Homes in 33880 under $300,000

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  /47

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  326 Sand Pine Trail, Winter Haven, FL 33880

  Welcome to 326 Sand Pine Trail, located in the heart of Winter Haven, FL! This charming 2-bedroom, 2-bathroom home offers comfort, functionality, and peace of mind with a brand-new roof and new AC system. The home sits on a spacious lot and features a versatile shed/storage house in the backyard, perfect for additional storage or a workshop.Step inside to an inviting floor plan with plenty of

  

  Marlon Cano

  REAL BROKER, LLC

  (863) 208-7715

  326 Sand Pine Trail, Winter Haven, FL 33880
• 

  

  

  /36

  $245,000

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  728 Waterbridge Dr, Winter Haven, FL 33880

  Perfect starter home in this quiet family friendly neighborhood of Whispering Lake. This 2 story home is Vacant and Move in ready and has all the conveniences of winter haven at your fingertips with close access to the US-17 and Polk Parkway. Home has 3 bedroom, 2 1/2 baths with a very low HOA fee & is conveniently located close to shopping, restaurants & Legoland. This property has had only 2

  Gregory Baker LIVE FLORIDA REALTY

  728 Waterbridge Dr, Winter Haven, FL 33880
• 

  

  

  /35

  $259,000

  • 4 Beds
  • 2 Baths
  • 1,742 Sq Ft

  2410 Avenue B NW, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Looking for your new home on a large lot with no HOA? Schedule your showing today! Cooperative Seller is willing to contribute towards closing costs or a rate buy down to help buyers. Don't miss out on this move in ready, renovated home in Winter Haven. Perfectly situated in a treelined neighborhood close to several lakes with public access, this 4

  MELANIE CARNEY JASON MITCHELL REAL ESTATE FLO

  2410 Avenue B NW, Winter Haven, FL 33880
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  /27

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,317 Sq Ft

  1509 Majestic Ln, Winter Haven, FL 33880

  BEUTIFULL HOME! EAGLE LANDING offers single-family homes in the heart of Winter Haven's Chain of Lakes, Centrally located between Orlando & Tampa. NO CDD & LOW HOA.WELCOME to your next HOME this newly built 3-bedroom, 2-bath house (2023) offers the perfect blend of style, comfort and convenience. Designed with a modern Open Floor Plan, this home features all stainless steel appliances. It

  Gloria C Garcia GLOVEN REALTY

  1509 Majestic Ln, Winter Haven, FL 33880
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  /26

  $258,900

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  985 Whisper Lake Dr, Winter Haven, FL 33880

  Welcome to this inviting 3-bedroom, 2-bath home nestled on Whisper Lake Drive in Winter Haven. This well-kept two-story residence offers a cozy, thoughtful layout with a split floorplan designed for everyday comfort and convenience.Step inside to soaring ceilings and a classic wood-burning fireplace that anchors the spacious living area. The kitchen connects easily to the dining space,

  Ashley Parkinson KELLER WILLIAMS REALTY SMART 1

  985 Whisper Lake Dr, Winter Haven, FL 33880
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  /34

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,433 Sq Ft

  733 Oleander Dr SE, Winter Haven, FL 33880

  Welcome to this inviting 3-bedroom, 2-bathroom pool home nestled in the desirable Southeast Winter Haven area. This well-maintained property offers the perfect blend of comfort and convenience, featuring a private backyard oasis with a sparkling pool—ideal for relaxing or entertaining year-round. Step inside to discover a functional layout with spacious living areas and ample natural light

  Tony Insua Jr. CRAIG BURKE REAL ESTATE GROUP, LLC

  733 Oleander Dr SE, Winter Haven, FL 33880
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  /33

  $267,000

  • 3 Beds
  • 2 Baths
  • 1,129 Sq Ft

  912 Whisper Lake Dr, Winter Haven, FL 33880

  This charming 3 bedroom, 2 bath home is located in a low HOA neighborhood conveniently located near schools, shopping, dining, and major roadways. Built in 1991, the home features a floor plan with a spacious living area that flows into a dining space and kitchen- perfect for everyday living or casual entertaining. Step outside to a screened-in back porch where you can relax and enjoy the

  Suzanna Rudd KELLER WILLIAMS REALTY SMART 1

  912 Whisper Lake Dr, Winter Haven, FL 33880
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  /29

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,214 Sq Ft

  146 Brad Cir, Winter Haven, FL 33880

  Nestled in the desirable Eagle Heights community, this well-kept 3-bedroom, 2-bathroom home offers both comfort and functionality. Featuring a sought-after open floor plan, the spacious living and dining areas flow seamlessly into a roomy eat-in kitchen—perfect for everyday living and entertaining. With no HOA or CDD fees, this home is move-in ready and full of value.A raised breakfast

