Winter Haven Homes with Rain Gutters Exterior Features

Winter Haven Homes with Rain Gutters Exterior Features

Welcome to Winter Haven, Florida, a charming city nestled in the heart of Polk County, where the sun shines brightly and the community spirit thrives! Known for its stunning chain of lakes, Winter Haven offers a perfect blend of natural beauty and vibrant city life. With its picturesque parks, bustling downtown, and a variety of recreational activities, this city is an ideal place for families, retirees, and anyone looking to embrace the Florida lifestyle.

One of the many attractive features of homes in Winter Haven is their thoughtful design, particularly the inclusion of rain gutters. These exterior features not only enhance the aesthetic appeal of the property but also provide essential protection against Florida's seasonal downpours. Rain gutters effectively channel rainwater away from the foundation, preventing potential water damage and ensuring that your home remains safe and dry.

As you explore the real estate market in Winter Haven, you'll find a diverse range of homes equipped with rain gutters, showcasing a commitment to quality and functionality. Whether you're drawn to cozy single-family homes or modern townhouses, you'll discover that these properties are designed with both beauty and practicality in mind.

Living in Winter Haven means enjoying a peaceful atmosphere while still being just a short drive away from major attractions like Disney World and Legoland. With its welcoming community, outdoor adventures, and homes that prioritize durability and style, Winter Haven is truly a place to call home. Come and experience the warmth of this delightful city, where every day feels like a vacation!

Newest Winter Haven Homes with Rain Gutters Exterior Features

$255,000
3 Beds ⋅ 2 Baths ⋅ Saxon Myers Rep Ph 2 SubDv. ⋅ 33881 Zip Code
Welcome to 117 Rebecca Dr NE in Winter Haven! This charming home features a comfortable, spacious layout, inviting living areas, and a convenient location on a quiet residential street. Well-maintained landscaping and welcoming curb appeal make a great first impression. Inside, natural light fills the living spaces, creating a bright and comfortable atmosphere throughout. The functional kitchen provides plenty of space for everyday cooking and entertaining, while the open living and dining areas provide flexibility for a variety of uses. Step outside to enjoy a spacious, fully fenced backyard with plenty of room for outdoor entertaining, recreation, or simply relaxing in the Florida sunshine. The patio provides additional outdoor living space, while the privacy fencing creates a more secluded setting. For added preparedness during Florida's hurricane season and unexpected power outages, an included generator setup is conveniently connected to the home. Conveniently located near shopping, dining, recreation, and other Winter Haven amenities, this home combines comfort with everyday convenience. The home can also be purchased fully furnished and move-in ready, providing an easy transition for use as a primary residence, second home, or investment property. Come see everything 117 Rebecca Dr NE has to enjoy!

117 Rebecca Drive Ne, Winter Haven
$169,900
2 Beds ⋅ 2 Baths ⋅ Foxhaven Ph 03 SubDv. ⋅ 33884 Zip Code
Welcome to this charming 2-bedroom, 1.5-bath manufactured home situated on more than a quarter-acre of owned land with no HOA or lot rent! Located in a quiet, established community, this home offers a spacious, private yard with plenty of room for outdoor entertaining, gardening, pets, or simply enjoying your own peaceful space. The property is comfortable and functional as it stands, while offering an excellent opportunity for someone ready to add a little love, complete a few cosmetic improvements, and make it their own. Recent updates include a remodeled kitchen and septic system, both completed in 2026. The main home features central air conditioning, while the Florida room and detached backyard structure each have mini-split systems. The Florida room provides additional flexible living space, and the separate air-conditioned backyard structure is perfect for a workshop, home office, hobby room, or extra storage. Conveniently located near Cypress Gardens Boulevard, shopping, dining, and LEGOLAND Florida, this property combines privacy, land, flexibility, and value in one unique opportunity.

5974 Foxhollow Drive, Winter Haven
$210,000
2 Beds ⋅ 2 Baths ⋅ Townhouses At Park Lake SubDv. ⋅ 33880 Zip Code
Discover this traditional 2-bedroom, 2-bath villa offering a bright, open layout and exceptional pride of ownership throughout. The welcoming foyer with a cozy sitting area leads into a spacious great room and dining area overlooking the enclosed Florida room and serene garden courtyard. The well-appointed kitchen features abundant cabinetry, a closet pantry, and an open design perfect for entertaining. Both bedrooms are generously sized with ample closet space. Home has garage door screen, flagstone patio with tropical plantings, and a roof replaced in 2013/2014. Located in the desirable Park Lake community, residents enjoy a large pool, recreational building, private dock on the renowned Chain of Lakes, and plentiful guest parking. Ideally situated near shopping, medical facilities, restaurants, downtown attractions, and the bus line, this beautifully maintained villa offers comfort, convenience, and a relaxing Florida lifestyle.

