Winter Haven Homes with Rain Gutters Exterior Features

Winter Haven Homes with Rain Gutters Exterior Features

Winter Haven, located in Polk County, Florida, is a charming city that offers a perfect blend of natural beauty and modern amenities. Known for its picturesque lakes, Winter Haven is often referred to as the "Chain of Lakes City." With over 50 lakes within its boundaries, residents can enjoy various water activities such as boating, fishing, and kayaking.

In addition to its stunning natural surroundings, Winter Haven boasts a vibrant community and a thriving real estate market. If you're looking for a home with rain gutters exterior features, Winter Haven has plenty to offer. Rain gutters are an essential component of any home, as they help protect the property from water damage by directing rainwater away from the foundation.

Homes in Winter Haven with rain gutters exterior features are not only practical but also add to the overall aesthetic appeal of the property. They come in various styles and materials, allowing homeowners to choose the option that best suits their preferences.

Whether you're in search of a cozy bungalow or a spacious family home, Winter Haven has a wide range of options to cater to your needs. From historic properties to modern developments, there is something for everyone in this vibrant city.

So, if you're considering a move to Winter Haven, rest assured that you'll find beautiful homes with rain gutters exterior features that will not only protect your investment but also enhance its curb appeal.

Newest Winter Haven Homes with Rain Gutters Exterior Features

1803 4th Street Nw, Winter Haven
$125,000
3 Beds ⋅ 2 Baths ⋅ Annie O Maddox Subdivision SubDv. ⋅ 33881 Zip Code
A little retro, a lot of room to make it yours! This single story Winter Haven home pairs vintage details with a flexible layout, featuring 3 bedrooms, 1 full bath, and 1 half bath. A wall of windows brightens the wood paneled front room, where sliding glass doors lead into the living and dining area. The separate front room provides space for a home office, reading nook, or hobby room. A decorative arch opens from the dining area into the kitchen, where upper and lower cabinets, a tiled backsplash, and a double basin sink give you a starting point for a refresh. The full bath features a tub and shower combination with a distinctive vintage tile surround. Outside, a mature shade tree frames the driveway, and the covered carport leads to a screened porch with room for a pair of chairs. Brick accents add character to the exterior, and a separate shed provides storage for tools and outdoor gear. Whether you’re drawn to the original look or already picturing fresh flooring and a new color palette, there’s plenty of room to put your own stamp on this home.

