Osceola Homes with Custom Architectural style

Osceola Homes with Custom Architectural style

Welcome to Osceola County, Florida—a hidden gem that beautifully blends natural beauty, vibrant culture, and a thriving real estate market! Nestled in the heart of Central Florida, Osceola County is renowned for its picturesque landscapes, warm climate, and an abundance of recreational activities. From the enchanting waters of Lake Tohopekaliga to the lush expanses of the Kissimmee Prairie Preserve, this county is a haven for nature lovers and outdoor enthusiasts alike.

One of the most striking features of Osceola County's real estate landscape is the availability of homes with custom architectural styles. Here, you’ll find a diverse selection of residences that reflect unique designs and craftsmanship, allowing homeowners to truly express their individuality. Whether you’re drawn to Mediterranean-inspired villas, contemporary masterpieces, or charming Craftsman bungalows, Osceola County offers a plethora of options tailored to suit your tastes.

The community is not just about beautiful homes; it’s also about vibrant living. Residents enjoy access to top-notch schools, diverse dining options, and a variety of shopping venues. With attractions like Walt Disney World and Universal Studios just a short drive away, the excitement of Orlando is always within reach, while Osceola County itself maintains a tranquil charm that makes it perfect for families and retirees alike.

Discover the allure of Osceola County, where custom architectural homes await you in a community that celebrates both nature and culture. Your dream home is just around the corner!

Newest Osceola Homes with Custom Architectural style

$4,300,000
7 Beds ⋅ 9 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
Welcome to 1196 Castle Pines Court, an exceptional fully furnished 7-bedroom, 7-full-bath, 2-half-bath golf-front residence located within the exclusive gated Reunion Resort. Completely remodeled in 2025, this impressive home offers approximately 6,900 square feet of air-conditioned living space and 8,971 total square feet, combining sophisticated contemporary design with incredible spaces for entertaining. The newly redesigned kitchen showcases custom cabinetry, a walk-in pantry and a brand-new DACOR appliance package, opening seamlessly to the home’s expansive living areas. The main living room makes a dramatic statement with a large-format porcelain feature wall, custom millwork and electric fireplace. Throughout the home, the 2025 renovation continues with beautifully remodeled bathrooms featuring large-format porcelain tile, custom floating vanities with integrated sinks and sensor lighting, along with custom closets and elevated architectural finishes. A striking custom entryway features detailed millwork, large-format slabs and smoked-gray glass railing. Designed for entertaining on every level, the home features a dedicated Control4 theater with custom millwork and padded wall treatments, under-counter refrigerator and snack bar. A separate bonus room is ready for an arcade or gaming space, while the second-floor loft offers an additional sitting and TV area with billiard table. Outdoors, enjoy a private resort-style pool, expansive entertaining areas and a summer kitchen, all overlooking the 5th hole of Reunion’s Jack Nicklaus Signature Golf Course. The home is also equipped with a Culligan HANS whole-home reverse-osmosis system and is being offered fully furnished. Located within the gated Reunion Resort, residents and guests can enjoy an extensive collection of resort amenities, including championship golf, multiple dining options, tennis, miniature golf, water-park attractions and a lazy river. The home currently has an active Reunion membership. With its extensive 2025 renovation, designer finishes, entertainment spaces, golf-course setting and turnkey furnishings, 1196 Castle Pines Court offers a distinctive opportunity to experience the Reunion Resort lifestyle.

