Kissimmee Homes with Colonial Architectural style

Kissimmee Homes with Colonial Architectural style

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the charm of small-town living with the excitement of nearby attractions. Nestled just south of Orlando, Kissimmee is known for its picturesque landscapes, friendly community, and proximity to world-famous theme parks, making it an ideal destination for families and adventure seekers alike. With its rich history and diverse culture, Kissimmee offers a unique lifestyle that caters to everyone, from outdoor enthusiasts to those who appreciate the arts.

One of the most captivating features of Kissimmee is its stunning colonial-style homes, which reflect the elegance and grandeur of a bygone era. These architectural gems boast classic elements such as symmetrical facades, gabled roofs, and intricate woodwork, inviting you to step back in time while enjoying modern comforts. The spacious interiors of these homes often feature high ceilings, large windows, and beautiful hardwood floors, creating an inviting atmosphere that is perfect for both relaxation and entertaining.

Living in a colonial-style home in Kissimmee means more than just enjoying beautiful architecture; it also means being part of a community that values history and tradition. The surrounding neighborhoods are often adorned with lush greenery, tree-lined streets, and parks, providing ample opportunities for outdoor activities and social gatherings. Plus, with easy access to shopping, dining, and entertainment, you’ll find everything you need right at your fingertips.

Whether you’re looking for a charming family home or a serene retreat, Kissimmee’s colonial architecture offers a timeless appeal that is sure to captivate your heart. Come explore the enchanting homes of Kissimmee and discover the perfect place to call your own!

Newest Kissimmee Homes with Colonial Architectural style

$460,000
4 Beds ⋅ 3 Baths ⋅ Georgetown At Celebration SubDv. ⋅ 34747 Zip Code
Beautifully updated and filled with natural light, this exceptional three-story end-unit condominium in Georgetown at Celebration offers over 2,000 square feet of stylish living space with 4 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. Ideally located just steps from the Georgetown clubhouse, resort-style pool, fitness center, tennis court, and playground, this home combines modern updates with an unbeatable location. The desirable corner location provides an abundance of windows, creating a bright and inviting atmosphere throughout. Inside, you'll find beautiful driftwood-style laminate flooring throughout the lower and main living levels, elegant crown molding, built-in display shelving, updated lighting, ceiling fans, and custom blinds. The renovated kitchen is both stylish and functional, featuring refreshed cabinetry with new cabinet doors, a tile backsplash, stainless steel appliances including a brand-new range, updated faucets, and a sunny breakfast nook perfect for casual dining. The spacious primary suite offers an elegant tray ceiling and a beautifully remodeled en suite bath with an updated shower, soaking tub, vanity, and contemporary finishes. Two additional bedrooms provide comfortable accommodations for family, guests, or a home office. Extensive improvements completed by the current owner include two newer HVAC systems, a newer water heater, washer and dryer, stainless steel kitchen appliances, updated bathroom fixtures and finishes, new stair railings, interior doors and hardware, and a new garage door opener, making this home truly move-in ready. Residents of Georgetown enjoy outstanding amenities including a resort-style swimming pool, clubhouse, fitness center, tennis court, playground, and beautifully maintained grounds. The community is connected to Celebration's extensive network of walking and biking trails, parks, and conservation areas, while downtown Celebration is just minutes away, offering waterfront restaurants, charming boutiques, cafés, specialty shops, and year-round community events. Originally developed by The Walt Disney Company, Celebration is one of Central Florida's most sought-after master-planned communities, renowned for its picturesque architecture, tree-lined streets, excellent schools, and vibrant sense of community. Conveniently located near AdventHealth Celebration, Water Tower Place, Walt Disney World Resort, and major highways including I-4, SR 417, and SR 429, residents enjoy easy access to Orlando International Airport, premier shopping, dining, golf, and world-famous attractions.

