Kissimmee Homes with Rain Gutters Exterior Features

Kissimmee Homes with Rain Gutters Exterior Features

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, just a stone’s throw away from the magical attractions of Orlando. Known for its sunny weather, rich cultural heritage, and an array of recreational activities, Kissimmee offers a perfect blend of urban convenience and natural beauty. The city is renowned for its proximity to world-famous theme parks, pristine lakes, and lush parks, making it a prime destination for families and adventure seekers alike.

When it comes to finding your dream home in Kissimmee, you'll be pleased to discover an array of properties that feature essential exterior enhancements, including rain gutters. Homes equipped with rain gutters not only add to the aesthetic appeal of the property but also play a critical role in protecting your investment. These systems direct rainwater away from the foundation, preventing potential water damage and erosion, and ensuring your home remains in pristine condition for years to come.

The real estate market in Kissimmee is diverse, offering everything from charming single-family homes to luxurious estates. With its warm community spirit and a host of amenities, Kissimmee is not just a place to live; it's a place to thrive. Whether you're looking for a cozy abode near the bustling downtown or a serene retreat close to nature, Kissimmee has something for everyone. Explore the possibilities and discover the perfect home that meets your needs, complete with the practical benefits of rain gutters for a worry-free living experience.

Newest Kissimmee Homes with Rain Gutters Exterior Features

$465,000
3 Beds 2 Baths North Point SubDv. 34744 Zip Code
Virtually Staged. Pond views through the trees, a screened paver patio, and mature fruit trees make the backyard a highlight of this three-bedroom, two-bath home in gated North Point. Inside, 1,941 square feet unfold across a single-story layout with separate front gathering rooms, an open kitchen and rear living area, and a primary suite with its own patio access. Fresh interior paint and recently updated major systems complement the home's architectural detail. A paver driveway and recessed entry lead to arched openings, decorative columns, and tray ceilings that give the front rooms definition without closing them off. The family room sits beside the foyer, with a bay-style arrangement of windows overlooking the front lawn. An adjoining dining room offers space for a full dining table, while ceramic tile carries through the main living areas. The kitchen brings color and character to the center of the home with blue cabinetry, stone counters, and pendant lighting. An island with raised breakfast-bar seating provides a place to gather while meals take shape, with additional cabinetry below. Open to the kitchen, the rear living room looks out toward the backyard, with sliding doors extending the gathering space onto the screened patio. At the rear of the home, the primary suite pairs a tray ceiling and hard-surface vinyl flooring with a walk-in closet and direct access outdoors. The en suite bath offers dual sinks, stone counters, a soaking tub, a separate shower, and an enclosed toilet area. Two additional bedrooms have built-in closets and share a bathroom with a separate vanity area and walk-in shower. A dedicated interior laundry room adds cabinetry, shelving, and a utility sink near the attached two-car garage. Out back, the screened patio has paver flooring, ceiling fans, and space for dining and lounging. A curved paver sitting area extends beyond the enclosure into the fully fenced lawn, where mature mango, lemon, and olive trees add another layer to the landscape. Trees along the rear outlook frame views toward the pond, giving the outdoor spaces an appealing sense of separation. The A/C system and water heater are both less than three years old, and the roof year is reported as 2013. An epoxy-coated garage floor completes the practical updates. North Point residents enjoy a community pool, with Boggy Creek Road and SR 417 providing connections to Lake Nona and the wider Orlando area. Some images have been virtually staged.

