Winter Haven FL Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
1,426
Status:
NEW LISTING
MLS#:
A11978099
Type:
Single Family
Subdivision:
BERRYHILL
Lot size:
0.23 Acres
Year built:
1997
Courtesy: United Real Estate Miami Lucy Elias 786-312-4145
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ADDITIONAL INFORMATION

Beautiful and spacious home located in a great neighborhood with excellent schools and a great community atmosphere. Situated on a large 10,019 sq ft lot, this property offers plenty of outdoor space with a very spacious yard and a screened porch, perfect for relaxing or entertaining. The home features an open-concept layout connecting the living room, kitchen, and dining area, creating a bright and inviting living space. The primary bedroom is generously sized and includes a large walk-in closet. Additional highlights include a double garage and well-designed living areas ideal for comfortable family living. Conveniently located just 1 mile from LEGOLAND, and approximately 35-45 minutes from the Disney parks, this home sits in the heart of Central Florida.

Beds:
4
Baths:
2.00
Sq.Ft.:
784
Status:
NEW LISTING
MLS#:
P4938070
Type:
Manufactured Home
Subdivision:
Inwood
Lot size:
0.33 Acres
Year built:
2010
A broker reciprocity listing Courtesy: NONA LEGACY POWERED BY LA ROSA 407-270-6841
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ADDITIONAL INFORMATION

Newly Remodeled Mobile home!!! Move-In Ready! Its own lot- no lot rent!! Affordable 4-Bedroom 2-Bath Home on Owned Land! This 1994 manufactured home. Enjoy a spacious, open floor plan featuring a large living room and kitchen, perfect for gatherings or everyday living. All measurements and sizes approximate and not guaranteed, any information contained here-in critical to buyers purchasing decisions, must be verified by the buyers.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,957
Status:
NEW LISTING
MLS#:
L4960031
Type:
Single Family
Subdivision:
Eagle Lndg Ph Ii
Lot size:
0.16 Acres
Year built:
2023
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 863-294-7541
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ADDITIONAL INFORMATION

Welcome to the community of Eagle Landing in beautiful SE Winter Haven, Florida. This newer home features 4 Bedrooms/2.5 Bathrooms with a spacious two-story layout that maximizes space and natural light perfect for any lifestyle with Low HOA and NO CDD. The modern kitchen design with Island and Breakfast Bar complete with Granite countertops. The primary bedroom with en-suite bathroom with dual sinks, walk in shower and walk-in closet and 3 additional bedrooms offers plenty of space for a growing family or multi-general family. The solar panels offer a great savings to help keep your energy cost down. Conveniently located in a quiet neighborhood, this property is ideally situated close to Publix, Legoland, schools and the Winter Haven Chain of Lakes. If you're looking for a modern, quiet neighborhood, this is your chance. Schedule your showing today before it's gone!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,240
Status:
NEW LISTING
MLS#:
L4960016
Type:
Single Family
Subdivision:
Eagle Lndg Ph Ii
Lot size:
0.14 Acres
Year built:
2022
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

Motivated Sellers! Solar panels will be paid off at closing! Check out this beautifully maintained home Ryan Home (Willow Floorplan) This single-family home has what you want! From the foyer or 2-car garage, enter to a wide-open floor plan. Versatile flex space in the front is perfect for a home office or homework station. It flows seamlessly into the great room where you can relax with loved ones before gathering round the large island, dining table or on the lanai for homemade meals fresh from the gourmet kitchen. Upstairs, watch a movie in the loft. Family and friends have their pick of 3 spacious bedrooms, while in your luxury owner’s suite, you’ll love the double vanity bath and walk-in closet. The Willow will wow you. Schedule your showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,257
Status:
NEW LISTING
MLS#:
P4938057
Type:
Condo
Subdivision:
Buckeye Heights
Lot size:
0.08 Acres
Year built:
1974
A broker reciprocity listing Courtesy: STAR REALTY OF WINTER HAVEN 863-299-7827
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ADDITIONAL INFORMATION

