Downtown Winter Haven Homes for Sale

• 

  

  

  /44

  $119,900

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft

  700 Mirror Terrace NW Unit 303, Winter Haven, FL 33881

  Welcome to SPRING LAKE TOWERS, a premier 55+ community in Winter Haven, Florida offering a relaxed lakefront lifestyle with this well-maintained 2-bedroom, 2-bath condo featuring an open floor plan with stunning lake views, a 12' x 22' great room connected to the kitchen via convenient pass-through, spacious 12' x 18' Primary suite with private bathroom and walk-in closet, 10' x 13' second

  Kevin Tison LPT REALTY, LLC

  700 Mirror Terrace NW Unit 303, Winter Haven, FL 33881
• 

  

  

  /31

  $116,000

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  1700 6th St NW Unit C26, Winter Haven, FL 33881

  This fully remodeled condo offers comfortable and stylish living with two bedrooms and one bathroom. Enjoy brand-new vinyl flooring throughout, making maintenance a breeze. The kitchen features new appliances and solid surface countertops, while the updated bathroom adds a modern touch.Assigned covered parking is included with the unit. The active 55+ community boasts a newly remodeled,

  Ave Bar CENTURY 21 WATSON & MYERS REALTY

  1700 6th St NW Unit C26, Winter Haven, FL 33881
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  /11

  $945,000

  • Land
  • 1 Acre
  • $945,000 per Acre

  0 Olympian Way, Winter Haven, FL 33881

  1 AC Retail Outparcel For Sale or Lease in Winter Haven, Florida! This prime location along Martin Luther King Blvd boasts 30,000+ AADT and over 215 feet of frontage. Positioned in Winter Haven’s commercial corridor, this outparcel is located next to many national retailers, including a Home Depot-anchored shopping center. Zoned C-3, or Commercial Highway, this site allows for a wide range of

  Zack Strang POLK REALTY ADVISORS LLC

  0 Olympian Way, Winter Haven, FL 33881
• 

  

  

  /31

  $189,900

  • 2 Beds
  • 2 Baths
  • 1,252 Sq Ft

  2218 Abbey Rd, Winter Haven, FL 33880

  ?? Fresh, Fun & Fully Ready—Turnkey Villa in Stonebridge, Winter Haven! ?? Step into your stress-free Florida life with this modern 2-bed, 2-bath villa that brings the chill and skips the upkeep. Located in the sought-after Stonebridge community, this move-in-ready home is the definition of “no work, all play.” ? What makes it a must-see: Airy + Bright Vibes: Vaulted ceilings, open-concept

  Larry King VIVA ORLANDO REALTY INC.

  2218 Abbey Rd, Winter Haven, FL 33880
• 

  

  

  /23

  $249,000

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

  130 Avenue H SE, Winter Haven, FL 33880

  Short Sale. SHORT SALE! SHORT SALE! SHORT SALE! PRE-FORECLOSURE!!!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

  Nancy Parkhurst LA ROSA REALTY KISSIMMEE

  130 Avenue H SE, Winter Haven, FL 33880
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  /42

  $284,900

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft

  1204 Lake Elbert Dr SE, Winter Haven, FL 33880

  Beautiful 3 bedrooms and 2 bathrooms single family home with amazing and wide-open lake view!! Everything new from top to bottom: new roof, Impact windows, high traffic laminated floors; new bathrooms and new kitchen with stainless steel appliances and quartz countertops. Huge fenced backyard and new paved driveway. New electric panel and new Air conditioning.A must see before it is

  Ana Saya Direct Realty Solutions

  1204 Lake Elbert Dr SE, Winter Haven, FL 33880
• 

  

  /40

  $799,000

  • 4 Beds
  • 4 Baths
  • 1,208 Sq Ft

  802 Avenue L SW, Winter Haven, FL 33880

  This property NOW INCLUDES 20 STORAGE UNITS and nearly 3 acres of land, creating a truly rare lakefront development opportunity within the Winter Haven Downtown CRA District. Enjoy beautiful views of Lake May with direct access to the Winter Haven Chain of Lakes — a prime location for growth and investment.Current DOR use code (0852) permits duplexes, triplexes, and quadplexes — up to 9 units

  Veronica Bard LA ROSA REALTY PRESTIGE

  802 Avenue L SW, Winter Haven, FL 33880
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  /10

  $130,000

  • 2 Beds
  • 1.5 Baths
  • 1,050 Sq Ft

  689 Lake Howard Dr NW Unit 1E, Winter Haven, FL 33880

  Beautiful property located in a remarkable location! Do not miss out on the opportunity of making this property yours. Discover the perfect blend of comfort and convenience in this beautiful Winter Haven property. Nestled in a peaceful neighborhood, this property offers spacious living areas and a welcoming atmosphere. Enjoy bright living, a well-appointed kitchen, and generously sized bedrooms.