310 Grand Magnolia Avenue Unit 310, Celebration
$525,000
3 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando SubDv. ⋅ 34747 Zip Code
Virtually Staged. Golf-course frontage, no rear neighbors, and a screened lanai with automatic shades define this 3-bedroom, 2-bath K. Hovnanian St. Thomas model in the 55+ Four Seasons at Orlando community on Mystic Dunes. Built in 2019, this single-story home offers 2,202 sq ft with the extended-home option, adding square footage to the family room, dining area, owner’s suite, and covered/screened outdoor living space. Positioned along the 16th hole, the rear of the home includes an oversized screened patio accessed through a 16-foot pocket sliding glass door, creating an indoor-outdoor setting with golf-course, sunrise and rocket launch views. The open plan centers on a kitchen with quartz countertops, 42-inch cabinets with hardware, tile backsplash, under-mount sink, corner pantry, pendant lighting, breakfast bar, gas cooktop, and stainless appliances. The kitchen opens directly to the dining area and extended family room. A central “family hub” provides a dedicated flex space for an office, hobby area, reading room, or additional workspace. Ceramic tile extends through the main living and wet areas, while multiple windows and the rear slider bring natural light into the central living spaces. The split-bedroom layout places two guest bedrooms and a full guest bath near the foyer; the guest bath includes a quartz-top vanity. The owner’s suite overlooks the golf course and includes a walk-in closet plus an en-suite bath with a dual-sink, adult-height quartz vanity, glass-enclosed walk-in shower, and separate water closet. Additional features include ceiling fans, a tankless water heater, interior laundry with gas dryer connection and electric dryer capability, two-car garage, and transferable termite bond. Lawn care and irrigation is included through the HOA. Four Seasons at Orlando is a gated, age-restricted community with clubhouse, fitness center, pool, tennis, pickleball, bocce, activities, and on Mystic Dunes golf course. Located near US-192 shopping, dining, grocery options, and Disney-area destinations, this vacant home is available for showings without a construction wait.

1915 Estuary Lane, Kissimmee
$260,000
4 Beds ⋅ 2 Baths ⋅ Emerald Lake SubDv. ⋅ 34758 Zip Code
4 bedroom, 2 bath townhouse featuring updated kitchen with appliances less than 3 years old, vinyl plank flooring throughout, and open living area. Roof replaced within the past year. Exterior stucco updated within the past 2 years. Located in a community with pool, park, and playground amenities. Property includes 2 carports and additional community parking. Convenient access to area attractions, major roadways, dining, and shopping.

2852 Tanzanite Terrace, Kissimmee
$765,999
5 Beds ⋅ 4 Baths ⋅ Oneal & Osborns Add SubDv. ⋅ 34741 Zip Code
FULLY REMODELED | NO HOA | PRIVATE IN-LAW SUITE | IN-GROUND POOL | PRIME IN-CITY LOCATION Welcome to 501 W. Sumner St., a rare opportunity to own a beautifully remodeled, move-in-ready residence that combines space, versatility, and modern style in a highly desirable in-city location. Thoughtfully updated from top to bottom, this impressive home offers 5 spacious bedrooms, 4 full bathrooms, and a flexible layout designed to accommodate a variety of lifestyles. From the moment you arrive, the charming front porch and inviting curb appeal set the tone for what awaits inside. Step through the front door and discover bright, open living spaces filled with natural light, contemporary finishes, and a welcoming atmosphere that feels like home. The expansive living area flows seamlessly into the formal dining space, creating the perfect setting for everyday living, holiday gatherings, and entertaining guests. The remodeled kitchen serves as the heart of the home, offering ample cabinetry, generous counter space, modern finishes, and the functionality today’s buyers are looking for. Whether you’re preparing a quiet family dinner or hosting a celebration, this space is designed to make every occasion effortless. One of the property’s most valuable features is the private in-law suite with its own separate entrance. This versatile space is ideal for multi-generational living, extended family, guests, a home office, or potential rental income opportunities. The separate access provides privacy and flexibility that is increasingly difficult to find. The primary living quarters has generously sized bedrooms and well-appointed bathrooms, creating comfortable retreats for everyone in the household. With five bedrooms and four full bathrooms, there is room for large families, visiting guests, hobbies, work-from-home needs, and more. Step outside and enjoy your own private backyard oasis featuring a beautiful in-ground pool, perfect for cooling off on warm Florida days, hosting weekend gatherings, or simply relaxing in the comfort of your own home. The outdoor space offers endless possibilities for entertaining, gardening, or creating your dream backyard retreat. Best of all, NO HOA means greater freedom and flexibility without the additional restrictions and fees often associated with community living. Bring your personal touch and enjoy the ability to truly make this property your own. Conveniently located within city limits, this home places you close to shopping, dining, parks, schools, medical facilities, major roadways, and everyday conveniences while still offering the privacy and space that many buyers desire. Whether you’re searching for a spacious forever home, a multi-generational living solution, or a property with income-producing potential, 501 W. Sumner St. delivers an exceptional combination of location, flexibility, and modern upgrades. This is a truly turnkey opportunity that stands out from the rest. Schedule your private showing today and experience everything this remarkable property has.

