167

Homes for Sale near The Healdsburg School

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  • /29

    $979,000

    • 4 Beds
    • 2.5 Baths
    • 2,358 Sq Ft

    520 Morgan Woods Ct, Windsor, CA 95492

    Welcome home to this beautifully maintained gem in one of Windsor's most sought-after neighborhoods! This spacious two-story home offers 4 generously sized bedrooms, 2.5 bathrooms, and plenty of room for everyone ideal for growing or multi-generational families or someone who just wants space. Inside, you'll find a freshly painted interior, an updated kitchen with newer finishes, and a smart,

    Agent Photo

    Lenore Coronado

    eXp Realty of California, Inc

    (707) 383-6864

    520 Morgan Woods Ct, Windsor, CA 95492
  • /79

    $4,488,000

    • 4 Beds
    • 7 Baths
    • 7,247 Sq Ft

    9988 Troon Ct, Windsor, CA 95492

    Escape to your own private retreat on 3 picturesque acres, bordering a 200-acre park in the exclusive gated community of Oak Hill. Set on a premier lot, this remarkable 7,200 sq. ft. estate welcomes you with a gated driveway and a formal entry that opens to a dramatic wall of windows framing a cascading garden waterfall. A stunning 3,000 sq. ft. indoor pool pavilion adds to the resort-like

    Johnny Drake Compass

    9988 Troon Ct, Windsor, CA 95492
  • /45

    $2,750,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 5.5 Baths
    • 3,252 Sq Ft

    1003 Sunnyside Dr, Healdsburg, CA 95448

    Modern Luxury Meets Timeless Design in This Exceptional Estate. This stunning single-story home blends sleek sophistication with everyday comfort. Featuring 3 spacious bedrooms, a dedicated office, and a thoughtfully designed great room, the home is adorned with Restoration Hardware finishes and wide-plank oak floors throughout. The formal dining room offers a refined space for entertaining,

    Kellie Larson Luxe Places International

    1003 Sunnyside Dr, Healdsburg, CA 95448
  • /35

    $745,000

    • 5 Beds
    • 5 Baths
    • 2,415 Sq Ft

    2252 W Dry Creek Rd, Healdsburg, CA 95448

    New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. Nestled on 3.3 acres in Sonoma's wine country, this 5-bedroom, 5-bath home embraces sustainable architecture. The idyllic setting is just 10 minutes from charming Healdsburg. The H-shaped, single-level floor plan is anchored by a great room positioned under a distinctive butterfly-shaped roof. The

    Joseph Maehler Pacaso Inc

    2252 W Dry Creek Rd, Healdsburg, CA 95448
  • /47

    $3,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    895 Valley View Dr, Healdsburg, CA 95448

    Nestled in the stunning hills of Healdsburg, this exquisite property offers a unique blend of luxury and natural beauty. Spanning 1.5 acres, this estate home features breathtaking valley views and is adorned with 300 syrah and zinfandel vines, perfect for the wine enthusiast. The impressive residence boasts 4 bedrooms and 4 bathrooms, providing ample space for relaxation and entertaining. The

    Kellie Larson Luxe Places International

    895 Valley View Dr, Healdsburg, CA 95448
  • /25

    $899,500

    • 4 Beds
    • 2.5 Baths
    • 1,714 Sq Ft

    1691 Arbor Way, Healdsburg, CA 95448

    Step into a new chapter with this charming single-family home, ideally situated on a spacious corner lot in the picturesque Parkland Farms neighborhood. Surrounded by a tranquil, park-like setting, this 4-bedroom, 2.5-bath residence blends comfort and serenity. The thoughtfully designed layout features a cozy nook, expansive great room, and convenient lower-level powder room. The master suite

    Anthony Scarponi Ramona Maney Realty

    1691 Arbor Way, Healdsburg, CA 95448
  • /27

    $1,595,000

    • 2 Beds
    • 2 Baths
    • 1,931 Sq Ft

    2410 S Fitch Mountain Rd, Healdsburg, CA 95448

    Rare sunny side of Fitch Mountain on the Russian River and only 2.4 miles to Healdsburg Plaza. Extensively remodeled in the past 20 years but keeps the vintage charm and craftsmanship from 1927. High open-beamed ceilings. Convenient private off-street parking for 2 vehicles. Between Camp Rose and Del Rio Woods. You can also access the outdoor porch through a double full paned slider, with

