Kissimmee Homes with Trees/Woods View

Kissimmee Homes with Trees/Woods View

Welcome to Kissimmee, Florida, a vibrant city that perfectly blends the magic of Central Florida with the charm of a close-knit community. Nestled just minutes from the world-renowned attractions of Orlando, Kissimmee offers a unique lifestyle that combines convenience, leisure, and natural beauty. With its rich history and diverse culture, this city is not just a place to live; it’s a place to thrive.

One of the standout features of Kissimmee is its stunning homes that are surrounded by lush trees and serene woods. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature right outside your window. These homes offer a unique blend of tranquility and privacy, providing a perfect retreat from the hustle and bustle of everyday life. Whether you’re sipping your morning coffee on a spacious deck or enjoying a peaceful evening stroll through the wooded paths, the beauty of your surroundings will leave you feeling rejuvenated.

Kissimmee is also known for its friendly neighborhoods, excellent schools, and a plethora of recreational activities. From scenic parks and lakes to vibrant shopping and dining options, there’s always something to explore. Plus, with easy access to major highways, commuting to nearby attractions like Walt Disney World and Universal Studios is a breeze.

Discover the charm of Kissimmee, where homes with breathtaking trees and woods views await you. Experience the perfect balance of nature and urban living in this delightful Florida city. Your dream home is just a heartbeat away!

Newest Kissimmee Homes with Trees/Woods View

7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 4 SubDv. ⋅ 34747 Zip Code

Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

8557 La Isla Drive, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Alamo Estates Unit 1 SubDv. ⋅ 34746 Zip Code

1+ ACRE |POOL HOME | DETACHED GUEST HOUSE | NO HOA | NEW ROOFS 2022. Two homes, one acre, no HOA - a rare Kissimmee setup in Alamo Estates offering the flexibility most buyers can't find at this price. Both structures received new roofs in 2022, so the big-ticket item is already handled. The main residence is a single-story 2-bedroom, 2-bath home with an attached 2-car garage and an in-ground pool with an open sun deck overlooking the fully fenced backyard - full Florida sun, no screen to maintain or replace after a storm. The real opportunity sits behind it: a fully detached 1-bedroom, 1-bath guest house with its own private entrance and its own attached 1-car garage. Live in the main home and rent the guest house, house extended family in complete privacy, or convert the oversized garage into the workshop, studio, or storage space you've been paying for somewhere else. With no HOA and no lease restrictions, you decide. The 1.06-acre grounds back to a scenic creek with mature oaks and palms throughout, plus a storage shed and room for a boat, RV, or trailer - no association telling you where to park it. Zoned for Pleasant Hill Elementary, Horizon Middle, and Poinciana High. Minutes to Poinciana Pkwy and US-17/92 for a straight shot to Walt Disney World, Lake Toho and Kissimmee's bass fishing, The Loop for shopping and dining, and Orlando International Airport.

4148 Big Valley Boulevard, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code

Where else can you live in Florida feeling like you are on Vacation everyday?! Resort style pools, Lazy River, Water Playground, Fitness Center, Restaurant & Club House, Pond and Pier and so much more! Those are just the amenities; lets talk about this 5 Bedroom & 5 Bath with a private garage in paradise. You have enough space for the family and some including a theatre area for all to enjoy. Subtle taste of Disney throughout the home and a very nice size kitchen for all to gather. Don't want to stop the fun from the community pool? Well bring it home since you'll have your very own private pool and patio area to enjoy. Its spacious, its clean and comes completely furnished as you see it all you need is the key to make it yours. You can enjoy this home as little or as much as you'd like as short term rental is allowed as well as long term if you'd choose. Want the best of both worlds? Why not leave your vehicle stored in the garage and some personal items in your very own, owners closet's throughout the house. Having too many options is never a bad thing when you either way you are making the right choice. Schedule your next appointment today!

