Winter Haven Real Estate for Sale by Neighborhood

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ASHTON COVEY real estate for sale BERRYHILL real estate for sale
BILTMORE SHORES real estate for sale BRENTON MANOR real estate for sale
BROOKHAVEN VILLAGE real estate for sale BROOKHAVEN VILLAGE FIRST ADD real estate for sale
BUCKEYE HEIGHTS real estate for sale BUCKEYE POINTE real estate for sale
CAREFREE COVE real estate for sale COUNTRY WALK/WINTER HAVEN real estate for sale
COVENTRY COVE PH II real estate for sale CROSSROADS AT LAKE REGION real estate for sale
CYPRESSWOOD GOLF VILLAS real estate for sale CYPRESSWOOD PATIO HOMES real estate for sale
CYPRESSWOOD PLANTATIONS real estate for sale EAGLE CREST real estate for sale
EAGLE POND CONDO real estate for sale ELBERT ACRES real estate for sale
ELOISE WOODS LAKE MARIAM UNIT real estate for sale ELOISE WOODS LAKE ROY UNIT real estate for sale
EMILY ESTATES real estate for sale ESTATES/LK FLORENCE real estate for sale
FLA HIGHLANDS CO SUB real estate for sale FLORIDA HIGHLAND CO real estate for sale
FOX RIDGE PH 01 real estate for sale FOX RIDGE PH 02 real estate for sale
GARDEN GROVE OAKS real estate for sale GARDEN VILLAS CONDO PH 01 real estate for sale
GATES OF LAKE REGION real estate for sale HARBOR AT LAKE HENRY real estate for sale
HARMONY ON LAKE ELOISE real estate for sale HARMONY ON LAKE ELOISE PHASE 4 real estate for sale
HARMONY/LK ELOISE PH 1 real estate for sale IMPERIAL HARBOURSPHASES 01 & 02 real estate for sale
INWOOD real estate for sale JAN PHYL VILLAGE real estate for sale
KRENSON BAY real estate for sale LAKE ASHTON WEST PH 01 real estate for sale
LAKE ASHTON WEST PH II SOUTH real estate for sale LAKE IDYLL ESTATES real estate for sale
LAKE LUCERNE II real estate for sale LAKE N GOLF ESTATES real estate for sale
LAKE SHIPP HEIGHTS real estate for sale LAKE SMART POINTE real estate for sale
LESLIE J A SUB real estate for sale LUCERNE PARK RESERVE real estate for sale
MANDOLIN real estate for sale NOT IN SUBDIVISION real estate for sale
OAKWOOD ESTATES real estate for sale ORANGE MANOR WEST COOP INC real estate for sale
ORCHID SPGS VILL 400 SAN MIGUEL real estate for sale PARK LAKE real estate for sale
PEACE CRK RESERVE real estate for sale PEACH CROSSINGS real estate for sale
QUEENS COVE PH 04 real estate for sale REVISED MAP OF FERNWOOD ADD real estate for sale
ROSEWOOD MANOR real estate for sale ROYAL HILLS real estate for sale
RUBY LAKE PH 04 real estate for sale SEASONS AT ANNABELLE ESTATES real estate for sale
SQUIRES GROVE real estate for sale SQUIRES GROVE PH 2 real estate for sale
TRADITIONS PH 01 real estate for sale TRADITIONS PH 02 real estate for sale
VILLA MAR real estate for sale VILLA MAR 40'S real estate for sale
VILLAGE PARK real estate for sale VILLAMAR real estate for sale
VILLAMAR PH 5 real estate for sale VILLAMAR PHASE 6 AND PHASE 6D real estate for sale
WAHNETA FARMS real estate for sale WILLOWBROOK NORTH real estate for sale
WILLOWBROOK SOUTH real estate for sale WINTER HAVEN HARBOUR APTS CONDO real estate for sale
WINTER RIDGE CONDO real estate for sale

Newest Real Estate in Winter Haven by Neighborhood

View all Winter Haven Real Estate for Sale

  • 3832 TRADITIONS BLVD N, WINTER HAVEN, FL - MLS# TB8490822

    TRADITIONS PH 01 PLAT BOOK 131 PGS 47 THRU 54 LOT - TB8490822 - 3832 TRADITIONS BLVD N, WINTER HAVEN, FL 33884
    Just Added on 04/02/2026 12:33PM

    $250,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Freshly painted in Oct 2025, this well-maintained home in Traditions offers a split floor plan, water views, and a spacious primary suite with dual closets and a private bath. Enjoy a screened lanai, open living areas, and a well-equipped kitchen. Community amenities include a clubhouse, pool, fitness center, and lake access. Conveniently located near Winter Haven with easy access to Lakeland, Tampa, and Orlando. HOA includes lawn care and exterior painting.

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    Listing is courtesy of: MARK SPAIN REAL ESTATE

  • 2097 AVENUE H NW, WINTER HAVEN, FL - MLS# S5147044

    HOWARD CANNON PARK RESUB - S5147044 - 2097 AVENUE H NW, WINTER HAVEN, FL 33881
    Just Added on 04/02/2026 10:53AM

    $349,000 | Apartment | 8 beds

    Perfect for Investors! This duplex is located on a corner lot in a very affordable market. This property features two units, each consisting of two bedrooms and one bathroom. Both units are approximately 1758 ft.² generating roughly 2800 a month rental income. Roof was replaced in 2023, new AC unit in unit two, newly repainted.

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    Listing is courtesy of: IRON VALLEY REAL ESTATE OSCEOLA

  • 22 LAKE LINK DR SE, WINTER HAVEN, FL - MLS# O6394657

    LAKE LINK ESTATES - O6394657 - 22 LAKE LINK DR SE, WINTER HAVEN, FL 33884
    Just Added on 04/02/2026 6:37AM

    $359,997 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to 22 Lake Link in Winter Haven, where space, lifestyle, and location come together in one exceptional opportunity. Situated on a large corner lot, this 4-bedroom, 2-bathroom home with a 2-car garage offers the perfect combination of comfort, functionality, and Florida living. Step inside to a bright and open floor plan designed for modern living and entertaining. The spacious layout flows seamlessly from the living and dining areas to the kitchen, creating the perfect environment for hosting family and friends. Enjoy your mornings on the front balcony and unwind in the evenings on the screened-in patio, overlooking your huge fenced-in backyard—ideal for pets, gatherings, or even adding a pool. Additional highlights include a durable metal roof for long-term value and a large driveway with plenty of space for multiple vehicles, guests, or recreational toys. This home is perfectly positioned to give you access to everything that makes Central Florida one of the most desirable places to live. Convenient access to major highways including Interstate 4, US Route 27, and Florida State Road 540 for easy commuting to Orlando, Tampa, and beyond. Just a short drive to world-famous attractions like Walt Disney World, Universal Orlando Resort, and LEGOLAND Florida Resort. Enjoy weekend trips to Florida’s beautiful beaches including Clearwater & St. Pete Beach (west coast) and Cocoa Beach (east coast). Living in Winter Haven means you’re close to a growing scene of local favorites and everyday conveniences such as, Coffee spots like Richard's Fine Coffees and Starbucks. Popular dining options including Harborside, Tanners Lakeside Restaurant & Bar, Aria and Azteca D'Oro. Shopping and entertainment nearby at Winter Haven Central Park and Eagle Ridge Mall. Minutes from Lake Link and the Chain of Lakes of Winter Haven, Florida.

