luxury houses for sale Casselberry, United States

One or more photo(s) has been virtually staged. All new price! Best deal around. Tucked away on a quiet cul-de-sac in the sought-after Hidden Oak Estates community of Longwood, this wonderful four-bedroom, 2.5-bath home has a primary bedroom upstairs and another downstairs. Both have huge closets. The spacious floor plan offers formal living and dining rooms that are all open to the family room, perfect for everyday living and entertaining alike. The spacious eat-in kitchen has a great layout and a cozy view of the family room with its wood-burning fireplace. New water heater and new plumbing throughout. The seller has a quote and will credit the buyer for the cost of roof replacement at closing. Main living areas have new luxury vinyl tile floors, vaulted ceilings and French doors. All naturally light and bright with tons of windows. Along the back of the house is a glassed-in (with screens) covered porch with a wet bar and plenty of space for play, ping pong or homeschooling. The backyard is quite large with plenty of room to add a pool. Ideally in the heart of Longwood, this home is just minutes from top-rated Seminole County schools, Orlando Health South Seminole Hospital, AdventHealth Hospital, shopping and dining and the lovely Historic Downtown Longwood. Close-by recreation includes Reiter, Big Tree and Wekiva Springs Parks and the Aiguille Rock Climbing Center. Commuters will appreciate being only five minutes from the SunRail station and about 10 minutes to State Road 417 and Interstate 4. Start your next chapter in this lovely home!

Nestled within the gated community of Hawks Crest, this thoughtfully designed single-story residence offers an exceptional blend of comfort, style and convenience in the heart of Winter Park. Spanning 1,920 square feet, this home features an open-concept floor plan that seamlessly connects the living, dining and kitchen areas, creating an inviting setting for both everyday living and entertaining. The kitchen serves as the centerpiece of the home, appointed with granite countertops, stainless steel appliances and a spacious center island with seating. The private owner's suite offers a walk-in closet and a well-appointed bath, while three additional bedrooms provide flexibility for guests, a home office or evolving lifestyle needs. A covered lanai overlooks the tranquil pond, creating the perfect backdrop for outdoor relaxation and year-round Florida living. Residents of Hawks Crest enjoy access to an impressive collection of amenities, including a clubhouse, fitness center, resort-style pool, splash pad, dog park, playgrounds, virtual guard gate and private access to Lake Howell for kayaking and paddleboarding. Ideally located just minutes from highways, Park Avenue, downtown Maitland, top-rated schools, Foxtail Coffee and Kelly's Ice Cream, this residence offers the opportunity to enjoy one of Winter Park's most sought-after gated communities.

Nestled within the gated community of Hawks Crest, this meticulously maintained two-story residence showcases over $70,000 in luxurious builder upgrades, blending timeless design, modern comfort, and effortless Florida Living. This stunning home presents an exceptional opportunity to enjoy one of Winter Park's most desirable lifestyle communities. A welcoming entry opens to light-filled interiors where soaring ceilings, elegant finishes and a thoughtfully designed open-concept floor plan create a seamless flow throughout the home. Luxurious white ceramic tile spans the entire first floor, enhancing the home's bright and airy feel while providing both beauty and durability. The gourmet kitchen serves as the centerpiece of the home, featuring upgraded cabinetry, quartz countertops, stainless steel appliances, abundant storage and an expansive peninsula with bar seating. Spacious living areas and generously sized bedrooms provide comfort and flexibility for a variety of lifestyles. Upstairs, plush carpeting creates a warm and inviting retreat, while the primary suite offers a private sanctuary complete with a large walk-in closet and a spa-inspired bath. Additional bedrooms provide ample space for family, guests, a home office or a fitness room. Sliding glass doors extend the living space to a covered lanai, creating an inviting setting for outdoor dining, morning coffee or relaxed evenings enjoying Florida's year-round climate. Residents of Hawks Crest enjoy an exceptional collection of resort-style amenities, including a clubhouse, state-of-the-art fitness center, community pool, playgrounds, dog park, scenic trails and private access to Lake Howell. The community is also conveniently located near local favorites, including Kelly's Ice Cream, Foxtail Coffee and Park Maitland Preschool. Ideally situated just minutes from Park Avenue, downtown Maitland, major highways, and top-rated schools, this exceptional home offers effortless access to Central Florida's finest shopping, dining and cultural attractions. Despite its convenient location, the community maintains a sense of privacy and tranquility.

