Winter Haven FL Real Estate & Homes for Rent

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Beds:
3
Baths:
3.00
Sq.Ft.:
2,114
Status:
Active
MLS#:
P4931554
Type:
Single Family
Subdivision:
Cypresswood Patio Homes
Lot size:
0.14 Acres
Year built:
1994
A broker reciprocity listing Courtesy: CENTURY 21 WATSON & MYERS REALTY 863-324-1000
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ADDITIONAL INFORMATION

Welcome to this charming 3 bedroom, 3 bath pool home nestled in the wonderful Cypresswood community. This home has it all. Offering you both comfort and style. Located in a gated golf community. Home overlooks the scenic community golf course. Recently upgraded with a newer roof, AC system and pool pump. The screened pool enclosure offers you the perfect vantage point beautiful, lush views of the golf course while offering while ensuring privacy and relaxation. The community amenities are plentiful offering a gated entrance, community pool, Pro-shop, tennis courts, a delightful restaurant and serene ponds. Conveniently located off Dundee Rd. Just a short distance from Hwy 27 offering convenient vicinity to local attractions, shopping and restaurants. Lego Land is just a few miles away. Whether you are looking for a relaxing serene retreat or a place to entertain, this home combines luxury with a vibrant community atmosphere.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,242
Status:
Active
MLS#:
L4949147
Type:
Single Family
Subdivision:
Bentley Place
Lot size:
0.15 Acres
Year built:
2006
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 863-294-7541
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ADDITIONAL INFORMATION

Discover 5560 Bess Lane, the perfect home for creating cherished family memories. Located in the peaceful, deed-restricted community Bentley Place, this beautifully updated two-story residence offers 2,242 square feet of thoughtfully designed living space. With four spacious bedrooms and two and a half bathrooms, there’s plenty of room for everyone to relax and enjoy. The primary suite is a haven, featuring his-and-hers walk-in closets and a bathroom with a garden tub and private shower/toilet room. The heart of the home is the stunning kitchen, where new cabinets, granite countertops, stainless steel appliances, a large island, and two pantries make family meals and gatherings a breeze. A cozy dining nook is perfect for casual breakfasts, while the formal dining room is ideal for holiday feasts and celebrations. This home provides plenty of space to come together or spread out, with a versatile bonus room/den, an inviting living area, and thoughtfully designed details like luxury vinyl flooring, arched walkways, and ceiling fans. Freshly painted inside and out, with new carpet throughout, it’s ready for your family to move in and make it your own. Practical updates include a new hot water heater (2021), and the roof and HVAC system are both approximately 8 years old, giving you peace of mind for years to come. Outside, the fenced backyard provides a safe space, while fruit trees and the corner lot add charm and privacy. A two-car garage ensures convenience for busy families. Situated close to shopping, dining, Lego Land, Highway 24, and the Polk Parkway, this home is perfectly positioned to make family life effortless and enjoyable. From its welcoming design to its prime location, 5560 Bess Lane is more than a house—it’s the ideal place to call home. Please note that all measurements are approximate, and for specific inquiries about the unit or community, feel free to ask. Submit your offers on the FAR/BAR 6 AS-IS contract with proof of funds or pre-approval. Buyers or buyer's agents should verify all measurements, HOA, and property information. Don't miss out on this exceptional opportunity! Call today to schedule your showing. **WATER SOFTENER SYSTEM DOES NOT CONVEY**

Beds:
3
Baths:
2.00
Sq.Ft.:
1,508
Status:
Active
MLS#:
P4931488
Type:
Single Family
Subdivision:
Whispering Trails Ph 02
Lot size:
0.11 Acres
Year built:
2016
A broker reciprocity listing Courtesy: HUT TEAM REALTY 407-559-2929
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ADDITIONAL INFORMATION

BACK ON THE MARKET!! Nestled in a gated community, this stunning 3-bedroom, 2-bathroom home perfectly blends luxury and comfort. As you step inside, you'll be greeted by an open, airy floor plan that seamlessly combines modern elegance with everyday functionality. The living room flows effortlessly into the dining area, creating an inviting space for family gatherings or cozy evenings at home. Large windows fill the rooms with natural light, enhancing the warm and welcoming atmosphere. Step outside to your private screened-in porch and extended patio, ideal for morning coffee or evening relaxation. It has granite countertops, sleek concrete flooring, contemporary finishes, and 42-inch cabinets. Every detail of this home has been meticulously designed for style and sophistication. Don't miss the opportunity to make this home yours! Whether you're seeking a private retreat or a place to entertain, this property offers the best of both worlds. Schedule your private tour today and experience the charm of your future home!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,249
Status:
Active
MLS#:
P4931495
Type:
Single Family
Subdivision:
Lake Mariam Hills
Lot size:
0.24 Acres
Year built:
1996
A broker reciprocity listing Courtesy: STAR REALTY OF WINTER HAVEN 863-299-7827
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ADDITIONAL INFORMATION