4419 Azure Isle Way, Kissimmee

$625,000
4 Beds 6 Baths Remington Ph 1 Tr C SubDv. 34744 Zip Code
STUNNING POOL HOME IN THE GATED GOLF COMMUNITY OF REMINGTON! New Roof (Jan. 2025) New Water Heater (May 2025) Exceptional 4-bedroom, 5½-bath pool home offering 4,146 heated square feet of living space in the highly sought-after gated community of Remington in Kissimmee. From the moment you arrive, you'll appreciate the expansive 3-CAR SIDE-ENTRY GARAGE, complete with a WORKSHOP AREA and EV CHARGER. Step inside to a welcoming first floor with the spacious family room features a GAS FIREPLACE, while the large kitchen offers plenty of cabinetry, workspace, and a comfortable dinette area. A separate FORMAL DINING ROOM provides an elegant space for special occasions. The PRIVATE OFFICE, enclosed by French doors and accented by a beautiful chandelier, is ideal for working from home. The first-floor guest bedroom offers convenient access to a bathroom, making it perfect for guests or multigenerational living. A DEDICATED LAUNDRY ROOM with Washer and Dryer plus additional storage. Upstairs, the IMPRESSIVE PRIMARY SUITE that offers a luxurious private retreat. Step outside on your PRIVATE BALCONY overlooking the sparkling pool and golf course—the perfect spot to enjoy your morning tea or unwind at the end of the day. The spacious en-suite bathroom features a garden tub, separate shower, water closet, dual sinks, and THREE WALK IN CLOSETS! The second bedroom is an incredible 23' x 13' and includes a sitting area, TWO closets, and a private en-suite bath. The third upstairs bedroom also features its own en-suite bath and two closets. You will have plenty of storage throughout. For movie nights and entertaining, head to the dedicated movie room, creating the perfect space for family fun or just relaxing at home. Step outside to your private SCREENED POOL AND SPA, where Florida living comes to life. The outdoor space includes a FULL POOL BATH with shower, making it easy to enjoy the pool without having to track water through the home. The pool heater and indoor fireplace are both powered by gas. Located in the GATED GOLF COURSE COMMUNITY of Remington with amenities that include FITNESS CENTER, POOL, Basketball Courts, Tennis Courts, Baseball Field, Sand Volleyball, Security, and Playgrounds. This home offers a desirable location with a community atmosphere and convenient access to Central Florida's world-class attractions, shopping, dining, and major roadways. With an abundance of living space, generously sized bedrooms and closets, private pool and spa, balcony overlooking the pool and golf course, three-car garage, movie room, office, and recent major upgrades, this is an exceptional opportunity to enjoy spacious Florida living in a sought-after gated golf community. Don't miss the opportunity to make this remarkable home yours!

156 Burrell Circle, Kissimmee

$549,900
4 Beds 3 Baths Pebble Pointe SubDv. 34743 Zip Code
Welcome to 2753 Woodstream Circle, a spacious 4-bedroom, 2.5-bath pool home in the desirable Pebble Pointe community of Kissimmee, Florida. Offering approximately 2,341 square feet of living space on a quarter-acre homesite, this two-story Central Florida home combines generous indoor living areas with a private screened pool, heated spa, fenced backyard, and an excellent location near shopping, dining, major roadways, and Orlando-area attractions. Step inside to an impressive open interior featuring vaulted and high ceilings, abundant natural light, wood flooring, and ceramic tile. The functional floor plan places the primary suite on the first floor, providing additional privacy and convenience, while three secondary bedrooms and a spacious bonus room are located upstairs—ideal for a home office, media room, playroom, or additional living space. At the heart of the home is a spacious kitchen featuring granite/stone countertops, extensive wood cabinetry, stainless-steel appliances, a large center island with seating, and an open connection to the family room, making the space perfect for everyday living and entertaining. The first-floor primary suite offers generous space and an updated en-suite bathroom highlighted by a large walk-in tiled shower with frameless glass enclosure, dual shower fixtures, dual sinks, granite countertops, and abundant vanity storage. Then step outside and experience one of this home's standout features: your own private Florida outdoor retreat. Enjoy a screen-enclosed gunite swimming pool and heated spa, expansive pool deck, fenced backyard, courtyard-style outdoor areas, mature landscaping, and extensive paver surfaces providing plenty of room for relaxing and entertaining. Additional features include an attached 2-car garage, interior laundry room, block/stucco construction, shingle roof, public water and sewer, and a low-maintenance outdoor lifestyle. Located in Kissimmee, Osceola County, this home provides convenient access to Central Florida shopping, restaurants, schools, recreation, major transportation corridors, and everything the Orlando/Kissimmee area has to offer.