  Xiaobo Zhang CENTURY 21 CARIOTI

  146 Brad Cir, Winter Haven, FL 33880
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  /15

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  577 Majestic Gardens Blvd, Winter Haven, FL 33880

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering 1,452 sq. ft. of comfortable living space inside the gated community of The Gardens. Inside, you’ll find an open and functional layout with tile flooring in the high-traffic areas and luxury vinyl plank in the bedrooms for added comfort and style. The kitchen features sleek new stainless-steel appliances, perfect for

  Jason Stone BHHS FLORIDA PROPERTIES GROUP

  577 Majestic Gardens Blvd, Winter Haven, FL 33880
• 

  

  /40

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,499 Sq Ft

  1129 Bowline St, Winter Haven, FL 33880

  ***$10k PRICE REDUCTION***Welcome to 1129 Bowline Street – a beautifully maintained home nestled in a quiet and desirable GATED neighborhood in Winter Haven. This inviting residence offers the perfect blend of comfort, functionality, and Florida charm. Whether you’re a first-time homebuyer, growing family, or looking to downsize, this property is sure to impress. Step inside to discover a

  Matt Mesimer KELLER WILLIAMS REALTY SMART 1

  1129 Bowline St, Winter Haven, FL 33880
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  /24

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  1368 Axel Cir, Winter Haven, FL 33880

  Modern Comfort Meets Effortless Living in This Pinnacle Point GemStep into refined living with this stylish 3-bedroom, 2-bath home nestled in Pinnacle Point, a welcoming family-oriented community in the heart of Winter Haven, Florida. Designed for professionals, couples, or small families, this residence offers a perfect blend of comfort, function, and style.The open-concept

  Meghan Hobson MARK SPAIN REAL ESTATE

  1368 Axel Cir, Winter Haven, FL 33880
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  /39

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  181 Osprey Heights Dr, Winter Haven, FL 33880

  Welcome to your 3 bedroom, 2 bathroom split bedroom home in the gated community of Osprey Heights with Solar panels. This property is located conveniently in Winter Haven, with easy access to shopping, dining, and major roadways. The AC & ROOF are newer. Upon entry, your eat in kitchen is located at the front of the home, complete with a closet pantry, natural lighting from the front window,

  Alexander Matos THE SOMERDAY GROUP PL

  181 Osprey Heights Dr, Winter Haven, FL 33880
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  /35

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  242 Kings Pond Ave, Winter Haven, FL 33880

  Amazing and Affordable Opportunity in Winter Haven Florida! Welcome to this meticulously maintained 3 bedroom 2 bath home! Just pack your things and move right in as there is nothing to do here but relax as the current owner has taken great pride in caring for this beautiful home. Clean and sparkling is what you will find here as well as updates that you will appreciate for years to come. Roof

  Christie Mcswain DREAM REALTY GROUP

  242 Kings Pond Ave, Winter Haven, FL 33880
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  /36

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft

  3942 Warbler Dr, Winter Haven, FL 33880

  Welcome to your move-in-ready dream home! This charming 3-bedroom, 2-bathroom split-family residence features a spacious living room serves as the heart of the home, providing a seamless flow into the primary bedroom, which boasts an ensuite bathroom and a walk-in closet for maximum convenience. Just off the living room, you'll find a well-designed kitchen, complete with all major appliances,

  Emory Dant, Jr KELLER WILLIAMS REALTY SMART

  3942 Warbler Dr, Winter Haven, FL 33880
• 

  

  /23

  $265,000

  • 3 Beds
  • 3 Baths
  • 1,696 Sq Ft

  130 Avenue H SE, Winter Haven, FL 33880

  Step into timeless character blended with thoughtful updates in this charming 2-story home. Enter through a welcoming foyer where you’ll find the staircase leading to the second floor and a warm sense of home. The heart and soul of this property is the beautifully remodeled kitchen, featuring tall ceilings, eat-in area, and elegant granite countertops and backsplash—perfect for creating and

  Nancy Parkhurst LA ROSA REALTY KISSIMMEE

  130 Avenue H SE, Winter Haven, FL 33880
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  /50

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  657 Avenue C SW, Winter Haven, FL 33880

  Discover this beautifully 3/2 home with a brand new roof 2022 in serene neighborhood .With no HOA or CDD ,this property offers peace of mind and potential for a primary residence ,rental investment ,or Airbnb .The open concept living space is filled with natural light .The kitchen features a glass cooktop range ,ample counter space .Each generously sized bedroom includes ceiling fans. Step