A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an enclosed lanai and extended open patio overlooking lake views. It’s the perfect space to enjoy morning coffee, evening breezes, or simply take in the calm waterfront setting. The layout flows comfortably from the living area into the wrap-around kitchen and adjoining dining space, where a large window overlooks the courtyard entrance and fills the home with natural light. The primary bedroom suite offers a private retreat with its own en-suite bath featuring a walk-in shower, while the second bedroom sits just steps from the guest bath with tub/shower combination — ideal for guests, family, or flexible use as a home office. Additional highlights include a laundry closet and an oversized 550 sq ft 2-car garage with ample storage, providing both convenience and functionality. For easy lake access, the public boat ramp onto Lake Buckeye is located just 0.1 mile down the road. Homes within The Clusters on Lake Buckeye rarely come to market, making this a special opportunity for buyers seeking a property with character, peaceful surroundings, and direct access to one of Winter Haven’s beautiful lakes. **A/C is 2015, Roof is 2017**

Beds:
5
Baths:
3.00
Sq.Ft.:
2,112
Status:
NEW LISTING
MLS#:
O6388343
Type:
Single Family
Subdivision:
Villa Mar 40's
Lot size:
0.15 Acres
Year built:
2026
A broker reciprocity listing Courtesy: LENNAR REALTY 800-229-0611
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,326
Status:
NEW LISTING
MLS#:
O6388346
Type:
Single Family
Subdivision:
Villa Mar 40's
Lot size:
0.15 Acres
Year built:
2026
A broker reciprocity listing Courtesy: LENNAR REALTY 800-229-0611
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family members and guests alike. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,077
Status:
NEW LISTING
MLS#:
A11975721
Type:
Single Family
Subdivision:
356715
Lot size:
0.14 Acres
Year built:
1996
Courtesy: Miami New Realty Cristina De Oliveira 305-909-3536
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ADDITIONAL INFORMATION

Charming furnished 3-bedroom, 1.5-bath block home in a well-established Winter Haven neighborhood with NO HOA. Features include an updated eat-in kitchen with shaker cabinets, granite countertops, and stainless-steel appliances. A/C replaced in 2022 and roof updated in 2016. Tile flooring in main areas, carpet in bedrooms, a separate laundry room, and a 1-car garage. Enjoy a private backyard with mature mango and kumquat trees and no rear neighbors. Currently operating as a successful Airbnb, generating approximately $4,000 in monthly profit, this is an excellent opportunity for investors or homeowners seeking income potential.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,502
Status:
NEW LISTING
MLS#:
O6388091
Type:
Single Family
Subdivision:
Garden Grove South Add
Lot size:
0.2 Acres
Year built:
1980
A broker reciprocity listing Courtesy: CARDINAL REALTY GROUP, LLC. 305-910-2902
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ADDITIONAL INFORMATION

Welcome to this well-maintained 3-bedroom, 2-bathroom home located in Winter Haven! Offering 1,502 square feet of living space, this property features a functional layout with plenty of potential for personalization. Major systems have been updated for peace of mind, including a roof, A/C, and water heater all approximately 5 years old. The home is equipped with impact windows and doors installed about 8 years ago, providing added protection and energy efficiency. The kitchen includes a refrigerator and dishwasher that are only 1 year old, along with a stove that is approximately 7 years old. While the home is in good overall condition, it presents a great opportunity for cosmetic updates to match your personal style. Property is fully solar sufficient & the solar panels are already fully paid off. Full 3D walk-through video available upon request. PLEASE NOTE - I AM NOT AVAILABLE ON THE SABBATH/SATURDAYS

Beds:
2
Baths:
2.00
Sq.Ft.:
1,647
Status:
NEW LISTING
MLS#:
O6388012
Type:
Single Family
Subdivision:
Gates Lake Region
Lot size:
0.19 Acres
Year built:
2004
A broker reciprocity listing Courtesy: BEYCOME OF FLORIDA LLC 804-656-5007
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ADDITIONAL INFORMATION

