Homes for Sale High Park Toronto – Urban Living Near Nature
Looking for homes for sale in High Park Toronto? This west-end neighbourhood blends tree-lined streets, charming architecture, and unmatched proximity to nature, transit, and downtown convenience.
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13 Evelyn Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13492998
13 Evelyn Crescent Toronto M6P 3C8 
$1,950,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13492998
- Bedrooms:
- 5
- Bathrooms:
- 5
This Remarkable Updated & Restored Large 2.5 Storey Brick Detached Home Is Nestled On A Tree Lined Picturesque Crescent In The Heart Of High Park North & Bloor West Village. It's Preserved Original Features Combined W/ All The Modern Conveniences. Fabulous Professionally Landscaped Front Lawn Leads To The Inviting Porch & Formal Airy Foyer W/Over 9.5 Ft Ceiling With Medallion & Pot Lights.Original French Doors Open To The Living Rm With Bay Window W/Restored Leaded & Stained Glass,High Ceilings W/Crown Moulding & Plaster Casts, Pot Lights, Wood Trim & Parquet Flrs. Original Pocket Doors Open To Dining Room W/Parquet Flrs & Restored Wood Trim. Main Level Has 3pc Washrm.Updated Eat-In Kitchen Has Ceramic Flrs, Pot Lights, Stainless Steel Appl. & Custom Cabinets & Walk Thru To Sun Rm & Sundeck, Large Patio & Fully Fenced Private Oasis Professionally Landscaped Garden.Great For Entertaining. 2nd Flr Includes The Primary Bedrm W/ 4 Pc Ensuite, Hardwood Flrs & Pot Lights.It Is Combined W/An Office Area.Separate Totally Gutted Family Rm W/3 Loewen Heat Smart Large Windows,Pot Lights & Hardwood Flrs.Spacious 2nd Bedrm Has 3pc Ensuite,Newer Bay Window W/Stained Glass,Hardwood Flrs,Pot Lights & Closet. Separate Study/Office Has Huge Window W/Leaded Glass. 3rd Flr Has 2 Large Bedrms With Cathedral Beamed Ceilings & Skylights, W/Out To Large Terrace, 3 Pc Bathrm W/Laundry, Bay Window & Hardwood Flrs. 3rd Flr Has A Second Ac System With Ductless Mitsubishi Unit That Keeps Comfortable Temperatures During The Hot Summer. This Home Has Reno & Underpinned 1 Bedrm Basement In-law Suite With Separate Entrance & Updated Kitchen W/Arborite Counters & Above Grade Windows, Many Pot Lights, Ensuite Laundry, Updated Spa Like 4 Pc Bathrm W/Marble & Jacuzzi. It Has Newer Drain, Plumbing, Electrical 200 Amp Service All Newer Windows And Skylights. More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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38 Kenneth Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13482172
38 Kenneth Avenue Toronto M6P 1H9
$1,568,800Residential Freehold- Status:
- Active
- MLS® Num:
- W13482172
- Bedrooms:
- 4
- Bathrooms:
- 3
A rare opportunity to own a highly flexible property in one of Toronto's most beloved west-end neighbourhoods. Quietly positioned on a tree-lined street just moments from High Park, The Junction, excellent schools, parks, cafés, transit, and some of the city's best local restaurants and shops. Currently configured as a triplex, this spacious semi-detached home offers a wide range of possibilities for today's evolving Toronto market. Continue operating as an income-generating investment property (recently rented for over $7500/month), create an ideal multigenerational living setup, explore co-ownership opportunities, or easily adapt the space over time to suit your long-term needs. The upper two-storey owner's suite is filled with natural light and features multiple living spaces, an updated bathroom, ensuite laundry, and walkout access to a stunning rooftop terrace. The main floor one bedroom suite also includes ensuite laundry, while the lower level offers additional flexibility with existing infrastructure that could easily support a future kitchen installation if desired.The property has undergone extensive improvements over time, including a newer furnace, flat roof and rooftop deck all in 2022 and offers clean, functional, move-in ready spaces with exceptional long-term potential for both end users and investors alike. Generous lot depth, a welcoming front porch, shared backyard space, and parking further contribute to the property's long-term appeal. Whether you are an investor, extended family, co-purchaser, or buyer searching for a more creative approach to Toronto home ownership, opportunities offering this level of flexibility in neighbourhoods of this calibre are becoming increasingly difficult to find. Flexible west-end living with endless potential in one of Toronto's most beloved neighbourhoods. Some pictures virtually staged. More detailsListed by RIGHT AT HOME REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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225 Oakmount Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13482800
225 Oakmount Road Toronto M6P 3K3
$1,595,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13482800
