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242 Winter Ridge Boulevard Unit 242, Winter Haven
$135,000
2 Beds ⋅ 2 Baths ⋅ Winter Ridge Condo SubDv. ⋅ 33881 Zip Code
Welcome to 242 Winter Ridge Drive in Winter Haven! This charming 2-bedroom, 2-bathroom home offers a comfortable and inviting open floor plan designed for easy everyday living and entertaining. The spacious living and dining areas flow seamlessly together, creating a bright, welcoming feel throughout the main living space. Both bedrooms offer plenty of room and privacy, with two full bathrooms adding convenience for homeowners and guests alike. Whether you're searching for a primary residence, seasonal Florida getaway, or low-maintenance home, this property offers plenty of potential. Conveniently located in Winter Haven with easy access to shopping, dining, medical facilities, and all that Central Florida has to offer. Schedule your private showing today and come see what 242 Winter Ridge has to offer!

242 Winter Ridge Boulevard Unit 242, Winter Haven

271 Mariposa, Winter Haven
$249,000
3 Beds ⋅ 2 Baths ⋅ Florida Highland Co SubDv. ⋅ 33884 Zip Code
Welcome to your Home Sweet Home in Winter Haven, Florida! This 3-bedroom, 2-bath gem sits in the desirable Orchid Springs community, offering 1,571 sq. ft. of living space that's freshly painted inside and ready to move into. You'll notice the difference the moment you walk in. Bright, clean walls throughout give the whole home a crisp, updated feel. The layout flows easily between the living room, dining area, and kitchen, so you're never far from the action whether you're cooking, entertaining, or just hanging out. The kitchen has plenty of cabinet space and all the appliances you need, and the living room offers plenty of room to spread out and relax. The primary suite offers its own private retreat with an attached bath. Here's a bonus: there's an enclosed bonus space in the back of the home that works great as a 4th bedroom, home office, or flex room, giving you extra square footage you can make your own. Out back, you've got a patio surrounded by its own wall and enclosed with a screen, so you get real privacy while you enjoy your morning coffee or unwind after work. No nosy neighbors, no bugs, just your own outdoor space. Add in the 2-car garage for parking and storage, and this home checks a lot of boxes. Living in Orchid Springs also means access to the community pool and clubhouse, and the HOA even covers your lawncare, so you can enjoy a well-kept yard without lifting a finger. You're also close to shopping, dining, medical offices, Cypress Gardens Blvd, and US-27, so everything you need is within easy reach. Ready to call this your home? Reach out today to schedule your private tour!

271 Mariposa, Winter Haven

116 Harbor Drive, Winter Haven
$289,900
4 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
Stunning! Fresh Farm Style, Located on a quiet 'No Outlet' street within walking distance of the Happy Valley Trail with gorgeous water views of Lake Conine. Split floor plan, 4bed/2 bath; Front facade is stucco'd with beautiful stone entry; Inside are new solid wood wht shaker cabinets with 'Luna Pearl' granite in kitchen & baths w/ under mount sinks; All NEW Samsung gourmet stainless steel appliances; Large breakfast bar with TONS of cabinetry 36" uppers (with crown); All new vinyl plank flooring thru-out entire home (no carpet); Inside laundry; 4th bedroom is large in-law style, Brand NEW architectural roof; Updated AC, windows; All new faucets, fixtures, fans & LED lighting; Bathrooms have custom tile and tub surrounds with rain head shower and stone deco inlay mosaics; New 3 tone paint inside and out; Secluded backyard fully fenced in for pets; Relax in oasis pool that has full privacy with no 2 story surrounding houses. No HOA... this home has it all!

116 Harbor Drive, Winter Haven

1207 32nd Street Nw, Winter Haven
$225,000
3 Beds ⋅ 1 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code
Virtually Staged. Completely renovated from top to bottom, this home offers the feel of new construction at a fraction of the price! Featuring 3 bedrooms plus a spacious family room that can easily serve as a 4th bedroom, home office, playroom, or media room, this property offers flexibility to fit your lifestyle. Every major component has been updated, including the roof, windows, A/C, water heater, kitchen, bathroom, plumbing, electrical, paint, and more, giving you peace of mind for years to come. Step outside to enjoy the oversized backyard with plenty of space for entertaining, pets, gardening, or future additions. No HOA means more freedom and fewer monthly expenses. Conveniently located near shopping, restaurants, schools, and major highways, this move-in-ready home is an excellent opportunity for first-time buyers or investors looking to add a low-maintenance property to their portfolio. Schedule your private showing today!