9025 Rhodes Street, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code

Discover the Perfect Blend of Comfort, Style, and Investment Potential with this beautifully updated Corner-Unit townhome in Regal Oaks Resort, one of Central Florida's most sought-after Gated vacation rental communities. Built during resort's newest development phase, this rare three-bedroom End-unit townhome offers a more Contemporary Design and layout than many of the earlier homes in the community, making it one of the community's most desirable floor plans. Thoughtfully updated throughout, the home features Elegant Decorative Wood Accent Walls, Stylish Wallpaper, Upgraded Lighting, Modern Fixtures, Premium Faucets and Shower Systems, and beautiful Wide-Plank Luxury Vinyl Flooring throughout the entire second floor and staircase, creating a Warm, Contemporary Atmosphere with exceptional durability and easy maintenance. Large windows throughout the home fill every living space with Abundant Natural Light, creating a Bright, Open, and Inviting atmosphere. The spacious open-concept floor plan seamlessly connects the living room, dining area, and kitchen, creating an inviting space for entertaining or relaxing after a day at the parks. The kitchen features Granite Countertops, Stainless-Steel GE Appliances and ample cabinet space. The laundry area includes a modern GE Washer and Dryer, while the home's GE appliances provide quality and consistency throughout the kitchen. Upstairs, the Spacious Owner's Suite overlooks the protected Conservation Area and offers a Private En-suite bathroom with dual vanities, a relaxing soaking garden tub, and peaceful preserve views. Two additional guest bedrooms and another full bathroom comfortably accommodate family and guests. The Screened Lanai provides a peaceful outdoor retreat overlooking the protected preserve, offering privacy with No Rear Neighbors. The home is being sold FULLY FURNISHED and tastefully DECORATED, making it completely Move-In Ready for personal enjoyment or immediate vacation rental use. Regal Oaks Resort offers an outstanding resort lifestyle with a beautiful Clubhouse, resort-style Swimming Pool with Water Slide, Fitness Center, Tennis Courts, Restaurant, Poolside Bar, Arcade, Scenic Lakes, Walking Trails, and 24-hr Guard-Gated security. Daily Valet Trash Collection, Exterior Maintenance, and Lawn Care are all included through the HOA, allowing owners to enjoy a truly low-maintenance ownership experience. Another valuable advantage is that Regal Oaks has no Community Development District (CDD) fees, helping reduce annual ownership costs compared to many competing resort communities. Ideally located in the heart of Kissimmee—Central Florida's Premier Destination for Vacation Homes—the property is approximately 9 miles from Disney Springs and offers convenient access to Walt Disney World, Universal Orlando Resort, Celebration, Sunset Walk, Margaritaville Resort Orlando, Island H2O Water Park, championship golf courses, shopping, dining, and I-4. This property is an established, income-producing vacation rental with an excellent rental history, Outstanding Guest Reviews & Future Reservations already in place. Subject to management continuity existing reservations may transfer to the new owner, allowing rental income to continue immediately after closing with $400 value photo package. Whether you're searching for a FL vacation home or a proven investment in one of Orlando's strongest vacation rental markets, this exceptional Regal Oaks property offers an outstanding opportunity.

