Kissimmee Homes with Trees/Woods View

Kissimmee Homes with Trees/Woods View

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, where the charm of old Florida meets the excitement of modern living. Known for its close proximity to world-renowned attractions such as Walt Disney World and Universal Studios, Kissimmee offers a unique blend of family-friendly activities, rich cultural experiences, and stunning natural landscapes.

One of the most enchanting features of homes in Kissimmee is their breathtaking views of lush trees and serene woodlands. Imagine waking up each morning to the gentle rustle of leaves and the sweet songs of birds, all from the comfort of your own home. These properties not only provide a tranquil escape from the hustle and bustle of everyday life but also create an idyllic backdrop for family gatherings and outdoor adventures.

The homes with trees and woods views in Kissimmee are perfect for those who appreciate nature and desire a peaceful retreat. Whether you’re sipping coffee on your porch while watching the sunrise or hosting a barbecue under the shade of majestic oaks, these residences offer a harmonious connection to the great outdoors.

Kissimmee is also rich in recreational opportunities, with numerous parks, lakes, and trails for hiking, biking, and fishing. The community is welcoming and diverse, making it an ideal place for families, retirees, and everyone in between.

Discover the magic of Kissimmee, where your dream home with a picturesque view awaits. Embrace the beauty of nature while enjoying the conveniences of modern living in this enchanting Florida city!

Newest Kissimmee Homes with Trees/Woods View

$395,000
4 Beds ⋅ 3 Baths ⋅ Magic Landings Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to 336 Magical Way, a recently repainted throughout, 4-bedroom, 3-bathroom pool home located at the end of a cul-de-sac in the gated community of Magic Landings. Previously used as both a short-term vacation rental and a long-term rental, this property is also well suited as a primary residence. The open floor plan features a combined living and dining area with a kitchen offering a breakfast bar and stainless steel appliances. A separate laundry room with a washer and dryer is located just off the kitchen. The home offers a split-bedroom layout. At the front of the home are two bedrooms that share a full family bathroom. At the rear are two primary-style bedrooms, each with a walk-in closet, ensuite bathroom, and direct access to the screened pool and patio. One ensuite includes a separate soaking tub and walk-in shower, while the other features a walk-in shower. Outside, enjoy a fully screened private pool overlooking a wooded area with no rear neighbors, providing added privacy. Added benefits include a new roof in November 2022 and a new HVAC in March 2022. Conveniently located in Kissimmee, the home offers easy access to major highways, shopping, dining, golf courses, and Central Florida's popular attractions, making it an excellent option for a primary residence, vacation home, or investment property.

336 Magical Way, Kissimmee
$420,000
4 Beds ⋅ 3 Baths ⋅ Neptune Shores 1 SubDv. ⋅ 34744 Zip Code
This is a rare find. A nearly 2,700-square-foot home on a one-acre lot in a prime location for $420,000, with three ways to make it yours: move in and make it home, renovate it into the dream house you have been picturing, or reimagine the acre as a multi-parcel investment. Sitting right on Neptune Road, this property puts you squarely between St. Cloud and Kissimmee, two miles from the Florida Turnpike and a straight shot to Orlando, Lake Nona, and the coast. Land like this, this close in, does not come up often. The 1964 block home has 4 bedrooms and 3 full baths across roughly 2,658 square feet once you count the additions, and the layout already does the heavy lifting. A screened front porch opens to an oversized living and dining combo, walls of sliding glass to the former greenhouse, an updated kitchen with newer cabinetry and solid counters, and a family room that flows to an enclosed lanai and bonus room. The primary suite has its own en-suite bath and walk-in shower, with two more bedrooms and a second full bath on the main floor. Here is the part investors will circle: a separate upstairs quarters with its own private entrance, full living area, and full bath. Think in-law suite, long-term rental, or a home that helps pay for itself. Three ways to win here: Live in it. The bones are solid and the recent flooring and kitchen work give you a running start. Bring your vision, build real sweat equity, and end up with a one-of-a-kind acre homestead for near starter-home money. Flip it. The updates are already underway and this corridor rewards a clean, thoughtful renovation. Finish what is started and step into instant upside. Build on it. The one-acre parcel (210x200) is already assembled from multiple recorded lots in Neptune Shores and carries ORS1 residential zoning, no HOA, and a Flood Zone X designation. Run your numbers on a tear-down and subdivide into 2 to 4 new single-family lots (buyer to verify zoning, utilities, and lot-split feasibility with Osceola County). Outside is its own selling point. The grounds are a living food forest: avocado, pineapple, guava, and elderberries, plus Golden Chain trees and Rain Lilies. Add an attached one-car garage, a flex room with front and side-yard access, and a storage shed, and the utility matches the charm. Best of all, there is no HOA, so you set the rules on your acre without a board or monthly dues weighing in. Homes with this mix of location, land, and upside tend to move fast. Whether you want to move in, cash in, or break ground, 1730 Neptune Road is a rare canvas. Sold strictly as-is, ready for your vision.

