9,584

Southeast Winterhaven Homes

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  • /32

    $319,000

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft

    107 Mandolin Dr, Winter Haven, FL 33884

    NEW PRICE ADJUSTMENT! New Roof and Move-In Ready in Mandolin, a Gated SE Winter Haven Community. Step into this well-maintained, move-in ready, single-story 4-bedroom, 2-bath home tucked inside the Mandolin gated community of SE Winter Haven. With a brand-new roof, and an open, airy layout with cathedral ceilings, this home has been thoughtfully cared for and is ready for its next owners. The

    Agent Photo

    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 270-2960

    107 Mandolin Dr, Winter Haven, FL 33884
  • /32

    $1,550 per month

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • Apartment for Rent

    3110 Gowan Dr Unit B1, Winter Haven, FL 33884

    Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (863) 694-0332

    3110 Gowan Dr Unit B1, Winter Haven, FL 33884
  • /2

    $394,900 Sold Jul 30, 2025

    4356 Ashton Club Dr, Lake Wales, FL 33859

    • 3 Beds
    • 2 Baths
    • 2,293 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $172/SF
    • 21 Days On Market

    Current Estimated Value $397,193

    Last Listing Agent Michael Krigelski A+ REALTY LLC

    4356 Ashton Club Dr, Lake Wales, FL 33859
    • /2

      Est $277,663 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,607 Sq Ft

      4949 Kaia Ave, Winter Haven, FL 33884

      4949 Kaia Ave, Winter Haven, FL 33884
  • /85

    $740,000

    • 4 Beds
    • 4 Baths
    • 2,961 Sq Ft

    237 Mclean Point, Winter Haven, FL 33884

    MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision!Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area.Key Features:• Prime Location: Enjoy boat access to

    Agent Photo

    Luis Perez Garcia

    EXP REALTY LLC

    (863) 264-6395

    237 Mclean Point, Winter Haven, FL 33884
  • /6

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 2,109 Sq Ft
    • House for Rent

    1453 Austin St Unit B, Winter Haven, FL 33884

    Charming PRIVATE ENTRANCE 1 - NEW bedroom apartment available for rent! Welcome to your new home! This beautiful apartment with living room, kitchen, 1 bathroom and 1 bedroom. Located in a quiet and friendly neighborhood in Eagle Lake, this space offers all the comfort and convenience you need. As for the location, it is close to shopping centers, restaurants, parks and public transportation.

    Agent Photo

    Isabel Melin Mora

    MELIN REALTY LLC

    (863) 208-5449

    1453 Austin St Unit B, Winter Haven, FL 33884
  • /2

    $410,000 Sold Aug 27, 2025

    364 Fish Hawk Dr, Winter Haven, FL 33884

    • 6 Beds
    • 4.5 Baths
    • 3,920 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Above List Price
    • $105/SF
    • 35 Days On Market

    Current Estimated Value $415,842

    Last Listing Agent Robert Michael ROBERT MICHAEL & COMPANY INC.

    364 Fish Hawk Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

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

      1713 Teagan Ln, Winter Haven, FL 33884

      1713 Teagan Ln, Winter Haven, FL 33884
  • /21

    $299,997

    • 4 Beds
    • 2.5 Baths
    • 1,933 Sq Ft

    1195 Tyler Loop, Winter Haven, FL 33884

    The two-story Atlanta Plan has the “WOW-Factor” with four bedrooms, two and a half baths, loft and a two-car garage. This exquisite home offers an open floor plan with great room, dining room, and kitchen with large island. The kitchen features ample counter space, and generous pantry. The casual dining area allows outdoor access to a covered lanai via sliding glass doors. The second floor

    Agent Photo

    Omar Andreasen

    EXP REALTY LLC

    (863) 264-2480

    1195 Tyler Loop, Winter Haven, FL 33884
  • /7

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 525 Sq Ft
    • House for Rent

    1422 Austin St Unit B, Bartow, FL 33830

    This private attached in-law suite offers a comfortable 1 bedroom / 1 bathroom layout with its own kitchenette, living area, washer and dryer, and independent entrance, providing privacy and functionality within a residential setting. The suite is attached to a single-family home, which is occupied separately. The unit has its own private access and does not share interior living spaces.