2679 Corvette Lane, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Solivita Ph 07a SubDv. ⋅ 34759 Zip Code

Step into this beautiful BOCA RATON model with its SERENE CONSERVATION VIEWS, watch the wild life in your backyard from the privacy of your own Lanai. This home offers WORRY FREE living as a NEW ROOF was installed in 2025, NEW HVAC installed in 2022 & NEW HOT WATER HEATER in 2017. This original OWNER has meticulously maintained & loved this home with its 8 FOOT DOORS & SLIDERS, CUSTOM window treatments, 5 1/4 INCH baseboards & interior drywall with its ROUNDED corners. The KITCHEN has rich wood UPPER CABINETS & LOWER cabinets offer convenient PULL-OUT DRAWERS. Enjoy your morning coffee in the BREAKFAST NOOK with lovely BAY WINDOWS, kitchen affords spacious PANTRY closet, STONE COUNTERS, kitchen ISLAND and extended BAR/COUNTER that opens onto the GREAT ROOM with accent pendant lighting. This 2 BEDROOM, 2 BATHROOM with versatile DEN home offers a wonderful sough after OPEN FLOOR PLAN. The rear SCREENDED (26.4 x 10.0) LANAI is accessed via Sliding glass door where you can appreciate nature, while entertaining family & friends. The PRIMARY BEDROOM is quite spacious & can access the Lanai as well. The ENSUITE BATHROOM affords a large WALK-IN CLOSET, RAISED VANITY with DUAL SINKS, private WATER CLOSET & WALK-IN SHOWER. BEDROOM 2 is conveniently located next to the HALL BATHROOM for convenience. The DEN is located off the foyer area and has DOUBLE DOORS for privacy. The LAUNDRY room features Washer/Dryer, separate UTILITY SINK & UPPER CABINETS for ADDITIONAL STORAGE. The garage has a scuttle with a easy to access PULL-DOWN ATTIC LADDER designed for safety. This homes exterior is well landscaped, has a sprinkler system (maintained by the HOA), front & rear GUTTERS & DOWNSPOUTS, brick paved driveway & walkway to the FRONT COVERED ENTRY. SOLIVITA is a PREMIER 55+ COMMUNITY with resort style living for ACTIVE ADULTS. Two Golf courses, 14 Pools, Dog Park, Kids Playground, Pickleball, Tennis, Softball diamond & OVER 200 clubs for all your social interaction with friends. The HOA maintains the LANDSCAPING & IRRIGATION systems for the common areas as well as individual homesites, FIBER Optic Internet & TV service. MANNED 24hour SECURITY GUARD located at all gates & AUTOMATED GATE ACCESS for residents via license plate reader & POLK County Sheriff provide private mobile patrol detail. Hospital, Banks, Pharmacy, Restaurants, Sprouts Grocery store & other shopping is located just outside the MAIN SOLIVITA GATE in the Poinciana Lakes Plaza. Schedule a showing & start living the "SOLIVITA LIFE" today.

280 Indian Wells Avenue, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 4 SubDv. ⋅ 34747 Zip Code

**Exceptional 5-Bedroom Resort-Style Home in Prime Kissimmee Location!!!!This beautifully upgraded home at 2908 Banana Palm Dr puts you minutes from world-famous theme parks, shopping, restaurants, major roads, and the airport. Welcome to the perfect blend of comfort and convenience in one of Florida's most sought-after vacation destinations. Step inside this spacious 2-story home featuring over 3,000 square feet of thoughtfully designed living space. The grand entry showcases custom tile work and elegant shadow box molding that flows through the living room and dining area. Soaring vaulted ceilings and high ceilings throughout create an open, airy feel you'll love. The completely renovated kitchen is a chef's dream with brand new cabinets and porcelain countertops installed May 2025. Premium Forno appliances include a double wall oven, 36-inch French door electric range with convection, oversized 40-inch refrigerator, and a convenient microwave drawer built into the cabinetry. All five bedrooms offer comfortable retreats, with the primary bath featuring a modern bidet toilet. New LVP flooring runs throughout the entire home, while bedrooms feature cozy carpet. Recent upgrades include a new HVAC system (July 2025), hot water heater (April 2025), pool filter (November 2025), and washer/dryer (April 2025). Relax in your private screened pool and spa with privacy screens, backing up to a peaceful nature preserve. The resort-style community amenities are incredible: clubhouse, fitness center, Tiki bar, pool, two hot tubs, splash park, waterslide, movie theater, sauna, and sports courts. With over $100,000 in upgrades, this move-in ready home is approved for short-term rentals, making it perfect for personal use or investment income. Don't miss this incredible opportunity!