LAKE MARY one of a kind Custom Built Estate located on a private 2.5 acre lot in a private neighborhood! A rare opportunity to own this spectacular home that has so much to offer with no expense spared! The floorplan features a grand 2 story entry, 6 bedrooms with 5 baths, an executive office, a gym, a separate living room, family room and dining room. The master suite and in-law suite are located on the first floor with the executive office and the gym. Upstairs you will find an additional bonus/family room with 4 bedrooms and 2 baths. The gourmet chef's kitchen has a wine bar and coffee station, butler's pantry, SS monogram and wolf appliances, custom stone counters and solid wood cabinets. Beautiful wine cellar with a wrought iron door located under the stairway and additional storage on both stairways. Stone and wood floors throughout all the main areas and solid stone columns and wrought iron railing located inside and out. The laundry room has extra cabinets and counter space and a mop drip station, a unique feature you will love! The tropical saltwater pool and lanai feature a built in viking grill, brick paver decking, tongue and groove ceilings and expansive balconies and sun decks! An Oversized 2 car garage plus an additional 1 car garage off the master suite and an additional workshop for all your outdoor storage needs. Located in the heart of Lake Mary with Top Rated Schools, no HOA and just minutes from the SunRail and downtown LAKE MARY & LONGWOOD Farmers market, shops and entertainment! Original owner and first time offered on the market, don't miss this property! This property may be under audio and video surveillance.

A premier street offering an accessible lifestyle to Maitland's vibrant downtown corridor, known for its community events, restaurants, Lake Lily Park, the beloved independent Enzian Theater and within view of Lake Sybelia. This custom home was completely rebuilt in 2007, adding significant square footage and incorporating a timeless transitional design. Five bedrooms, four baths, stretching across 4,814 square feet with bonus space, there are many ways to make it your own. Inspired by classic Charleston architecture with Florida influences, the exterior features French doors across the front and rear elevations, lantern-style lighting and a metal roof that enhance the home's charm while filling the interiors with natural light. Shutters and upper-level balconies at both sides of home complete the design. Enter inside to a sweeping staircase with elegant iron details, with neutral travertine flooring that flows throughout the main level and finished with volume ceilings. The kitchen, living and dining spaces blend seamlessly together, complemented by an additional sitting room with privacy doors that provide flexible living options. The kitchen features 42-inch custom cabinetry with glass-paneled doors, granite countertops, a farmhouse sink and high-end stainless-steel appliances. Generous laundry and pantry storage are bonus. The dining area showcases rich hardwood flooring, plantation shutters, built-in surround-sound speakers and direct access to outdoor living spaces. The first floor includes two bedrooms with a shared bath, along with an additional hallway guest bath. Upstairs, beautiful wood floors anchor the rooms, and the spacious primary retreat opens to a private balcony spanning across the back of home and with pool views. An expansive walk-in closet provides exceptional organization, while the primary bath features dual vanities, a rain shower with bench seating and a classic clawfoot tub. Additional upstairs laundry stack for convenience. Secondary bedrooms are spacious and full of light, and great closet storage and additional loft are a bonus. Outdoor living centers around a covered porch overlooking the pool, complete with travertine decking and dramatic fountain features. An additional pool house enhances the backyard and offers endless possibilities for guests, entertaining or a private workspace. Outdoor speaker system adds to the ambience. Additional improvements and features include a newer metal roof (2020), two HVACs (2021), water heater (tankless Rinnai installed by Maitland/Winter Park plumbing), plantation shutters throughout, a freshly painted interior, an extensive interior and exterior lighting package, and thoughtfully designed low-maintenance landscaping featuring front-yard turf, mature plantings and clean rock-bed borders. Exterior ceramic paint has a lifetime warranty. Main floor and primary suite have ceiling-installed concert speakers and outdoor speakers. Lower-floor speakers have individual room controls and are served by a pantry stereo system. This exceptional home offers a desirable location with convenient access to major roadways. Zoned for sought-after schools including Lake Sybelia Elementary, Maitland Middle School and Edgewater High School, a designated magnet school, Park Maitland elementary school, and JCC community center and school. A rare opportunity, this home is a standout in one of Maitland's special neighborhoods.