  Maria Rivera RIVERA & ASSOCIATES REALTY

  689 Lake Howard Dr NW Unit 1E, Winter Haven, FL 33880
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  /32

  $119,000

  • 3 Beds
  • 2 Baths
  • 1,226 Sq Ft

  333 Lake Howard Dr NW Unit 204D, Winter Haven, FL 33880

  Welcome to 333 Lake Howard Drive, where comfort, convenience, and a vibrant 55+ lifestyle come together in the heart of Winter Haven’s charming lakefront community. Nestled within the desirable Imperial Harbours 55+ community, this spacious and sunlit 3-bedroom, 2-bathroom corner-unit condo that oversees the pool offers the ideal space for those seeking a relaxed, maintenance-free lifestyle. From

  Jason Prieto LPT REALTY, LLC

  333 Lake Howard Dr NW Unit 204D, Winter Haven, FL 33880
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  /24

  $119,900

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  2037 San Marcos Dr SE Unit 217, Winter Haven, FL 33880

  Price Improvement & Great opportunity to add your renovation style to this 2 bedroom 2 full bath condo in Park Lake. Located on the 2nd floor close to the elevator with tremendous rental returns. Luxury Vinyl flooring in main living area & primary bedroom. Gas range & Water Heater. Ceiling fans throughout...Roof 2021...Washer/Dryer included with private laundry closet. NEW Dishwasher & Gas Stove

  Dora Siler FOLIO REALTY LLC

  2037 San Marcos Dr SE Unit 217, Winter Haven, FL 33880
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  /25

  $539,900

  • 3 Beds
  • 2.5 Baths
  • 2,118 Sq Ft

  1475 S Lake Howard Dr, Winter Haven, FL 33880

  LAKE FRONT PROPERTY FOR SALE ON THE CHAIN OF LAKES ON LAKE HOWARD!!! This chain of lakes has 20 connecting lakes. If you enjoy water sports, fishing or just time on the water this lake front property may be a perfect fit for you. This Home has a detached Mother In-Law Suite, Fire place, New flooring, New split AC unit and a Updated Bathroom. If there is NO NEED for a Mother In-Law Suite it

  Steve Pospichal COLDWELL BANKER REALTY

  1475 S Lake Howard Dr, Winter Haven, FL 33880
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  /50

  $250,000

  • 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 .Currently rented for $2,150 per month .The open concept living space is filled with natural light .The kitchen features a glass cooktop range ,ample counter space .Each generously sized

  Hala Saleh Keller Williams Realty of PSL

  657 Avenue C SW, Winter Haven, FL 33880
• 

  

  /21

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  1328 3rd St NE, Winter Haven, FL 33881

  Fully updated and move-in ready! This 3-bedroom, 2-bath Winter Haven home blends modern upgrades with versatile living. Step inside to find new wood-look flooring throughout, a brand-new roof, updated plumbing and electrical, fresh paint, and a stunning kitchen with granite countertops and wood cabinetry.

  Henry Linder XPERT REALTY GROUP

  1328 3rd St NE, Winter Haven, FL 33881
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  /50

  $99,995

  • 3 Beds
  • 2 Baths
  • 1,226 Sq Ft

  333 Lake Howard Dr NW Unit 314D, Winter Haven, FL 33880

  Picture yourself in this top-floor, 3-bedroom, 2-bathroom condo with a Sun/Florida room, nestled in the desirable Imperial Harbor community of Winter Haven. With easy access via an elevator, this is the peaceful 55+ retreat you’ve been searching for!Imagine waking up and enjoying a morning stroll to the private community dock on Lake Howard, where you can cast a fishing line or set off on a boat

  Justin Cans IMPACT REALTY TAMPA BAY

  333 Lake Howard Dr NW Unit 314D, Winter Haven, FL 33880
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  /8

  $115,000

  • 2 Beds
  • 2 Baths
  • 1,114 Sq Ft

  333 Lake Howard Dr NW Unit 201C, Winter Haven, FL 33880

  Charming 2-bedroom, 2-bath condo in a serene 55+ community nestled near a peaceful lake. Enjoy scenic views, spacious living areas, and convenient amenities designed for comfort and relaxation. Perfect for enjoying a peaceful, active lifestyle..