501 Sumner Street, Kissimmee
$1,650,000
5 Beds ⋅ 5 Baths ⋅ Reunion Ph 01 Prcl 01 Unit 03 SubDv. ⋅ 34747 Zip Code
Ideally located on a PREMIER LOT within the award-winning REUNION RESORT, this luxurious GOLF FRONT ESTATE home overlooks the 2nd hole of the Tom Watson signature golf course. With an ACTIVE TRANSFERRABLE MEMBERSHIP and benefiting from a NEW ROOF (Oct 2025), this spectacular TURNKEY & FULLY FURNISHED home is set out over 3 floors which are serviced by a residential ELEVATOR. Perfect for entertaining family & guests, the VERSATILITY OF USAGE ranges from a primary residence, second/vacation home and/or high yield investment asset. With stunning curb appeal, the approach to the home immediately sets the scene of grandeur with its inviting covered front porch and double heighted entryway foyer. The floorplan flows effortlessly with its OPEN-PLAN CONCEPT living featuring a focal point gourmet kitchen with expansive island and stainless-steel appliances, separate dining space & expansive family room with multiple seating areas and gorgeous two-sided fireplace. The ensuite guest bedroom on the 1st floor has direct access to the patio/pool and there are two primary bedrooms with lounge areas & ensuite bathrooms situated on both the 2nd and 3rd floors. In addition there are two BESPOKE THEMED bedrooms – a magical Harry Potter bedroom which sleeps 10 and a seaside beach inspired bedroom which sleeps 8 together with a stunning hidden immersive undersea hideaway gaming/playroom. The property boasts abundant spaces for both relaxation as well as ample ENTERTAINMENT AREAS including a dedicated themed arcade room as well as pool, card and games tables. Seamlessly blending the indoor with the outdoor and further complementing the home, there is access to multiple PRIVATE BALCONIES to avail of the early morning sunrises or evening sunsets. Enjoy outdoor Florida lifestyle at its finest sitting out on the large patio OASIS area soaking up the sunrays, swimming in the pool or lounging in the spa. Cook on the outdoor grill and dine poolside whilst admiring the backdrop of the unbeatable PANORAMIC VIEWS overlooking both the pool area as well as the stunning sweeping views of the fairway. Reunion Resort features three world class golf courses (designed by Arnold Palmer, Tom Watson & Jack Nicklaus), a golf academy, Clubhouse at The Bear’s Den, six onsite restaurants, twelve community swimming pools, a multimillion-dollar water park, Har-True tennis courts, pickleball, bocce ball, volleyball, crazy golf, a playground, full-service salon and spa. Reunion is conveniently located a couple of miles away from Walt Disney World Resort, Seaworld and Universal Studios. Video as well as 3D virtual tour & floorplan available! DON’T MISS OUT, schedule your showing today!