1207 32nd Street Nw, Winter Haven

6704 Winterset Gardens Road, Winter Haven
$399,000
3 Beds ⋅ 2 Baths ⋅ Winterset Gardens SubDv. ⋅ 33884 Zip Code
Virtually Staged. Rarely does a home this unique come to market! Situated on a spacious .30-acre lot directly across the street from beautiful Lake Winterset, this distinctive 3-bedroom, 2-bath mid-century modern pool home offers incredible character, great bones, and a fantastic opportunity for a buyer looking to add their own personal touches. Virtually staged. With no mandatory HOA or CDD, this property offers flexibility and an exceptional location. An optional neighborhood HOA of just $100 per year provides access to the community boat ramp, connecting you to the renowned Winter Haven Chain of 22 Lakes, one of Central Florida’s premier destinations for boating, fishing, and watersports. Unlike nearly any other Florida home, this property features an impressive 300+ square foot basement—a rare find offering endless possibilities as a wine cellar, hobby room, workshop, fitness area, or additional storage. The home's distinctive architectural design is complemented by spectacular views of Lake Winterset from the living and dining rooms, where sliding glass doors open to a charming wraparound front porch—the perfect place to enjoy your morning coffee while taking in the peaceful lake scenery. Upstairs, a spacious bonus room provides incredible flexibility and could be used as a potential fourth bedroom, media room, home office, or second living area. The space also includes a private balcony overlooking the front of the property and the lake. The kitchen offers plenty of potential and features quartz countertops, a center island, pantry, recessed lighting, tile backsplash, reverse osmosis system, garbage disposal, a window overlooking the screened pool, and a premium 2022 Samsung Bespoke appliance suite. The home has great bones and has received numerous important updates, while still offering an opportunity for the next owner to make cosmetic updates and truly make it their own. The thoughtful split-bedroom layout places all three spacious bedrooms down a private hallway away from the main living spaces. Wood-look tile flooring flows throughout the main living areas, while luxury vinyl plank flooring extends through the bedrooms, bathrooms, and upstairs bonus room. The spacious primary suite features dual vanities and a beautifully remodeled walk-in shower. Additional conveniences include an indoor laundry closet with the washer and dryer included, as well as a two-car garage. Step outside to your oversized screened, chlorinated pool complete with a diving board and removable safety fence, creating the perfect backyard retreat for entertaining family and friends year-round. Major improvements provide added peace of mind, including a new roof in 2025, new pool pump and well pump in 2025, new A/C ductwork and attic insulation in 2025, windows replaced in 2019, A/C replaced in 2019, water heater replaced in 2019, and new appliances installed in 2022. Ideally located just a short drive from Disney, Universal, LEGOLAND, and other Central Florida attractions, this one-of-a-kind home combines timeless mid-century modern architecture, a rare basement, beautiful lake views, an oversized pool, important major updates, access to the Winter Haven Chain of Lakes, and an opportunity to create a home that reflects your own style. Don't miss this rare opportunity to own one of the area's most distinctive homes overlooking beautiful Lake Winterset!

6704 Winterset Gardens Road, Winter Haven

1814 Sandhill Lane, Winter Haven
$462,000
4 Beds ⋅ 3 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code
Here is your opportunity to own an immaculate home in the sought after community of Cypresswood Golf and Country Club. Consistently voted the Number 1 Golf Course in the area. This vibrant community has it all. Aside from the fantastic course right out your door, enjoy everything else it has to offer. A wonderful restaurant and Club House where they host live music 3 nights a week and top notch food offerings. An Olympic size pool that was just recently redone along with newly redone tennis courts and pickle ball courts. There is even a fitness center. Take a drive in your golf cart in the evenings and enjoy the natural elements and animals that Central Florida is famous for. Bald Eagles, wild turkey, Sand Cranes are just some of the sights you are likely to see on your ride. Then, come home to your beautifully maintained home that allows for easy entertaining, or peaceful times out on the back screened in patio where you can watch golfers and animals alike. The combination kitchen and family room is second to none. Stainless steel appliances including a new dishwasher for the experienced chef or novice. You can't help enjoying cooking in this home. Second bedroom with it's own ensuite full bath, and two other bedrooms that share a Jack and Jill full bath. You will find storage gallore everywhere you look. Peaceful yard offers privacy and views for days. Come and tour this home today, and you will know that you have found The One!