1730 Neptune Road, Kissimmee
$345,000
2 Beds ⋅ 3 Baths ⋅ Mill Run Unit 1 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Rare DOUBLE primary suite floor plan! Beautifully updated 2-bedroom, 2.5-bath home backing to CONSERVATION on a quiet dead-end street with a fully remodeled kitchen, no carpet, NO HOA and MAJOR SYSTEM UPDATES. ***2017 ROOF, 2017 AC, 2025 PEX plumbing repipe, and a 2026 WATER HEATER***Both generously sized bedrooms feature their own private en-suite bathrooms, making this home ideal for guests, roommates, or multigenerational living. The completely remodeled kitchen is the CENTERPIECE of the home, offering modern cabinetry, updated finishes, ample counter space, and a cozy eat-in dining area. Fresh interior paint, abundant natural light, and uniform tile flooring throughout mean there is no carpet anywhere in the home. The updated half bath adds convenience for guests. Step outside to a beautifully paved patio overlooking the conservation area—the perfect space to relax or entertain while enjoying added privacy. Conveniently located with quick access to Florida's Turnpike, Orlando International Airport, Lake Nona Medical City, shopping, dining, and everyday conveniences, this move-in-ready home offers the perfect combination of thoughtful updates, low-maintenance living, and an exceptional location.

1455 Eldra Drive, Kissimmee
$399,999
3 Beds ⋅ 3 Baths ⋅ Kings Point SubDv. ⋅ 34744 Zip Code
Nestled on a fully fenced 0.346-acre lot with NO HOA, this well-maintained 3-bedroom, 3-bath home offers the perfect blend of space, flexibility, and thoughtful updates. Significant improvements include a new roof (2025), new HVAC system (2025), updated windows and sliding glass doors (approximately 2021), and an Energy Smart 50-gallon water heater. Public water and sewer provide added convenience, while a sump pump enhances the functionality of the home's lower level. Inside, you'll find spacious living areas, generously sized bedrooms, large walk-in closets, an oversized pantry, and an interior laundry room. The screened front porch and private deck accessed from the primary bedroom create inviting spaces to relax and enjoy the peaceful surroundings. One of the home's most distinctive features is the full, unfinished basement with exterior access, providing exceptional flexibility for a workshop, hobby area, fitness space, storage, or other uses to fit your lifestyle. Buyers should verify intended use and applicable requirements. The oversized 2.5-car garage provides ample room for vehicles, recreational equipment, or boat storage. Outside, the fully fenced backyard provides plenty of space to enjoy Florida living, complete with a hot tub and generous parking for a boat, RV, or other recreational vehicles without HOA restrictions. Combining major system updates, abundant storage, flexible workspace, and room for recreational pursuits, this home offers exceptional versatility. Conveniently located just minutes from Lake Tohopekaliga (Lake Toho), its waterfront parks and recreational opportunities, historic downtown Kissimmee, the Florida Turnpike, The Loop shopping and dining, and everyday conveniences, this home offers both accessibility and a quiet residential setting.

