luxury property for sale Jacksonville, United States

Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register of Historic Places. This world-class historic mansion has recently been renovated from top to bottom to perfection with soft coastal hues in mind, enjoy the well-designed balance of rich historic beauty and modern luxury. With 5800 square feet of living space, five bedrooms and three and a half bathrooms in the main house and a two bedroom, one bath apartment with private entrance, a full kitchen, living and dining rooms - this home is ideal for multigenerational living or additional income. Located on historic St. George Street, the shops, restaurants, landmarks and culture of the Nation's Oldest City are only steps away. The highly active community association provides additional opportunities to socialize and enjoy the buzz of downtown living. Built in 1893 as a winter retreat for John J. Upham, a veteran of the Civil War and Plains Indian War, this remarkable home showcases the graceful blend of Queen Anne Victorian architecture with examples of Moorish Revival in the courtyard arches. With stunning original millwork, wood floors and unique octagonal shape, this home will take you back to the splendor of the Gilded Age. From joyous Flagler Era galas to legendary Mardi Gras celebrations, The Upham Winter Cottage has been a witness to countless extraordinary events throughout the ages. Today, as you step foot within these storied walls, you become a part of the Upham Winter Cottage's narrative and assume the role of its guardian, preserving the heritage of the past while crafting a new chapter in its history. Nothing compares.

A prized island neighborhood tucked beside Anastasia State Park, this is where life slows to the rhythm of the tides, shoes are optional, and biking to the beach becomes part of your everyday routine. Reminiscent of the classic beach bungalows that line the East Coast, 24 Flamingo Drive welcomes you first from its inviting front porch where greeting the sun with coffee in hand is a good start to the morning. Inside, natural light pours through six windows in the expansive gathering room, shifting beautifully throughout the day. Original honey-toned wood floors ground the space with warmth and character, and barefoot living feels perfectly at home. Arrange the space to suit your style and with 420 square feet, living and dining can live happily together. With a nod to keeping the character true to the period, the new kitchen will speak to the person who loves to wield the wooden spoon. Guests can gather at the bar or banquette tucked into the windowed alcove, offering conversation and the occasional helping hand. Abundant cabinetry and generous counter space keep everything organized within easy reach. Just beyond, the screened porch extends living space outdoors for slow breakfasts, afternoon naps in the breeze and cocktails under the evening sky. Three bedrooms line the south side of the home, welcoming morning light, while both bathrooms are conveniently accessible from main living spaces. At the rear of the house, laundry and a wall of storage connect to the side entrance which leads to the carport, workshop and additional parking. Along the sunny southern edge of the property, a four inch wall borders the driveway. It's a terrific canvas for container gardens that thrive in the sunshine. Set on nearly 1/3 of an acre, the property offers an enviable balance of open sun and mature shade. The home sits comfortably centered, with abundant parking to one side and a deliciously private yard to the other. There’s room here for imagination to take shape: am en-suite retreat, a pool for year-round swims, an outdoor kitchen and dining terrace?. This neighborhood has long been treasured for its proximity to both Anastasia State Park and Anastasia Boulevard. The island’s version of Main Street is lined with independent restaurants, shops, markets and local favorites. The park itself feels like a world apart, where protected shoreline, nesting birds and endless shells create a landscape that never loses its magic. Spend your days biking the four mile coastline, paddling through Salt Run, hiking shaded hammock trails or enjoying a picnic beneath windswept oaks while gopher tortoises wander nearby. It’s a lifestyle rooted in nature and simplicity. Also nearby are the St Augustine Lighthouse and Maritime Museum and the St Augustine Amp. Climb the lighthouse for sweeping coastal views, explore the museum or launch your boat into the Intracoastal for a day of fishing. At the Amp, nationally known musicians share the stage year-round, while Saturdays belong to the best farmers market which is replete with local produce, fresh breads, flowers, cheeses and music drifting from the Front Porch stage. If this sounds like the life you’ve been searching for, you’ll likely find us sitting on the front porch at 24 Flamingo Drive.

This one of a kind property captures your attention as soon as you drive through the gate! A truly hidden treasure loaded with unique charm and character. You will see the main home, a log cabin home and the adorable playhouse! Some of their features include custom woodwork finishes throughout, a screened veranda overlooking the lake, beautiful stone fireplace, large family room with stunning lake views, and a covered summer kitchen. There is 168 feet of white sandy beach and a boat dock with a solar powered lift. Crystal Lake is a spring fed lake stocked for fishing. Also included with this waterfront property is 4+/- wooded acreage across the street. Great potential for vacation rentals!

