Kissimmee Homes with Trees/Woods View

Kissimmee Homes with Trees/Woods View

Welcome to Kissimmee, a picturesque city located in the heart of Florida! Known for its vibrant community, stunning natural landscapes, and endless entertainment options, Kissimmee is the perfect place to call home.

Situated in the sunshine state of Florida, Kissimmee offers residents a unique blend of urban convenience and natural beauty. With easy access to world-renowned theme parks like Walt Disney World and Universal Studios, as well as beautiful lakes and parks, there's always something exciting to explore in Kissimmee.

If you're a nature lover looking for a home with a view, Kissimmee has plenty to offer. Imagine waking up to the sight of lush trees and tranquil woods right outside your window. Homes with tree/woods views in Kissimmee provide a serene and relaxing atmosphere, perfect for those seeking a peaceful retreat from the hustle and bustle of city life.

Whether you're looking to enjoy the great outdoors, explore unique shopping and dining experiences, or simply relax in a beautiful setting, Kissimmee has something for everyone. Come discover the magic of Kissimmee and find your dream home with a stunning tree/woods view today!

Newest Kissimmee Homes with Trees/Woods View

2530 Avian Loop, Kissimmee
$499,000
4 Beds ⋅ 3 Baths ⋅ Tapestry Ph 5 SubDv. ⋅ 34741 Zip Code
Welcome home—you’ve found the upgrades you want and the spaces you’ll love! Located in guard-gated Tapestry, this contemporary residence pairs stylish interiors with a climate-controlled home gym, a covered upstairs balcony, and a backyard made for enjoying Florida living. From the distinctive exterior and paver driveway to the thoughtful details inside, 2530 Avian Loop makes a memorable first impression. The bright, open main living area connects the kitchen, dining, and living spaces for effortless entertaining and everyday comfort. White cabinetry, stainless steel appliances, a subway tile backsplash, and a contrasting island with breakfast-bar seating create a stylish kitchen at the heart of the home. In the living room, decorative wall trim and a fireplace feature wall add warmth and character. A separate den with glass-paneled doors provides an inviting setting for a home office, study, or quiet retreat. Eight-foot interior doors create an elevated sense of space, while luxury vinyl plank flooring throughout the upstairs, den, and staircase brings warmth and continuity to the home. An upgraded stair railing completes the polished look, showcasing the attention to detail found throughout. Upstairs, the spacious primary suite features an en suite bathroom with dual sinks and a glass-enclosed shower. The covered balcony offers another welcoming place to enjoy your morning coffee or wind down in the evening. A standout feature is the garage, converted into a dedicated home gym with its own mini-split air-conditioning unit for comfortable, year-round workouts. Enjoy the convenience of a personal fitness space just steps from your living room. Outside, the generously sized backyard extends your living space with a covered patio, additional pavers, a garden area, storage shed, and playground. From weekend barbecues and gardening to afternoons at play, there’s space to make the most of your time at home. Beyond your front door, Tapestry offers resort-style amenities, including a community pool, splash area, clubhouse, fitness center, playgrounds, and walking trails. Shopping, dining, and entertainment at The Loop and Loop West are nearby, with convenient access to Osceola Parkway, John Young Parkway, and Central Florida’s attractions. Come experience the upgrades, explore the possibilities, and picture your next chapter here. Schedule your private tour today!

