30

Ranch Style Homes for Sale in Winter Haven, FL

Section Image Section Image
  • /42

    $625,000

    • 3 Beds
    • 2 Baths
    • 2,491 Sq Ft

    10 Apple Tree Ln, Winter Haven, FL 33884

    Discover the perfect blend of country living and modern convenience with this well-maintained property set on over 5 acres. This spacious home offers 3 bedrooms plus a dedicated office, 2 full baths, a welcoming living room, formal dining room, and a bright kitchen with a breakfast nook. Step outside to your own private retreat featuring a screened pool, ideal for relaxing or entertaining.

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 473-8196

    10 Apple Tree Ln, Winter Haven, FL 33884
  • /58

    $629,000

    • 4 Beds
    • 3 Baths
    • 2,835 Sq Ft

    406 Ruby Lake Place, Winter Haven, FL 33884

    Welcome home to Ruby Lake, an established gated neighborhood of only 214 executive homes nestled between beautiful Lake Ruby and Lake Bess in Winter Haven. Known for its peaceful setting and pride of ownership, this sought after community captures the charm of lake life. This beautifully renovated pool home has been thoughtfully updated from top to bottom and offers incredible features rarely

    Agent Photo

    Beth Stevens

    FUTURE HOME REALTY INC

    (863) 663-2457

    406 Ruby Lake Place, Winter Haven, FL 33884
  • /21

    $335,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,021 Sq Ft

    1913 Quail Fields Cir, 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

    (863) 323-8732

    1913 Quail Fields Cir, Winter Haven, FL 33884
  • /13

    $313,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,549 Sq Ft

    1917 Quail Fields Cir, 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

    (863) 400-2535

    1917 Quail Fields Cir, Winter Haven, FL 33884
  • /47

    $485,000

    • 4 Beds
    • 3 Baths
    • 2,221 Sq Ft

    404 Talamone Dr, Winter Haven, FL 33884

    BACK ON MARKET DUE TO BUYERS FAILED FINANCING!! MAGNIFICENT 4BR/3BA POOL HOME!! Located in the gated Winter Haven subdivision of Tuscanny, this exquisitely maintained one story home, with approx. 3,242 sqft including an air conditioned sunroom, has so much to offer; it showcases a full GUEST SUITE and a new roof as of April 2021! Fantastic Features include: crown molding, ceramic tile, laminate

    Marissa Taranto EXP REALTY LLC

    404 Talamone Dr, Winter Haven, FL 33884
  • /42

    $215,000

    • 2 Beds
    • 1 Bath
    • 1,044 Sq Ft

    2208 Lake Blvd, Winter Haven, FL 33881

    Let's not just brag about location, location, location and not brag about the water view with amazing sunsets. This updated, clean three bedroon, one bath home is a perfact starter or for someone looking to downsize. The hardwood floors are in excellent condition. The breezeway has been inclosed and can be used in multiple ways. current owner used it for an office. The tile floor and location in

    Jim Hampton, Jr S & D REAL ESTATE SERVICE LLC

    2208 Lake Blvd, Winter Haven, FL 33881
  • /9

    $288,215 Open Sun 1PM - 4PM

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft

    4105 Penelope Ave, Lake Wales, FL 33859

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Image The Hillcrest floorplan is a spacious and thoughtfully designed one-story home that includes 4 bedrooms and 2 bathrooms, complemented by a two-car garage. This layout features a large great room at the heart of the home, seamlessly flowing into the dining area and kitchen for easy entertaining and family

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    4105 Penelope Ave, Lake Wales, FL 33859
  • /19

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    878 Killearn Blvd, Winter Haven, FL 33880

    PRICE CHANGE – NO HOA & PRICED TO SELL! Opportunity meets value in this 3-bedroom, 2-bath home located in a well-established Winter Haven neighborhood. Positioned on a spacious, fully fenced corner lot, this property offers exceptional outdoor space and includes an above-ground pool, perfect for cooling off on hot Florida days, entertaining guests, or enjoying your own private backyard retreat.