    Eric Drew Healdsburg Sotheby's Internati

    2410 S Fitch Mountain Rd, Healdsburg, CA 95448
  • /18

    $5,650,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 3,260 Sq Ft

    171 Sawmill Cir Unit 102, Healdsburg, CA 95448

    Beautiful Garden Home at Canopy at Mill District, previously listed at $6,250,000, now offered at a $600,000 price reduction. Nestled in the heart of Healdsburg, the brand-new Mill District enclave is just a short stroll from the charming central square, home to Michelin-starred restaurants, tasting rooms, and vibrant art galleries. Canopy offers a limited selection of spacious homes that

    Andrea Di Loreto Sagepoint Real Estate Company

    171 Sawmill Cir Unit 102, Healdsburg, CA 95448
  • /13

    $2,395,000 New Construction

    • 1 Bed
    • 2 Baths
    • 1,368 Sq Ft

    151 Sawmill Cir Unit 201, Healdsburg, CA 95448

    Exclusive seasonal offering on Canopy Residence #201! Discover an unparalleled opportunity in the heart of Healdsburg with this gracious 1BD, 2BA + flex space. Featuring ~1477 SF of combined indoor/outdoor space, Canopy residence B201 is an inviting wine country getaway that redefines luxury and flexibility. Designed by the renowned AD100 architect Olson Kundig, this exceptional home features a

    Andrea Di Loreto Sagepoint Real Estate Company

    151 Sawmill Cir Unit 201, Healdsburg, CA 95448
  • /13

    $8,600,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 3,624 Sq Ft

    131 Sawmill Cir Unit 401, Healdsburg, CA 95448

    Presenting an extraordinary opportunity at Canopy, where luxury, design, and nature converge. Nestled in the heart of Healdsburg's vibrant Mill District, Penthouse C401 offers a rare, full-floor residence designed by world-renowned AD100 firm Olson Kundig. With sweeping views of downtown Healdsburg and Fitch Mountain, this penthouse represents the pinnacle of refined wine country living. Spanning

    Andrea Di Loreto Sagepoint Real Estate Company

    131 Sawmill Cir Unit 401, Healdsburg, CA 95448
  • /20

    $7,900,000

    • 6 Beds
    • 3 Baths
    • 1,614 Sq Ft

    5285 Westside Rd, Healdsburg, CA 95448

    Located on Westside Rd., one of Sonoma County's premier wine country roads, this 350+ ac. legacy ranch is less than 15 min. from downtown Healdsburg. In the same family since 1958, Bucher Farms is developed with 35 ac. of premium Pinot Noir and Chardonnay wine grapes which have earned consistently high scores in the wine press for some of Sonoma County's most prestigious wineries including

    Darryl Vice Vice Properties

    5285 Westside Rd, Healdsburg, CA 95448
  • /44

    $2,845,000

    • 3 Beds
    • 2 Baths

    401 Matheson St, Healdsburg, CA 95448

    Welcome to the historic Garrett House, a grand Queen Anne Victorian ideally situated on the coveted Matheson Street in the heart of Healdsburg. Originally built in 1895, this remarkable home has been lovingly restored and thoughtfully maintained, blending timeless elegance with modern comfort. Step inside to discover soaring ceilings, beautifully refinished wood floors, and exquisite

    Mary Curran Compass

    401 Matheson St, Healdsburg, CA 95448
  • /49

    $1,400,000

    • 4 Beds
    • 3 Baths
    • 3,302 Sq Ft

    8668 Starr Rd, Windsor, CA 95492

    Welcome to an exceptional Windsor property, nestled in the highly sought-after Vintana Estates. This pristine single-level residence offers 4 spacious bedrooms, 3 full bathrooms across an impressive 3,300 square feet of living space and a 3 car garage, all situated on a generous third-acre lot. This semi-custom property combines refined architectural design with the serene beauty of its

