Winter Haven Homes with Trees/Woods View

Winter Haven Homes with Trees/Woods View

Welcome to Winter Haven, Florida – a charming city nestled in the heart of Polk County, where the sun shines bright and the lakes shimmer invitingly. Known for its picturesque landscapes and vibrant community, Winter Haven offers a perfect blend of small-town charm and modern conveniences. With its rich history and a plethora of recreational activities, this city is a haven for families, retirees, and anyone looking to embrace the Florida lifestyle.

One of the standout features of Winter Haven is its stunning natural beauty, particularly in homes that boast breathtaking views of trees and woods. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature just outside your window. Properties with wooded views not only provide a sense of tranquility but also create a serene backdrop for your daily life. Whether you’re sipping your morning coffee on the porch or enjoying a quiet evening in your backyard, these homes offer a unique opportunity to connect with nature right at home.

In addition to the lush surroundings, Winter Haven is renowned for its extensive chain of lakes, offering endless opportunities for boating, fishing, and water sports. The city is also home to a variety of parks, shopping centers, and dining options that cater to all tastes. With a warm climate year-round and a friendly community, Winter Haven is more than just a place to live; it’s a place to thrive. Discover your dream home among the trees and experience the beauty and charm of Winter Haven today!

Newest Winter Haven Homes with Trees/Woods View

$399,900
4 Beds 3 Baths 33880 Zip Code
Freedom and flexibility await in this amazing 4 bedroom, 3 bathroom ranch-style POOL home, featuring beautiful updates, a floor plan ideal for multi-generational needs, and a detached garage offering plenty of room to store your boats, ATV's, Jet Skis or hot rods! Situated on a .6-acre cul-de-sac lot right across the street from Eagle Lake with NO HOA, here you are tucked away from it all, with space to enjoy your own private piece of paradise. Crisp landscaping, a covered front entry and an extended driveway make a nice first impression. It is clear from its tasteful updates and excellent condition that this home has been lovingly maintained. You will appreciate the attractive finishes, knockdown ceilings (no popcorn!), stylish fixtures and solid flooring throughout. The layout offers options and space, with formal and informal living areas, a separate formal dining room and triple split bedrooms, including two with en-suite bathrooms. An updated primary suite provides a peaceful retreat, with a spacious bedroom, walk-in closet, and a gorgeous bathroom including a jetted tub, dual sinks, and a walk-in shower. The second en-suite at the back of the home is a wonderful space for guests or live-in loved ones of all generations, with a bedroom including a Murphy Bed, a refreshed bathroom, and convenient access to the pool. There are also two additional bedrooms and a guest bathroom down a hallway, providing separation from the rest of the home. The remodeled kitchen is stunning, with white soft-close cabinetry, stainless steel appliances, closet pantry, quartz countertops, and a breakfast bar with seating. A window from the kitchen sink overlooks the remodeled pool area. The pool was recently resurfaced, with a new pump and salt system, a screen enclosure and a large, covered paver lanai - perfect for relaxation and entertaining. Green space is ample in the back yard, with room and hookups to park up to a 45-foot RV, and a private air-conditioned shed for a workshop, gardening or hobbies. The incredible 30x40x14 garage, however, is the highlight of this area, with two 12 foot roll up doors, concrete floors, side walk-in door and 1 window. Just imagine what you could do in this space! Solar panels (2023) provide efficiency in this home, while other key system updates include water heater (2024), well pump (2026), driveway (2024), A/C (2022), and Culligan water system (2023). The best part about this home, though, is that it is a FUN place to live! You really can make this space all your own, enjoying your time inside and out, with easy access to the water and all that Central Florida living has to offer! **LOCATED IN A USDA ELIGIBLE AREA**