Start the New Year in Style—Your Dream Home Awaits!! Beautifully well-maintained, this one-owner home boasts 3 bedrooms, 2 bathrooms, and a flex-room/office (which could serve as a 4th bedroom). This home is nestled on a corner lot in the gated community of Lake Mariam Hills. The interior is complemented by red oak hardwood flooring throughout, with porcelain tile in the wet areas. Upon entrance, you’ll find a formal dining room and a secluded flex room with French doors. The kitchen is a chef's dream with granite countertops, ample cabinetry, built-in wine rack, hidden bread box, and walk-in pantry. The expansive living room with vaulted ceilings is enhanced by two skylights bringing in natural light, built-in speaker systems, and flows seamlessly into the dinette area adjacent to the kitchen. The primary bedroom is tucked away, adorned with a tray ceiling and access to the lanai. The generous private en-suite with his-and-hers closets, split vanities, walk-in tile shower, a garden tub, private water closet, and linen closet creating the perfect oasis. The split bedroom plan places the two additional bedrooms, each with walk-in closets, off the living room. The home offers five access points to the inviting L-shaped screened-in lanai, perfect for entertaining with a gas cooking grill and convenient access to the hall bath. The backyard is a private paradise with a privacy wall, meticulously landscaped with avocado, lemon, and orange trees. The laundry room features a substantial soaking sink, cabinetry, and a built-in hanging rack. This home continues to impress with an oversized garage (584 sq ft) that offers ample storage cabinets and racks. Additional highlights include a tankless gas water heater, a Generac generator that powers the entire home—ideal for Florida storms—and an in-wall pest control system. Roof less than a year old (October 2023). Plus, the community offers a private boat ramp for residents to enjoy beautiful Lake Mariam.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,935
Status:
Active
MLS#:
O6229536
Type:
Single Family
Subdivision:
Vienna Square Ph 01
Lot size:
0.32 Acres
Year built:
2009
A broker reciprocity listing Courtesy: PREMIUM REAL ESTATE SERVICES 407-270-9550
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ADDITIONAL INFORMATION

This property is located in one of the best neighborhood in Winter Haven.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,364
Status:
Active
MLS#:
S5109821
Type:
Single Family
Subdivision:
Lucerne Park Reserve
Lot size:
0.13 Acres
Year built:
2021
A broker reciprocity listing Courtesy: LA ROSA REALTY KISSIMMEE 407-930-3530
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ADDITIONAL INFORMATION

Welcome to this Immaculate 4-bedrooms 2.1-bath, It could be your perfect family home or investment property. As you enter the drive way, you'll be greeted with a charming land scaping. This beautiful 2-stories home features a spacious and elegant floorplan for your family and guest entertainment! This house has it ALL: 4 bedrooms and 2/1 baths. Great dining room, Indoor laundry room, It features an open floor plan and LOTS OF CUSTOMS HIGH-END UPGRADES. As you enter the house you'll be welcome into a peaceful atmosphere, with plenty of natural lighting, high ceiling and modern tile flooring. Towards your right, you'll find the Pleasant dinning area, followed by hallway towards the open concept Kitchen and living/family room area. The Kitchen features a large Island, granite counter tops, backsplash, upgrades cabinets, coffee station, equipped with stainless steel appliances and a large food pantry closet. The Living/family room is so charming and elegant with a custom-made stonewall. All windows are energy efficient! In the second floor awaits you another family/flex room, ready for your creativity: a movie theater, game room, gym, or it will serve your functionality needs. There's also 3 spacious bedrooms that share the second Bathroom with double sink and granite counter. The ample Master Bedroom features an En-Suite bathroom and walk-in closet. This house has everything you need: THIS IS AN ENERGY EFFICIENT HOME WITH RENEWAL ENERGY! to SAVE$$$ IN YOUR ELECTRICAL BILL and to contribute to a more sustainable planet! SMART HOME SYSTEM INSTALL WITH CAMARAS, WATER SOFTER, EXTRA Storage cabinets in the Garage, and Laundry room. Large back yard with extend porch paver's floor. LOW HOA. The Community is quite and neighbors are friendly. There's a COMMUNITY POOL, PLAY GROUND and a beautiful LAKE to go around in those exercise routines. Close to Restaurants, Walmart, Shopping. Just 35 MINS drive TO DISNEY WORLD and close to many other THEME PARKS in Orlando, Kissimmee and Tampa! Call today to Schedule a showing and Experience all the great things the Florida living style.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,828
Status:
Active
MLS#:
O6228788
Type:
Single Family
Subdivision:
Villamar
Lot size:
0.13 Acres
Year built:
2024
A broker reciprocity listing Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC 407-519-3940
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ADDITIONAL INFORMATION

