Winter Haven Homes with Two Story Property Description

Winter Haven Homes with Two Story Property Description

Welcome to Winter Haven, Florida, a picturesque city nestled in the heart of Polk County, renowned for its stunning chain of lakes and vibrant community spirit. This charming locale offers a perfect blend of small-town warmth and modern conveniences, making it an ideal destination for families, retirees, and everyone in between. With its sunny climate, abundant recreational opportunities, and a rich tapestry of cultural events, Winter Haven truly embodies the quintessential Florida lifestyle.

As you explore the real estate market in this delightful city, you'll discover an array of homes, particularly the captivating two-story properties that grace the landscape. These homes are designed to maximize space and comfort, offering multiple levels for living, entertaining, and relaxation. Imagine stepping into a grand foyer that leads to spacious living areas bathed in natural light, perfect for family gatherings or cozy evenings.

Many two-story homes in Winter Haven feature open-concept layouts, gourmet kitchens, and luxurious master suites, providing both style and functionality. The upper levels often boast additional bedrooms, ideal for growing families or hosting guests, along with stunning views of the surrounding landscape. Outdoor spaces are equally inviting, with many properties showcasing beautifully landscaped yards and patios, perfect for enjoying Florida’s warm evenings.

Living in Winter Haven means embracing a lifestyle filled with outdoor adventures, from boating and fishing on the lakes to exploring local parks and trails. With a strong sense of community and a variety of amenities, Winter Haven is not just a place to live—it's a place to thrive. Discover your dream two-story home in this enchanting city today!

Newest Winter Haven Homes with Two Story Property Description

$398,000
3 Beds ⋅ 2 Baths ⋅ 33880 Zip Code
One or more photos have been virtually staged. HALF ACRE LOT WITH NO HOA!!!! Welcome to this well maintained home on a spacious .53 acre lot. . This home offers the Primary Bedroom and full bathroom downstairs with two bedrooms and full bathroom upstairs. Featuring A NEW ROOF, vinyl floor planks throughout the downstairs, NEW carpet in bedrooms, BEAUTIFUL new flooring upstairs AND NEW vanity's in both bathrooms. The kitchen has wood cabinet's with soft close drawers and doors and newer stainless appliances. A versatile bonus room adds flexible space for a playroom, additional family room or an office. With the freedom of an LARGE lot it’s perfect for outdoor living or parking a boat or RV but still close to restaurants and grocery stores. Don’t miss the opportunity to make this yours!

5838 Old Bartow Eagle Lake Road, Winter Haven
$439,900
4 Beds ⋅ 3 Baths ⋅ 33880 Zip Code
This 4-bedroom, 3-bathroom, two-story home is tucked away on a cul-de-sac beneath beautiful mature oaks. Situated on .44 acres with no HOA, the property provides plenty of room and flexibility to make it your own.Step inside to soaring ceilings, exposed wood beams, warm flooring, and a dramatic stone fireplace that gives the home its inviting character. The kitchen features granite countertops, stainless-steel appliances, rich cabinetry, and a breakfast bar that keeps everyone connected. One bedroom and a full bathroom are located downstairs, while three additional bedrooms are upstairs. The primary suite opens to an oversized screened balcony overlooking the tree-shaded backyard—the perfect place to enjoy a quiet morning or relax at the end of the day. Outside, the expansive backyard is ready for gatherings, gardening, recreation, or the outdoor retreat you’ve been imagining. Multiple screened areas create inviting places to enjoy the outdoors, while the attached two-car garage adds everyday convenience. For added peace of mind, the seller will have a NEW ROOF installed before closing. Come experience the space, charm, and possibilities that make this home truly special.

4734 Monterey Drive, Winter Haven
$325,000
4 Beds ⋅ 3 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
Sellers are Motivated!! Welcome to this beautifully maintained 4-bedroom, 2.5-bath residence in the highly sought-after VillaMar community of Winter Haven. Built with energy-efficient construction and featuring fully paid-off solar panels, this home offers the perfect blend of comfort, style, and long-term savings. Step inside to an inviting open-concept floor plan designed for today’s lifestyle. The spacious living and dining areas flow seamlessly into the gourmet kitchen, featuring ample cabinetry, generous counter space, and an ideal layout for both everyday living and entertaining. The primary suite is conveniently located on the first floor, offering privacy and comfort with an en-suite bathroom and spacious walk-in closet. Upstairs, you’ll find three additional bedrooms, a full bathroom, and a versatile loft that provides the perfect space for a second living area, media room, playroom, or home office. Conveniently located just minutes from US Highway 27, Highway 60, and SR-17, this home offers easy access to Orlando, Lakeland, Tampa, and Central Florida’s major employment centers. Shopping, dining, grocery stores, medical facilities, and everyday conveniences are all nearby. Whether you’re a first-time homebuyer, growing family, seasonal resident, or investor, this move-in-ready home presents an exceptional opportunity in one of Winter Haven’s fastest-growing communities. Schedule your private showing today!

