9,921

Southeast Winterhaven Homes

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  • /4

    $160,000

    $10K PRICE INCREASE Pending
    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    915 C F Kinney Rd, Lake Wales, FL 33859

    Short Sale. SHORT SALE! Lakefront property, just over 1 acre. The existing two-story home requires significant repairs, including foundation and structural. Buyers are aware this is a short sale. Cash buyers only, full price for short sale approval. State of Home is recommended to tear down or invest a substantial amount to reinforce structural integrity. This is a True As -Is , How-Is, Where-Is

    Agent Photo

    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    915 C F Kinney Rd, Lake Wales, FL 33859
  • /17

    $2,450 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,931 Sq Ft
    • House for Rent

    642 Bell Prairie Cir, Lake Wales, FL 33859

    Welcome to this like-new 2023-built 4-bedroom, 2.5-bath home situated on a huge premium corner lot in the highly sought-after Leoma's Landing community! This beautiful home features an open-concept layout, modern finishes, spacious living areas, and a 2-car garage—perfect for everyday living and entertaining. Enjoy the extra outdoor space and added privacy that come with one of the community's

    Adele Brancato LPT REALTY, LLC

    642 Bell Prairie Cir, Lake Wales, FL 33859
  • /2

    $415,000

    Sold Oct 06, 2025

    4101 Limerick Dr, Lake Wales, FL 33859

    • 2 Beds
    • 2 Baths
    • 1,882 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Below List Price
    • $221/SF
    • 267 Days On Market

    Current Estimated Value $420,358

    Last Listing Agent Sweetpea Sasinek GOOD COMPANY REALTY INC.

    4101 Limerick Dr, Lake Wales, FL 33859
    • /2

      Est $267,437

      Not Listed For Sale

      256 Ruby Lake Ln, Winter Haven, FL 33884

      256 Ruby Lake Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 15 Days On Market

  • /5

    $295,529

    New Construction $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft

    2335 Brassie Ct, Winter Haven, FL 33884

    Under Construction. This two-story home features 4 bedrooms and 2 and a half baths. This Home begins with a two-story foyer opening up to the spacious first floor living spaces. The kitchen shines with abundant counter space and an island perfect for entertaining, Upstairs, you will find all four bedrooms and the designated laundry room. CUSTOM EXTERIOR includes 30-year mildew resistant

    Agent Photo

    Jesse Tapia

    ADAMS HOMES REALTY

    2335 Brassie Ct, Winter Haven, FL 33884
  • /16

    $2,499 Per Month

    • 3 Beds
    • 2 Baths
    • 2,031 Sq Ft
    • Three-Bedroom Furnished Home in 55+ Lake Ashton Community

    5225 Pebble Beach Blvd, Winter Haven, FL 33884

    Enjoy resort-style living in this beautifully furnished 3-bedroom, 2-bathroom home located in the highly sought-after 55+ gated community of Lake Ashton in Winter Haven. Thoughtfully designed with comfort and elegance in mind, this spacious home offers an open floor plan, upscale finishes, and stunning golf course views.Step inside to find a bright and inviting great room with soaring

    5225 Pebble Beach Blvd, Winter Haven, FL 33884
  • /35

    $265,990

    Sold Apr 03, 2026

    4517 Faith Dr, Lake Wales, FL 33859

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 5% Below List Price
    • $200/SF
    • 44 Days On Market

    Current Estimated Value $264,151

    D.R. Horton Annabelle Estates

    4517 Faith Dr, Lake Wales, FL 33859
    • /46

      Est $230,354

      Not Listed For Sale

      3389 Raleigh Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,295 Sq Ft
      • Built 2017
      3389 Raleigh Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 40 Days On Market

  • /22

    $357,835

    New Construction $20K PRICE INCREASE Pending
    • 3 Beds
    • 2 Baths
    • 2,021 Sq Ft

    1509 Covey Rise Terrace, Winter Haven, FL 33884

    Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration.

