Winter Haven Homes with Rain Gutters Exterior Features

Winter Haven Homes with Rain Gutters Exterior Features

Welcome to Winter Haven, Florida—a picturesque gem nestled in Polk County that seamlessly combines small-town charm with modern conveniences. Known for its stunning chain of lakes, Winter Haven offers a vibrant lifestyle filled with outdoor adventures, cultural experiences, and a warm community spirit. With a population that embraces both the tranquility of nature and the excitement of city living, it’s no wonder that Winter Haven is becoming a sought-after destination for families, retirees, and everyone in between.

When it comes to finding your dream home in this delightful city, consider properties featuring rain gutters—an essential exterior feature that enhances both aesthetics and functionality. Homes equipped with rain gutters not only protect your property from water damage but also contribute to effective drainage, keeping your landscape looking pristine. In the picturesque neighborhoods of Winter Haven, you’ll discover a variety of homes, from charming bungalows to contemporary designs, all boasting that practical yet stylish touch of rain gutters.

Living in Winter Haven means you’re just moments away from beautiful parks, recreational activities, and the renowned LEGOLAND Florida Resort. Whether you’re enjoying a sunny day by the lake or exploring the local dining scene, this community offers a welcoming atmosphere that feels like home.

So, if you’re ready to embrace the Florida lifestyle, explore the diverse range of homes in Winter Haven with rain gutters and start your journey towards finding the perfect place to call your own!

Newest Winter Haven Homes with Rain Gutters Exterior Features

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

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

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

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

3 Beds ⋅ 3 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code

*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

3 Beds ⋅ 2 Baths ⋅ Kensington View SubDv. ⋅ 33880 Zip Code

Virtually Staged. Welcome to this beautiful, move-in-ready home offering comfort, style, and easy maintenance! Step inside to a bright and inviting layout featuring no carpet throughout the home, making everyday living and upkeep a breeze. The kitchen is equipped with updated appliances and provides a functional space for preparing meals and entertaining family and friends. Step outside to the screened-in back porch, the perfect place to relax and enjoy the Florida weather while overlooking the backyard. Whether you're enjoying your morning coffee, unwinding after a long day, or hosting guests, this outdoor space adds even more room to enjoy the home. Conveniently located in Winter Haven with access to shopping, dining, schools, and major roadways, this home is ready for its next owner. Schedule your showing today and see everything this property has to offer!

477 Kensington View Drive, Winter Haven

2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code

OWN THE LAND — NO LOT RENT! Welcome home to this beautifully updated 2-bedroom, 2-bath manufactured home, situated on a large corner lot that YOU OWN! Enjoy affordable community living with a LOW HOA of just $65/month and an impressive list of amenities. This move-in-ready home comes FURNITURE FURNISHED and has been extensively updated , including a NEW ROOF, A/C, PLUMBING,(2026) flooring, fresh interior and exterior paint, updated kitchen and NEW appliances, both bathrooms updated, updated light fixtures and NEW DOOR and WINDOWS! Step inside to a light, bright and open living area and a beautifully refreshed kitchen featuring quartz countertops and 2026 appliances. The desirable split-bedroom floor plan offers privacy for both owners and guests. The spacious primary bedroom includes a private bath with a convenient step-in shower, while the second bedroom has easy access to the guest bath featuring a tub. Both bathrooms have been updated with quartz countertops. You'll also love the 14' x 8' screened-in porch, separate laundry room with washer and dryer included, and workshop area. Outside, an 18' x 11' carport and long driveway provide plenty of parking for you and your guests. Mature landscaping completes this spacious corner property. And the amenities are hard to beat! Residents enjoy a clubhouse with a large entertainment room and full kitchen, library, billiards room, spa, oversized swimming pool overlooking waterfront Peace Pond, cookout room off the pool area, and shuffleboard. NO LOT RENT. LOW HOA. FURNITURE FURNISHED. MAJOR 2026 UPDATES. AND YOU OWN THE LAND! Don't miss this opportunity to enjoy Florida living in a community with so much to offer. Call today to schedule your private showing! Listing agent is the owner.

6204 Knotty Pine Drive Se, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Summerhaven Shores SubDv. ⋅ 33884 Zip Code

**THIS IS THE ONE!!** IMMACULATE SE WINTER HAVEN, FLORIDA HOME LOCATED ON A SHADED CUL-DE-SAC LOT WITH NO HOA. NEW ARCHITECTURAL SHINGLE ROOF INSTALLED 2022, AC-HEAT PUMP SYSTEM UPDATED 2020 and NEW INSULATED WINDOWS THROUGHOUT! The privacy-fenced rear yard has double-wide gates allowing access for storing your boat or RV plus plenty of space for the existing 10 x 16 storage/work shed with power, a large patio & separate fenced area for dog space or a garden! The living room & dining room area are conveniently located adjacent to the spacious, updated custom kitchen featuring granite countertops, stainless steel appliances, a 4-door refrigerator, 10 cabinet drawers, a pull-out trash drawer & center island. The family room features a beautiful brick fireplace with hearth and mantle ...perfect for enjoying & decorating on holidays! Sliding glass exit doors allow access from the family room to the welcoming 18 x 37 covered and screened patio. The primary bedroom has a walk-in closet and includes a remodeled en-suite bathroom with a custom tiled walk-in shower and glass shower door. Bedrooms 2 and 3 are near the remodeled hall bath that features a comfort-height vanity & tub-shower combination. This lovely, well-maintained home is perfect for gatherings & entertaining! A public park with a boat ramp on Lake Ned is less than a mile away! Shopping and restaurants are nearby, plus be sure to check out the brand-new Publix grocery store located on Dundee Road! Easy access to Hwy 27 & I-4, Orlando, Tampa area attractions & both coasts. Measurements are approximate. Info is believed to be accurate but not guaranteed. This one will sell soon, so make your showing appointment today!

