Winter Haven, FL Homes

• 

  

  

  /25

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,058 Sq Ft

  2622 Trinity Cir NW, Winter Haven, FL 33881

  Welcome to your new home! This beautifully updated property is move-in ready and waiting for its next owners. With thoughtful updates throughout, you'll find brand-new HVAC ductwork, an upgraded electrical panel, new sewer connections, newer plumbing throughout, a newer roof, new ceiling fans, and fresh flooring. Enjoy the spacious 3-bedroom, 2-bathroom layout, and relax and enjoy the rear yard

  Craig Burke CRAIG BURKE REAL ESTATE GROUP, LLC

  2622 Trinity Cir NW, Winter Haven, FL 33881
• 

  

  

  /35

  $1,500 per month

  • 3 Beds
  • 1.5 Baths
  • 2,030 Sq Ft
  • Condo for Rent

  82 Coleman Rd, Winter Haven, FL 33880

  82 Coleman Rd, Winter Haven, FL 33880
• 

  

  /2

  $235,000 Sold Aug 29, 2025

  • 1,106 Sq Ft
  • $212/SF
  • 178 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  2790 Avenue L NW, Winter Haven, FL 33881

  Incredible property now available, this won't last long! This home features an open floor plan with 3 bedrooms and 2 bathrooms, plus a fully fenced in a very large front and back yard. The roof is only few years old, fresh paint inside and outside! With no HOA, you can fully customize the home as you see fit, making it your first home or perfect rental property opportunity. Located within a mile

  Fritz Berto FLORIDA REALTY INVESTMENTS

  2790 Avenue L NW, Winter Haven, FL 33881
• 

  

  

  /46

  Est $244,558 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
• 

  

  

  /27

  $340,000

  • 7 Beds
  • 3 Baths
  • 2,056 Sq Ft

  806 Avenue O SW, Winter Haven, FL 33880

  "Bundled service pricing available for buyers. Connect with the listing agent for details." Investor's Dream! This income-generating triplex meets the investor 1% rent rule and offers instant cash flow with two units already rented! The front historic 1925 wood-frame home features 3 bedrooms, 1 bathroom, a spacious floor plan, a fully equipped kitchen, and inside laundry. Enjoy the large screened

  Nancy Grabowski REDFIN CORPORATION

  806 Avenue O SW, Winter Haven, FL 33880
• 

  

  /13

  $1,895 per month

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft
  • House for Rent

  2199 Chris Dr, Winter Haven, FL 33884

  Be the first to live in this beautifully crafted new construction home featuring 3 spacious bedrooms, 2 full bathrooms, and modern finishes throughout. Located in a peaceful community in Winter Haven, this home offers an open-concept layout, a stylish kitchen with stainless steel appliances, and a master suite with a private bath and walk-in closet. Enjoy the convenience of in-home laundry, a

  Yamil Castro Hernandez LA ROSA REALTY ORLANDO LLC

  2199 Chris Dr, Winter Haven, FL 33884
• 

  /2

  $240,000 Sold Aug 29, 2025

  • 1,725 Sq Ft
  • $139/SF
  • 117 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2021

  362 Alexzander Way, Winter Haven, FL 33881

  Short Sale. Built in 2021! Who do you know that’s looking for an immaculate 3-bedroom, 2-bath home in like-new condition on a corner lot? This is the one! Location, Location, Location! Nestled in the desirable community of Jace Landings in Winter Haven, this home is just minutes from HWY 27, Winter Haven Hospital, Downtown Winter Haven, Publix, Walmart, shopping, and more! This home boasts a

  Krichely Gonzalez Rodriguez KELLER WILLIAMS ADVANTAGE III

  362 Alexzander Way, Winter Haven, FL 33881
• 

  

  /10

  Est $881,690 Not Listed For Sale

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

  151 1st St S, Winter Haven, FL 33880

  151 1st St S, Winter Haven, FL 33880
• 

  

  /28

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  1841 5th St SE, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Live in this beautiful home with NO HOA!!! Nestled in one of Winter Haven’s most convenient locations, this beautifully maintained 3-bedroom, 2-bath home offers stunning lake views right at the end of the street. As you drive up, the serene water in the distance adds to the home’s charm and appeal. Inside, you’ll find an open floor plan featuring

  Amy Long REDFIN CORPORATION

  1841 5th St SE, Winter Haven, FL 33880
• 

  

  /8

  $750 per month

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • House for Rent

  1806 Wallace Manor Ln, Winter Haven, FL 33880

  Spacious, cozy and clean private master bedroom in a quiet neighborhood in WinterHaven. Room includes closet, dresser, 2 nightstands and queen bed (fully furnished). Room has wood flooring and bathroom is connected to bedroom. Bathroom private, toilet has a fully functional bidet installed. Comes with access to amenities including washer/dryer access, kitchenware (pots, pans, blender, cups,

  1806 Wallace Manor Ln, Winter Haven, FL 33880
• 

  /2

  $180,000 Sold Aug 29, 2025

  • 648 Sq Ft
  • $278/SF
  • 188 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1957

  1503 33rd St NW, Winter Haven, FL 33881

  **New Roof!** Electrical and plumbing thoroughly revised! Come and see this totally renewed home in Winter Haven!! 2 beds and one bathroom, with a fully integranted kitchen and living room area. All appliances are brand new! Huge backyard area with plenty of space for sheds and storage. No HOA and no CDD.