Lovely 2 bedroom and 2 bathroom home located in a private gated community of just over 100 homes in Winter Haven, FL. Situated between Tampa and Orlando with easy access to both international airports. Short distance to theme parks, Legoland, Bok Tower Gardens. New Publix grocery store opening soon is a short drive away. New HVAC installed in 2022. Freshly painted interior and exterior. House overlooks a community park which makes a nice setting for relaxing afternoons and visiting with neighbors. Unique lot shape reveals a beautiful, secluded backyard for gardening and plant enthusiasts. Backyard patio area is a great spot to relax and enjoy quiet evenings.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,030
Status:
NEW LISTING
MLS#:
L4959894
Type:
Condo
Subdivision:
Imperial Harbours
Lot size:
0.01 Acres
Year built:
1974
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Welcome to 333 Lake Howard Dr NW, Unit 313A — a beautifully updated 2-bedroom, 2-bath condo located on the top (3rd) floor of a well-maintained 55+ community. The building offers elevator access and is wheelchair accessible, providing both comfort and convenience. This move-in ready unit features large windows in the living room overlooking the community pool, filling the space with natural light and offering peaceful views. Recent updates include all new kitchen cabinets and countertops, a new lanai cabinet, upgraded bathrooms, a new walk-in shower, new carpet throughout, fresh interior paint, new light fixtures, and new vent covers. The roof has also been replaced, adding additional value and peace of mind. Residents enjoy a variety of amenities including a community pool, fitness center, and direct lake access to Lake Howard. The private dock and boat parking make it easy to enjoy fishing, relaxing by the water, or docking your boat — all included in the HOA dues. Additional features include assigned covered carport parking and a 4x4x4 extra storage space located on the 2nd floor. Enjoy low-maintenance living with resort-style amenities in a prime location.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,334
Status:
NEW LISTING
MLS#:
L4959772
Type:
Condo
Subdivision:
Casa Del Sol Condo Village Ph 02
Lot size:
0.03 Acres
Year built:
1976
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 863-294-7541
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ADDITIONAL INFORMATION

Welcome to Casa Del Sol, a desirable lakefront community on Lake Hartridge with access to the Winter Haven Chain of Lakes. This spacious 2bd/2.5 bath condo offers 1,334 sq. ft. of comfortable living with a smart two-story layout—main living areas downstairs and both bedrooms upstairs. The home incorporates rustic farmhouse design elements throughout, including decorative farmhouse wall paneling that adds warmth, texture, and character to the living spaces. Natural wood furnishings and neutral tones complement the farmhouse aesthetic, blending comfort with timeless style. This bedroom features a relaxed coastal design with soothing blue tones and nautical accents that create a bright, airy retreat. A bold navy accent wall highlights the space, complemented by decorative fishing net wall art and seaside décor. Large windows dressed in sheer navy curtains allow natural light to fill the room, enhancing the breezy coastal vibe. A second bedroom showcases a soft coastal palette with tranquil turquoise walls and light, breezy window treatments. The rustic whitewashed headboard adds a beach-cottage feel while coordinating with the natural textures and pastel bedding. The room’s calming color scheme and light-filled atmosphere create a peaceful, seaside-inspired retreat perfect for guests or family. The bathroom is enhanced with a sliding barn door, a popular farmhouse feature that combines charm with functionality. The door’s rustic wood finish and exposed hardware create a stylish focal point while maximizing space and adding a touch of modern farmhouse appeal. Enjoy low-maintenance living with HOA fees covering city water, sewer/garbage, exterior building maintenance, grounds care, and pool service. Community amenities include a clubhouse, two pools, tennis courts, shuffleboard, and a community dock with direct Lake Hartridge access. A rare bonus in condo living—an attached 2-car garage. Centrally located near major roadways for easy commuting to Lakeland, Auburndale, and the I-4 corridor, yet tucked into a peaceful residential setting close to downtown events, waterfront paths, and local dining. Ideal as a primary residence, seasonal home, or investment property. Opportunities like this don’t last—schedule your private showing today.