Under Construction. Located between Tampa & Orlando is the up & coming city of Winter Haven. Boasting beautiful lakes, a majestic tower, & the largest LEGOLAND in the world, lots to explore. Be sure to hunt for antiques in Winter Haven, which is part of Florida’s Antique Loop. The area features 554 freshwater lakes, great for fishing & water sports: many parks & trails. Winter Haven is perfectly situated close to Central Florida attractions & the beaches. *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:
4
Baths:
2.00
Sq.Ft.:
1,665
Status:
Active
MLS#:
O6228904
Type:
Single Family
Subdivision:
Villamar
Lot size:
0.1 Acres
Year built:
2024
A broker reciprocity listing Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC 407-519-3940
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ADDITIONAL INFORMATION

Under Construction. This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The HARPER has 4 bedrooms, 2baths & a 2-car garage - 1665 SqFt. This new model has an open floor plan with a spacious GREAT room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & en suite bathroom away from the other 3 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone. *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.:
1,936
Status:
Active
MLS#:
P4931480
Type:
Single Family
Subdivision:
Lake Winterset Acres
Lot size:
0.41 Acres
Year built:
1960
A broker reciprocity listing Courtesy: CENTURY 21 WATSON & MYERS REALTY 863-324-1000
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ADDITIONAL INFORMATION

LOCATION LOCATION LOCATION. This home is located in desirable SE Winter Haven with NO HOA. This home has been updated through and through boasting 2 bedrooms and 2 baths including a 10x bonus room to be used as an additional bedroom or spacious office, a formal living dining combo, with luxury vinyl floorings throughout main living areas. The kitchen boasts new cabinets, solid surface counter tops, a new back splash, newer stove, and extra large pantry. The home also includes a breakfast area/living area off of the screened porch. The shed has a new roof and floor. The property has a huge back yard and is completely fenced with new wood privacy fencing. This home is minutes from Legoland and other attractions, restaurants, and shopping. This is a great home for for slowing down or starting a family. It would also be wonderful for a VRBO with the bonus room having bunk beds and a media play area. This home is priced to sell in a well established desirable area and will not last long. Call today for your private showing.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
L4946526
Type:
Manufactured Home
Subdivision:
Wahneta Farms
Lot size:
0.21 Acres
Year built:
2004
A broker reciprocity listing Courtesy: REMAX EXPERTS 863-802-5262
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ADDITIONAL INFORMATION

Welcome to 110 Berry Rd, Winter Haven, FL! Nestled at the end of a serene, quiet street, this charming home offers a perfect blend of comfort and convenience, with the added bonus of NO HOA and plenty of parking for your boat, RV, or other toys! Boasting four spacious bedrooms and two well-appointed bathrooms, this split-plan layout provides both privacy and functionality for any lifestyle. Step inside to discover the modern elegance of newer laminate flooring that flows seamlessly throughout the home. The recently installed air conditioner (2022) ensures year-round comfort, making this residence truly move-in ready. The inviting living spaces are perfect for both relaxation and entertaining. The kitchen is designed for efficiency and style, opening up to a cozy dining area and a welcoming living room. Each bedroom is generously sized, providing ample space for family, guests, or a home office. Outside, enjoy the tranquility of your private backyard, ideal for gatherings or simply unwinding after a long day. Don't miss your chance to own this exceptional property where modern amenities meet the tranquility of nature. A new roof will be added prior to closing with an acceptable purchase contract for added peace of mind. Conveniently located near Polk Parkway giving you access to I-4, major retail, local theme parks and attractions, major metro areas, and local beaches in minutes. This home is priced below the appraised value and the sellers are motivated. Schedule your private showing today!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,312
Status:
Active
MLS#:
P4931456
Type:
Townhouse
Subdivision:
Townhouses At Park Lake
Lot size:
0.05 Acres
Year built:
1995
A broker reciprocity listing Courtesy: JOHN WOOD REALTY, INC. 863-324-9663
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ADDITIONAL INFORMATION