2908 Banana Palm Drive, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Saratoga Park SubDv. ⋅ 34743 Zip Code

Move in ready 4 bedroom, 2 bathroom home in the desirable Saratoga Park community! Featuring a 2021 ROOF, December 2018 HVAC, 2019 water heater, and included water softener system, this well maintained home offers peace of mind from day one. Freshly painted for the new owners, the open concept floor plan showcases vaulted ceilings, quality ceramic tile flooring throughout the main living areas, and a spacious kitchen that flows seamlessly into the living and dining spaces, making it perfect for everyday living and entertaining. The split bedroom layout provides a private primary suite with a walk in closet and en suite bathroom. A new garbage disposal adds to the home's move in ready appeal, and the seller is willing to contribute toward the buyer's closing costs to replace the bedroom flooring. Enjoy relaxing on the screened covered lanai overlooking the water view backyard. Complete with a 2 car garage, low HOA, and a prime location near Florida's Turnpike, Orlando International Airport, Lake Nona, shopping, dining, and Orlando's world famous attractions, this home offers the perfect combination of comfort, convenience, and value.

2608 Deck Avenue, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Crestwynd Bay SubDv. ⋅ 34747 Zip Code

Welcome to 2691 Andros Lane, Kissimmee, FL 34747, a beautifully maintained two-story townhouse offering 3 bedrooms and 2.5 bathrooms in a desirable resort-style community. Thoughtfully designed with a functional layout, this home provides bright and inviting living spaces that are perfect for comfortable everyday living and entertaining. Inside, the main level features spacious living and dining areas that flow seamlessly into the kitchen, creating a welcoming atmosphere for family and guests. All three bedrooms are located upstairs, providing added privacy, including a comfortable primary suite with an en-suite bathroom, while the additional bedrooms offer flexibility for family, guests, or a home office. Step outside to enjoy the welcoming front porch or relax on the open paver patio, an ideal space for outdoor dining, grilling, or unwinding. The low-maintenance outdoor area offers the perfect setting to personalize and enjoy Florida's year-round sunshine. Residents enjoy access to excellent community amenities, including a swimming pool, playground, park, and a variety of recreational facilities designed for an active and enjoyable lifestyle. Located in the sought-after Kissimmee area, this home is just minutes from Walt Disney World, Margaritaville Resort Orlando, Sunset Walk, shopping, dining, golf courses, and other popular Central Florida attractions. With convenient access to US-192, SR 429, and I-4, commuting throughout the Orlando area is easy while still enjoying the charm and convenience of this vibrant neighborhood.

2691 Andros Lane, Kissimmee

1 Beds ⋅ 1 Baths ⋅ Parkway Palms Resort Maingate Condo SubDv. ⋅ 34747 Zip Code

INVESTOR ALERT - 1 bedroom/1 bath completely remodeled, turnkey condominium is located just 1.5 miles from Walt Disney World at The Parkway Palms Resort. Located across from Celebration and minutes from numerous dining, shopping and entertainment establishments with easy access to major highways. This 1st floor unit offers an open dining/living room, separate bedroom with two queen beds, mounted television and reading chair. Bathroom upgrade is the beautiful extra large walk in glass shower. Side entry in building 7, 1st floor with a view of mature landscaping. Best part is the COA fee includes electric, cable, internet, water, exterior building, roof and maintenance of all common areas! AIRBNB currently as it is a perfect rental investment along with relaxing and enjoying your unit while on vacation in the Orlando area. Guests will enjoy the pool, hot tub, picnic area, exercise room, basketball court and the convenience of onsite laundry room.