2206 San Marcos Circle Se, Winter Haven
$290,000
3 Beds ⋅ 2 Baths ⋅ Krenson Bay SubDv. ⋅ 33881 Zip Code
Welcome to 256 Krenson Bay Loop, a beautifully maintained 3-bedroom, 2-bath home located in the gated Krenson Bay community of Winter Haven. Built in 2022, this move-in-ready home offers 1,756 square feet of thoughtfully designed living space with an inviting open floor plan that seamlessly connects the kitchen, dining, and living areas—ideal for everyday living and entertaining. The spacious kitchen features ample cabinetry and counter space, creating a functional gathering space for family and guests. The generous primary suite offers a private retreat with a walk-in closet and ensuite bath, while two additional bedrooms provide comfortable space for family, guests, a home office, or flex space. Step outside to the fully fenced backyard, offering a private outdoor space for pets, entertaining, gardening, or simply enjoying Florida's beautiful weather. A water softener adds an extra touch of convenience. The home also features a two-car garage and a well-maintained interior that reflects pride of ownership. Located in the desirable gated Krenson Bay community, this home offers convenient access to shopping, dining, medical facilities, major roadways, Downtown Winter Haven, and area attractions. With its newer construction, functional layout, private fenced yard, and convenient location, this home is ready for its next owner to move in and enjoy.

256 Krenson Bay Loop, Winter Haven
$259,900
3 Beds ⋅ 2 Baths ⋅ Lake Daisy Estates SubDv. ⋅ 33884 Zip Code
Professionally remodeled and completely turnkey, this pristine 3-bedroom, 2-bathroom single-story home offers the ultimate in modern, low-maintenance living. Located approximately one mile from Cypress Gardens / LEGOLAND Florida, this property delivers an exceptional location paired with total peace of mind, featuring a brand-new roof, an attached two-car garage, and a private backyard with a convenient storage shed. Inside, the light-filled, open-concept floor plan showcases a spacious living and dining area with soaring vaulted ceilings, updated contemporary light fixtures, and brand-new wood-look luxury vinyl plank flooring that runs seamlessly throughout—completely carpet-free. The centerpiece of the home is the stunning, fully renovated kitchen equipped with premium quartz countertops, brand-new cabinetry, and a modern layout designed for entertaining. Both bathrooms have been completely updated, featuring new vanities, modern matte-black plumbing fixtures, and clean, bright wall tile surrounding the tub/shower combination. Finished with fresh paint inside and out, this high-end, zero-maintenance remodel is entirely move-in ready. Schedule your private showing today.

352 Lake Daisy Circle, Winter Haven
$350,000
3 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Discover exceptional Florida living in this fabulous Eco Smart 3-bedroom, 3-bath home with a den, ideally situated in the premier gated active-adult community of Traditions at Lake Ruby. Designed with comfort, efficiency, and entertaining in mind, this beautifully appointed home offers an impressive array of upgrades and thoughtful features. The desirable split-bedroom floor plan provides privacy and versatility, including a spacious Junior Bedroom Suite with its own ensuite bath—perfect for visiting family or guests. The well-equipped kitchen is a chef’s delight, featuring a center island with pendant lighting, fingerprint-resistant stainless-steel appliance package, recessed lighting, and 42-inch white upper cabinetry enhanced with crown molding, soft-close hinges, and brush nickel hardware. A generous walk-in pantry provides additional storage, while the pull-out cabinet organizers keep everyday items conveniently within reach. The spacious Living Room features wood laminate flooring and triple glass sliding doors that open to the extended lanai, seamlessly blending indoor and outdoor living. The open-concept design also incorporates a dedicated Dining Room and cheerful breakfast nook, providing plenty of space for family gatherings and entertaining. The generously sized Primary Bedroom Suite is enhanced with laminate flooring and dual walk-in closets featuring deluxe closet organizer systems. The luxurious Primary Bath offers a handicapped-accessible tiled shower with glass enclosure, comfort-height vanity with dual sinks, and linen closet for additional storage. Outdoor entertaining is effortless in the oversized screened lanai, featuring decorative stamped-concrete flooring, retractable solar screens and a built-in buffet and BBQ Grill—perfect for enjoying Florida’s year-round outdoor lifestyle. Additional amenities include a versatile Den/Office, Laundry Room with cabinetry, washer and dryer, ceiling fans with remote controls, and extensive storage throughout. Energy-efficient features include solar panels with a monthly solar expense of approximately $209, a 15-SEER HVAC system, AO Smith hybrid water heater, Low-E windows, radiant heat barrier, and architectural shingle roof installed in 2026. A stone facade, decorative stone curbing, and paved driveway add to the home’s impressive curb appeal. Additional upgrades include smart-lock entry, whole-house generator, retractable garage screen, keyless garage entry pad, and a two-car garage equipped with three overhead storage racks, workbench with matching cabinetry, and an overhead solar skylight. Traditions at Lake Ruby offers an exceptional active-adult lifestyle with an impressive selection of amenities and planned community activities. Residents enjoy a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting room, library, computer room, craft room, dog park, tennis courts, basketball court, bocce, shuffleboard, fitness center, aerobics studio, and so much more. Conveniently located near shopping, medical facilities, and major transportation routes, Traditions at Lake Ruby offers the perfect combination of resort-style amenities, energy-efficient living, and everyday convenience. HOME CAN BE PURCHASED FURNISHED