Welcome to this meticulously updated townhome that blends modern comforts with prime convenience. This exquisite 3-bedroom, 2.5-bathroom home is designed to offer a relaxed, stylish lifestyle with thoughtful enhancements throughout. Through the charming screened portico entry, find gleaming hard floors that flow seamlessly through the open-concept living spaces—no carpet in sight. The heart of the home, the kitchen, boasts elegant granite surfaces that perfectly complement the sleek cabinetry and breakfast bar, making meal prep and entertaining a delight. This townhome offers a versatile layout with the added convenience of a converted garage bedroom space complete with its own professionally installed floor mounted air conditioning unit and ceiling fan, or reimagine this space as a home office or gym adding up to an additional 400 square feet of living space! The spacious primary bedroom features a charming screened balcony, perfect for enjoying your morning coffee or evening relaxation, and both upstairs bedrooms provide the privacy and luxury of en suite bathrooms. The lower level of the home features a beautiful screened porch, an ideal spot for unwinding or hosting gatherings year-round. Ample storage options are provided with two exterior storage rooms located both upstairs and downstairs, ensuring you have space for any belongings you want to keep out of sight! The community enhances your living experience with its inviting pool and convenient access to Winter Haven's famous Chain of Lakes on Lake Lulu, offering fantastic opportunities for fishing or boating. Located in the heart of Winter Haven, you’ll be just minutes from downtown, shopping centers, grocery stores, retail, and a variety of restaurants. Additionally, the Polk Parkway is easily accessible, and you're less than an hour away from the excitement of both Tampa and Orlando, not to mention just a few short miles from Winter Haven's very own Legoland Florida Resort. Potentially even more exciting and scheduled to be completed in February of 2025 within short WALKING DISTANCE of this lovely townhouse is the new Chain of Lakes Park where, on the same grounds that the Boston Red Sox and Cleveland Indians major league baseball teams made their spring homes in years passed, an incredible new complex will be re-envisioned for state-of-the-art facilities bringing amateur and collegiate athletes just steps from your door. The future phases of this redevelopment are promised to include delightful family-friendly activities, such as a playground, boardwalk, multi-purpose field area, and inclusion of lake shoreline! This townhouse perfectly combines modern updates with an unbeatable location. Schedule a viewing today and experience all that this exceptional property has to offer!

Beds:
3
Baths:
1.00
Sq.Ft.:
999
Status:
Active
MLS#:
P4931426
Type:
Single Family
Subdivision:
Swan Lake Estates
Lot size:
0.18 Acres
Year built:
1988
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
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ADDITIONAL INFORMATION

"Experience modern living in this fully renovated home at 2414 Mary Jewett Cir, Winter Haven. This stunning property offers 3 bedrooms and 1 bathroom, with every inch thoughtfully upgraded. Enjoy new luxury vinyl floors throughout, new windows, and a stylishly remodeled bathroom. The enlarged kitchen is a highlight, featuring beautiful quartz countertops and ample space for cooking and entertaining. An independent air-conditioned laundry room adds convenience and functionality. The home also boasts new doors and a robust new metal roof, ensuring durability and style. Don't miss the opportunity to own this exceptional property in a prime location. Schedule your showing today and make this beautiful house your new home!"

Beds:
1
Baths:
1.00
Sq.Ft.:
666
Status:
Active
MLS#:
L4945032
Type:
Condo
Subdivision:
Park Lake Number Three A Condo
Year built:
1985
A broker reciprocity listing Courtesy: REMAX EXPERTS 863-802-5262
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ADDITIONAL INFORMATION

PRICE REDUCED ! Cozy One-Bedroom Condo in Park Lake Subdivision Discover the perfect starter home with this charming one-bedroom, one-bath condo in the desirable Park Lake Subdivision. The inviting laminate flooring extends through both the living room and bedroom, creating a warm and cohesive atmosphere. Step out onto the balcony through sliding glass doors to enjoy a garden-like setting, perfect for unwinding after a busy day or savoring your morning coffee. This home comes fully equipped with modern conveniences, including a stacked washer and dryer, a new refrigerator, a gas stove, and a dishwasher, ensuring your comfort and ease. Ideally situated, this condo offers a blend of comfort and convenience, with close proximity to shops, restaurants, a sports and entertainment complex, and essential healthcare facilities, including a hospital and medical centers. Don't miss this opportunity to own a delightful home in a prime location!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,050
Status:
Active
MLS#:
S5109425
Type:
Condo
Subdivision:
Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 B
Lot size:
0.01 Acres
Year built:
1969
A broker reciprocity listing Courtesy: LA ROSA REALTY KISSIMMEE 407-930-3530
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ADDITIONAL INFORMATION