1869 Kings Point Boulevard, Kissimmee
$415,000
3 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34744 Zip Code
It's not every day you see something like this. With a little TLC this one is truly a Game Changer!! 2.6 ACRES of BEAUTIFUL property tucked in providing you the ultimate privacy yet minutes to EVERYTHING. This 3-bedroom 2 story home sits in the middle of the property with 2 large sheds in the far end of the property. Primary bedroom on the first floor with 2 additional bedrooms and a loft area on the second floor. Home is backed to a conservation area. Enjoy beautiful nature views with quiet breeze as you start your day and end your night in tranquility. Side of home has a pond view. The Best part about this property is the LOCATION and there is NO HOA!! So, if you been looking for that something special to call Home this is it right HERE!

2994 Big Sky Boulevard, Kissimmee
$409,900
4 Beds ⋅ 2 Baths ⋅ Fortune Lakes SubDv. ⋅ 34744 Zip Code
Beautiful 4 bedroom 2 bath single family home with 2,085 sqft (under air) in the Fortune Lakes Community of Kissimmee Florida. This spacious home sits on a large waterview lot overlooking a private pond in the backyard with no rear neighbors. The larger lot also provides plenty of space between the neighbors on each side. The home is well maintained with a new architectural shingle roof (2018), electric hot water heater (June 2026), interior paint (2026), exterior paint (2026), New carpets in bedrooms (2026) and AC (2017).  Home features high vaulted ceilings in common areas, open floorplan, ceiling fans in bedrooms, granite counters in the kitchen, stainless steel appliances, washer & dryer, and a large screened in back patio overlooking the private pond. Home is convenient to the Fortune Road Athletic Complex, NeoCity, NeoCity Academy, golf, shopping, dining, the attractions, East Coast beaches, the UCF medical city, VA and Nemours hospitals and minutes away from Orlando International Airport, 192 and Turnpike. This home is clean and waiting for you to make it your own. Schedule your appointment to view this amazing property today!

2663 Gold Dust Circle, Kissimmee
$653,400
4 Beds ⋅ 3 Baths ⋅ Regal Oak Shores Unit 3 SubDv. ⋅ 34744 Zip Code
WELL-MAINTAINED HOME IN WELL-ESTABLISHED REGAL OAK SHORES...BEAUTIFUL TREES & GARDENS THROUGHOUT THIS DESIRABLE COMMUNITY; HOME FEATURES A LARGE LIVING PLAN WITH FORMAL LIVING & DINING ROOMS, FAMILY ROOM WITH WOOD-BURNING FIREPLACE OFF THE EQUIPPED KITCHEN, GLASS DOORWAYS TO THE SIZEABLE SCREEN ENCLOSED PATIO & POOL AREA, LARGE PAVED CIRCULAR DRIVEWAY & 3-CAR GARAGE FOR MULTIPLE VEHICLES - CARS, TRUCKS, BOATS, RVS & OTHER 'TOYS' WILL HAVE PLENTY OF SPACE, NEUTRAL CERAMIC TILE & CARPETS THROUGH THE HOME FOR EASE WITH DESIGN, SPLIT BEDROOMS OFFER PRIVACY ON BOTH SIDES OF THE HOME, STUDY/DEN/GAME ROOM IS SPACIUS AND HAS DIRECT ACCESS TO THE POOL AREA FOR GREAT ENTERTAINING OPTIONS, LOT IS JUST OVER 3/4 OF AN ACRE AND OFFERS PLENTY OF PLAY SPACE..THIS HOME IS A GEM WITH A GREAT LOCATION OFF KINGS HWY - CLOSE TO AREA SHOPPING, MAJOR ROADWAYS, MEDICAL, LAKEFRONT AMENITIES, RESTAURANTS & MORE.

