Kissimmee Homes with Trees/Woods View

Kissimmee Homes with Trees/Woods View

Welcome to Kissimmee, Florida—a vibrant city that perfectly blends the excitement of theme parks with the serenity of nature. Nestled just south of Orlando, Kissimmee is a charming destination known for its warm weather, friendly community, and rich cultural heritage. With its close proximity to world-famous attractions like Disney World and Universal Studios, Kissimmee offers an ideal location for families and adventure seekers alike.

One of the most enchanting features of Kissimmee is its stunning homes that boast picturesque views of lush trees and serene woodlands. Imagine waking up to the gentle rustle of leaves and the soothing sounds of nature right outside your window. These homes are designed to provide a tranquil retreat from the hustle and bustle of daily life, allowing you to unwind in a peaceful environment while still enjoying the conveniences of modern living.

Many properties in Kissimmee are surrounded by beautiful landscaping and mature trees, offering both privacy and a sense of connection to the natural world. Whether you’re sipping your morning coffee on a sun-drenched patio or hosting a gathering in your backyard, the breathtaking views will enhance every moment spent at home.

In Kissimmee, you can enjoy the best of both worlds—easy access to the excitement of Florida’s attractions while being enveloped in the calm embrace of nature. Discover your dream home with a tree-lined view today, and experience the enchanting lifestyle that Kissimmee has to offer!

Newest Kissimmee Homes with Trees/Woods View

1229 Grand Traverse Parkway, Reunion
$1,499,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Village 03b SubDv. ⋅ 34747 Zip Code
Completely updated, 5 bedrooms, 5.5 baths, and a wall of glass facing the pool and preserve. From the front door, the view runs straight through the house: across wide-plank floors, past the kitchen island, and out an oversized black-framed slider to the screened pool, spa, and the tree line beyond. This 4,266 sq ft home at 1229 Grand Traverse has been redone from top to bottom, and it shows in every room. The kitchen anchors the main level. A waterfall-edge island sits under hammered brass pendants, with white shaker cabinetry to the ceiling, deep green lowers, and a paneled built-in refrigerator. The pro-style gas range has double ovens, a pot filler, a slab backsplash, and a custom hood, and an arched, tiled coffee bar is tucked just off the island. The kitchen opens to a great room with a fireplace and that full-width slider. All 5.5 baths have been remodeled, each with its own design. One is a glass-enclosed wet room with dual showers, a freestanding soaking tub, and an arched tile niche in brushed gold. Another pairs a freestanding tub and frameless glass shower with two separate vanities and matte black fixtures. A main-level bedroom opens through French doors directly to the pool deck. Located on Grand Traverse Parkway in Reunion Resort, the home comes with an active resort membership, opening the door to Reunion's three signature golf courses (Palmer, Watson, and Nicklaus), the water park, pools, tennis and pickleball, spa, and dining. It is ideally located within easy reach of Disney World, SeaWorld, Universal Studios and the Airport. Schedule your private showing today.

1229 Grand Traverse Parkway, Reunion

1999 Limestone Trail, Kissimmee
$575,000
3 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Ph 3c & 3d SubDv. ⋅ 34747 Zip Code
Welcome to the Four Seasons of Orlando in Kissimmee a 24 hour guard gated community. This is a ST. THOMAS model home featuring a welcoming foyer with coffered ceilings, dry bar and luxury vinyl flooring throughout the home. The two bathrooms have tile flooring. Enjoy the open concept kitchen, dining room and great room with upgraded cabinets and quarts counters. The owner's suite features luxury vinyl flooring, coffered ceilings and a beautiful primary bath with ceramic tile flooring. There are two additional bedrooms and a guest full bath. Four panel sliders brings you out to the private extended screened in lanai. The lanai is 40 feet wide and faces conservation. The garage houses two cars plus a golf cart space. You will love living at the Four Seasons of Orlando in Kissimmee. We are entwined within the Mystic Dunes Golf Course which offers wonderful views. Our Calypso Clubhouse offers a coffee bar, kitchen, meeting rooms, grand ballroom, ping pong and pool room, card room, excercise room and a state of the art exercise room. Outside enjoy the two pools, hot tub, grilling in the pool courtyard, tennis, pickleball courts and so much more. Our clubhouse has so many activities for you to enjoy from line dancing to yoga classes. You can also walk or use your golf cart to go over to Mystic Dunes Clubhouse and have brunch, lunch or dinner. They give our residents a discount.