2530 Avian Loop, Kissimmee

4713 Flagler Beach Way, Kissimmee
$359,000
4 Beds ⋅ 3 Baths ⋅ Terra Verde Villas Ph 2 SubDv. ⋅ 34746 Zip Code
Discover the perfect combination of relaxation, convenience and INVESTMENT POTENTIAL with this BEAUTIFULLY MAINTAINED 4-Bedroom, 3-Bath townhome in Terra Verde Resort in Kissimmee! Located in a GUARD-GATED, RESORT-STYLE COMMUNITY, this fully furnished END UNIT is ideal for those seeking a short-term rental investment or a VACATION RETREAT of their own. Tucked into a QUIET AREA of the community, the home offers a wonderful setting to unwind after a day of fun, with a PRIVATE SCREENED POOL and PEACEFUL POND VIEW adding to its appeal. Inside, CERAMIC TILE FLOORING throughout the main living areas creates an attractive, easy-care foundation for the open-concept layout. The Living Room, Dining Area and Kitchen FLOW TOGETHER NATURALLY, making it easy for everyone to gather and enjoy time together. Large Living Room windows fill the space with ABUNDANT NATURAL LIGHT, and offers a comfortable place to kick back after a busy day. Sliding glass doors in the Dining Area lead directly to the back PATIO AND POOL, making indoor-outdoor living part of the experience.The Kitchen supplies ample cabinetry and counter space, along with a center island and BREAKFAST BAR that provide extra room for meal preparation, casual dining and conversation. Updated stainless steel appliances enhance the space, including a NEWER MICROWAVE installed in 2024, while a NEWER WATER HEATER (2024) adds to the home's recent improvements.A FIRST-FLOOR BEDROOM is conveniently located near a full Bath, offering a comfortable option for guests who prefer to avoid stairs. Upstairs, you'll find three additional Bedrooms, one with LAMINATE FLOORING, and two with carpet that was RECENTLY CLEANED (October 2026), giving the upper level a fresh feel. The spacious PRIMARY SUITE features a large built-in closet and a PRIVATE EN SUITE BATH, while two additional Bedrooms share another full Bath. All three Bathrooms feature UPDATED FIXTURES INSTALLED IN 2024, and select furnishings in the home have also been refreshed over the past few years. Step outside to your own PRIVATE SCREENED POOL and BRICK-PAVER PATIO, where the PEACEFUL POND VIEW creates a relaxing backdrop.The pool has been well cared for with RESURFACING completed in 2021, a NEWER PUMP AND SKIMMER (2023), and a REPLACEMENT POOL FILTER (2025). AMAZING AMENITIES at Terra Verde Resort make every stay feel like a getaway, with a CLUBHOUSE and CONCIERGE SERVICES, lounge area, meeting rooms, a game room and arcade, MOVIE THEATER, fitness center, RESORT POOL, hot tub, poolside TIKI BAR & GRILL, playground, SPORTS COURTS, walking trails and a STOCKED THREE-ACRE LAKE for catch-and-release fishing. Just a short drive from WALT DISNEY WORLD and within convenient reach of UNIVERSAL ORLANDO RESORT and SEAWORLD, the home puts some of Central Florida's most popular attractions within reach. Nearby Kissimmee also offers shopping, restaurants and entertainment, while HISTORIC DOWNTOWN KISSIMMEE and KISSIMMEE LAKEFRONT PARK provide a change of pace with local events, WATERFRONT VIEWS, walking paths, playgrounds and fishing. Whether you're looking for a FURNISHED VACATION PROPERTY with SHORT-TERM RENTAL POTENTIAL or a welcoming Florida retreat to enjoy with family and friends, this BEAUTIFULLY MAINTAINED townhome extends a wonderful combination of comfort, recreation and location. Relax by your PRIVATE POOL, enjoy the POND VIEW and let the resort lifestyle do the rest!

4713 Flagler Beach Way, Kissimmee

1917 Willow Wood Drive, Kissimmee
$389,000
3 Beds ⋅ 2 Baths ⋅ Oaks 2 The SubDv. ⋅ 34746 Zip Code
Decorator styled home in the limited access, security patrolled community of The Oaks. Located on the 12th tee of this golf course community, the home is situated and landscaped so as to have privacy from the neighbors. From the grand entrance of the home, you see directly through to the gorgeous views of the golf course, pond and oak trees. The golf course location gives you the feeling that the horseshoe pond and majestic oaks are part of your own backyard! Many bird species are drawn to this suitable habitat, and you can enjoy it all from your east facing porch, with a beautiful sunrise. Fortunately, even the most errant golf ball does not land in your yard! Beautiful, engineered, durable wood flooring in all the common areas. Custom tiled flooring on both porches and in both bathrooms. All counters and countertops are granite, and the appliances are all stainless. The house is entirely accessible including: the zero-entry front door, garage, and master shower. All doors are wider, light switches lower, and there are reduced height counters. Window treatments are included, with recent upgrades on prime windows. The unique master bedroom blinds are individual washable panels that can be black-out, transparent or opened to enjoy the views of nature on the golf course. The home is pre-wired with a security system, 9 foot ceilings, a domed foyer and crown molding are grand features. Easy-close hurricane shutters are located on all major windows. Turn the key on your move-in ready home today!