  Eli Moraes Junior, Jr WRA BUSINESS & REAL ESTATE

  1503 33rd St NW, Winter Haven, FL 33881
• 

  

  /29

  Est $278,724 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  2168 Bretton Ridge Loop, Winter Haven, FL 33884

  2168 Bretton Ridge Loop, Winter Haven, FL 33884
• 

  

  /40

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,751 Sq Ft

  3648 Julius Estates Blvd, Winter Haven, FL 33881

  Check out this refreshed 3 bedroom 2 bath in the community of Lake Smart estates. This home has been freshly painted inside. New carpeting throughout, Open kitchen with real wood cabinets and plenty of counter space. Kitchen also offers a closet pantry and breakfast nooks as well as a passthrough to dining space. Open great room. Spacious master bedroom with private ensuite master bath that

  John-Michael Elliott S & D REAL ESTATE SERVICE LLC

  3648 Julius Estates Blvd, Winter Haven, FL 33881
• 

  

  /40

  $1,950 per month

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • House for Rent

  800 Overlook Grove Dr, Winter Haven, FL 33884

  3/2 2 car garage located in quiet neighborhood on a culdesac, new tile floors, new interior paint. Ready to move in home comes with many upgrades from the original model which include upgraded exterior stone and coach lights, radiant barrier in attic, Spacious master bedroom provides a nice retreat as well as large master bath with dual vanities, whirlpool tub and walk-in shower. Neutral colors

  Oscar Fonseca JEMCO REALTY & PROPERTY MANAGEMENT

  800 Overlook Grove Dr, Winter Haven, FL 33884
• 

  /2

  $376,990 Sold Aug 29, 2025

  • 2,372 Sq Ft
  • $159/SF
  • 275 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  2526 Sage Valley Way, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Under Construction. Find everything you need in Harmony on Lake Eloise! Located just minutes from world class theme parks and attractions, Harmony on Lake Eloise is the perfect community to call home with its beautiful Florida lifestyle and amenities. This community boasts stunning home sites. You'll enjoy the sparkling local lakes practically in

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  2526 Sage Valley Way, Winter Haven, FL 33884
• 

  

  /26

  Est $294,631 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,743 Sq Ft

  237 Haines Blvd, Winter Haven, FL 33881

  237 Haines Blvd, Winter Haven, FL 33881
• 

  

  /95

  $985,000 Open House 9/27

  • 4 Beds
  • 4 Baths
  • 5,762 Sq Ft

  1332 Evalyn Dr SE, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Real 3D Virtual Tour and Video in Link: Welcome to this Private Spanish-Style Luxury Estate in Winter Haven Discover timeless elegance in this remarkable Spanish-style estate, originally built in 1927 and thoughtfully expanded with a 2008 addition that blends historic character with modern design. Situated on three expansive, gated lots in the

  Daniela Zoppe KELLER WILLIAMS REALTY SMART 1

  1332 Evalyn Dr SE, Winter Haven, FL 33880
• 

  

  /15

  $1,945 per month

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

  1994 Sarah St, Winter Haven, FL 33884

  Welcome Home to 1994 Sarah Street Discover the perfect blend of comfort, convenience, and contemporary charm in this newly constructed, single-story Bloom model home—located in the serene, master-planned community of Peace Creek Reserve, nestled in Winter Haven, Florida Property Highlights 3 Bedrooms and 2 Full Bathrooms Thoughtfully designed with an efficient layout that places all bedrooms on

  1994 Sarah St, Winter Haven, FL 33884
• 

  /2

  $259,000 Sold Aug 28, 2025

  • 1,504 Sq Ft
  • $172/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  4102 Giorgio Dr, Winter Haven, FL 33884

  Under Construction. "The Allex is one of our one-story floorplans featured in our Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  4102 Giorgio Dr, Winter Haven, FL 33884
• 

  

  /16

  Est $273,494 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft

  4174 Roberta Dr, Winter Haven, FL 33881

  4174 Roberta Dr, Winter Haven, FL 33881
• 

  