Perfectly situated along a picturesque brick lined street with sidewalks in the heart of Winter Park, this beautifully refined residence offers timeless elegance, exceptional craftsmanship and a warm, inviting atmosphere just moments from the area's renowned parks, boutiques and dining. Bathed in natural light, the thoughtfully designed two story floor plan features four bedrooms, four full baths and rich maple wood flooring throughout the main living areas. At the heart of the home, the stunning chef's kitchen is designed for both everyday living and effortless entertaining, showcasing an expansive center island with a beverage refrigerator, granite countertops, a beautiful backsplash, abundant custom wood cabinetry, a pantry and a five burner gas range with double ovens. The kitchen flows seamlessly into the spacious family room, where a gas fireplace creates a welcoming focal point and French doors open to the covered patio and private backyard, extending the living space outdoors. The elegant dining room, accented with custom wainscoting, provides a sophisticated yet comfortable setting for intimate dinners and larger family gatherings alike. Just beyond, the thoughtfully designed laundry room with a butcher block countertop, custom shelving and storage. A versatile first floor room, currently serving as a playroom, is adjacent to a beautifully appointed marble floored full bath and is equally suited as a guest suite, executive office, fitness room or flex space. Upstairs, a cozy loft landing provides an additional sitting area or workspace, while the luxurious primary suite serves as a peaceful retreat featuring a beautifully new spa inspired bath with dual vanities, granite countertops, a soaking tub, an oversized walk in shower and an impressive custom walk in closet. Two additional bedrooms are connected by a beautifully renovated Jack and Jill bath, each with its own private vanity area for added comfort and functionality. Thoughtful details including higher ceilings, generous storage, plantation shutters, crown molding and baseboards enhance the home's refined character throughout. Adding exceptional versatility, the detached guest house features a full bath and a spacious walk in closet, creating the ideal space for guests, a private home office, studio or multigenerational living. The front paver area along with a long, deep driveway provides abundant parking while complementing the home's exceptional curb appeal. Ideally zoned for highly regarded Dommerich Elementary, Maitland Middle and Winter Park High School, this exceptional property also offers a 2021 roof, three HVAC systems (one approximately three years old and two approximately six years old), a Rinnai gas tankless water heater, newly added insulation and a storage shed not within site yet easily accessed just behind the guest house and the added benefit of no HOA. This is more than a home, it is a place to gather, entertain, relax and create lasting memories in one of Winter Park's most sought after neighborhoods and a most desirable lifestyle. Welcome Home!

On a picturesque brick street in Winter Park, this beautifully designed modern traditional pool home blends timeless architecture with thoughtful, high-end finishes throughout. Built in 2015 and offering over 3,100 square feet, the home features four bedrooms, three full baths, and a flexible three-story layout designed for everyday living and effortless entertaining. A welcoming front porch leads into a bright foyer highlighted by custom millwork and warm wood flooring, setting the tone for the home's clean, curated style. The open-concept main living space flows seamlessly from the dining area into a spacious family room and a chef's kitchen designed to impress. Anchored by a generous marble island with seating, the kitchen features Viking stainless steel appliances, a gas cooktop, honed granite perimeter countertops, custom cabinetry with upper and under-cabinet lighting, and stylish tile backsplash. A wet bar with wine refrigerator adds to the home's entertaining appeal. The first floor also includes a versatile office or playroom with custom built-ins, a functional mudroom/drop zone and abundant storage throughout. Upstairs, the primary suite offers a peaceful retreat with natural light and a spa-inspired bath featuring dual vanities, a soaking tub and a glass-enclosed shower. Secondary bedrooms are well-sized and thoughtfully designed, while the third-floor bonus suite with full bath provides ideal space for guests, a home office or additional living. Outdoor living is equally inviting, with a covered back porch equipped with remote-controlled phantom screens overlooking a private, professionally landscaped yard with artificial turf and a low-maintenance pool, ideal for year-round enjoyment. Additional features include two HVAC systems with Nest thermostats, hardwood flooring on the main level, and designer finishes throughout. Zoned for sought-after schools including Dommerich Elementary, Maitland Middle and Winter Park High. This is a rare opportunity to own a move-in ready home that balances style, function and location in one of Winter Park's desirable settings.

One or more photo(s) has been virtually staged. SELLER CONCESSION 6 MONTHS PAID HOA FEES!!! Welcome to an exceptional opportunity in the heart of Winter Springs, where lifestyle, location and luxury converge at 1128 Spotted Sandpiper Loop. Positioned in a thoughtfully planned community, this residence offers the ideal balance of elegance and everyday convenience. From moment you arrive, you are embraced by a neighborhood designed for connection and ease, tree-lined streets, inviting trails and a sense of community that makes this address desirable. Ideally just moments from Winter Springs Town Center, this residence offers an accessible lifestyle. Natural light fills the interiors, creating a warm and welcoming ambiance suited for relaxed living and stylish entertaining. Thoughtfully designed across three levels, the first floor offers a private retreat ideal for guests, complete with its own en suite. The second level unfolds into the heart of the home, featuring an open concept living space with a well-appointed kitchen, dining area and inviting family room. The third floor is dedicated to restful living, showcasing three bedrooms, two full baths and a convenient laundry area. Updates include new carpeting throughout with transferable warranty and fresh interior paint reflecting the home's meticulous maintenance. Beyond your doorstep, accessibility becomes a defining feature of this lifestyle. Enjoy proximity to local shops, dining, parks and top-rated Seminole County schools, all just moments away. With easy access to major roadways, commuting to downtown Orlando, nearby business hubs, or weekend destinations is simple and efficient. Amenities include community pool, trails and accessibility to area favorites.