1999 Limestone Trail, Kissimmee

2213 Wandering Oak Terrace, Kissimmee
$579,000
4 Beds ⋅ 4 Baths ⋅ Oak Hammock Preserve Unit 1 SubDv. ⋅ 34746 Zip Code
Welcome to this beautifully upgraded 4-bedroom, 4-bathroom home offering approximately 3,341 square feet of spacious, thoughtfully designed living space. From the impressive curb appeal and extensive landscaping to the long list of recent improvements, this home is truly move-in ready and designed for comfortable living, entertaining, and peace of mind. The welcoming interior features a formal living room and formal dining room, while the open-concept main living area brings together the family room, dining area, and beautifully appointed kitchen. The kitchen features an island and a convenient bar area, making it the perfect gathering space for family and guests. Under-cabinet lighting adds both style and functionality. The spacious primary suite provides a private retreat with a bathroom featuring dual vanities, a soaking tub, separate shower, and a generous walk-in closet. A large laundry room offers exceptional functionality with a built-in sink and counter space. Upstairs, a versatile bonus room with a full bathroom provides endless possibilities and can be used as a fifth bedroom, guest suite, home office, media room, or flex space. This home has been extensively updated with numerous improvements, including a new roof(2023) new carpet installed(2026). Interior and exterior paint were completed in 2026. For enhanced energy efficiency and comfort, the home features a main HVAC system(2026) with 20 SEER efficiency, HEPA filtration, and UV treatment, along with an 18 SEER upstairs HVAC system(2023) both with smart home thermostats. Additional efficiency features include spray foam insulation at the roof deck, core-injection foam insulation in the cinder block walls, and tinted windows. A major highlight is the 25kW whole-house generator, recently serviced and designed to automatically activate during a power outage to keep the entire home running. The generator is supplied by an underground LP tank, which also provides a dedicated gas line to the rear deck for connection to an outdoor grill. Outdoor living is equally impressive. Enjoy the screened porch, additional paver patio, and inviting fire pit with built-in seating—an ideal setting for relaxing or entertaining. The beautifully maintained landscaping and excellent curb appeal create an inviting first impression. The garage is equipped with air conditioning, TV, insulation, a motorized privacy screen, and a new smart home garage door opener(2026). Additional features include a whole-house water softener, reverse osmosis system at the kitchen sink, upgraded irrigation controls installed in 2026, CCTV camera system, wired security system, and exterior security lighting. Located in a desirable community offering a pool, playground, and walking trails, this exceptional home combines space, comfort, extensive upgrades, energy efficiency, and thoughtful amenities. With so many major improvements already completed, this is an opportunity to enjoy a beautifully updated home without the hassle of taking on major projects.

2213 Wandering Oak Terrace, Kissimmee

2948 Penelope Loop, Kissimmee
$730,000
6 Beds ⋅ 6 Baths ⋅ Cove At Storey Lake 4 SubDv. ⋅ 34746 Zip Code
Save Big: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! | FULLY FURNISHED INVESTMENT OPPORTUNITY IN THE COVE AT STOREY LAKE! This spacious 6 bedroom, 6 bathroom pool home sleeps 16 people and offers an exceptional combination of resort-style living and a proven track record as a successful vacation rental. Future bookings are already scheduled and can be transferred to the new owner if the current management company is kept in place. Documentation indicates that OVER $130,000 IN GROSS RENTAL REVENUE has been generated in the last 12 months, providing an opportunity for rental income to start from day one. Designed to comfortably accommodate large groups, the home offers an abundance of living and entertaining space. The flexible floor plan features a theater with the addition of a bonus room downstairs which functions as a bedroom sleeping up to four and a spacious loft upstairs, providing multiple areas for guests to gather, relax, play, or entertain. Step outside to your own private Florida retreat featuring a paver lanai, screened pool and spa, and peaceful views of the conservation area behind the home. With no immediate rear neighbor, guests can enjoy additional privacy while relaxing poolside after a day at Central Florida's attractions. Located within The Cove at Storey Park, owners and guests enjoy access to an impressive collection of resort style amenities, including community pools, lazy river, hot tub, water slide, splash park, fitness center, basketball and volleyball courts, tiki bar, and more. Mini golf and kayaking are also available for an additional fee. The gated resort community provides 24-hour controlled access and is conveniently located near Walt Disney World, Universal Orlando, shopping, dining, grocery stores, and other Central Florida attractions. This property has a strong vacation rental history, boasting a guest rating of 4.92 out of 5 based on reviews. Whether you are looking for an income-generating vacation rental, a second home close to Orlando's attractions, or a spacious Florida retreat with resort-style amenities, this home offers the ideal combination for today's vacation home buyers.