  /34

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,805 Sq Ft

  316 Ruby Lake Loop, Winter Haven, FL 33884

  MOVE-IN READY! This Home Qualifies For Major Financing Incentives. Welcome to Ruby Lake, a highly desirable gated community in Winter Haven! This updated 3BR/2BA home offers the best of Florida living with a resort-style saltwater pool and expansive paver patio, perfect for entertaining. Inside, enjoy an open layout with raised ceilings, upgraded Pergo Outlast floors, crown molding, and a cozy

  Jeremy Harper LOKATION

  316 Ruby Lake Loop, Winter Haven, FL 33884
• 

  

  /37

  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,251 Sq Ft
  • House for Rent

  666 Avenue B SW, Winter Haven, FL 33880

  Great rental property centrally located in Lake Howard area, Winter Haven. This updated 3-bedroom has No HOA and features include a new roof, 2024 energy-efficient AC, and luxury vinyl flooring throughout. The spacious kitchen offers new cabinets, quartz countertops, brand-new appliances, and room for an island. Open-concept layout includes a light-filled living area and large family/dining room.

  Ivette Rico FLORIDA REALTY MARKETPLACE

  666 Avenue B SW, Winter Haven, FL 33880
• 

  /2

  $200,070 Sold Aug 28, 2025

  • 1,506 Sq Ft
  • $133/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2011

  4747 Mandolin Loop, Winter Haven, FL 33884

  Auction Property. Welcome! Located in a desirable gated community in Southeast Winter Haven. This inviting property offers 3 spacious bedrooms and 2 full bathrooms, perfect for families, first-time buyers, or those looking to downsize without compromising comfort.Enjoy peaceful Florida living with a screened-in back porch—ideal for relaxing evenings, morning coffee, or entertaining guests.

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  4747 Mandolin Loop, Winter Haven, FL 33884
• 

  

  /3

  Est $191,333 Not Listed For Sale

  2404 Lucerne Park Rd, Winter Haven, FL 33881

  2404 Lucerne Park Rd, Winter Haven, FL 33881
• 

  

  /32

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,822 Sq Ft

  2363 Twin Lake View Rd, Winter Haven, FL 33881

  Welcome to Eagle Crest—this move-in ready single-story home blends easy living with a fantastic fenced backyard. Curb appeal pops with fresh landscaping and a wide driveway to a 2-car garage. Inside, vaulted ceilings and wood-look flooring create an airy, open feel. The U-shaped kitchen is the hub of the home with abundant cabinet storage, expansive counters, stainless appliances, and windows

  Jared Lippelgoos COLDWELL BANKER RESIDENTIAL RE

  2363 Twin Lake View Rd, Winter Haven, FL 33881
• 

  

  /15

  $1,945 per month

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

  1954 Sarah St, Winter Haven, FL 33884

  Discover comfort and charm in this brand-new, 1,487 sq ft Winter Haven home! This single-story residence features three bedrooms, two modern bathrooms, and generous living space designed for a cozy and inviting atmosphere. Nestled in a tranquil, friendly neighborhood, enjoy peaceful living with convenient access to local amenities

  1954 Sarah St, Winter Haven, FL 33884
• 

  /2

  $285,000 Sold Aug 28, 2025

  • 1,872 Sq Ft
  • $152/SF
  • 63 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2018

  536 Squires Grove Dr, Winter Haven, FL 33880

  Step into this stunning 4-bedroom, 2-bathroom home with extra patio space, where spacious design meets modern comfort! Built in 2018, this gem boasts a welcoming layout that invites you in with open arms. The large backyard, once home to an above-ground pool, is now a blank canvas for your imagination. It is perfect for entertaining, gardening, or creating your personal oasis.Nestled in a

  Andrea Friedmann KELLER WILLIAMS REALTY SMART 1

  536 Squires Grove Dr, Winter Haven, FL 33880
• 

  

  /12

  Est $301,565 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,846 Sq Ft

  3604 Julius Estates Blvd, Winter Haven, FL 33881

  3604 Julius Estates Blvd, Winter Haven, FL 33881
• 

  

  /73

  $466,500

  • 4 Beds
  • 3.5 Baths
  • 2,723 Sq Ft

  14 Pilot Place, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Architectural Elegance Meets Aviation Lifestyle at 14 Pilot Place ____Welcome to Eagles Landing, an exclusive enclave in Winter Haven where architectural distinction, aviation access, and luxury living come together. This stunning 4-bedroom, 3.5-bath custom home was masterfully derived from the May 1997 Life Magazine Dream Home whom the owner met

  April Spaulding LPT REALTY, LLC

  14 Pilot Place, Winter Haven, FL 33881
• 

  

  /14

  $2,000 per month

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • House for Rent

  3498 Evening Star Dr, Winter Haven, FL 33881

  Beautiful new construction- never occupied. Welcome to this brand new dream home! This never lived in 4 bedrooms, 2 bath residence spans 1900 sq ft of stylish modern living. The open concept floor plan connects the great room and kitchen, perfect for hosting or simple enjoying family life. the chef inspired kitchen features stone countertops, abundant cabinetry, pantry storage and all major