    Jonathan Bruington W Real Estate

    8668 Starr Rd, Windsor, CA 95492
  • /50

    $1,550,000

    • 3 Beds
    • 3.5 Baths
    • 1,839 Sq Ft

    635 Brown St, Healdsburg, CA 95448

    Discover this updated bungalow at 635 Brown Street, Healdsburg, CA, where timeless charm blends seamlessly with modern convenience. The main house offers 2 spacious bedrooms and 2.5 bathrooms, thoughtfully designed across 1,839 square feet to provide both comfort and style. Relax and entertain on the rear deck or enjoy an evening with friends on the front porch. Additionally, the property

    Alain-Martin Pierret Compass

    635 Brown St, Healdsburg, CA 95448
  • /27

    $1,990,000

    • 6 Beds
    • 4 Baths
    • 4,000 Sq Ft

    103 Bailhache Ave, Healdsburg, CA 95448

    Offered for the first time in over 50 years, 103 Bailhache Ave is a rare dual-zoned property (heavy industrial + residential) at the entrance to Healdsburg. Set on a parcel ripe with potential, this 4,000+/- sq ft opportunity includes four 1,000+/- sq ft commercial shop spaces ideal for artisans, tradespeople, or boutique production, plus a 2,600+/- sq ft residence divided into two spacious

    Niccolo Pigni Engel & Völkers

    103 Bailhache Ave, Healdsburg, CA 95448
  • /57

    $1,995,000

    • 3 Beds
    • 3 Baths
    • 3,360 Sq Ft

    995 Dry Creek Rd, Healdsburg, CA 95448

    Nestled in Dry Creek, this charming and rustic 1.75-acre farmhouse estate is less than 2.4 miles from the vibrant Healdsburg Plaza. This property combines vineyard living with convenient access to town amenities. The estate features a resort-style pool surrounded by a true outdoor oasis for relaxation and entertainment. Culinary enthusiasts will appreciate the outdoor kitchen prep/BBQ area,

    Allison Kosta Compass

    995 Dry Creek Rd, Healdsburg, CA 95448
  • /56

    $3,200,000

    • 4 Beds
    • 6 Baths
    • 5,255 Sq Ft

    927 Turnberry Ct, Windsor, CA 95492

    Welcome to this impeccable wine country residence located within the exclusive gated enclave of Oak Hill Estates in Windsor, California. This elegant countryside estate is a sanctuary of sophistication and comfort, offering a seamless blend of luxurious features and serene vineyard vistas. Conveniently located 10 minutes to world-renowned restaurants in Healdsburg. Spanning 5255 square feet,

    Ceci Cook Compass

    927 Turnberry Ct, Windsor, CA 95492
  • /52

    $1,725,000

    • 3 Beds
    • 2 Baths
    • 2,592 Sq Ft

    11940 Old Redwood Hwy, Healdsburg, CA 95448

    Welcome to 11940 Old Redwood Highway in Healdsburg, CAa perfect spot if you're all about space and comfort. This home sits on just over 11 acres +/-, so you've got plenty of room to stretch out or get creative. A very comfortable and open living space with three roomy bedrooms and two bathrooms that are designed for easy living. An additional ADU above the garage has 2 bedrooms, 1 bathroom and an

    Alain-Martin Pierret Compass

    11940 Old Redwood Hwy, Healdsburg, CA 95448
  • /58

    $1,700,000

    • 3 Beds
    • 2.5 Baths
    • 2,440 Sq Ft

    1831 Madrone Ave, Healdsburg, CA 95448

    Tucked high above the Russian River Valley, just about five minutes from the charm and buzz of downtown Healdsburg, lies a rare gem on Fitch Mountain. From the moment you arrive, there's a sense of calm and elevation. Step inside and you're greeted by light pouring in from every direction. Life here feels elevated literally and figuratively. Wake up to the sunrise spilling over the valley. Brew