    Agent Photo

    William Maltbie

    MALTBIE REALTY GROUP

    1509 Covey Rise Terrace, Winter Haven, FL 33884
  • /22

    $4,500 Per Month

    • 3 Beds
    • 3 Baths
    • 2,266 Sq Ft
    • House for Rent

    236 Ruby Lake Ln, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this

    Scott Kline KLINE REAL ESTATE SERVICES

    236 Ruby Lake Ln, Winter Haven, FL 33884
  • /29

    $325,990

    Sold Aug 13, 2025

    4944 Kaia Ave, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $133/SF
    • 8 Days On Market

    Current Estimated Value $331,464

    D.R. Horton VillaMar

    4944 Kaia Ave, Winter Haven, FL 33884
    • /2

      Est $360,116

      Not Listed For Sale

      359 Mandolin Ln, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 2,356 Sq Ft
      • Built 2009
      359 Mandolin Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 60 Days On Market

  • /15

    $582,194

    New Construction $5K PRICE INCREASE Pending
    • 4 Beds
    • 3 Baths
    • 2,551 Sq Ft

    1552 Covey Rise Terrace, Winter Haven, FL 33884

    Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5

    Agent Photo

    William Maltbie

    MALTBIE REALTY GROUP

    1552 Covey Rise Terrace, Winter Haven, FL 33884
  • /16

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    8305 Waterview Way, Winter Haven, FL 33884

    PROFESSIONALLY MANAGED!! This upstairs unit features hard surface flooring throughout, a beautiful open living space, spacious bedroom with walk-in closet, huge bathroom with washer/dryer, walk-in shower, and garden tub, and you get 2 balconies! Located in the quiet, gated community of Winterset, you'll have amenities like a pool, clubhouse, tennis courts, lakefront views, all while being close

    8305 Waterview Way, Winter Haven, FL 33884
  • /2

    $349,000

    Sold Apr 24, 2026

    5392 Chandler Dr, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 3,034 Sq Ft
    • Built 2006

    Last Sold Summary

    • 18% Below List Price
    • $115/SF
    • 211 Days On Market

    Current Estimated Value $357,310

    Last Listing Agent Jenni Thompson KELLER WILLIAMS REALTY

    5392 Chandler Dr, Winter Haven, FL 33884
    • /2

      Est $294,437

      Not Listed For Sale

      4723 Mandolin Loop, Winter Haven, FL 33884

      • 4 Beds
      • 2.5 Baths
      • 1,860 Sq Ft
      • Built 2011
      4723 Mandolin Loop, Winter Haven, FL 33884

      Last Sold Summary

      • 24 Days On Market

  • /17

    $392,175

    New Construction $11K PRICE INCREASE
    • 4 Beds
    • 3 Baths
    • 2,551 Sq Ft

    1742 Upland Ln, Winter Haven, FL 33884

    Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your

    Agent Photo

    William Maltbie

    MALTBIE REALTY GROUP

    1742 Upland Ln, Winter Haven, FL 33884
  • /24

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft
    • Condo for Rent

    5202 Waterview Way, Winter Haven, FL 33884

    A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if

    Christin Davis PROPERTY MANAGEMENT OF POLK

    5202 Waterview Way, Winter Haven, FL 33884
  • /12

    $354,999

    Sold Jun 02, 2026

    5389 San Pietro Dr, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,471 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $144/SF
    • 32 Days On Market

    Current Estimated Value $351,468

    Casa Fresca Homes Villa Mar

    5389 San Pietro Dr, Winter Haven, FL 33884
    • /25

      Est $281,670

      Not Listed For Sale

      842 Terranova Rd, Winter Haven, FL 33884

      • 3 Beds
      • 2.5 Baths
      • 1,320 Sq Ft
      • Built 2012
      842 Terranova Rd, Winter Haven, FL 33884

      Last Sold Summary

      • 84 Days On Market

  • /21

    $386,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,797 Sq Ft

    1726 Upland Ln, Winter Haven, FL 33884

    Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your

    Agent Photo

    William Maltbie

    MALTBIE REALTY GROUP

    1726 Upland Ln, Winter Haven, FL 33884
  • /19

    $1,675 Per Month

    • 2 Beds
    • 2 Baths
    • 1,230 Sq Ft
    • Two-Bedroom Condo for Rent in Winterset