2753 Woodstream Circle, Kissimmee

$820,000
4 Beds 3 Baths Pennyroyal SubDv. 34744 Zip Code
A truly distinctive residence where thoughtful design, craftsmanship, and sophisticated finishes come together to create a home unlike the ordinary. Extensively remodeled with exceptional attention to detail, this property showcases a warm contemporary aesthetic carried throughout with natural wood elements, designer lighting, custom accent walls, modern fixtures, and carefully selected finishes. Nearly every room reveals an unexpected architectural or design element, resulting in a level of customization rarely found in comparable homes. At the heart of the home is a truly exceptional chef-inspired kitchen where custom design and functionality come together beautifully. Calacatta quartz countertops, a generous center island, a sophisticated combination of crisp white and natural wood cabinetry, floor-to-ceiling storage, integrated appliances, designer lighting, geometric backsplash, pot filler, and thoughtfully incorporated accent lighting create a space that feels completely custom. A dedicated coffee station with floating wood shelving and a beverage/wine refrigerator adds another distinctive touch. The adjacent dining area continues the custom concept with a built-in dining island/table designed as an integral part of the space, creating a unique setting for everyday dining and entertaining. The Great Room is a showpiece of its own, featuring exposed wood beams, an impressive fireplace feature wall accented with stone and integrated wood storage, and a striking custom glass-enclosed wine display with warm wood detailing. Together, these architectural elements create a sophisticated yet inviting setting designed for both everyday living and entertaining. Even the staircase becomes part of the home's design, combining natural wood with contemporary black metal railings and distinctive lighting. The creativity continues into the bedrooms. One secondary bedroom features a one-of-a-kind custom built-in bunk/loft system with an integrated desk, shelving, and climbing features, creating an imaginative and highly functional space. The primary suite offers its own distinctive character with warm wood detailing and a fireplace feature, creating a relaxing private retreat. The bathrooms are equally impressive, with spa-inspired finishes including dramatic tilework, vessel sinks, contemporary black fixtures, frameless glass showers, custom vanities, illuminated mirrors, warm wood accents, and a freestanding soaking tub in the primary bath. Every space has been thoughtfully incorporated into the home's overall design rather than treated as an afterthought. Step outside and discover a private backyard oasis centered around a beautiful pool and spa completed in 2025. Its contemporary design, water features, integrated spa, generous paver decking, and multiple areas for relaxing and entertaining create a resort-inspired setting right at home. A covered patio extends the living space outdoors and provides the perfect place to enjoy the Florida lifestyle throughout the year. Solar panels provide an additional energy-conscious feature. From its highly customized interiors to its private outdoor retreat, this is far more than a typical remodeled home it is a residence transformed with creativity, personality, craftsmanship, and an extraordinary level of detail. This is a home that truly needs to be experienced in person to appreciate everything that makes it special. Furnishings may be available for purchase separately

1582 Sepal Street, Kissimmee

$414,900
3 Beds 3 Baths Neptune Pointe SubDv. 34744 Zip Code
Come and see this breathtaking, fully transformed 3-bedroom, 2.5-bathroom residence in the highly sought-after Neptune Pointe community! Every corner of this spectacular home has been meticulously renovated to deliver modern luxury, top-tier craftsmanship, and ultimate peace of mind. Major mechanical and structural upgrades lead the way, featuring a Brand-New Architectural Roof (2026), a Brand-New HVAC System (2026), and a Brand-New Water Heater (2026)! Step inside to an expansive, sun-filled layout enhanced by Fresh Interior Paint, upgraded lighting fixtures, and seamless flooring with New Luxury Vinyl Plank throughout the main living areas and New Carpet in the bedrooms. The fully reimagined chef's kitchen boasts New Solid Wood Cabinets, New Quartz Countertops with an oversized island, and New Stainless Steel Appliances. All bathrooms have been elevated with elegant new shaker vanities, quartz tops, updated fixtures, new toilets, and refreshed surrounds. The grand primary suite serves as a true sanctuary, featuring a lavish private bath with a new garden tub, separate shower, and a spacious walk-in closet. Outside, enjoy pristine curb appeal with Fresh Exterior Paint, professional landscaping, and a newly installed double garage door with a smart belt-drive opener. Conveniently located near major highways, the Orlando International Airport, world-famous theme parks, dining, and shopping—this turn-key home is 100% move-in ready! Schedule your private showing today!