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    Listing is courtesy of: EXP REALTY LLC

  • 2708 ATTWATER LOOP, WINTER HAVEN, FL - MLS# O6395048

    TRADITIONS PH 02 - O6395048 - 2708 ATTWATER LOOP, WINTER HAVEN, FL 33884
    Just Added on 04/02/2026 2:49AM

    $269,999 | Single Family Home | 2 beds | 2.0 baths | 2 gar

    Impeccably maintained home in the sought-after Traditions 55+ community in Winter Haven! This spacious 2-bedroom, 2-bath home with a dedicated office/den offers over 1,500 square feet of open-concept living space, designed for both comfort and functionality. The home features new flooring throughout, upgraded countertops, 36-inch kitchen cabinets, and modern lighting fixtures, creating a bright and inviting kitchen and living area perfect for everyday living or entertaining. Both bathrooms have been tastefully upgraded, and additional improvements include a new water heater and recently replaced AC coil for added efficiency and peace of mind. The home was freshly painted inside and out in 2023, giving it a clean, modern feel throughout. Step outside to enjoy the new screened-in porch, ideal for relaxing mornings or evening gatherings while overlooking the newly installed sod that enhances the home’s curb appeal. The extended driveway provides additional parking and convenience, and the home is handicap accessible, offering added functionality and ease of living. Residents of Traditions enjoy resort-style amenities, including community boat ramp access, fishing, dock, and private water access, along with a community pool and recreational facilities. The HOA includes cable TV, internet, exterior, grounds maintenance, pool maintenance, recreational facilities, and security, making this a truly low-maintenance lifestyle. Located just minutes from shopping, dining, and major roadways, this move-in ready home combines modern updates, accessibility, and the vibrant lifestyle of one of Winter Haven’s most desirable active adult communities.

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    Listing is courtesy of: CREEGAN GROUP

  • 125 LAKE HAZEL DR, WINTER HAVEN, FL - MLS# P4938311

    ORANGE MANOR WEST COOP INC - P4938311 - 125 LAKE HAZEL DR, WINTER HAVEN, FL 33884
    Just Added on 04/01/2026 8:58PM

    $115,000 | Manufactured Home | 2 beds | 2.0 baths | 2 car

    NO LOT RENT! Live the retired life you worked so hard for. Whether you are a snowbird or looking to enjoy full-time residency, Orange Manor West welcomes you. This highly sought-after 55+ gated community in Winter Haven, secondary resident(s) must be 40+. This fully furnished 2-bedroom, 2-bath home offers a functional layout with recent updates including a 2018 roof, 2022 HVAC, 2021 water heater, newer vinyl flooring, and updated appliances. The home features a spacious layout with walk-in closets in both bedrooms, a private primary suite with a step-in shower, and an enclosed Florida room that is perfect for relaxing mornings or unwinding in the evening. Enjoy an active, low-maintenance lifestyle with monthly fees that include cable, internet, and trash, in a community that allows only service and emotional support animals. Residents have access to a wide range of amenities including a community pool, clubhouse, billiards, shuffleboard, horseshoes, mini golf, fishing, lake access, and a full calendar of social activities such as bingo, cards, sports tournaments, quilting, and much more. Additional features include onsite management, 24-hour emergency service, extra storage for boats and recreational vehicles, and boat slips. Located in Southeast Winter Haven, you are just minutes from shopping, dining, and everyday conveniences, with Legoland ad Peppa Pig theme parks nearby for visiting guests. This is a great opportunity to enjoy comfort, convenience, and community all in one place.

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    Listing is courtesy of: FLORIDA REALTY MARKETPLACE

  • 140 KRENSON BAY LOOP N, WINTER HAVEN, FL - MLS# S5146942

    KRENSON BAY - S5146942 - 140 KRENSON BAY LOOP N, WINTER HAVEN, FL 33881
    Just Added on 04/01/2026 7:51PM
    SHORT SALE

    $260,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Short Sale. 3-bedroom, 2-bath Adams Homes 1512 floor plan in Winter Haven offering 1,512 square feet of living space, a split-bedroom layout, and a 2-car attached garage. Interior features include tile flooring in the main living areas, carpet in the bedrooms, and an open kitchen with pantry and dining area. The primary suite includes a walk-in closet, and the primary bath features dual sinks, a garden tub, and a separate shower. The kitchen includes a range, dishwasher, and microwave. Located in Krenson Bay with convenient access to shopping, dining, major roadways, medical facilities, Polk State College, and downtown Winter Haven. Buyer and buyer’s agent should verify all measurements, HOA information, lease restrictions, and any other information important to them.

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    Listing is courtesy of: ZARZUELA REALTY, LLC

  • 1096 SANDPIPER LOOP, WINTER HAVEN, FL - MLS# S5146706

    CHESTNUT CRK - S5146706 - 1096 SANDPIPER LOOP, WINTER HAVEN, FL 33881
    Just Added on 04/01/2026 6:14PM

    $442,500 | Single Family Home | 5 beds | 3.0 baths | 3 gar

    Fall in love with this expansive 5-bedroom, 3-bath, 3-car garage home situated on a quarter-acre of land, where luxury, functionality, and energy efficiency come together. Explore every corner of this stunning property right now through a 3D interactive walkthrough or a full video tour. Designed with an open layout and split bedrooms for privacy, the home feels massive yet efficient. The heart of the home is a wide-open living area and a huge kitchen featuring a gigantic island, 42-inch upper cabinets, a spacious pantry, and top-of-the-line stainless steel appliances. Whether you are relaxing, hosting, or cooking, the home provides boundless space to move and mingle. High-quality finishes are found throughout, including granite countertops in the bathrooms, luxury vinyl plank flooring in the main areas, and premium carpeting in the bedrooms. This isn't just a home; it’s an investment featuring $30,000 in upgrades available for your review! One of the standout benefits of this property is the incredible energy efficiency. Powered by solar panels plus a solar-powered attic fan, the home’s energy costs are cut in half compared to neighboring homes that have much smaller living areas. The solar panel lease is a manageable $180 a month, which keeps the actual electric bill payable to TECO energy as low as $5 to $20 a month. For added convenience, the home also includes a paid security system and a water softener system paired with reverse osmosis in the kitchen. The outdoor space is just as impressive, featuring a large, private backyard on a quarter-acre lot fully enclosed by a vinyl fence. You can enjoy the Florida weather from the comfort of a huge, screened-in lanai, surrounded by custom pavers that wrap seamlessly around the sides and back of the home. The meticulous landscaping is easily maintained by a full irrigation system. Located in a quiet, peaceful community in Polk County, you are perfectly positioned near Highway 27 for an easy drive to Disney and the Orlando Airport. Best of all, there are no CDD fees and a low HOA of only $725 a year. This home is being sold AS IS and is ready for you to move in. Schedule your showing today!

