Downtown Winter Haven Homes

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  $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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  $570,000 Sold Feb 17, 2025

  • 2,857 Sq Ft
  • $200/SF
  • 63 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1998

  110 Covington Cove SE, Winter Haven, FL 33880

  Welcome to your dream home in the sought-after and centrally located gated community, Covington Cove! This stunning property sitting on over a half acre of land, boasts four very spacious bedrooms and four and one half baths. The kitchen showcases elegant granite countertops and solid wood cabinets. Also, featuring all stainless steel appliances, convection oven, two deep farmhouse style sinks

  Michelle Armbruster LOCKHART & ASSOCIATES INC

  110 Covington Cove SE, Winter Haven, FL 33880
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  /35

  Est $280,037 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,793 Sq Ft

  1862 4th St SE, Winter Haven, FL 33880

  1862 4th St SE, 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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  $275,000 Sold Feb 14, 2025

  • 1,836 Sq Ft
  • $150/SF
  • 28 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1957

  1065 8th St NW, Winter Haven, FL 33881

  NO HOA! This home is perfect for first-time homebuyers, snowbirds, and/or as a short-term rental. Your new home is situated on a spacious 0.39-acre lot, allowing you to bring your RV, boat, and other toys! This recently renovated 2-bedroom, 2.5-bath home, featuring a 2020 roof and 2019 HVAC, offers 1,836 sqft of living space, including a flex room currently used as a playroom that can easily be

  Jenn Manzella FLORIDA REALTY MARKETPLACE

  1065 8th St NW, Winter Haven, FL 33881
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  /9

  Est $246,672 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,411 Sq Ft

  567 Avenue G SE, Winter Haven, FL 33880

  567 Avenue G 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.

  Caspian Collany COLLANY PROPERTIES

  1200 W Lake Otis Dr SE, Winter Haven, FL 33880
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  /2

  $350,000 Sold Feb 13, 2025

  • 2,336 Sq Ft
  • $150/SF
  • 87 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1962

  829 Howard Terrace NW, Winter Haven, FL 33881

  Discover Your Dream Home in Haven Shores, Winter Haven!This stunning classic ranch-style home sits on a spacious corner lot of nearly half an acre, offering a blend of charm, space, and potential. Located in the desirable Haven Shores community, this home boasts an inviting formal living room with a cozy fireplace and an formal dining room, both of which open to a large screened patio—perfect

  Jesse Carriedo REALTYCITY INC

  829 Howard Terrace NW, Winter Haven, FL 33881
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  /17

  Est $234,058 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,322 Sq Ft

  458 Avenue D SE, Winter Haven, FL 33880

  458 Avenue D SE, Winter Haven, FL 33880
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  /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 REALTY

  1101 Cypress Gardens Blvd, Winter Haven, FL 33884
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  /2

  $215,000 Sold Feb 12, 2025

  • 1,407 Sq Ft
  • $153/SF
  • 51 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1993

  418 Orange Blossom Dr Unit 19, Winter Haven, FL 33880

  TRUE LAKEFRONT ON THE BEAUTIFUL CHAIN OF LAKES!!!! You don't want to miss the chance to own this beautiful townhome in Waters Edge with the most beautiful views and sunsets on Lake Lulu in Winter Haven. Pull your boat right up behind your new 2 Bedroom and 2 1/2 bathroom 2 story townhome, with balcony and screened in back porch with outside deck. The brick pavers provide a beautiful entry way

  Rhonda Chastain CENTURY 21 MYERS REALTY

  418 Orange Blossom Dr Unit 19, Winter Haven, FL 33880
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  /41

  Est $239,069 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,410 Sq Ft

  450 Avenue C NE, Winter Haven, FL 33881

  450 Avenue C NE, Winter Haven, FL 33881
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  /2

  $179,000

  • Land
  • 0.25 Acre
  • $716,000 per Acre

  709 Lake Shipp Dr, Winter Haven, FL 33880

  Curt Campbell is my brother and I represent his interest in this Transaction. This property features access to the Winter Haven Chain of Lakes and there is NO HOA.