Every so often, a property comes along that redefines what lake living can be, and this is that home. Thoughtfully reimagined from top to bottom, this two-bedroom, two-and-a-half-bath residence blends refined design with the effortless lifestyle of the Winter Park Chain of Lakes. Go inside to discover a fully renovated interior anchored by a showstopping 14-foot Cambria quartz waterfall island, the heart of a kitchen designed for entertaining and everyday luxury. The GE Monogram and Café appliance suite, paired with custom solid wood, soft-close cabinetry, makes every detail feel bespoke. Natural light fills the living spaces through PGT double-pane insulated windows and Andersen French doors, framing tranquil garden views that create a sense of calm and privacy. Upstairs, two spacious bedroom suites offer comfort and style, each crafted with high-end finishes and thoughtful touches throughout. Beyond the walls, enjoy the rare privilege of a dedicated boat slip on Lake Maitland, Winter Park's largest and sought-after body of water. Cruise the connected lakes, explore the historic canals or simply unwind at sunset, all just near home. Built in 1985 and completely transformed with modern systems, including a 2023 HVAC and water heater, this residence offers peace of mind to match its beauty. A one-car garage adds convenience, while every finish reflects care, quality and craftsmanship. Here, luxury isn't just found inside, it's a way of life, lived by the water.

A pristine location in the Vias of Winter Park, this refined Santa Barbara-inspired Mediterranean estate rests on nearly half an acre — a rare double lot. A 2006 custom build by Maroon Fine Homes and renovated in 2024 by Greg Hardwick, this estate blends timeless architecture with comfortable sophistication and functionality. A stone's throw to the celebrated shops and dining of Park Avenue, Rollins College, Winter Park Golf Course, and the serene beauty of Kraft Azalea Gardens, the location is simply unrivaled. This extraordinary residence spans nearly 5,000 sf with a flowing floor plan designed for entertaining and everyday living. Solid wood artisan arched doors anchor the inviting foyer with porcelain marble tile, volume ceilings, and a sleek iron circular staircase as a focal point. An open dining and intimate living room layout are flanked by windows and clear view doors, which bring in natural light. The spaces share a unique temperature-controlled wine cellar finished with seamless glass and ambient lighting, adding a dramatic touch for the discerning enthusiast. The main level centers around a spacious kitchen that enjoys a dedicated eat-in space and counter seating, with a family room that overlooks the expansive backyard. A dedicated wet bar and first-floor bonus room make this home ideal for hosting at any scale. The outdoor living rivals a 5-star resort, recently reimagined in 2026 by Signature Landscaping. An immense new pool with a sun shelf anchors the outdoor living experience, surrounded by a lush turf courtyard, sport court, and a covered lanai with generous pavered decking and a summer kitchen. A cozy gas fire pit with casual seating invites you to take in the evening breezes. Privacy abounds with mature Japanese blueberry trees and Podocarpus hedges. A dedicated side yard dog run completes this outdoor haven. The main floor is home to the first-floor primary suite, with privacy doors separating this section of the home. It is a true retreat unto itself, offering a sunlit sitting area with doors leading to the backyard, a beautifully appointed bath, a dedicated home office, and two custom-fitted walk-in closets, one of which includes a secondary laundry area. The spa-inspired bathroom has it all, featuring a generous shower with a soaking tub within the enclosure for the ultimate relaxation experience. A first-floor guest suite, thoughtfully designed with a split-plan layout, provides privacy for visitors, while three additional ensuite bedrooms and a bonus landing are located upstairs. The oversized three-car side-loading garage is air-conditioned and features upgraded flooring, while a generous circular drive and mature front hedge offer a gracious arrival experience and an added layer of privacy. A rare convergence of premier location, architectural distinction, and meticulous renovation — this is Winter Park luxury living at its finest.