Open House:

Saturday, 3/7 12:00-3:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,543
Status:
NEW LISTING
MLS#:
S5145191
Type:
Single Family
Subdivision:
Krenson Bay
Lot size:
0.12 Acres
Year built:
2023
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comfortable living space in a desirable gated community in Winter Haven. Built just two years ago, this nearly new home blends modern design with a warm, family-friendly feel. Step inside to find vaulted ceilings and tile flooring throughout the main living areas, creating a bright and open atmosphere. The spacious kitchen features stainless steel appliances, a large island, and ample cabinet space, perfect for everyday living or gathering with friends and family. The split floor plan provides privacy, while the generous primary suite includes double sinks, a garden tub, separate shower, and walk-in closet. Enjoy Florida living outdoors on the covered lanai, with a backyard perfect for relaxing afternoons or weekend playtime. Conveniently located near Downtown Winter Haven, Polk State College, Winter Haven Hospital, shopping, dining, and major attractions like LEGOLAND. For those who love lifestyle and entertainment, the home is also just about 15 minutes from the popular Port 27, a vibrant waterfront destination known for its live music, great food, desserts, and beautiful lake scenery—the perfect place to unwind and enjoy time with family and friends. This move-in ready home offers comfort, style, and location all in one. Schedule your showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,158
Status:
NEW LISTING
MLS#:
O6386232
Type:
Single Family
Subdivision:
Queens Cove Ph 02
Lot size:
0.14 Acres
Year built:
1994
A broker reciprocity listing Courtesy: ENTERA REALTY LLC 888-216-6364
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ADDITIONAL INFORMATION

This traditional 3-bedroom, 2-bathroom home is located in the established Queens Cove Ph 02 neighborhood. Designed with a functional and classic layout, this residence offers a comfortable living environment perfectly suited for a variety of lifestyles. The heart of the home features a traditional floor plan that provides a clear and smart separation of living spaces. The kitchen is beautifully updated with sleek quartz countertops and Stainless steel appliances, creating a modern and stylish space for meal preparation and entertaining. Situated in a prime location, this home is just minutes away from local essentials, including shopping, dining, and parks. Whether you are searching for a forever home or a smart investment opportunity, this property offers both convenience and potential. Schedule your private showing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,080
Status:
NEW LISTING
MLS#:
O6387580
Type:
Single Family
Subdivision:
Inman Grvs Ph 2
Lot size:
0.13 Acres
Year built:
2023
A broker reciprocity listing Courtesy: MY REALTY GROUP, LLC. 786-847-7421
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ADDITIONAL INFORMATION

Welcome to 652 Grove St, a versatile and spacious 'Freedom' model home in the heart of Winter Haven! This unique property has a main residence featuring 3 bedrooms, 2 bathrooms, a dedicated office space, and a private laundry room. The open-concept layout includes a 2-car garage and plenty of natural light throughout. What sets this home apart is the fully independent Annex/Guest House. This additional living space includes 1 bedroom, 1 bathroom, a semi-equipped kitchen, and its own laundry area—perfect for a mother-in-law suite, a private guest retreat. Conveniently located with easy access to US-27 and local amenities. Schedule your private tour today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,302
Status:
NEW LISTING
MLS#:
O6387742
Type:
Single Family
Subdivision:
Harmony On Lake Eloise Phase 4
Lot size:
0.13 Acres
Year built:
2026
A broker reciprocity listing Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC 407-250-7299
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ADDITIONAL INFORMATION

Under Construction. Welcome to Harmony at Lake Eloise, a new home community in Winter Haven. This community is currently offering 14 floorplans that range from single-story to two-story with 3 to 5 bedrooms, up to 3 bathrooms, and 2-3 car garages. Step inside and be greeted by an open floorplan meant for modern living. In the kitchen, you'll find shaker-style cabinets for that elegant touch, along with stainless-steel Whirlpool appliances including a cooktop, oven, and dishwasher. The house's exterior has block-on-block construction, architectural shingles, and stucco for a stylish and durable finish. Inside, smart home technology has been thoughtfully integrated, offering convenience and safety at your fingertips Homes in this neighborhood also come equipped with smart home technology, allowing you to easily control various aspects of your home. Whether it's adjusting the temperature or turning on the lights, convenience is at your fingertips. Living in Harmony at Lake Eloise, you'll enjoy access to all nearby amenities, including the chain of lakes, shopping centers, and golf courses. The convenient location also gives you easy access to major highways, so your commute is a breeze. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Beds:
5
Baths:
3.00
Sq.Ft.:
2,470
Status:
NEW LISTING
MLS#:
TB8482823
Type:
Single Family
Subdivision:
Villa Mar
Lot size:
0.1 Acres
Year built:
2025
A broker reciprocity listing Courtesy: CASA FRESCA REALTY 813-343-4383
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Under Construction. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,077
Status:
NEW LISTING
MLS#:
O6384870
Type:
Single Family
Subdivision:
Harmony On Lake Eloise
Lot size:
0.14 Acres
Year built:
2026
A broker reciprocity listing Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC 407-250-7299
View additional info