  Jim Campbell CENTURY 21 MYERS REALTY

  709 Lake Shipp Dr, Winter Haven, FL 33880
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  $60,000 Sold Feb 12, 2025

  • Land
  • 0.7 Acre
  • $85,714 per Acre

  • 94 Days On Market

  0 Hwy 542 E Unit 2240890, Lakeland, FL 33801

  .70 Acre Vacant Land for Sale - Lakeland, FL | Lakefront with Boat Ramp Discover the perfect lakeside retreat with this .70-acre vacant lot located on the serene Pelican Lake off of Hwy 542 E in Lakeland, FL. This partially fenced and gated property offers privacy and security, making it an ideal location for your dream home or getaway. With direct lake access and a private boat ramp, this lot is

  Victoria Kobea Tropic Shores Realty LLC

  0 Hwy 542 E Unit 2240890, Lakeland, FL 33801
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  /27

  Est $199,731 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 981 Sq Ft

  224 Avenue F SE, Winter Haven, FL 33880

  224 Avenue F 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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  /2

  $214,000 Sold Feb 11, 2025

  • 1,220 Sq Ft
  • $175/SF
  • 63 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1993

  1535 Oakview Cir SE, Winter Haven, FL 33880

  Enjoy carefree living in the 55+ community of Oakview! This 2BR 2BA home is convenient to Walmart, Publix, restaurants and other shopping! Open floorplan with split bedrooms! Enclosed rear porch! Large 1-car garage with retractable screen! Call for your private showing today!

  Steve Lockhart LOCKHART & ASSOCIATES INC

  1535 Oakview Cir SE, Winter Haven, FL 33880
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  /61

  Est $295,099 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,388 Sq Ft

  400 Avenue F SE, Winter Haven, FL 33880

  400 Avenue F SE, Winter Haven, FL 33880
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  /25

  $470,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,804 Sq Ft

  306 Avenue P NW, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Brand-New 2025 Duplex – An exceptional investment opportunity in the thriving heart of Winter Haven, just minutes from world-renowned theme parks. Each unit showcases a spacious, modern design with 2 bedrooms and 2 bathrooms, offering the perfect balance of style, comfort, and functionality for long-term tenants or short-term guests. Built with

  Amalia Lucena LPT REALTY, LLC

  306 Avenue P NW, Winter Haven, FL 33881
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  /2

  $344,500 Sold Feb 05, 2025

  • 1,550 Sq Ft
  • $222/SF
  • 30 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1984

  801 Avenue M SW, Winter Haven, FL 33880

  Instant Income Producer! Experience the epitome of comfortable living in this beautiful duplex house that will capture your heart. With two spacious bedrooms and one modern bathrooms, it's a cozy haven. The expansive living room seamlessly connects to the kitchen, creating the perfect space for family gatherings while you whip up delicious meals. The kitchen is equipped with top-of-the-line

  Jacob Hara TRANSCEND REALTY

  801 Avenue M SW, Winter Haven, FL 33880
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  /37

  Est $239,421 Not Listed For Sale

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

  1475 10th Ct NE, Winter Haven, FL 33881

  1475 10th Ct NE, Winter Haven, FL 33881
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  /28

  $230,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft

  539 Avenue A NE, Winter Haven, FL 33881

  Under contract-accepting backup offers. Charming Downtown Winter Haven Home This 3-bedroom, 2-bath home offers over 1,376 sq. ft. of living space plus a spacious 13x19 Flexspace that can be tailored to your needs—perfect as a home office, playroom, or guest retreat. Built in 1936, this home blends timeless character with modern updates. Original hardwood floors add warmth and charm, while

  Laurie Nock LPT REALTY, LLC

  539 Avenue A NE, Winter Haven, FL 33881
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  /2

  $254,000 Sold Feb 03, 2025

  • 1,255 Sq Ft
  • $202/SF
  • 17 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1959

  1988 13th St NW, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to this charming 2-bedroom, 2-bathroom home located at 1988 13th Street NW in Winter Haven, FL. Nestled on a fenced lot within city limits, this property offers privacy and convenience. Inside, you'll find a thoughtfully designed split floorplan with high ceilings, creating a spacious and airy atmosphere.The home features an open

