Orange Homes with Historic Architectural style

Orange Homes with Historic Architectural style

Welcome to Orange County, Florida, where history and modern living harmoniously intertwine. Nestled in the heart of Central Florida, Orange County is renowned for its vibrant communities, stunning landscapes, and rich cultural heritage. This captivating region is home to iconic attractions like Walt Disney World and the serene beauty of Lake Eola Park, making it a prime destination for families, professionals, and retirees alike.

One of the most alluring aspects of Orange County is its collection of homes that showcase historic architectural styles. From charming bungalows to elegant Mediterranean Revival estates, these residences offer a glimpse into the past while providing the comforts of contemporary living. The historic districts, such as those found in Winter Park and Orlando, are adorned with tree-lined streets and picturesque homes that exude character and charm. Each property tells a story, reflecting the craftsmanship and design trends of their respective eras.

Owning a historic home in Orange County is not just about the architecture; it’s about becoming part of a community steeped in tradition. These homes often come with unique features like original hardwood floors, intricate moldings, and vintage fixtures, allowing you to enjoy a piece of history while creating new memories.

With its perfect blend of historical significance and modern amenities, Orange County invites you to discover a lifestyle that celebrates the past while embracing the future. Whether you’re drawn to the allure of a historic home or the vibrant community spirit, Orange County is ready to welcome you home. Come explore the possibilities and find your perfect slice of paradise today!

Newest Orange Homes with Historic Architectural style

$1,849,900
3 Beds ⋅ 3 Baths ⋅ College Place Rep SubDv. ⋅ 32789 Zip Code
**Third, Fifth, and Sixth MLS photo's are virtually rendered showing the potential of an off white painted exterior if painted** A rare opportunity to own a piece of Winter Park history in the coveted College Quarter. Built in 1922 and recognized as a designated historic residence, 318 Vitoria Avenue is a distinctive Mission Revival home offering timeless architecture, remarkable craftsmanship, and an exceptional lifestyle near Lake Virginia, Rollins College, and Park Avenue. Set on an elevated homesite along one of Winter Park’s picturesque brick streets, this 3-bedroom, 2.5-bath residence offers 2,036 square feet thoughtfully oriented to embrace natural light and breezes from nearby Lake Virginia. Its Mission Revival architecture is showcased through graceful arches, classic stucco construction, barrel-tile accents, distinctive balconies, and a secluded courtyard framed by custom ironwork created by a local master craftsman. Inside, original oak and heart-pine floors preserve more than a century of character. The expansive great room serves as the heart of the home, featuring 10-foot exposed-rafter ceilings, dramatic arched windows with handblown glass, a wood-burning fireplace, and French doors that create a seamless connection to the courtyard and pool. The kitchen features an oversized butcher-block island, imported tile, oak cabinetry, a breakfast nook, and adjoining pantry and laundry areas. Uniques details continue with custom coquina flooring on the porch and intricate tilework in the Florida room, both created by a Disney Imagineer and adding an exceptional layer of artistry and one-of-a-kind craftsmanship to the home. Upstairs, three bedrooms feature original heart-pine flooring, abundant natural light, built-in storage, balconies, and select views toward Lake Virginia. An unfinished basement provides valuable additional storage—an uncommon feature in Central Florida. Thoughtful improvements complement the home’s historic character, including a roof completed in 2021, air-conditioning system installed in 2020, recently updated tankless water heater, and a 2026 electrical panel upgrade with whole-home surge protection. Outside, mature landscaping surrounds the private plunge pool and courtyard, creating an intimate setting for relaxing and entertaining. College Quarter residents enjoy exclusive access to a private neighborhood park and dock on Lake Virginia, providing a wonderful connection to kayaking, paddleboarding, boating, and Winter Park’s Chain of Lakes. Rollins College, Park Avenue, Central Park, museums, restaurants, boutiques, and many of the city’s most celebrated destinations are all close at hand. Held by the same family for 46 years, 318 Vitoria Avenue represents a rare convergence of historic architecture, bespoke craftsmanship, meaningful modern improvements, private outdoor living, lake access, and an extraordinary Winter Park location. A distinctive residence ready for its next chapter.