1803 4th Street Nw, Winter Haven
9457 Waterford Oaks Drive, Winter Haven
$710,000
3 Beds ⋅ 3 Baths ⋅ Waterford Oaks SubDv. ⋅ 33884 Zip Code
Welcome to the exceptionally beautiful guard gated community of Waterford Oaks! This stunning 3 bed, 3 bath pool home offers over 3,200 square feet of thoughtfully designed living space, showcasing custom craftsmanship, elegant architectural details, and an abundance of desirable features both inside and out. Meticulously maintained and beautifully appointed, this home offers a spacious, side entry three car garage with custom built ins. A few of the recent improvements include a new roof installed in October 2022, a new pool screen, and a tankless water heater. From the moment you step through the front door, you are welcomed by soaring ceilings, an inviting open floor plan, and beautiful architectural details that create an immediate sense of space and elegance. Builder Lori Waters thoughtfully included distinctive custom touches throughout the home. The formal dining room is beautifully complemented by decorative ceiling details and a decorative niche. A separate private office provides the ideal setting for working from home.  The spacious family room serves as the heart of the home, featuring a custom built-in entertainment center with a gas fireplace, and an impressively designed tray ceiling with surround-sound speakers. Open to the expansive gourmet kitchen, this thoughtfully designed living space makes the flow of everyday living effortless. The expansive gourmet kitchen is both beautiful and functional, offering granite countertops, stainless steel appliances, a gas range, and a center island with a convenient prep sink, and a separate wine/coffee bar, complete with a wine refrigerator. The cleverly hidden, oversized walk-in pantry provides additional storage in this well-appointed kitchen. The spacious primary suite with its magnificent tray ceiling, offers a peaceful retreat with a private door providing direct access to the lanai and pool area. The suite features two walk-in California closets, offering exceptional organization and storage. The private primary bath creates a spa-inspired experience with two vanities, a jetted soaking tub, and a separate walk-through shower featuring dual shower heads and a built-in sitting bench. On the opposite side of the home, are 2 additional generously sized bedrooms. Both feature large closets and share a convenient Jack-and-Jill bathroom. The screened pool and lanai area provide an extension of the home's living and entertaining space. Enjoy the beautiful pool featuring a waterfall, a sun ledge, and a heated spa. The outdoor kitchen and grilling area, complete with its own prep sink, make entertaining effortless. A conveniently located third full bathroom provides easy access for poolside guests without having to enter the main living areas. Additional features include an irrigation system, exterior lighting, central vacuum, and beautifully maintained landscaping that enhances the home's overall curb appeal. Waterford Oaks offers an exceptional lifestyle in a desirable guard-gated community. Residents enjoy access to a private community boat ramp on Lake Winterset, part of the renowned Winter Haven Chain of Lakes, where one can enjoy boating, fishing, or spending time on the water. Beautifully designed, thoughtfully maintained, and filled with custom details. It offers the complete Florida lifestyle. Don't miss the opportunity to experience all that this exceptional Waterford Oaks home has to offer. Schedule your private showing today! **Professional photos coming soon**

9457 Waterford Oaks Drive, Winter Haven
1151 Carefree Cove Drive, Winter Haven
$399,000
3 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
Looking for a peaceful lakefront pool home or well appointed Airbnb property? This beautiful 3-bedroom, 2-bath home sits on Lake Conine in Winter Haven’s northern Chain of Lakes, with easy access to the Chain of Lakes Trail. The home has been completely renovated to include a brand new roof, A/C, luxury vinyl plank flooring, interior / exterior paint, water heater, and much more! The kitchen features tons of solid wood cabinets, all new stainless steel appliances, and granite countertops. It includes both a breakfast area and a picturesque cutout with a view of the pool area and lakefront! The laundry room is also built into the kitchen area and includes a unique custom built porthole window that provides both natural light and views to the Florida room and beyond. The kitchen flows into a large enclosed porch (Florida room) with tons of potential! It could be used as a second living room space, dining room, and even space for a game room or office area! The Florida room includes additional cabinets and a bar area with a granite countertop. From the Florida room you can access the screened open porch where you can enjoy a stunning lake view. The primary bedroom features an en suite bathroom with jetted tub/shower, new vanity & fixtures, as well as a large closet. The 2nd bedroom also includes a large closet. The garage has been converted into a 3rd oversized bedroom with a very large closet and shiplap feature wall. Both bathrooms have been fully renovated with gorgeous subway tile in the showers, new ceramic tile floors and vanities with solid surfaces. Outside the house has been completely repainted including newly painted concrete from the front to the back of the property. The home features a newly screened pool cage, a brand new pool liner, with a multi-colored LED pool light. There is a carport and large outdoor storage closet out front, and also a second driveway to park an extra vehicle or boat. The newly painted boathouse, which includes a roll-up door, is wired with electricity and could also function as a workshop. It features new lights, a new side door, and new wood stairs. The boathouse / workshop is approximately 10x20 feet and has tons of room for all your toys! There is no HOA to hassle with! The property includes its own large dock and a concrete slab along the beach area for launching your own boat. Most furnishings in listing are available for separate purchase. As a potential Airbnb, the unit currently sleeps 8, but could be configured to sleep more. Come see this beautiful renovated home today!

