Luxury homes for sale & real estate in 34744, FL

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ABOUT THIS HOME
Luxury Home for sale in 34744, FL:
Welcome to this 2-bedroom, 2-bath home with a 2-car garage, ideally located in the heart of Kissimmee and set on an expansive 5.20-acre property. Inside, the living, dining, and kitchen areas flow seamlessly together, creating a bright and open layout that’s well-suited for everyday living and entertaining. The kitchen offers stainless steel appliances and ample cabinet space, balancing functionality with clean, modern style. The generously sized primary suite serves as a private retreat, featuring an en suite bathroom with dual vanity sinks and a walk-in shower. One of the standout features of this property is the peaceful water view, offering a serene backdrop and a true sense of sp

$1,200,000

2 beds2 baths1,188 sq ft

4185 Cardinal Ln, Kissimmee, FL 34744

Expansive acreage • Water view • 5.2 acre lot

ABOUT THIS HOME
Luxury Home for sale in 34744, FL:
Welcome to Regal Cove – Modern Luxury Meets Country Charm! Imagine living in the exclusive, gated community of Regal Cove, where this fully renovated custom home offers both elegance and privacy. Set on nearly half an acre (. 49), this residence boasts one of the largest private screened lap pools in the area with a heated spa—perfect for entertaining or relaxing year-round. From the moment you arrive, the long driveway and welcoming front porch set the tone for comfort and sophistication. Step inside the brand-new modern renovation featuring an open concept design and tasteful finishes throughout. The spacious family room is highlighted by an elegant tile accent wall with an e

$1,099,900

6 beds5.5 baths4,621 sq ft

1632 Regal Cove Ct, Kissimmee, FL 34744

Heated spa • Gourmet kitchen • Open concept design

ABOUT THIS HOME
Luxury Home for sale in 34744, FL:
COPY & PASTE this URL into your BROWSER to see a FABULOUS VIDEO of the PROPERTY: https://drive. google.com/file/d/1W3GGd_NPbaiR8yHU3yarP8TSipt5xkMb/view?usp=drivesdk Experience the essence of refined Florida living on the tranquil shores of Lake Tohopekaliga, one of Central Florida’s most scenic and prestigious waterfront destinations. This Mediterranean-inspired lakefront estate embodies timeless architecture, sophisticated design, and resort-style comfort—ideal for those seeking a dream vacation retreat or an elegant year-round residence. Set on a 1.0-acre private lakefront lot—valued at over $700,000 alone—this property represents extraordinary value. To

$1,230,000

5 beds4 baths4,141 sq ft

1654 Marina Lake Dr, Kissimmee, FL 34744

Private dock • Gated harbor • Custom pool and spa

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in 34744, FL:
Experience resort-style living at its finest in this elegant 4-bedroom, 4-bath, 3,606 sq ft single-level home nestled on nearly half an acre in Tohopekaliga’s exclusive East Lake Shores. Behind custom wrought iron doors, you’ll find a refined interior with high-end finishes, soaring vaulted ceilings, and seamless indoor-outdoor flow. The chef’s kitchen is a showstopper with dual sinks, stainless steel appliances, waterfall-edged quartz countertops, and a built-in convection/microwave tower. A spacious family room centers around a striking stone-accented water-vapor fireplace and opens through oversized sliders to a screened, heated, saltwater pool—self-cleaning and l

$980,900

4 beds4 baths3,606 sq ft

1384 E Lake Shore Blvd, Kissimmee, FL 34744

Primary suite • Open concept design • Chef kitchen

ABOUT THIS HOME
Luxury Home for sale in 34744, FL:
Welcome to your next home in the prestigious gated community of Kissimmee Bay Country Club! This spectacular, fully renovated residence blends luxury, advanced technology, and comfort, all set in a breathtaking natural environment overlooking the majestic Lake Toho. The home offers 5 spacious bedrooms and 4.5 bathrooms. The primary suite, located on the first floor, features private access to the pool and kitchen, plus a spa-style bathroom with a sauna—perfect for relaxation. A second bedroom on the main floor can be used as an office or guest suite. Upstairs, you’ll find three additional bedrooms: one with a private bath and two sharing a full bathroom. The elegant interior fea