1814 Sandhill Lane, Winter Haven

2049 San Marcos Drive Se Unit 127, Winter Haven
$149,900
1 Beds ⋅ 1 Baths ⋅ Park Lake 03 02 Amd SubDv. ⋅ 33880 Zip Code
MUST SEE! Discover this beautifully remodeled first-floor condo with NO STAIRS to climb, offering the convenience and comfort of true single-level living. Perfect for year-round residents, seasonal owners, or anyone seeking easy accessibility, this move-in-ready home combines modern updates with an exceptional lifestyle in one of Winter Haven's most desirable lakefront communities. Located just steps from the community clubhouse, pool, fitness room, mailboxes, and parking, you'll enjoy maintenance-free living with outstanding amenities right outside your door. Park Lake residents also enjoy access to a private dock, gazebo, and beautiful waterfront views of Lake Lulu, part of the world-famous Winter Haven Chain of Lakes, providing opportunities for boating, fishing, and enjoying Florida's natural beauty. The nearby Chain of Lakes Complex and baseball fields add to the recreational appeal. Inside, soaring vaulted ceilings in the living room, dining area, and primary bedroom create a bright and spacious atmosphere. The screened lanai offers dual entry points and the perfect place to enjoy your morning coffee or evening breeze. Major renovations completed in December 2022 include stylish kitchen cabinetry, granite countertops, under-counter refrigerator, induction cooktop, and ceramic tile flooring throughout. Additional upgrades include impact-resistant windows, a new A/C system with UV light, Nest security system, and a new washer and dryer. The location is hard to beat, with restaurants, shopping, banking, medical facilities, downtown Winter Haven, and LEGOLAND Florida all just minutes away, making this home ideal for both full-time living and seasonal enjoyment. Whether you're looking for a primary residence, winter retreat, or investment opportunity, this beautifully updated condo offers affordability, convenience, lakefront amenities, and a truly carefree Florida lifestyle. Seller financing and Private Financing Available! Do not wait, it will not last long!

2049 San Marcos Drive Se Unit 127, Winter Haven

3038 Thornhill Road, Winter Haven
$350,000
3 Beds ⋅ 2 Baths ⋅ Orange Hill Sub SubDv. ⋅ 33880 Zip Code
SELLER INCENTIVE – 2/1 MORTGAGE RATE BUYDOWN AVAILABLE! Buy this home and enjoy lower mortgage payments for the first two years! The seller is offering help toward a temporary mortgage rate buydown that may lower your monthly payments. This offer is subject to buyer qualification, lender approval, loan guidelines, and agreed-upon terms. This new construction build sits on almost an acre (.72) and is a comfortable and cozy home with 3 bedrooms, 2 bathrooms and 1,467 square feet of living space. The foyer opens to the spacious dining and great rooms, with raised ceilings throughout the home, and there's convenient access to the outdoor patio from the living space. The kitchen features a large island. The primary bathroom boasts a separate shower and tub, and this home comes equipped with ample storage space including two oversized primary walk-in closets, a pantry in the kitchen, a linen closet and a coat closet. The 2-car garage provides additional storage and laundry space. This home is located in a quiet neighborhood off Winter Lake Rd, close to all of the amenities Lakeland or Winter Haven have to offer! With no HOA, there's room for your boat, RV, or other outdoor vehicles. USDA FINANCING AVAILABLE FOR ELIGIBLE BUYERS, WITH NO MONEY DOWN. CALL TODAY FOR MORE DETAILS.