- Bedrooms:
- 3
- Bathrooms:
- 4
Homes of this calibre seldom become available. Coveted, extensively renovated High Park beauty with garage and lower level separate entrance! An incredible offering, this detached home masterfully blends timeless character with contemporary luxury. Featuring 3 spacious beds and 4 perfectly appointed baths, this architecturally distinctive home showcases thoughtful design, soaring ceilings, and an abundance of natural light throughout. Thoughtfully curated and extensively renovated, every detail reflects intentional design, from the stunning collection of repurposed heritage windows and doors to the bespoke finishes that create warmth, texture, and personality in every space. The open-concept main floor is designed for modern living and effortless entertaining, seamlessly connecting elegant living and dining areas with a chef-inspired kitchen that serves as the heart of the home. The expansive primary retreat offers a private sanctuary complete with custom millwork, generous storage, a Victorian-inspired dressing room, and an ensuite with dramatic vaulted ceilings. Two additional bedrooms provide ample space for family, guests, or a dedicated home office space. Rich in architectural detail and craftsmanship, this one-of-a-kind property offers the perfect balance of sophistication and comfort. Outside, the private, large, fully fenced, professionally landscaped grounds with multiple seating areas create a peaceful urban oasis just moments from High Park, boutique shops, acclaimed cafés, schools, and transit. Close to Lithuania Park, complete with a tobogganing hill, baseball diamond, and playground for added recreation. With Bloor West Village, Roncesvalles Avenue, and The Junction just minutes away, residents enjoy an exceptional lifestyle defined by vibrant local shops, acclaimed dining, and a strong sense of community. This is a rare opportunity to secure your place in one of Toronto's most sought-after neighbourhoods. More detailsListed by RE/MAX ESCARPMENT REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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63 Hillsview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13472818
63 Hillsview Avenue Toronto M6P 1J4
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13472818
- Bedrooms:
- 3
- Bathrooms:
- 2
Rarely offered on one of High Park North's most coveted streets, this beautifully updated 3-bedroom, 2-bathroom semi-detached home combines timeless charm with extensive modern upgrades. Exceptional curb appeal welcomes you with a composite front porch, interlocking walkway, newer front door, and updated roofline. The private professionally landscaped backyard is a true urban retreat, featuring interlocking stone, lush perennial gardens, a stone garden bench, and pristine green space for entertaining and family enjoyment. Inside, the thoughtfully renovated main floor offers bright open-concept living and dining spaces with hardwood floors, custom built-ins, pot lights, and a beautifully designed eat-in kitchen featuring custom cabinetry, quartz countertops, premium stainless-steel appliances, abundant storage, and a breakfast bar. The second floor boasts three well-appointed bedrooms with custom built-in cabinetry and closets, new hardwood flooring, a skylight, a renovated bathroom.The professionally finished lower level provides exceptional additional living space with a recreation room, home office area, 4-piece bathroom W/rain shower, custom laundry area, and outstanding storage. Meticulously maintained and extensively improved over the years, upgrades include a custom kitchen renovation, renovated bathrooms, new windows, hardwood flooring, custom millwork and built-ins, a fully finished basement with backwater valve, professional landscaping, updated roof and skylight, new gutters and soffits, fencing, drainage improvements, retaining wall, Ideally located just steps to High Park, top-rated schools, the subway, the Junction with its shops & cafés, and Bloor West. More detailsListed by RE/MAX HALLMARK REALTY LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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71 Gilmour Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13455866
71 Gilmour Avenue Toronto M6P 3A8
$2,350,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13455866
- Bedrooms:
- 6
- Bathrooms:
- 2