1917 Willow Wood Drive, Kissimmee

1852 Ancestry Trail, Kissimmee
$545,000
4 Beds ⋅ 3 Baths ⋅ Storey Creek SubDv. ⋅ 34746 Zip Code
DUAL-LIVING & INCOME POTENTIAL IN STOREY CREEK | PRIVATE CONSERVATION VIEWS — A rare opportunity to own nearly 3,000 sq. ft. of living space all on one single story, featuring the highly desirable GENESIS floorplan. This specific GENESIS model is a market scarcity, designed for maximum autonomy and financial flexibility with a fully independent living wing. The secondary unit features around 600 sq. ft. and functions as a complete private residence, featuring its own exterior entrance, a full kitchen, living area, dedicated washer/dryer, bedroom, and full bathroom. This unit has the potential to generate $1,500 in monthly rental income, providing a strategic opportunity to significantly offset housing costs. The main home offers a separate entrance leading into a functional open-concept layout with generous bedrooms and a versatile flex room that can be used as a home office or potential fifth bedroom. Situated on a premium lot with no rear neighbors, the property highlights peaceful conservation views, a fully fenced backyard, and a screened lanai with space for a future pool. The home also offers luxury community amenities such as a fully-equipped fitness center, clubhouse, resort-style swimming pool, tennis courts, trails, dog park and playground, with lawn care thoughtfully included in the HOA. This residence stands apart from the rest of the market, offering a unique configuration and unmatched utility that represents a premier investment in today’s real estate landscape.

1852 Ancestry Trail, Kissimmee

7789 Four Seasons Boulevard, Kissimmee
$499,900
3 Beds ⋅ 3 Baths ⋅ Four Seasons At Orlando Pb 3b & 4a SubDv. ⋅ 34747 Zip Code
Are you ready to finally live the Florida lifestyle that you have dreamed of?  The Four Seasons Orlando is an amenity-rich, 24/7 guard-gated community, earning its name as one of the most coveted active adult communities in the entire state.  Now being sold for the very first time by the original owner, this Dominica floor plan has a well-thought-out design of 2,360 square feet, offering 3 bedrooms, 2 full bathrooms, and one half bathroom. Once across the threshold you can immediately begin to appreciate the care that has gone into maintaining this immaculate home.  Extra large porcelain tile greets you in the foyer, and leads your eye down the vast hallway, making it the perfect place to add your family photos & memories.  One large bedroom is perfectly situated in the front of the home, with its own generously sized closet, and private en-suite bathroom; making it the ideal space for your guests or visiting friends.  Bedroom number two is located further down the hall and currently doubles as an office. It has an extensive built-in closet, making it the perfect place to keep your crafting supplies, extra books or decorations.  Conveniently located in the rear of the home, your primary bedroom is one to rival any hotel, and was built with multiple windows and extended by several feet, providing a better view of the premium conservation lot.  Are you ready to be impressed?  Step in to your new en-suite bathroom, and you'll almost believe that you're in a Tommy Bahama resort.  Massive granite vanities flank the picturesque walk-in shower with floor to ceiling tile and a rain-shower head, while your Key West-inspired ceiling fan keeps the air moving around you. Custom closet systems have already been added in each room, maximizing the space even more.  Do you like to entertain, or are you the "go-to" home for the holidays and birthday parties?  If you answered yes, your guests will be staying a little longer than expected!  Not only is this kitchen the heartbeat of the home, with a colossal island that can accommodate six very large barstools, but it's completely open to the living room and eat-in breakfast nook.  Do you enjoy that morning cappuccino or evening cabernet?  Have you always wanted a summer kitchen but weren't quite sure where to start or how to design it?  You can now thank the owner of 7789 Four Seasons Blvd, as they've already added it for you.  Spend hours outside all year-round, enjoying time cooking with friends and family, and truly begin to appreciate how this indoor-outdoor living can enhance your lifestyle.  Whether you aspire to be a "Michelin-rated" chef, or just cook a few burgers and kabobs now and again, this summer kitchen—with a built-in refrigerator, plenty of storage and all necessary equipment—will make you the best host you can possibly be.  The Four Seasons of Orlando has two resort-style pools, a fitness center, a clubhouse, tennis courts and a dedicated activities director.  HOA is responsible for the landscaping, making this a true lock & leave lifestyle home.  >CUSTOM CLOSETS IN EVERY BEDROOM & IN PANTRY | NATURAL GAS | PREMIER CONSERVATION LOT WITHOUT REAR NEIGHBORS | SEALED PAVER DRIVEWAY | CONVENIENT 5 MINUTE WALK TO THE CLUBHOUSE | HOME CAN BE SOLD FULLY FURNISHED< Don't you deserve to finally call Florida a place to live?