3038 Thornhill Road, Winter Haven

150 El Dorado Unit 105, Winter Haven
$94,900
2 Beds ⋅ 2 Baths ⋅ Hawaiian A Condo SubDv. ⋅ 33884 Zip Code
Discover this charming first-floor corner unit condo in the highly sought after Orchid Springs community in SE WInter Haven. This 2 bedroom 2 bathroom condo features a desirable split floor plan with an oversized living area perfect for entertaining or relaxing. Both bedrooms boast generous walk-in closets , and offers abundant storage throughout. Enjoy the convenience of a first floor corner location with a covered parking spot. The nice open layout makes every day maintenance free living easy and comfortable. Residents of Orchid Springs love the prime location minutes from shopping,dining, medical facilities, and Legoland, while being centrally situated between Tampa and Orlando for easy access to everything Central Florida has to provide. The HOA takes care of the details including grounds maintenance, water , sewer and gas giving you more time to enjoy the Florida Lifestyle. Whether you are looking for a primary residence or a winter retreat , this first floor corner unit is a fantastic opportunity in a desirable community. Schedule your showing today and make this condo your new home!

150 El Dorado Unit 105, Winter Haven

419 Avenue M  Ne, Winter Haven
$244,999
3 Beds ⋅ 2 Baths ⋅ Silvercrest Add SubDv. ⋅ 33881 Zip Code
MOTIVATED SELLERS Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering the perfect blend of comfort, functionality, and style. New roof 2022. Renovated bathrooms. Step inside to find a bright and inviting floor plan with spacious living areas, abundant natural light, and a warm, welcoming atmosphere throughout. The kitchen features ample cabinet space, and a convenient layout ideal for both everyday living and entertaining with direct access to the back patio. The master bedroom offers a private retreat with an en-suite bathroom and generous closet space that is connected directly to the large laundry room. The additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a spacious, fenced in yard with plenty of room for relaxing, gardening, or hosting gatherings. Conveniently located near Polk State College, Winter Haven schools, and just minutes away from downtown Winter Haven. This home combines peaceful living with everyday convenience. Perfect opportunity for first time homebuyers or rental property! Don’t miss the opportunity to make this move-in-ready home your own!

419 Avenue M Ne, Winter Haven

811 22nd Street Nw, Winter Haven
$264,990
3 Beds ⋅ 3 Baths ⋅ Hutton Rep SubDv. ⋅ 33881 Zip Code
**MOTIVATED SELLER! OPEN TO NEGOTIATIONS!** Welcome to this charming and versatile 3-bedroom, 3-full-bath home in the heart of Winter Haven! Offering a unique combination of comfort, flexibility, and exceptional value, this property is perfect for those looking for extra space and endless possibilities. One of the bedrooms features its own **PRIVATE ENTRANCE** and full bathroom, making it an ideal **IN-LAW SUITE**, private guest retreat, home office, or potential income-producing rental space. Enjoy Florida living at its finest with a spacious screened-in Florida room, perfect for relaxing or entertaining, plus an inviting front screened porch. The generously sized backyard offers plenty of room to create your dream outdoor oasis, add a pool, or design the perfect space for gatherings. An additional storage shed with electricity provides extra functionality and convenience. This home also features a **WHOLE-HOUSE REVERSE OSMOSIS WATER FILTRATION SYSTEM**, providing filtered water throughout the property. Located on a quiet dead-end street with no through traffic, this home offers added privacy while keeping you conveniently close to Downtown Winter Haven, shopping, dining, and the beautiful Winter Haven Chain of Lakes. **NO HOA! NO CDD! LOW PROPERTY TAXES! PUBLIC WATER AND SEWER!** **SELLER IS MOTIVATED AND WILL CONSIDER REASONABLE OFFERS!** Don't miss this opportunity to make this versatile property your own. Schedule your private showing today! Equal Housing Opportunity.