ADDITIONAL INFORMATION

Under Construction. Welcome to the Lakeside, one of our one-story floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Take your pick between two artfully designed exteriors. Inside this beautiful 5 bedroom, 3 bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features modern cabinets, quartz countertops, and sleek stainless-steel appliances, which are sure to both turn heads and make meal prep easy. You'll never be too far from the action with the living and dining area right there. Find luxury vinyl plank flooring throughout a majority of the home including the family room, primary bedroom, kitchen, bathrooms, laundry and foyer. Bedrooms 2,3,4 and 5 will have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Privacy is guaranteed with a separate door for the toilet and shower. Contact us today and find your home at Harmony at Lake Eloise. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Beds:
2
Baths:
2.00
Sq.Ft.:
840
Status:
NEW LISTING
MLS#:
L4959920
Type:
Single Family
Subdivision:
Winter Haven Harbour Apts Condo
Lot size:
0.01 Acres
Year built:
1964
A broker reciprocity listing Courtesy: HARPER REALTY FL, LLC 863-687-8020
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ADDITIONAL INFORMATION

Discover your serene retreat at Winter Haven Harbour Condos—a charming 55+ community featuring this delightful third-floor, two-bedroom, one-and-a-half-bath residence. Recently refreshed 3 years ago with a brand-new roof, fresh paint, and plush new carpeting in both bedrooms and the living space, this home is move-in ready. The kitchen is bright and functional, with plenty of cabinetry that extends into the dining area and ceramic tile flows seamlessly through the kitchen and baths. Enjoy a screened front porch, perfect for morning coffee. The community offers a large heated pool, a clubhouse, shuffleboard, and a grilling area—ideal for gatherings. Conveniently located near shopping, medical centers, and with easy access to both Tampa and Orlando, this is a rare opportunity. Schedule your private tour today!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,464
Status:
NEW LISTING
MLS#:
P4938027
Type:
Single Family
Subdivision:
Revised Map Of Fernwood Add
Lot size:
0.27 Acres
Year built:
1936
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Located in the heart of Winter Haven, this property offers a great opportunity to own in a convenient and well-established area of Polk County. Situated on Ave B NE, the home is just minutes from downtown Winter Haven, local shops, restaurants, parks, and the city’s beautiful chain of lakes. The property provides easy access to major roads, making commuting simple while still enjoying a quiet residential setting. Whether you’re a first-time buyer, investor, or looking for a centrally located property, this location offers both convenience and potential. Enjoy being close to schools, grocery stores, medical facilities, and popular attractions, including nearby lakes and recreational areas that make Winter Haven known as the Chain of Lakes City. A solid opportunity in a growing Central Florida market.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,526
Status:
NEW LISTING
MLS#:
L4959890
Type:
Other
Subdivision:
Cypresswood Enclave Ph 01
Lot size:
0.05 Acres
Year built:
1995
A broker reciprocity listing Courtesy: LOCKHART & ASSOCIATES INC 863-293-1234
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ADDITIONAL INFORMATION

New to the market is this "one owner" villa located in the sought-after Enclave neighborhood located in Cypresswood Golf and Country Club in SE Winter Haven. This 3 bedroom 2 bathroom end unit is in the midst of a professional interior paint job. (new photos will be loaded after painting is complete) Enjoy Easterly pasture views from the lanai. Ideal for sunrise viewing. The country club amenities include access to the clubhouse with bar and grill, jr. olympic swimming pool and soon to be completed pickleball courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix is opening a brand new location just a mile down the road which is sure to attract other needed businesses.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,073
Status:
NEW LISTING
MLS#:
O6387453
Type:
Condo
Subdivision:
Winter Ridge Condo
Lot size:
0.03 Acres
Year built:
2000
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
View additional info