Excellent Condo with a private courtyard offering access to common areas and near one of the inviting community pools. Indulge in the plethora of amenities. Enjoy the beautifully landscaped gardens, engage in friendly matches at the tennis courts or shuffleboard, and enjoy the warmth of two community swimming pools, one of which is heated for year-round enjoyment. The clubhouse serves as a central hub for socializing and community events. Forget the hassles of utility management; your monthly HOA fee covers basic internet/cable, water, garbage, and exterior maintenance, ensuring a worry-free lifestyle. Your designated parking space provides added convenience, making every aspect of daily life a breeze. As an extra touch of luxury, allowing easy access to both upstairs and downstairs areas. Live the life you deserve at The Wellington—a place where community, comfort, and convenience converge. Embrace the tranquility of 55+ living with all the amenities you desire.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,634
Status:
Active
MLS#:
O6227116
Type:
Single Family
Subdivision:
Villamar Ph 3
Lot size:
0.11 Acres
Year built:
2022
A broker reciprocity listing Courtesy: LA ROSA REALTY CENTRAL FLORIDA 407-861-8009
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ADDITIONAL INFORMATION

Welcome to this beautiful home, a spacious 3-bedroom, 2-bathroom. Community Pool, Play Ground. This home is located in a lot corner. This open floor plan design is perfect for comfortable living and inviting family and friends and having a good time. The large kitchen comes whit style island countertop, stainless steel appliances, and a very generous pantry. The covered lanai opens to a large backyard whit not property behind, where you can relax . Located in the beautiful community of Villamar neighborhood, this home offers modern living in a desirable community. Locate a few miles of Legoland Park and shopping centers.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,173
Status:
Active
MLS#:
P4931342
Type:
Single Family
Subdivision:
Lake Smart Pointe
Lot size:
0.14 Acres
Year built:
2021
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Welcome to your dream home! This beautiful property features a large patio door that floods the living space with natural light, creating a warm and inviting atmosphere. The spacious bedrooms offer ample room for comfort, complemented by generous closet spaces to keep everything organized. Upstairs, you'll find a cozy den perfect for family activities or a relaxing retreat. One of the highlights of this home is the large walk-in storage room located under the stairs, providing plenty of space for all your storage needs. The property is situated in a safe neighborhood, ensuring peace of mind for you and your loved ones. The backyard is exceptionally large, offering a serene space for outdoor enjoyment and privacy. Enjoy the tranquility of this quiet neighborhood, with the added bonus of a nearby park and a small fishing area—ideal for weekend outings and leisure activities. Don't miss the opportunity to make this wonderful house your new home!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,919
Status:
Active
MLS#:
L4946415
Type:
Single Family
Subdivision:
Ruby Lake Ph 01
Lot size:
0.42 Acres
Year built:
2000
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. HUGE PRICE IMPROVEMENT WITH BUYER CONCESSIONS,SELLER MOTIVATED! Beautiful partially updated Winter Haven 3BR/2BA plus den/office home. Perfect for anyone looking for a home that they can add cosmetic updates to customize to their liking and quickly turn it into their own space. This home features an open floor plan, high ceilings, large family room, formal dining, kitchen with breakfast nook and split bedrooms. Office/Den could easily be used as a 4th bedroom.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,385
Status:
Active
MLS#:
O6226451
Type:
Single Family
Subdivision:
Traditions Ph 2a
Lot size:
0.07 Acres
Year built:
2019
A broker reciprocity listing Courtesy: VESTI LLC 407-749-5489
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ADDITIONAL INFORMATION

Welcome to this charming 2-bedroom, 2-bathroom villa, nestled in a serene 55+ community. Enjoy a low-maintenance lifestyle with plenty of amenities and services included in your HOA fees. The spacious floor plan offers a cozy sitting area at the kitchen counter, perfect for casual meals or entertaining guests. The master bedroom boasts a generous walk-in closet and an ensuite bathroom featuring dual vanity sinks for added convenience. The back porch is screened in, offering a peaceful space to relax without the worry of backyard neighbors, providing ultimate privacy. A separate laundry room adds to the home’s functionality and ease of living. With nearby mailboxes and a prime location just 3 miles from Regal Eagle Ridge Mall, Aldi, Chili's, Publix, and major attractions like Peppa Pig, Legoland, and Bok Tower, you'll have everything you need at your doorstep. The HOA fees cover a variety of essential services, including roof maintenance and repairs, cable, internet, exterior paint every 5 years, termite control, lawn maintenance, irrigation repairs, and exterior home insurance. The exterior home insurance provided by the HOA can significantly reduce your personal homeowner’s insurance costs, as it covers a large portion of the home’s exterior structure. This can make your insurance premiums lower compared to other homes in the area. Plus, enjoy a wide range of amenities such as a community pool, hot tub, library, aerobic room, basketball court, pickleball court, sauna, gym, billiard room, and a ballroom perfect for hosting events and parties. This villa offers not just a home, but a lifestyle. Make it yours today!