    Agent Photo

    Isabel Melin Mora

    MELIN REALTY LLC

    (863) 592-0597

    1422 Austin St Unit B, Bartow, FL 33830
  • /2

    $310,000 Sold Dec 23, 2025

    4111 Muirfield Loop, Lake Wales, FL 33859

    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft
    • Built 2002

    Last Sold Summary

    • 5% Below List Price
    • $184/SF
    • 31 Days On Market

    Last Listing Agent Emily Muscarella A+ REALTY LLC

    4111 Muirfield Loop, Lake Wales, FL 33859
    • /2

      Est $288,146 Not Listed For Sale

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

      1725 Teagan Ln, Winter Haven, FL 33884

      1725 Teagan Ln, Winter Haven, FL 33884
  • /62

    $320,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,999 Sq Ft

    3136 Langdon Ln, Winter Haven, FL 33884

    Under contract-accepting backup offers. 3136 Langdon Lane, Winter Haven, FL — nestled in the highly sought-after Traditions 55+ gated community, this beautifully maintained home offers the perfect blend of comfort, style, and resort-style living. Featuring 3 bedrooms and 2 bathrooms sitting on a over-sized lot, this light and bright home boasts an open-concept layout, ideal for both relaxing and

    Agent Photo

    Sam Daniels

    KELLER WILLIAMS REALTY SMART 1

    (863) 323-8798

    3136 Langdon Ln, Winter Haven, FL 33884
  • /88

    $2,400 per month

    • 4 Beds
    • 2.5 Baths
    • 2,370 Sq Ft
    • House for Rent

    6408 Domizio Dr, Winter Haven, FL 33884

    This 4 bedroom 2.5 Baths is located in Villa Mar in Winter Haven, Florida. Master-planned amenities including a pool with cabana that is walking distance from your home, a playground, and shaded seating area. Highway 27, less than 10 minutes away, has everything you are looking for. Grocery stores, movie theaters, shopping centers, golf courses, restaurants, and so much more. Step in from the

    Agent Photo

    Sushama Sharma

    CROWN INVESTMENT BROKERS

    (863) 880-2473

    6408 Domizio Dr, Winter Haven, FL 33884
  • /2

    $365,000 Sold Dec 19, 2025

    2813 Winterset Park, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,849 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $197/SF
    • 20 Days On Market

    Last Listing Agent Amy Reynolds LOCKHART & ASSOCIATES INC

    2813 Winterset Park, Winter Haven, FL 33884
    • /2

      Est $271,636 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,444 Sq Ft

      1000 Harold Pass, Winter Haven, FL 33884

      1000 Harold Pass, Winter Haven, FL 33884
  • /100

    $399,900

    • 3 Beds
    • 2 Baths
    • 2,265 Sq Ft

    4360 Ashton Club Dr, Lake Wales, FL 33859

    Not only is this truly unique one-owner Lake Ashton Golf Club home PRICED FOR A QUICK SALE, but the CDD BOND IS ALSO FULLY PAID. One of the very few alternate front-elevation TAHATI floor-plan homes ever built in Lake Ashton, this home is located on an oversized, pie-shaped cul-de-sac lot. The lot abuts the tee boxes of Lake Ashton's East Course's signature 11th hole as well as a large pond. The

    Agent Photo

    Michael Krigelski

    A+ REALTY LLC

    (863) 250-2414

    4360 Ashton Club Dr, Lake Wales, FL 33859
  • /32

    $1,650 per month

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

    7903 Waterview Way, Winter Haven, FL 33884

    2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing.

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 375-7146

    7903 Waterview Way, Winter Haven, FL 33884
  • /2

    $250,500 Sold Apr 29, 2025

    3416 Grenville Dr, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,315 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $190/SF
    • 34 Days On Market

    Current Estimated Value $248,258

    Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

    3416 Grenville Dr, Winter Haven, FL 33884
    • /2

      Est $344,441 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,168 Sq Ft

      3817 Giorgio Dr, Winter Haven, FL 33884

      3817 Giorgio Dr, Winter Haven, FL 33884
  • /100

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft

    4168 Aberdeen Ln, Lake Wales, FL 33859

    THE CDD BOND IS FULLY PAID on this well-maintained, ready-to-move-in, "snowbird-owned" Devon floor plan home. But what sets this Lake Ashton Golf Club home apart is its location on a pond-frontage lot with a nature preserve view and a street that ends at a cul-de-sac. Upon arrival, the outstanding curb appeal catches your eye. The exterior of this home was painted just last year. The roof was