Fresh price on this luxury condominium is in the established complex of Lake Maitland Terrace which sits on the shores of Lake Maitland, Winter Park Chain of Lakes. This immaculately maintained complex includes 11, 2-story, mid-century modern buildings sprawled across several acres, creating beautiful green space and picturesque views across the lake. This unit is special. A complete renovation with every detail accounted for, it is turnkey with enduring design. Warm wood floors are carried through spaces, kitchen has been opened to living room and flanked with windows allowing natural light to shine. Kitchen features white 42-inch shaker style cabinetry, quartz counters, subway tile backsplash, open shelving and stainless appliances. Counter seating is inviting and creates great kitchen function with loads of counter space for the aspiring chef. Primary suite is spacious with large closet storage, and renovated bath. Secondary bedroom and additional bath add to the flexibility of the unit, a guest room or home office. Indoor laundry makes this lock-and-go lifestyle even more appealing. Custom window treatments, closet system storage, updated HVAC, and fresh paint throughout. The location is pristine with walkability to the Enzian independent theatre, Lake Lily Park with a recreational trail and park, and home to community events, many restaurants and more. A short distance to Winter Park Village and Park Avenue and zoned for incredible schools with Dommerich Elementary, Maitland Middle & Winter Park Highschool. Complex is amenity-rich with sidewalks, community pool, generous dock, shuffleboards and more. Make this rare opportunity yours to own a little slice of this Maitland treasure.

Ideally on a quiet residential street just near Park Avenue, this custom-built transitional residence offers the best of Winter Park living, accessible, refined and thoughtfully designed from the ground up. Built in 2018 by Carlos Posada, the home delivers 2,653 square feet of living space across two floors, with an additional 365 square feet walk-up attic, four bedrooms and four full baths. From the moment you enter, the home makes an impression. French clay tile flooring anchors the defined foyer, opening into an expansive great room where Bolivian rosewood built-ins frame a gas fireplace and oversized windows draw the eye toward the pool and lanai beyond. The living, dining and kitchen spaces connect seamlessly, designed for everyday ease and effortless entertaining. The kitchen is equipped for the serious home cook, anchored by a full Thermador appliance package and thoughtfully appointed beyond the expected. The large island integrates a sink, microwave drawer, ice maker and refrigeration drawers alongside generous seating, while a walk-in pantry, concealed outlets and a warming drawer round out a workspace as purposeful as it is refined. Outdoor living is equally deliberate. A covered lanai with fireplace and space for a mounted television flows to an open-air terrace and dedicated grilling area, all overlooking a linear pool with water feature and professionally designed landscaping with evening lighting. Upstairs, the primary suite is positioned at rear of the home for added privacy, with abundant natural light, a generous walk-in closet and an en-suite bath. Two additional bedrooms each offer their en-suite baths and built-in closets. A well-appointed laundry room, along with a linen closet and dedicated storage closet in the hall, complete the second floor. On the main level, a fourth bedroom is finished as a library with custom white oak built-ins and French doors opening to the exterior of the home, offering flexible living or professional workspace. Throughout, Panaget engineered hardwood flooring, decorative crown molding, Sierra Pacific windows and doors, cast stone accents, and integrated stair lighting reflect the home's elevated attention to detail. Additional highlights include a detached two-car garage, extensive storage throughout and an infrastructure designed for future elevator conversion. A rare opportunity to own a newer custom home in one of Winter Park's accessible and beloved neighborhoods.

This new residence, thoughtfully designed by Michael Wenrich, captures the timeless elegance and refined simplicity reminiscent of the iconic coastal architecture of Alys Beach. Clean architectural lines, graceful curves, and abundant natural light combine to create a home that feels sophisticated and inviting. Inside, gorgeous chevron-patterned wood floors flow throughout the main living areas, setting a warm and elegant tone. The open-concept floor plan is designed for everyday living and effortless entertaining, with expansive windows allowing natural sunlight to pour into every space. At the heart of the home is a beautifully designed kitchen that blends classic style with modern functionality. A stunning quartz waterfall island anchors the space, complemented by custom cabinetry and a suite of high-end appliances including an ILVE induction range with six elements and Café French door refrigerator, dishwasher and microwave. Designer-grade lighting and refined finishes elevate the kitchen into a centerpiece of the home. The dining room is filled with light and character, featuring three sets of French doors that open to a charming private front and side courtyard, an ideal setting for morning coffee or intimate outdoor dining. In the living room, a dramatic wall of sliding glass doors connects the interior to the brick patio and backyard, creating a seamless indoor-outdoor lifestyle. The first-floor primary suite offers a peaceful retreat, complete with a spacious walk-in closet and a spa-inspired bath featuring a large glass-enclosed shower, separate soaking tub and dual vanities. Additional conveniences on the main level include a beautifully appointed powder bath, a dedicated laundry room and a generous storage room tucked neatly beneath the staircase. Upstairs, a versatile loft provides additional living space ideal for a media area, office or lounge. Two additional bedrooms are also on the second floor, each featuring custom built-in closets, beautiful designer lighting and abundant natural light. Built with quality and efficiency in mind, the home includes numerous upgrades such as a slate roof, Trane air-conditioning system, Rheem tankless water heater and a two-car attached garage. Ideally just minutes from the renowned shopping and dining of Park Avenue and charm of downtown Winter Park, this exceptional home also offers convenient access to major roadways, Orlando International Airport, leading hospitals, and top-rated public and private schools, bringing together style, comfort and location in one remarkable new construction opportunity.