811 22nd Street Nw, Winter Haven

1015 Carefree Cove Drive, Winter Haven
$199,900
4 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
Short Sale. Bank approved price! Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home located in Winter Haven with NO HOA! This solid block construction home offers peace of mind with a new roof and AC installed in 2024. Inside, you’ll find newer flooring throughout along with a recently renovated kitchen and bathrooms, giving the home a fresh, modern feel. The kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, perfect for both everyday living and entertaining. The functional layout includes four spacious bedrooms, a full bathroom, and an additional half bath for added convenience. Enjoy outdoor living in the fully fenced backyard, ideal for pets, gatherings, or simply relaxing in your private space. The home also includes a 1-car garage for storage and parking. Ideally situated near Lake Conine, part of Winter Haven’s famous Chain of Lakes, this property offers easy access to boating, fishing, and outdoor recreation. Conveniently located near major roadways, providing a quick commute to Orlando, Tampa, and world-renowned attractions like Disney. This move-in ready home combines modern updates, a great location, and no HOA restrictions—don’t miss your opportunity to make it yours!

1015 Carefree Cove Drive, Winter Haven

183 Lake Thomas, Winter Haven
$450,000
4 Beds ⋅ 2 Baths ⋅ Lake Thomas Woods Eight Add SubDv. ⋅ 33880 Zip Code
RUDUCED PRICE! MOTIVATED SELLERS Charming 4-Bedroom Lakefront Home on Lake Thomas – No HOA Discover the perfect blend of comfortable family living and relaxed lakefront lifestyle in this beautiful 4-bedroom, 2-bath home on Lake Thomas. Offering a spacious layout, generous outdoor space, and scenic water access, this property delivers both everyday functionality and waterfront charm. Step inside to find tile flooring throughout the main living areas and an open-concept design that seamlessly connects the living and dining spaces — ideal for family gatherings and entertaining guests. Ceiling fans throughout the home enhance comfort year-round. Outdoors, enjoy an oversized, level backyard that’s fully fenced — perfect for pets, outdoor dining, gardening, or play. Whether you're relaxing by the water or hosting weekend barbecues, this home offers space and flexibility to fit your lifestyle. Located in Winter Haven, you’ll appreciate convenient access to local amenities, shopping, dining, and recreational opportunities — all without the burden of HOA restrictions. Lake living, space to grow, and freedom to enjoy — this one has it all.

183 Lake Thomas, Winter Haven

1218 37th Street Nw, Winter Haven
$350,000
3 Beds ⋅ 2 Baths ⋅ Robinson Sub SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully built home in a super convenient Winter Haven location. Its central position makes it easy to get anywhere you need to go. You are close to Legoland, an easy drive to Disney attractions, and have quick access to Florida's beaches, shopping, restaurants, and everyday essentials. Inside, the home features an impressive open concept design with soaring 12 foot ceilings, 10 foot doors, and tile flooring throughout. The spacious living room flows naturally into the kitchen and dining area, creating a bright and comfortable central living space. A triple sliding glass door in the living room opens to the large screened back porch, adding even more room for relaxing or entertaining. The split bedroom layout provides excellent privacy. All bedrooms include walk in closets, and both bathrooms are generously sized. The primary bedroom is very spacious and also includes direct access to the screened porch. The guest bathroom features a convenient door to the porch as well, perfect for outdoor gatherings or future pool access. Walking into the home, you are greeted by a welcoming foyer. To one side sits a flexible front room that can serve as a formal living room, office, playroom, or den. Straight ahead, the main living room opens beautifully to the kitchen, which offers plenty of room for a dining table. There is also a separate formal dining room, giving you multiple options for hosting and everyday meals. A two car attached garage provides added storage and convenience. This home was built with thoughtful design, solid construction, and a layout that truly works for everyday living. With its central location and wonderful interior space, it is an excellent opportunity for anyone looking for a well built home in Winter Haven.

1218 37th Street Nw, Winter Haven

2270 Firestone Place, Winter Haven
$170,000
2 Beds ⋅ 2 Baths ⋅ Cypresswood Golf Villas Gi-4 SubDv. ⋅ 33884 Zip Code
Welcome to this spacious end-unit villa in Cypresswood Golf & Country Club, a gated golf community in Winter Haven known for its mature landscaping, active amenities, and welcoming atmosphere. Recent updates include new flooring throughout the living room, dining room, kitchen, and hallway, creating a fresh and inviting feel throughout the main living areas. The spacious floor plan offers a comfortable living area, generously sized bedrooms, a functional kitchen with ample cabinet space, and an enclosed Florida room overlooking the golf course. The covered carport is conveniently located just outside the villa, and the home is only a short distance from the community clubhouse, restaurant, tennis courts, and golf course amenities. If you're looking for an easy-to-maintain home in an established gated community with beautiful golf course views and convenient access to shopping, dining, and medical facilities, this villa is well worth a look.

