom Home Is Perfect For Any Family Who Loves Swimming & Entertaining. Enjoy A Sun Filled Family Room That Walks Out To A Backyard Oa....More details
MLS®#:E4277550 Status:Sale Pending Type:Residential Community:Guildwood - Toronto
3+1
2
A Must See Guildwood Gem! Lovingly Maintained And Recently Updated. This House Is Perfect For A Growing Family. Close To Excellent Schools, Great Eateries And Shops, Close To Walking Trails, Ttc/Go Station And The Revitalized Guild Inn. Features Include Huge Lower Level Family Room With Walkout And Separate Entrance, Re-Finished Hardwood Floors, Ne....More details
MLS®#:E4261700 Status:For Sale Type:Residential Community:Guildwood - Toronto
2+0
1
Bungalow In Prestigious Guildwood Village On A Large 50 X 235 Ft Lot With Mature Trees. Updated Kitchen. Spacious Living Room With Fireplace. Separate Back Entrance Into A Sunroom Style Or Office Addition. Large Detached Double Garage Is Perfect For A Workshop Or Studio. Steps To Ttc. Close To Lake, Schools And Shopping. Tenanted Till 2019 Sept, Pa....More details
MLS®#:E4212137 Status:For Sale Type:Residential Community:Guildwood - Toronto
1+0
1
Attention Builders/ Renovators Potential Second Story/Extension On A Massive 50'*210' Kit. Renovated Kitchen, Separate Entrance Lg. Open Concept Basement, One Bedroom Plus Sunroom Being Used As Second Bedroom. $40K In Upgrades; Roof, Roof & Wall Insulation, S/S Appliances, Windows, Furnace+More! Fully Landscaped Backyard Featuring Perennial Flowers....More details
MLS®#:E4272157 Status:For Sale Type:Residential Community:Guildwood - Toronto
3+0
1
This Guildwood Village Ranch Bungalow Is Located 1 Block North Of The Lake On A Quiet Family Friendly Street. This Home Is A Decorators Real Find, Make The Cosmetic Changes And Upgrades To Suit Your Personal Taste And Style. If You Need More Space A 2nd Storey Addition Is Possible Due To The Well Thought Out Placement Of The Stairs And Mechanicals ....More details
MLS®#:E4197438 Status:For Sale Type:Condominium Community:Guildwood - Toronto
1+0
1
Area:
500-599 Sq Ft
Haven On The Bluffs | Assignment Sale - No Showings As Building Is Nearing Completion | Interim Occupancy Scheduled For Aug 24, 2018 | East Exposure Partial Lake Views Possible | Quality Finishes | 9" Ceilings | Contemporary Kitchen: Granite Countertop, Ss Sink, Marble Tile Backsplash, Halogen Lighting | Laminate Flooring | High Baseboards | Washro....More details
MLS®#:E4271905 Status:For Sale Type:Residential Community:Guildwood - Toronto
3+1
4
Premium Corner Lot In Prestigious Guildwood Village. Hundreds Of Thousands Of Dollars Worth Of Renovations With Attn To Detail. Boasts A Beautifully Upgraded Kitchen With Open Concept Layout And Lots Of Natural Lighting. Potlights Throughout The Main Floor And The Finished Basement. Minutes Away From Guildwood Go Stn, Bus To Subway, Walk To Highly ....More details
MLS®#:E4241088 Status:For Sale Type:Residential Community:Guildwood - Toronto
3+1
3
Beautiful Guildwood!! 3+1 Bdrm Custom Built Sidesplit W Oversize Dbl Gar. Move-In Condition W Great Space & Bright Inviting Ambience. Newer Hrdwd Flrs, 2 Fpl, 4 Pc Bth On Upper Level & Mster Has 3 Pc Ensuite. Fin Lower Level Features Rec Rm W B/In Wet Bar, 4th Bdrm & Laundry/Utility Rm - Loads Of Storage! Convenient Gr Flr Mud Rm W 2 Pc - Wlks Out ....More details
MLS®#:E4278826 Status:For Sale Type:Residential Community:Guildwood - Toronto
4+1
2