1151 Carefree Cove Drive, Winter Haven
3969 Cypress Landing W, Winter Haven
$250,000
2 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code
**More PhotosComing** Comfortable, Simple Living in Cypress Landing on Lake Dexter. This 2 Bedroom, 2 Bath Home Has a Vaulted Ceiling Over the Living and Dining Area, and It Makes the Whole Space Feel Open the Minute You Walk In. The Kitchen Has Light-Bright Cabinets, Tile Floors, a Stainless Refrigerator and Dishwasher, a Built In Oven, Cooktop and Microwave, with Sliders Out to the Screened Lanai. The Primary Bedroom Has a Walk In Closet and a Walk In Shower in the Bath. Need More Room? The Enclosed Lanai Gives You Extra Space for a Den, Hobby Room or Home Office. Crown Molding and Ceiling Fans Throughout, a Two Car Attached Garage with Opener and Storage Cabinets, and a Fenced Backyard with Low Maintenance Rock Landscaping. Home Electrical is Generator Ready. The Home Includes Hurricane Shutters - Easy Up And Down Installation. Cypress Landing Offers a Clubhouse, Community Pool, Tennis and Pickleball Courts, Boat Storage, a Private Boat Ramp and a Dock on the Lake. Minutes from Legoland, Shopping and Dining. Schedule Your Showing Today! All Sizes Approximate. Buyer to Verify.

3969 Cypress Landing W, Winter Haven
725 Heritage Drive Ne, Winter Haven
$560,000
4 Beds ⋅ 3 Baths ⋅ Hamilton Pointe SubDv. ⋅ 33881 Zip Code
BEAUTIFUL HAMILTON POINTE POOL HOME! Welcome to this 4-bedroom, 2.5-bath pool home sits on a half-acre lot with no rear neighbors, offering 3,114 square feet of living space and peaceful conservation views. Inside, you’ll find a spacious kitchen with an eat-in area, a large living room with 13-foot ceilings, crown molding, a coral tile fireplace, and French doors opening to the screened pool and lanai. The split-bedroom layout features a primary suite with lanai access, dual vanities, a garden tub, separate walk-in shower, and ample closet space. Three additional bedrooms and a flexible office provide room for a variety of needs. The formal dining room also offers access to the pool area, creating an easy flow for entertaining. Outside, the oversized screened lanai and pool offer plenty of space to relax and enjoy Florida living. Notable improvements include a 2019 roof and exterior paint, 2020 gutters and screens, a 2021 hybrid water heater and whole-house repipe, plus a resurfaced pool, new sand filter, and refreshed pool screening. Conveniently located near downtown Winter Haven, Highway 27, LEGOLAND, golf courses, shopping, dining, and area airports.

725 Heritage Drive Ne, Winter Haven
3437 Grenville Drive, Winter Haven
$223,000
2 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Discover this 2-bedroom, 2-bath home filled with potential and ready for its next owner. Located in Traditions at Lake Ruby, a maintenance-free, gated 55+ community, this thoughtfully designed home combines comfort, functionality, and style for relaxed Florida living. The kitchen features maple wood cabinetry, an updated microwave, reverse osmosis at the kitchen sink, and a convenient closet pantry. The dining area is highlighted by vaulted ceilings and a decorative arched pass-through to the kitchen, adding character and charm. The open-concept floor plan offers a spacious living room with a decorative planter shelf and triple sliding glass doors leading to the Florida room, where tranquil garden views create a peaceful setting. The primary bedroom suite offers serene backyard views and a walk-in closet. The en-suite primary bathroom is designed for comfort, featuring a comfort-height vanity, tile flooring, and a walk-in shower with a glass door. Enjoy outdoor living even during inclement weather from the Florida room, while the low-maintenance courtyard, enhanced with pavers and Florida-friendly landscaping, provides a private and inviting outdoor retreat. The fenced backyard with mature plantings offers additional outdoor space. Additional features include a laundry pantry with washer and dryer, architectural shingle roof (2020), HVAC system (2017), exterior lighting, water softener system, gutters, a glass entry storm door, and a two-car garage. A paved driveway and walkway further enhance the home's curb appeal. Traditions at Lake Ruby offers an impressive array of amenities, including a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting rooms, library, computer room, craft room, dog park, tennis and basketball courts, bocce, shuffleboard, fitness center, and aerobics studio. Residents can also enjoy a variety of planned community activities. Monthly HOA fees cover front-yard lawn service, cable tv, internet, exterior house painting, and community clubhouse amenities helping provide a convenient, low-maintenance lifestyle. Ideally located near shopping, restaurants, medical facilities, Legoland, and major routes, this home offers a wonderful combination of comfort, convenience, and vibrant community living.

