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

$365,000
3 Beds ⋅ 3 Baths ⋅ Monterey Village Ph 1 Unit 1 SubDv. ⋅ 34743 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 2330 Santa Lucia Street in Kissimmee, a two-story, 3-bedroom, 2.5-bath home in the Lakeside community. Offering multiple gathering areas and inviting outdoor space, the home provides a flexible layout for relaxing, entertaining, and everyday living. Inside, the home features both a living room and family room, providing separate spaces for gathering, relaxing, or entertaining. Three bedrooms offer comfortable accommodations, while 2.5 bathrooms provide added convenience for residents and guests. Outside, a screen-enclosed in-ground pool creates a private setting for enjoying the Florida weather. The surrounding pool deck and patio provide plenty of space for lounging, outdoor dining, and entertaining. Beyond the pool area, the private yard offers an open canvas for personalization, whether envisioned as a garden, play area, or additional outdoor retreat. Located in the Lakeside area of Kissimmee, the home is convenient to neighborhood schools, shopping, dining, parks, and everyday services. The location also provides easy access to East Lake Tohopekaliga, major roadways, Orlando International Airport, and other Central Florida destinations.

2330 Santa Lucia Street, Kissimmee
$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
$399,999
3 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 4b SubDv. ⋅ 34744 Zip Code
Virtually Staged. Experience refined Florida living at 2092 Cross Prairie Parkway, Kissimmee, a beautifully designed residence offering an exceptional combination of modern style, generous space, and effortless everyday living. Located in the sought-after Tohoqua community, this impressive home welcomes you with an abundance of natural light, creating an elegant sense of openness from the moment you step inside. Every area has been thoughtfully arranged to provide both sophistication and functionality, making this a home you'll be proud to own. The main level is designed for seamless living and entertaining, with an expansive open-concept floor plan that allows the kitchen, dining, and living spaces to flow beautifully together. A dedicated formal living room adds an elevated touch for hosting guests or enjoying quieter moments, while the versatile flex room offers endless possibilities. Transform it into a sophisticated home office, private library, stylish lounge, media room, or personalized retreat—the choice is yours. Indoor-outdoor living comes naturally with the covered lanai, providing a private extension of the home's living space. Whether you're enjoying a peaceful morning coffee, hosting an intimate dinner, or unwinding beneath the Florida sky, this inviting outdoor area creates the perfect setting for enjoying the lifestyle you've envisioned. A rear-entry garage with additional storage and built-in cabinetry adds both convenience and functionality, keeping the home organized without compromising its clean, polished aesthetic. Upstairs, a thoughtfully designed bedroom layout creates a private and comfortable retreat. The spacious primary suite offers an inviting sanctuary at the end of the day, with ample room to relax and recharge. Additional bedrooms provide exceptional flexibility for family, overnight guests, or dedicated personal spaces. An conveniently located upstairs laundry area adds a level of practicality that makes everyday routines feel effortless. Beyond your front door, the Tohoqua lifestyle elevates everyday living with an impressive collection of community amenities. Enjoy resort-style relaxation at the sparkling community pool, stay active in the fitness center, gather with friends at the welcoming clubhouse, or take advantage of the playground and sports courts. Designed with connection, recreation, and wellness in mind, Tohoqua offers an exceptional community atmosphere for today's modern homeowner. The location is equally impressive, placing you within convenient reach of shopping, dining, schools, major commuter routes, and Central Florida's world-renowned attractions. Enjoy easy access to the area's entertainment and recreational destinations while coming home to the comfort and tranquility of a beautifully planned community. More than a residence, 2092 Cross Prairie Parkway is an opportunity to embrace a lifestyle defined by space, style, flexibility, and convenience. Discover a home where modern design meets elevated everyday living—and where your next chapter in Central Florida begins.

2092 Cross Prairie Parkway, Kissimmee
$429,900
4 Beds ⋅ 3 Baths ⋅ Strafford Park Ph 1 SubDv. ⋅ 34743 Zip Code
POOL HOME WITH 4 BED AND 3 BATH, ABUTS TO WOODS AND POND, NEWLY RENOVATED, SOLID COUNTER TOP. KITCHEN CABINET, NEW BATHROOOMS. THIS HOUSE IS IN CLOSE PROXIMITY TO AIRPORT, THEME PARKS, THE LOOPS, GROCERY SHOPPING AND ACCESS TO MAJOR HIGHWAYS.