1836 Carnostie Road, Winter Haven
$489,900
4 Beds ⋅ 4 Baths ⋅ Graydon Hills SubDv. ⋅ 33881 Zip Code
Virtually Staged. 800 W Lake Elbert Dr NE is an extraordinary piece of Central Florida history, a stately 4-bedroom, 4-bath single-family estate built in 1935 and architecturally designed and built by Cypress Gardens founder Dick Pope. Set on an oversized, beautifully landscaped corner lot of more than half an acre in the sought-after Graydon Hills area of Winter Haven, this timeless residence blends original 1930s craftsmanship with thoughtful comforts, all announced by an imported Italian fountain at the front entrance and lovely views of Lake Elbert just beyond. Inside, over 3,200 square feet of living space showcases rich hardwood floors, handcrafted wood doors, intricate crown molding, custom built-ins, pocket doors, and preserved vintage tile that honor the home's architectural roots, while oversized windows bathe the interior in natural light and frame picturesque lake views. The formal living room welcomes you with a crafted fireplace, while the spacious formal dining room features classic built-ins and flows to a den through elegant french doors. At the heart of the home, a beautifully appointed kitchen pairs historic charm with modern function, featuring custom wood cabinetry, stone countertops, stainless steel appliances, a copper farmhouse sink, and a natural gas range. An adjoining butler's pantry adds a second staircase, storage, and everyday convenience. A main-level flex room with a full bath and original vintage tile provides space for guests, a home office, or a private retreat. Upstairs, the generous primary suite is a true sanctuary, complete with a wood-burning fireplace, a private sitting room, a walk-in closet, a spa-inspired ensuite bath, and tranquil views of Lake Elbert. Two additional bedrooms, one with its own ensuite, share a beautifully tiled full bath, and a dedicated indoor laundry room makes daily living simple. Additional highlights include a detached oversized 2-car garage, a screened porch overlooking the grounds, mature landscaping, natural gas, city water, and NO HOA. The home is ready for a cosmetic refresh, with fresh flooring and paint the primary opportunities to bring your own vision to this architectural treasure, which also carries the potential to be officially registered as a historic landmark. For qualified buyers, this property also carries an existing assumable mortgage at a low interest rate, a valuable advantage in today's market. Ideally located near the Winter Haven Chain of Lakes and moments from Lake Elbert, this singular estate is just minutes from historic downtown Winter Haven, LEGOLAND Florida, shopping, dining, and major roadways. Homes of this pedigree, scale, and craftsmanship seldom come to market. Come experience the timeless character and enduring quality of 800 W Lake Elbert Dr NE, and make a true piece of Winter Haven history your own.

800 W Lake Elbert Drive Ne, Winter Haven
$305,000
4 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code
Welcome to 981 Harold Pass, a beautifully designed 4-bedroom, 2.5-bath home offering the perfect blend of style, space, and comfort. The open-concept floor plan features a spacious kitchen with a large center island, abundant cabinetry, a generous pantry, and seamless flow into the dining and living areas. Sliding glass doors lead to a covered lanai, perfect for enjoying Florida living. Upstairs, the private owner's suite features a walk-in closet, dual vanities, and a walk-in shower, along with three additional bedrooms, a versatile loft, and a conveniently located laundry room. Currently tenant-occupied, this property presents an excellent opportunity for investors looking to generate immediate rental income. Conveniently located in Peace Creek Reserve with easy access to shopping, dining, schools, and everything Winter Haven has to give Schedule your private showing today and discover the potential this exceptional property has to bring!