318 Vitoria Avenue, Winter Park
$1,100,000
6 Beds ⋅ 3 Baths ⋅ Eola Park Heights SubDv. ⋅ 32803 Zip Code
Experience the best of Downtown Orlando living, just a short stroll from iconic Lake Eola! Imagine starting your mornings with a walk around the lake, grabbing coffee at a neighborhood café, spending weekends at the award-winning Farmers Market, and enjoying concerts, festivals, outdoor yoga, swan boat rides, and year-round events, all just moments from your front door. Indulge in Orlando's vibrant dining scene, rooftop lounges, craft breweries, boutique shopping, nightlife, the Dr. Phillips Center for the Performing Arts, Kia Center, Inter&Co Stadium, and the Central Business District. With easy access to SunRail and major highways, this is urban living at its finest in the heart of The City Beautiful. Designed with exceptional flexibility, this one-of-a-kind property adapts to your lifestyle. Properly zoned for short-term rentals, the current owner has successfully welcomed repeat guests while enjoying the home as a primary residence. Live on either level while generating income from the other, create the perfect in-law suite, lease one residence long-term, or accommodate extended family with complete privacy. However you choose to use it, the possibilities are truly endless. The main residence features 4 bedrooms, 2 bathrooms, a spacious family room, full kitchen, and laundry room, creating the feel of a traditional single-family home. The private lower-level residence offers 2 bedrooms, 1 bathroom, a full kitchen, expansive living room, dining area, laundry room, and its own private entrance, providing completely independent living accommodations ideal for family, guests, or rental income. Additional highlights include a remodeled main-floor kitchen and bathrooms, a beautifully renovated lower-level residence, a roof approximately nine years old, and a transferable termite bond for added peace of mind. Opportunities like this are exceptionally rare. Combining an unbeatable Downtown Orlando location with legal short-term rental zoning, true dual-living functionality, and outstanding income potential, 1008 E. Ridgewood Street offers a lifestyle and wealth-building opportunity unlike anything else on the market. Whether you're looking to offset your mortgage, create the perfect multi-generational living arrangement, build long-term wealth through rental income, or simply own a one-of-a-kind home in one of Orlando's most sought-after neighborhoods, this is truly a once-in-a-lifetime opportunity. Schedule your private showing today!

1008 E Ridgewood St, Orlando
$1,795,000
4 Beds ⋅ 4 Baths ⋅ Keene's Pointe SubDv. ⋅ 34786 Zip Code
Something unexpected! Something unique! An amazing space! Welcome to 6241 Blakeford Drive, where the charm, character, and glamour of this custom-built jewel box home are sure to impress. Designed to capture natural light and stunning water views, this residence offers a floor plan that is both functional and unforgettable. At the heart of the home is a spectacular Great Room featuring soaring 30-foot ceilings and dramatic picture windows that frame breathtaking views of the pool, pond, and colorful Florida sunsets. Abundant natural light fills the space, creating an inviting atmosphere that seamlessly connects the main living areas. The thoughtfully designed split floor plan places the spacious primary suite in its own private wing, complete with French doors opening to the pool and a luxurious spa inspired bath showcasing exquisite custom tilework that is truly a work of art. On the opposite side of the home, you'll find a bright office or fifth bedroom with adjacent full bath, an additional guest bedroom, and a rear bedroom overlooking the garden and water, also with convenient pool access. The boutique-style kitchen is a showpiece, highlighted by a dramatic stacked-stone exhaust wall that beautifully complements the matching stone fireplace in the great room. Together, these elements create a warm and cohesive gathering space perfect for everyday living and entertaining. The formal dining room offers flexibility as a sitting room or entertaining space, while the breakfast nook is perfectly positioned to enjoy tranquil pond views and unforgettable sunsets. Upstairs, a spacious bonus room, fourth bedroom, full bath, and stackable washer/dryer closet create a private retreat ideal for guests, extended family, or multigenerational living. Situated on just over one-third acre with 90 feet of waterfront frontage, the property enjoys long pond views and stunning sunset vistas. The oversized three-car garage and prime location just steps from the Golden Bear Clubhouse add to the home's appeal. Move-in ready and worry free with new ACs and roof (2024) new quartz countertops (2023 & 2026), new flooring (2023) and newly painted exterior (2025).