    Barbi Rodriguez SIGNATURE INTERNATIONAL REAL E

    878 Killearn Blvd, Winter Haven, FL 33880
  • /39

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft

    3305 Royal Tern Dr, Winter Haven, FL 33881

    ***SHORT SALE*Discover Your Dream Home at Lakeside Landing! Welcome to this immaculate home in the picturesque community of Lakeside Landing! This property offers the ultimate in modern living, combining comfort, style, and functionality. It's move-in ready and equipped with smart home technology, energy-efficient windows, and SOLAR PANELS to help you save on energy costs. Plus, enjoy the privacy

    Brenda Anglada COLDWELL BANKER REALTY

    3305 Royal Tern Dr, Winter Haven, FL 33881
  • /34

    $274,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    2362 Brassie Ct, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Nestled in the growing Villamar community, this beautifully maintained 3-bedroom, 2-bath Meritage Home offers modern comfort and an ideal location near Chain of Lakes Elementary. Built with energy efficiency in mind, this newer home features an inviting open-concept floor plan where the kitchen flows seamlessly into the spacious great room—perfect

    Millie Brockmeyer RE/MAX INNOVATION

    2362 Brassie Ct, Winter Haven, FL 33884
  • /25

    $445,000

    • 3 Beds
    • 2 Baths
    • 1,734 Sq Ft

    1151 Carefree Cove Dr, Winter Haven, FL 33881

    This beautiful 3-bedroom, 2-bath lakefront home sits on Winter Haven’s northern Chain of Lakes on Lake Conine and has received a first-class renovation including a brand new roof, 4-ton A/C, luxury vinyl plank flooring, and new water heater all installed in 2025. The interior living area includes new fixtures, new front and rear sliding glass doors, and new paint throughout. The kitchen features

    Jonathan Minerick HOMECOIN.COM

    1151 Carefree Cove Dr, Winter Haven, FL 33881
  • /10

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,734 Sq Ft

    2748 San Marco Way, Winter Haven, FL 33884

    Spacious 3-Bedroom Home with Investment Potential Welcome to this beautifully maintained home featuring three generously sized bedrooms, including a primary suite with a walk-in closet, offering ample storage and comfort. The two additional bedrooms each feature built-in closets, perfect for family, guests, or tenants. Enjoy the convenience of two full bathrooms, a bright and open floor plan, and

    Osvaldo Junior WRA BUSINESS & REAL ESTATE

    2748 San Marco Way, Winter Haven, FL 33884
  • /31

    $297,327 Open Sun 1PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 1,938 Sq Ft

    5051 Abigail Dr, Lake Wales, FL 33859

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Mulberry floor plan epitomizes the charm of single-story living with its spacious and versatile layout, perfectly crafted for the modern single-family lifestyle. Spread across 1,938 square feet, this home offers ample room for comfort and functionality. Featuring four bedrooms and two bathrooms, including a luxurious

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    5051 Abigail Dr, Lake Wales, FL 33859
  • /27

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    3406 Fox Ridge St, Winter Haven, FL 33884

    IDEAL LOCATION FOR THIS HOME situated near Garden Grove Elementary and LEGOLAND, with convenient access to shopping along the Boulevard and into downtown Winter Haven. This 3-bedroom, 2-bath split-plan home features an open-concept living and dining area that flows into the kitchen, a decorative stone fireplace for cozy winter months, attractive laminate plank flooring, cathedral ceilings, and

    Erin Floyd COLDWELL BANKER REALTY

    3406 Fox Ridge St, Winter Haven, FL 33884
  • /47

    $279,900

    • 3 Beds
    • 3 Baths
    • 2,004 Sq Ft

    1502 Buckeye Rd NE Unit 2, Winter Haven, FL 33881

    Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized

    Joe Kuruvila KURUVILA REALTY ASSOCIATES LLC

    1502 Buckeye Rd NE Unit 2, Winter Haven, FL 33881
  • /35

    $299,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,221 Sq Ft

    6625 Thornhill Rd, Winter Haven, FL 33880

    ***BELOW MARKET VALUE*** New Construction 3 Bedrooms 2 Baths built by the best builder in the area WCM Construction! This home is built with high quality kitchen and bathroom cabinetry, Level 3 Granite counters throughout kitchen and baths, high end appliances, beautiful wood grain tile throughout the entire home - no carpet or wood. Built with perfection, yet affordably priced! Check out the

    Barry Macchione REMAX EXPERTS

    6625 Thornhill Rd, Winter Haven, FL 33880
  • /6

    $284,045 Open Sun 1PM - 4PM

    • 4 Beds
    • 2 Baths
    • 1,625 Sq Ft

    4097 Penelope Ave, Lake Wales, FL 33859

    One or more photo(s) has been virtually staged. Imagine coming home to extra space, more light, and unbeatable curb appeal — that’s what you’ll find with the Bradley floor plan at Annabelle Estates. This 4 bedroom, 2 bath, 1,625 sq. ft. home sits proudly on a corner lot, giving you added privacy and a larger yard that’s perfect for pets, or weekend gatherings. Inside, tall ceilings and smart home