Nestled where ancient oaks tell a story, 409 Kelsall Avenue is a 6 bedroom, 5.5 bathrooms, spanning approximately 5000 sf of coastal charm and sun-drenched elegance. Built in 2021, the bespoke cottage invites you to live the dream of barefoot mornings and starlit soirees, just a heartbeat stroll from the beach, shopping and dining area. The property is equipped with smart controls, heated saltwater pool, lush outdoor entertainment and grilling area, private golf putting green, fire pit and being offered fully furnished and equipped. There is no HOA or rental restrictions, ready for the most demanding buyers. Schedule your private showing today and experience the island feel at its finest.

Welcome to 131 Worthing Road, a beautifully maintained home tucked into one of St. Simons Island’s most convenient mid island neighborhoods. With peaceful marsh views and a fresh, move in ready interior, this property offers the ideal blend of comfort, location, and coastal charm. Inside, the home feels bright and inviting, with a layout that flows easily for everyday living. Large windows draw in natural light and frame the serene marsh backdrop, giving the main living spaces a calm, connected to nature feel. The kitchen, living, and dining areas work seamlessly together—perfect for both relaxed evenings and casual entertaining. The home’s move in ready condition means all the work has already been done for you. Thoughtful updates, well maintained systems, and clean, timeless finishes allow you to settle in immediately and start enjoying island life. Located in the heart of the mid island corridor, you’re just minutes from shopping, dining, schools, and the beach—close to everything yet tucked away in a quiet, established neighborhood. 131 Worthing Road delivers the lifestyle so many buyers want on St. Simons: views, convenience, and a home that’s ready from day one.

Set within one of the Golden Isles’ most sought-after subdivisions, this exceptional low-country custom home offers the perfect blend of privacy, craftsmanship, and lifestyle—positioned on an expansive 1.3-acre WATERFRONT lot beneath a canopy of mature coastal oaks. Built in 2018, the residence showcases timeless architecture paired with thoughtfully curated modern finishes. Inside, you’ll find spacious, light-filled rooms designed for both everyday living and effortless entertaining. The main level features a luxurious primary en suite with an additional room perfect for an office or nursery, offering convenience and retreat-like comfort. Off of the foyer is a handsome office with custom built-ins provides an ideal home office environment. At the heart of the home, the kitchen is both functional and inviting, highlighted by a charming walk-in pantry complete with a dedicated coffee bar—perfect for morning routines or hosting guests. Every detail has been considered to create a warm yet refined atmosphere throughout. Outdoors, the property truly shines, and the way the home is situated on this lake front, creates a desirable aesthetic and impeccable curb appeal. The beautifully designed backyard includes a private pool, dedicated gardening areas, and a place to enjoy fishing or bird watching. This detached 3-car garage that is a rare find. Purpose-built for the car enthusiast, this impressive structure includes a professional-grade lift and nearly 1,000 square feet of heated and cooled space above the garage—perfectly suited as a guest apartment, studio, or private retreat. With its combination of acreage, newer construction, specialty garage, and versatile living spaces, this property offers a unique opportunity in a high-demand neighborhood where homes rarely become available.

Situated on over an acre in the established St. Clair community, this exceptional 5-bedroom home offers the perfect balance of privacy, comfort, and natural beauty. Surrounded by majestic mature oak trees and positioned along the creek, the property features serene water views and abundant wildlife that create a peaceful, retreat-like setting. Inside, you'll find spacious living areas, an updated kitchen designed for gathering, and thoughtfully designed spaces ideal for both everyday living and entertaining. This home has very large bedrooms and an abundance of closet and storage space. Outside, some of the main selling features of this home include: the covered brick patio, the fishing platform overlooking the creek and the large private backyard. You will appreciate the relaxing outdoor spaces, and the tranquil surroundings that make this property feel worlds away while still being conveniently close to everything.

Oak Terrace is a core investment type (aka mailbox money) multifamily complex comprised of 12 total units, consisting of eight (8) townhouse units of 2 bedroom, 1.5 baths and four (4) 2 bedroom 1 bathroom flats, each totaling 900/SF of conditioned space. Centrally located in the heart of one of SW Gainesville's highest growth areas, Butler Plaza and Celebration Point, Oak Terrace is 1.5 miles from the University of Florida, and within short distance to major retailers such as Target, Walmart, Best Buy, Dick's Sporting Goods as well as Publix, Aldi, Total Wine, Sam's Club, and Lowe's. Built in 1981 and 1982 with concrete block construction, Oak Terrace recently experienced full and complete remodels to their units both cosmetically and mechanically, inside and out. The current in-place rents are $1,222/month with 2024 rents already set at $1,350/month across all 12 units. Tenants pay all utilities through individual metering directly to the utility company. All units have washers and dryer hookups. Parking for Tenants is located directly in front of the building.