1196 Castle Pines Court, Kissimmee
$739,000
4 Beds ⋅ 3 Baths ⋅ Runnymede Oaks SubDv. ⋅ 34771 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 4874 Old Oak Trail in St. Cloud, a spacious 4-bedroom, 3-bath home set on approximately one acre in the Runnymede Oaks area. With generous interior spaces, an expansive property, and exceptional garage capacity, this home offers plenty of room for everyday living, entertaining, hobbies, and vehicle storage. Inside, the home features a comfortable living room with a built-in wet bar, creating a convenient setup for entertaining. A separate formal dining room provides a dedicated space for meals and gatherings, while the four bedrooms offer flexibility for family, guests, or a home office. An in-law suite adds another dimension to the layout, featuring a studio-style setup with its own kitchenette and full bathroom, providing a private and functional space for extended family or guests. Additional interior features include high and vaulted ceilings, crown molding, walk-in closets, and a split-bedroom layout. Outside, an open patio provides space to relax and enjoy the surrounding property, while an outdoor fire pit creates an inviting spot for gathering and enjoying evenings outdoors. A standout feature is the extensive parking and workspace, with garage capacity for six vehicles, including two spaces incorporated into a garage workshop area. A shed and additional storage space provide even more room for tools, equipment, and outdoor essentials. The expansive grounds and mature landscaping further complement the property, making it especially well suited for car enthusiasts, hobbyists, or anyone looking for substantial workspace and storage. Located in the Runnymede Oaks area of St. Cloud, the property offers a more spacious residential setting while remaining convenient to the growing Narcoossee/Lake Nona corridor and other Central Florida destinations. Nearby outdoor recreation includes Lake Runnymede Conservation Area and Ralph V. Chisholm Regional Park, with additional shopping, dining, and everyday conveniences available throughout St. Cloud and the surrounding area.

4874 Old Oak Trail, St Cloud
$797,500
4 Beds ⋅ 3 Baths ⋅ City Centre Kissimmee Residential Condo Cb 12 Pg 1 SubDv. ⋅ 34741 Zip Code
Experience one-of-a-kind penthouse living in the heart of Downtown Kissimmee. This architect-designed top-floor residence offers 4 bedrooms, 3 full baths, 3,577 square feet under air, soaring 10-foot ceilings, two expansive living areas, and more than 1,200 square feet of private wraparound balcony. Panoramic Lake Tohopekaliga and downtown views fill nearly every room. The custom kitchen features an oversized island, premium appliances, French-door refrigerator, and built-in wine cooler. The primary suite includes lake views, custom walk-in closets, a soaking tub, and dual vanities. Smart-home improvements, custom epoxy floors, secure elevator access, and two covered assigned parking spaces complete this exceptional residence.

111 E Monument Avenue Unit 801, Kissimmee
$340,000
4 Beds ⋅ 3 Baths ⋅ Roseland Court SubDv. ⋅ 34741 Zip Code
Great Opportunity!!! ?? This spacious 4-bedroom, 3-full-bathroom home at 1515 Mabbette St, Kissimmee, FL 34741 offers an excellent combination of space, flexibility, and location! ? Fairly new roof — approximately 4 years old ? No HOA ? Potential for short-term rental use — buyer to verify local regulations and requirements ? 4 bedrooms and 3 full bathrooms ? One bedroom with its own bathroom and private entrance, offering excellent flexibility as a studio, guest suite, or in-law suite ?? Excellent location in downtown Kissimmee, just minutes from restaurants, schools, parks, major highways, and everyday conveniences. Whether you're looking for a primary residence, an investment property, or a home with additional living flexibility, this property is worth a look! Schedule your private showing today! ????

1515 Mabbette St, Kissimmee
$564,900
4 Beds ⋅ 4 Baths ⋅ Bellalago Ph B-2 SubDv. ⋅ 34746 Zip Code
NEWER ONE OWNER HOME, WELL LOCATED IN THE FANTASIC SUBDIVISION OF BELLALOGO, TO MANY FEATURES TO LIST, LAKE FRONT COMMUNITY, PARKS, PLAYGROUNDS, DOG PARK, COMMUNITY POOL, ETC. HOME FEATURES AN OPEN LAYOUT FOR FAMILY AND GREAT GET TOGETHERS, BIG REAR YARD TO ALLOW EXTENDED LIVING OUTSIDE WITH FRIENDS FAMILY AND NEIGHBORS. 4 LARGE BEDROOM AND 3.5 BATHS, GAME ROOM, ETC . CHIEF STYLE KITCHEN WITH ALL THE FEATURES YOU WOULD EXPECT. WELL APPOINTED FEATURES THROUHTOUT THE HOME. ALSO INCLUDES THE EXTRA LARGE AND VERY MUCH DESIRED 3 CAR GARAGE, PROVIDING BOTH CONVENYENCE AND MULITPLE STORAGE OPTIONS. THIS HOME HAS IT ALL AND IS PRICED TO MOVE.