5014 Sunrise Drive, Winter Haven

$379,000
4 Beds 2 Baths West Winter Haven SubDv. 33880 Zip Code
Step into a piece of Winter Haven history—beautifully reimagined for modern living. Just moments from Lake Howard, this exceptional 1925 residence offers the character and craftsmanship today's luxury buyers crave, paired with a complete top-to-bottom transformation. Original refinished 101 year old hardwood floors and two sets of original French doors provide a timeless connection to the home's past, while the rest has been thoughtfully rebuilt with today's lifestyle in mind. The custom kitchen, elegant architectural details, crown molding, tray ceilings, and spacious living areas create a home that feels both sophisticated and inviting. The private primary suite is a true retreat, featuring his-and-hers walk-in closets and a spa-inspired ensuite with a two-person tiled shower, garden tub, and generous vanity space. Two additional bedrooms upstairs add flexibility for guests, family, or a private home office. With approximately 2,011 heated square feet, 4 bedrooms, 2 baths, a dedicated laundry room, fully fenced backyard, and no HOA, this is a rare opportunity to own something with genuine character—not another cookie-cutter home. Bring your boat and water toys and enjoy the freedom and lifestyle that come with living near Winter Haven's beautiful Chain of Lakes. For buyers who appreciate history, character, and modern luxury, this is a home that simply must be experienced in person.

2112 Avenue C Sw, Winter Haven

$395,000
4 Beds 3 Baths South Roy Shores Pb 38 Pg 45 SubDv. 33884 Zip Code
Spacious 4-Bedroom, 3-Bath Pool Home on a Corner Lot in Winter Haven! Ideally located in a convenient area of Winter Haven and situated across from lakefront homes, this 2,955-square-foot home offers a spacious layout with plenty of room to make it your own. The triple-split bedroom floor plan provides privacy and flexibility, while the oversized family room features two sets of sliding glass doors leading directly to the screened and netted pool enclosure and covered patio, creating an inviting space for entertaining and enjoying Florida's outdoor lifestyle. A versatile flex room adds even more living space and offers direct access to the pool and screened patio, making it ideal as a game room, home office, hobby room, or additional entertainment area. The kitchen is one of the home's standout features, offering custom-made cabinetry, granite countertops, a custom tile backsplash, and stainless-steel appliances. The primary suite includes a private bathroom with a garden tub, dual sinks, and a walk-in shower. Additional interior highlights include a LARGE LAUNDRY ROOM with a utility sink, drop-down ironing board, and extra shelving, along with tile and wood flooring throughout the main living areas. Outside, enjoy the screened-in and NETTED POOL ENCLOSURE with a covered patio, surrounded by a grassy yard area, plus a welcoming front screened porch, ample covered parking, and two detached storage sheds for added convenience. The yard is irrigated by a well with a newer irrigation timer. The ROOF WAS INSTALLED IN 2023, and the HVAC SYSTEM IS APPROXIMATELY 9 YEARS OLD. While some areas of the home could benefit from cosmetic updates and freshening to bring out their full potential, the spacious floor plan, desirable pool setting, established features, and prime location make this an exciting opportunity for a buyer ready to add their personal style. For those who enjoy being on the water, the property is just A SHORT WALK TO FREEDOM BOAT CLUB, offering an easy way to rent boats and explore Winter Haven's renowned Chain of Lakes. The home is also approximately one mile from LEGOLAND Florida, adding to the property's appeal and convenience. With its spacious floor plan, private pool setting, flexible living spaces, and desirable location near the area's lakes and attractions, this Winter Haven home offers a great opportunity to enjoy the Florida lifestyle.

