Winter Haven FL Real Estate & Homes for Sale

837 Properties Found

Sort Results:
476–500 of 837 properties displayed
Refine Property Search
Page 115 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 of 34    Prev | Next
Beds:
2
Baths:
2.00
Sq.Ft.:
1,464
Status:
Active
MLS#:
P4936795
Type:
Manufactured Home
Subdivision:
Oakwood Estates
Lot size:
0.08 Acres
Year built:
1984
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 863-294-7541
View additional info

ADDITIONAL INFORMATION

Walk right into this beautifully updated and maintained home. Walk right in to see the updated family room featuring a newly installed fireplace and updated kitchen. The flooring in these areas have been replaced with a very attractive vinyl. The area is open and airy and perfect for entertaining. From the kitchen is a nice dining area with an updated built-in. The living room features cathedral ceilings and a spacious bay window. Each bedroom has it's own attached bath, perfect for visitors. The primary bedroom has an escape door into the shed offering a third point of entry to the home. The vinyl thermal windows provide extra insulation value. This home comes furnished with what you see in the home. Oakwood Estates, a 55+ resident owned community, offers many amenities and activities. Make your appointment today to view this amazing home!!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,522
Status:
Active
MLS#:
S5137072
Type:
Single Family
Subdivision:
Villamar Ph 5
Lot size:
0.1 Acres
Year built:
2023
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome home to Villa Mar, a vibrant and growing community in beautiful Winter Haven! Built in 2023 and occupied for just one year, this 5-bedroom, 3-bathroom home offers that “like-new” feel with thoughtful upgrades throughout. As you step inside, you’re greeted by an inviting open-concept layout designed for both comfort and connection. The kitchen shines with stainless steel appliances, an oversized pantry, and cabinets with updated fixtures, all opening to the main living area with NEW laminate flooring—creating a seamless space for gathering and entertaining. A bedroom and full bathroom on the main floor offer ideal flexibility for guests or multi-generational living. Upstairs, you’ll find four additional bedrooms, a loft that’s perfect for a home office or a cozy nook to unwind and recharge, and a conveniently located laundry room. The oversized primary suite features a large walk-in closet and an ensuite bathroom complete with a stand-alone shower, upgraded shower head, and linen closet for added convenience. Step outside to a fully fenced backyard, offering privacy and plenty of space to create your own outdoor retreat—whether that means adding a future pool, garden, or simply enjoying a quiet evening of relaxation. The oversized under-the-stairs storage and two-car garage add even more practicality, while the LOW HOA helps keep ownership easy and affordable. Perfectly situated just off US-27, residents enjoy proximity to dining, shopping, and grocery options, as well as easy access to I-17. Outdoor enthusiasts will love being near the Winter Haven Chain of Lakes, ideal for boating, kayaking, fishing, or simply soaking up the sunshine. Plus, the charming Downtown Winter Haven Historic District is nearby—home to local restaurants, boutiques, and community events like First Fridays, the Wine, Chocolate & Cheese Festival, and so many more! For a weekend of fun with the family and friends, LEGOLAND is only 3.5 miles away! This home beautifully blends modern comfort, functional space, and a convenient location—making it a must-see in the heart of Winter Haven. This is the one you've been waiting on. Schedule a showing today and make it yours!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,015
Status:
Active
MLS#:
P4936802
Type:
Single Family
Subdivision:
Savannah Estates
Lot size:
0.17 Acres
Year built:
2005
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
View additional info

ADDITIONAL INFORMATION

Discover this charming three-bedroom, two-bathroom residence in the desirable Savannah Estates, where comfort meets style. This inviting space features laminate flooring throughout, complemented by tile in the bathrooms. The open-concept design showcases a spacious kitchen, complete with ample cabinets, generous counter space, a breakfast bar, and stainless steel appliances, including a gas stove—perfect for culinary enthusiasts. High vaulted ceilings create an airy atmosphere in the combined kitchen, dining, and living areas, while the spacious primary bedroom boasts a large walk-in closet and an en suite bath featuring a relaxing soaker tub and a separate shower. French doors open to a large screened lanai adorned with decorative tile flooring, providing a serene outdoor retreat. The fully fenced backyard, complete with a storage shed, offers plenty of space for outdoor activities, and the convenient two-car garage adds to the home's functionality. Recent upgrades include a new roof in 2022 and a 5 year old AC unit, ensuring peace of mind for years to come. Additionally, the assumable lease on solar panels at $210 per month enhances energy efficiency and sustainability. Don’t miss the opportunity to make this beautiful property your own! Click on the virtual link attached for a full tour!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,820
Status:
Active
MLS#:
L4956839
Type:
Single Family
Subdivision:
Villamar Ph 2
Lot size:
0.13 Acres
Year built:
2022
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
View additional info