6241 Blakeford Drive, Windermere
$535,500
2 Beds ⋅ 1 Baths ⋅ Eola Rose Annex SubDv. ⋅ 32801 Zip Code
Tucked away on a charming historic brick-paver street in the heart of Thornton Park, this fully remodeled home offers a rare balance of vibrant city living and peaceful neighborhood charm, where you can enjoy the energy of Downtown Orlando while still being surrounded by tree-lined streets, scenic walks, and beautiful parks just around the corner, step inside and you’ll immediately feel the difference as natural light fills the home through beautiful windows creating a bright, airy atmosphere, this residence has been completely rebuilt from the studs out with thoughtful upgrades throughout to deliver modern comfort, efficiency, and long-term peace of mind, just minutes away from everything that makes this area so desirable including Lake Eola Park and Dr. Phillips Center for the Performing Arts along with dining, cafes, and local boutiques, featuring new framing, drywall, and fresh interior paint, updated electrical and plumbing, brand-new HVAC system plus 4-zone mini-split for individualized comfort, new roof with CertainTeed Architectural shingles (25-year manufacturer / 7-year workmanship warranty), Life proof Dusk Cherry waterproof luxury vinyl plank flooring throughout, energy-efficient JELD-WEN W-5500 windows with Sun Resist Heat Save technology, gourmet kitchen with LG stainless steel appliances, quartz countertops, tile backsplash, and upgraded cabinetry with dovetail drawers and soft-close features, recessed LED lighting and ceiling fans with remote controls, new energy-efficient insulation, tankless Eco Smart water heater, plus fresh exterior paint, new driveway, updated landscaping, and a mature starfruit tree producing twice a year, combining high-end finishes with practical upgrades in one of Orlando’s most desirable and walkable neighborhoods with easy access to parks, lakes, cafes, restaurants, and everything Thornton Park and Downtown Orlando have to offer.

1209 E Washington Street, Orlando
$1,095,000
4 Beds ⋅ 4 Baths ⋅ 30 North Park SubDv. ⋅ 34787 Zip Code
Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets, providing comfort, privacy, and flexibility for guests, multigenerational living, or work-from-home needs. A first-floor bedroom serves as an ideal guest retreat, office, or flex space. The second level features an open-concept living area anchored by a designer kitchen complete with Bosch natural gas appliances, a large island, quartz countertops, farmhouse sink, artisan tile backsplash, and floor-to-ceiling windows showcasing views toward downtown and the West Orange Trail. A secondary bedroom with dramatic custom windows adds abundant natural light. On the third floor, dual primary suites offer spacious layouts, oversized windows, powered blinds, spa-inspired walk-in showers, and quartz-finished baths. Thoughtful upgrades throughout include warm wood flooring, patterned tile accents, modern black lighting fixtures, and extensive storage. Built with an STC soundproofing rating of 69, the home provides a quiet interior environment while remaining in one of Central Florida’s most vibrant walkable districts. Enjoy balcony views overlooking the trail and experience low-maintenance living with unmatched proximity to Historic Winter Garden’s amenities. Experience refined, walkable living in the heart of Winter Garden — schedule your private showing today.

64 N Park Avenue, Winter Garden
$420,000
3 Beds ⋅ 2 Baths ⋅ Page Sub SubDv. ⋅ 32806 Zip Code
Rare opportunity in the heart of SODO and Wadeview Park: a thoughtfully updated 1940s cottage bungalow zoned for Blankner K-8 and Boone High School. This 3-bedroom, 2-bath home pairs original hardwood floors and period architectural detail with nearly $100K in capital improvements — move-in ready, with the infrastructure work already done. The layout includes a versatile bonus room suited to a home office, playroom, or additional living space. The kitchen has shaker cabinetry, granite counters, and a breakfast bar open to the main living area. Double-pane windows run throughout. Outside: a screened porch, adjoining brick patio, and an oversized, fully fenced backyard with new premium vinyl fencing. A one-car garage plus an extended driveway fits up to four additional vehicles. The location puts SODO Shopping Center, Target, and neighborhood dining within easy walking distance. Capital improvements include: City sewer conversion from septic and upgraded electrical. New HVAC system with full duct cleaning, HEPA filter, and UV lamp. Rheem tankless electric water heater, new cistern, and sump pump. Fresh exterior paint, patio renovation, and new back window. Custom closet systems throughout and a transferable termite bond. Historic character, modern systems, and a school zone that's hard to find at this price point. Schedule a private showing.