$1,100,000

5 beds4.5 baths3,845 sq ft

1407 Water Lilly Ln, Kissimmee, FL 34744

Spa style bathroom • Chef's dream kitchen • Open concept design

Property at 4151 Boggy Creek Rd, Kissimmee, FL 34744, 5 beds, 3 baths

$2,800,000

5 beds3 baths3,652 sq ft

4151 Boggy Creek Rd, Kissimmee, FL 34744

Property at 4147 Boggy Creek Rd, Kissimmee, FL 34744, 4 beds, 3 baths

$1,850,000

4 beds3 baths2,932 sq ft

4147 Boggy Creek Rd, Kissimmee, FL 34744

Property at 4250 High Plains Ln, Kissimmee, FL 34744

$5,000,000

— beds— baths— sq ft

4250 High Plains Ln, Kissimmee, FL 34744

Property at High Plains Ln, Kissimmee, FL 34744

$5,000,000

— beds— baths— sq ft

High Plains Ln, Kissimmee, FL 34744

Property at Simmons Rd, Kissimmee, FL 34744

$950,000

— beds— baths— sq ft

Simmons Rd, Kissimmee, FL 34744

Property at 3440 Boggy Creek Rd, Kissimmee, FL 34744

$5,875,000

— beds— baths— sq ft

3440 Boggy Creek Rd, Kissimmee, FL 34744

Property at 4345 Boggy Creek Rd, Kissimmee, FL 34744

$4,250,000

— beds— baths— sq ft

4345 Boggy Creek Rd, Kissimmee, FL 34744

Property at 4121 Boggy Creek Rd, Kissimmee, FL 34744

$3,000,000

— beds— baths— sq ft

4121 Boggy Creek Rd, Kissimmee, FL 34744

Property at Undisclosed address, Kissimmee, FL 34744

$3,300,000

— beds— baths— sq ft

Undisclosed address, Kissimmee, FL 34744

Property at 4349 Boggy Creek Rd, Kissimmee, FL 34744

$3,999,000

— beds— baths— sq ft

4349 Boggy Creek Rd, Kissimmee, FL 34744

Property at 3555 Boggy Creek Rd, Kissimmee, FL 34744

$4,300,000

— beds— baths— sq ft

3555 Boggy Creek Rd, Kissimmee, FL 34744

Property at 4281 Timber Ln, Kissimmee, FL 34744

$3,800,000

— beds— baths— sq ft

4281 Timber Ln, Kissimmee, FL 34744

Property at 1290 Cinder Ln, Kissimmee, FL 34744

$995,000

— beds— baths— sq ft

1290 Cinder Ln, Kissimmee, FL 34744

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3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in 34744, FL:
Welcome to refined luxury living at 9320 Laurel Berry Drive, an elegant contemporary residence designed for both sophistication and comfort. This stunning home showcases striking modern architecture, clean lines, and exceptional curb appeal, complemented by professional landscaping and a welcoming private entry. Inside, the residence offers expansive living spaces filled with natural light, high ceilings, and premium finishes throughout. The thoughtfully designed floor plan provides seamless flow for entertaining and everyday living, featuring spacious bedrooms, spa-inspired bathrooms, and designer details that elevate every room. The gourmet kitchen serves as the heart of the home, ideal f