3541 Raleigh Drive, Winter Haven
$309,000
4 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code
INVESTMENT OPPORTUNITY + PRIMARY RESIDENCE POTENTIAL! This spacious 4-bedroom, 2-bathroom home sits on a desirable corner lot with a fully fenced yard and a 20x30 metal building offering excellent storage, workshop, or hobby space. Currently operating as an active, income-producing Airbnb, this property offers the flexibility to continue as a short-term rental or make it your own primary residence. The fourth bedroom and primary bedroom feature added mini-split systems for enhanced comfort. The roof and flooring were replaced in 2021, providing an added bonus for the next owner. Whether you're looking for an income-producing investment or a home with room for your family, this property is ready to deliver.

101 Sandburg Lane, Winter Haven
$359,900
3 Beds ⋅ 2 Baths ⋅ Terranova Ph 03 SubDv. ⋅ 33884 Zip Code
Welcome home to this stunning 3-bedroom, 2-bathroom residence tucked into the sought-after, gated community of Terranova. From the moment you step inside, an open floor plan invites you through sun-filled living spaces accented by elegant crown moulding and custom built-ins. The chef-inspired kitchen anchors the home with generous counter space and a breakfast bar — perfect for casual mornings or entertaining guests. Plantation shutters throughout add a touch of timeless charm while offering privacy and light control in every room. Step outside to a spacious backyard, a blank canvas ready for weekend barbecues, a play area, or the pool of your dreams. Beyond your front door, Terranova's gated setting offers peace of mind just minutes from shopping, dining, and medical facilities — the perfect blend of tranquility and convenience. Don't miss this one — call today to schedule your private showing!

464 Terranova Street, Winter Haven
$99,500
2 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code
Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away which is great for visiting family. This is a 1144 Square ft. 2 bedroom 2 bath 1983 Fleetwood mobile home with a front facing enclosed Florida room with a view of the clubhouse and recreation grounds. The king size master bedroom has a walk-in closet and a private bathroom with step in shower. The guest bedroom also has a walk-in closet. The monthly maintenance fee is $279.00 a month which includes cable, internet, trash pickup, and amenities. This house is partially furnished and ready to move in. The guest bedroom is not furnished. This is also a pet free community. While it is a great winter home get away, it can also be a year round retirement home. Come see it today. This one won't last long. All measurements are approximate and should be verified by the buyer.

66 Joppa Drive, Winter Haven
$79,500
2 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code
Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away which is great for visiting family. This is a 989 Square ft. 2 bedroom 2 bath 1984 Homes of Merit with an enclosed front facing Florida. The king size master bedroom has a walk-in closet and a private bathroom with a tub shower. The guest bedroom also has a walk-in closet. The monthly maintenance fee is $279.00 a month which includes cable, internet, trash pickup, and amenities. This house is fully furnished and ready to move in. This is also a pet free community. While it is a great winter home get away, it can also be a year round retirement home. Come see it today. This one won't last long. All measurements are approximate and should be verified by the buyer.