1860 Saha Court, Kissimmee
$230,000
3 Beds ⋅ 2 Baths ⋅ Eric Estates SubDv. ⋅ 34744 Zip Code
Welcome home to this beautifully designed 3-bedroom, 2-bath residence offering 1,603 square feet of comfortable living space. The unique open floor plan creates the perfect setting for everyday living and entertaining, allowing you to enjoy views of both the living and dining areas from the heart of the home—the kitchen. The spacious primary suite features an en-suite bath complete with dual vanities, a relaxing soaking tub, and a separate walk-in shower. Additional highlights include an inside laundry room and a screened rear patio, providing the perfect space to unwind or enjoy Florida's beautiful weather. Residents enjoy access to the community pool, while the home's prime location offers convenient access to major roadways for an easy commute. Outdoor enthusiasts will appreciate being just minutes from the Fortune Road Athletic Complex, featuring sports fields, playgrounds, and recreational activities, as well as the nearby Kissimmee Bay Golf Club. Shopping, dining, schools, and everyday conveniences are all within close reach, making this home the perfect combination of comfort, convenience, and lifestyle.

1076 Universal Rest Place, Kissimmee
$410,000
4 Beds ⋅ 2 Baths ⋅ Lago Buendia Ph 2a SubDv. ⋅ 34744 Zip Code
Beautiful HOME for sale in the heart of the City of Kissimmee. Welcome to Lago Buendía, a gated community in Kissimmee known for its prime location, privacy, and lifestyle convenience—just 20 minutes from Orlando International Airport, minutes to Lake Nona Medical City, and with easy access to the Florida Turnpike for effortless commuting. The open-concept layout is anchored by a bright, inviting kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar that flows seamlessly into the main living and dining areas—perfect for entertaining, family gatherings, or relaxed everyday living. The split floor plan delivers privacy and flexibility, with two secondary bedrooms offering private baths—ideal for guests or multigenerational living. The spacious primary suite serves as a private retreat with a walk-in closet, dual vanities, and a walk-in shower. Tile flooring throughout the main living areas ensures easy maintenance and durability. Step outside to a generous backyard designed for outdoor entertaining, pets, or peaceful evenings under the Florida sky. Residents enjoy community amenities including a pool, park, and playground, all within a secure, gated setting. Located just minutes from top-rated dining, shopping, schools, and recreation, and a short drive to Lake Nona, major employment hubs, and Orlando’s world-class attractions, this home offers the perfect balance of lifestyle, accessibility, and long-term value. One of the outstanding features of this community is the private access to Partin Settlement Elementary School, allowing you to walk to school. We would like to mention, one more time the amenities: playground, a pond surrounded by common picnic areas, and an enclosed community pool with bathrooms and an outdoor shower. If you enjoy outdoor walks, the community has trails and green areas. Buyer is to verify room measurements. Buyer is also to verify lease restrictions and pet restrictions with HOA.

955 La Mirada Court, Kissimmee
$1,938,000
Acreage & Unrec SubDv. ⋅ 34744 Zip Code
Rare 6.46-Acre Waterfront Land & Development Opportunity An exceptional opportunity to acquire 6.46± acres of prime waterfront property on East Lake Tohopekaliga, offered with the 3.80-acre vacant parcel as the primary property and an adjoining 2.66-acre improved parcel included in the sale. This unique offering presents a rare chance to secure one of the largest privately owned waterfront land assemblages in the area. The 3.80-acre vacant parcel provides a blank canvas for your vision, whether you're planning a luxury waterfront estate, private family compound, or exploring future development opportunities. The adjoining 2.66-acre parcel features multiple existing residential units currently generating approximately $30,000 in annual rental income, with additional income potential of approximately $18,000 annually by leasing the remaining units. Generate immediate cash flow while pursuing your long-term plans. The true value lies in the property's expansive acreage, waterfront setting, and future potential. Preliminary concepts indicate the combined property may allow for multiple estate-sized homesites, each with room for a guest house, subject to buyer verification, county approvals, and all applicable development requirements. Conveniently located just minutes from Lake Nona, Medical City, Orlando International Airport, SR 417, Florida's Turnpike, shopping, dining, and world-famous attractions, this is a rare opportunity to own a premier waterfront land holding in one of Central Florida's fastest-growing markets. Property Highlights • 6.46± acres total across two parcels • 3.80-acre vacant waterfront parcel • Additional 2.66-acre income-producing parcel included • Direct frontage on East Lake Tohopekaliga • Approximately $30,000 annual rental income with additional upside • Exceptional investment, estate, or redevelopment opportunity • Potential for future subdivision or luxury estate homes (subject to county approvals) • Minutes from Lake Nona, Medical City, Orlando International Airport, SR 417, and Florida's Turnpike Waterfront land opportunities of this size, location, and potential are exceptionally rare. Bring your vision and explore the possibilities of this unique property.