3437 Grenville Drive, Winter Haven
6240 Pinehurst Loop, Winter Haven
$415,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Phase Ii North SubDv. ⋅ 33884 Zip Code
Virtually Staged. Welcome to your dream retirement home located at 6240 Pinehurst Loop Winter Haven, Fl. 33884, designed with 3 Bedrooms and 2 full bathrooms. This delightful Sebastian home in the highly sought after Lake Ashton, a 55 plus community in Central Florida, was BUILT in 2022. It features a spacious living area with Trey Ceiling and abundant Natural light thru the Glass Front Entry Door with Privacy Tint, Triple Sliders in the LR and Double Glass Window in the Dinette area; Plantation Shutters in the Bedrooms, an Upgraded Kitchen with Stainless Steel Appliances, Under Cabinet Lighting, Breakfast Bar, Walk in Pantry, Cabinet Pantry with Pull Out Drawers and Granite countertop. The inviting living and dining areas blend seamlessly together with carpet flooring, while the open-concept layout is beautifully enhanced by tile flooring in the kitchen, laundry, guest bathroom/hall, entry and Primary Suite bath. Two spacious guest bedrooms and a full bath are located near the front entry; a pocket door provides privacy and a Linen Closet provides storage. The guest bath has a comfort height vanity with Granite counter top, and glass block window is above the tiled shower/tub combo. The Primary Suite is a private retreat on the back of the home, complete with a generously sized bathroom with separate comfort height vanities, a tiled corner shower with glass block accent above and a separate walk in closet. Step outside and enjoy the screened and covered lanai that overlooks the seasonal pond, perfect for entertaining. Plumbing was added to the privacy wall at the time of build, should you desire to have a summer kitchen. The laundry room with wash sink is spacious and is accessible from the garage and kitchen. The exterior of the home has been well maintained with landscaped flower beds and the double car garage with separate golf cart entry is a bonus. A water filtration system is located in the garage. Don't miss the opportunity to explore this wonderful property! Lake Ashton is a Florida Retirement Community that offers a Florida Retirement Lifestyle with resort style amenities and activities for 55+ in Florida. The main clubhouse offers a movie theater, bowling lanes, grand ballroom, card, craft and billiards, outdoor temperature controlled swimming pool, Bocce Courts, tennis courts, 1/2 court basketball, shuffleboard courts and MORE. The Health and Fitness Center has a large indoor temperature controlled pool, fitness center, indoor 1/2 court basketball, indoor racquetball, large multi-purpose room, card, craft, billiards, pickle ball courts and tennis courts. 2 -18 hole golf courses are located in Lake Ashton (memberships are optional). Tour this well maintained home today! You'll be glad you did!

6240 Pinehurst Loop, Winter Haven
4235 Cedarwood Street, Winter Haven
$109,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Walk right into this beautifully maintained home located in Oakwood Estates, a 55+ community. The metal roof is only 6 years old. The home has newer windows and a new vapor barrier. The lanai has all new windows. The home also has a water filtration system. The furnishings you see will stay with the home. The living and dining room give a very open and inviting feel. The kitchen bar offers additional eating space for when the whole family comes to visit. The ample kitchen cabinetry has been updated. The only carpet remaining in the home is in the guest bedroom, but it is in very good condition. Sit on the front porch or side lanai for your morning coffee. Enjoy the peaceful community or join in to the many activities available year round. The community offers two pools, two clubhouses, shuffleboard, tennis courts, bocci ball, miniature golf, and much, much more. Make your appointment today.