    415 Laurel Cove Way, Winter Haven, FL 33884

    Lovely second floor 2-Bedroom, 2-Bath in gated Winterset community.Living room has stacked stone wall, no carpet, and screened lanai with a lakeview.Updated appliances in the kitchen that boast a large walk-in pantry.primary walk-in closet is built-out with closet organization.Small pets allowed based on PetScreening results. Fees/rents based on results.*Photos

    415 Laurel Cove Way, Winter Haven, FL 33884
  • /2

    $301,805

    Sold Feb 25, 2026

    3861 Giorgio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $164/SF
    • 208 Days On Market

    Current Estimated Value $297,900

    Meritage Homes VillaMar - Signature Series

    3861 Giorgio Dr, Winter Haven, FL 33884
    • /44

      Est $416,655

      Not Listed For Sale

      849 Terranova Rd, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 2,483 Sq Ft
      • Built 2012
      849 Terranova Rd, Winter Haven, FL 33884

      Last Sold Summary

      • 2 Days On Market

  • /19

    $326,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,815 Sq Ft

    1739 Upland Ln, Winter Haven, FL 33884

    Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your

    Agent Photo

    William Maltbie

    MALTBIE REALTY GROUP

    1739 Upland Ln, Winter Haven, FL 33884
  • /15

    $2,050 Per Month

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • House for Rent

    1734 Carnostie Rd, Winter Haven, FL 33884

    Beautiful Comfortable home awaits your tenant and their family. This 3/2/2 has an open floor concept. The great room plan opens up to vaulted ceiling . The kitchen has is a comfy breakfast nook. The home also features a Gourmet Kitchen The beautiful master bedroom is a split plan. All bedrooms are comfortable sized. Carpet in all bedrooms and tiles in the wet area. This is a must see. Wont last

    Hillorie Knight CHARLES RUTENBERG REALTY INC

    1734 Carnostie Rd, Winter Haven, FL 33884
  • /15

    $295,990

    Sold Jun 24, 2026

    6337 Botticella Blvd, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 2,370 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 11% Below List Price
    • $125/SF
    • 36 Days On Market

    Current Estimated Value $328,773

    6337 Botticella Blvd, Winter Haven, FL 33884
    • /2

      Est $1,079,268

      Not Listed For Sale

      4717 Emerald Palms Ct, Winter Haven, FL 33884

      • 5 Beds
      • 4.5 Baths
      • 4,579 Sq Ft
      • Built 2016
      4717 Emerald Palms Ct, Winter Haven, FL 33884

      Last Sold Summary

      • 34 Days On Market

  • /6

    $287,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,989 Sq Ft

    Plan 1989 at Reserve at Forest Lake I - II, Lake Wales, FL 33859

    * Open kitchen overlooking living/dining area * Primary bedroom at rear of home for added privacy * Walk-in closet at primary bedroom * Dual-sink vanity at primary bath * Ample kitchen counter space * Stainless steel appliance package * Open floor plan * Split-bedroom layout * Spacious living room * Kitchen island * Dedicated laundry room * ENERGY STAR certified home * Swimming pool * Cabana *

    KB Home Builder
    119 Cypress Knees Dr Unit 36514045, Lake Wales, FL 33859
  • /16

    $2,195 Per Month

    • 5 Beds
    • 2.5 Baths
    • 2,326 Sq Ft
    • House for Rent

    6240 Botticella Blvd, Winter Haven, FL 33884

    Live where every day feels like vacation! Welcome to Villa Mar in Winter Haven, FL — a beautiful 5 bed, 2 bath home offering open-concept living, stylish design, and all the perks of Central Florida convenience. Enjoy mornings on your covered patio, evenings in your spacious family room, and weekends exploring nearby shopping, dining, and entertainment. With quick access to I-4 and major

    6240 Botticella Blvd, Winter Haven, FL 33884
  • /2

    $525,000

    Sold Sep 04, 2025

    6112 Pebble Beach Blvd, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 2,535 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $207/SF
    • 9 Days On Market

    Current Estimated Value $523,656

    Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

    6112 Pebble Beach Blvd, Winter Haven, FL 33884
    • /18

      Not Listed For Sale

      1524 Covey Rise Terrace, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 2,551 Sq Ft
      1524 Covey Rise Terrace, Winter Haven, FL 33884

