34744 Homes with Trees/Woods View

34744 Homes with Trees/Woods View

Welcome to the beautiful zip code 34744 located in Kissimmee, FL. This vibrant area in Osceola County boasts a variety of homes with stunning tree and woods views, providing residents with a tranquil and picturesque setting to call home.

Living in a home with a tree-lined or wooded view offers numerous benefits, including increased privacy, a connection to nature, and a sense of serenity. Imagine waking up to the gentle rustling of leaves and the sight of sunlight filtering through the trees right outside your window.

In addition to the natural beauty that surrounds the homes in this area, residents of 34744 also enjoy convenient access to amenities such as parks, shopping centers, restaurants, and top-rated schools. Whether you're looking for a cozy cottage nestled among the trees or a spacious modern home with a wooded backdrop, 34744 has something to offer for everyone seeking a peaceful retreat in Kissimmee.

Newest 34744 Homes with Trees/Woods View

$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

$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

$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

$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

$750,000
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

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