Tucked away on a peaceful cut-de-sac in the heart of Winter Park, this striking modern residence offers a rare blend of privacy, walkability and refined design. A private courtyard entrance sets the tone, creating a serene arrival and sense of retreat from the moment you step onto the property. Inside, polished concrete floors and an open, light-filled layout define the home's contemporary aesthetic, with clean lines and seamless flow designed for everyday living and effortless entertaining. Step outside to your own private oasis- complete with a pool and tranquil outdoor spaces- perfect for enjoying Florida living year-round. The home's prime location allows for an exceptional lifestyle- just a short stroll to Park Avenue's renowned shops and dining and an even shorter stroll to the golf course. Offering a unique combination of modern design and in-town convenience, this is Winter Park living at its most elevated.

Truly a rare Winter Park offering. Perfectly positioned along the dogleg of the fourth fairway of the historic Winter Park 9-Hole Golf Course, this beautifully renovated four-bedroom, four-bath Mediterranean residence seamlessly blends timeless architectural character with sophisticated modern living. Rich in charm and thoughtfully updated throughout, the home welcomes you with an elegant living room featuring a gas fireplace, classic built-in shelving and abundant natural light. At the heart of the home is a stunning chef's kitchen, complete with custom floor-to-ceiling cabinetry, premium Thermador appliances, a charming breakfast nook and an inviting bar with wine refrigeration that flows effortlessly into the formal dining room, ideal for entertaining. A distinguished first-floor office offers an exceptional work-from-home environment, showcasing a breathtaking custom wall of built-in shelving, cabinetry and an integrated desk. This versatile space also serves beautifully as a library or den. Upstairs, all four bedrooms provide privacy and comfort. The luxurious primary suite features two separate closets, a spacious spa-inspired bath with a soaking tub overlooking the golf course and a private covered balcony perfect for enjoying peaceful morning coffee or evening sunsets. A generously sized secondary suite offers exceptional flexibility with its own custom walk-in closet, en suite bath and private rear staircase, making it ideal for guests, multigenerational living or a secluded retreat. Two additional bedrooms and a well-appointed full bath complete the second level. Updated features include smart house lighting, cabinet and shelving accent lighting, custom built-ins and much more. Designed to embrace Florida's indoor-outdoor lifestyle, the home offers a screened porch accessible from both the dining room and breakfast nook, creating an inviting space for year-round entertaining. Two additional open patios provide the perfect setting to relax while enjoying picturesque golf course views and the tranquil surroundings. Perhaps the home's greatest luxury is its exceptional location. Just steps from the boutiques, acclaimed restaurants, sidewalk cafés and vibrant atmosphere of Park Avenue, this residence offers an unmatched Winter Park lifestyle. Convenient access to downtown Orlando, major hospitals, world-renowned attractions and both Orlando International and Orlando Executive airports makes everyday living as effortless as it is elegant. This is a rare opportunity to own a beautifully updated Mediterranean home in one of Winter Park's most coveted and locations.

Welcome to this beautifully maintained home in the sought-after Shadowbay community, a deeded lakefront neighborhood offering private access to beautiful Lake Brantley. Designed with comfort and entertaining in mind, this home features a bright, open floor plan where the spacious living area flows seamlessly into the kitchen, creating the ideal gathering space for family and friends. The light-filled kitchen is a chef's delight, featuring newer appliances, abundant cabinetry, and generous counter space for meal preparation and entertaining. The spacious primary suite offers a relaxing retreat with a well-appointed en-suite bath and ample room to unwind. Go outside to your private backyard oasis, where a sparkling swimming pool, and expansive screened lanai create the ideal setting for weekend barbecues, morning coffee or peaceful evenings under the stars. In the desirable Shadowbay community, residents enjoy deeded access to Lake Brantley, one of Central Florida's premier ski lakes, along with a community tennis court and a welcoming neighborhood atmosphere. Conveniently near top-rated Seminole County schools, shopping, dining, major roadways, and everything Longwood and Central Florida have to offer, this hidden gem combines an exceptional location with an outstanding lifestyle. Don't miss the opportunity to make this beautiful home your own. Schedule your private showing today!