1380 S Lake Roy Dr Drive, Winter Haven

$880,000
2 Beds 3 Baths Lake Eloise Sub SubDv. 33884 Zip Code
Major Price Reduction .....Welcome to an exceptional and truly distinctive lakefront estate with a private pool, defined by architectural artistry, refined character, and timeless Spanish-Mediterranean elegance. This 2-bedroom, 3-bath residence offers more than 3,700 square feet under roof, providing expansive, thoughtfully designed interiors ideal for both entertaining and serene everyday living. From the moment you enter, you are welcomed by an atmosphere of bespoke craftsmanship and enduring design. Exquisite brick archways, rich warm wood detailing, and three elegant wood-burning fireplaces establish a setting that is both inviting and unmistakably unique. The kitchen continues this elevated architectural story, showcasing custom extensive cabinetry, stone countertops, premium stainless steel appliances, and a dramatic brick-arched passage that serves as a striking focal point. Thoughtfully designed to capture the essence of the Florida lifestyle, the home opens to a private resort-style swimming pool set against a peaceful lakefront backdrop, creating an extraordinary environment for relaxation, refined entertaining, and sweeping waterfront views. Seamless indoor-outdoor transitions enhance the sense of openness throughout, making the residence equally suited as a distinguished full-time home or an exclusive private lakefront retreat. With its authentic Spanish-Mediterranean influence, handcrafted brick detailing, multiple fireplaces, resort-style pool, and premier waterfront location, a rare opportunity to own a residence of true individuality and lasting appeal—one that cannot be replicated. Schedule your private showing and experience the elegance and exclusivity of this remarkable lakefront offering.

1019 W Lake Eloise Terrace, Winter Haven

$365,000
3 Beds 2 Baths Hartridge Hills SubDv. 33881 Zip Code
Move In Ready Custom Home in a Gated Community Near the Airport. Community has a Private Dock and Boat Ramp with access to the Chain of Lakes. Ideally located for aviation professionals seeking convenient access to the airport or for families looking for a safe, gated community, this beautifully updated custom home offers the perfect blend of comfort, style, and convenience. Built in 1988, this spacious home features an open floor plan with soaring ceilings, stunning exposed wood beams, solid wood doors, and matching wood baseboards that create warmth and character throughout. The split-bedroom layout provides privacy, while the attached two-car garage adds everyday convenience. The recently remodeled interior showcases numerous upgrades, including luxury vinyl plank flooring, fresh interior paint, and updated lighting throughout. The beautifully renovated kitchen features custom wood cabinetry, granite countertops, and a full suite of matching Whirlpool appliances. Both bathrooms have been tastefully updated with new wood vanities, Delta fixtures, Kohler toilets, and stylish tile finishes. The primary bedroom offers the comfort of new carpeting, and the home features smooth ceilings throughout—no popcorn ceilings. Additional highlights include generous laundry room storage, fresh exterior paint, and numerous major improvements for peace of mind. A new roof was installed in March 2026, along with new double-insulated windows, new irrigation, and professional landscaping. New water heater and also passed 4-point inspection for insurance purposes. Every major update has been completed—simply move in and enjoy. The HOA fee is just $150 per month and includes lawn mowing and fertilization, making it easy to maintain a beautiful yard year-round.

218 Hartridge Hills Drive, Winter Haven

$165,000
2 Beds 2 Baths Cypresswood Tennis Villas SubDv. 33884 Zip Code
Virtually Staged. Welcome to effortless Florida living in the highly sought-after gated Cypress Wood Golf & Country Club! Perfectly positioned on the beautifully maintained 10th hole, this 2-bedroom, 2-bath villa offers over 1,100 square feet of comfortable living with no close rear neighbors—just breathtaking views of lush fairways, mature oak trees, and Florida wildlife. Inside, you’ll find a bright, open floor plan complete with a spacious Florida room, the perfect place to enjoy your morning coffee or unwind while taking in the peaceful golf course scenery. Offered fully furnished with quick occupancy available, this home is truly move-in ready. Beyond the entrance, experience the exceptional lifestyle that makes Cypress Wood one of Central Florida’s most desirable golf communities. Enter through a 24-hour guard gate and enjoy a scenic drive along beautifully landscaped, tree-lined streets surrounded by meticulously maintained grounds and natural beauty. Residents have access to outstanding amenities including an 18-hole championship golf course, clubhouse, restaurant, community pool, tennis courts, pickleball courts, and a vibrant social atmosphere. The HOA provides lawn maintenance and exterior upkeep, allowing you to spend more time enjoying everything this resort-style community has to offer. Conveniently located just minutes from LEGOLAND Florida Resort, shopping, dining, and everyday conveniences, with easy access to Highway 27 and I-4, offering an easy commute to both Orlando and Tampa. Whether you’re searching for a full-time residence, winter retreat, or investment opportunity, this villa offers the perfect blend of comfort, convenience, and carefree Florida living. Schedule your private showing today !