2948 Penelope Loop, Kissimmee

2512 Brookstone Drive, Kissimmee
$452,000
4 Beds ⋅ 3 Baths ⋅ Remington Prcl I SubDv. ⋅ 34744 Zip Code
Virtually Staged. MUST SEE! Discover an exceptional combination of space, flexibility, and indoor-outdoor living in this impressive 2,469-square-foot home located in the gated Remington Golf Resort community. Featuring 4 bedrooms, a flexible bonus room that can be used as a fifth bedroom, 3 full bathrooms, and a 3-car garage, this home offers the generous living space and versatility today’s buyers are searching for. Even better—a NEW ROOF will be installed before closing with a full price offer! Step inside to a bright, expansive floor plan with updated flooring, refreshed lighting, updated bathroom spaces, abundant natural light, and generously sized rooms throughout. The flexible bonus room provides valuable additional living space and can be used as a fifth bedroom, home office, media room, playroom, or guest retreat. The spacious primary suite opens through French doors to a private deck—an ideal setting for morning coffee, evening relaxation, or your own outdoor retreat. A separate screened patio creates even more space to relax, entertain, and enjoy Florida living throughout the year. The freshly painted exterior makes a striking first impression with Web Gray, Extra White accents, and a Loyal Blue front door. Additional highlights include Ring cameras positioned at the front, side, and rear of the home; dusk-to-dawn front exterior lighting; storage; multiple flexible living areas; a 3-car garage; a low HOA; and the added value of a new roof before closing. Conveniently located near shopping, dining, major roadways, Central Florida attractions, and area recreation, this move-in-ready home delivers the space, updates, and lifestyle features that are increasingly difficult to find. Schedule your private showing—this is a must-see opportunity! WILL CONSIDER SELLER'S FINANCING

2512 Brookstone Drive, Kissimmee

902 Waterside Drive, Celebration
$1,190,000
4 Beds ⋅ 5 Baths ⋅ Celebration South Village Unit 2 SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to Celebration, Florida! This beautiful David Weekley Single-Family Pool Home offers an exceptional combination of space, comfort, and location. Situated on a cornet lot with nice water view, this approximately 3,000-square-foot home features 4 bedrooms, 4.5 bathrooms, sunroom, pool and 2 car garage providing plenty of room for family and guests. Step inside to an inviting open floor plan designed for both everyday living and entertaining. The first floor features a spacious bedroom with a private full bathroom and a generously sized closet, offering an ideal retreat for guests, extended family, or anyone seeking convenient first-floor living. The home also features a formal living room and dining room, a comfortable family room, and a well-appointed kitchen that flows naturally into the main living areas. Large windows fill the home with natural light and create a warm and welcoming atmosphere throughout. Enjoy the Florida lifestyle from the charming front porch or relax and entertain on the screened-in rear porch, complete with a private pool and spa. Additional highlights include a two-car garage, spacious bedrooms, generous closet space, nice water view and an alley-accessed corner lot. Located in the highly sought-after community of Celebration, this home is conveniently close to parks, walking and biking trails, shopping, dining, schools, and Celebration’s charming downtown area. A wonderful opportunity to enjoy the space, comfort, and unique lifestyle that make Celebration such a special place to call home!