  Hala Saleh Keller Williams Realty of PSL

  657 Avenue C SW, Winter Haven, FL 33880
• 

  

  /35

  $259,990

  • 3 Beds
  • 2 Baths
  • 1,121 Sq Ft

  164 Brad Cir, Winter Haven, FL 33880

  Beautiful Home in Winter Haven!!! This home is offering unparalleled comfort, style, and convenience. Property includes 3 Bedrooms, 2 baths, Oversized lot with 2 Car Garage. The Master Bedroom featuring high ceilings, and spacious bathroom and spacious closet. The master bath has split vanities with two sinks. Two additional well-appointed bedrooms, each offering ample closet space and beautiful

  Aly Nazario VONAC REALTY INC

  164 Brad Cir, Winter Haven, FL 33880
• 

  

  /15

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,329 Sq Ft

  123 Osprey Heights Dr, Winter Haven, FL 33880

  Beautiful 3BR/2BA home in a gated community of Osprey Heights. All floors are covered with wood laminate. The Solar system is paid off and included in the price of the home with no extra payment.

  Othner Stfleurose OSF REAL ESTATE SERVICE

  123 Osprey Heights Dr, Winter Haven, FL 33880
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  /32

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  603 Maggie Cir, Winter Haven, FL 33880

  Huge Price Improvement! Jump in to get a deal! Charming brick home nestled only few min from Downtown Winter Heaven and near Legoland. Luxury upgraded and boast lots of improvements - brand new roof, new luxury vinyl planks floor throughout, new interior and exterior paint, new bathroom and new shower room, new pluming, brand new kitchen cabinets and granite counters, new Stainless Steel

  Larysa Tsyupenko CHARLES RUTENBERG REALTY ORLANDO

  603 Maggie Cir, Winter Haven, FL 33880
• 

  

  /11

  $267,000

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  3723 Imperial Dr, Winter Haven, FL 33880

  Stop looking now!This well kept home is waiting just for you.A nice 3/2 with title and laminate thorough. This home offers a beautiful back yard with a deck for a peaceful retreat for enjoyment of the lake.Price reduced for quick sale.Schedule your appointment today to see it.

  Louis Vincent PROPERTY WAREHOUSES OF AMERICA

  3723 Imperial Dr, Winter Haven, FL 33880
• 

  

  /18

  $264,999 Open Sat 11AM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft

  3040 Totem Rd, Eagle Lake, FL 33839

  One or more photo(s) has been virtually staged. Under Construction. Welcome to the warm and inviting Belmont. This new home is laid out on a single level for low maintenance living. Two secondary bedrooms share a bathroom in the hall at the front of the home, while the owner’s suite is tucked into the back corner with an attached bathroom and walk-in closet. Down the foyer is the open-concept

  Ben Goldstein LENNAR REALTY

  3040 Totem Rd, Eagle Lake, FL 33839
• 

  

  /17

  $261,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft

  2070 Lasso Loop, Eagle Lake, FL 33839

  This new home is laid out on a single level for low maintenance living. Two secondary bedrooms share a bathroom in the hall at the front of the home, while the owner’s suite is tucked into the back corner with an attached bathroom and walk-in closet. Down the foyer is the open-concept living area, which includes a fully equipped kitchen, an intimate dining room and family room with patio access.

  Lennar

  Belmont, Eagle Lake, FL 33839
• 

  

  /17

  $261,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft

  2038 Lasso Loop, Eagle Lake, FL 33839

  This new home is laid out on a single level for low maintenance living. Two secondary bedrooms share a bathroom in the hall at the front of the home, while the owner’s suite is tucked into the back corner with an attached bathroom and walk-in closet. Down the foyer is the open-concept living area, which includes a fully equipped kitchen, an intimate dining room and family room with patio access.

  Lennar

  Belmont, Eagle Lake, FL 33839
• 

  

  /19

  $290,490 New Construction

  • 4 Beds
  • 2 Baths
  • 1,824 Sq Ft

  3810 Rope Rd, Eagle Lake, FL 33839

  This new single-story home is a modern take on a classic design. Down the foyer is a spacious and open-plan family room which has direct access to the cozy dining room, well-equipped kitchen and attached patio, perfect for everyday living. In a private corner is the owner’s suite with a convenient adjoining bathroom, while on the opposite side of the home are three secondary bedrooms to offer

  Lennar

  Celeste, Eagle Lake, FL 33839
• 

  