Sharpey Road, Kissimmee
$1,938,000
6 Beds ⋅ 5 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34744 Zip Code
Rare 6.46-Acre Waterfront Development Opportunity on East Lake Tohopekaliga An exceptional opportunity to acquire 6.46± acres of waterfront property in one of Central Florida's fastest-growing areas. This offering includes two parcels totaling approximately 6.46 acres, consisting of a 2.66-acre improved parcel and an adjacent 3.80-acre vacant parcel, providing incredible flexibility for investors, developers, builders, or those seeking a private waterfront estate. The improved parcel currently features multiple residential units that generate approximately $30,000 in annual rental income, with the opportunity to increase income by approximately $18,000 annually through leasing the remaining units. Generate cash flow while planning your future vision. The true value of this property lies in its land, location, and development potential. With expansive frontage, mature oak trees, and direct access to beautiful East Lake Tohopekaliga, this is a rare opportunity to create a luxury waterfront enclave or private family compound. Preliminary concepts may allow for multiple estate-sized homes with guest houses, subject to county approvals and buyer due diligence. Located just minutes from Lake Nona, Medical City, Orlando International Airport, major highways, shopping, and dining, properties of this size with waterfront acreage are becoming increasingly difficult to find. Property Highlights • 6.46± acres across two parcels • 2.66-acre improved parcel • 3.80-acre adjacent vacant parcel • Direct waterfront location on East Lake Tohopekaliga • Existing income-producing improvements • Approximately $30,000 annual rental income with additional upside • Excellent investment, redevelopment, or estate opportunity • Potential for future subdivision or luxury estate development (subject to county approval) • Minutes from Lake Nona, Medical City, Orlando International Airport, and major roadways Opportunities of this scale, location, and potential are exceptionally rare in Central Florida.

2690 E Lake Road, Kissimmee
$765,000
7 Beds ⋅ 5 Baths ⋅ North Point Ph 2b-2c SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to 2892 Spring Breeze Way, a rare pool home offering Lennar's highly sought-after Next Gen® floor plan just minutes from Lake Nona. Designed for true multigenerational living, this expansive residence features 6 bedrooms, 4.5 bathrooms, and a private attached suite that functions as a home within a home. The Next Gen suite includes its own private entrance, living room, kitchenette, bedroom, full bathroom with an oversized shower, washer and dryer, and a dedicated single-car garage. Whether you're accommodating extended family, hosting long-term guests, creating a private office, or providing independent living space for adult children, this setup offers flexibility that few homes can match. Inside the main residence, you'll find an open-concept floor plan designed for both everyday living and entertaining. The spacious kitchen features granite countertops, 42-inch cabinetry, stainless steel appliances, and a walk-in pantry, all overlooking the dining and living areas. A first-floor flex room provides endless possibilities as a home office, gym, playroom, or additional bedroom. Natural light fills the living space, while oversized sliding glass doors create a seamless connection to the backyard oasis. Step outside to enjoy the private pool and expansive 30' x 17' covered lanai, the perfect setting for outdoor dining, weekend gatherings, or simply enjoying Florida sunsets. Upstairs, a generous loft creates a second living area ideal for a media room, game room, or homework space. The spacious primary suite offers a large walk-in closet and ensuite bath, while four additional bedrooms provide room for everyone. Recent updates include brand-new laminate flooring throughout the stairs, loft, and primary bedroom, adding a fresh, modern look while eliminating carpet in these high-traffic living spaces. Combining flexible living arrangements, abundant space, modern finishes, and a private pool, this is a unique opportunity to own one of the most versatile floor plans in the area.

2892 Spring Breeze Way, Kissimmee
Start Your Search