4235 Cedarwood Street, Winter Haven
3947 Cypress Landing W, Winter Haven
$309,000
3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 01 SubDv. ⋅ 33884 Zip Code
BEAUTIFUL 3-BEDROOM, 2-BATH HOME IN CYPRESS LANDING ON LAKE DEXTER! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage, located in the desirable Cypress Landing community on Lake Dexter in Winter Haven! Featuring extensive recent updates, spacious living areas, and fantastic community amenities, this home offers the perfect blend of comfort, convenience, and Florida living. Extensive Recent Updates! Major improvements include a new roof and updated in 2022, along with numerous renovations completed this year. Updates include a renovated kitchen with new countertops, new bathroom vanities, updated flooring, new lighting and fans, plumbing fixtures, fresh paint and texture, new interior doors, updated trim, new electrical improvements and pluming, and new appliances, including a range, microwave, and dishwasher. A new DECA drainage system was also recently installed in the rear of the home. Upon entering, you are welcomed by an extended foyer that opens into a spacious living area. The generously sized primary suite offers sliding glass doors leading to the lanai, along with an attached primary bathroom featuring a walk-in shower and walk-in closet. Additional highlights include an impressive 26' x 11' sunroom overlooking the backyard—an ideal space for relaxing, entertaining, or enjoying your morning coffee. Enjoy the Cypress Landing Lifestyle! Community amenities include pickleball and tennis courts, a heated swimming pool, a clubhouse, a private boat ramp with water access, and a variety of social clubs and activities for residents to enjoy. Conveniently situated in the heart of Winter Haven, this home offers easy access to shopping, restaurants, entertainment, and local social events, with convenient commutes to Lakeland, Orlando, and Kissimmee. With its extensive updates, spacious floor plan, inviting living spaces, and desirable lake community amenities, this home is a wonderful opportunity to enjoy the best of Winter Haven living!

3947 Cypress Landing W, Winter Haven
2303 Jagger Lane, Winter Haven
$355,000
4 Beds ⋅ 2 Baths ⋅ Sutton Preserve SubDv. ⋅ 33880 Zip Code
Virtually Staged. Move-in ready and built in 2024! This beautifully maintained 4-bedroom, 2-bath home offers nearly 1,900 sq. ft. of thoughtfully designed living space with an open-concept layout and desirable upgrades throughout. The spacious kitchen features quartz countertops, stainless-steel appliances, a large center island, and pantry, opening seamlessly to the living and dining areas. Tile flooring enhances the main living spaces, with carpet in the bedrooms. Additional features include an epoxy-finished garage floor, rain gutters, security cameras that convey, and solar panels. Enjoy Florida living on the enclosed screened lanai, complete with roll-down shades and patio furniture that convey, overlooking a fully fenced backyard. Located just minutes from Lake McLeod and a public boat dock, with convenient access to shopping, dining, schools, and major roadways. No CDD, low HOA fees that include high-speed internet, and a seller-provided one-year home warranty! A wonderful opportunity to own a move-in-ready home with valuable upgrades already in place. Schedule your private showing today!