    Agent Photo

    Michael Krigelski

    A+ REALTY LLC

    (863) 264-5201

    4168 Aberdeen Ln, Lake Wales, FL 33859
  • /26

    $2,100 per month

    • 5 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • House for Rent

    373 Kayden Cove, Winter Haven, FL 33884

    ***Move-In Special — Enjoy FREE Rent in February 2026*** Welcome to the Edison, a stunning two-story home featuring 5 bedrooms and 2.5 bathrooms. The first floor offers a bright, open-concept design that seamlessly connects the kitchen, dining, and living areas, creating the perfect space for gatherings and everyday living. From the main living area, step out onto a spacious outdoor patio, ideal

    Wenyu Wang

    ANTS REALTY LLC

    (863) 334-3589

    373 Kayden Cove, Winter Haven, FL 33884
  • /2

    $418,000 Sold Feb 26, 2025

    2973 Dayton Dr, Winter Haven, FL 33884

    • 3 Beds
    • 3 Baths
    • 2,659 Sq Ft
    • Built 2018

    Last Sold Summary

    • 4% Below List Price
    • $157/SF
    • 99 Days On Market

    Current Estimated Value $419,502

    Last Listing Agent Assunta Zaghet STATION SQUARE REALTY LLC

    2973 Dayton Dr, Winter Haven, FL 33884
    • /2

      Est $272,912 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,444 Sq Ft

      308 Kayden Cove, Winter Haven, FL 33884

      308 Kayden Cove, Winter Haven, FL 33884
  • /77

    $339,900

    • 3 Beds
    • 2 Baths
    • 1,941 Sq Ft

    4232 Roebelenii Dr, Lake Wales, FL 33859

    One or more photo(s) has been virtually staged. MOTIVATED SELLERS! Welcome to this 3-bedroom, 2-bath Monte Carlo floor plan on a spacious corner lot in the highly desirable Palms area of the community with a peekaboo view of Lake Ashton. Recent updates include a new roof and exterior paint (2023). Inside, a split floor plan offers privacy with two guest bedrooms and a full bath on one side, and

    Agent Photo

    Emily Muscarella

    A+ REALTY LLC

    (863) 250-7941

    4232 Roebelenii Dr, Lake Wales, FL 33859
  • /32

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 835 Sq Ft
    • Apartment for Rent

    3110 Gowan Dr Unit A1, Winter Haven, FL 33884

    Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (863) 312-0563

    3110 Gowan Dr Unit A1, Winter Haven, FL 33884
  • /28

    $279,490 Sold Sep 24, 2025

    4144 Giorgio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $168/SF
    • 13 Days On Market

    D.R. Horton VillaMar

    4144 Giorgio Dr, Winter Haven, FL 33884
    • /2

      Est $342,495 Not Listed For Sale

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

      1013 Sawgrass Dr, Winter Haven, FL 33884

      1013 Sawgrass Dr, Winter Haven, FL 33884
  • /100

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,923 Sq Ft

    4025 Sable Loop Dr, Lake Wales, FL 33859

    THE CDD BOND IS FULLY PAID on this outstanding, highly upgraded, snowbird-owned Valencia floor plan. This 4-bedroom, 3-bath home with a den and family room, nearly 3,000 square feet, is located on an oversized, premium golf-course-frontage lot with a pond and direct lake views. The home is full of special features, both visible and unseen, such as the wire-mesh-reinforced slab on which this home

    Agent Photo

    Michael Krigelski

    A+ REALTY LLC

    (863) 457-2342

    4025 Sable Loop Dr, Lake Wales, FL 33859
  • /25

    $1,480 - $2,175 per month

    The Waverly at Winter Haven

    1 - 3 Beds

    1015 Lake Forest Blvd, Winter Haven, FL 33884

    Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer.At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and

    1015 Lake Forest Blvd, Winter Haven, FL 33884
  • /2

    $289,990 Sold Jul 15, 2025

    3452 Costello Cir, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $174/SF
    • 31 Days On Market

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    3452 Costello Cir, Winter Haven, FL 33884
    • /2