ADDITIONAL INFORMATION

Welcome to this stunning home located in the desirable community of VILLAMAR— This beautiful 4 BEDS 2 BATHS offers an open floor plan with a spacious living area, kitchen, and dinette—all featuring easy-to-maintain, the covered lanai, perfect for relaxing or entertaining. The primary bedroom is privately situated at the back of the home and includes a large walk-in closet and an ensuite bathroom with dual vanities and a separate stand-alone shower. Nearby amenities include, A new Publix Supermarket and gas station coming soon just minutes away Easy access to Legoland, local elementary schools, a playground, and a community pool Don’t miss your chance to make this beautiful house your dream home!

Beds:
3
Baths:
1.00
Sq.Ft.:
936
Status:
Active
MLS#:
P4936823
Type:
Single Family
Subdivision:
South Winter Haven Ext
Lot size:
0.14 Acres
Year built:
1950
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
View additional info

ADDITIONAL INFORMATION

Opportunity knocks in South Winter Haven! This 3-bedroom, 1-bath single-family home sits on a spacious 6,251 sq ft lot just a few blocks from US Hwy 17, offering convenient access to nearby shops, dining, and major roads. With approximately 936 sq ft of living space, this home features a functional layout that’s perfect for anyone looking to invest or make it their own. The property is fully fenced in, offering privacy and security along with plenty of outdoor space to enjoy. A detached shed adds extra flexibility for storage, workspace, or future expansion. Whether you’re an investor searching for your next opportunity or a buyer ready to create an affordable starter home, this property offers a solid foundation with endless potential.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,727
Status:
Active
MLS#:
P4936782
Type:
Single Family
Subdivision:
Orange Shores
Lot size:
0.36 Acres
Year built:
1956
A broker reciprocity listing Courtesy: REAL FLORIDA REALTY LLC 863-399-1804
View additional info

ADDITIONAL INFORMATION

This beautifully updated 4-bedroom, 2-bath home offers the perfect blend of modern comfort and classic Florida living. Located directly across from the Lake Hartridge boat ramp and Lake Hartridge Nature Park, you’ll enjoy instant access to the Winter Haven Chain of Lakes—one of Central Florida’s most desirable waterways for boating, fishing, and recreation. Inside, every detail has been refreshed, featuring new finishes, an updated kitchen and baths, modern flooring, and stylish fixtures throughout. All windows and doors have been replaced, offering enhanced energy efficiency, comfort, and peace of mind. The open-concept layout creates a warm, welcoming flow, ideal for entertaining or relaxing after a day on the water. Outside, the spacious yard provides plenty of room to park your boats or outdoor toys, and the property includes its own private well for irrigation, keeping your lawn lush and green year-round. With its unbeatable location and move-in ready condition, this home is perfect for anyone looking to embrace the lake lifestyle without sacrificing comfort or convenience.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,833
Status:
Active
MLS#:
TB8440646
Type:
Single Family
Subdivision:
Lake Ashton West Ph 01
Lot size:
0.14 Acres
Year built:
2006
A broker reciprocity listing Courtesy: KEYS TO THE BAY REAL ESTATE 813-965-1057
View additional info

ADDITIONAL INFORMATION

Welcome to the luxurious 55+ golf course community of Lake Ashton! The home is the Biscayne floor plan, consisting of 3 bedrooms and 2 baths and a 2 car garage. The home and garage are accessible with electronic entry for ease. This home has been a winter retreat and only lived in a few months per year. Beautifully installed ceramic tile throughout and carpet in the bedrooms with 9' ceilings create such volume to the space. This home has stainless appliances and solid countertops to compliment the solid wood cabinetry giving it overall elegant feel and spaciousness. The breakfast nook looks into the main living space as well as out to the pond and nature preserve through one of the two 8' sliders giving perfect tranquility to peaceful mornings. No backyard neighbors!! Expansive primary bedroom with soaking tub and dual walk in closets make for the perfect retreat. Home is fully furnished with golf cart in the garage and all items are negotiable with purchase. Come see all that the Lake Ashton community has to offer.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,073
Status:
Active
MLS#:
L4956747
Type:
Condo
Subdivision:
Winter Ridge Condo
Lot size:
0.03 Acres
Year built:
1999
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 863-577-1234
View additional info