    Julianna Labra Keller Williams Realty

    1831 Madrone Ave, Healdsburg, CA 95448
  • /84

    $2,398,000

    • 6 Beds
    • 4 Baths
    • 4,111 Sq Ft

    10220 Herb Rd, Windsor, CA 95492

    Welcome to 10220 and 10226 Herb Road in Windsor. This luxurious property offers a rare blend of space, privacy, and flexibility on nearly 4 acres of land. This custom-built two-story home features a spacious 3,279 sq. ft. primary residence with 4 bedrooms and 3 bathrooms, including a Jack-and-Jill bath and a luxurious primary suite with its own sitting room, walk-in closet, jetted tub, and

    Jaiden Gwin W Real Estate

    10220 Herb Rd, Windsor, CA 95492
  • /33

    $1,450,000

    • 3 Beds
    • 2.5 Baths
    • 2,444 Sq Ft

    230 Clear Ridge Dr, Healdsburg, CA 95448

    Beautifully custom built 3 bedroom, 2.5 bathroom, 2444 sq ft home, on nearly a 1/2 acre lot. Enjoy the peacefulness, as this property is set in a serene neighborhood with natural surroundings; yet so close to the hidden gem Foss Creek Pathway that meanders past many stores, coffee shops and the Healdsburg Plaza, connecting the south and north ends of town. The lovely home was built in 2004, has a

    Todd Bertolone Bertolone Realty

    230 Clear Ridge Dr, Healdsburg, CA 95448
  • /53

    $1,400,000

    • 4 Beds
    • 3 Baths
    • 3,547 Sq Ft

    8596 Starr Rd, Windsor, CA 95492

    Discover this rare opportunity in Windsor's Vintana Estates. This immaculate single-level home hosts an astounding 4 bedrooms + office, 3 bathrooms, 3,500 sqft of living space on a third of an acre lot. Situated across from large pastures and estates, this semi-custom home seamlessly blends sophisticated design with natural beauty, creating an unparalleled living experience. Inside the abundance

    Jonathan Bruington W Real Estate

    8596 Starr Rd, Windsor, CA 95492
  • /60

    $1,875,000

    • 2 Beds
    • 2 Baths
    • 1,535 Sq Ft

    2267 Westside Rd, Healdsburg, CA 95448

    Discover timeless elegance blended with contemporary comforts in this beautifully updated 1920s home, nestled on approximately 3.2 acres of serene landscape. Enter through a private iron electric gate and step into a world where vintage charm meets modern luxury. The chef's kitchen is a show-stopper featuring a spacious island, double ovens, a wine fridge, and updated finishes ideal for

    Chris Beck Coldwell Banker Kappel Gateway

    2267 Westside Rd, Healdsburg, CA 95448
  • /34

    $1,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    620 Alta Vista Dr, Healdsburg, CA 95448

    This charming 3-bedroom, 2.5-bathroom home spanning 2,208 square feet and situated on nearly half an acre! This property, located on a peaceful dead-end street just a 5-minute drive from downtown Healdsburg, presents a unique chance to own the home of your dreams. Step into your own private backyard retreat, featuring an in-ground pool, spa, and a spacious patio perfect for sunbathing, evening

    Elizabeth Frydrych Golden Gate Sotheby's

    620 Alta Vista Dr, Healdsburg, CA 95448
  • /15

    $1,499,000

    • 2 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    1026 Sunset Dr, Healdsburg, CA 95448

    Stunning views from this 3 bedroom single story home with large windows and expansive decking. Front brick courtyard with built in barbeque for easy entertaining and direct access to the kitchen. Hardwood floors throughout, refinished in August 2020. Second bedroom with private bath, third bedroom with built in murphy bed makes a great office across from the master bedroom. 2 car garage.

    Sherri Cooper Johnston WYNN Industries

    1026 Sunset Dr, Healdsburg, CA 95448
  • /12

    $1,650,000

    • 2 Beds
    • 2 Baths

    11747 Creek Hollow Rd, Healdsburg, CA 95448

    Single story ranch home with high ceilings, wood-framed windows and wonderful meadow views. This 2-bedroom home is nestled on a property that consists of 2 parcels, a total of 2.55 acres, and is one of the larger properties in this lovely community just 3 miles south of downtown Healdsburg. Entering this cozy home you are welcomed by a spacious living room anchored by a wood burning stove. Plenty