3119 Fairfield Drive, Kissimmee
$430,000
4 Beds ⋅ 3 Baths ⋅ Bridgewater SubDv. ⋅ 34743 Zip Code
Virtually Staged. Welcome to this beautifully upgraded 4-bedroom, 2.5-bath home nestled on a private conservation lot with no rear neighbors. The open-concept floor plan flows effortlessly from the spacious living areas into a chef-inspired kitchen featuring custom solid-wood cabinetry, granite countertops with full backsplash, a large center island, farmhouse sink, double built-in pantry, and custom bench seating. The first-floor primary suite offers a walk-in closet and an en-suite bath with dual sinks and a walk-in shower. Upstairs you’ll find three additional bedrooms and a full bath complete with dual sinks, a jetted tub, and custom lighting. Double sliding doors open to a 280-square-foot enclosed porch with travertine flooring—perfect for year-round enjoyment. The private backyard is fully fenced with vinyl privacy fencing and includes a covered patio, pavers, and thoughtful outdoor living space. Additional upgrades include a 2019 A/C system, recent interior paint, tile flooring downstairs, laminate upstairs, custom lighting throughout, an owned security system, built-in intercom, and an oversized 33x35 sealed paver driveway. A flexible private office/homeschool room with its own exterior entrance adds even more versatility. Newer roof. Low annual HOA and a convenient location close to shopping, restaurants, and major highways make this home an outstanding value. Schedule your private showing today.

3010 Stillwater Drive, Kissimmee
$995,900
3 Beds ⋅ 2 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34744 Zip Code
FISH LAKE - 175 ft.+/- LAKEFRONT ACREAGE | RENOVATION OPPORTUNITY | DEVELOPMENT POTENTIAL | MULTI GENERATIONAL SPACE RARE OPPORTUNITY to own approximately 4.8 ACRES +/-with 175 +/-feet of TRUE LAKEFRONT on FISH LAKE in Kissimmee. Tucked behind a gated entrance and accessed by a beautiful, long driveway lined with mature natural oak trees, this property offers a level of privacy and tranquility that is increasingly difficult to find. The original 1952 three-bedroom, two-bath home has been lovingly held by the same owner since it was built and offers a unique opportunity for someone ready to bring their vision to life. While the home will likely require a full remodel, there are beautiful original details worth preserving, including wood flooring, cedar ceilings, and a lake-facing sunroom where you can take in the peaceful water views. The property also offers an impressive amount of existing utility and workspace, including a detached metal garage with three bays and a lean-to, a two-car attached carport, plus an additional enclosed bay/workshop attached to the carport. The property is serviced by two wells and two septic tanks. For those looking to create a private family compound or multigenerational retreat, the expansive acreage provides room to explore additional structures, subject to applicable zoning and permitting requirements. For investors and developers, the property carries a Future Land Use designation of LOW DENSITY RESIDENTIAL, with public water and sewer located very close to the property, creating an opportunity worth investigating with the appropriate governmental authorities. Whether your vision is to restore the existing home into a one-of-a-kind lakefront residence, create a private multigenerational property, or explore the property's development potential, 2557 Ames Haven Road offers acreage, lake frontage, privacy, and possibilities rarely found together in Kissimmee.

2557 Ames Haven Road, Kissimmee
$1,775,000
5 Beds ⋅ 7 Baths ⋅ Sunset Pointe SubDv. ⋅ 34744 Zip Code
Welcome to 1516 Sunset Pointe Place, an extraordinary luxury estate nestled within the exclusive gated Sunset Pointe community. Perfectly positioned on a beautifully landscaped half-acre corner lot overlooking a tranquil pond, this exceptional residence offers 4,966 square feet of elegant living space, 5 spacious bedrooms, each with its own private en-suite bathroom, 2 half bathrooms, a media/bonus room, and an oversized 3-car garage. Designed for both sophisticated entertaining and everyday comfort, the home showcases soaring ceilings, designer chandeliers, rich wood, tile, and carpet flooring, three HVAC systems, and a spectacular chef's kitchen featuring premium appliances, custom cabinetry, an oversized island, luxury finishes, and a convenient pot filler above the cooktop. The owner's retreat offers a spa-inspired bath with a Jacuzzi tub, oversized walk-in shower, his-and-her walk-in closets, and an elegant mirror gallery. Outdoors, enjoy a screen-enclosed resort-style pool, summer kitchen, mature tropical landscaping, and peaceful pond views that create your own private oasis. Beyond the home, residents enjoy one of Central Florida's premier luxury lifestyles. Located just minutes from Lake Tohopekaliga (Lake Toho), Brownie Wise Park, and the award-winning St. Cloud Lakefront, you'll enjoy world-class boating, bass fishing, kayaking, waterfront parks, beaches, marinas, nature trails, dining, and year-round community events. The property is also ideally situated near NeoCity, Central Florida's internationally recognized 500-acre technology and innovation district, featuring semiconductor manufacturing, artificial intelligence, robotics, advanced research facilities, the future AdventHealth Medical Campus, the exciting NeoCity City Center, and NeoCity Academy, a National Blue Ribbon STEM school preparing students for tomorrow's high-tech careers. Conveniently located near Florida's Turnpike, US-192, US-441, Osceola Parkway, SR-417, Lake Nona Medical City, Orlando International Airport, Walt Disney World, premier shopping, fine dining, healthcare, and top-rated schools, this remarkable estate offers an exceptional blend of luxury, privacy, recreation, and long-term investment potential in one of Central Florida's fastest-growing and most desirable communities.