216 Shore Loop, Winter Haven

2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code

Virtually Staged. Welcome home to 6107 Grand Oaks Dr SE, nestled in the friendly Garden Grove Oaks 55+ community, where YOU OWN YOUR LAND—NO LOT RENT! Situated on a beautifully landscaped DOUBLE LOT, this charming 2-bedroom, 2-bath home offers plenty of space inside and out. The second lot is a true highlight, featuring beautiful landscaping and a large pergola that creates the perfect spot to relax, entertain, or simply enjoy the Florida sunshine.Inside, you'll love the beautiful kitchen with gas range, spacious primary bedroom with walk-in closet, and air-conditioned side porch providing additional year-round living space. Double-pane windows installed in 2017 come with a transferable lifetime warranty, while the vinyl roof-over installed in 2013 also carries a lifetime warranty. Natural gas heating, clothes dryer, and hot water heater add to the home's comfort and convenience. Garden Grove Oaks offers a welcoming 55+ lifestyle with a clubhouse, heated community pool and spa, shuffleboard and a variety of activities to enjoy. Conveniently located in SE Winter Haven near shopping, restaurants, medical facilities and Hwy 27, everything you need is just minutes away. Come discover the extra space, comfortable Florida lifestyle, and wonderful community!

6107 Grand Oaks Drive Se, Winter Haven

2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates Add SubDv. ⋅ 33881 Zip Code

Welcome to this UPDATED & WELL-MAINTAINED home located in Lake N Golf Estates, a desirable LAKEFRONT, LAND-OWNED, no pet 55+ community in Winter Haven. This SPACIOUS home features an OPEN FLOOR PLAN with vaulted ceilings and offers 2 bedrooms and 2 bathrooms, plus a living room, family room, dining room, dinette, bonus room, office, walk in storage closet, enclosed Florida room, and a workshop, providing over 2600 total SF. This home also comes partially furnished. The spacious island kitchen features GRANITE countertops, a breakfast bar, coffee bar, glass cooktop, Stainless appliances and a walk-in pantry. The family room has a built-in entertainment center with cabinets, TV included. Dinette has wainscoting. The dining room has a bay window. Both bedrooms have walk in closets. The home office has a mini-split air conditioner and comes equipped with a large desk/workstation and bookshelves. Numerous major updates were completed in 2024, including a NEW ROOF, A/C, CARPORT, SIDING, ELECTRICAL BREAKER BOX and REFRIGERATOR, upgraded insulation in roof over carport and enclosed Florida room. Additional improvements include updated Window World windows, updated flooring and a water purifier, making this home truly move-in ready. A GOLF CART IS ALSO INCLUDED! Oversized lot (126x51). Lake N Golf Estates offers an affordable Florida lifestyle with LOW HOA FEES of just $550 per year. Residents enjoy access to community amenities including a swimming pool, spa, clubhouse, shuffleboard, community boat ramp and dock, with boat slips available subject to availability. Conveniently located near Hwy 27 with easy access to shopping, dining, medical facilities and everything Winter Haven has to offer. Don't miss the opportunity to enjoy comfortable Florida living in this established lakefront community!

6627 Westchester Drive Ne, Winter Haven

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

OVER $19,000 IN RECENT UPGRADES MEANS THE BIG-TICKET WORK HAS ALREADY BEEN DONE! This fully furnished Oakwood Estates home features a new roof (2023), plus new HVAC, electric water heater, rain gutters, and exterior porch tile (2024). Step inside to a bright, welcoming interior filled with natural light from double-pane windows. Luxury vinyl plank flooring flows throughout. The kitchen features stainless steel appliances, white cabinetry, wood-look countertops, and a newer sink. Built-in cabinetry adds charm and storage to the dining area, which opens to a spacious living room. Both bedrooms are generously sized, with a walk-in closet in the primary. A separate laundry room includes the washer and dryer. Enjoy additional living space in the Florida room and enclosed lanai, perfect for relaxing and enjoying the Florida lifestyle. Hurricane shutters, vinyl siding, and an updated electrical panel add even more value. Oakwood Estates is a gated, resident-owned 55+ community with two heated pools, two clubhouses, pickleball and tennis courts, shuffleboard, bocce ball, miniature golf, a fishing lake and pier, RV and boat storage, library, activities center, and an active social calendar. Major updates done, furnishings included, and ready for you to move in and enjoy!

4332 Cherrywood Street, Winter Haven

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

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