Welcome to an elegant & distinguished 2.5-storey detached residence nestled on a quiet, tree-lined street in the heart of highly coveted High Park North. This exceptional home masterfully blends timeless character with modern versatility, offering a rare opportunity in one of Toronto's most established & cherished west-end neighbourhoods. Thoughtfully designed for both refined entertaining and comfortable family living, the home features 5 bedrooms, 2 full baths across. Sunlight pours into the principal rooms, enhancing the warmth and architectural charm. Ideal for growing families, dedicated home offices, or private retreats. A notable highlight is the separate entrance to a self-contained 1 bedroom basement suite. Whether utilized for rental income, multigenerational living, or an elegant guest quarters, this space adds functionality & long-term investment appeal. The laneway access presents an increasingly rare & compelling opportunity: the potential to construct an approx. 1,600 sq. ft. laneway residence (subject to municipal approvals). Envision a sophisticated detached dwelling, a premium income-generating property, or a custom-built space designed to elevate overall estate value. Just moments from the 400+ acres of High Park's scenic trails, gardens, sports facilities, & year-round recreation, residents enjoy an extraordinary balance of urban energy & natural serenity. Bloor West Village and The Junction are nearby, offering boutique shops, charming cafes, acclaimed dining, & everyday conveniences. Seamless transit connections, including subway access, UP Express, provide efficient travel throughout the city and direct access to Pearson International Airport. Surrounded by respected schools & a strong sense of community. This long-term investment in lifestyle, flexibility & future potential is a rare offering that delivers comfort, income opportunities & expansion possibilities, all within one of Toronto's most enduring and prestigious neighbourhoods. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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25 Wanda Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13458072
25 Wanda Road Toronto M6P 1C4
$1,499,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- W13458072
- Bedrooms:
- 4
- Bathrooms:
- 2
On a short, quiet, & charming street in an amazing community this large & graceful historical gem seeks the next talented visionary to restore her magnitude, her grandeur, and her significance. Steeped in history, and in the same family for 70 years, now is the time to seize the opportunity before she's gone again for another generation. The strength and weightiness of these bones cannot be overstated: she is a grand dame that commands respect and demands to be brought back to prominence through special treatment, love, and care. Standing tall, level, true and proud since 1912, the stories she could tell you of the events she's been through, and the times that she has seen, would simply take your breath away. Spacious, airy, bright and gorgeous are just the beginning of the descriptors. 5 generous bedrooms over the top two floors, grand living and dining spaces, and a large private backyard all beckon for your updates and personal touches. A private drive with a garage offers the current option of 2 car parking, or the ability to reimagine that space for various options including the potential of a garden suite. Bring forth only your finest, for this property deserves only the very best for her makeover and reimagining, before she boldly steps in the future and her next chapter of life. Step forward, brave souls, and see if you feel that you are worthy to the task. If you are, you shall be rewarded greatly. More detailsListed by FOX MARIN ASSOCIATES LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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217 Humberside Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13420752
217 Humberside Avenue Toronto M6P 1K9
$2,549,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13420752
- Bedrooms:
- 5
- Bathrooms:
- 4
Stop your search-this is the one.Welcome to a truly exceptional family home where style,space and thoughtful upgrades come together in perfect harmony.This stunning three-storey residence offers 5 Bed/4 Baths and an impressive list of premium features that make it stand out from the rest.Step inside and be captivated by the spectacular living room,anchored by a striking stone feature fireplace and enhanced by elegant pocket beveled-glass doors.The formal dining room is perfect for entertaining and opens to a charming deck ideal for summer BBQs.The heart of the home is the show-stopping chef's kitchen-Featuring quartz countertops,an oversized breakfast bar, abundant cabinetry, a built-in pantry, and two dedicated workstations-perfect for homework, remote work, or family organization-this space truly has it all. Bathed in natural southern light, the kitchen overlooks the private, country-like backyard and offers a walkout to multiple decks designed for outdoor living. Retreat to the entire third floor, dedicated exclusively to a luxurious primary suite. This sanctuary features a spa-inspired 4-piece ensuite, walk-in closet, cozy reading nook/home office space-your own peaceful escape at the end of the day.The second floor is perfectly designed for family