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    4097 Penelope Ave, Lake Wales, FL 33859
  • /29

    $365,000

    • 4 Beds
    • 2 Baths
    • 1,823 Sq Ft

    2756 San Marco Way, Winter Haven, FL 33884

    Immaculate, move in ready, 4 bedroom/2 bath home. Large covered Screen Enclosure in the backyard. All bedrooms have been upgraded to Laminate flooring. All appliances included with home. All window treatments stay with home. Open Floorplan great for Family get togethers. Neighborhood has 2 community pools, Clubhouse and playgrounds for your family ready to use. Winter Haven is known for its

    Alfredo Lopez FIERCE REALTY

    2756 San Marco Way, Winter Haven, FL 33884
  • /25

    $529,900

    • 3 Beds
    • 2.5 Baths
    • 2,118 Sq Ft

    1475 S Lake Howard Dr, Winter Haven, FL 33880

    LAKE FRONT PROPERTY FOR SALE ON THE CHAIN OF LAKES ON LAKE HOWARD!!! This chain of lakes has 20 connecting lakes. If you enjoy water sports, fishing or just time on the water this lake front property may be a perfect fit for you. This Home has a detached Mother In-Law Suite, Fire place, New flooring, New split AC unit and a Updated Bathroom. If there is NO NEED for a Mother In-Law Suite it could

    Steve Pospichal COLDWELL BANKER REALTY

    1475 S Lake Howard Dr, Winter Haven, FL 33880
  • /36

    $345,500

    • 2 Beds
    • 2 Baths
    • 1,682 Sq Ft

    5384 Hogan Ln, Winter Haven, FL 33884

    PRICE ADJUSTMENT – Motivated Seller! This well-kept Devon floor plan pool home blends comfort, accessibility, and resort-style living in the Lake Ashton community. It boasts a brand-new roof (June 2025), a versatile den, and an extended kitchen with all appliances included. The primary suite offers dual vanities, a walk-in shower with grab bars, and pocket doors for ease of use. Outside, enjoy

    Candra Alston LAKE ASHTON REALTY INC.

    5384 Hogan Ln, Winter Haven, FL 33884
  • /23

    $260,000

    • 3 Beds
    • 2 Baths
    • 1,075 Sq Ft

    1733 Sandalwood Cir SW, Winter Haven, FL 33880

    Attention Investors & Homeowners! Whether you’re a seasoned investor or looking for a home with built-in income, this property presents an exciting opportunity. This well-maintained 3-bedroom, 2-bath block home is located within Winter Haven city limits and offers 1,155 square feet of tile flooring throughout with no HOA. The home features a functional layout, spacious rooms, ample kitchen

    Melissa Ramirez BHHS FLORIDA PROPERTIES GROUP

    1733 Sandalwood Cir SW, Winter Haven, FL 33880
  • /21

    $240,000

    • 2 Beds
    • 1.5 Baths
    • 1,043 Sq Ft

    3208 Timberline Rd, Winter Haven, FL 33880

    MOVE-IN READY & COMPLETELY REMODELED!This stunning home features a bright, open layout with modern shiplap accents, skylights, and a cozy fireplace. Enjoy NEW luxury vinyl plank flooring, a chef’s kitchen with soft-close cabinets, quartz countertops, and stainless steel appliances. The owner’s suite includes a walk-in closet and private bath. Both bathrooms have been fully updated. Plus,

    Carolina Cruz Acedo LPT REALTY, LLC

    3208 Timberline Rd, Winter Haven, FL 33880
  • /47

    $829,900

    • 3 Beds
    • 2 Baths
    • 2,140 Sq Ft

    601 Lake Pansy Dr NW, Winter Haven, FL 33881

    Lakefront living with a proper sunset! Down a private road with no HOA (because your house shouldn't come with a rule book). This renovated home offers direct frontage 80' on Lake Pansy and a bonus 80' of canal frontage across the street. The property provides excellent water access and endless sunset views. Outside is where this home really shows off with amenities including a heated saltwater

    Olivia Boggs DALTON WADE INC

    601 Lake Pansy Dr NW, Winter Haven, FL 33881
  • /40

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,730 Sq Ft

    305 Arbuthnot St, Winter Haven, FL 33881

    The property you are inquiring about is located in Winter Haven, FL, in the Sanctuary by the Lake area of Polk County. Okay folks, you have been waiting for this market to open up, so look at this home - built in 2022 with 1,730 square feet, 3 bedrooms, 2 bathrooms, with an open floor plan, divided bedrooms, and an abundance of storage. Divided bedrooms are added features for children or guests.