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    Listing is courtesy of: MAZELG REALTY

  • 123 ELOISE OAKS DR, WINTER HAVEN, FL - MLS# L4960769

    ELOISE OAKS - L4960769 - 123 ELOISE OAKS DR, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $395,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Welcome to this beautifully maintained 4-bedroom, 2.5-bath home built in 2018, offering the perfect blend of modern comfort and Florida lifestyle living. From the moment you step inside, you’ll appreciate the open-concept layout, ideal for both everyday living and entertaining. The spacious kitchen flows seamlessly into the living and dining areas, featuring contemporary finishes, ample cabinetry, and plenty of natural light throughout. The living area is enhanced by a stylish built-in electric fireplace, creating a warm and inviting focal point. This thoughtfully designed single-story home features a spacious primary suite with a private bath and walk-in closet, along with three additional bedrooms that offer flexibility for family, guests, or a home office. Step outside and enjoy your private backyard space—perfect for relaxing evenings or weekend gatherings. The garage is equipped with a mini-split air conditioning system, adding comfort and versatility for a workspace, gym, or additional storage. Located in a desirable community with private access to Lake Eloise, part of the renowned Winter Haven Chain of Lakes, you’ll have endless opportunities for boating, fishing, and enjoying the water just minutes from your doorstep. Plus, you’re just 10 minutes from LEGOLAND Florida Resort, making this location perfect for both everyday convenience and fun-filled weekends. Conveniently situated near shopping, dining, and major roadways, this move-in-ready home offers the ideal combination of location, lifestyle, and value. Schedule your private showing today and experience everything this home has to offer!

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    Listing is courtesy of: CLARK REALTY LLC

  • 6450 HOLLYBERRY LN NE, WINTER HAVEN, FL - MLS# L4960650

    BROOKHAVEN VILLAGE - L4960650 - 6450 HOLLYBERRY LN NE, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $189,500 | Manufactured Home | 2 beds | 2.0 baths | 1 car

    One or more photo(s) has been virtually staged. Welcome to 6450 Hollyberry Lane in Brookhaven Village—a highly sought-after 55+ community where you own your land, making this a rare opportunity! This beautifully updated, move-in ready home features new luxury vinyl flooring (2025) and a bright, open layout perfect for everyday living and entertaining. The upgraded kitchen offers butcher block countertops, slide-out metal racks for added storage, and a brand-new dishwasher. Washer and dryer are included. Both bathrooms have been beautifully remodeled with modern finishes. Major updates include a new roof (Dec 2024), new HVAC system (2025) with ductwork and air handler, new windows (2025), and all-new screening, including the lanai with vinyl windows—perfect for enjoying Florida living year-round. The home is also fully replumbed with updated anchors and straps, including a vapor barrier that was installed about 4 years ago. The home also includes a great storage shed/workshop—ideal for hobbies or extra storage. Enjoy a super low HOA with access to a community pool and clubhouse, all in the heart of Winter Haven near shopping, dining, and lakes. Fully updated + land ownership + prime 55+ community—this one stands out. Schedule your showing today!

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    Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1

  • 1456 WALLACE MANOR LOOP, WINTER HAVEN, FL - MLS# L4960754

    CENTRAL POINTE - L4960754 - 1456 WALLACE MANOR LOOP, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $315,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to this beautifully maintained 4-bedroom, 2-bath home located in the desirable community of Winter Haven! Built by the reputable local builder Southern Homes, this residence showcases quality craftsmanship and thoughtful design throughout. This spacious split floor plan offers both privacy and functionality, ideal for everyday living and entertaining. Step inside to find soaring ceilings in the main living area, creating an open and airy feel that enhances the home’s natural light and livability. The large kitchen provides ample space for cooking and gathering, with tile flooring that extends through the kitchen, dining area, laundry room, and both bathrooms for durability and easy maintenance. The primary suite serves as a true retreat, featuring a tray ceiling with elegant crown molding, two walk-in closets, and a well-appointed en-suite bathroom. The primary bath includes a dual vanity, relaxing garden tub, and a separate step-in shower, offering both comfort and convenience. Additional interior highlights include indoor laundry and well-sized secondary bedrooms that provide flexibility for guests, family, or office space. Outside, enjoy a screened-in covered lanai overlooking a fully fenced backyard—perfect for entertaining, pets, or quiet evenings outdoors. The front landscaping has been freshly updated just in time for spring, giving the home outstanding curb appeal while maintaining a move-in ready interior. The garage is a standout feature, offering an epoxy-coated floor, an extra-long extension for added space, and a convenient man door for easy access. All information and property details are deemed reliable but not guaranteed and Buyer/Buyer's Agent is responsible for their own due diligence including but not limited to verifying HOA, Community Info, Rules, Leasing Requirements, Sqft, Lot Size, Room Dimensions, and Taxes.

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    Listing is courtesy of: KELLER WILLIAMS REALTY SMART

  • 5352 NICKLAUS DR, WINTER HAVEN, FL - MLS# L4960750

    LAKE ASHTON WEST PH 01 - L4960750 - 5352 NICKLAUS DR, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $369,900 | Single Family Home | 2 beds | 2.0 baths | 2 gar

    STUNNING ENTERTAINER’S RETREAT IN PREMIER LAKE ASHTON! Experience the pinnacle of Florida resort living in this meticulously maintained residence, where soaring high ceilings create an expansive, airy atmosphere from the moment you step inside. Designed for those who love to host, the heart of this home is a professionally expanded and fully enclosed Florida Room, seamlessly integrated into the living space with dedicated AC vents for year-round, climate-controlled comfort. The impressive interior height extends into the closets, providing massive vertical storage capacity—a rare and functional benefit for organized, upscale living. UNRIVALED AMENITIES & SOCIAL LIFESTYLE: Beyond your front door, enjoy a world-class "vacation-at-home" experience across two massive clubhouses: Elite Health & Wellness: State-of-the-art fitness center with a unique indoor walking track, full gym, sauna, and multiple heated indoor/outdoor pools and spas. Premier Recreation: On-site professional bowling alley, private cinema, grand ballroom for live entertainment, and a billiard room. Active Sports: Two 18-hole championship golf courses, plus dedicated courts for pickleball, tennis, and bocce ball. Dining & Social: Walk or take your golf cart to the on-site Eagles Nest restaurant, explore 100+ active social clubs, or use the community boat ramp for direct access to Lake Ashton. With 24-hour manned security gates and a golf-cart-friendly infrastructure, this home offers the ultimate blend of elegance, storage, and social activity. Schedule your private tour today and see why this is Florida’s most vibrant 55+ community!

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    Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP

  • 1522 ECKART DR, WINTER HAVEN, FL - MLS# L4959745

    ROCHELLE GARDENS - L4959745 - 1522 ECKART DR, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $400,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    This updated 3-bedroom, 2-bath home offers comfort, functionality, and plenty of outdoor space to enjoy Florida living. Inside, you’ll love the spacious open floor plan featuring a Great Room, dining area, and family room combination with cathedral ceilings, wood burning fireplace, laminate wood flooring, and abundant recessed lighting. French doors from the dining room lead to an open patio and a large backyard—ideal for entertaining or relaxing outdoors. This home is light and bright and move-in ready just for you! The kitchen features white raised-panel PVC cabinetry, black tile countertops, a closet pantry, and updated appliances including a refrigerator (2026) and stove (2022). Major system upgrades include a new 3.5-ton A/C system with new ductwork and a roof replaced in 2022. The split-bedroom layout offers privacy, with both bathrooms very nicely updated. The spacious primary suite includes a beautiful bath with stone floors, a quartz vanity with integral sink and wall-mounted faucet, and a walk-in shower with new tile, glass doors, and drain pan—part of a $15,000 renovation. Additional highlights include a garage with mini-split A/C, insulated garage door, pull-down ladder for attic access, washer/dryer hookup, and laundry sink. Outside you will have a 10’x12’ shed with electric, and a well house with a Culligan water softener system. A new black aluminum fence surrounds the property, with vinyl PVC privacy fencing along the left side, 12-foot gates on both sides plus a 6-foot front gate—perfect for storing a boat, RV, or extra vehicles. A covered rear carport adds even more flexibility. Conveniently located on a large corner lot near lakes, parks, recreation areas, LEGOLAND, Hwy 27 & I-4, and all that Central Florida has to offer. Welcome home!