ADDITIONAL INFORMATION

Updated 3-Bed, 2-Bath Condo in a Lakefront Community! Experience easy Florida living in this beautifully updated 3-bedroom, 2-bath single-story condo in the desirable Winter Ridge community on Lake Smart. Enjoy new plank floors, an open living area, and a spacious screened-in patio — perfect for morning coffee or evening relaxation. The community offers lake access and a sparkling pool, giving you the best of the Florida lifestyle without the upkeep. Conveniently located near Central Florida’s top attractions and theme parks, this home combines comfort and accessibility. With an affordable HOA and low-maintenance design, it’s a smart move for anyone ready to stop renting and start owning — all while keeping monthly costs manageable. Modern, welcoming, and perfectly located — this condo checks all the right boxes.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,385
Status:
Active
MLS#:
P4936736
Type:
Other
Subdivision:
Traditions Ph 2a
Lot size:
0.07 Acres
Year built:
2019
A broker reciprocity listing Courtesy: REAL BROKER, LLC. 855-450-0442
View additional info

ADDITIONAL INFORMATION

Looking for a low-maintenance home in a 55+ community in Winter Haven, Florida? This 2019-built home in Traditions at Lake Ruby offers easy living, great amenities, and a peaceful setting designed for an active Central Florida lifestyle. Located at 2853 Attwater Loop, this 2-bedroom, 2-bath home welcomes you with a bright, open layout where the kitchen, dining, and living areas flow together. Natural light fills the space, making mornings feel calm and unhurried. It’s the kind of home where you can enjoy quiet coffee time, invite friends over with ease, and relax knowing everything is well cared for. The home is move-in ready and thoughtfully designed for comfort. With modern finishes, a practical floor plan, and low upkeep, it’s ideal for full-time living or a seasonal retreat. The bedrooms invite privacy, while the main living space keeps everything connected and simple. Living in Traditions at Lake Ruby, a gated 55+ community, means enjoying resort-style amenities every day, including: Two heated swimming pools Fitness center and billiards room Tennis and pickleball courts Dog park and scenic walking paths Community boat ramp with access to Lake Ruby Active clubs, events, and social activities The location puts you close to shopping, dining, medical offices, and daily essentials in Winter Haven. You’re also minutes from Lake Eloise, LEGOLAND Florida, and have easy drive routes to Tampa and Orlando. Home highlights: 2 bedrooms 2 bathrooms, Built in 2019, Open-concept living area, Low-maintenance lifestyle, 55+ gated community, Lake access and resort-style amenities. If you’re searching for a 55+ home in Winter Haven, with amenities, lake access, and an active yet peaceful lifestyle, 2853 Attwater Loop offers comfort, connection, and ease—ready for its next chapter.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,066
Status:
Active
MLS#:
O6354217
Type:
Manufactured Home
Subdivision:
Garden Grove Oaks
Lot size:
0.1 Acres
Year built:
1988
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
View additional info

ADDITIONAL INFORMATION

Experience the Best of Florida Living! Immerse yourself in the vibrant Floridian lifestyle with this beautifully maintained 2-bedroom, 2-bath manufactured home located in the desirable 55+ Garden Grove Oaks community. Designed for comfort and accessibility, this home features a convenient handicap ramp for easy entry. Step inside to a bright and inviting open-concept living and dining area, seamlessly connected to a modern, upgraded kitchen complete with new cupboards, counters, and a stylish sink—perfect for all your culinary creations. The primary bedroom offers a relaxing retreat, featuring a modern sink added in 2022, while the guest bedroom has been freshly painted to welcome your visitors in style. Enjoy peace of mind knowing the roof was replaced in November 2025, the entire home was freshly painted the same year, and a new ceiling was installed in 2025—making this home move-in ready! Beyond the home itself, Garden Grove Oaks is all about community and connection. Residents enjoy a heated swimming pool, a clubhouse for social gatherings, and an abundance of fun-filled activities that make every day feel like a vacation. Best of all, the HOA fee is only $65 monthly, which includes pool maintenance—an incredible value for this vibrant community. This isn’t just a home—it’s your gateway to a joyful, active, and fulfilling Florida lifestyle.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,751
Status:
Active
MLS#:
P4936785
Type:
Single Family
Subdivision:
Almeda Park
Lot size:
0.25 Acres
Year built:
1958
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
View additional info