2303 Jagger Lane, Winter Haven
5385 Hogan Lane, Winter Haven
$369,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph I SubDv. ⋅ 33884 Zip Code
Welcome to this stunning Biscayne-model home located at 5385 Hogan Lane, Winter Haven, Florida 33884, within the highly desirable Lake Ashton, a Premier Florida Retirement community in Central Florida. This beautifully maintained property offers premium upgrades, functional spaces, picturesque lake views and gorgeous Florida sunsets. Premium Interior Features include: Gourmet Kitchen with 42" cherry cabinetry with modern crown molding and large metal handles, granite countertops, a breakfast bar, an elegant tile backsplash, and window above the sink. The kitchen cabinet layout includes several banks of drawers, a stainless steel sink and an enlarged open area that flows seamlessly into the breakfast nook. The dedicated den is a highly functional space complete with a built-in Murphy bed and custom desk complex, perfect for a home office or guest room. The wall unit also has a desk that folds out easily. The Primary Suite Bath features comfort height cabinetry, granite countertops, upgraded mirrors and lighting fixtures, a garden tub, and a glass shower door enclosure. The guest bathroom is similarly appointed with a comfort height cabinet, granite counter, upgraded mirrors, and a shower/tub combo. You'll find Upgraded Flooring in the main living, dining, and dinette areas with bamboo flooring, while the kitchen, bathrooms, laundry room and den have tile flooring; plush carpeting is in the bedrooms. This home has a desirable outdoor living area. Relax on the large, screened lanai with tile floor while enjoying beautiful water views and sunsets. A professionally laid paver walkway connects the garage directly to the lanai. This home has double-paned windows, solar tubes for abundant natural light throughout the kitchen, bathrooms, laundry room, and den, and ceiling fans in every room. The Expanded Garage Space is a bonus. The generous double car garage has built-in cabinetry, an extra-long dedicated golf cart garage (8'5x29'11), a utility sink, an exterior window, and a pull-down ladder for attic storage. Additional Home Highlights: Roof Replaced 2025, A/C (2017), Separate Irrigation Meter, Extended Birdcage with Tile Flooring. Located in Lake Ashton, a Florida Retirement community offering Resort style amenities and planned activities. Lake Ashton, a 55 community in Florida, has (2) 18- Hole Golf Courses, Pro Shop, Main Clubhouse with Movie Theater, Bowling Lanes, Grand Ballroom, Card, Craft and Billiards, Outdoor Pool, Bocce, Shuffleboard, Tennis and Fitness Center. The Health and Fitness Center has an Indoor Pool, Card, Craft and Billiards, Multi-Purpose Room, Media Center, Indoor 1/2 Court Basketball, Indoor Full Court Racquetball, Pickle Ball courts and MORE! One Year Home Warranty Included. Call today to tour this home.

5385 Hogan Lane, Winter Haven
168 Waterside Circle, Winter Haven
$299,900
3 Beds ⋅ 2 Baths ⋅ Waterside Village SubDv. ⋅ 33880 Zip Code
Welcome to 168 Waterside Cir, a charming single-family residence nestled in the heart of Winter Haven, FL, 2018-built home where Florida waterfront living meets everyday convenience. This delightful home features a spacious living area of 1,714 square feet, thoughtfully designed to provide both comfort and functionality. The property includes three well-appointed bedrooms and two full bathrooms, making it a superb setting for relaxing and unwinding. The rear patio overlooks a fishing canal, an ideal spot for morning coffee, evening sunsets, or casting a line without leaving home. Supermarkets, shopping, and pharmacies are all within walking distance, and Legoland is nearby, so errands and family outings are easy. Inside, 9½-foot ceilings and rounded corners give the home an open, polished feel, with ceramic tile wall to wall for easy care. The kitchen comes equipped with a refrigerator, electric range/oven, dishwasher, microwave, trash compactor, and a kitchen reverse osmosis system, and a gas range hookup is available for the buyer who prefers to cook with flame. The washer and gas dryer are included, and a whole-house water filtration and softener system rounds out the package. Peace of mind comes built in with a standby gas generator, hurricane panels for the exterior windows and doors, and a gas tankless water heater for endless hot water. The garage features a professionally installed epoxy floor, giving you a clean, durable, showroom-ready space for parking, projects, or storage.

168 Waterside Circle, Winter Haven
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