    Elisea Albertson Vanguard Properties

    11747 Creek Hollow Rd, Healdsburg, CA 95448
  • /59

    $1,695,000

    • 3 Beds
    • 2 Baths
    • 1,803 Sq Ft

    407 Sherman St, Healdsburg, CA 95448

    Discover a bright and sunny three-bedroom, two-bathroom single-level home, complete with a versatile area in the basement awaiting your creative touch. This charming mid-century gem, perched above Sherman St. at one of the highest elevations south of Powell St., offers stunning west-facing views from the patio off the primary suite and unmatched privacy for an in-town property. Conveniently

    Starling Scholz Redfin

    407 Sherman St, Healdsburg, CA 95448
  • /31

    $1,575,000

    • 2 Beds
    • 1 Bath
    • 1,812 Sq Ft

    144 Piper St, Healdsburg, CA 95448

    Unmatched Legal STR Opportunity in Downtown Healdsburg. More than just a charming home it's a licensed, income-producing vacation rental in the heart of Wine Country, just 2 blocks from Healdsburg Plaza. One of only a handful of properties with transferrable short-term rental zoning, this rare investment offers built-in demand & long-term upside. Originally built in the 1880s, the 2-bedroom,

    Ryan Anderton Sonoma Realty Group

    144 Piper St, Healdsburg, CA 95448
  • /54

    $1,895,000

    • 4 Beds
    • 2.5 Baths
    • 2,938 Sq Ft

    706 Healdsburg Ave, Healdsburg, CA 95448

    Stunning classic Craftsman in the heart of Healdsburg. An extraordinary opportunity to own a piece of Healdsburg's architectural history, this 1935 Craftsman offers timeless charm and versatility along with it's ORM multi-use zoning. Step inside and be greeted by exquisite craftsmanship, from high coffered ceilings and crown moldings to built-in cabinetry and stunning mahogany inlaid oak

    Diandra Grohmann Vanguard Properties

    706 Healdsburg Ave, Healdsburg, CA 95448
  • /49

    $1,525,000

    • 3 Beds
    • 2 Baths
    • 1,986 Sq Ft

    305 Windflower Ct, Windsor, CA 95492

    A wine country getaway in the sought after gated community of Lakewood Hills. This beautifully updated and modernized single story home is a unique opportunity to move into a turn-key home in the heart of Sonoma County. Located on an oversized lot in a cul-de-sac with an expansive yard with mature trees and plantings. This home of distinction and charm offers a dramatic vaulted entry and living

    Jonathan Bruington W Real Estate

    305 Windflower Ct, Windsor, CA 95492
  • /67

    $1,850,000

    • 2 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    2020 Felta Rd, Healdsburg, CA 95448

    A serene retreat nestled on 12 acres in Dry Creek Valley, a short 10-min drive to charming Downtown Healdsburg. This exceptional property offers the perfect blend of tranquility & convenience, making it an ideal getaway or a self-sustaining homestead. The spacious home features an updated kitchen and primary bed/bath. An additional ensuite bedroom spans the entire second level, while a sunroom

    Ann Amtower Compass

    2020 Felta Rd, Healdsburg, CA 95448
  • /48

    $724,000

    • 2 Beds
    • 1.5 Baths
    • 1,188 Sq Ft

    366 Piper St, Healdsburg, CA 95448

    Welcome to 366 Piper St, a beautifully updated condo nestled in the heart of Healdsburg, CA, just a few blocks from the square. This charming home offers a perfect blend of modern amenities and cozy living, making it an ideal choice for those seeking comfort and style. Spanning 1,188 +/- sq ft, this home features two spacious bedrooms and one and a half bathrooms, providing ample space for

    Christen Hamilton Compass

    366 Piper St, Healdsburg, CA 95448
  • /25

    $1,545,000

    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft

    979 Lupine Ct, Healdsburg, CA 95448

    **Price Improved!** Welcome to 979 Lupine Court, a well-located 4 bedroom, 3 bath, fully-detached home in desirable Piedmont Terrace location. A wonderful lifestyle awaits you in this ample 2,346 sq ft retreat. Lower level features 1 bedroom, 1 full bathroom, large open-plan kitchen with adjoining family room w/ gas fireplace, living and dining rooms. Deck access off kitchen to expansive