1516 Sunset Pointe Place, Kissimmee
$345,000
3 Beds ⋅ 2 Baths ⋅ Emerald Pointe SubDv. ⋅ 34743 Zip Code
Virtually Staged. A fresh new look, a peaceful backyard and a location that keeps everyday conveniences within easy reach—2350 Topaz Trail brings it all together. Newly painted inside and out, this move-in-ready 3-bedroom, 2-bath home is located in the desirable Lakeside community. Great investment opportunity as well. The bright, open floor plan features tile flooring throughout and a split-bedroom design that provides added privacy. The spacious primary suite offers a walk-in closet and private bath with dual sinks, a garden tub and separate shower. The kitchen comes complete with appliances, while a new washer and dryer, Nest thermostat and gutters add everyday comfort and convenience. Outside, the vinyl-fenced backyard features a patio and overlooks a peaceful conservation area—creating a private setting for relaxing, entertaining or enjoying the Florida sunshine. A beautiful pond directly across the street further enhances the home’s inviting surroundings. Additional highlights include a 2018 roof and two-car garage. Conveniently located near shopping and dining at The Loop, grocery stores, medical facilities, Osceola Parkway and the Florida Turnpike, with easy access to Orlando International Airport, Lake Nona and Central Florida’s attractions. Reasonably priced to sell quickly, this home offers an excellent combination of condition, location and value.

2350 Topaz Trail, Kissimmee
$499,900
4 Beds ⋅ 3 Baths ⋅ Villa Sol Ph 1 Village 5 SubDv. ⋅ 34744 Zip Code
Virtually Staged. SPANISH-MEDITERRANEAN WATERVIEW OASIS WITH PRIVATE IN-LAW SUITE Located in the gated community of Villa Sol, this 4 Bed / 3 Bath single-story residence (2,351 sq ft heated) features a private pool, spa, and direct pond views—plus a dedicated, attached in-law suite with its own exterior entry. PROPERTY HIGHLIGHTS: In-Law / Guest Suite: Private exterior back entrance, separate bedroom, and full bath. Outdoor Living: Screen-enclosed heated pool and integrated spa set on an oversized lot with peaceful water views. Chef’s Kitchen: Granite countertops, multi-level breakfast bar, stainless steel appliances, and pendant lighting. Primary Suite: Vaulted ceilings, luxury vinyl plank flooring, walk-in closet, direct pool access, and en-suite with a jetted soaking tub and dual-sink vanity. Interior Design: Open layout, vaulted ceilings, polished porcelain tile, and architectural archways. LOCATION & COMMUNITY VALUE: Low HOA ($160/mo): Includes high-speed fiber internet, cable TV, and ground maintenance. Resort Amenities: Gated entry, clubhouse, fitness center, resort pool, tennis & basketball courts, and playground. Prime Location: Fast access to SR-417, US-192, Lake Nona Medical City, and MCO Airport. Zoned for top local schools.

3133 Riachuelo Lane, Kissimmee
$330,000
2 Beds ⋅ 3 Baths ⋅ Mill Run Unit 1 SubDv. ⋅ 34744 Zip Code
Virtually Staged. NEW ROOF IN PROGRESS. WILL BE COMPLETED PRIOR TO CLOSING***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 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
$388,999
3 Beds ⋅ 3 Baths ⋅ Kings Point SubDv. ⋅ 34744 Zip Code
New roof (2025), new windows and sliding glass doors (2021), new Trane HVAC system (2025), and new Energy Smart 50-gallon water heater with a sump pump. 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. Covered porch entry into a spacious living room with a large wood burning fireplace, generously sized bedrooms with large walk-in closets, an oversized pantry, large laundry room, and insulated basement with windows which may be converted to additional bedrooms. The screened front porch and private deck accessed from the primary bedroom and dining room 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
$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
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