665 Broadmoor Circle, Winter Haven

$129,500
2 Beds 1 Baths Orchid Spgs Vill 300 Barcelona SubDv. 33884 Zip Code
Virtually Staged. Nestled within the peaceful and highly desirable Orchid Springs Village, this beautifully renovated ground-floor condominium offers the perfect blend of modern style, low-maintenance living, and an unbeatable Winter Haven location. Designed with comfort and functionality in mind, the bright open floor plan seamlessly connects the living and dining areas, creating an inviting space filled with abundant natural light. Beautiful luxury vinyl plank flooring flows throughout the home, while the updated kitchen showcases crisp white cabinetry, stainless steel appliances, and a desirable gas range—combining timeless style with everyday functionality. The spacious bedroom offers a relaxing retreat with generous closet space, while the beautifully remodeled bathroom features an updated vanity and a sleek glass-enclosed tiled shower with tub. Just beyond the main living area, a versatile FLEX ROOM provides the perfect space for a home office, reading nook, hobby room, fitness area, or additional sitting room to suit your lifestyle. Beyond the flex space, the ENCLOSED SUNROOM is surrounded by expansive windows that overlook the lush, manicured grounds, creating a peaceful setting to enjoy your morning coffee, unwind with a good book, or simply relax while taking in the tranquil views, with direct access to the outdoor green space. Residents of Orchid Springs Village enjoy a carefree lifestyle with exceptional community amenities, including a sparkling swimming pool, clubhouse, scenic walking paths, convenient laundry facilities, assigned covered carport parking, and beautifully maintained landscaping. The monthly condominium fee provides outstanding value by covering water, sewer, trash, natural gas, exterior maintenance, and recreational facilities, allowing for truly stress-free ownership. Perfectly positioned in the heart of Winter Haven, this move-in-ready condo is just minutes from Winter Haven Hospital, shopping centers, local restaurants, golf courses, and the vibrant downtown district. Outdoor enthusiasts will appreciate the proximity to Lake Shipp Park and Lake Hartridge Nature Park, while the world-famous LEGOLAND® Florida Resort and Winter Haven's renowned Chain of Lakes are just a short drive away. With easy access to US-27 and the Polk Parkway, commuting to Orlando, Tampa, and surrounding Central Florida destinations is effortless. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this beautifully updated condo offers the ideal combination of comfort, convenience, and resort-style living.

1100 Martinique Drive Unit 106, Winter Haven

$435,000
3 Beds 2 Baths Acreage SubDv. 33880 Zip Code
Welcome home to peaceful country living! Nestled on nearly 2 acres of beautiful pature land and no HOA. This charming 3-bedroom,2-bath farmhouse-style home offers the perfect blend of rustic character and modern comfort. The roof was installed about 5 years ago and the A/C was installed about 4 years ago. The windows have all been updated. Gather with family and friends in the inviting living room, where a cozy fireplace creates the perfect place to relax on cool evenings. The kitchen has updated appliances, farm-style sink and a large pantry. A versatile bonus room provides endless possibilities as a home office, game room, or guest retreat. Need a dedicated workspace? The property also features a separate office, offering privacy and felxibility for remote work, a home business or a creative studio. Step outside and embrace the country lifestyle. Spend warm Florida days cooling off in the above-ground pool with a 16x20 deck. Enjoy the wide-open views, or bring your horses, live-stock or gardening on the spacious pasture. The 2-car garage provides plenty of room for vehicles, tools and outdoor equipment. There is also a 18X18 storage shed with a air-conditioner. Whether you're sipping coffee on the porch at sunrise or watching th sunset over your own piece of the countryside, this property offers the peaceful farmhouse lifestyle you've dreaming of--all while providing the space and freedom to make it your own.