  David Small KELLER WILLIAMS REALTY SMART 1

  1988 13th St NW, Winter Haven, FL 33881
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  /15

  Est $205,194 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  2208 Avenue F NW, Winter Haven, FL 33880

  2208 Avenue F NW, Winter Haven, FL 33880
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  /43

  $480,000 Pending

  • 6 Beds
  • 6 Baths
  • 2,485 Sq Ft

  2305 W Cannon Terrace NW, Winter Haven, FL 33881

  Under contract-accepting backup offers. Great investment property! This triplex offers three spacious units fully rented one year leases, each with 2 bedrooms, 1.5 bathrooms, and in-unit laundry hookups, 6 assigned parking spaces and each unit has an outdoor storage unit. The roof was replaced in 2017, and all units feature durable tile flooring throughout. Within the past five years, the showers

  Patria Regalado KELLER WILLIAMS LEGACY REALTY

  2305 W Cannon Terrace NW, Winter Haven, FL 33881
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  /2

  $260,000 Sold Feb 03, 2025

  • 2,569 Sq Ft
  • $101/SF
  • 82 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1953

  720 Avenue E SE, Winter Haven, FL 33880

  Check out this very spacious 5 bedroom 2 bath pool home. This home boasts a large screen pool and covered lanai, Formal dining and living room, spacious kitchen with granite counter tops and stainless steel appliances. Home has had a large addition put on that has lots of potential. The home does need some TLC. The owner is willing to replace the roof with an acceptable offer. This home is in a

  John-Michael Elliott S & D REAL ESTATE SERVICE LLC

  720 Avenue E SE, Winter Haven, FL 33880
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  /30

  Est $220,309 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,202 Sq Ft

  1912 18th St NW, Winter Haven, FL 33881

  1912 18th St NW, Winter Haven, FL 33881
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  /14

  $975,000 Pending

  • 12 Beds
  • 12 Baths
  • 5,256 Sq Ft

  510 Avenue K NW, Winter Haven, FL 33881

  Turnkey 6-Unit Apartment Complex overlooking Lake Silver. FULLY occupied and exceptionally maintained 6-unit apartment building featuring updated and spacious 2 bed, 2 bath units. This property offers easy access to public transportation and is just minutes from downtown Winter Haven’s shops, restaurants, and entertainment. Winter Haven is the ski capital of the world! Tenants are able to sit on

  Kylie Berry BERRY REALTY & APPRAISAL SERVICES PA

  510 Avenue K NW, Winter Haven, FL 33881
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  /2

  $200,000 Sold Feb 03, 2025

  • 1,114 Sq Ft
  • $180/SF
  • 98 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1984

  142 Avenue F SW, Winter Haven, FL 33880

  Conveniently located near countless shopping, dining, and entertainment options, this Winter Haven home is ready to welcome the owner on-the-go or be your next investment opportunity! The front of the home boasts hardscape landscaping, perfect for low to no maintenance and a small front porch offers the perfect space to sit and unwind after a long day. Once inside, you are greeted with a spacious

  Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

  142 Avenue F SW, Winter Haven, FL 33880
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  /17

  Est $189,107 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,044 Sq Ft

  1738 2nd St NE, Winter Haven, FL 33881

  1738 2nd St NE, Winter Haven, FL 33881
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  /18

  $425,000 Pending

  • 8 Beds
  • 5 Baths
  • 3,588 Sq Ft

  731 Avenue A SW, Winter Haven, FL 33880

  Under contract-accepting backup offers. PLEASE SEE ATTACHED PROPERTY BROCHURE FOR MORE DETAILS. Beautiful historic home with two income producing units in the main home, and a third unit in the converted garage. Near picturesque Lake Howard, Winter Haven, this is an easy to manage money maker. 3,588 SF total, with 2,888 SF in the main home and 800 SF in the garage space. All tenants are on

  Craig Morby SAUNDERS REAL ESTATE, LLC

  731 Avenue A SW, Winter Haven, FL 33880
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  /2

  $283,000 Sold Feb 03, 2025

  • 2,045 Sq Ft
  • $138/SF
  • 171 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1988