  Claudelson Glaude CHERISNA REALTY LLC

  333 Lake Howard Dr NW Unit 201C, Winter Haven, FL 33880
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  /47

  $224,900

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

  2348 Isle Royale Ct SE, Winter Haven, FL 33880

  Recently Fully Renovated Townhouse – Move-In Ready! Don’t miss your chance to own this completely remodeled 2-bedroom, 2.5-bathroom townhouse in Park Lake, now available at an unbeatable price! This home has been beautifully updated from top to bottom, offering modern style and worry-free living. All 3 bathrooms fully renovated with fresh, modern finishes, Brand-new kitchen featuring new

  Fatma Higdon HIGDON HOMES REALTY LLC

  2348 Isle Royale Ct SE, Winter Haven, FL 33880
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  /19

  $210,000

  • 2 Beds
  • 2.5 Baths
  • 1,309 Sq Ft

  436 Avenue G SE, Winter Haven, FL 33880

  Welcome to this solid concrete block home with a new roof (2022) and screened in front porch. Step right into your home which features an open floorplan. The bedrooms are spacious with walk in closets. Each bedroom has a bathroom and there is even a guest half bath. At the back of the house there is a quaint sitting area with windows all around. Single car garage with garage door opener. The

  Cathy Marino CATHY S. MARINO REALTY, INC.

  436 Avenue G SE, Winter Haven, FL 33880
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  /36

  $75,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  1700 6th St NW Unit C27, Winter Haven, FL 33881

  Welcome to your one bedroom one bath 55+ condo located on the second floor. There is Ceramic tile in the kitchen and bathrooms. The kitchen features an abundance of cabinetry. Vertical blinds are the finishing touches to all of the windows. Front porch area is entirely screened. The community features a massive heated pool, clubhouse, shuffleboard, and a grilling area with a nice area to

  Annie Wood HARPER REALTY FL, LLC

  1700 6th St NW Unit C27, Winter Haven, FL 33881
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  /61

  $340,000

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

  415 Avenue K NE, Winter Haven, FL 33881

  New Price! Motivate Sellers motivate to sell. No HOA, no Flodd Zone, no CDD. NEW ROOF was installed in 2022. AC and HEATING are both ENERGY EFFICIENT and were installed in 2022. Kitchen was updated with new tiles. Stainless steel appliances. Solid wood floors throughout the living area, the house sits on an oversized lot (there is lot 8 & 9) set back from the road and plenty of space in the back

  Miulvis Kivelier KIVELIER REALTY GROUP LLC

  415 Avenue K NE, Winter Haven, FL 33881
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  /10

  $400,000

  • Land
  • 0.39 Acre
  • $1,025,641 per Acre

  152 & 148 Avenue D SW, Winter Haven, FL 33880

  Two previously residential lots combined to make .39 Acres of land in heart of Downtown Winter Haven. The lots are leveled and ready to build. The current zoning on the property is MX within the Primary Urban Core which allows for multi-family, various commercial and mixed-use opportunities. Combined frontage on Ave D and 2nd Street with an alley off the south end of the property allowing

  Erik Polumbo POLK REALTY ADVISORS LLC

  152 & 148 Avenue D SW, Winter Haven, FL 33880
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  /6

  $295,000

  • Land
  • 0.44 Acre
  • $670,455 per Acre

  0 Pope Ave NW Unit MFRP4932356, Winter Haven, FL 33881

  Prime .44 vacant lot for sale near Downtown Winter Haven! MX Zoning allows for Mixed-Use, Residential, Multifamily, or Commercial. Two separate lots have been assembled to create a highly developable property in the Central Business District. This property has an incredible location with 126’ of frontage on Pope Ave and 133’ of frontage along Ave B NW. With visibility from Highway 17, this almost

  Zack Strang POLK REALTY ADVISORS LLC

  0 Pope Ave NW Unit MFRP4932356, Winter Haven, FL 33881
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  /51

  $295,000

  • 3 Beds
  • 2 Baths
  • 2,149 Sq Ft

  912 Avenue T SE, Winter Haven, FL 33880

  Location, Location! This charming 3-bedroom, 2-bath home, large living room and a huge family room ( could be a 4th bedroom) is situated in the vibrant and growing Winter Haven area. Conveniently close toLEGOLAND, shopping centers, hospitals, and medical offices, it offers both comfort and accessibility. Solar Panels( worth $44K) will be paid by seller at closing ! This home has a nice back

  Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

  912 Avenue T SE, Winter Haven, FL 33880
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  /12

  $95,000

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft

  333 Lake Howard Dr NW Unit 204C, Winter Haven, FL 33880

  Short Sale. BANK APPROVED PRICE! Step into one of the largest units at the vibrant 55+ community of Imperial Harbor in Winter Haven! This spacious 3-bedroom, 2-bath condo also features a bonus room. With three comfortable bedrooms, there’s ample space for guests, a home office, or crafting area. Enjoy an active lifestyle with shuffleboard courts, a well-equipped gym, and a billiard room. The

