Southeast Winterhaven Homes

• 

  

  

  /62

  $350,000

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

  3136 Langdon Ln, Winter Haven, FL 33884

  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 entertaining. The spacious kitchen flows

  

  Sam Daniels

  KELLER WILLIAMS REALTY SMART 1

  (863) 323-8798

  3136 Langdon Ln, Winter Haven, FL 33884
• 

  

  

  /26

  $2,100 per month

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

  373 Kayden Cove, Winter Haven, FL 33884

  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 for relaxing or entertaining. Upstairs, a versatile loft

  Wenyu Wang

  ANTS REALTY LLC

  (863) 334-3589

  373 Kayden Cove, 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 $397,064

  Last Listing Agent Michael Krigelski A+ REALTY LLC

  4356 Ashton Club Dr, Lake Wales, FL 33859
• 

  

  /2

  Est $340,160 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,614 Sq Ft

  5388 Hogan Ln, Winter Haven, FL 33884

  5388 Hogan Ln, 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

  

  Michael Krigelski

  A+ REALTY LLC

  (863) 264-5201

  4168 Aberdeen Ln, Lake Wales, FL 33859
• 

  

  /17

  $1,900 per month

  • 4 Beds
  • 2.5 Baths
  • 1,933 Sq Ft
  • House for Rent

  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

  

  Omar Andreasen

  EXP REALTY LLC

  (863) 310-1918

  1195 Tyler Loop, 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 $411,552

  Last Listing Agent Robert Michael ROBERT MICHAEL & COMPANY INC.

  364 Fish Hawk Dr, Winter Haven, FL 33884
• 

  

  /45

  Est $335,318 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft

  3655 Plymouth Dr, Winter Haven, FL 33884

  3655 Plymouth Dr, Winter Haven, FL 33884
• 

  

  /77

  $344,900

  • 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

  

  Emily Muscarella

  A+ REALTY LLC

  (863) 250-7941

  4232 Roebelenii Dr, Lake Wales, FL 33859
• 

  

  /34

  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft
  • House for Rent

  1543 Jessica Blvd, Winter Haven, FL 33884

  Be the first to live in this beautiful brand-new single-family home located in the peaceful and growing community of Peace Creek Reserve in Winter Haven! 3 spacious bedrooms and 2 full bathrooms, 2-car garage. Modern open-concept kitchen and living area perfect for entertaining. Oversized backyard. SS appliances included (fridge, stove, microwave, dishwasher) W&D included. Window blinds will be

  

  Evelyn Sanchez

  PFS Realty LLC

  (863) 251-5157

  1543 Jessica Blvd, Winter Haven, FL 33884
• 

  /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
• 

  

  /17

  Est $226,064 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft

  3004 Caneel St, Winter Haven, FL 33884

  3004 Caneel St, 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

  

  Michael Krigelski

  A+ REALTY LLC

  (863) 457-2342

  4025 Sable Loop Dr, Lake Wales, FL 33859
• 

  

  /30

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • House for Rent

  5432 Hogan Ln, Winter Haven, FL 33884

  PRICE REDUCED! Discover your ideal ELEGANT and SPACIOUS 2/2 rental home in a 55+ community with stunning pond views in the sought-after Lake Ashton community! This beautiful home features an open floor plan bathed in natural light, thanks to the sliding glass doors leading to the enclosed sunroom w/ attached lanai. The well-appointed kitchen boasts ample cabinet space, a convenient breakfast bar,

  

  Twanna Dewdney

  LA ROSA REALTY PRESTIGE

  (863) 474-8542

  5432 Hogan Ln, 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
• 

  

  /48

  Est $266,659 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  215 Dinner Lake Place, Lake Wales, FL 33859

  215 Dinner Lake Place, Lake Wales, FL 33859
• 

  

  /71

  $484,000

  • 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

  

  Emily Muscarella

  A+ REALTY LLC

  (863) 431-8559

  5357 Hogan Ln, Winter Haven, FL 33884
• 

  

  /32

  $1,330 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

  

  AJ Rebhan

  THE APARTMENT BROTHERS LLC

  (863) 312-0563

  3110 Gowan Dr Unit A1, 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 $244,654

  Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  3416 Grenville Dr, Winter Haven, FL 33884
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  2735 Nursery Rd, Lake Wales, FL 33859

  2735 Nursery Rd, Lake Wales, FL 33859
• 

  

  /88

  $559,000 Open House 1/16

  • 2 Beds
  • 2 Baths
  • 2,227 Sq Ft

  4189 Limerick Dr, Lake Wales, FL 33859

  CDD BOND DEBT PAID IN FULL. Thoughtfully designed 2 bedroom plus den RV garage home featuring an oversized, air conditioned Florida room and exceptional handicap accessibility throughout. This home was built with care and intention, offering ADA doorways, pocket doors, accessible closets, kitchen shelving, and a wide open tiled shower in the primary suite. The open concept kitchen and living area

  

  Emily Muscarella

  A+ REALTY LLC

  (863) 694-1821

  4189 Limerick Dr, Lake Wales, FL 33859
• 

  

  /32

  $1,599 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

  