7789 Four Seasons Boulevard, Kissimmee

3900 Reaves Road, Kissimmee
$998,000
5 Beds ⋅ 5 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34746 Zip Code
A PRIVATE FLORIDA ESTATE WITH 2 ACRES, NO HOA & DISTINCTIVE CHARACTER | KISSIMMEE, FLORIDA Discover a distinctive Florida lifestyle at 3900 Reaves Road, Kissimmee, FL 34746! Set on approximately 2 acres with NO HOA, this impressive two-story residence offers approximately 4,929 square feet of living space, 5 bedrooms, and 5 full bathrooms, combining architectural character, generous grounds, unique entertaining spaces, and exceptional versatility in Central Florida. From the striking golden exterior and expansive lawn to the elegant tiered fountain, decorative stonework, and inviting upstairs balcony, this property makes a memorable first impression. Inside, discover a dramatic staircase with natural stone accents and ornate wrought-iron railings, warm wood finishes, and a spacious kitchen featuring rich wood cabinetry, granite countertops, stainless-steel appliances, and a generous center island—an inviting setting for entertaining family and friends. A distinctive highlight is the private in-law suite, complete with its own bathroom, sitting room, and dining area. This versatile space provides additional comfort and privacy for extended family, multigenerational living, or visiting guests. Enjoy the freedom of expansive grounds with NO HOA and embrace a more self-sufficient Florida lifestyle! The property features a backyard chicken coop, offering a wonderful opportunity to raise your own chickens, enjoy fresh eggs, garden, entertain, and make the most of the outdoors. A unique combination of space, character, and country-inspired living in the heart of Central Florida. Conveniently located directly across from Valencia College, the property offers access to nearby dining, shopping, and everyday conveniences. Enjoy the broader Kissimmee and Orlando area's renowned attractions, golf, entertainment, and major transportation routes, making this location worth exploring for both homeowners and buyers seeking a Central Florida real estate opportunity. Whether you envision a distinctive private residence, a multigenerational retreat, or a property to evaluate for a long-term investment strategy, 3900 Reaves Road offers a compelling combination of land, living space, architectural details, and lifestyle possibilities. More than a house—a place to live, gather, entertain, enjoy the outdoors, and create your own vision of Florida living. Schedule your private showing and discover the possibilities at 3900 Reaves Road, Kissimmee, Florida.

3900 Reaves Road, Kissimmee

2452 Winchester Boulevard, Kissimmee
$420,000
4 Beds ⋅ 2 Baths ⋅ Remington Pointe Ph 4 SubDv. ⋅ 34743 Zip Code
PRIVATE POOL, NO REAR NEIGHBORS, AND BEAUTIFUL CONSERVATION VIEWS YOUR OWN FLORIDA BACKYARD RETREAT AWAITS! Welcome to this beautiful 4 bedroom, 2 bathroom home offering over 1,800 square feet of living space in the desirable Remington Pointe community of Kissimmee! One of this home's most impressive features is its PRIVATE SCREENED-IN POOL OVERLOOKING A PEACEFUL CONSERVATION AREA WITH NO REAR NEIGHBORS, providing a wonderful sense of privacy and a relaxing natural backdrop. Imagine enjoying your morning coffee, spending sunny afternoons by the pool, or entertaining family and friends while surrounded by greenery instead of neighboring backyards! Inside, you'll discover a welcoming floor plan featuring an UPDATED KITCHEN, renovated approximately four years ago, offering a refreshed space for everyday living and entertaining. Additional highlights include a ROOF APPROXIMATELY 7 YEARS OLD WITH REMAINING WARRANTY, a WATER HEATER LESS THAN ONE YEAR OLD, and an A/C system approximately 10 years old. The outdoor living space offers even more value with a NEW POOL SYSTEM INSTALLED APPROXIMATELY ONE YEAR AGO and a POOL ENCLOSURE RE-SCREENED LAST YEAR! Location is another major advantage! Conveniently situated near Osceola Parkway and the Florida Turnpike, this home offers easy access to LAKE NONA, ORLANDO INTERNATIONAL AIRPORT, THE LOOP SHOPPING CENTER, restaurants, entertainment, and everything Central Florida has to offer. Complete with a 2-car garage, valuable improvements, and an exceptional backyard setting, this home delivers the perfect combination of comfort, convenience, privacy, and Florida living. NO REAR NEIGHBORS, CONSERVATION VIEWS, AND YOUR OWN PRIVATE POOL DON'T MISS THIS OPPORTUNITY!