ADDITIONAL INFORMATION

Welcome to 991 S SE in Winter Haven. This beautifully upgraded, turnkey home is being offered fully furnished and sits quietly at the end of a peaceful street with no HOA. It perfectly blends mid-century modern charm with stylish, modern updates throughout. Inside, you’ll find three bedrooms and two full bathrooms, along with two spacious living areas that can easily serve as a home office, playroom, or additional lounge space. The open floor plan feels bright and inviting, with plenty of natural light, walk-in closets, and a centrally located guest bath. The owner has already completed all the major updates for you, including a newer roof, newer water heater, and a brand-new septic system, ready for you to just move in and enjoy. Outside, the home features a sparkling courtyard pool, a storage shed, and a convenient circular driveway that provides plenty of parking. This property is perfect as a primary residence, seasonal getaway, or fully furnished short-term rental with excellent Airbnb potential. Located near shopping, dining, and Central Florida attractions, this home offers a wonderful combination of comfort, privacy, and convenience.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,840
Status:
Active
MLS#:
P4936792
Type:
Single Family
Subdivision:
Ruby Lake Ph 03
Lot size:
0.28 Acres
Year built:
2002
A broker reciprocity listing Courtesy: LOCKHART & ASSOCIATES INC 863-293-1234
View additional info

ADDITIONAL INFORMATION

Discover this charming 4-bedroom, 2-bath home with 1,840 sqft of comfortable living space in the highly desirable Ruby Lake neighborhood in Southeast Winter Haven. Located near LEGOLAND®, this home offers both convenience and a great sense of community. Enjoy the generous bedrooms, including a comfortable primary suite, plus a backyard ready for play or entertaining! With a fantastic location near schools, shopping, and parks, everything you need is just minutes away. Don’t miss the chance to make this lovely Ruby Lake home yours—schedule a tour today!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,781
Status:
Active
MLS#:
L4956715
Type:
Single Family
Subdivision:
Crossroads/lk Region
Lot size:
0.28 Acres
Year built:
2008
A broker reciprocity listing Courtesy: AGILE GROUP REALTY 813-569-6294
View additional info

ADDITIONAL INFORMATION

This Beautiful 4-bedroom,3-bath home with additional office offers the perfect blend of style and comfort. Featuring hardwood floors and tile throughout the main living areas, cozy carpeted bedrooms, and an open floor plan with high ceilings that fill the home with natural light. The kitchen boasts elegant granite countertops, while the renovated master bathroom showcase a huge glass shower, double vanity sinks and solid surface countertops. Step outside to your backyard oasis with a gorgeous Pool and Jacuzzi, complete with stone Pebble Tec finish - perfect for relaxing or entertaining. Outside also includes a well for lawn watering & landscape lighting. Enjoy the added bonus of a community pool and clubhouse. Conveniently located near downtown Winter Haven with easy access to Tampa and Orlando, this home truly has it all. Call today for your private showing!!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,252
Status:
Active
MLS#:
P4936640
Type:
Single Family
Subdivision:
Planters Walk Ph 03
Lot size:
0.15 Acres
Year built:
1996
A broker reciprocity listing Courtesy: RE/MAX HERITAGE PROFESSIONALS 863-256-2188
View additional info

ADDITIONAL INFORMATION

Welcome to Planter’s Walk, one of Southeast Winter Haven’s most desirable established communities! This beautifully updated 3-bedroom, 2-bath home offers comfort, style, and convenience just minutes from dining, shopping, and entertainment, 5 minutes from LEGOLAND Florida, and 25 minutes from Bok Tower Gardens. Featuring an open split-bedroom floor plan with vaulted ceilings and abundant natural light, this home showcases brand-new ceramic tile flooring throughout, a remodeled kitchen with quartz countertops, new cabinets, and stainless steel appliances, plus freshly painted interiors. The spacious primary suite includes a large walk-in closet and an updated private bath, while the expansive Florida room and screened porch overlook a large fully fenced backyard complete with a storage shed—perfect for entertaining, pets, or play. Additional highlights include a new roof (2023), a two-car garage, a large driveway with extra parking space, and low annual HOA fees of just $95. Located in a quiet, deed-restricted neighborhood close to schools, parks, medical facilities, and major highways, this move-in ready home combines modern updates with a fantastic Central Florida location.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,690
Status:
Active
MLS#:
S5136668
Type:
Single Family
Subdivision:
Harmony On Lake Eloise Phase 1
Lot size:
0.14 Acres
Year built:
2023
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
View additional info