97 Parson Drive, Winter Haven
$264,900
3 Beds ⋅ 2 Baths ⋅ Tranquility Park 2nd Rep SubDv. ⋅ 33880 Zip Code
3BR/2BA Beauty Near Downtown Winter Haven — Fully Updated Kitchen! Move right into this beautifully updated 3-bedroom, 2-bathroom home just minutes from downtown Winter Haven. The kitchen has been completely renovated with brand-new cabinetry, a stylish island, and gleaming granite countertops — a true showstopper for anyone who loves to cook or entertain. Ceramic tile flooring flows throughout the entire home for a clean, cohesive, low-maintenance feel. Enjoy an unbeatable location within walking distance of both Lake Shipp and Lake Howard — perfect for morning walks, fishing, or simply soaking in that classic Central Florida lake life. Downtown Winter Haven's shops, restaurants, and community events are just a short drive away. This home comes move-in ready with the refrigerator, stove, microwave, dishwasher, washer, and dryer all included. Major systems have been well maintained. No HOA means no extra fees and no added restrictions. Homes like this in this location don't sit on the market long — schedule your showing today!

1306 15th Street Sw, Winter Haven
$549,999
3 Beds ⋅ 3 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code
Virtually Staged. *GOLF COURSE and WATER VIEWS*** Located behind the secure gates of the coveted 55 + community of Lake Ashton, the water views from the covered and screened lanai are superb! Built in 2019, this home offers TWO SUITES, ONE GUEST BEDROOM and THREE BATHS. This split floor plan home offers great curb appeal with a FRESH NEW EXTERIOR COAT OF PAINT, Paver Driveway and Well Maintained Landscape. The lawn is "watered" by an irrigation system. As you enter thru the double glass doors of this home you are greeted by a large open floor plan offering expansive views of the golf course and lake beyond. The water views from this coveted lot location are spectacular! The living room, formal dining area and kitchen flow seamlessly together in this modified ASHTON Floor plan home, making entertaining easy and fun! The spacious Living Room has a tray ceiling, floor outlets, ceiling fan and triple sliders that stack and open to the covered and screened lanai. A formal dining area is located to the left of the front entry and the arched double windows add a touch of class! The Kitchen features 42" wood cabinetry, breakfast bar, pendant lighting, granite countertops, SS appliances (microwave replaced Sept. 2026) and ample counter top space for food prep and food display. The Dinette area is conveniently located off of the kitchen and the double windows provide an abundance of natural light into the home. Double sliders provide access to the lanai from the dinette area. The spacious and oversized Primary Suite with double door entry makes up the right wing of the home. It showcases two large walk-in closets, a separate water closet with window, a linen closet, a large, tiled walk in shower with grab bars and a tiled bench to sit on. The vanity with double sinks compliments the bathroom area. The Primary Suite with trey ceiling and ceiling fans can accommodate a separate sitting area for relaxation or larger bedroom furniture. The 2nd Suite with double door entry is on the left side of the home. It's accessible from the dinette area and from the hallway that leads to the 3rd Bedroom/3 Bath. The 2nd Suite has a private bath and built in closet. The 2nd Suite Bath features a comfort height vanity, walk in shower with glass enclosure, grab bars, foot rest and comfort height toilet. Overnight Guests will enjoy their own bedroom and bath with shower/tub combo and comfort height vanity. The Laundry Room (FLEX ROOM) is spacious and well designed with a wash tub and portable storage units for your personal items. The washer/dryer are included in the sale of this home. The outdoor living space offers a delightful place for entertaining. There are two OPTIONS: You can enjoy the covered portion of the lanai or the extended/uncovered screened lanai with direct views of the golf course and lake. The double car garage is sizeable and there is a separate golf cart entrance. The home also has a WHOLE HOUSE GENERAC- this is a huge bonus! ADDITIONAL IMPROVEMENTS to this home include: NEW INTERIOR PAINT and NEW LUXURY VINYL FLOORING. The community of Lake Ashton is a hidden treasure with an aura of peace and tranquility, and offers 2 golf courses, tennis courts, 2 pools (one indoor and one outdoor) movie theater, bowling lanes, card, craft and billiard rooms, fitness centers, pickleball courts, indoor basketball, indoor racquetball, numerous recreational activities, and restaurants. Make an appointment today to TOUR THIS HOME!

6136 Pebble Beach Boulevard, Winter Haven
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