2931 Agostino Terrace, Kissimmee
$312,000
3 Beds ⋅ 2 Baths ⋅ Champions Club Condo Ph 30 SubDv. ⋅ 33896 Zip Code
Imagine waking up to an open golf course view right from your primary bedroom. This 3-bedroom, 2-bath condominium in Champions Club at ChampionsGate offers a comfortable layout with a screened patio overlooking the golf course—a great place to enjoy your morning coffee, unwind at the end of the day, or simply take in the Florida setting. The home includes a washer and dryer, along with a refrigerator, microwave, and dishwasher. But living here is about more than the home itself. Set within a 24-hour guarded gated community, residents enjoy resort-style amenities including pools, a fitness center, tennis and volleyball courts, a game room, playground areas, and access to the Oasis Club with additional recreation, dining, and entertainment. Community fees also include a Spectrum TV and internet package, lawn maintenance, and exterior maintenance. The location brings even more to the lifestyle. Posner Park shopping, restaurants, grocery stores, medical facilities, schools, golf, resorts, and everyday essentials are all within easy reach. The Omni Orlando Resort at ChampionsGate is nearby, while Walt Disney World and Central Florida’s major attractions are just minutes away. Convenient access to I-4 connects you to Orlando and Tampa and provides an easy starting point for trips toward Florida’s Gulf Coast and beaches. With golf course views, resort-style amenities, nearby attractions, shopping, dining, and so much within easy reach, this is the kind of setting where everyday living can feel a little more like a Florida getaway.

8990 Azalea Sands Lane, Davenport
$1,300,000
4 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 34771 Zip Code
Welcome to this extraordinary CUSTOM-BUILT home, offered by the original owner and perfectly situated on a private 2.27-ACRES home site in Saint Cloud. Ideally located minutes from Lake Nona, Sunbridge, Medical City, Orlando International Airport, and major roadways, this exceptional residence offers the perfect balance of luxury, privacy, and convenience. A beautiful entrance with a PRIVATE GATE creates an impressive arrival, leading to 4,558 square feet of thoughtfully designed living space. From the moment you step inside, you'll be captivated by soaring 20-foot ceilings, crown molding, 8-foot doors, and custom craftsmanship throughout. Designed for both everyday living and entertaining, the open-concept floor plan features 4 spacious bedrooms, each with its own walk-in closet, 3.5 bathrooms, a private executive OFFICE, multiple living and gathering spaces, and a dedicated MOVIE ROOM equipped with Dolby 7 surround sound. The kitchen serves as the heart of the home, offering premium finishes, abundant cabinetry, expansive workspace, and seamless flow into the dining and family rooms. Privately positioned on the main level, the master bedroom offers dual vanities, an oversized walk-in shower, a freestanding cast-iron soaking tub, and two custom-designed walk-in closets. Upstairs, a spacious loft provides a flexible second living area, accompanied by additional bedrooms, well-appointed bathrooms, and the home's theater room. The exterior is equally impressive, featuring mature trees, a paved driveway, a OVERSIZED TWO-CAR GARAGE, and a dedicated RECREATIONAL VEHICLE CONCRETE PAD complete with utility hookups. Combining elegant design, exceptional craftsmanship, energy-efficient features, and an outstanding location, this remarkable residence presents a rare opportunity to enjoy luxury living in one of Central Florida's most desirable areas.

2630 Franklin Road, St Cloud
$833,000
3 Beds ⋅ 2 Baths ⋅ Pleasant Hill Trails Unit 3 SubDv. ⋅ 34746 Zip Code
Seller says bring me your offer!!! No HOA, Mostly Cleared 5.32 acres fenced in with lots of frontage space. This property would be good for country living New Roof replaced June 2024. The land is agricultural pastor and high and dry. Did I mention that it is also zoned for horses and has an additional barn/workshop? New construction nearby. Being only 1 mile from Valencia College it might make a good spot for student housing.