2452 Winchester Boulevard, Kissimmee

301 Celebration Boulevard, Celebration
$829,000
4 Beds ⋅ 4 Baths ⋅ Charleston Place SubDv. ⋅ 34747 Zip Code
Nature Next Door, Disney Nearby, and Room for Everyone! Looking for a 4-bedroom townhouse in Celebration, Florida, where nature is your neighbor and Disney magic is just around the corner? Welcome to 301 Celebration Blvd! This beautifully updated 4-bedroom, 4-bathroom townhome offers over 3,000 square feet of living space, a detached garage apartment, and a location beside a peaceful nature preserve. Even Mother Nature would approve! Step inside and discover an updated interior that feels fresh, inviting, and ready for its next chapter. With plenty of room to spread out, this home offers something increasingly rare: personal space! Four bedrooms and four bathrooms mean fewer morning traffic jams, while the generous living areas provide room to entertain, relax, or simply avoid debating what to watch on TV. Outside, the large front porch practically begs for rocking chairs, morning coffee, and a little old-fashioned people-watching. The adjacent patio offers another spot for outdoor dining or unwinding, while the neighboring nature preserve provides a refreshing natural backdrop. Your neighbors might have feathers, fur, or four legs, and they probably won't ask to borrow your lawn mower! But wait, there's more! Above the detached two-car garage sits a separate apartment, perfect for guests, extended stays, or exploring rental income potential. It's a little extra flexibility that can make a big difference. And yes, there's even a place for the in-laws without giving up your favorite bathroom! Located in charming Celebration, Florida, you're near shopping, restaurants, parks, schools, community amenities, and Walt Disney World. Orlando International Airport is also accessible for those times when your adventures take you beyond the Magic Kingdom. This 4-bedroom townhouse in Celebration combines modern updates, natural surroundings, and flexible living spaces in one memorable package. Who says you need a fairy godmother to find a little magic? Schedule your showing and discover your own happily ever after at 301 Celebration Blvd!

301 Celebration Boulevard, Celebration

3639 Sail Harbor Drive, Kissimmee
$397,000
4 Beds ⋅ 3 Baths ⋅ Isles Of Bellalago Ph 2 SubDv. ⋅ 34746 Zip Code
Beautifully cared for this one-owner home in the gated community of Bella Point combines unmatched pride of ownership with extensive structural, mechanical, and energy-efficient upgrades throughout. Inside, enjoy upgraded window blinds, ceiling fans in all bedrooms and the family room, a refreshed kitchen complete with upgraded bar lighting, a premium sink faucet, a new InSinkErator disposal, and a 2025 microwave; plus bath plumbing updates. The home’s robust infrastructure boasts a complete roof replacement with an added wind-abatement adhesive layer, a high-efficiency 18 SEER Goodman/Franklin HVAC system featuring an antibacterial UV light and condensate pump, 2021 Solar Panels, a complete exterior repaint, a newly resealed driveway, and an oversized three car garage equipped with a new door and opener. Beyond incredible energy savings via solar panels that offset electricity down to the basic meter fee, peace of mind comes standard thanks to a whole-house surge suppressor with wiring warranties, a brand-new "no-salt" water conditioner, a complete termite protection bond, a new water heater with expansion tank, and a powerful 24 kWh Generac backup generator powered by a buried 500-gallon propane tank. Step outside to relax on the screened back lanai with conservation views. Enjoy the security of a gated neighborhood and low HOA fees ($74/mo), which include lawn irrigation; and being zoned for TOP rated Bella Lago Academy (Pre-K–8th) and Liberty High School. Don't miss your opportunity and schedule a tour today!

3639 Sail Harbor Drive, Kissimmee

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