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    Listing is courtesy of: EXP REALTY LLC

  • 5847 RED FOX DR, WINTER HAVEN, FL - MLS# L4960707

    FOXHAVEN PH 02 - L4960707 - 5847 RED FOX DR, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $160,000 | Manufactured Home | 2 beds | 2.0 baths | 1 car

    Located in Winter Haven, this 2 bedroom, 2 bathroom double wide mobile home sits on an oversized corner lot! The home offers a functional layout with comfortable living space and enclosed front porch. Both bedrooms have walk-in closets and the primary bedroom also has an en suite. The closed-in carport space offers extra functionality as a bonus room and also has an enclosed laundry room. The large corner lot has a fenced in backyard and also provides a detached workshop with AC unit perfect for storage, hobbies, and so much more! The neighborhood also has a boat ramp to Lake Fox for the boaters and fishing lovers! Conveniently located near shopping, dining, Legoland, and Hwy 27 for commuters, this is a great opportunity for a primary residence or investment property! Schedule a private tour today!

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    Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1

  • 569 REGGIE RD, WINTER HAVEN, FL - MLS# L4960715

    PEACE CRK RESERVE - L4960715 - 569 REGGIE RD, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $320,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Welcome to this beautifully designed two-story, 4 bedroom, 2.5 bathroom home, built in 2024 and located in the desirable Peace Creek Reserve community. This modern residence offers a functional layout, stylish finishes, and a peaceful setting with no rear neighbors. As you enter, you’re greeted by an inviting open floor plan that seamlessly connects the living room, dining area, and kitchen—perfect for everyday living and entertaining. The kitchen features stainless steel appliances, a built-in pantry, ample cabinetry and counter space, quartz countertops, and a large island overlooking the living room. A convenient half bathroom is located just off the kitchen on the first floor. Upstairs, the primary bedroom offers a comfortable retreat with an ensuite bathroom complete with dual sinks, a walk-in shower, and a spacious walk-in closet. The three additional bedrooms are thoughtfully split around the second full bathroom. The laundry room is also located on the second floor for added convenience. Step outside to enjoy the recently added large screened-in patio, ideal for relaxing or hosting gatherings while enjoying the privacy of a fenced-in backyard and no rear neighbors. Residents of Peace Creek Reserve enjoy access to a community pool and playground. The home is conveniently located near a variety of retailers, restaurants, and the famous Chain of Lakes, offering endless recreation and convenience.

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    Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP

  • 6221 BOTTLECELLA BLVD, WINTER HAVEN, FL - MLS# O6395254

    VILLA MAR 40'S - O6395254 - 6221 BOTTLECELLA BLVD, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $289,990 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    One or more photo(s) has been virtually staged. Under Construction. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

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    Listing is courtesy of: LENNAR REALTY

  • 2105 9TH ST NE, WINTER HAVEN, FL - MLS# O6395140

    LAKE IDYLL ESTATES - O6395140 - 2105 9TH ST NE, WINTER HAVEN, FL 33881
    2 Days on yellowkey

    $249,900 | Single Family Home | 3 beds | 1.0 baths

    Beautiful and versatile home located in the desirable Lake Idyll Estates community of Winter Haven! This property offers a functional and flexible layout with abundant natural light and thoughtfully designed living spaces. In addition to the main living areas, the home features a BONUS ROOM and additional BATHROOM, providing excellent flexibility for a home office, guest space, playroom, or potential in-law setup. Perfect for buyers seeking extra usable space beyond the traditional layout. Situated on a generous lot with NO HOA, offering freedom and convenience for homeowners and investors alike. Recent updates include a new roof (October 2024), an updated electrical system, and a new water heater (January 2025), providing peace of mind for the next owner. Ideally located near major highways, including US-27, I-4, and US-17/92, with easy access to shopping centers, restaurants, supermarkets, and just a short drive to Disney attractions. Vacant and easy to show. Property is sold as-is. The property includes additional living space and an extra bathroom not reflected in public records. Buyer to verify all measurements, permits, and property details. Some photos have been virtually staged.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 3952 WARBLER DR, WINTER HAVEN, FL - MLS# S5146840

    QUEENS COVE PH 04 - S5146840 - 3952 WARBLER DR, WINTER HAVEN, FL 33880
    2 Days on yellowkey

    $284,995 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome Home to Queens Cove! This stunning 4 bedroom, 2 bathroom home is located in the highly desirable community of Queens Cove in Winter Haven. NO CDD and low HOA. Minutes from Legoland, hospitals, shopping centers and mayor highways. Don't miss your opportunity to own an affordable home in the heart of Winter Haven. Schedule your showing today!

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    Listing is courtesy of: CAISSA REALTY INVESTMENT INC

  • 153 STEVENSON RD, WINTER HAVEN, FL - MLS# L4960685

    GARDEN GROVE - L4960685 - 153 STEVENSON RD, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $339,900 | Single Family Home | 3 beds | 2.0 baths

    Fully furnished, move in ready pool home located in a quiet, established Winter Haven neighborhood just minutes from LEGOLAND Florida. Situated in a community known for long term ownership and pride of ownership, this property offers a peaceful setting with exceptional convenience and no HOA. A gated side entrance provides rare RV or boat parking, adding flexibility and value. The interior features updated flooring, a modern kitchen with quartz countertops and stainless steel appliances, and a bright, open floor plan designed for comfortable living. Outdoor living shines with a screened in pool and covered patio, ideal for relaxing or entertaining year round. Offered fully furnished, including TVs, this home is perfect for primary residence, relocation, seasonal use, or investment. Truly turn key—just bring your suitcase and enjoy the Florida lifestyle from day one, 3 miles from LEGOLAND.

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    Listing is courtesy of: NEXTHOME NORRIS & COMPANY REAL

  • 213 CLEVELAND AVE, WINTER HAVEN, FL - MLS# P4938281

    EASTWOOD SUB - P4938281 - 213 CLEVELAND AVE, WINTER HAVEN, FL 33881
    2 Days on yellowkey

    $190,000 | Single Family Home | 2 beds | 1.0 baths

    Welcome to this charming 2-bedroom, 1-bath home in the growing city of Winter Haven. Situated on a .16-acre oversized lot, this property offers both comfort and opportunity. The home features a functional layout and a new AC installed in 2024, providing added efficiency and peace of mind. The spacious backyard includes a detached shed with great potential, perfect for a workshop, studio, storage, or a future conversion to fit your needs. Conveniently located just minutes from shopping, dining, and everyday essentials, and close to the new Publix plaza currently under development, this home is perfectly positioned in an area experiencing exciting growth. A great opportunity for homeowners or investors looking to own in one of Winter Haven’s expanding neighborhoods.