981 Harold Pass, Winter Haven
$385,000
3 Beds ⋅ 3 Baths ⋅ Lake Thomas Woods Sixth Add SubDv. ⋅ 33880 Zip Code
Beautifully maintained 3-bedroom, 2.5-bath home on a spacious 0.30-acre lot in the desirable Lake Thomas Woods community with NO HOA! This inviting two-story home features an open floor plan with soaring 17-foot ceilings in the living room, abundant natural light, and a cozy wood-burning fireplace. The remodeled kitchen is designed for both style and functionality, offering granite countertops, a breakfast bar, limestone backsplash, closet pantry, and an adjoining dinette with a built-in desk and sliding glass doors leading to the patio. A separate formal dining room provides the perfect space for entertaining. The first-floor primary suite offers a private retreat with an ensuite bath featuring dual vanities, a garden tub, a separate multi-head shower, and a spacious walk-in closet. The main level also includes a convenient laundry room and half bath for guests. Upstairs, you'll find a versatile loft overlooking the living room—ideal as a home office, playroom, or media space—along with two additional bedrooms and a full bathroom. Additional highlights include recessed lighting, a security system, an automatic irrigation system, and a roof replaced in 2020. Step outside to your private, fully fenced backyard, perfect for entertaining or relaxing. Enjoy the charming grapevine-covered gazebo, spacious patio, and above-ground pool—creating the ideal setting for outdoor gatherings and everyday enjoyment. This move-in ready home combines comfort, space, and convenience in an established neighborhood close to shopping, dining, schools, and major roadways. Don't miss your opportunity to make this exceptional property your new home!

4519 Ashford Drive, Winter Haven
$366,330
4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Aug 2026! First-floor primary suite ensures everyone has their own private space. Upstairs loft that can be used fit your needs. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3972 Giorgio Drive, Winter Haven
$329,999
4 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
Under Construction. Azure BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests with a spacious laundry room upstairs. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5386 San Pietro Drive, Winter Haven
$389,999
5 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
Under Construction. Valencia BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step through the elegant foyer into a vibrant main living area, complete with a private guest suite for ultimate comfort. The kitchen shines with sleek quartz countertops, stainless steel appliances, and luxurious vinyl plank flooring overlooking the dining area which flows beautifully to the covered lanai through sliding glass doors. Upstairs, you’ll find the secluded owner’s suite complete with a walk-in shower, dual vanity and spacious walk-in closet. Conveniently located by the additional bedrooms is the cleverly designed oversized laundry room. Another modern feature of the Valencia is the smart thermostat with voice control, making energy efficient living a breeze. Outside, enjoy the chic elevation and professionally curated landscaping that adds the perfect finishing touch to this exceptional home. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5390 San Pietro Drive, Winter Haven
$234,900
4 Beds ⋅ 3 Baths ⋅ Queens Cove Ph 04 SubDv. ⋅ 33880 Zip Code
CASH ONLY SALE. Investor and renovation opportunity in Winter Haven! This two-story 4-bedroom, 3-bath home offers 1,936 square feet with block and stucco construction, a 2-car garage, and a functional floor plan ready to be transformed. Major improvements have already been made with a new roof installed in 2022, allowing the next owner to focus on maximizing the home's potential through cosmetic renovations. The main level features a spacious living room, an oversized kitchen with abundant cabinet and counter space, a private primary suite with a walk-in closet and en suite bath, and a convenient inside laundry room. Upstairs offers three additional bedrooms and a full bath, providing a versatile layout for a variety of buyers. The home is in need of cosmetic updates, including the kitchen, bathrooms, flooring, paint, and other interior finishes, making it an ideal project for investors or experienced renovators looking to build equity. Sold As-Is. Cash offers only. Located in an established Winter Haven neighborhood with a low HOA, the home is just minutes from US-17, the Polk Parkway, downtown Winter Haven, LEGOLAND Florida Resort, shopping, dining, parks, and medical facilities. With the major roof expense already completed, this property presents an excellent opportunity to renovate and unlock its full potential.

3941 Warbler Drive, Winter Haven
$325,990
5 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code
The Robie is a two-story floorplan featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Robie is sure to turn heads. Inside this inviting 5-bedroom, 3-bathroom home, you’ll find 2,447 square feet of comfortable living. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a spacious living and foyer space to utilize for work or play. The primary bedroom one is located just off the loft space and features a spacious walk-in closet as well as ensuite bathroom with double vanity and all the space you need to get ready in the morning. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Villamar, the Robie includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *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.*

5568 Taverna Loop, Winter Haven
$395,470
4 Beds ⋅ 3 Baths ⋅ Ashton Covey SubDv. ⋅ 33884 Zip Code
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! The Lynn Haven single-family home lives up to expectations. Relax on the long front porch. Inside, flex space makes an ideal den, or add doors for a quiet study. The foyer leads to the open family room and gourmet kitchen with island, where favorite meals and memories will be made. Enjoy outdoor living on the lanai, and store seasonal items in the 3-car garage. There’s even more to love upstairs with a loft, 3 bedrooms and a full bath. In your deluxe owner’s suite, enjoy beautiful tray ceilings, double vanities and a walk-in closet. You can have it all in The Lynn Haven. Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

2232 Labrador Loop, Winter Haven
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