ADDITIONAL INFORMATION

Welcome to 1122 Brimstone Cir, a stunning nearly new home built in 2023 located in the highly desirable Harmony at Lake Eloise community in Winter Haven! This modern residence offers 3 bedrooms, 2 bathrooms, and a spacious open floor plan filled with natural light, elegant finishes, and energy-efficient features. The kitchen is the heart of the home, featuring stone countertops, stainless steel appliances, and a large island perfect for gatherings. The owner’s suite includes a walk-in closet and a private ensuite bathroom. Enjoy relaxing afternoons on the covered lanai overlooking a peaceful backyard. ? Bonus Feature: This property is equipped with leased solar panels, helping reduce monthly utility costs. The solar lease must be assumed by the buyer as part of the purchase. Built with quality block construction and a two-car garage, this home offers durability and style. Located close to shopping, dining, schools, and major highways, it’s the perfect balance of comfort and convenience. Don’t miss this opportunity to own a move-in-ready home in one of Winter Haven’s most sought-after areas — schedule your private tour today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,525
Status:
Active
MLS#:
S5136893
Type:
Manufactured Home
Subdivision:
Brookhaven Village First Add
Lot size:
0.12 Acres
Year built:
1989
A broker reciprocity listing Courtesy: RE/MAX HERITAGE PROFESSIONALS 863-256-2188
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully maintained 2-bedroom, 2-bathroom manufactured home with an office in the desirable 55+ community of Brookhaven Village, where you OWN your land! Situated on a large lot with no rear neighbors, this property offers an incredible sense of privacy and tranquility. From the moment you enter, you’ll notice the care and updates that have gone into this home over the years. Features include updated windows, fresh interior paint, and modern flooring throughout. Both the roof and AC were replaced within the last 5 years, ensuring peace of mind for years to come. At the front of the home, the Florida room is fully enclosed and equipped with central air and heat, making it a comfortable year-round living space. The open floorplan flows seamlessly into a spacious living room, dining room with built-ins, and a bright kitchen offering ample cabinet and countertop space. The refrigerator was replaced 2 years ago, and the kitchen and bathroom cabinets have been repainted with updated hardware and modern light fixtures added for a fresh look. Down the hallway, you’ll find a dedicated office, ideal for working from home or enjoying a favorite hobby. The guest bedroom includes a walk-in closet, and the guest bath has been tastefully updated. The oversized primary suite is located at the back of the home and features a large walk-in closet and an ensuite bathroom with dual sinks and a walk-in shower. Step outside to your screened-in lanai, perfect for morning coffee or afternoon relaxation. Beyond that, the backyard oasis features a paved patio and serene views; your own private retreat. Hurricane shutters were just installed, adding extra protection and value. The low $34/month HOA fee includes access to the clubhouse, heated pool, shuffleboard courts, and storage area (upon availability). Brookhaven Village offers a prime Central Florida location close to HWY-27, providing easy access to I-4, Tampa, Orlando, and both Gulf and Atlantic beaches. Be sure to explore the 3-D virtual tour, then come see this wonderful home in person. Whether you’re escaping cold winters or seeking an affordable year-round lifestyle, this home is ready for you to enjoy the Florida sunshine. Schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,662
Status:
Active
MLS#:
L4956605
Type:
Single Family
Subdivision:
Lakeside Landings Ph 01
Lot size:
0.18 Acres
Year built:
2017
A broker reciprocity listing Courtesy: VIEWPOINT VALUE REALTY 863-617-7015
View additional info