901 Anchorage Lane, Kissimmee

$564,999
5 Beds 4 Baths Seasons At Big Sky Ph 1 SubDv. 34744 Zip Code
Discover exceptional multigenerational living at 2994 Gavin Sky Drive, a spacious five-bedroom, three-and-a-half-bath Ammolite model situated on a premium homesite in Seasons at Big Sky—a desirable Kissimmee community with a low HOA and no CDD. Offering approximately 3,057 square feet of heated living space and 4,159 total square feet, this thoughtfully designed home provides flexibility, privacy, and room for everyone. The first floor features a dedicated in-law suite complete with a private living and dining area, upgraded kitchenette, bedroom, and en suite bathroom. This self-contained space is ideal for extended family, long-term guests, or anyone seeking added independence within the home. A separate powder room adds convenience for visitors. At the heart of the home, the open-concept kitchen showcases quartz countertops, 42-inch white cabinetry, stainless-steel appliances, abundant storage, and a generous center island. The kitchen flows naturally into the dining and living areas, creating a bright, welcoming environment for entertaining and everyday life. Sliding glass doors invite natural light inside and provide easy access to the outdoor living spaces. Upstairs, the spacious primary suite offers a private bathroom and an impressively large walk-in closet. Three additional bedrooms, a shared full bathroom, an upstairs laundry room, and a versatile loft provide plenty of space for a home office, media room, playroom, or secondary living area. Enjoy Florida living from the private screened lanai and extended paver patio overlooking the backyard. A three-car garage, oversized driveway, installed garage storage racks, Ring doorbell, and included washer and dryer add convenience and functionality. Select furnishings may also be negotiable. Residents of Big Sky enjoy access to a community pool, playgrounds, pickleball court, and walking trails. The community also offers convenient access to the Florida Turnpike, shopping, dining, entertainment, medical facilities, Central Florida attractions, and Orlando International Airport. This is more than a spacious home—it is a flexible living solution designed for connection, comfort, and privacy. Schedule your private showing today!

2994 Gavin Sky Drive, Kissimmee

$425,000
4 Beds 2 Baths Kindred Ph 2c & 2d SubDv. 34744 Zip Code
Set in the heart of Kissimmee, 1534 Oak Reserve Dr keeps shopping, restaurants, theme parks, the airport, and major roads all within easy reach. This new listing pairs a connected address with a bright, move-in ready interior built for comfortable Florida living. Inside, 1,846 square feet of open, welcoming space await. High ceilings lend each room an airy feel, while the open floor plan links the main living areas for smooth, natural flow. Hard flooring runs through the shared spaces for effortless upkeep, and cozy carpet warms every bedroom, adding a soft, restful touch where it counts. At the center of the home, the kitchen shines with granite countertops and stainless steel appliances, making everyday cooking and casual entertaining simple. A smart split floor plan tucks the primary bedroom away for added privacy, creating a peaceful retreat at day's end. Three additional bedrooms flex easily for family, guests, or a home office, and the seller has added custom closets in the kids'rooms for extra storage. Two full bathrooms keep busy mornings running smoothly. Out back, a screened-in porch invites you to sip morning coffee or unwind in the shade, while a fully fenced yard offers privacy and room to play, garden, or gather. Residents also enjoy community perks like multiple pools and parks. With its handy location, thoughtful layout, and move-in ready condition, this Kissimmee charmer checks every box. Schedule your private showing today and see it for yourself.

1534 Oak Reserve Drive, Kissimmee

Start Your Search