902 Waterside Drive, Celebration

2581 Oneida Loop, Kissimmee
$524,999
5 Beds ⋅ 4 Baths ⋅ Indian Creek Ph 6 SubDv. ⋅ 34747 Zip Code
Close to Disney! Located only 4 miles to Animal Kingdom & the Disney Resort Corridor! This 5 Bedroom home has a total of 4 Full Bathrooms! Two of the bedrooms are En-Suite Master Bathrooms! NO REAR NEIGHBOR! West Facing Heated Pool & Heated Spa with Natural Gas, are screen enclosed with a private view of trees and woods behind. Perfect Location! The house is fully Furnished with games in the garage. The OPEN FLOORPLAN has High Ceilings with skylights offering a spacious airy Florida lifestyle with French Doors that open to the Covered Lanai. Large Kitchen includes appliances and also has an Island with bar stools, plus an "Eat-In" Kitchen Nook. Get ready to enjoy cooking with the GAS RANGE and plenty of counterspace and cabinetry. The Dining Room is also spacious with an open view of the Great Room which makes for easy entertaining. The 2 Master Bathrooms are also "Pool Baths" with easy access to the covered Lanai. Bathroom Sinks and faucets are new. ROOF 2018 with 30 year shingles! A/C unit new in 2015 which runs on natural gas. Gorgeous sparking pool and spa were RE-SURFACED in 2024 along with a New Pool pump. New Gas Hot Water Heater in 2024. The community is PET FRIENDLY and offers playgrounds, parks, soccer, exercise equipment, tennis, and 1 mile of a walking nature trail. This home is located over the "bridge" to the 2nd phase, in the back of the community which has beautiful trees and a wooded area behind the homes for privacy. The Florida Sun is calling you! Enjoy relaxing by your own private pool with a view of the sun as it sets behind the trees. WOW! As if all of these wonderful features aren't enough..... even more important is what the house DOES NOT HAVE: No CDD fee; NO HOA fee; NO Flood Insurance required in Zone X; NO STAIRS to climb! NO State INCOME TAX in Florida! This home is perfect for either residential use, a vacation home, or a Short-Term Rental / AirBnb investment property. Indian Creek community is zoned to allow Short-Term Rental as well as Long Term Leases for tenants. This "Cypress Springs" Floorplan is the most beautiful and versatile in the entire community. The location of the lot, the privacy, and the close proximity to all of the major access roads to Disney and the Theme parks is SO convenient! Lots of restaurants, shopping, and Margaritaville's H2O Water Park is a short drive up the street along with the popular Sunset Walk with entertainment and an awesome movie theater! Do you have family and friends arriving by plane? No problem! Very easy drive to MCO Orlando International Airport. NOTE: Any Full-Time RESIDENTIAL purchase that closes BEFORE 12/31/2026 is eligible for a Homestead Property Tax Deduction by the Osceola County property tax office starting in 2027. As a full time resident and homeowner you need to file the paperwork once you close. Don't miss this critical window of opportunity! Make an appointment to view this home now! You're going to want to see this one for sure!!

2581 Oneida Loop, Kissimmee

900 Golden Bear Drive, Reunion
$6,950,000
10 Beds ⋅ 13 Baths ⋅ Reunion West Village 03a SubDv. ⋅ 34747 Zip Code
Welcome to 900 Golden Bear Drive, a modern palatial masterpiece nestled within the highly sought-after, guard-gated community of Reunion Resort — this was the first of its kind in the area... Professionally furnished and move-in ready, this exquisite 10-bedroom, 10-full and 3-half-bathroom estate home spans over 11,000 square feet on direct water lot in the West Village, offering ample space for large groups and unforgettable gatherings. Step through a dramatic two-story, glass-walled entry beneath floating stairs with a glass railing, into a seamless open-concept living and dining space finished throughout in warm engineered wood flooring. Indulge in the art of culinary excellence within the gourmet kitchen, outfitted with high-end Sub-Zero and Wolf appliances and ample counter space — a dream kitchen for the chef in all of us. A separate butler's pantry and coffee bar, plus a hidden-door secondary prep kitchen, make large-scale entertaining and dinner service effortless. An electric fireplace, private home theater with surround sound, golf simulator, and a third-floor loft. This home is furnished to the highest throughout with Caracole Furniture inside and "RH" furniture outside... round out the entertaining spaces, along with so much more! Each of the ten bedroom suites is a private sanctuary, lavishly appointed with high-end finishes to ensure every guest enjoys the pinnacle of comfort. The primary suites offer direct water views, a spa-style ensuite with a glass-enclosed walk-in shower and freestanding soaking tub, and access to a pool deck overlooking the pool and lake beyond. Beyond the bedrooms, a dedicated arcade and games room and a striking custom-themed dual bedroom themed suite add a playful, memorable and extraordinary touch. Step outside to a resort-style paradise awaits. The sparkling pool and spa, complete with a swim-up bar and in pool dining, the basketball hoop and an oversized outdoor chess set are a great outdoor fun game and the sparkling pool beckon you in for a refreshing dip on warm Florida days, while the summer kitchen offers an alfresco dining experience like no other. Embrace balmy evenings gathered around the covered cabana bar, savoring delicious meals and cocktails against uninterrupted pond views and forging lasting memories. Beyond the property, enjoy the full Reunion Resort®. We are just minutes from Walt Disney® Parks, Orlando's major attractions, and Orlando International Airport, with easy highway access to some of the best beaches in the world. Florida's year-round summer weather and Reunion's® picture-perfect landscape create the ideal backdrop for outdoor living, with access to three world-renowned championship golf courses and numerous resort pools throughout the community. Don't miss this incredible opportunity to own your very own piece of paradise — complete, furnished, and ready for its next chapter today.

900 Golden Bear Drive, Reunion

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