  AJ Rebhan

  THE APARTMENT BROTHERS LLC

  (863) 694-0332

  3110 Gowan Dr Unit B1, 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 $418,287

  Last Listing Agent Assunta Zaghet STATION SQUARE REALTY LLC

  2973 Dayton Dr, Winter Haven, FL 33884
• 

  

  /46

  Est $248,863 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,295 Sq Ft

  3389 Raleigh Dr, Winter Haven, FL 33884

  3389 Raleigh Dr, Winter Haven, FL 33884
• 

  

  /53

  $220,000

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

  703 Magnolia Place, Winter Haven, FL 33884

  Priced to Sell. Your New Home Starts Here!Welcome to this beautifully updated first-floor condo with stunning sunset views over Lake Winterset. With a recent price improvement, this spacious two-bedroom, two-bath home with a one-car garage offers incredible value, modern updates, and resort-style amenities in a highly desirable lakefront community. Inside, you’ll find brand-new tile flooring

  

  Mabel Vassallo

  CENTURY 21 MYERS REALTY

  (863) 456-7957

  703 Magnolia Place, 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.

  

  Isabel Melin Mora

  MELIN REALTY LLC

  (863) 208-5449

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

  /2

  $420,000 Sold Feb 04, 2025

  2977 Dayton Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,302 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Below List Price
  • $182/SF
  • 16 Days On Market

  Current Estimated Value $415,295

  Last Listing Agent Maria Santillo REMAX EXPERTS

  2977 Dayton Dr, Winter Haven, FL 33884
• 

  

  /50

  Est $330,201 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,923 Sq Ft

  495 Terranova Cir, Winter Haven, FL 33884

  495 Terranova Cir, Winter Haven, FL 33884
• 

  

  /100

  $284,900

  • 2 Beds
  • 2 Baths
  • 1,319 Sq Ft

  5325 Nicklaus Dr, Winter Haven, FL 33884

  Pride of ownership is evident in this well-maintained "snowbird" owned Caribbean floor plan home. The curb appeal comes from the quality landscaping, which includes tasteful plantings, palms, and a paver walk and drive. All the landscaping is "watered" by an automatic irrigation system. The home has many special features and recent upgrades that frees up the new owners. The roof was replaced in

  

  Michael Krigelski

  A+ REALTY LLC

  (863) 663-6182

  5325 Nicklaus Dr, Winter Haven, FL 33884
• 

  

  /32

  $1,700 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.

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  (863) 375-7146

  7903 Waterview Way, 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 - Express Homes

  4144 Giorgio Dr, Winter Haven, FL 33884
• 

  /2

  Est $297,842 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,860 Sq Ft

  4723 Mandolin Loop, Winter Haven, FL 33884

  4723 Mandolin Loop, Winter Haven, FL 33884
• 

  

  /100

  $299,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,860 Sq Ft

  4327 Gullane Dr, Lake Wales, FL 33859

  Under contract-accepting backup offers. You don't want to miss out on acquiring this expanded BALI floor plan home with two bedrooms, two bathrooms, a den/home office, and a special craft room. This highly upgraded and move-in-ready home is located on a pond-frontage lot close to many of the amenities Lake Ashton Golf Club offers its residents. As you arrive, the outstanding curb appeal grabs

  

  Michael Krigelski

  A+ REALTY LLC

  (863) 264-1056

  4327 Gullane Dr, Lake Wales, FL 33859
• 

  

  /34

  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • House for Rent

  140 Mandolin Dr, Winter Haven, FL 33884

  Welcome to this clean and large 3 bedroom 2 bath Cassidy Home in the gated community of Mandolin. Kitchen features granite counter tops, stainless steel appliances, breakfast bar and eating nook area. Work station with built in desk off kitchen and inside utility room. Formal dining room with plant shelves. Living room with cathedral/vaulted ceilings, plant shelves and sliding glass doors to the

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 341-8694

  140 Mandolin Dr, 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
• 

  

  /24

  Est $300,054 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,701 Sq Ft

  137 Dinner Lake Ave, Lake Wales, FL 33859

  137 Dinner Lake Ave, Lake Wales, FL 33859
• 

  

  /32

  $329,900

  • 3 Beds
  • 2 Baths
  • 2,086 Sq Ft

  4319 Dinner Lake Blvd, Lake Wales, FL 33859

  Back on the Market with a brand new roof! Beautiful one-story home ready for a new family. The property is located in a gated community. Inside, you will enter the formal living and dining areas. Next, you have a bonus room that can serve as a game room, office, or study. Down the hallway, you will pass the open Kitchen, which comes fully equipped with by side refrigerator, range, microwave,

  

  Z Colon

  ELITE REALTY AGENCY LLC

  (863) 885-7733

  4319 Dinner Lake Blvd, 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
• 

  

  /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 $237,698

  Meritage Homes VillaMar - Classic Series

  4981 Kaia Ave, Winter Haven, FL 33884
• 

  

  /14

  Est $262,908 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft

  4248 Dinner Lake St, Lake Wales, FL 33859

  4248 Dinner Lake St, Lake Wales, FL 33859

Showing Results 1 - 40, Page 1 of 18