ADDITIONAL INFORMATION

3-bedroom, 2-bath home with 1,662 SF built in 2017, nestled in THE PRESERVE—a small, quiet 55+ GATED enclave tucked within the desirable LAKESIDE LANDINGS community. This open-concept home features a spacious Kitchen/Dining/Great Room combination with ceramic tile throughout the main areas and cozy carpet in the bedrooms. The kitchen boasts a CENTER ISLAND, GRANITE countertops, and a corner walk-in pantry—the only thing missing are the appliances, but the price reflects the cost to replace them. Sliding glass doors lead to a large COVERED AND SCREENED LANAI with a ceiling fan, perfect for relaxing or entertaining. The split bedroom layout provides privacy, with the Primary Suite just off the Great Room and two additional bedrooms sharing a full bath. The Primary Suite offers a ceiling fan, large walk-in closet, and an en-suite bath with dual sinks, granite vanity, a large shower, linen closet, and private water closet. Enjoy low-maintenance living with LAWN CARE included in the HOA fee, plus access to Lakeside Landings’ resort-style amenities—community pool, recreation center, playground, and scenic nature trail. Conveniently located near I-4, shopping, dining, golf, medical facilities, and Central Florida’s top attractions including Legoland, Disney World, and Universal Studios. With a little TLC, you can experience comfort, convenience, and the carefree lifestyle you deserve in this beautifully maintained 55+ community. NOTE: CDD (Community Development District) Fee of $1607.64 is INCLUDED IN TAXES.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,347
Status:
Active
MLS#:
P4936660
Type:
Condo
Subdivision:
Lakeridge Condo
Year built:
1974
A broker reciprocity listing Courtesy: JUDY B CLEAVES PROPERTIES INC 863-299-5878
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. CENTRAL FLORIDA- THIS IS THE ONLY GATED 55+ CONDOMINIUM COMPLEX IN WINTER HAVEN. ALL NEW ENERGY EFFECIENT WINDOWS IN THIS IMMACULATE & MOVE-IN READY 2 BEDROOM 2 BATH CONDO. All inspections completed at this well maintained condo complex. The large kitchen and 1,347 sq. ft. of living area is worth a look. The beautiful "Chain Of Lakes" are a draw for many seeking a Florida lifestyle. MONTHLY FEE INCLUDES-WATER, SEWER, CABLE W/2 BOXES, FIBER OPTIC INTERNET, TRASH REMOVAL, CONDO RESERVES & use of recreational facilities. Come enjoy the maintenance-free lifestyle with a HEATED POOL, tennis, shuffleboard, community room, gated entrances & covered assigned parking space. The large bright kitchen has great counter space & all appliances & washer/dryer are included. The kitchen overlooks the 26'x14' great room that also adjoins the additional FL/bonus room with large storage closet. The 16X14 foot master bedroom easily accommodates a king-size bed & has a walk-in closet & en-suite bathroom with walk-in shower. The 2nd bedroom includes a space saving drop-down Murphy bed & is convenient to the 2nd bathroom with tub/shower combination. The linen closet is near the washer and dryer for convenience. Lakeridge is close to shopping, places of worship, groceries, restaurants, medical offices & hospital. Extra assigned storage located on the same floor. Social activities available, if you wish to participate. Lakeridge is well-maintained, well-managed & passed inspections & studies with flying colors. Electric car charger on site for owners. YOU ONLY HAVE TO PAY FOR YOUR ELECTRICITY HERE, AS EVERYTHING ELSE IS INCLUDED IN THE MONTHLY FEE. ONE SMALL PET MAY BE APPROVED. NON SMOKING PROPERTY. Quick Closing is available. All information believed to be accurate but not guaranteed. All measurements are approximate.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,465
Status:
Active
MLS#:
P4936722
Type:
Single Family
Subdivision:
Cypresswood
Lot size:
0.65 Acres
Year built:
1984
A broker reciprocity listing Courtesy: BROKERS REALTY OF CENTRAL FLOR 863-294-6773
View additional info

ADDITIONAL INFORMATION

This property located in the gated golf community of Cypresswood is the perfect home for the family to settle in and enjoy. This home is a 4-bedroom, 2.5- bath pool home located on a corner lot and sitting in front of 13th Fairway. This home has had recent luxury vinyl throughout the house, new kitchen countertops, new ceiling fans, and fresh paint on the interior. Exterior uplifts are new exterior paint, new pool pump and filter, new roof in 2022, new air handler 2023. Other features include custom primary closet,large garden tub, paved enclosed pool area, 2-car oversized garage, inside laundry room, and dual living rooms. Call today to view. 8Agents, please read MLS remarks.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,201
Status:
Active
MLS#:
TB8438899
Type:
Single Family
Subdivision:
Orangewood Add
Lot size:
0.31 Acres
Year built:
1923
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY INC 727-538-9200
View additional info