3180 Canter Lane, Kissimmee
$799,900
3 Beds ⋅ 3 Baths ⋅ S L & I C SubDv. ⋅ 34769 Zip Code
Highly Desirable Equestrian Estate Style Home Located in the Heart of Saint Cloud, Florida! No HOA! Nestled on a Secluded +/- 2.7 Acres, this Custom Built, Lovingly Maintained and Cared-For, One Owner Home, Offers Southern Living at its Best, with an Unparalleled Blend of Country Tranquility and Urban Convenience. Located in Close Proximity to Essential Services and Desirable Amenities, yet Perfectly Placed in a Rural Setting of Mature Mixed Hardwood Trees and Meticulously Selected Landscaping with Extensive Floral Accents. Offered for the First Time, this Outstanding Estate Property Features a Thoughtfully Designed 3 Bedroom, 2.5 Bath, Open Floor Plan, with Oversized Rooms, both Vaulted and Cathedral Ceilings, Large Office or Additional Room, Ceiling Fans Throughout, and a Wood Burning Fireplace, all Harmoniously Balanced for Comfort, Functionality, and Flexibility. Expansive Outdoor Spaces including Porches, Patios, Firepit, and Flower Gardens, all where Nature’s Wonder and the Early Morning or Evening Breezes can be Enjoyed, and Memories can be made. Complete with a Detached Workshop or Office Space and Covered Parking, Abundant Additional Uncovered Parking, a Second Private and Gated Access to the Property, and Farm Style Corral with Covered Barn for Pets, Livestock, and Horses. A Unique Opportunity to make this Rural Retreat your Own! Relax and Enjoy this Exceptional Acreage from the Porch of your Custom Built Home!

3050 S Indiana Avenue, St Cloud
$749,000
5 Beds ⋅ 3 Baths ⋅ S L & I C SubDv. ⋅ 34772 Zip Code
Most homes hide their acreage behind them, a strip of yard you see twice a day. This one puts its acre-plus out front, so arriving home means driving through your own property: the pond with its lily pads, the greenery, the quiet. The street dead-ends at an orange grove, so through traffic doesn't exist here. Two highland cows graze the neighboring pasture behind you. By the time you reach the front door of this Kent Custom Homes farmhouse, the road has stopped mattering. That's what the deep setback buys: an approach, a view, and a buffer you live with instead of glimpsing over a fence. The floor plan spends its square footage the same way, on the things that get used. Five bedrooms. A kitchen with white quartz, a walnut island, a custom wood hood, subway tile run to the ceiling, and a farmhouse sink under a window that frames open pasture. A screened lanai across the entire back of the home, opening onto lawn that runs to the tree line. In Florida that lanai does the daily living: coffee at sunrise with the birds going, dinners that stretch past dark, stars you forgot existed. The gathering room and kitchen hold the rest. Sleep is sorted deliberately. The primary suite has its own wing of the main level, tray ceiling, windows on green, a walk-in closet sized for a real wardrobe, and an ensuite with dual vanities under round wood mirrors and a walk-in shower. Three more main-level bedrooms flex however you need them: office, studio, guest space. The fifth bedroom lives upstairs with its own full bath and closet space to match, and there's a window already framed behind the drywall up there. Whoever buys this house gets to let the light in. It has been lived in the way it was built to be. Parties in the yard. Gatherings by the pond. Holidays where everyone actually fits. The address works, too. Zoned for A-rated elementary and middle schools. Lakefront minutes away. Lake Nona a straightforward drive. Wild Florida ten minutes out with its drive-through safari and airboat rides, pumpkin patches and U-pick farms come fall. This is the Saint Cloud part of Saint Cloud, rural without feeling remote. Turn off the road once and you'll see why the house sits this far back.