    Patrick Shannon Trinity Realty, Inc

    979 Lupine Ct, Healdsburg, CA 95448
  • /32

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 2,363 Sq Ft

    128 Village Oaks Ct, Healdsburg, CA 95448

    Enjoy this custom built/one of a kind home with an end-of-court location with an extremely useful and flowing floor plan. Light and bright, with elevated ceilings and two large exterior entertaining areas that extend the indoor/outdoor living space for gathering all of your friends and family. The layout offers 3 bedrooms PLUS an office(with a separate entrance), as well as a Jack-and-Jill

    Mike Downes Vanguard Properties

    128 Village Oaks Ct, Healdsburg, CA 95448
  • /20

    $1,495,000

    • Land
    • 13 Acres
    • $113,001 per Acre

    7874 W Dry Creek Rd Unit Lot 5, Healdsburg, CA 95448

    Largest of 4 Lots for sale with 13.23+/- Acres. These vineyard lots have been in the same family for many years, producing grapes for well-known wineries in the area. This is a possible home with small vineyard in the prestigious Dry Creek Valley. Water and Perc tests are pending.

    John Torres The Agency

    7874 W Dry Creek Rd Unit Lot 5, Healdsburg, CA 95448
  • /21

    $695,000

    • 3 Beds
    • 2 Baths
    • 1,498 Sq Ft

    87 Front St, Healdsburg, CA 95448

    Built in 1940, this fixer is comprised of 2 bedrooms and 2 bathrooms. A jewel in the rough located less than a mile from Highway 101 with Sonoma County Airport about 15 minutes by car. The Healdsburg Plaza is 0.6 mile and the future Smart Train Depot is 0.3 mile. Foss Creek Path and Memorial Beach on the Russian River are close by.

    Eric Drew Healdsburg Sotheby's Internati

    87 Front St, Healdsburg, CA 95448
  • /37

    $4,995,000

    • 3 Beds
    • 2.5 Baths
    • 7,208 Sq Ft

    1558 Magnolia Dr, Healdsburg, CA 95448

    A Century-Old Legacy and a Rare Opportunity to Build the Future. Tucked along a tree-lined road and just minutes from downtown Healdsburg, this remarkable 17-acre property has remained in the same family for nearly 100 years. Rich in history, full of potential, it's a truly rare offering in the heart of Healdsburg. Bordered by Foss Creek, the land unfolds in a beautiful balance: 8 acres of

    Kellie Larson Luxe Places International

    1558 Magnolia Dr, Healdsburg, CA 95448
  • /54

    $845,000

    • Land
    • 6 Acres
    • $142,496 per Acre

    8011 W Dry Creek Rd Unit Lot 3, Healdsburg, CA 95448

    5.93+/- Acres for sale. Possible home and small vineyard in the prestigious Dry Creek Valley. Water and Perc tests are pending.

    John Torres The Agency

    8011 W Dry Creek Rd Unit Lot 3, Healdsburg, CA 95448
  • /26

    $1,135,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3 Baths

    2693 S Fitch Mountain Rd, Healdsburg, CA 95448

    Discover a true Healdsburg geman artist's retreat for over 45 years, set across from the county beach on the Russian River and just ten minutes from downtown. 2693 South Fitch Mountain Road offers a rare blend of privacy, character, and versatility on a spacious, terraced lot filled with lush gardens and stonework. Lovingly restored by an artist's hand, every room reveals unique detail, from

    Bob Pennypacker Sotheby's International Realty

    2693 S Fitch Mountain Rd, Healdsburg, CA 95448
  • /23

    $795,000

    • Land
    • 4.04 Acres
    • $196,782 per Acre

    8011 W Dry Creek Rd Unit Lot 2, Healdsburg, CA 95448

    Lot 2 of 8011 West Dry Creek Rd is 4.04+/- acres of vineyard. One of four Lots for Sale. Possible home and small vineyard in the prestigious Dry Creek Valley. Water and Perc tests are pending.

    John Torres The Agency

    8011 W Dry Creek Rd Unit Lot 2, Healdsburg, CA 95448

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