Park Hill is one of Winter Park's most coveted addresses, a distinguished collection of luxury brownstones situated at the northern end of Park Avenue, moments from the city's finest boutiques, restaurants, cultural landmarks and the historic Winter Park Golf Course. Within this exclusive enclave, residence 649 occupies one of the community's most private settings. Beyond the stately brick courtyard and gas lantern-adorned entrance, this three-story home with a private elevator is thoughtfully scaled for refined living. Not oversized, but extraordinarily well-appointed. Ten-foot ceilings, intricate millwork and moldings and generous windows establish an ambiance of quiet elegance, while hardwood floors and designer fixtures carry that standard throughout. The open-concept main living area is built for effortless entertaining. The chef's kitchen features Wolf and Sub-Zero appliances, custom wood cabinetry, marble accents, a center island with bar seating and a wet bar with a beverage refrigerator and ice maker. The space opens directly to a private courtyard with a summer kitchen and dedicated alfresco dining area, creating a genuinely tranquil retreat that feels removed from the energy of the avenue. Upstairs, two guest suites each offer walk-in closets and en-suite baths. A dedicated laundry room and a covered terrace with a fireplace, wet bar and half bath complete the level. The third-floor primary suite provides a true sense of retreat, with two custom walk-in closets, a private balcony and a spa bath filled with natural light from windows and skylights. Dual vanities, a glass-enclosed steam shower and a soaking tub are finished throughout in premium materials. Constructed of Old Carolina brick with three-story block construction, precast exterior trim and a slate mansard roof, the residence features a two-car air-conditioned garage, ample storage and soundproof hollow core floors. With exterior maintenance managed by the association, the lifestyle here is genuinely lock-and-leave. This is a rare opportunity to own in one of Central Florida's most prestigious communities, in a location that simply cannot be replicated.

Welcome to this beautifully updated Florida executive pool home in sought-after Glen Eagle community of Winter Springs. On a spacious lot with a private fenced backyard, this exceptional residence blends timeless architecture with modern luxury, thoughtful renovations and the ideal Florida indoor-outdoor lifestyle. From the moment you enter through the welcoming foyer with a stunning crystal chandelier, you will appreciate the attention to detail throughout. The flexible floor plan features a front office (or optional formal living space), elegant formal dining room with designer lighting, a spacious family room with a stone fireplace, and seamless views of the outdoor living area through expansive disappearing sliding glass doors. The completely remodeled kitchen is the heart of the home and showcases custom cabinetry with abundant storage, glass display cabinets, white shaker cabinets with designer hardware, quartz countertops with a sophisticated marble swirl finish, stainless steel hood with glass accents, walk-in pantry, custom lighting, and high-end Cafe by GE appliances (2023) including a built-in style refrigerator and professional-inspired finishes. The adjoining breakfast nook features a custom built-in bench creating the ideal casual dining space. The split-bedroom floor plan offers privacy with three spacious guest bedrooms and two full baths on one side of the home, including a pool bath with direct access to the outdoor living area. A pocket door provides additional separation between the guest wing and main living spaces. The primary suite is privately at the rear of the home and features double doors opening to the pool area, two walk-in closets, dual vanities, spa soaking tub, separate shower, linen storage and a beautifully updated bath. Additional interior highlights include remodeled laundry room with new cabinetry, quartz counters, and LG front-loading washer and dryer, remodeled primary bath and powder room (2017), remodeled guest bath (2025) with designer finishes including gray slate tile and black accents, hardwood flooring throughout bedrooms and halls, tile flooring throughout main living areas, crown molding in main living spaces, ceiling fans throughout, plantation-style white wood blinds throughout, built-in office cabinetry and custom desk/bookcases. The outdoor living experience is exceptional. The tiled front entry and expansive screened lanai were designed to flow seamlessly with the interior living space, creating the ultimate Florida outdoor room. Enjoy the recently resurfaced pool deck, sparkling chlorine pool, garden areas, potting station, swing area, wildflower garden and a private fenced backyard with secure lockable gates. Major improvements provide peace of mind including new roof (2026), high-end Lennox HVAC system (2024), updated kitchen, laundry room and living areas. Easy generator hookup capability with portable generator connection is included. The oversized three-car garage includes additional storage and a refrigerator, while the large driveway provides ample guest parking. In the established Glen Eagle community of Winter Springs, this home offers mature landscaping, spacious lots and convenient access to shopping, dining, top-rated Seminole County schools, parks and major roadways. A rare opportunity to own a beautifully renovated Florida pool home where luxury, comfort and functionality come together.