1755 Beth Lane, Winter Haven

$224,500
4 Beds 2 Baths Hills Lake Elbert SubDv. 33881 Zip Code
Welcome to this spacious 4-bedroom, 2-bathroom home offering a wonderful blend of timeless character, flexible living space, and outstanding outdoor potential. From its classic brick exterior with charming blue accents to the energy-efficient rooftop solar panels, this property is designed for both comfort and value. Inside, you'll find a bright and inviting living area with durable tile flooring and a decorative leaded-glass front door that creates a warm first impression. The spacious eat-in kitchen features crisp white cabinetry, generous counter space with dark countertops, and plenty of room for everyday meals and gatherings. A versatile BONUS FLEX ROOM showcases rich pine wood paneling, built-in shelving, and direct access to the backyard, making it ideal as a family room, media room, game room, home office, or hobby space. The primary bedroom, flex room, and second bedroom feature comfortable carpeting. The four well-sized bedrooms provide flexibility for families, guests, or remote work needs, while the functional layout offers comfortable everyday living. Step outside to discover a large, FULLY FENCED BACKYARD with endless opportunities to create your own private retreat. The expansive concrete patio with brick accents provides the perfect setting for outdoor dining, entertaining, weekend barbecues, or simply relaxing under the Florida sunshine, with plenty of additional yard space for a garden, play area, or future outdoor enhancements. Major updates include a 2015 water heater, the roof has been updated in 2022 and a 2012 HVAC system, plus the added value of a SECOND BACK UP HVAC UNIT that is not hooked up to the house. Ideally located in the heart of Winter Haven, this home places you just minutes from Downtown Winter Haven, the renowned Chain of Lakes, Chain of Lakes Park, Polk State College, and LEGOLAND® Florida Resort. A NEWLY BUILT SCHOOL IS LOCATED just a few blocks away, while the recently renovated walking, biking, and running trail surrounding beautiful Lake Elbert offers an excellent opportunity to enjoy an active outdoor lifestyle. Everyday conveniences are within easy reach, including Publix, Walmart, Lowe's, shopping, dining, and medical facilities. Winter Haven Hospital is just 7 minutes away, Santiago's Market is approximately 10 minutes away, while Winter Haven Regional Airport and Auburndale Speedway are both just a 17-minute drive. With quick access to US-17, US-27, and the Polk Parkway, commuting to Lakeland, Orlando, and Tampa is simple. Blending vintage charm with modern comforts and an unbeatable location close to the area's top amenities, recreational opportunities, and everyday conveniences, this property is the perfect place to call home.

1500 Avenue H Ne, Winter Haven

$309,900
3 Beds 2 Baths Traditions Ph 01 SubDv. 33884 Zip Code
Welcome to 2820 Traditions Blvd S, located in the desirable 55+ gated community of Traditions at Lake Ruby in Winter Haven. This well-maintained Augusta model offers 3 bedrooms, 2 bathrooms, a spacious 2-car garage, and a peaceful pond-front setting. This home is perfect for Florida living! The open and comfortable floor plan provides beautiful pond views from the kitchen, dining area, living room, primary suite, and enclosed patio, allowing you to enjoy the tranquil Florida surroundings throughout the home. The kitchen offers ample cabinetry and workspace, while the spacious living areas create an inviting environment for both everyday living and entertaining. The split bedroom layout provides privacy for owners and guests alike. The enclosed patio is a wonderful space to relax, enjoy your morning coffee, or unwind while taking in the water views. Just outside your door, enjoy all that Traditions at Lake Ruby community provides, including a clubhouse, resort-style amenities, pool, fitness facilities, and recreational opportunities designed for an active adult lifestyle. Conveniently located in Winter Haven with easy access to shopping, dining, medical facilities, golf, and Central Florida attractions. Whether you are looking for a full-time residence or a seasonal retreat, this home offers comfort, convenience, and the opportunity to enjoy the relaxed lifestyle of Traditions at Lake Ruby.

2820 Traditions Boulevard S, Winter Haven

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