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    Listing is courtesy of: DALTON WADE INC

  • 5347 MICKEY AVE, WINTER HAVEN, FL - MLS# S5146851

    SEASONS AT ANNABELLE ESTATES - S5146851 - 5347 MICKEY AVE, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $349,521 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    This home offers, 9"4' ceilings and 8' doors, 42' cabinets, white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home, all bedrooms, family room, and covered lanai are prewired for ceiling fans, secondary bedroom with its own bathroom.

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    Listing is courtesy of: AXEN REALTY, LLC

  • 835 27TH ST NW, WINTER HAVEN, FL - MLS# O6394996

    WESTWOOD SUB - O6394996 - 835 27TH ST NW, WINTER HAVEN, FL 33881
    3 Days on yellowkey

    $45,000 | Mobile Home | 3 beds | 2.0 baths

    One or more photo(s) has been virtually staged. Investor Opportunity – Prime Land in Growing Polk County This 1966 mobile home is a complete tear-down, offering a valuable opportunity to build new. The true value is in the land. Located in one of the fastest-growing areas in the U.S., this property is ideal for investors or builders looking to capitalize on new construction potential. New builds in the area are selling for approximately $250,000+. Key Highlights: Impact fees already paid (a savings of over $14,000 in Polk County) Public water in place Existing septic system Estimated land value: ~$60,000 Whether you're looking to build and resell or hold for future appreciation, this is a solid investment opportunity. Don’t miss your chance to secure land in a high-growth market.

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    Listing is courtesy of: REALTY HUB

  • 5365 HOGAN LN, WINTER HAVEN, FL - MLS# P4938226

    LAKE ASHTON WEST PH 01 - P4938226 - 5365 HOGAN LN, WINTER HAVEN, FL 33884
    3 Days on yellowkey

    $599,900 | Single Family Home | 3 beds | 2.0 baths

    Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 7½' x 36' bromine pool awaiting your enjoyment. From the striking stone front elevation and bronze screened front entry to the expansive 51' x 13' bronze screened veranda, this home impresses at every turn. Perfectly positioned on a large pond with a nature preserve beyond, it provides delightful sunrise views and frequent sightings of the abundant wildlife that makes Lake Ashton so special. Step inside through the elegant double glass doors and immediately notice the clean, crisp, and welcoming feel that creates the ideal setting for both relaxed everyday living and gracious entertaining. The interior showcases stunning terraced crown molding, coffered ceilings in both the living room and primary bedroom, and five solar tubes that fill the home with abundant natural light. The kitchen is beautifully appointed with gorgeous cabinetry featuring two glass-front cabinets, a wine rack, and rich black granite countertops, complemented by a large walk-in pantry offering generous storage space. Both bathrooms include walk-in showers and granite counters, adding style and convenience. One of the home’s most remarkable highlights is the expansive screened enclosure with pool at the rear of the property, where the views of the pond, wildlife, and nature preserve are among the finest along Hogan Lane. Additional peace of mind comes from an updated air conditioning system and a roof that is only three years old. Residents of Lake Ashton enjoy unmatched amenities including two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and so much more, creating an active and fulfilling lifestyle. This exceptional property offers the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.

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    Listing is courtesy of: GLOBAL LIFESTYLE LLC

  • 102 2ND ST N, WINTER HAVEN, FL - MLS# O6394962

    SOUTHAVEN - O6394962 - 102 2ND ST N, WINTER HAVEN, FL 33880
    3 Days on yellowkey

    $129,900 | Single Family Home | 2 beds | 1.0 baths

    Opportunity is knocking in Winter Haven! This 2-bedroom, 1-bath single-family home offers the perfect canvas for investors, flippers, or buyers looking to build instant equity. The property needs work, which is exactly where the upside lies — bring your vision and your contractor, and turn this into a solid rental or a profitable resale. Located in a quiet, established residential neighborhood with a close-knit community feel, you're just minutes from US Hwy 17, local dining, shops, and all that Winter Haven has to offer. Winter Haven continues to grow, making this an ideal time to plant your flag in Polk County. Priced for the market it is — don't sleep on this one.

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    Listing is courtesy of: ENCORE INVESTMENT REALTY

  • 103 MORNING GLORY CIR, WINTER HAVEN, FL - MLS# TB8489377

    MORNINGSIDE - TB8489377 - 103 MORNING GLORY CIR, WINTER HAVEN, FL 33884
    3 Days on yellowkey

    $319,900 | Single Family Home | 3 beds | 2.0 baths

    Welcome to 103 Morning Glory Circle in the highly desirable Morningside at Winterset community in Winter Haven. As you step inside, you’ll be greeted by soaring vaulted ceilings, abundant natural light, neutral paint tones and immense charm. The spacious living room is the heart of the home, featuring a cozy fireplace and custom built-in shelving, creating the perfect space to relax or entertain. The home’s layout flows seamlessly, offering both functionality and style, while the tile roof adds durability and long-term value. New HVAC was installed in 2025 and water heater in 2020 along with all new appliances within the last few years. Step outside to your large screened-in patio, ideal for enjoying Florida’s outdoor lifestyle year-round, whether you’re hosting guests or unwinding in your private retreat. Located in a gated community with low HOA and no CDD, homeowners of Morningside at Winterset enjoy access to resort-style amenities including a community pool, clubhouse, tennis courts, private-community boat ramp, and direct lake access to Lake Winterset, perfect for boating, fishing, and soaking up the Florida sunshine. Conveniently situated near LEGOLAND Florida Resort, the Chain of Lakes, shopping, dining, medical facilities, and major highway access, this home offers the perfect blend of peaceful living and everyday convenience. If you’ve been searching for a home that combines character, community, and location, this one checks all the boxes. Schedule your showing today!

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    Listing is courtesy of: EXP REALTY LLC

  • 2566 PARTRIDGE DR, WINTER HAVEN, FL - MLS# B4902217

    ELOISE POINTE ESTS PHASE TWO PB 91 PG 2 - B4902217 - 2566 PARTRIDGE DR, WINTER HAVEN, FL 33884
    3 Days on yellowkey

    $675,000 | Single Family Home | 4 beds | 3.5 baths

    Welcome to your gorgeous new home! This executive style home is located in the highly sought after gated community, Eloise Pointe Estates, and is conveniently located 1/4 mile behind Legoland. Community was originally developed by then Boston Red Sox owner, Buddy Larue when they spring trained in Winter Haven. Upon entering this desirable 4 bedroom 3.5 bathroom home one finds many updates, completely remodeled kitchen and primary bathroom. New cabinetry, granite counter-tops, beautiful tongue and groove wood ceiling in the kitchen, paint (including the pool deck) & LVP flooring throughout. The laundry room is also plumbed for a sink. Upstairs over the garage is the 4th bedroom and full bath or use as a Bonus/Theatre room. Also included is an oversized three car garage, a large lot with some beautiful scrub oak trees on just over a 1/2 an acre & privacy fenced. Screened in 15x30 pool. Another great feature of this home is the low HOA fee of only $1200 for the year and no CDD.