$3,900,000

5 beds6 baths— sq ft

9720 Laurel Berry Dr, Orlando, FL 32827

Modern architecture • Premium finishes • Private entry

(407) 748-1142

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in 34744, FL:
One or more photo(s) has been virtually staged. Perfectly positioned within the gates of Eagle Creek—one of Lake Nona’s premier golf course communities—this extraordinary five-bedroom, five-bath residence is the embodiment of contemporary elegance, masterfully redesigned with over $250,000 in curated enhancements. Every element of this 3,848-square-foot home reflects thoughtful artistry and refined taste. From the moment you enter, bespoke wall treatments and an architectural feature wall cascading along the staircase immediately command attention, setting the stage for the level of detail found throughout. The open-concept living space flows seamlessly into a gourmet kitc

$960,000

5 beds5 baths3,848 sq ft

10125 Henbury St, Orlando, FL 32832

Dual walk in closets • Mudroom home office • Grand loft

OPEN TODAY, 2PM TO 6PM

ABOUT THIS HOME
Luxury Home for sale in 34744, FL:
Step into the pinnacle of Florida luxury living with the Sanibel model by Jones Homes USA, located in the exclusive guard-gated 55+ community of Twin Lakes in St. Cloud. Professionally decorated and loaded with custom upgrades, this designer showcase home blends elegance, functionality, and architectural brilliance into one unforgettable package. From the moment you enter, you’re met with open-concept living, soaring ceilings, hand selected finishes, and custom millwork that elevate every room. The gourmet kitchen is a true centerpiece — complete with top-of-the-line appliances, quartz countertops, designer cabinetry, and a massive waterfall island that anchors the space beaut

$887,000

3 beds2.5 baths2,966 sq ft

2458 Dream Home Ct, Saint Cloud, FL 34772

Spa worthy bathroom • Resort style pool • Gourmet kitchen

OPEN TODAY, 12PM TO 2PM3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in 34744, FL:
Move-In Ready! The Fiji: A Masterclass in Modern Luxury and Effortless Living. Welcome to The Fiji by ICI Homes, a Florida-based, family-owned builder renowned for exceptional quality, thoughtful craftsmanship, and homes designed for the way people truly live. This move-in-ready residence means no waiting, just the opportunity to step straight into a lifestyle where every day feels like a private getaway. Offering 3,100 square feet of beautifully designed living space, The Fiji artfully blends sophistication, flexibility, and warmth created for those who love to entertain as much as they love to unwind. With four bedrooms, three-and-a-half baths, and spaces that flow with purpose, The Fiji

$1,295,000

4 beds3.5 baths3,098 sq ft

10061 Ballast Dr, Orlando, FL 32827

7,286 sq ft lot • 2 garage spots • Built 2025

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in 34744, FL:
Welcome to this exceptional residence located at the end of a quiet cul-de-sac in the prestigious, guard-gated community of Eagle Creek. Offering unmatched privacy, tranquility, and unobstructed conservation views with stunning sunsets, this home has been thoughtfully upgraded with luxury features throughout. Inside you’ll find a chef-inspired kitchen with DACOR appliances (2023), propane-powered gas range, upgraded tile flooring, and a dedicated back-kitchen drink fridge. The home is fully outfitted with premium audio across 8 zones, KEF and Bose speakers, 5.1 surround sound, a 19" AV rack (2024), hardwired WiFi access points, plantation shutters, motorized shades, TV-height out

$1,450,000

4 beds5 baths3,725 sq ft

13826 Abberwick Dr, Orlando, FL 32832

Dacor appliances • Cul-de-sac • 0.24 acre lot

ABOUT THIS HOME
Luxury Home for sale in 34744, FL:
One or more photo(s) has been virtually staged. Perfect Home for Large Families! Spacious, Elegant & Ideally Located in Lake Nona’s Fells Landing. Welcome to this stunning residence nestled in one of Lake Nona’s most peaceful and family-friendly neighborhoods. From the moment you enter, you’re greeted by a beautiful formal dining room and a private office with a front-facing view perfect for working from home. The home opens into a grand living area with an open-concept layout, seamlessly connected to a spacious kitchen featuring: • Gorgeous granite countertops • Oversized center island • Stainless steel appliances • Built-in oven • Dire