7481 Gathering Loop, Reunion
$949,000
4 Beds ⋅ 4 Baths ⋅ Charleston Place SubDv. ⋅ 34747 Zip Code
Is there a 4-bed townhouse in Celebration with rental potential and room for everyone? At 331 Celebration Blvd, you get over 3000 sq ft, 4 bathrooms (no more morning traffic jams), and a detached garage apartment perfect for income, guests, or that one relative who “just needs a little space.” Welcome to life in Celebration where space, flexibility, and location finally agree with each other. This 4 bedroom, 4 bathroom townhouse sits on a bright corner lot and delivers over 3000 sq ft of living space designed for real life. This beautiful home features concrete block construction, designed and built by Issa Homes, one of Florida's premier builders. The detached garage apartment opens the door to rental income, long term guests, or a private retreat that keeps everyone happy and under one roof, just not too close. The beautiful yard is ready for pets, play, or peaceful mornings, while the large front porch invites you to slow down and actually enjoy your coffee. A 2 car garage keeps things practical, and the layout keeps things flowing. Just minutes from shopping, schools, daycare, parks, and community pools, plus easy access to Walt Disney World and Orlando International Airport, this 4-bed townhouse in Celebration makes everyday living feel a little more magical, without the theme park lines.

331 Celebration Boulevard, Celebration
$999,999
5 Beds ⋅ 3 Baths ⋅ Pleasant Hill Trails Unit 2 SubDv. ⋅ 34746 Zip Code
This elegant estate home is located in Kissimmee with close proximity to Central Florida business and Orlando communities with an astounding 5.47 total acres of land surrounding the actually developed almost 2 acres. This is privacy and land at an affordable price. The breathtaking tree-lined private drive creates eager anticipation for the primary residence. This is a compound for the large family or extended family. Not to be disappointed, you are welcomed via a circular driveway entrance with abundant parking for the family with multiple automobiles or guest parking. You enter through the beautiful double mahogany door to the stunning home with large open rooms including, foyer, dining, den, oversized pool, and tremendous fourth bedroom or game room. The kitchen is equipped with high-end appliances and gorgeous wood cabinetry. The additional 1 bedroom 1 bath detached guesthouse with kitchenette overlooks the stunning wooded and greenbelt views. This home has million dollar-type upgrades at a very affordable price. 3 a/c systems, radio/intercom system throughout, Anderson windows are double paned and insulated, lush landscaping, tiled roof, outside screened lanai with views of a magnificent natural wooded landscape. Additional amenities are 10-12 foot ceilings, crown molding, dual water heaters, fully tiled home, new skylights, remodeled laundry room, new stainless steel oven, dishwasher, refrigerator, custom blinds, RV electrical hookup by garage/guest apartment. Gorgeous, private retreat.

3150 Appaloosa Court, Kissimmee
$1,949,000
5 Beds ⋅ 5 Baths ⋅ Celebration Village Unit 2 SubDv. ⋅ 34747 Zip Code
Perfectly positioned in the heart of Celebrations Main Village, Canna Lily on Water Street represents a rare opportunity to own one of only five estate homes on iconic Water Street, known for its picturesque canal running down the center of the street. Just across from the Celebration Golf Club and only a short stroll to Market Street, community events, and Lakeside Park, the location is exceptional. Upon entering, you are welcomed by a gracious foyer with a formal dining room to the right and a private office to the left. Straight ahead, the home opens into a dramatic two-story great room, filled with natural light and framed by classic columns with custom millwork, anchored by a gas fireplace—creating a striking yet inviting central gathering space. This stately Colonial residence offers an expansive and thoughtfully designed floor plan, blending timeless architecture with functional, everyday livability. Generous living areas unfold with a natural flow, ideal for both refined entertaining and comfortable daily life. The first-floor primary suite provides a private and well-appointed retreat with both comfort and convenience, featuring French doors that open directly to the pool. Upstairs, the second floor is thoughtfully designed with one en-suite bedroom, along with two additional bedrooms connected by a Jack and Jill bath. One of the bedrooms features a dedicated homework or study area, adding a layer of functionality for today’s lifestyle. An additional room on this level offers flexibility as an office or playroom and can easily be converted into an additional bedroom with the addition of a closet. Beyond the main residence, a private pool creates a true backyard retreat—perfect for both quiet relaxation and entertaining. The garage apartment offers a fully independent mother-in-law suite above the three-car garage, ideal for extended family, guests, or flexible use. With only five estate homes on Water Street, the combination of location, layout, and rarity make Canna Lily on Water Street a truly compelling offering.