2270 Firestone Place, Winter Haven

3307 Fox Ridge Drive, Winter Haven
$230,000
3 Beds ⋅ 2 Baths ⋅ Fox Ridge Ph 01 SubDv. ⋅ 33884 Zip Code
Short Sale. BANK APPROVED PRICE! Welcome to your 3 bedroom 2 bathroom home located conveniently in Winter Haven with easy access to shopping, dining, and major roadways. The roof and AC were replaced in 2023. This home features luxury vinyl plank flooring throughout. The living room is spacious and features vaulted ceilings. The kitchen has been remodeled and features newer cabinets and granite countertops and a closet pantry. The primary bedroom is spacious with a walk in closet and en-suite bathroom. The remaining bedrooms offer plenty of space and share the main hall bathroom featuring a single sink vanity and tub/shower combo. The home also features a large screened in back porch, the perfect spot for entertaining. This home has so much to offer. Schedule your private showing today!

3307 Fox Ridge Drive, Winter Haven

1340 Daisy Field Dr, Winter Haven
$310,000
4 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code
SELLER MOTIVATED!!! investment opportunity Welcome to this stunning corner-lot home located in the desirable community of Harmony on Lake Eloise — just minutes from LEGOLAND and perfectly situated between Tampa and Orlando! This beautifully designed property offers a modern open-concept floor plan ideal for today’s lifestyle. Step inside to find elegant shaker-style cabinets, quartz countertops, and a stainless-steel range hood vented to the exterior. The kitchen is fully equipped with Whirlpool stainless-steel appliances including range, dishwasher, refrigerator, washer, and dryer — all included! The spacious layout provides comfort and style with thoughtful upgrades throughout. The large corner lot offers a generous backyard, perfect for entertaining, relaxing, or even building your dream outdoor space. Built with quality in mind, the home features block-on-block construction, architectural shingles, and a sleek stucco exterior for long-lasting durability and curb appeal. Inside, integrated smart home technology allows you to control lighting, temperature, and more — all from the palm of your hand. Living in Harmony on Lake Eloise means enjoying Florida’s outdoor lifestyle with access to the Chain of Lakes, nearby parks, shopping centers, restaurants, and golf courses. Plus, with easy access to major highways, commuting is a breeze. Don’t miss your chance to own this move-in-ready home in one of Central Florida’s most convenient and charming communities!

1340 Daisy Field Dr, Winter Haven

1224 Vienna Square Drive, Winter Haven
$205,000
2 Beds ⋅ 2 Baths ⋅ Vienna Square Duplex SubDv. ⋅ 33884 Zip Code
Virtually Staged. Auction Property. MAKE AN OFFER!! - THIS IS NOT THE SAME HOME BUYERS MAY REMEMBER! This inviting villa has been refreshed and is ready to make a brand-new impression. Recent improvements include fresh interior paint, new carpet in both bedrooms, brand-new stainless-steel kitchen appliances, a freshly painted garage floor, and a new glass shower door in the primary bathroom. Located in the gated 55+ community of Vienna Square, this move-in-ready 2-bedroom, 2-bath villa offers 1,118 square feet of comfortable, single-story living. The bright, open living area, functional kitchen, spacious primary suite, attached two-car garage, and screened rear porch provide an easy, low-maintenance Florida lifestyle. Community amenities include a clubhouse, swimming pool, fitness center, recreational facilities, and organized social activities. Monthly fees also include cable television, water, lawn and grounds maintenance, pool maintenance, and recreational facilities. If you viewed this property before the improvements were completed, come back and see the difference. At $215,000 this refreshed home deserves a fresh look. Schedule your private showing today!

1224 Vienna Square Drive, Winter Haven

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