Beds:
4
Baths:
5.00
Sq.Ft.:
5,861
Status:
Active
MLS#:
P4931279
Type:
Single Family
Subdivision:
Lake Rubywood
Lot size:
1.06 Acres
Year built:
1998
A broker reciprocity listing Courtesy: THE STONES REAL ESTATE FIRM 863-412-2080
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ADDITIONAL INFORMATION

Discover timeless charm in this stunning lakefront residence located in the quaint gated community of Lake Rubywood. This impressive property is situated on a prime 1-acre lakefront lot along the shores of private Lake Ruby, with access to a second lake, Lake Bess. Renowned for excellent water skiing and fishing, this serene location offers low-traffic waters perfect for enjoying waterfront activities without the crowds. A landscaped circular drive leads to this elegant traditional-style home, featuring an impressive front facade with soaring pillars, meticulously maintained grounds, and an expansive lot that envelops this executive-level residence. Inside, the home boasts over 5,800 sqft of spacious living area, including 4 full bedrooms, 4.5 baths, a ground-floor primary suite, in-law quarters, a dedicated office, formal living and dining areas, an upstairs bonus room, and distinctive architectural elements throughout. The grand foyer opens to reveal stunning hardwood floors, a beautifully handcrafted wood staircase, and an elegant chandelier that bathes the entry in light. The huge family room features 20' high ceilings, a wood-burning fireplace, a wet bar, and expansive arched windows that perfectly frame the waterfront setting. The well-appointed kitchen is designed with the entertainer in mind, featuring solid surface and granite counters, a center prep/serving island with a second sink, a nook, and an extended breakfast bar. An elegant formal dining room, complete with a built-in serving buffet, awaits special occasions and holiday dinners, offering ample space for family and guests. The expansive lake view owner's suite, located on the ground floor, includes a sitting area, two huge walk-in closets, and an en-suite bath with a walk-in shower, jetted tub, and two vanities. The executive office offers privacy for working from home, featuring rich wood flooring and custom cabinetry. The second floor hosts two generously sized bedrooms, each with easy bathroom access and ample closet space. You'll also find a large bonus room overlooking the lake, ideal for a playroom, theater, or second living room. A lower-level bedroom, complete with an attached bathroom, walk-in closet, private entry, and access to the pool area, makes the perfect in-law suite. Outside, a paradise awaits with a screen-enclosed porch, a beautiful 15x31 pool with a spa and gazebo. Enjoy tranquil morning sunrises over the lake and welcome shade in the afternoons. The fenced backyard and dock complete the lakefront setting, offering great waters for skiing, boating, and fishing. Additional features include an inside laundry, a 3-car garage, a circular driveway, lake-fed irrigation, and more. This exceptional property provides the best of lakefront living in a serene community. Winter Haven offers a charming small-town feel with proximity to major cities. Positioned between Tampa and Orlando, residents enjoy easy commutes, access to airports, premier medical facilities, shopping, dining, and more. Come discover this Central Florida lakefront paradise!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
P4931215
Type:
Single Family
Subdivision:
Lake Elbert Heights
Lot size:
0.32 Acres
Year built:
1965
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Welcome to this stunning, fully updated home where luxury meets comfort. Every detail has been meticulously attended to, making it a true gem. The property features all-new ductwork, updated flooring, and completely renovated bathrooms, providing a fresh and contemporary feel throughout. The modern kitchen is a chef's delight, showcasing elegant cabinetry, and top-of-the-line appliances. The lighting has been thoughtfully upgraded to create a bright and inviting ambiance in every room. For added security, there is a Vivint® Smart Home Security & Alarm Systems wired in the home for the new owners to activate. It's 911 notified and they call you thru the monitor at home. Enjoy peace of mind with the new AC condenser and air handler installed in 2019, ensuring year-round comfort and efficiency. The home features custom sunshades in the windows, providing energy efficiency and privacy while allowing natural light to brighten the space. A whole-house attic fan in the attic ensures optimal ventilation, helping to keep your home cool and energy costs low. Location is key, and this home is perfectly situated just steps from the lake. The front yard offers clear, unobstructed views of the water, creating a serene and picturesque setting. Additionally, a public boat ramp and park are conveniently located just half a mile away, providing easy access to outdoor activities and recreation. Don’t miss out on this exceptional opportunity to own a beautifully updated home in a prime location. Schedule your showing today and experience the perfect blend of modern living and natural beauty!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,029
Status:
Active
MLS#:
P4931264
Type:
Condo
Subdivision:
Spring Lake Towers
Lot size:
0.01 Acres
Year built:
1970
A broker reciprocity listing Courtesy: JUDY B CLEAVES PROPERTIES INC 863-299-5878
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ADDITIONAL INFORMATION