403 Water Street, Celebration
$749,000
3 Beds ⋅ 3 Baths ⋅ Celebration North Village Unit 3 SubDv. ⋅ 34747 Zip Code
Welcome to 206 Norfolk Place—an inviting 3-bedroom, 2.5-bath home offering 2,077 sq. ft. of timeless design in the highly sought-after North Village of Celebration. Built in 1999 within DISNEY'S MASTER-PLANNED COMMUNITY, this two-story residence blends CLASSIC AMERICANA CHARM with modern comfort—reminiscent of a home straight out of a Norman Rockwell painting. From the moment you arrive, you’ll be drawn to the white picket fence, welcoming FRONT PORCH, dormer accents, and TREE-LINED STREETS, all contributing to exceptional curb appeal. Located on a private street with COURTYARD BENCHES and SIDEWALKS, this home offers a peaceful setting perfect for enjoying the Florida lifestyle. Inside, the home features 9-foot ceilings throughout with dramatic CEILING HEIGHTS REACHING OVER 19 FEET in the main living areas, creating a bright and OPEN ATMOSPHERE. The first floor is thoughtfully designed for RELAXING and ENTERTAINING, offering a spacious family room with soaring ceilings, a formal living room with chair rail detail, and a flexible office/den with FRENCH DOORS that can easily serve as a FOURTH BEDROOM, home gym, flex space or additional living space. The renovated kitchen is well-appointed with GRANITE countertops, white cabinetry, CUSTOM TILED BACKSPLASH and PULL-OUTS, GE STAINLESS STEEL appliances, PANTRY, and an OFFICE NICHE, all filled with NATURAL LIGHT. Adjacent dining and living spaces flow seamlessly to the PRIVATE SIDE COURTYARD with BRICK PAVERS, creating an ideal outdoor setting for grilling, entertaining, or relaxing in your own PRIVATE OASIS. Upstairs, all bedrooms provide a quiet retreat with a BALCONY OVERLOOKING THE FAMILY ROOM. The primary suite includes a walk-in closet, dual vanity, and walk-in shower, along with an EXTRA-LARGE STORAGE room nearby. Additional bedrooms feature ceiling fans, window treatments, and ample closet space. ADDITIONAL HIGHLIGHTS include: • Roof (2025). • Rheem Hybrid Water Heater (2018). • Carrier HVAC (2011). • Water filtration system. • Ambient heat hot water system. • In-wall speaker system (no console). • Security system. • Insulated garage door. • Wi-Fi controlled irrigation system. • Oversized 2-car garage with Wi-Fi opener, pegboard, and split HVAC. Celebration is one of CENTRAL FLORIDA'S MOST UNIQUE AND DESIRABLE COMMUNITIES, offering a true LIVE-WORK-PLAY LIFESTYLE. Residents enjoy RESORT-STYLE AMENITIES including multiple pools, tennis, basketball, sand volleyball, pickleball, fitness center, walking and biking trails, dog parks, playgrounds, pavilions, and sports fields. The community also hosts year-round events such as well as weekly FARMERS MARKETS, seasonal FESTIVALS, holiday CELEBRATIONS, car shows, and summer CAMPS. The location offers exceptional convenience—just minutes from WALT DISNEY WORLD, UNIVERSAL STUDIOS and SEAWORLD, major highways including I-4, 417, and 429, and Orlando International Airport. You’re also a short drive to Downtown Orlando, where you can enjoy PROFESSIONAL SPORTS, CONCERTS, and year-round events. And within approximately 90 minutes, you can reach both Florida coasts—from the Atlantic BEACHES to the beautiful GULF COAST shoreline. *****PLEASE see attachments for everything you can enjoy in the Celebration Lifestyle.***** If you’ve been looking for a home that offers character, community, location, and lifestyle, this is your opportunity to own a piece of Celebration. SCHEDULE YOUR PRIVATE SHOWING TODAY.