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    Listing is courtesy of: KLINE REAL ESTATE SERVICES

  • 196 DURRELL CIR, WINTER HAVEN, FL - MLS# O6393488

    FLA HIGHLANDS CO SUB - O6393488 - 196 DURRELL CIR, WINTER HAVEN, FL 33884
    3 Days on yellowkey

    $215,000 | Single Family Home | 3 beds | 2.0 baths

    This 3-bedroom, 2-bathroom home located in the Florida Highland Co neighborhood. This residence offers a classic and straightforward layout that provides a comfortable living environment for a variety of lifestyles. The heart of the home features a kitchen equipped with a mix of black and white appliances, complemented by durable laminate countertops that offer plenty of workspace for daily meal preparation. The interior transitions smoothly between living areas, maintaining a functional sense of space throughout. Situated in a convenient location, this property offers easy access to local amenities and major regional hubs, ensuring a simplified commute for those working in the surrounding areas. Schedule your private showing today!

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    Listing is courtesy of: ENTERA REALTY LLC

  • 321 ORANGE BLOSSOM DR, WINTER HAVEN, FL - MLS# S5146754

    WATERS EDGE UNIT 01 A REP - S5146754 - 321 ORANGE BLOSSOM DR, WINTER HAVEN, FL 33880
    3 Days on yellowkey

    $220,000 | Townhouse | 2 beds | 2.5 baths

    Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to Lake Lulu, Lake Roy, Lake Eloise, and the 15 interconnected lakes of the Southern Chain of Winter Haven's Famous Chain of Lakes spanning over 9,000 acres of waterways. Or take some time for yourself to relax at the community pool on the banks of Lake Lulu. This townhome is centrally located near shopping, dining, and major roadways, offering convenient access to all things Winter Haven. Schedule your showing today.

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    Listing is courtesy of: THE PROPERTY ADVISERS

  • 3820 TRADITIONS BLVD N, WINTER HAVEN, FL - MLS# P4938275

    TRADITIONS PH 01 - P4938275 - 3820 TRADITIONS BLVD N, WINTER HAVEN, FL 33884
    3 Days on yellowkey

    $380,000 | Single Family Home | 3 beds | 2.0 baths

    This stunning property is situated on a premium lot, offering picturesque views of the pond. Featuring a highly desirable split-bedroom floor plan, this partially furnished home includes three bedrooms and two baths. As you step inside, you're welcomed by a charming screened-in front porch with a leaded glass door and transom window. The kitchen boasts 42" upper maple wood cabinetry, accented with braided trim, crown molding, and convenient pull-out drawers. Recent updates include a new refrigerator and microwave, along with a closet pantry. Enjoy casual meals at the breakfast bar or in the cozy breakfast nook. The open-concept design seamlessly connects the formal dining room and living room, both of which showcase stunning pond views. The spacious great room is bright and inviting, featuring high ceilings and vinyl plank flooring. Architectural details like arched entryways, crown molding, and decorative niches enhance the home's elegant atmosphere. The four-seasons room, lined with large windows, allows you to enjoy the scenic views year-round. The generously sized primary bedroom suite serves as a private retreat, complete with plantation shutters and a cozy sitting area. Dual walk-in closets with overhead luggage shelves offer ample storage. The primary bathroom features a comfort-height vanity with double sinks, a linen closet, a seated walk-in shower, a water closet, and a luxurious garden tub. For outdoor enjoyment, the expansive screened-in lanai provides a peaceful space to relax. Additional features include a laundry room with a washer, dryer, utility sink, and extra cabinetry, solid surface flooring throughout, a water heater (installed in 2024), an upgraded HVAC system with an Aprilaire electronic filtration system, custom window treatments, an invisible dog fence, and a five-zone irrigation system with an irrigation meter. The home also boasts an architectural shingle roof (installed in 2019), professionally landscaped corner lot, pull-down attic stairs, alarm system, gutters, exterior lighting, paved walkway and driveway, and a two-car garage with shelving and a garage door opener. Residents of Traditions enjoy a wealth of amenities, including a lakefront clubhouse with a dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting rooms, library, computer room, craft room, dog park, and courts for tennis, pickleball, basketball, bocce ball, and shuffleboard. The community also offers a fitness center, aerobics studio, and more. Conveniently located near shopping, dining, major routes, and Legoland, this home offers an exceptional lifestyle. The monthly HOA fee covers exterior house painting, cable, internet, lawn service, and clubhouse amenities, ensuring a maintenance-free living experience.

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    Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES

  • 551 LAKE SMART BLVD, WINTER HAVEN, FL - MLS# S5146731

    LAKE SMART POINTE - S5146731 - 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881
    3 Days on yellowkey

    $359,900 | Single Family Home | 4 beds | 2.0 baths

    Welcome to 551 Lake Smart Blvd, located in the heart of Winter Haven! This fabulous home features 4 bedrooms, 2 bathrooms, and offers a spacious 1,936 square feet of thoughtfully designed living space with a modern open floor concept—perfect for both everyday living and entertaining. Built in 2020, this home combines contemporary style with peace of mind, including a brand-new roof installed in 2025. Step inside to enjoy a bright and airy layout with generous living areas, a well-appointed kitchen, and comfortable bedrooms designed to fit your lifestyle. Conveniently located just minutes from restaurants, shopping, and major roadways, this property offers both comfort and accessibility in one of Winter Haven’s most sought-after communities. Don’t miss this incredible opportunity to own a beautiful, move-in-ready home in a prime location. Schedule your private showing today!

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    Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L

  • 804 ANDREW ST, WINTER HAVEN, FL - MLS# O6393645

    WILLOWBROOK NORTH - O6393645 - 804 ANDREW ST, WINTER HAVEN, FL 33881
    3 Days on yellowkey

    $366,690 | Single Family Home | 3 beds | 2.5 baths

    Beautiful 2 Level, Coastal elevation, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The inviting front porch opens to a gracious foyer that leads you to the open main living space. The family room is open to the dining area and adjacent kitchen. The primary suite boasts an ensuite bathroom with dual sink vanity, shower, private water closet, and large walk-in closet. The second level offers a spacious loft and 2 secondary bedrooms each with walk-in closets and a full bathroom.

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    Listing is courtesy of: DRB GROUP REALTY, LLC

  • 2642 RUTLEDGE CT, WINTER HAVEN, FL - MLS# A4688023

    TRADITIONS PH 01 - A4688023 - 2642 RUTLEDGE CT, WINTER HAVEN, FL 33884
    3 Days on yellowkey

    $199,900 | Townhouse | 2 beds | 2.0 baths

    Light and bright 2/2/1 in The Verandah's at Lake Reeves. The Verandahs offers a community pool and fishing dock on Lake Reeves. The low HOA fee includes ground maintenance, basic cable and internet, exterior painting and more. Easy access to shopping, Legoland, chain of lakes. Light and bright, move in ready. Dual master bedroom set up. Den/office off of main living area. Vaulted ceilings, large kitchen, open living plan.