4730 Quail Roost Road, St Cloud
$1,125,000
5 Beds ⋅ 5 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 3 SubDv. ⋅ 34747 Zip Code
Located within the award winning REUNION RESORT and boasting sweeping views of the 6th, 7th and 8th holes of the signature Tom Watson / Independence golf course, this stunning residence is a FULLY FURNISHED, 5 bedroom GOLF FRONT property with private pool. **ACTIVE TRANSFERABLE MEMBERSHIP available** Perfect as a main residence, second/vacation home or investment property, this residence is completely TURNKEY and ready to enjoy. The open plan layout is well designed throughout lending itself to a spacious feel whilst providing plenty of relaxing as well as entertainment areas for family, friends and guests. From the living room with contemporary fireplace, fully equipped kitchen (together with both casual countertop seating for 8 as well as separate kitchen eating area for 8), a formal dining room which also seats 10, expansive MOVIE/GAME ROOM with reclining seating for 8 (with foosball, basketball, air-hockey table and playstation area), wet bar, study/desk area to a conversational coffee seating area. There is a large size guest bedroom on the ground floor and upstairs a further 4 bedrooms, 3 being ensuite and one Jack & Jill. The primary bedroom is on the 2nd level and has direct access to the expansive balcony and the ensuite has a spa like infinity edge soaking tub with jacuzzi jets. Also on the 2nd floor is an additional lounge seating area with double doors opening onto the balcony spanning the width of the home which OVERLOOKS THE POOL with spillover jacuzzi and picturesque GOLF COURSE VIEWS. With its enviable aspect, enjoy the sunshine either lounging out on the sizeable deck or seek shelter under the covered lanai. Home has outdoor pool half bathroom and as welll as patio shower. In the evenings basque in the beautiful Florida sunsets cooking on the built-in grill and dining in the outdoor area. Situated near a quiet CUL DE SAC, this residence is ideally located near the plentiful amenities of the Reunion Resort. **BOOKINGS TRANSFER if stay with existing rental manager.** Roof Oct 2022, HVAC's 2021 and 2022, two gas tankless water heaters 2022. Property has stunning ACCENT FEATURES, modern lighting, fans, newer appliances and smart TVs in every room plus combo home theater/games room. With its three world class golf courses (designed by Arnold Palmer, Tom Watson and Jack Nicklaus), a golf academy, Clubhouse at The Bear’s Den, six onsite restaurants, twelve community swimming pools, a multimillion-dollar water park, six Har-True tennis courts, pickleball, bocce ball, volleyball, crazy golf, a playground, and full-service salon and spa, Reunion is only a couple of miles away from Walt Disney World Resort, SeaWorld and Universal Studios. Don't miss out on this gem, schedule your viewing today!

7388 Gathering Court, Reunion
$859,000
4 Beds ⋅ 4 Baths ⋅ Runnymede Oaks Unrec SubDv. ⋅ 34771 Zip Code
Experience country elegance and modern craftsmanship in this custom-built farmhouse on a full acre—no HOA, no water or sewer bills, and every upgrade you could dream of. Constructed with solid concrete block, this 2004 residence offers 3,087 sq ft of heated living space (4,574 sq ft total under roof), wrapped in timeless curb appeal and thoughtful design. Inside you’ll find solid wood flooring, level 4 drywall finishes, and a chef’s kitchen featuring a gas cooktop, farmhouse sink, quartz counters, and views across the covered lanai to your screen-enclosed pool. The downstairs primary suite has been fully renovated with spa-style finishes, while upstairs you’ll find generous bedrooms, walk-in closets throughout, and abundant storage. Two oversized garages—one a 38’-deep workshop with bathroom and cabinetry, and the other a finished two-car bay with generator interlock—provide parking for up to six vehicles under roof, plus a circle drive in both the front and rear for guests and trailers. A detached, climate-controlled garden house/greenhouse/gym (340 sq ft) with power, water, and HVAC offers the perfect studio, gym, or creative retreat. This property has been meticulously maintained with 2020 roof, new porch roof and screen enclosure (2025), new submersible well pump (2025), new water heater (2022), HVAC (2017) with mini-split in master (2023), fresh paint (2024), and fully renovated kitchen and baths (2023-24). Enjoy your own well and septic, UV water-treatment system, fruit trees, and total privacy—just minutes from Lake Nona, Medical City, and SR 417. Just a short .8 mile walk or golf cart ride away is the Ralph V Chisolm Park along East Lake Toho, with mature oak trees, park benches, a boat ramp, and vibes you'll never want to leave. Good thing your house is just down the street! Bring your cars, boats, and big dreams—this is the CUSTOM farmhouse lifestyle you’ve been searching for, right here in St. Cloud. Zoned for Nova Lakes High School

1190 Sugar Belt Drive, St Cloud
Start Your Search