220 E Grant Street, Orlando
$834,000
3 Beds ⋅ 4 Baths ⋅ Park Place/Winter Garden SubDv. ⋅ 34787 Zip Code
131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable Park Place community in the heart of historic Winter Garden, Florida. This beautifully designed three-story home offers 3 bedrooms, 3.5 bathrooms, and 1,906 square feet of heated living space. Each bedroom features its own en-suite bathroom, providing privacy and comfort for all. This home includes an elevator that conveniently connects the first and second floors along with an oversized rear-entry two-car garage, a small balcony, and a convenient in-unit laundry closet. Inside, the open-concept main level boasts a gourmet kitchen with stainless steel appliances, a large island, and ample cabinetry. Premium finishes throughout include wood-look tile flooring, crown molding, and plantation shutters. The primary suite offers generous closet space and a spa-inspired bath with dual vanities, a soaker tub, and a walk-in shower. Thoughtful design and quality craftsmanship combine with a prime location just steps from downtown Winter Garden’s restaurants, shops, and the Plant Street Market, making this property an exceptional opportunity to enjoy upscale living in one of the area’s most sought-after neighborhoods.

131 Oak Laurel Drive, Winter Garden
$1,679,996
4 Beds ⋅ 5 Baths ⋅ Lawsona Park SubDv. ⋅ 32801 Zip Code
One or more photo(s) has been virtually staged. Meticulously renovated over two years, this residence reflects more than $875,600 in improvements and was independently appraised above the current asking price on July 2, 2026. Located in the coveted Lake Lawsona Historic District in the heart of downtown Orlando, this extraordinary 1920s estate sits on an oversized double lot with dual street access and features a completely reimagined saltwater pool, among the largest in the area, along with a private studio apartment (ADU) with its own entrance, full kitchen, and bath. Just blocks from acclaimed dining, boutique shops, parks, cultural venues, and entertainment, this distinguished historic residence is surrounded by majestic live oaks and offers a rare combination of privacy, outdoor living, and urban convenience. Inspired by the timeless architectural principles of Andrea Palladio, the home harmoniously blends historic character with modern luxury and exceptional craftsmanship. The property offers a 3-bedroom, 3.5-bath main residence with a private office, spacious laundry room, and an independent ADU ideal for guests, multigenerational living, a home office, or income-producing potential. Nearly every major system has been upgraded or replaced, including the 50-year concrete tile roof (2019), Pella windows, complete plumbing and drain systems, gas tankless water heater, electrical system and panel, dual HVAC systems, ductwork, and insulation (2024–2025). The rebuilt carport includes a new engineered foundation designed to support the expanded primary suite above, featuring its spa-like bath and custom walk-in closet. The expansive double lot provides exceptional privacy and future possibilities, while the completely reimagined saltwater pool retreat is surrounded by elegant white travertine decking and complemented by a covered lanai with motorized screens, creating a private resort-style experience rarely found in an urban setting. The thoughtfully designed interior features soaring ceilings, elegant living spaces, a formal dining room, and a chef’s kitchen with custom cabinetry, oversized island, premium Dacor double ovens, and gas cooktop. The primary suite includes a spa-inspired bath with a freestanding bathtub and expansive custom walk-in closet, while additional bedrooms offer comfort and privacy. Minutes from Lake Eola, Thornton Park, the Dr. Phillips Center for the Performing Arts, Winter Park, Park Avenue, Michelin-recognized dining, Orlando Health, and AdventHealth, this extraordinary residence offers a rare opportunity to own a fully reimagined historic estate in the center of Orlando’s most desirable urban lifestyle.

1408 E Church Street, Orlando
$1,580,000
3 Beds ⋅ 3 Baths ⋅ Willis Camps Add 01 SubDv. ⋅ 32821 Zip Code
GATED LAKEFRONT HOUSE WITH PRIVATE BOAT DOCK AROUND SEAWORLD! This 3 Bed/ 2.5 Bath single family house features 4.44 ACRES LOT and nested in Lake Willas, one of Orlando HIDDEN GEM. The home boasts an open floor plan that seamlessly connects the kitchen, dining, and living areas, creating a cohesive living space. Each floor has individual kitchen and laundry rooms. Unbeatable location with close proximity to Orlando theme parks, shoppings, restaurants and entertainment, airport, and downtown. All this and NO HOA. Schedule a private showing today and make this beautiful home your new residence or build your dream home at this remarkable LAKEFRONT LOT!

11424 Westwood Boulevard, Orlando
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