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    Listing is courtesy of: FLATFEE.COM

  • 118 2ND JPV ST, WINTER HAVEN, FL - MLS# OM721537

    JAN-PHYK VILLAGE - OM721537 - 118 2ND JPV ST, WINTER HAVEN, FL 33880
    3 Days on yellowkey

    $259,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar

    Nestled in the heart of Winter Haven! Welcome to this well-maintained 3-bedroom 2- bath home with a bonus room, perfect for an office room, playroom or guest bedroom. Offering a comfortable layout split floorplan. A spacious kitchen with lots of cabinets and stainless appliances. Master bedroom with double closet, master bath with walk-in shower and two sink vanity. Step outside to a fully fenced backyard ideal for families, pets, or anyone who loves the outdoors. The home is located close to lakes, parks, shopping, and downtown Winter Haven. NO HOA or CDD. Don't miss your chance to own this beautiful gem! Schedule your private tour today.

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    Listing is courtesy of: GLOBALWIDE REALTY LLC

  • 252 MEREDITH BLVD, WINTER HAVEN, FL - MLS# G5110266

    WILLOWBROOK - G5110266 - 252 MEREDITH BLVD, WINTER HAVEN, FL 33881
    4 Days on yellowkey

    $289,990 | Single Family Home | 4 beds | 2.0 baths

    One or more photo(s) has been virtually staged. Hillcrest floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1,758 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 333 LAKE HOWARD DR NW #113D, WINTER HAVEN, FL - MLS# P4938082

    IMPERIAL HARBOURSPHASES 01 & 02 - P4938082 - 333 LAKE HOWARD DR NW #113D, WINTER HAVEN, FL 33880
    5 Days on yellowkey

    $112,000 | Condo | 2 beds | 2.0 baths

    First Floor condo offers comfortable, low-maintenance living with numerous updates throughout. The kitchen features a new backsplash, new sink and faucet, freshly painted cabinets, and newer appliances, including the refrigerator and dishwasher. A new water heater adds additional peace of mind. Both bathrooms have been updated with new vanities, faucets, and tile backsplashes. Custom wood shelving has been installed throughout the home—no wire shelving—along with custom closet organizers in both bedrooms. The spacious primary bedroom features beautiful plantation shutters. Stylish barn doors enclose the laundry area with a washer and dryer, and the hall closet. Covered parking included. Situated on scenic Lake Howard, part of the famous Winter Haven Chain of Lakes, this community offers boat dock access. Residents also enjoy a sparkling pool, gazebo with grilling area, shuffleboard courts, and a quiet, secure atmosphere. Even better, the HOA covers cable, internet, water, sewer, trash, exterior maintenance, and lawn care—you only pay for electricity. Truly affordable, maintenance-free Florida living.

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    Listing is courtesy of: VILLAGE REALTY OF WINTER HAVEN

  • 900 LAKE JESSIE DR, WINTER HAVEN, FL - MLS# S5146723

    EAST VIEW PKWY - S5146723 - 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881
    5 Days on yellowkey

    $469,900 | Single Family Home | 3 beds | 3.0 baths

    Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine, and unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding, and paddleboarding right from your backyard. With nearby slalom courses and open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds and other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms and 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort and privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with it's oversized driveway and an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining, and entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play, and unwind in one of Florida’s most iconic lakefront settings. Book your showing today!

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    Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS

  • 6775 BRENTWOOD DR NE, WINTER HAVEN, FL - MLS# S5146696

    LAKE N GOLF ESTATES - S5146696 - 6775 BRENTWOOD DR NE, WINTER HAVEN, FL 33881
    5 Days on yellowkey

    $136,900 | Manufactured Home | 3 beds | 2.0 baths

    Welcome to 6775 Brentwood Dr NE, located in the desirable no pet community of Lake N Golf Estates, a 55+ lakefront community offering the best of Florida living. This well maintained, mostly furnished home offers 3 bedrooms, 2 bathrooms with a spacious and functional layout, including a Florida room, formal dining room, breakfast nook and a dedicated laundry/storage room, providing plenty of flexibility for everyday living and entertaining. Updated HVAC system (2024) & automated thermostat. Additional exterior features include awnings for added shade and energy efficiency, along with a spacious carport for convenient covered parking. Sprinkler well. The home is situated within an established, beautifully maintained community known for its welcoming atmosphere and convenient access to nearby shopping, dining, medical facilities, and major roadways. Residents of Lake N Golf Estates enjoy fantastic amenities including a clubhouse, heated pool, spa, shuffleboard courts and community boat slip access, perfect for taking full advantage of the scenic lakefront setting. With OWNED land, low maintenance living, this community offers both comfort and peace of mind. Whether you're looking for a seasonal retreat or a fulltime residence, this is a wonderful opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today and experience all that Lake N Golf Estates has to offer!

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    Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS

  • 4622 CYPRESS GARDENS RD, WINTER HAVEN, FL - MLS# S5146684

    SILVER OAKS VILLAS - S5146684 - 4622 CYPRESS GARDENS RD, WINTER HAVEN, FL 33884
    5 Days on yellowkey

    $180,000 | Single Family Home | 2 beds | 2.0 baths

    Welcome to this charming and versatile 2-bedroom, 2-bath home offering 1,706 square feet of living space in Winter Haven. This property features a spacious combined living and dining area, ideal for both everyday living and entertaining. The home also offers a flexible bonus room that can easily be converted into a third bedroom, home office, hobby space, or guest area, along with a bright sunroom at the back—ideal for relaxing and enjoying backyard views year-round. Step outside to a screened-in back porch, ideal for unwinding or outdoor dining, and take advantage of the backyard shed for additional storage. With its adaptable spaces and inviting indoor-outdoor features, this home is a must-see—schedule your private showing today and discover all it has to offer! The home is being Sold in As Is condition without any Warranty nor Guarantee by seller. The buyer is responsible for verifying ALL property information, room sizes, utilities and condition. All buyers must view the home before submitting an offer. HUD CASE: 098-116683 FINANCE ESCROW MAY APPLY FINANCE CODE: IE

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    Listing is courtesy of: REALTYCITY INC

  • 333 LAKE HOWARD DR NW #302D, WINTER HAVEN, FL - MLS# P4938238

    IMPERIAL HARBOURSPHASES 01 & 02 - P4938238 - 333 LAKE HOWARD DR NW #302D, WINTER HAVEN, FL 33880
    5 Days on yellowkey

    $85,000 | Condo | 2 beds | 2.0 baths

    Cozy 2 bedroom 2 bath home with great view of Lake Howard off the master bedroom and patio. Turn around and look out of the front door with a beautiful view of the pool and patio areas. Rood is new this year with all damage from last year's storm repaired. This home is in move-in condition.