living, offering four generous bedrooms, a beautifully updated bathroom, and the convenience of second-floor laundry. Whether you need space for a growing family, guests, home offices- this home delivers flexibility and room to spare.The finished basement offers excellent potential as an in-law suite, nanny suite,recreation room, or income-generating space. With major upgrades already completed-including a newer furnace, hot water on demand,air conditioner,heated floors and premium JennAir appliances-you can move in with confidence and simply enjoy.Nestled between High Park/Bloor West/Junction-you'll enjoy easy access to top-rated schools, vibrant cafés,restaurants,shopping, parks, and excellent transit options. More detailsListed by RE/MAX HALLMARK REALTY LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13417402
24 Indian Road Crescent Toronto M6P 2G1
$1,549,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13417402
- Bedrooms:
- 4
- Bathrooms:
- 4
Incredible investment opportunity!!! Fabulous two-storey fourplex available for sale on a quiet tree-lined family-friendly street just north of High Park. Four bright, charming, well-maintained 1 bedroom units, each with a large, sunny eat-in kitchen, separate light-filled living area, and 4-piece bath. Enviable, ultra-convenient west-end neighbourhood steps from subway station, TTC bus routes, and the countless shops and services of Bloor West Village and The Junction. Three units rented to long-term, stable tenants. 1 vacant unit is renovated and ready to be leased at current market value. Great opportunity for a new operator to buy and hold in a truly A+ location. More detailsListed by KELLER WILLIAMS ADVANTAGE REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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17 Kennedy Park Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13238948
17 Kennedy Park Road Toronto M6P 3H2
$2,249,999Residential Freehold- Status:
- Active
- MLS® Num:
- W13238948
- Bedrooms:
- 4
- Bathrooms:
- 4
An excellent opportunity to acquire a detached property in Toronto's desired and established High Park North area. Situated in a mature, well-connected west-end neighbourhood, this property offers long-term potential with convenient access to parks, transit, schools, local shops, Bloor West Village, High Park, Lake Ontario, and major routes. Well-suited for buyers seeking a long-term ownership opportunity in a desirable Toronto pocket. More detailsListed by FOREST HILL REAL ESTATE INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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9 Fairview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13243068
9 Fairview Avenue Toronto M6P 3A2
$2,199,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13243068
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to 9 Fairview Ave - An Exceptional Opportunity In The Heart Of High Park North! This Beautiful Detached Home On A 30 Ft x 120 Ft Lot, Offers The Perfect Blend Of Lifestyle And Investment Potential. Currently Configured As Three Self-Contained Units, The Property Features A Spacious Updated Owner-Occupied Main Floor Suite, Along With Well-Appointed Tenanted Second/Third Floor And Basement Apartments Providing Immediate And Stable Rental Income. Whether You Are An Investor Seeking A Turnkey Asset, Or An End User Looking For The Perfect Family Home, This Property Delivers Outstanding Versatility And Option To Convert Back To A Single Family Residence. Pride Of Ownership Is Evident Throughout, With Bright, Modern / Updated Living Spaces With Original Details (Stained Glass, Wood Trim, Exposed Brick) And A Manicured Exterior With Abundant Curb Appeal. At The Rear Of The Property, A Double Detached Garage With One Bay Being A Rare Bonus Finished Space, Ideal For A Home Office, Studio, Gym, Or Entertainment Retreat That Connects To A Private Patio / Seating Area Equipped With A Secret Garden Wall Fountain. Situated On A Desirable Tree-Lined Street Close To Highly Desirable Humberside Collegiate, Ursula Franklin Academy, and Runnymede Public School. Only A Short Walk To High Park, TTC Subway Access, Everyday Amenities and The Best Shops, Cafes And Restaurants In Bloor West Village And The Junction. This Is A Rare Chance To Own A High-Performing/Well Maintained Income Property In One Of Toronto's Most Coveted Neighbourhoods. A Truly Unique Offering Combining Character, Flexibility, Strong Income Potential, And Exceptional Long-Term Value. More detailsListed by PROPERTY.CA INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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408 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13232928
408 Glenlake Avenue Toronto M6P 1G7
$1,470,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13232928
- Bedrooms:
- 3
- Bathrooms:
- 2