  Alreyas Baksh RIO HOMES AND INVESTMENTS LLC

  3498 Evening Star Dr, Winter Haven, FL 33881
• 

  /2

  $277,990 Sold Aug 28, 2025

  • 1,665 Sq Ft
  • $167/SF
  • 101 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2025

  3495 Costello Cir, Winter Haven, FL 33884

  Under Construction. "Introducing the Harper floorplan at Villamar, where every square foot is put to use with sophistication and comfort.Inside this 4-bedroom, 2-bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. As you step inside, you

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  3495 Costello Cir, Winter Haven, FL 33884
• 

  

  /25

  Est $355,269 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,556 Sq Ft

  124 Waterside Cir, Winter Haven, FL 33880

  124 Waterside Cir, Winter Haven, FL 33880
• 

  

  /41

  $340,000

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

  399 Sunfish Dr, Winter Haven, FL 33881

  This lovely 4-bedroom, 2-bathroom home is located in the desirable community of Lake Lucerne in gorgeous Winter Haven, Florida. Built in 2019 this house has an open floor plan with plenty of room to entertain inside and out. You’ll feel like you’ve stepped into a new home when you enter with plenty of upgrade and meticulous care taken by the owners. Some of the upgrades include smart racks and

  Cole Bataille STRAIGHT UP REALTY & PM LLC

  399 Sunfish Dr, Winter Haven, FL 33881
• 

  

  /18

  $1,100 - $1,385 per month

  The Landings Apartment Homes

  1 - 2 Beds

  102 Landings Way, Winter Haven, FL 33880

  Welcome to The Landings, a tranquil pet friendly retreat nestled among towering trees and lush greenery in the heart of Winter Haven, Florida. As one of our three Winter Haven locations, The Landings offers upgraded 1 and 2 bedroom apartments designed with spacious layouts that maximize comfort and livability. Each home features modern white cabinets that brighten the space, durable vinyl

  102 Landings Way, Winter Haven, FL 33880
• 

  /2

  $350,000 Sold Aug 28, 2025

  • 2,944 Sq Ft
  • $119/SF
  • 104 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2020

  184 Lake Smart Cir, Winter Haven, FL 33881

  Welcome to your future home in the peaceful community of Lake Smart Point! This spacious property offers 4 bedrooms, plus a flex room and an upstairs loft providing the versatility to fit your lifestyle. Step into the open-concept main area, where the living room, dining space, and kitchen come together in one large, inviting space ideal for gatherings and everyday living. The kitchen is both

  Jose Irizarry NORTHGROUP REAL ESTATE, INC

  184 Lake Smart Cir, Winter Haven, FL 33881
• 

  

  /50

  Est $334,637 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
• 

  

  /35

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft

  73 Lake Link Cir SE, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Welcome to your next chapter in this charming, well-loved home just minutes from the vibrancy of downtown Winter Haven. Tucked into a welcoming neighborhood with no HOA, this home has character, comfort, and plenty of room to stretch out. Inside, you’ll find warm hardwood floors, plantation shutters, and quality Pella windows throughout. There’s

  Amy Long REDFIN CORPORATION

  73 Lake Link Cir SE, Winter Haven, FL 33884
• 

  

  /15

  $2,000 per month

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • House for Rent

  3478 Evening Star Dr, Winter Haven, FL 33881

  Welcome to this brand new 1900 sq ft single family home featuring 4 bedrooms and 2 full bathrooms. Designed with an open concept layout, the great room flows seamlessly into the kitchen, creating a perfect space for entertaining and everyday living. The kitchen offers ample cabinetry, a stone countertop, a pantry and includes range, refrigerator, microwave, dishwasher, disposal, washer, dryer,

  Alreyas Baksh RIO HOMES AND INVESTMENTS LLC

  3478 Evening Star Dr, Winter Haven, FL 33881
• 

  /2

  $215,000 Sold Aug 28, 2025

  • 1,350 Sq Ft
  • $159/SF
  • 136 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  3545 Harbor Cir NW, Winter Haven, FL 33881

  MOMOTIVATED SELLER BRING ALL OFFERS! Welcome to 3545 Harbor Cir NW in Winter Haven, a beautifully maintained home offering breathtaking lake views and access to a serene community pool. This property features a bright and open floor plan designed for both comfort and functionality. Large windows fill the living spaces with natural light, creating a warm and inviting atmosphere. The spacious

  Brian Cox KELLER WILLIAMS REALTY SMART 1

  3545 Harbor Cir NW, Winter Haven, FL 33881
• 

  

  /62

  Est $438,480 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,763 Sq Ft

  2118 Edgewater Cir, Winter Haven, FL 33880

  2118 Edgewater Cir, Winter Haven, FL 33880

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