  8 Casarena Ct, Winter Haven, FL 33881

  PRICE IMPROVEMENT, MOTIVATED SELLER!!! CHAIN OF LAKES COMMUNITY...2 Bedroom/3 bathroom move-in ready townhouse nestled on the quiet and quaint gated community of Casarena on Lakes located on the shores of the Lake Cannon. The living room features vaulted ceilings and glass sliding doors providing a gorgeous view of the lake while allowing plenty of natural light to fill the space. The kitchen

  Cheryl Brewer COLDWELL BANKER REALTY

  8 Casarena Ct, Winter Haven, FL 33881
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  /46

  Est $77,230 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  1700 6th St NW Unit C3, Winter Haven, FL 33881

  1700 6th St NW Unit C3, Winter Haven, FL 33881
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  /86

  $899,000 Pending

  • 5 Beds
  • 4 Baths
  • 6,232 Sq Ft

  550 Lake Otis Dr SE, Winter Haven, FL 33880

  Under contract-accepting backup offers. NEW PRICE! AVAILABLE! NOW IS YOUR CHANCE TO OWN THIS LEEDY MID CENTURY MODERN LAKEFRONT HOME with a POOL! Unique opportunity to own a custom designed brick home by the renowned architect Gene Leedy! Leedy homes are rarely available for sale and similar in stature to the FLWright style of architecture. You will be amazed at the true beauty of this palatial

  Patricia France HAPPY DAYS REALTY LLC

  550 Lake Otis Dr SE, Winter Haven, FL 33880
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  /2

  $549,900 Sold Jan 31, 2025

  • 3,281 Sq Ft
  • $168/SF
  • 93 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1967

  1303 Mirror Terrace NW, Winter Haven, FL 33881

  New Year, New Home! Discover the enchantment of this one-of-a-kind pool home, crafted by local architect Gene Thompson in the hidden gem neighborhood of Interlaken! This delightful 3-bedroom, 3.5-bathroom home featuring a kitchen/family room combination, formal living, and dining areas, is ideally located close to downtown Winter Haven and the Chain of Lakes. Enjoy tons of natural light streaming

  Carmen Padilla LOCKHART & ASSOCIATES INC

  1303 Mirror Terrace NW, Winter Haven, FL 33881
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  /83

  Est $611,539 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,300 Sq Ft

  1912 Havendale Blvd NW, Winter Haven, FL 33881

  1912 Havendale Blvd NW, Winter Haven, FL 33881
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  /76

  $495,000 Pending

  • 4 Beds
  • 2 Baths
  • 3,198 Sq Ft

  934 Lake Elbert Dr SE, Winter Haven, FL 33880

  Under contract-accepting backup offers. Welcome to a one-of-a-kind lakeside retreat in the heart of Winter Haven — a beautifully preserved 1926 residence set on over half an acre of direct lakefront property along the serene shores of Lake Elbert. With more than 3,100 square feet of versatile living space, this property blends historic charm with modern flexibility for multigenerational

  Chris Renfro KELLER WILLIAMS REALTY SMART

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

  $140,000 Sold Jan 30, 2025

  • 1,165 Sq Ft
  • $120/SF
  • 33 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1964

  1807 4th St NW, Winter Haven, FL 33881

  3 bedroom 1.5 bathrooms, living room, family room, lots of living space for the money!Easy access to various retail stores and by highways to both Florida Coast.

  Mike Nolen COLDWELL BANKER REALTY

  1807 4th St NW, Winter Haven, FL 33881
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  /2

  Est $192,758 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  710 Avenue L SE, Winter Haven, FL 33880

  710 Avenue L SE, Winter Haven, FL 33880
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  /9

  $129,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  142 Avenue B SE, Winter Haven, FL 33880

  Under contract-accepting backup offers. This property offers the ability to be either residential or professional due to its zoning. This property has so much potential. With a bit of love it would make a great home or office. It is mixed level zoned. Commercial office space would be ideal in this location also, as it is located just off 1st street. There is also a generous sized backyard. There

  Scott Kline KLINE REAL ESTATE SERVICES

  142 Avenue B SE, Winter Haven, FL 33880

Showing Results 401 - 440, Page 11 of 18