Detached family home in High Park - One of Toronto's most coveted west-end locations. This is the kind of neighbourhood buyers wait years to get into. Welcome to 408 Glenlake Avenue. Set on a beautiful residential street in the heart of the High Park/Bloor West, this three-bedroom, two-bathroom home offers the perfect blend of lifestyle and convenience. The main floor features a large, bright living and dining room space with updated flooring throughout, a renovated kitchen, and a functional layout with a seamless walkout to the backyard - ideal for everyday living and summer entertaining.Upstairs, you'll find three spacious bedrooms and a practical family layout designed for end users looking to establish themselves in one of the city's most sought-after communities.The location truly speaks for itself. Just steps from the one and only High Park, High Park TTC Station, Bloor West Village, the Junction, incredible local cafés, restaurants, breweries, shops, and some of Toronto's best green space and walking trails. Whether you're grabbing coffee on Bloor, spending weekends in the park, or commuting downtown with ease, this is west-end Toronto living at its absolute best. Rare opportunities like this in prime High Park locations don't come around often. More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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256 Keele Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13213168
256 Keele Street Toronto M6P 2K3
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13213168
- Bedrooms:
- 4
- Bathrooms:
- 4
A rare and compelling investment opportunity in Toronto's vibrant and highly coveted Junction neighbourhood. This legal fourplex presents four beautifully maintained, self-contained residences, each occupied by long-term, trusted tenants-offering exceptional stability and immediate, predictable income. Thoughtfully positioned with rare four-car parking via laneway access, this property delivers a level of convenience seldom found in the city. An effortless income stream awaits, making this a standout opportunity for investors seeking strong positive cash flow today, with enduring value and long-term appreciation for years to come. Surrounded by the Junction's celebrated cafes, boutiques, and acclaimed dining, and just moments to the Keele Subway Station, High Park, Bloor West Village, and Roncesvalles, this address offers the perfect blend of urban vibrancy and community charm. A distinguished addition to any real estate portfolio. More detailsListed by CORCORAN HORIZON REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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Data was last updated June 29, 2026 at 05:15 PM (UTC)
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Why Buyers Love the High Park Toronto Real Estate Market
• Steps from High Park’s 400 acres of green space and walking trails
• Quick access to Line 2 subway, UP Express, and major bike lanes
• Diverse architecture: Victorian, Edwardian, and modern infill
• Top-rated schools and walkable to Roncesvalles or The Junction
• Quiet, family-friendly atmosphere close to downtown
What to Expect in High Park Toronto Homes
Explore the variety of High Park homes for sale, with standout features like:
• Detached or semi-detached homes with 3+ bedrooms
• Hardwood flooring, original fireplaces, and stained glass accents
• Renovated kitchens, updated electrical, and HVAC systems
• Private yards, laneway access, and finished basement suites
Neighbourhood Highlights Around High Park
High Park offers a rare blend of nature and city life. The park itself spans over 400 acres with trails, sports facilities, gardens, and even a small zoo. Steps away, Bloor West Village and The Junction offer local cafés, bookstores, restaurants, and independent boutiques. With three nearby subway stations, Keele, High Park, and Dundas West, plus access to the UP Express, commuting is effortless. Seasonal festivals, farmers’ markets, and highly rated schools round out the family-friendly, community-driven vibe.
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Each link provides updated listings and expert insights.
FAQs – Homes for Sale High Park Toronto
1. What’s the average price of a home in High Park?
Prices typically start at $1.5M for semis and $2M+ for detached homes, depending on lot size and updates.
2. Are there any new builds or modern homes in High Park?
Yes. While much of the housing stock is historic, newer custom homes and modern infill properties are available.
3. Is High Park a good area for families?
Absolutely. The area is known for its safety, top schools, parks, and sense of community.
4. What’s the commute like from High Park to downtown Toronto?
Riding the subway from Keele or High Park Station gets you downtown in under 20 minutes.
Get The Royal Treatment
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