3100 Parkway Boulevard Unit 727, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Poinc Vlg 1 Nbd 1 S SubDv. ⋅ 34758 Zip Code

Virtually Staged. Welcome to this beautifully maintained 2023-built D.R. Horton Cali model featuring 4 bedrooms, 2 bathrooms, and 1,872 sq. ft. of thoughtfully designed living space. The open-concept layout offers a spacious kitchen with a large island overlooking the living and dining areas, perfect for everyday living and entertaining. The private primary suite features a walk-in closet and en-suite bath with dual vanities. Enjoy the covered lanai, a 2-car garage, and smart home features. Conveniently located just 20 minutes from ChampionsGate and 30 minutes from Walt Disney World, with easy access to shopping, dining, schools, and major highways. Schedule your private showing today!

658 Cotulla Drive, Kissimmee

4 Beds ⋅ 4 Baths ⋅ Crestwood Ph 2 SubDv. ⋅ 34741 Zip Code

Welcome to this spectacular soaring Ceiling with Great Decor Home. If space is what you seek with the privacy of a gate community you have found the home you were looking for 4 bedrooms, 3.5 baths, updated gourmet Kitchen features newer Cabinets, and quartz countertops, Newer Stainless steel appliances, opens up to the family room, perfect for entertaining. Bonus room can be used as an office or game room. All bedrooms are located upstairs. One Primary bedroom downstairs with a bathroom. Lushly landscaped, private yard. Great community featuring large pool. Easy access to shopping, schools, main roads, highways and Orlando Attractions. Located just minutes from The Loop, you'll find shopping, restaurants, entertainment, and grocery options close by. Commuters will appreciate easy access to Osceola Parkway, John Young Parkway, SR 417, SR 528, Florida's Turnpike, and I-4, placing Orlando International Airport, Downtown Kissimmee, Celebration, Lake Nona Medical City, and Walt Disney World Resort all within a convenient drive. If you're searching for a home that offers generous living space, a private backyard oasis, and one of Kissimmee's most convenient gated locations. This is the property to call your new "Home Sweet Home"!

3469 Forest Ridge Lane, Kissimmee

8 Beds ⋅ 6 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code

Discover an exceptional opportunity to own this beautifully furnished 8-bedroom, 6-bathroom pool home in the highly sought-after GATED resort community of Windsor at Westside.NO REAR NEIGHBORS*NO CARPET, NEW LUXURY VINYL FLOORING* PAID OFF SOLAR PANEL*Offering an ideal blend of luxury, comfort, privacy, and investment potential, this turnkey property is perfectly suited as a primary residence, vacation retreat, or high-performing short-term rental. The thoughtfully designed open floor plan features expansive living and dining areas that flow effortlessly into the well-appointed kitchen, complete with granite countertops, stainless steel appliances, and a large center island. Sliding glass doors lead to the screened lanai, where you'll find a private pool and spa overlooking a peaceful wooded backdrop with *NO REAR NEIGHBORS, providing a rare sense of privacy and a tranquil setting to relax or entertain*. The first floor includes two bedrooms, including a spacious ensuite with direct access to the pool area, while upstairs offers additional guest suites, themed bedrooms, a generous loft, and a dedicated theater room for unforgettable movie nights. Throughout the home, you'll appreciate the low-maintenance flooring with tile and *NEW LUXURY VINYL FLOORING throughout—there is NO CARPET, making the home both stylish and easy to maintain*. A valuable bonus is the* FULLY PAID-OFF SOLAR PANEL SYSTEM installed 2025, valued at approximately $80,000, which can significantly reduce monthly electric costs by an estimated $500+ *while improving long-term energy efficiency. Residents and guests enjoy access to Windsor at Westside's outstanding resort amenities, including a spectacular clubhouse, resort-style pool with lazy river and splash area, fitness center, game room, sports courts, playground, and more. The HOA also includes cable, internet, lawn maintenance, valet trash service, and 24-hour gated security for added convenience. Ideally located just minutes from Walt Disney World, world-class attractions, shopping, dining, golf, and major highways, this move-in-ready home offers the perfect combination of lifestyle, privacy, and exceptional investment value.

8812 Macapa Drive, Kissimmee

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