MOTIVATED SELLER, MAKE OFFER! ALL NEW DUAL PANE WINDOWS AND SPECTACULAR LAKE VIEWS. NEW WINDOWS ARE VERY COSTLY AND THIS CONDO ALREADY HAS NEW WINDOWS!! COME AND ENJOY THE EASY LIVING AT THIS 55+ PLUS AGE RESTRICTED CONDOMINIUM COMPLEX with BOAT SLIPS and A FISHING PIER ON SPRING LAKE in WINTER HAVEN, FLORIDA! Spring Lake is part of the Winter Haven CHAIN of LAKES! The monthly CONDO FEE INCLUDES CABLE TV, INTERNET, WATER, SEWER, TRASH REMOVAL, USE OF COMPLEX AMENITIES, RESERVES, MAINTENANCE OF THE COMMON GROUNDS, BUILDING EXTERIOR, ROOF AND BUILDING INSURANCE. This unit is light and bright and has an entry foyer with closet, 7 X 10.8 kitchen, 6.25 x 19 bonus room overlooking the lake and 12 x 22 dining/living room. The spacious master bedroom is 11 X 19 & has a large walk-in closet and ensuite bathroom with shower. Bedroom #2 has been opened to the living room but can be easily be closed back off for private bedroom use. One assigned covered parking space and additional assigned storage bin for your own use. The water heater was replaced in 2020. This condo complex is well maintained and offers the following amenities: assigned covered parking; visitor parking; exercise area; recreation room w/kitchen; library, laundry facility & social activities if you wish to participate. Boat slips are available for a reasonable fee on a first come, first serve basis. Northgate Shopping Plaza is adjacent with Publix grocery store, hair salon, department store outlet, etc. Medical facilities, places of worship, restaurants, parks, bus line and downtown Winter Haven are nearby. NO PETS AND NO SMOKING. Make this your full-time or winter home. Information is believed to be accurate but not guaranteed. Measurements are approximate. Buyer to verify any and all rules, restrictions and condominium documents and questions that buyer may have. The seller may consider a lease as well. FURNITURE CAN REMAIN OR BE REMOVED.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,485
Status:
Active
MLS#:
F10449544
Type:
Single Family
Subdivision:
TIMBERLINE
Year built:
1982
Courtesy: Robinson & Associates Realty LLC 954-905-2800
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ADDITIONAL INFORMATION

Just Reduced! This home offers a 13-month home warranty for the new buyer. The answer is simple, owning is an investment while renting has no returns on what you pay. "Now is the time to buy." This two-story gem is conveniently situated in a prime location, mere moments away from shops and eateries. Tucked away in a neighborhood without the burden of a homeowners association, you'll enjoy the absence of extra monthly fees Hosting the dining and living areas on the ground floor and the bedrooms on the upper level, with brand-new carpets, this residence is primed for a new owner. The seller is eager to make a deal, so don't delay in submitting your offer before it's too late! These features make this property exceptionally appealing to both prospective homeowners and savvy investors

Beds:
3
Baths:
2.00
Sq.Ft.:
1,432
Status:
Active
MLS#:
P4931329
Type:
Single Family
Subdivision:
Whispering Trails Ph 01
Lot size:
0.11 Acres
Year built:
2006
A broker reciprocity listing Courtesy: RE/MAX HERITAGE PROFESSIONALS 863-256-2188
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ADDITIONAL INFORMATION

Welcome to 2076 Whispering Trails Blvd., nestled in the gated community of Whispering Trails. This impeccably maintained 3-bedroom, 2-bathroom single-family home offers a tranquil retreat with no rear neighbors and a backyard that backs up to a beautiful conservation area. Recent updates include a new roof in 2022 and a new AC unit in 2023, ensuring peace of mind for years to come. The open layout features a spacious living room adjacent to the kitchen, creating an inviting space for entertaining and everyday living. The split bedroom floor plan provides privacy, with a large primary bedroom offering an ensuite bathroom with a walk-in shower. The second and third bedrooms, along with the guest bathroom and laundry closet, are situated in their own private wing of the home. Step outside from the kitchen through the sliding doors into the wonderful screened-in lanai, where you can enjoy the serene and peaceful backyard setting. This home also comes with the added benefit of a monthly transferable warranty plan covering all appliances, including the water heater. Inside, the home has been partially repainted and features a solar attic fan to help with energy efficiency. Whispering Trails offers a community pool and is centrally located close to HWY 27, Cypress Gardens Blvd, and downtown Winter Haven. You'll find plenty of shopping, restaurants, churches, and medical facilities nearby. Winter Haven is ideally situated in Central Florida, between Tampa and Orlando, with the Disney parks just an hour away and both the Atlantic and Gulf beaches within 1.5 to 2 hours. Don’t miss out on this fantastic home in an ideal location. Book your appointment today and experience the best of Florida living at 2076 Whispering Trails Blvd!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,212
Status:
Active
MLS#:
T3542626
Type:
Single Family
Subdivision:
Lake Eloise
Lot size:
0.19 Acres
Year built:
2024
A broker reciprocity listing Courtesy: CASA FRESCA REALTY 813-343-4383
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ADDITIONAL INFORMATION