206 Norfolk Place, Celebration
$560,990
3 Beds ⋅ 3 Baths ⋅ Celebration Island Village SubDv. ⋅ 34747 Zip Code
Under Construction. The Amelia is a thoughtfully designed two-story home offering 3 bedrooms, 2.5 bathrooms, 1,652 square feet of living space, and a detached two-car garage, ideally located in Celebration, FL—one of Central Florida’s most desirable master-planned communities near Walt Disney World and Orlando’s top attractions. This open-concept floor plan welcomes you with a warm and inviting foyer that flows seamlessly into a spacious great room, dining area, and cozy breakfast nook—perfect for everyday living and entertaining. The modern kitchen serves as the heart of the home, featuring a large center island with breakfast bar seating, ample cabinetry, and gas service for the range or cooktop, ideal for home chefs and gatherings alike. Upstairs, the private primary suite offers a relaxing retreat with dual walk-in closets and a well-appointed bath featuring a dual-sink vanity. Two additional bedrooms share a convenient Jack-and-Jill bathroom, providing both privacy and functionality for family or guests. Outdoor living is enhanced with a large partially covered lanai, perfect for enjoying Florida’s year-round sunshine, outdoor dining, or relaxing evenings. Located in Celebration, FL, this home offers easy access to highly rated schools, resort-style amenities, walking trails, parks, dining, shopping, and major highways including I-4 and SR-417. Experience the charm of Celebration living combined with modern new construction design in The Amelia

1792 Headland Loop, Celebration
$621,990
3 Beds ⋅ 3 Baths ⋅ Celebration Island Village SubDv. ⋅ 34747 Zip Code
MOVE IN READY - GREAT INCENTIVES - The Anastasia is a beautifully designed 2-story end unit featuring 3 bedrooms, 2.5 bathrooms, and a 2-car attached garage. With 9’4” ceilings on the first floor and 9’ ceilings upstairs, this home offers a bright, open-concept floorplan perfect for modern living. The kitchen includes stainless steel appliances, gas service to the range/cooktop, and a breakfast bar at the island. The private owner’s suite features a walk-in closet and dual-sink vanity, while a covered lanai provides an ideal space for outdoor entertaining and enjoying Orlando’s year-round sunshine. Living in Celebration offers walkable streets, top-rated schools, lakeside views, vibrant downtown shops, and community events, all just minutes from Walt Disney World. Experience the perfect balance of charming small-town living and modern convenience in this highly sought-after Central Florida community.

1943 Seawall Way, Celebration
$625,990
3 Beds ⋅ 3 Baths ⋅ Celebration Island Village SubDv. ⋅ 34747 Zip Code
Move-In Ready - The Anastasia is a stunning two-story end-unit home featuring 9’4” ceilings on the first floor and 9’ ceilings upstairs, creating an open and airy layout. This 3-bedroom, 2.5-bathroom home with a 2-car attached garage offers the perfect combination of style and functionality. The gourmet kitchen includes stainless steel appliances, gas service to the range/cooktop, and a spacious island with breakfast bar, ideal for entertaining or everyday family living. The private owner’s suite features a dual-sink vanity and walk-in closet, while a covered lanai extends living space outdoors for dining, relaxing, or enjoying Florida’s year-round sunshine. Living in Celebration means walkable streets, tree-lined neighborhoods, scenic lakes, top-rated schools, boutique shopping, and year-round community events, offering a charming small-town lifestyle with modern convenience in one of Central Florida’s most sought-after communities.

1901 Seawall Way, Celebration
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