  Anthony Giglio REALTY COOPERATIVE

  333 Lake Howard Dr NW Unit 204C, Winter Haven, FL 33880
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  /28

  $498,999

  • 4 Beds
  • 3 Baths
  • 1,985 Sq Ft

  1075 8th St NW, Winter Haven, FL 33881

  Completely renovated 4-bedroom 3-bathroom home near Lake Howard in Winter Haven! This move-in ready property features modern finishes, an open-concept layout and two private in-law suites- perfect for multigenerational living or rental income. Enjoy brand new kitchen, updated bathrooms and stylish upgrades throughout. Conveniently located close to Downtown Winter Haven, hospital, shopping and

  Jim Knetsch LPT REALTY, LLC

  1075 8th St NW, Winter Haven, FL 33881
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  /40

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,398 Sq Ft

  1004 Avenue G NE, Winter Haven, FL 33881

  Welcome to your dream home! This stunning three-bedroom, two-bathroom residence boasts beautiful ceramic tile flooring and luxurious vinyl throughout. The modern kitchen is a chef's delight, equipped with stainless steel appliances including a refrigerator, dishwasher, microwave, and range.Enjoy the spacious living room, perfect for entertaining, and an additional bonus room that offers

  Austin Towns STACEY TOWNS REALTY LLC

  1004 Avenue G NE, Winter Haven, FL 33881
• 

  

  /21

  $118,500

  • 2 Beds
  • 2 Baths
  • 1,347 Sq Ft

  1776 6th St NW Unit 303, Winter Haven, FL 33881

  Improved Price!! All new window in the building...Price improvement...Seller ready to sell! Beautifully maintained 55+ condominium located in Lake Ridge Winter Haven. This is a gated community offering a tranquil living space. Conveniently located near hospitals, restaurants, shopping, entertainment and so much more. This home offers everything you need to live a true Floridian lifestyle.

  Brenda Brooks CENTURY 21 MYERS REALTY

  1776 6th St NW Unit 303, Winter Haven, FL 33881
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  /31

  $32,000

  • 3 Beds
  • 3 Baths
  • 1,772 Sq Ft

  93 Misty Meadow Rd, Winter Haven, FL 33881

  ** Exclusive Listing! Age 55+ Land Lease Community. Contact listing agent below for ALL showings and offers.** As soon as you set your eyes on this truly unique and super spacious double wide and single wide combination, you'll know it's the one you've been looking for! Priced right at $32,000, the 1974 double wide measures 23x52, the 1976 single wide addition measures 12x48, for an

  Shawna Kemp Mobile Home Spot Inc.

  93 Misty Meadow Rd, Winter Haven, FL 33881
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  /32

  $75,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  78 Misty Meadow Rd, Winter Haven, FL 33881

  ** Exclusive Listing! Contact listing agent below for ALL showings and offers.** You will soon have your slice of Sunshine State paradise as the new proud owner of this remarkably well maintained and thoroughly updated 1980 Double Wide home. Priced right at $75,000, and measuring 23x48, plus the 12x16 Florida room, this home will provide an approximate total of 1290 square feet of interior

  Shawna Kemp Mobile Home Spot Inc.

  78 Misty Meadow Rd, Winter Haven, FL 33881
• 

  

  /36

  $284,900

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft

  1204 Lake Elbert Dr SE, Winter Haven, FL 33880

  Beautiful 3 bedrooms and 2 bathrooms single family home with amazing and wide-open lake view!! Everything new from top to bottom: new roof, Impact windows, high traffic laminated floors; new bathrooms and new kitchen with stainless steel appliances and quartz countertops. Huge, fenced backyard and new paved driveway. New electric panel and new Air conditioning. A must see before it is

  Ana Saya DIRECT REALTY SOLUTIONS

  1204 Lake Elbert Dr SE, Winter Haven, FL 33880
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  /2

  $238,000

  • Land
  • 0.79 Acre
  • $301,266 per Acre

  0 3rd St SW, Winter Haven, FL 33880

  Amazing commercial property ready for a business. Backs up to CSX railroad tracks. Property is in the Elouise CRA so tax incentives are available.

  Anthony Medina KELLER WILLIAMS REALTY SMART 1

  0 3rd St SW, Winter Haven, FL 33880
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  /3

  $135,000

  • Land
  • 0.18 Acre
  • $750,000 per Acre

  0 Avenue A NE Unit MFRP4928843, Winter Haven, FL 33881

  GREAT MIXED-USE PIECE IN DOWNTOWN WINTER HAVEN CRA. EXCELLENT DEVELOPMENT INCENTIVES, INCLUDING IMPACT FEE WAIVERY AND MORE.