    Renee Butler BROKERS REALTY OF CENTRAL FLOR

    305 Arbuthnot St, Winter Haven, FL 33881
  • /35

    $400,000

    • 5 Beds
    • 3 Baths
    • 2,579 Sq Ft

    129 Lake Otis Rd, Winter Haven, FL 33884

    Short Sale. This charming home is a diamond in the rough, waiting for the right owner to unlock its full potential. Located in a sought-after neighborhood of picturesque red brick homes, this property offers a unique opportunity for those with vision and ambition. This home is being sold as a short sale, making it an ideal project for those looking to invest in a renovation loan and transform it

    Kelley Vogel Blackburn COLDWELL BANKER REALTY

    129 Lake Otis Rd, Winter Haven, FL 33884
  • /7

    $332,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,564 Sq Ft

    2775 San Marco Way, Winter Haven, FL 33884

    Pre-Construction. To be built. Discover the Ventura in VillaMar – A Thoughtfully Designed Smart Home in Winter Haven Located in the beautiful VillaMar community in Winter Haven, the Ventura offers the perfect blend of modern design, comfort, and convenience. Nestled in a prime location, VillaMar provides stunning lake views and resort-style amenities, making it an ideal place to call home. The

    Charles Pennant NEW HOME STAR FLORIDA LLC

    2775 San Marco Way, Winter Haven, FL 33884
  • /16

    $274,886 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft

    4102 Penelope Ave, Winter Haven, FL 33859

    One or more photo(s) has been virtually staged. Sample Images Welcome to the Auburndale model, a stylish 3-bedroom, 2-bath home featuring a modern blend of gray tones for a clean, contemporary look. The kitchen offers sleek quartz countertops, while the bathrooms are finished with rich granite surfaces. Light gray tile flows through the main living areas, with cozy carpet in the bedrooms for

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    4102 Penelope Ave, Winter Haven, FL 33859
  • /31

    $249,990 New Construction

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

    5017 Kaia Ave, Winter Haven, FL 33884

    Brand new, energy-efficient home available by Oct 2025! Prepare dinner while catching up on the days events from this homes chef-inspired kitchen which overlooks a great room and dining area. Well appointed primary suite provides a restful retreat at the end of the day and has a spacious walk-in closet. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents

    Bryan Sumner MERITAGE HOMES OF FL REALTY

    5017 Kaia Ave, Winter Haven, FL 33884
  • /50

    $200,000

    • 2 Beds
    • 2 Baths
    • 1,083 Sq Ft

    4488 Turnberry Ln, Lake Wales, FL 33859

    Welcome Home! Step into comfort in this cozy 2-bedroom, 2-bathroom retreat nestled in the heart of Lake Ashton’s 55+ community. The kitchen gleams with crown molding, Samsung stainless-steel appliances, and a sleek design that blends style with functionality. A true hidden gem awaits beyond the living room: a three-panel sliding glass door opens wide to a screened lanai, seamlessly merging indoor

    Candra Alston LAKE ASHTON REALTY INC.

    4488 Turnberry Ln, Lake Wales, FL 33859
  • /62

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,523 Sq Ft

    4480 Strathmore Dr, Lake Wales, FL 33859

    PRICE ADJUSTMENT!! This beautifully ESSEX is waiting for you. With 2 bedrooms, 2 baths, plus a den. Tucked into a peaceful corner of the community, yet just minutes from all the resort-style amenities this 55+ neighborhood is known for with the CDD BOND PAID IN FULL! From the moment you arrive, you’ll notice the pride of ownership: lush landscaping, stately palms, paver walk and drive. Step

    Candra Alston LAKE ASHTON REALTY INC.

    4480 Strathmore Dr, Lake Wales, FL 33859

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$291,490
Median Single Family Sale Price
$299,990
Median Townhouse Sale Price
$249,990
Median 2 Bedroom Sale Price
$139,900
Median 1 Bedroom Sale Price
$96,000
Average Price Per Sq Ft
$170
Number of Homes for Sale
865
Last 12 months Home Sales
2,026
Months of Supply
5.10
Median List Price
$307,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
1%
How to Buy a Home How to Finance a Home How to Sell a Home