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    Listing is courtesy of: CHOICE PROPERTIES OF CENT FL

  • 5850 CYPRESS GARDENS BLVD #302, WINTER HAVEN, FL - MLS# P4938197

    ROYAL CRESCENT CONDO - P4938197 - 5850 CYPRESS GARDENS BLVD #302, WINTER HAVEN, FL 33884
    6 Days on yellowkey

    $149,500 | Condo | 2 beds | 1.5 baths

    Welcome to this charming and updated, move-in ready 2-bedroom, 1.5-bath condo nestled right on Cypress Gardens Blvd in Winter Haven — just minutes from world-class shopping, dining, and the famous LEGOLAND Florida Resort! This well-maintained two-story unit has been tastefully updated throughout. Rich dark luxury vinyl plank flooring flows through the spacious living areas, giving the home a modern, cohesive feel. The kitchen is fully equipped with rich wood cabinetry, stainless steel appliances including a dishwasher, range, and refrigerator, and tile flooring — with a sliding glass door that brings in great natural light. A convenient half bath on the main level is fully updated with a new vanity and brushed nickel fixtures. Upstairs you'll find two generously sized bedrooms. The dedicated laundry closet plumbed and ready for your washer and dryer is on the first floor. The classic brick exterior and covered front porch add great curb appeal and a welcoming first impression. Whether you're a first-time buyer, downsizer, or investor looking for a rental in a high-demand location, this one checks all the boxes. Schedule your showing today — this one won't last!

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    Listing is courtesy of: HAVEN REALTY & INVESTMENTS

  • 6617 WESTCHESTER DR NE, WINTER HAVEN, FL - MLS# S5146646

    LAKE N GOLF ESTATES ADD - S5146646 - 6617 WESTCHESTER DR NE, WINTER HAVEN, FL 33881
    6 Days on yellowkey

    $135,000 | Manufactured Home | 2 beds | 2.0 baths

    Welcome to 6617 Westchester Dr NE in Winter Haven, located in the highly desirable 55+ no pet community of Lake 'n Golf Estates. This spacious and well maintained home has been lovingly owned by the same family since 1992 and offers comfort, convenience, and a true Florida lifestyle. Inside, you’ll find a bright and inviting layout with generous living spaces, engineered wood flooring in the main living areas and bedrooms, and porcelain tiles in the kitchen, bathrooms, and hallway. The home also features an inside laundry room for added ease. It will be sold mostly furnished, making it a perfect move in ready option for seasonal or full time living. A standout feature is the enclosed front Florida room, complete with its own mini/split system for heating and cooling, along with updated windows, blinds, porcelain flooring, a ceiling fan, and a hide-a-bed, creating a comfortable and versatile bonus space year round. This home has been thoughtfully updated over time, including a new roof (2023), updated heat pump and ductwork, a membrane roof over the sunroom and new siding (2025). Additional improvements include updated windows and doors, enhanced plumbing throughout (including replacement of gray piping, water heater, fixtures, and disposal) and upgraded appliances such as a new stove (2025) and microwave (2024). Outside, you’ll appreciate the large carport, a beautifully finished driveway, and additional space for golf cart parking, along with a cement golf cart path for added convenience. With NO REAR neighbors, the property offers a private and peaceful setting. Additional included items such as select furnishings, a leather recliner, beds, TVs, ceiling fans, blinds, and an outside antenna add even more value and convenience. Residents of Lake 'n Golf Estates enjoy a vibrant and active lifestyle with access to lake Henry, a clubhouse, pool, shuffleboard courts, and a variety of social activities. Conveniently located near shopping, dining, and everyday amenities, this community offers both relaxation and accessibility. Don’t miss your opportunity to own a beautifully updated and spacious home in one of Winter Haven’s most welcoming 55+ communities, schedule your private showing today!

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    Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS

  • 2598 SAGE VALLEY WAY, WINTER HAVEN, FL - MLS# S5146642

    HARMONY/LK ELOISE PH 2 - S5146642 - 2598 SAGE VALLEY WAY, WINTER HAVEN, FL 33884
    6 Days on yellowkey

    $390,000 | Single Family Home | 4 beds | 3.0 baths

    *SELLER MOTIVATED TO SELL* Are you looking for the perfect home to Buy? Look no further! This can be your next new home!!! This beautiful 4-bedrooms, 3-bathroom home with 3-car garage is located in the highly desirable Harmony on Lake Eloise community just minutes away from theme parks, attractions, restaurants and shopping. The home features a modern design with an open concept layout, spacious walk-in closets, and plenty of space throughout. Additional upgrades include a water filtration and water softener system, backyard lanai screened and fenced, with pavers installed making the backyard a great space for entertainment. This home has everything you are looking for and more! Not to mention that it is completely move in ready!!! Come and see your new home today.

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    Listing is courtesy of: ELITE SALES GROUP

  • 5457 SAN PIETRO DR, WINTER HAVEN, FL - MLS# TB8491423

    VILLA MAR - TB8491423 - 5457 SAN PIETRO DR, WINTER HAVEN, FL 33884
    6 Days on yellowkey

    $364,999 Reduced | Single Family Home | 5 beds | 3.0 baths | 2 gar

    Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

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    Listing is courtesy of: CASA FRESCA REALTY

  • 5452 SAN PIETRO DR, WINTER HAVEN, FL - MLS# TB8491409

    VILLA MAR - TB8491409 - 5452 SAN PIETRO DR, WINTER HAVEN, FL 33884
    6 Days on yellowkey

    $359,999 Reduced | Single Family Home | 5 beds | 3.0 baths | 2 gar

    Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

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    Listing is courtesy of: CASA FRESCA REALTY

  • 220 KING RD, WINTER HAVEN, FL - MLS# B4902220

    NOT IN SUBDIVISION - B4902220 - 220 KING RD, WINTER HAVEN, FL 33880
    6 Days on yellowkey

    $119,000 | Manufactured Home | 2 beds | 1.0 baths

    ***Invvestor Special*** Welcome to this 2 bedroom 1 bath home. It is in need of some work but not out of range for the right do it your self investor. It is situated on .6 acres of land with room on the back of the lot for a garden, chickens or storage building. This property is located in Winter Haven and is close to everything you need.

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    Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC

  • 5444 SAN PIETRO DR, WINTER HAVEN, FL - MLS# TB8491382

    VILLA MAR - TB8491382 - 5444 SAN PIETRO DR, WINTER HAVEN, FL 33884
    6 Days on yellowkey

    $334,999 Reduced | Single Family Home | 4 beds | 2.5 baths | 2 gar

    One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests, while the spacious laundry room upstairs comes complete with a brand-new washer and dryer. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

    Contact Yellowkey Agent

    Listing is courtesy of: CASA FRESCA REALTY

  • 352 ALEXZANDER WAY, WINTER HAVEN, FL - MLS# L4960645

    JACE LNDG - L4960645 - 352 ALEXZANDER WAY, WINTER HAVEN, FL 33881
    6 Days on yellowkey

    $279,000 | Single Family Home | 4 beds | 2.0 baths

    2021 built beautiful house with 4 beds and 2 baths and inside laundry room and double car garage totaling 2395 Sqft under roof. Centrally located in a very nice, quiet community on a dead-end road. Plenty of open air as there is no neighboring house on one side and back of the house. Open floor plan with Master in one side and other three bedrooms are located on the other side of the house. Stainless appliances are in the kitchen with a large spacious island for meal preparation and breakfast. Master bath with his and her walk-in closet with separate door for the toilet. Double sink and standing shower in the master and tub in the other bath. Tiles in all wet areas and waterproof wood like vinyl flooring throughout the living area and bedrooms floor. Dishwasher (not included with this sale) has power but not hooked up with water (buyer will have to try as is or get their own dishwasher). House is AS IS and buyer to verify as seller never lived on this property.

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    Listing is courtesy of: KELLER WILLIAMS REALTY SMART





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