ADDITIONAL INFORMATION

Welcome to 350 Winter Ridge Blvd, Winter Haven, FL 33881 — a beautifully updated 2-bedroom, 2-bath condo offering 1,073 SQFT of comfortable living with a STUNNING WATER VIEW that truly shines when the sun is out. This move-in-ready gem features MODERN VINYL FLOORING and FRESH INTERIOR PAINT completed just over a year ago, a NEW ROOF in 2025, and a NEWER WATER HEATER replaced within the last three years for added peace of mind. Enjoy relaxing in the SCREENED-IN COVERED PATIO, the perfect spot to take in the peaceful water views and FLORIDA SUNSHINE. Ideal for a first-time homebuyer or a SEASONAL SNOW BIRD RETREAT the property also includes two parking spaces (one covered carport), a VERY LOW HOA, and community amenities such as a pool and access to Lake Smart. Conveniently located just minutes from Downtown Winter Haven, shopping, dining, and entertainment, this home offers the perfect blend of comfort, value, and location.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,846
Status:
NEW LISTING
MLS#:
L4959598
Type:
Single Family
Subdivision:
Coventry Cove Ph Ii
Lot size:
0.17 Acres
Year built:
2020
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

This home delivers the perfect blend of comfort and style with an open concept design and thoughtfully defined spaces. The heart of the home is the kitchen featuring plenty of cabinetry and counter space that connects seamlessly to the dining and living areas. Large windows fill the home with natural light creating an airy feel throughout. The primary suite offers a spacious layout and ensuite bath. Additional bedrooms provide flexibility for guests, a home office, or growing needs. Enjoy outdoor living in the backyard with room to personalize and make it your own.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,143
Status:
NEW LISTING
MLS#:
P4938016
Type:
Single Family
Subdivision:
Whisper Lake 01
Lot size:
0.14 Acres
Year built:
1986
A broker reciprocity listing Courtesy: STAR REALTY OF WINTER HAVEN 863-299-7827
View additional info

ADDITIONAL INFORMATION

Imagine coming home to peaceful cul-de-sac living, easy-care tile floors, and a refreshed kitchen ready for everyday life — welcome to your next chapter! Step inside to the living room featuring a decorative fireplace seamlessly flowing into the dedicated dining area. The kitchen has been tastefully refreshed within the past year with newer cabinetry, countertops, and appliances, creating a functional space for everyday cooking and entertaining. Sliding glass doors leading to the 17x8 screened-in lanai — perfect for enjoying Florida evenings. Just outside, an additional open concrete slab provides the ideal grilling or outdoor seating area. The primary bedroom features two closets and a private en-suite bath complete with a tub/shower combination and extended vanity. A long foyer off the garage leads to the second bedroom and guest bath. The third bedroom, located off the living room with French doors, provides flexible space ideal for a home office, den, or additional bedroom. Additional highlights include washer/dryer hookup in the garage and a convenient location just off Recker Highway with quick access to the Polk Parkway, making commutes to Lakeland, Tampa, or Orlando a breeze. Whether you're a first-time buyer, downsizing, or investing — this one checks the boxes for location, layout, and value! **Roof April of 2016, A/C 2016, Water Heater 2020**

Beds:
3
Baths:
2.00
Sq.Ft.:
1,847
Status:
NEW LISTING
MLS#:
P4938020
Type:
Single Family
Subdivision:
Lake Ashton West Ph I
Lot size:
0.15 Acres
Year built:
2006
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 863-294-7541
View additional info