Welcome To Amazing Community Of Guildwood! Lovingly Maintained/Updated, Nothing To Do But Move In & Enjoy! 4 Bdrms On Upper, 5th Br On Lower W/X-L Window! Orig Hardwood On Main & Upper, Tons Of Natural Light Via 2 Bay Windows! S-Facing Treed Lot W/ Entertainment Area, Salt Water Hot Tub, Perennials! Modern Kitchen, L-Shaped Living/Dining, Lwr Lvl F....More details
MLS®#:E4266578 Status:For Sale Type:Residential Community:Guildwood - Toronto
3+0
2
Superb Location In Guildwood Village - Steps To Lake, Park, Walking Trails, Ttc, Go Train, 3 School Levels, Guildwood Shops & The New Guild Inn - It's All Here To Enjoy. Fully Fenced Side Yard For Children, Pets & Family Bbq's. Easy Access To Uoft Scarborough Campus, Centennial College & The Pan Am Rec Centre. A Great Area For A Family To Live And ....More details
MLS®#:E4170132 Status:Sale Pending Type:Commercial Community:Guildwood - Toronto
Approved For 9 Stories (8 Residential - Ground Level Retail) Appraised At $4.37M. All Documentations In Google Drive. Site Area: 21,818St; Buildable: 98,167Sf, Gfa 97,047.32 Total: 102 Residential Units/Commercial 5,059 Sf/3 Lvl Underground Parking. 5 Minutes From Ut Scarborough, Centennial College Morningside Campus, To Pan Am Sports Centre, N....More details
MLS®#:E4241740 Status:For Sale Type:Condominium Community:Guildwood - Toronto
2+1
2
Area:
1400-1599 Sq Ft
Rowatson Suite 1540 Sq Ft. Corner Suite, Primarily West Views & N/S Views Of Lake Ontario, Gracious Entrance, Superb Flow, Original Mint Condition, Two Bedroom Plus Den, Spacious And Bright, Two Parking Spaces-Side By Each, Locker, Tridel's Famous Amenities Incl Indoor-Salt Water Pool, Hot Tub, Gym, Billiards, Tennis, Active Social Calendar And Aw....More details
MLS®#:E4249040 Status:For Sale Type:Residential Community:Guildwood - Toronto
5+2
6
Area:
3500-5000 Sq Ft
** Seller Will Accept Bitcoins As Payment ** Completely Renovated 5+2 Bedroom 6 Washroom 2 Kitchen Home On 50 X 210 Ft Lot. New Unique Driveway Design 2017, New Cement Sidewalks 2017, New Roof, Skylites ,Eve Troughs And French Well Drainage System 2017, New Upstairs Kitchen 2016, New Sep Entrance And Legal 2 Bedroom Apt With Kitchen 2017,New Stairs....More details
MLS®#:E4277184 Status:For Sale Type:Condominium Community:Guildwood - Toronto
2+0
2
Area:
1000-1199 Sq Ft
Prestigious Gates Of Guildwood Beautiful 2 Bedroom 2 - 4 Pc Bathrooms, Split Bedroom Plan, Rooms A Good Size, High Floor, 3 Walkouts To Balcony Facing Scarborough Golf Club, High-End Amenities, 1 Parking Space And Locker, Freshly Painted Throughout, Best Price In Building For 2 Bedroom
MLS®#:E4229295 Status:For Sale Type:Condominium Community:Guildwood - Toronto
2+1
2
Area:
1400-1599 Sq Ft
Delightful Lake & Garden Views From This Bright Corner "Rowatson" Suite. "The Gates Of Guilwood". Home Style Eat-In Kitchen! Lake Views From The Master Bedroom With 5 Pc Ensuite Bath & Closets Plus! Split Bedroom Design! Ensuite Laundry & Storage Room! Storage Locker & Parking! Sunset Balcony! 11 Acres Of Spectacular Gardens! Tennis Courts! Putting....More details
MLS®#:E4249301 Status:For Sale Type:Condominium Community:Guildwood - Toronto
2+1
2
Area:
1600-1799 Sq Ft
Don't Miss This Beautiful Avonmore Suite (1622 Sq Ft)! Extemely Well-Maintained! 3 W/O's To Large Private South-Facing Balcony With Gorgeous Lakeviews! Great Layout Features Large Living Room W/Gas Fireplace, Family Size Dining Room, Eat-In Kitchen & Sunny Solarium! Majestically Situated On 10 Acres Of Award-Winning Manicured Grounds! Excellent Ame....More details
MLS®#:E4198986 Status:For Sale Type:Residential Community:Guildwood - Toronto