ADDITIONAL INFORMATION

COMPLETE RE-MODEL ON THIS DOUBLE LAKEFRONT LOT. HISTORIC CHARM WITH ALL MODERN UPGRADES! THIS PROPERTY BOASTS EXPANSIVE VIEWS OF LAKE SHIPP, PART OF WINTER HAVEN'S 24 INTERCONNECTED CHAIN OF LAKES. EVERYTHING HAS BEEN DONE: NEW WINDOWS, RE-PLUMBED, RE-WIRED, NEW A/C. AND ROOF, STUCCO, EXTERIOR PAINT, FLOORING, AND FIXTURES. AS YOU ENTER THE FRONT DOOR, THE SPACIOUS LIVING ROOM HAS A BEAUTIFUL FIREPLACE WHICH IS OPEN TO THE LARGE DINING ROOM. THE KITCHEN, WITH ACCESS POINTS TO ALL LIVING AREAS, FEATURES STAINLESS APPLIANCES, PANTRY AND LAUNDRY CLOSET. JUST OFF THE LIVING AREA IS A FAMILY ROOM (GATHERING ROOM) WHICH HAS FRENCH DOORS LEADING TO A DECK OVERLOOKING THE POOL AND LAKE. A SMALL OFFICE/DEN ALSO HAS ACCESS TO THE POOL DECK. THE MASTER SUITE IS LOCATED ON THE FIRST LEVEL FEATURING A SITTING AREA, DOUBLE CLOSET AND AMAZING LAKE VIEWS. FRENCH DOORS LEAD OUT TO A REAR DECK OVERLOOKING THE OVERSIZED POOL AND LAKE. THE MASTER BATH FEATURES A DOUBLE VANITY AND TILED SHOWER. THE SECONDARY BEDROOMS ARE LOCATED ON THE UPPER LEVEL WITH A SHARED BATH. THE IN-LAW SUITE OFFERS EXCELLENT FLEXIBILITY! ENTRANCE FROM THE MAIN LIVING AREA AS WELL AS A PRIVATE REAR DOOR. IDEAL FOR FAMILY, GUESTS OR SIMPLY MORE LIVING SPACE! THE FIRST LEVEL IS SPACIOUS (IDEAL LIVING/KITCHEN OPTION) INCLUDES A FULL SIZE BATH. A STAIRWAY LEADS TO A LARGE BEDROOM WHICH COULD ALSO BE PERFECT FOR AN OFFICE/DEN. AT THE REAR OF THE HOUSE, THERE IS A SMALL BASEMENT (COULD BE GREAT WORKSHOP OR STORAGE AREA). THE SECONDARY LOT HAS ALREADY BEEN SUBDIVIDED - POTENTIAL SECOND HOME, GARAGE - THE POSSIBILITIES ARE ENDLESS. LOCATION IS IDEAL WITH EASY ACCESS TO WINTER HAVEN, CYPRESS GARDENS, BARTOW AND HWY 570 - WHICH MEANS CLOSE PROXIMITY TO THE NEW ORLANDO HEALTH CAMPUS IN LAKELAND.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,073
Status:
Active
MLS#:
P4936697
Type:
Condo
Subdivision:
Winter Ridge Condo
Lot size:
0.03 Acres
Year built:
1995
A broker reciprocity listing Courtesy: CENTURY 21 MYERS REALTY LAKE WALES 863-676-4448
View additional info

ADDITIONAL INFORMATION

Welcome to Winter Ridge Condominiums — Lakeside Living on the Winter Haven Chain of Lakes. Discover the charm of Winter Ridge, a desirable waterfront condominium community offering direct access to Lake Smart, part of the renowned Winter Haven Chain of Lakes. This inviting 2-bedroom, 2-bath home features an open floor plan with ceramic tile throughout, a galley-style kitchen equipped with a refrigerator, range, microwave, and dishwasher, plus a walk-in pantry/utility room with in-unit laundry hookups. Relax and unwind on the oversized screened lanai while taking in peaceful views of Lake Conine, perfect for morning coffee or evening unwinding. The home also includes two assigned parking spaces directly in front of the unit, with additional guest parking conveniently located near the clubhouse. Community amenities include a heated swimming pool, clubhouse, shuffleboard courts, and a fishing and boat dock—perfect for enjoying the waterfront lifestyle. The HOA takes care of exterior maintenance, roof upkeep, lawn care, common area landscaping, road maintenance, and pool and dock care, offering truly low-maintenance living. Outdoor enthusiasts will appreciate the public boat ramp across the street providing access to Lake Conine, and the nearby Lake Conine Nature Park (just 0.5 miles away), featuring walking trails, picnic areas, and scenic lake views. Centrally located near shopping, dining, and medical facilities, this property is also just minutes from Legoland and Highway 27, with easy access to Tampa and Orlando. Enjoy comfort, convenience, and lakeside living in one of Winter Haven’s most sought-after condo communities—Winter Ridge.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,720
Status:
Active
MLS#:
TB8437733
Type:
Single Family
Subdivision:
Lake Deer
Lot size:
0.2 Acres
Year built:
2020
A broker reciprocity listing Courtesy: RE/MAX REALTY UNLIMITED 813-684-0016
View additional info