$1,199,000

6 beds4.5 baths4,516 sq ft

14978 Fells Ln, Orlando, FL 32827

Private office • Spacious kitchen • Grand living area

Property at 6713 New Hope Rd, Orlando, FL 32824, 4 beds, 3 baths

$1,700,000

4 beds3 baths3,130 sq ft

6713 New Hope Rd, Orlando, FL 32824

Property at 13265 Bromborough Dr, Orlando, FL 32832, 4 beds, 4 baths

$1,495,000

4 beds4 baths4,287 sq ft

13265 Bromborough Dr, Orlando, FL 32832

Property at 13957 Destin Beach Ln, Orlando, FL 32827, 3 beds, 3 baths

$1,150,000

3 beds3 baths2,743 sq ft

13957 Destin Beach Ln, Orlando, FL 32827

Property at 13024 Bottesford Dr, Orlando, FL 32832, 5 beds, 5 baths

$1,370,000

5 beds5 baths4,158 sq ft

13024 Bottesford Dr, Orlando, FL 32832

Property at 13131 Alderley Dr, Orlando, FL 32832, 4 beds, 4 baths

$1,360,000

4 beds4 baths3,170 sq ft

13131 Alderley Dr, Orlando, FL 32832

Property at 5237 Moore St, Saint Cloud, FL 34771, 2 beds, 2 baths

$1,599,900

2 beds2 baths1,464 sq ft

5237 Moore St, Saint Cloud, FL 34771

Property at 10613 Mobberley Cir, Orlando, FL 32832, 5 beds, 5.5 baths

$2,050,000

5 beds5.5 baths4,418 sq ft

10613 Mobberley Cir, Orlando, FL 32832

Property at 9581 Reymont St, Orlando, FL 32827, 4 beds, 3 baths

$885,000

4 beds3 baths3,244 sq ft

9581 Reymont St, Orlando, FL 32827

Property at 4855 Lillian Black Rd, Saint Cloud, FL 34771, 5 beds, 3 baths

$850,000

5 beds3 baths2,982 sq ft

4855 Lillian Black Rd, Saint Cloud, FL 34771

Property at 10774 Pahokee Beach Pl, Orlando, FL 32827, 6 beds, 4.5 baths

$1,490,000

6 beds4.5 baths4,263 sq ft

10774 Pahokee Beach Pl, Orlando, FL 32827

Property at 14129 Corrigan Ave, Orlando, FL 32827, 4 beds, 3.5 baths

$1,580,000

4 beds3.5 baths4,037 sq ft

14129 Corrigan Ave, Orlando, FL 32827

Property at 9652 English Laurel Ct, Orlando, FL 32827, 6 beds, 6.5 baths

$2,149,999

6 beds6.5 baths4,954 sq ft

9652 English Laurel Ct, Orlando, FL 32827

Property at 1520 Canopy Oaks Ct, Saint Cloud, FL 34771, 5 beds, 3 baths

$1,495,000

5 beds3 baths3,591 sq ft

1520 Canopy Oaks Ct, Saint Cloud, FL 34771

Property at 14154 Ward Rd, Orlando, FL 32824

$6,500,000

— beds— baths— sq ft

14154 Ward Rd, Orlando, FL 32824

Based on information submitted to the MLS GRID as of Sat Jan 03 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Luxury Homes for Sale in 34744

There are currently 18 luxury homes for sale in 34744 at a median listing price of $427K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 34744 stay on the market for 97 days and receive 4 offers. This map is refreshed with the newest listings in 34744 every 15 minutes.

In the past month, 64 homes have been sold in 34744. In addition to houses in 34744, there were also 5 condos, 53 townhouses, and 1 multi-family unit for sale in 34744 last month. Find your dream home in 34744 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 34744 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 34744. If you're looking to sell your home in the 34744 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 34744 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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