      Est $307,657 Not Listed For Sale

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

      4905 Kaia Ave, Winter Haven, FL 33884

      4905 Kaia Ave, Winter Haven, FL 33884
  • /100

    $329,900

    • 3 Beds
    • 2 Baths
    • 1,706 Sq Ft

    4425 Turnberry Ln, Lake Wales, FL 33859

    If you have a "furry" member of your household, you do not want to miss out on this home. A 24-foot-long, fully "birdcaged" pet run with artificial turf for easy cleanup is at the back of the home and is attached to the covered, screened lanai. Easy access for that family pet. This 3-bedroom/2-bath DEVON floor plan has great curb appeal, with quality plantings, stately palms, an extra-wide paver

    Agent Photo

    Michael Krigelski

    A+ REALTY LLC

    (863) 474-9879

    4425 Turnberry Ln, Lake Wales, FL 33859
  • /20

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 2,002 Sq Ft
    • House for Rent

    369 Sterling Dr, Winter Haven, FL 33884

    Beautiful, fully remodeled home located in the desirable Berryhill community of SE Winter Haven. This spacious one-story home offers over 2,000 square feet of living space and features a brand new resurfaced private pool, brand new vinyl fenced backyard, and modern upgrades throughout. Large in-ground private pool (15x30), Oversized primary suite with walk-in closet, Split-bedroom floor plan,

    Markus W Khalil LPT REALTY, LLC

    369 Sterling Dr, Winter Haven, FL 33884
  • /12

    $265,000 Sold Sep 23, 2025

    4981 Kaia Ave, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $209/SF
    • 145 Days On Market

    Current Estimated Value $233,103

    Meritage Homes VillaMar - Classic Series

    4981 Kaia Ave, Winter Haven, FL 33884
    • /2

      Est $300,269 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,746 Sq Ft

      1872 Carnostie Rd, Winter Haven, FL 33884

      1872 Carnostie Rd, Winter Haven, FL 33884
  • /71

    $459,000

    • 3 Beds
    • 2 Baths
    • 2,363 Sq Ft

    5357 Hogan Ln, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. WATERFRONT CUSTOM St. John floor plan with CDD bond debt PAID IN FULL! A true gem in Lake Ashton. Recent Upgrades: Kinetico whole-house water softener, refrigerator (2025), New roof (2024), AC, dishwasher, stove, additional screened room with pavers, and upgraded landscaping (2022). Experience Florida living at its finest in this beautifully

    Agent Photo

    Emily Muscarella

    A+ REALTY LLC

    (863) 431-8559

    5357 Hogan Ln, Winter Haven, FL 33884
  • /22

    $1,299 - $1,845 per month

    Prose Cypress Pointe

    1 - 2 Beds

    3110 Gowan Dr, Winter Haven, FL 33884

    Welcome home to Prose Cypress Pointe, a brand-new multifamily community located in Winter Haven, Florida. Our spacious one- and two-bedroom apartment homes feature modern stainless-steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout and full-sized washers and dryers in every apartment home. And with convenient, must-have amenities like a fitness

    3110 Gowan Dr, Winter Haven, FL 33884
  • /2

    $308,900 Sold Apr 17, 2025

    3000 Troon Ln, Lake Wales, FL 33859

    • 2 Beds
    • 2 Baths
    • 1,724 Sq Ft
    • Built 2005

    Last Sold Summary

    • 12% Below List Price
    • $179/SF
    • 169 Days On Market

    Current Estimated Value $317,656

    Last Listing Agent Michael Krigelski A+ REALTY LLC

    3000 Troon Ln, Lake Wales, FL 33859
    • /2

      Est $400,356 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,525 Sq Ft

      7335 Bent Grass Dr, Winter Haven, FL 33884

      7335 Bent Grass Dr, Winter Haven, FL 33884

Showing Results 1 - 40, Page 1 of 18

Home Trends in Southeast Winterhaven, FL

Housing Trends

Median Sale Price
$310,000
Median Single Family Sale Price
$309,366
Median Townhouse Sale Price
$251,849
Median 2 Bedroom Sale Price
$209,000
Median 1 Bedroom Sale Price
$115,000
Average Price Per Sq Ft
$170
Number of Homes for Sale
437
Last 12 months Home Sales
916
Months of Supply
5.70
Median List Price
$319,990
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
1%
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