ADDITIONAL INFORMATION

Welcome to your beautiful home in the peaceful Lake Deer community of Winter Haven! Built in 2020, this energy-efficient 3-bedroom, 2-bath home with a 2-car garage sits on a spacious corner lot and offers the perfect blend of modern upgrades and country tranquility. Step inside and you’ll immediately notice the open-concept layout and attention to detail throughout. The kitchen is a chef’s dream featuring 52” upper cabinets with crown molding, soft-close doors, upgraded granite countertops, stainless steel appliances, and a large walk-in pantry. The home features luxury vinyl plank flooring throughout with carpet only in the primary suite for comfort. The primary bedroom includes a huge walk-in closet and a spa-like en suite bath with double sinks and upgraded finishes. A custom laundry room off the garage adds convenience, while the garage itself offers pull-down attic stairs for extra storage. Step outside to your fully fenced backyard—ideal for gatherings and relaxation—with a large yard and an above-ground pool to cool off on warm Florida days. The home also features solar panels for lower utility costs and long-term efficiency. Located in a quiet, friendly community surrounded by rural charm yet close to major highways, shopping, and dining, this home truly offers the best of both worlds. Come see why life at Lake Deer feels like home!

Beds:
2
Baths:
1.00
Sq.Ft.:
896
Status:
Active
MLS#:
P4936714
Type:
Single Family
Subdivision:
Haven Groves Estates
Lot size:
0.2 Acres
Year built:
1969
A broker reciprocity listing Courtesy: TINA MARIE LLC 407-448-5388
View additional info

ADDITIONAL INFORMATION

Huge fenced yard. A sweet 1st time home or retirement home and everyone else. Newer kitchen, bath, and flooring. Well-kept Property. A must-see.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,620
Status:
Active
MLS#:
TB8438332
Type:
Single Family
Subdivision:
Jan Phyl Village
Lot size:
0.15 Acres
Year built:
1969
A broker reciprocity listing Courtesy: LA ROSA REALTY LLC 321-939-3748
View additional info

ADDITIONAL INFORMATION

Welcome to 608 William Avenue, a charming and thoughtfully updated 3-bedroom, 2-bathroom ranch style home PLUS a built in MOTHER-IN-LAW suite. This secondary suite features a full kitchen, full bathroom, 1 bedroom, private entry and a private fully fenced backyard, perfect for multi-generational living or rental income. Step inside this well maintained home and you will find warm laminate floors flowing through the heart of the home, while the bedrooms have cozy plush carpeting. The beautifully REMODELED chef's kitchen is a standout with luxurious granite counters, subway tile back-splash, and a built-in hutch. Step outside to a FULLY FENCED split backyard with mature shade trees, a SCREENED PORCH, storage shed, and plenty of room for outdoor entertainment. This home is conveniently located near schools, shopping and major roads. Don't miss out on this rare combination of comfort, versatility and value all in one. There is no HOA for this property.

Beds:
2
Baths:
2.00
Sq.Ft.:
960
Status:
Active
MLS#:
O6352588
Type:
Single Family
Subdivision:
Parkland Village
Lot size:
0.12 Acres
Year built:
1969
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY AT THE PARKS 407-629-4420
View additional info

ADDITIONAL INFORMATION

Back on the market with a fresh new price reduction! Don’t miss your second chance to own this beautifully renovated 2-bedroom, 1.5-bath condo in a peaceful 55+ community in the heart of Winter Haven, Florida. This move-in-ready home has been updated from top to bottom with over $50,000 in upgrades, including brand-new luxury vinyl plank (LVP) flooring, a fully remodeled kitchen with new appliances, stylish bathrooms, fresh interior and exterior paint, and a brand-new roof completed in 2025. Enjoy energy-efficient living with new double-pane windows (lifetime warranty) and new gutters, while the recently serviced AC unit (7–8 years old) and covered carport add to the home’s comfort and convenience. Picture yourself entertaining friends and family in the sleek kitchen, enjoying your morning coffee in the sun-filled living space, or spending quiet afternoons in your backyard planting flowers or playing fetch with your pet. Located just minutes from Super Walmart, Publix, local shops and restaurants, and attractions like LEGOLAND Florida, historic Cypress Gardens, and the new Port 27 Brewery in Lake Hamilton, this home puts you in the heart of it all. Outdoor enthusiasts will love being close to scenic parks, golf courses, and the famous Winter Haven Chain of Lakes for dinning on the water and watersports, while fine dining and day trips to Orlando or Tampa are always within easy reach. Whether you're looking for a seasonal escape or a full-time residence, this home offers the perfect blend of comfort, style, and Central Florida charm. Schedule your showing today and experience low-maintenance, resort-style living at its best.

Refine Property Search
Page 115 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 of 34    Prev | Next
476–500 of 837 properties displayed
Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2026, My Florida Regional MLS DBA Stellar MLS.



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

    $277,000
    25.4%
    change since last quarter
  • # Active listings

    928
    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