READY NOW! Fall in love with the Dalia, a thoughtfully designed single-story home with must-have features! This home has 4 bedrooms, 2 bathrooms, and a spacious 3-car tandem garage, offering plenty of room for family and guests. The eye-catching elevation and professional landscaping add to its bold curb appeal, making a lasting first impression. Step inside to find a flexible den space and an oversized laundry room. The designer kitchen features quartz countertops, 42" upper cabinets, and stainless-steel appliances. The open floor plan flows effortlessly through sliding glass doors to a covered lanai, ideal for the Florida lifestyle. At the back of the home, the owner’s suite features a luxurious walk-in shower with floor to ceiling tile, double vanity, and an oversized walk-in closet. The Dalia also includes a smart thermostat with voice control for energy-efficient climate control, making this home a perfect blend of function and style. Discover your future home, built for the way you live—contact us to learn more! Tucked away in the heart of Winter Haven, FL, you'll find Harmony at Lake Eloise. This new home community features one-and-two-story homes ranging from 1,469 sq. ft. to 3,364 sq. ft featuring modern open floor plans, sizeable kitchens, and spacious bedrooms. Enjoy an endless list of things to do within a short drive of your new home like the largest LEGOLAND® Florida Resort and more. Enjoy a variety of water sports and activities on Winter Haven’s famous Chain of Lakes. Enjoy this lakefront lifestyle by kayaking, paddleboarding, fishing or water-skiing. For the self-proclaimed foodies, enjoy lakeside and locally owned artisan restaurants in the beautifully restored historic downtown district. Enjoy the best of what Winter Haven has to offer, all within minutes of Harmony at Lake Eloise and your new boldly, unboring Casa Fresca home. Start fresh, contact us today and start your new home journey! Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,810
Status:
Active
MLS#:
T3542617
Type:
Single Family
Subdivision:
Harmony On Lake Eloise
Lot size:
0.19 Acres
Year built:
2024
A broker reciprocity listing Courtesy: CASA FRESCA REALTY 813-343-4383
View additional info

ADDITIONAL INFORMATION

MOVE-IN READY! Find your new home match with the Rosa, a single-story home with 3 bedrooms, 2 bathrooms and a 3-car tandem garage. This home features a designer kitchen inclusive of sleek stainless-steel appliances, luxurious 42" upper cabinets, soaring vaulted ceilings, and a smart thermostat with voice control for modern comfort. The open concept floorplan and spacious covered lanai is ideal for entertaining guests or unwinding in style. You'll find two bedrooms and a full bathroom conveniently located off the foyer, with a laundry room nestled near the living area for added convenience. The private owner’s suite features a spa-like bathroom complete with a walk-in shower with floor to ceiling tile, dual vanity, and a luxurious walk-in closet. With a stylish elevation and professionally curated landscaping, the Rosa was designed to meet every homeowner’s dream! Tucked away in the heart of Winter Haven, FL, you'll find Harmony at Lake Eloise. This new home community features one-and-two-story homes ranging from 1,469 sq. ft. to 3,364 sq. ft featuring modern open floor plans, sizeable kitchens, and spacious bedrooms. Enjoy an endless list of things to do within a short drive of your new home like the largest LEGOLAND® Florida Resort and more. Enjoy a variety of water sports and activities on Winter Haven’s famous Chain of Lakes. Enjoy this lakefront lifestyle by kayaking, paddleboarding, fishing or water-skiing. For the self-proclaimed foodies, enjoy lakeside and locally owned artisan restaurants in the beautifully restored historic downtown district. Enjoy the best of what Winter Haven has to offer, all within minutes of Harmony at Lake Eloise and your new boldly, unboring Casa Fresca home. Start fresh, contact us today and start your new home journey! Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

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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 2025, My Florida Regional MLS DBA Stellar MLS.

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

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2025 BeachesMLS, Inc.




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

    $279,990
    25.4%
    change since last quarter
  • # Active listings

    954
    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