      Last Sold Summary

      • 28 Days On Market

  • /69

    $479,000

    $4K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,418 Sq Ft

    6704 Winterset Gardens Rd, Winter Haven, FL 33884

    Virtually Staged. Rarely does a home this unique come to market! Situated on a spacious .30-acre lot directly across the street from beautiful Lake Winterset, this fully renovated 3-bedroom, 2-bath mid-century modern pool home offers incredible character, modern updates, and NO mandatory HOA or CDD. An optional neighborhood HOA of just $100 per year provides access to the community boat ramp,

    Rachel Santos WEICHERT REALTORS HALLMARK PRO

    6704 Winterset Gardens Rd, Winter Haven, FL 33884
  • /17

    $2,030 Per Month

    • 4 Beds
    • 2 Baths
    • 1,485 Sq Ft
    • House for Rent

    409 Corso Loop, Winter Haven, FL 33884

    FOR RENT - 4 Bedroom/2 Bath Single Family Home. This lovely home is being rented with all of the kitchen appliances. The home features Smart Home Technology with Alexa. The rent also includes the internet. Close to schools, shopping and LEGOLAND...come see it today!

    Linda Andre COLDWELL BANKER REALTY

    409 Corso Loop, Winter Haven, FL 33884
  • /2

    $365,000

    Sold Oct 17, 2025

    236 Golf Aire Blvd, Winter Haven, FL 33884

    • 3 Beds
    • 2.5 Baths
    • 2,523 Sq Ft
    • Built 2000

    Last Sold Summary

    • 15% Below List Price
    • $145/SF
    • 27 Days On Market

    Current Estimated Value $372,598

    Last Listing Agent Amanda Harrison HARRISON REAL PROPERTY GROUP

    236 Golf Aire Blvd, Winter Haven, FL 33884
    • /2

      Est $337,206

      Not Listed For Sale

      3158 Laurel Oak Ln, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 2,005 Sq Ft
      • Built 2025
      3158 Laurel Oak Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 1 Day On Market

  • /13

    $308,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,716 Sq Ft

    Plan 2716 at Reserve at Forest Lake I - II, Lake Wales, FL 33859

    * Open kitchen overlooking great room * Walk-in closet at all bedrooms * Powder bath * Formal dining area * Dual-sink vanity at primary bath * Garage access from laundry room * Open floor plan * Spacious living room * Kitchen island * Loft * Spacious laundry room * ENERGY STAR certified home * Swimming pool * Cabana * Tot lot * Walking paths * Outdoor recreation nearby * Near entertainment and

    KB Home Builder
    119 Cypress Knees Dr Unit 36514042, Lake Wales, FL 33859
  • /15

    $1,900 Per Month

    • 4 Beds
    • 2 Baths
    • 1,913 Sq Ft
    • House for Rent

    238 Dinner Lake Place, Lake Wales, FL 33859

    Discover the perfect balance of comfort and community at 238 Dinner Lake Pl, Lake Wales, FL 33859, a charming single-family home available for rent. Featuring 4 spacious bedrooms and 2 modern bathrooms, this 1,913 sqft residence is an inviting oasis. The master suite boasts a luxurious garden tub, perfect for unwinding, while the light-filled living and dining rooms offer ample space for

    238 Dinner Lake Place, Lake Wales, FL 33859
  • /16

    $299,490

    Sold Apr 21, 2026

    6449 Domizio Dr, Winter Haven, FL 33884

    • 5 Beds
    • 2 Baths
    • 2,112 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 2% Above List Price
    • $142/SF
    • 20 Days On Market

    Current Estimated Value $311,000

    Lennar Villa Mar

    6449 Domizio Dr, Winter Haven, FL 33884
    • /2

      Est $319,548

      Not Listed For Sale

      160 Cypress Knees Dr, Lake Wales, FL 33859

      • 4 Beds
      • 2 Baths
      • 1,511 Sq Ft
      • Built 2025
      160 Cypress Knees Dr, Lake Wales, FL 33859

      Last Sold Summary

      • 3 Days On Market

Showing Results 121 - 160, Page 4 of 18

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