  /11

  $261,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft

  2054 Lasso Loop, Eagle Lake, FL 33839

  One or more photo(s) has been virtually staged. Under Construction. Welcome to the warm and inviting Belmont. This new home is laid out on a single level for low maintenance living. Two secondary bedrooms share a bathroom in the hall at the front of the home, while the owner’s suite is tucked into the back corner with an attached bathroom and walk-in closet. Down the foyer is the open-concept

  Ben Goldstein LENNAR REALTY

  2054 Lasso Loop, Eagle Lake, FL 33839
• 

  

  /16

  $263,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft

  2704 Pioneer Trail, Eagle Lake, FL 33839

  This new single-story home maximizes space and emphasizes convenience. The open-concept layout integrates the family room, dining room and kitchen with a central island, facilitating effortless transitions between rooms for easy entertaining during gatherings. On the opposite side of the home are all three bedrooms, including the peaceful owner’s suite with an attached bathroom and walk-in closet.

  Lennar

  Bloom, Eagle Lake, FL 33839
• 

  

  /18

  $294,290 New Construction

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft

  Bloom, Eagle Lake, FL 33839

  This new single-story home maximizes space and emphasizes convenience. The open-concept layout integrates the family room, dining room and kitchen with a central island, facilitating effortless transitions between rooms for easy entertaining during gatherings. On the opposite side of the home are all three bedrooms, including the peaceful owner’s suite with an attached bathroom and walk-in closet.

  Lennar

  Bloom, Eagle Lake, FL 33839
• 

  

  /17

  $259,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft

  2054 Lasso Loop, Eagle Lake, FL 33839

  This new home is laid out on a single level for low maintenance living. Two secondary bedrooms share a bathroom in the hall at the front of the home, while the owner’s suite is tucked into the back corner with an attached bathroom and walk-in closet. Down the foyer is the open-concept living area, which includes a fully equipped kitchen, an intimate dining room and family room with patio access.

  Lennar

  Belmont, Eagle Lake, FL 33839
• 

  

  /13

  $280,690 New Construction

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft

  Belmont, Eagle Lake, FL 33839

  This new home is laid out on a single level for low maintenance living. Two secondary bedrooms share a bathroom in the hall at the front of the home, while the owner’s suite is tucked into the back corner with an attached bathroom and walk-in closet. Down the foyer is the open-concept living area, which includes a fully equipped kitchen, an intimate dining room and family room with patio access.

  Lennar

  Belmont, Eagle Lake, FL 33839
• 

  

  /21

  $300,000

  • 2 Beds
  • 1.5 Baths
  • 1,517 Sq Ft

  645 Avenue A NE, Winter Haven, FL 33881

  645 Ave A NE is a waterfront property situated near the edge of downtown Winter Haven. Built in 1939 The house features 2 bedrooms, 1 bathroom, 1 half bathroom, and is equipped with new or updated appliances, air conditioning, plumbing, and electrical work as of 2022. The roof and most windows were also updated in 2024. Within one mile of downtown, it is also situated minutes from Elbert

  Franco Poerio Skubna CENTURY 21 MYERS REALTY

  645 Avenue A NE, Winter Haven, FL 33881
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  /27

  $215,000

  • 2 Beds
  • 2.5 Baths
  • 1,281 Sq Ft

  2352 Isle Royale Ct SE, Winter Haven, FL 33880

  Welcome Home to this charming 2 bedroom, 2.5 bathroom townhouse in Park Lake, one of Winter Haven's desirable communities located close to shopping, restaurants, schools, lakes, Legoland and the beautiful downtown Winter Haven area. This move in ready home offers a bright and spacious living area located on the first floor with new luxury vinyl flooring, fresh paint and a convenient half bath

  Wendy Watson KELLER WILLIAMS REALTY SMART 1

  2352 Isle Royale Ct SE, Winter Haven, FL 33880
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  /32

  $220,000 Open Sat 11AM - 2PM

  • 2 Beds
  • 1 Bath
  • 992 Sq Ft

  766 Bates Ave SW, Winter Haven, FL 33880

  Welcome to 766 Bates Ave SW in Winter Haven—a charming and move-in ready home offering views of Lake Howard right from your front yard. With great curb appeal and a fantastic location just a short stroll to downtown shops and restaurants, this home is ideal for first-time buyers, people downsizing, or investors looking for a solid rental property. Best of all, there's no HOA to worry

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  766 Bates Ave SW, Winter Haven, FL 33880
• 

  

  /20

  $214,900

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  2038 Kings Crossing SW, Winter Haven, FL 33880