ADDITIONAL INFORMATION

Welcome to 5329 Hogan Lane in the beautiful gated community of Lake Ashton in Winter Haven, FL. This immaculate 3-bedroom, 2-bath home with over 1,800 square feet is ideally situated on a premium pond lot with peaceful water views and no rear neighbors. From the moment you arrive, the home’s curb appeal stands out with a new paver driveway and walkway leading to a charming screened front porch. Inside, the bright open floor plan is spacious and inviting, with triple sliding glass doors that open to the enclosed Florida room—perfect for relaxing and enjoying the tranquil water views year-round. The sought-after floor plan features a beautifully designed kitchen with 42” white cabinetry, granite countertops, under-cabinet lighting, breakfast bar seating, and solar sun tubes that fill the space with natural light. The primary suite offers serene pond views and includes an ensuite bath with dual vanities, a soaking tub, and two walk-in closets. The guest bedrooms and bath are located in a separate wing that can be closed off with a pocket door, providing added privacy for guests. Vinyl flooring runs throughout the main living areas for easy maintenance, while the bedrooms offer comfortable carpeting. The laundry room is conveniently located off the kitchen and includes a laundry sink, storage cabinetry, and a large counter space ideal for folding or additional workspace. Major updates include: 2023 – New roof 2023 – New garage door opener 2024 – New garage screen system 2020 – New AC, heat pump, and air handler 2020 – Washer and dryer 2021 – Convection range, microwave, and refrigerator Additional upgrades include a whole-house water softener and a reverse osmosis water filtration system in the kitchen. Lake Ashton offers resort-style living with two 24-hour manned gatehouses, two clubhouses, heated indoor and outdoor pools, an indoor lap pool, fitness center, two championship 18-hole golf courses, pro shop, movie theater, bowling alley, billiards room, card rooms, arts and crafts studio, ballroom, three dog parks, and RV and boat storage. Schedule your private tour today.

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Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. © 2026 MIAMI Association of REALTORS®, all rights reserved.


Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


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Winter Haven Real Estate

Winter Haven is located in Florida. Winter Haven, Florida has a population of 48,707. Winter Haven is less family-centric than the surrounding county with 26.09% of the households containing married families with children. The county average for households married with children is 26.62%.

The median household income in Winter Haven, Florida is $50,842. The median household income for the surrounding county is $55,099 compared to the national median of $69,021. The median age of people living in Winter Haven is 41 years.

Winter Haven Weather

The average high temperature in July is 92.5 degrees, with an average low temperature in January of 49.7 degrees. The average rainfall is approximately 51.2 inches per year, with 0 inches of snow per year.

Winter Haven Map

Winter Haven Real Estate Market Conditions

  • Median sales price

    $271,501
    25.4%
    change since last quarter
  • # Active listings

    917
    30-day change

Winter Haven Schools and Demographics

Education near Winter Haven, FL

City County
High School Graduates 88.28 86.36
College Degree - 2 year 10 9.74
College Degree - 4 year 19.99 21.01
Graduate Degree 4.94 5.22
Expenditures per Student 10,984 10,984
Students per Teacher 17.8 17.8

Elementary Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Chain of Lakes Elementary School PK - 05 1,077 17.4 33884
Eagle Lake Elementary School PK - 05 473 15.8 33839
Elbert Elementary School PK - 05 638 15.6 33881
Frank E. Brigham Academy KG - 05 527 15.5 33880
Fred G. Garner Elementary School PK - 05 646 13.7 33881
Garden Grove Elementary School PK - 05 562 15.2 33884
Hartridge Academy KG - 05 237 18.2 33881
Highland City Elementary School PK - 05 428 13.8 33846
Inwood Elementary School PK - 05 412 15.3 33880
Jewett School of the Arts PK - 08 738 15.1 33881
John Snively Elementary PK - 05 467 15.6 33880
Lake Shipp Elementary School PK - 05 550 17.2 33880
Pinewood Elementary School PK - 05 678 14.7 33839
Wahneta Elementary School PK - 05 502 16.2 33880
Winter Haven Head Start PK - PK 35 17.5 33881

Middle Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Denison Middle School 06 - 08 842 15.9 33880
Jewett Middle Academy Magnet 06 - 08 606 18.4 33881
Westwood Middle School 06 - 08 821 15.5 33881

High Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Chain of Lakes Collegiate High School 11 - 12 291 32.3 33881
Lake Region High School 09 - 12 1,892 19.9 33839
New Beginnings High School 07 - 12 382 27.3 33881
Polk State College Collegiate High School 11 - 12 281 40.1 33881
Winter Haven Senior High School 09 - 12 1,953 22.2 33880

Ungraded Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Ridge Teen Parent Program 06 - 12 71 33881
Winter Haven Pace 01 - 12 5 33880

Demographics near Winter Haven, FL

City County
Neighborhood Type Suburban
Population 48,707 713,148
Population Density 1,520 397
Median Age 41 40.1
People per Household 2.7 2.8
Median Household Income 50,842 55,099
Average Income per Capita 27,296 27,909

Real estate near Winter Haven