One or more photo(s) has been virtually staged. Seller is offering up to $25,000 towards Buyer's closing costs with a full price offer! For the first time in 25 years, this exceptional Southern Traditional estate presents a rare opportunity to own one of Longwood's most distinguished residences. Originally designed as the builder's personal model home, this home showcases timeless craftsmanship, architectural charm, and meticulous pride of ownership throughout. Nestled on a professionally landscaped 1.01-acre homesite within the coveted Ravensbrook community, an intimate enclave of nearly 80 custom homes, treasured for its spacious lots and tree-lined streets shaded by a mature canopy of oaks. Impressive curb appeal sets the tone from the moment of arrival. A welcoming front porch, framed by lush mature landscaping, creates an elegant first impression. Encompassing 3,443 square feet of thoughtfully designed living space, the home features 5-bedrooms, 4.5 bathrooms, and a highly desirable floor plan with both the primary suite and an additional bedroom located on the main level. A dramatic two-story entry welcomes guests with soaring 20-foot vaulted ceilings, marble tile floor, refined crown molding, Colonial trim details, raised-panel doors, plantation shutters, and exquisite beveled-glass transoms adorning every downstairs doorway. Designed for both everyday comfort and gracious entertaining, the heart of the home is highlighted by a stunning double-sided wood-burning fireplace, showcasing exceptional brick craftsmanship and engineered hardwood flooring. The kitchen boasts distinctive tongue-and-groove oak ceiling, granite countertops, a center island, stainless steel appliances, and a dining area for casual meals and gathering. Traditional swinging doors provide convenience to the separate formal dining room, creating an ideal flow for hosting dinners. The private primary suite serves as a luxurious retreat, complete with a beautifully renovated spa-inspired bathroom. Upstairs, 3 generously sized bedrooms, each enhanced by character-rich vaulted ceilings. One bedroom includes its own private ensuite bath and spacious walk-in closet. Completing the second floor is a separate bonus room located above the garage, featuring rich wood parquet flooring and a closet, offering flexibility as a media room, home office, fitness studio, playroom, or guest suite. French doors lead to a screened lanai overlooking the sparkling swimming pool and spa, complemented by a summer kitchen for storage and entertainment. Additional highlights include a well-appointed laundry room with built-in cabinetry, utility sink, washer and dryer, a three-car garage with epoxy-finished flooring and custom storage cabinets, and an expansive paver driveway that provides a grand arrival experience. For nature lovers and outdoor enthusiasts, Ravensbrook offers a unique lifestyle amenity through exclusive access to Cushman Park, a community waterfront lot named in honor of the original developer. Residents may enjoy Rice Lake for kayaking, paddleboarding, and other recreational pursuits. Ideally situated along the prestigious Markham Woods Corridor, residents enjoy convenient access to an array of shopping, dining, premier golf courses, and nature trails, all while zoned for Seminole County's highly sought-after public schools. Just minutes away is the renowned Seminole Wekiva Trail, a nearly 14-mile paved recreational trail, for walking, running, cycling, and enjoying Central Florida's natural beauty.

At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduce a dramatic arrival, where a grand porte-cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass and abundant natural light. A striking 5-by-8-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between kitchen and family room. The chef's kitchen is a showpiece, featuring Wolf appliances, built-in refrigeration and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are paired with Seminole County's desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches and Central Florida's world-renowned attractions, this is a legacy property that defines elevated Florida living.

Along a charming brick street in one of the desirable areas of southwest Orange County, this beautifully updated 1938 cottage-style home offers a blend of historic character and modern convenience in the heart of downtown Winter Garden. On an oversized, fully fenced corner lot within the sought-after golf cart district, this rare gem is just blocks from historic Plant Street, the famed Plant Street Market, weekend farmers market, premier dining, shopping, entertainment and scenic West Orange Trail. This inviting three-bedroom, two-bath home features 1,273 square feet of thoughtfully updated living space with stylish laminate and ceramic tile flooring throughout, blending timeless charm with modern finishes. Inside, you'll find a functional layout with inside laundry, a warm and welcoming atmosphere, and a newer air-conditioning system for added peace of mind. Enjoy quiet mornings or relaxing evenings from the desired front and rear porches overlooking the fully fenced yard, ideal for entertaining, pets or simply enjoying the Florida lifestyle. The oversized double carport and extended driveway provide abundant parking, while the exterior storage room within the carport offers exceptional flexibility for hobbies, tools, golf cart accessories or additional storage needs. Homes with this level of charm, character and accessibility rarely become available in downtown Winter Garden. Combining an unbeatable location, oversized corner lot and the convenience of golf cart living just near everything Plant Street has to offer, this is a special opportunity to own a piece of one of Central Florida's beloved historic communities.