  This 3-bedroom, 2-bathroom home features a spacious kitchen and generously sized bedrooms and bathrooms. The roof was replaced in 2022, offering peace of mind for years to come. Additional highlights include a 1-car garage and a low monthly HOA fee of just $150. A great opportunity in a quiet, well-kept community close to shopping, dining, and major attractions—located near Spirit Lake, Legoland,

  Michelle Paez SILVER DOOR REALTY LLC

  2038 Kings Crossing SW, Winter Haven, FL 33880
• 

  

  /11

  $224,900

  • 3 Beds
  • 2 Baths
  • 1,167 Sq Ft

  141 Varner Dr SW, Winter Haven, FL 33880

  NO HOA!!! This cozy 3 bedroom 2 bath home is nestled on a quiet dead end street is conveniently located with quick access to all the amenities Winter Haven has to offer. The 39 foot screen porch and large shaded fenced yard provides ample space for outdoor living. Freshly painted interior, New kitchen cabinets with granite countertops, tile flooring throughout and a $9000 roof replacement

  Tracey Hayes REALTY ONE OF KISSIMMEE, INC

  141 Varner Dr SW, Winter Haven, FL 33880
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  /25

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,173 Sq Ft

  3015 Thornhill Rd, Jan Phyl Village, FL 33880

  USDA loan eligible — buy this home with ZERO DOWN PAYMENT (for qualifying buyers)! Welcome to 3015 Thornhill Rd — a well-maintained home nestled on nearly a quarter acre. Bring your boat or RV because there is NO HOA! You’ll love the screened front porch, perfect for relaxing outdoors. Inside, the home offers a functional layout with thoughtful updates completed within the last five years,

  Mari Meadows KELLER WILLIAMS REALTY SMART

  3015 Thornhill Rd, Jan Phyl Village, FL 33880
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  /36

  $240,000

  • 3 Beds
  • 2.5 Baths
  • 1,407 Sq Ft

  301 Orange Blossom Dr, Winter Haven, FL 33880

  ~Beautiful 3/2.5 Waters Edge Townhome Offered for Sale~Nestled within the Water’s Edge Community, located between Lake Lulu and Lake Roy in Winter Haven Florida, this townhome offers endless recreational opportunities from an exquisitely designed home. Features include a neutral color scheme, renovated kitchen with plenty of cabinet space and a convenient pass-through/bar area leading to an

  Michael Jimenez HOUSE OF GLASS REAL ESTATE PM

  301 Orange Blossom Dr, Winter Haven, FL 33880
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  /49

  $243,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  544 Avenue G SE, Winter Haven, FL 33880

  Welcome to your perfect starter home located in the heart of Winter Haven! Step inside and fall in love with the character and modern touches throughout this 3-Bedroom, 2-Bathroom home plus an office space! Offering an Open floor plan right as you walk in, a spacious kitchen, perfect for cooking and entertaining. Brand-new AC unit (installed March 2024), plus a newer roof, windows, and updated

  Briana Kellin KELLER WILLIAMS REALTY SMART

  544 Avenue G SE, Winter Haven, FL 33880
• 

  

  /16

  $220,000

  • 3 Beds
  • 2 Baths
  • 1,223 Sq Ft

  240 Lake Thomas Dr, Winter Haven, FL 33880

  Three bedroom and 2 bath concrete block home across from Lake Thomas. This home has a long rental history. Current tenants are month-to-month and wish to stay. Large back yard with mature landscaping and storage shed.

  Gavin Welch GUARANTEE REALTY LLC

  240 Lake Thomas Dr, Winter Haven, FL 33880
• 

  

  /30

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  2424 Bates Ave SW, Winter Haven, FL 33880

  Welcome to 2424 Bates Ave – a well-maintained 3-bedroom, 2-bathroom home featuring a versatile mother-in-law suite, perfect for extended family, guests, or rental income potential. Nestled in a peaceful neighborhood just minutes from Winter Haven’s famous Chain of Lakes, this property offers both comfort and convenience.Inside, you’ll find a spacious and functional layout, a bright

  David Fleming LA ROSA REALTY PRESTIGE

  2424 Bates Ave SW, Winter Haven, FL 33880
• 

  

  /32

  $207,000

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  679 Avenue Q SE, Winter Haven, FL 33880

  More photos to come soon! Come see what the charming home has to offer, in the heart of beautiful Winter Haven. The home features 3 bedrooms, with 2 full bathrooms. The master bath features a separate shower and tub area. Large front sunroom gives ample space for seating to relax with your morning coffee, with plenty of natural lighting. Extra large master bedroom, with its own back porch area

  Rachel Sowder DOWN HOME REALTY, LLLP

  679 Avenue Q SE, Winter Haven, FL 33880

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