4+0
2
Welcome To 14 Avonmore Sq! This Original Owner 4-Bdrm Home Is Perfectly Situated On One Of Guildwood's Favourite Streets! Much Loved And Well-Maintained, This Family Home Is Waiting For Your Personal Touch! Gorgeous Hardwood Floors! Updated Main Bath! Sunny South-Facing Backyard! Elizabeth Simcoe School District! Steps To Ttc, Go Train & Local Sho....More details
MLS®#:E4271690 Status:For Sale Type:Condominium Community:Guildwood - Toronto
2+1
2
Area:
1600-1799 Sq Ft
Take A Look At This Beautiful Avonmore Suite (1622 Sq Ft) At The Gates Of Guildwood! High Floor W/ Spectacular Lake Views! Great Layout W/Large Principal Rooms, Eat-In Kitchen & Ensuite Locker! Sunny Solarium With W/O To Secluded South-Facing Balcony! Fantastic Amenities Incl. Salt Water Pool, Billiards, Gym, Indoor Golf Practice, Tennis & More! St....More details
MLS®#:E4182634 Status:For Sale Type:Residential Community:Guildwood - Toronto
4+0
6
Area:
3500-5000 Sq Ft
Brand New Quality Custom Built By Lake Ontario, Closed To Parks, Beach & All Amenities, Almost 4000 Sf W/4-Car Stone Driveway No Sidewalk Stone Walkway 2-Door Main Entry 2-Car Garage Direct Access M/F 10'Ceil Thru Den To Lib, Lr Open To 2/F, Gr & Dr Overlook Lake, Luxury Granite Kit, Hardwood Thruout Most Principal, Skylight Over Circ Oak Stair Bsm....More details
MLS®#:E4211469 Status:For Sale Type:Condominium Community:Guildwood - Toronto
2+1
2
Area:
1000-1199 Sq Ft
Welcome To The Gates Of Guildwood! This Popular Dearham Suite (1180 Sq Ft) Is On A Low Floor And Is Move-In Ready! Freshly Painted Throughout! Brand New Brdlm! Bright Solarium & Balcony Overlooking Award-Winning Gardens! Large Master Bedroom W/4-Pc Ensuite! Locker & 2 Parking Spots Included! Tridel's Fantastic Amenities Included Indoor Salt-Water ....More details
MLS®#:E4265847 Status:For Sale Type:Condominium Community:Guildwood - Toronto
3+0
3
Area:
1400-1599 Sq Ft
This Is Your Lucky Day! Fantastic Unit At Lakeside Village! Very Quiet, Serene Setting Amongst The Trees! Completely Move-In Ready! Numerous Reno's And Upgrades! Features Incl Brand New Windows, New Flooring & Freshly Painted Thru-Out! Upgraded Main Bath! Brand New S/S Appl's! New Roof! Tons Of Closets & Storage Space! Very Private Fenced Patio! E....More details
MLS®#:E4264834 Status:For Sale Type:Residential Community:Guildwood - Toronto
3+1
2
Don't Miss This Original Owner Backsplit! Large Centre-Hall Plan Offers Over 2000 Sq Ft Of Finished Living Space! Extended Kitchen & Huge Family Rm Both Have W/O's To Large Private Yard W/Inground Pool! Original Hrdwd Floors Throughout! Rare 2-Car Garage! Brand New Roof! Lovely Front Verandah! Steps To Highly Rated Poplar Rd P.S.! Walk To Go Train ....More details
MLS®#:E4258911 Status:For Sale Type:Residential Community:Guildwood - Toronto
4+0
2
Affordable Opportunity To Live In Guildwood! This Spacious Semi Has 4 Large Bedrooms, Updated Eat-In Kitchen W/Granite Counters & Brand New Furnace & Air Conditioner! Much Loved And Well-Maintained Family Home Sits Tucked Into Child-Safe Cul-De-Sac! Award-Winning Front Garden & Private Backyard With Gazebo For Outdoor Entertaining! Poplar Rd P.S. D....More details
MLS®#:E4277122 Status:For Sale Type:Commercial Community:Guildwood - Toronto
* Property For Sale * Corner Unit Currently Variety Store In Good Neighbourhood Of Guildwood * Close Beside School * 12 Parking Spots * Large Yard * Stable Income 6/49 Commission * Zoning Allow To Turn Into Food Establishment *