  Caspian Collany COLLANY PROPERTIES

  0 Avenue A NE Unit MFRP4928843, Winter Haven, FL 33881
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  /29

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,361 Sq Ft

  751 Avenue B SW, Winter Haven, FL 33880

  This home is waiting just for you! Don’t lose the opportunity to come and see this remodeled house. Walking distance to Lake Howard where you can enjoy your leisure time. House is located just a few minutes from Publix, Walmart, CVS, and Winter Haven Hospital.

  Emina Vasquez CENTURY 21 WOLF'S CROSSING REALTY

  751 Avenue B SW, Winter Haven, FL 33880
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  /61

  $315,000

  • 2 Beds
  • 1 Bath
  • 1,038 Sq Ft

  1670 17th St NW, Winter Haven, FL 33881

  BACK ON THE MARKET!! Winter Haven Chain of Lakes Home! Needs updating and repairs but this could be your paradise on Lake Mirror! This charming 2-bedroom, 1-bathroom home offers a unique blend of tranquility and recreation, creating a haven for those seeking the perfect retreat. Nestled on the shores of the picturesque Lake Mirror, this property is a true gem. Imagine waking up to breathtaking

  Lori Edwards COLDWELL BANKER REALTY

  1670 17th St NW, Winter Haven, FL 33881
• 

  

  /22

  $139,900

  • 2 Beds
  • 2 Baths
  • 1,077 Sq Ft

  689 Lake Howard Dr NW Unit 2D, Winter Haven, FL 33880

  Price Improvement!! Welcome to this Charming 2-bedroom 2 bath move-in-ready condo in the well-established 55+ Wellington Community. This community has a beautiful lake front with a private dock and access to Lake Howard that connects to the Chain of Lakes. This spacious home provides plenty of living space, with large bedrooms, and sliding doors that lead to a screened in lanai with a side rear

  Rick Hemenway CROSBY & ASSOCIATES, INC.

  689 Lake Howard Dr NW Unit 2D, Winter Haven, FL 33880
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  /73

  $1,699,900

  • 5 Beds
  • 8 Baths
  • 8,505 Sq Ft

  999 Oleander Dr SE, Winter Haven, FL 33880

  Significant Price Adjustment on this Fantastic, One of a kind, lake front estate on 3.22 acres: Architectural designed by Architect Frances R Hoffman (Student of Frank Lloyd Wright). Very Contemporary style offers a flowing floor plan which encompasses 8485 Square Feet of luxury living offering exceptional appointments. Specialty ceilings, plantation shutters, Dupioni silk drapes and solid wood

  Rick Hemenway CROSBY & ASSOCIATES, INC.

  999 Oleander Dr SE, Winter Haven, FL 33880
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  /28

  $1,150,000

  • 6 Beds
  • 5.5 Baths
  • 6,100 Sq Ft

  1200 W Lake Otis Dr SE, Winter Haven, FL 33880

  THIS PROPERTY WAS ORIGINALLY 2 HOMES THAT WERE CO-JOINED. THE CURRENT OWNER HAS RECREATED TWO FULLY SEPARATE LIVING SPACES. OWNER LIVES IN ONE SIDE AND HAS A VERY SUCCESSFUL AIRBNB ON THE OTHER SIDE. THIS IS A UNIQUE OPPORTUNITY FOR A LARGE FAMILY, EXTENDED FAMILY WITH IN-LAWS, OR THOSE LOOKING FOR A STEADY STREAM OF SUPPLEMENTAL INCOME. BEAUTIFUL LAKEFRONT POOL HOME WITH EXPANSIVE VIEWS. EACH

  Caspian Collany COLLANY PROPERTIES

  1200 W Lake Otis Dr SE, Winter Haven, FL 33880
• 

  

  /11

  $850,000

  • Land
  • 5.33 Acres
  • $159,475 per Acre

  1101 Cypress Gardens Blvd, Winter Haven, FL 33884

  “Extraordinary Commercial Property” - This 5.33-acre commercial vacant land site is a rare opportunity to own a prime piece of real estate on busy Cypress Gardens Boulevard. With 550 feet of road frontage, this property is made up of 4 separate parcels and includes a small lake of about 1.5 acres (Lake Rey) (Lake Rey is classified as a Lake in Polk County, Florida). with 2 access points on either

  Dee Norris NEXTHOME NORRIS & COMPANY REAL

  1101 Cypress Gardens Blvd, Winter Haven, FL 33884

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