Wake up on top of the world with panoramic mountain views and feel the peacefulness wash over as you unwind with pure nature. Ski, hike, bike, fish, boat, dine, and RELAX. Only an hour from Denver, by car or train Winter Park is one of the fastest growing mountain towns in Colorado. Offering over 3000 acres of terrain as part of the legendary Ikon Pass, skiing is just one of the endless activities in this winter wonderland. During summer the town boasts world class mountain biking, expansive hiking trails, stunning golf courses, nearby lakes, and weekly music and cultural festivals. Situated on a quiet cul-de-sac, this fully renovated home was mindfully curated with love by Roxy Blu Homes & By Brooke Design. Perfectly located, you'll enjoy being fully immersed in nature, while being minutes to downtown. Surrounded by breathtaking mountains, swaying trees and chirping birds. Enter into the open floor plan with dreamy kitchen, butler pantry, and 20' vaulted ceilings. The perfect blend of indoor/outdoor living, the main room's glass wall opens to the front deck with 180 degree unobstructed mountain views. Soak up the sun all year long whether barbecuing with friends in summer or melting into the hot tub with winter. The primary suite oasis offers a stunning bathroom and spacious walk in closet. Above enjoy a custom built bunk room and balcony nook with all the mountain views. The lower level offers a perfect hang out space with kitchenette, game area, and media room. 2 beds and 2 baths on lower level give endless options including making the entire level a private apartment. Massive 3 car garage and driveway perfect for cars, gear, and toys. Plenty of room for snowmobiles, boat, and camper. Mudroom with built in storage lockers. 2 laundry rooms.2 gas fireplaces. Deck engineered and wired for hot tub. Designed for lower level to be separate apartment if desired. Steps to free ski bus. New hvac, electrical, plumbing, sewer. Potential for $15K+ per month in rental income

Experience breathtaking, unobstructed views of the Continental Divide and the renowned Winter Park Resort and Mary Jane Ski Area from this stunning 4 bedroom 5-bathroom mountain retreat. Thoughtfully upgraded throughout, the home features premium appliances including a Viking refrigerator and range, Bosch dishwasher, rich hardwood floors, and expansive windows that fill the home with natural light. Each ensuite bedroom has a walk in closet and beautiful views. Designed for both relaxation and entertaining, the outdoor living space is truly exceptional. A serene custom water feature cascades along the side of the home, complete with a charming crossover bridge leading to a beautiful custom designed fire pit area to gather with family and friends to relax and listen to the gently falling water while surrounded by peaceful alpine scenery. Ideally located within walking distance to the slopes, or take the shuttle just steps from your door. The home is also a short walk to the Arapaho National Forest offering endless opportunities for snowmobiling, hiking, four-wheeling, and exploring among towering aspens.This is a VERY rare opportunity to own a single family home in the highly sought-after Lakota community for under $2,500,000. This is where luxury, adventure, and serenity come together in one unforgettable mountain home.

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.

Pre-Construction. To be built. This extraordinary lakefront residence on beautiful Lake Sylvan, set on a .37-acre (16,603± square foot) homesite, presents a rare opportunity to own a thoughtfully curated custom home by renowned builder Floridian Custom Homes, brought to life in collaboration with Winter Park Design, Brianna Michelle Interior Design and Signature Landscape. Offering 4,775 heated square feet of expertly crafted living space, this four-bedroom plus office, four-and-one-half-bath home blends timeless architecture, elevated finishes and effortless lakefront living. Designed with an open-concept floor plan ideal for everyday living and entertaining, the home showcases stunning European white oak hardwood flooring throughout all main living areas and bedrooms. The heart of the home is the spectacular chef's kitchen, featuring two oversized islands, custom-designed wood cabinetry, an expansive walk-in pantry, and a premium Sub-Zero and Wolf appliance package highlighted by a 48-inch, eight-burner range. The private first-floor primary suite serves as a luxurious retreat, complete with an expansive walk-in closet and a spa-inspired bath adorned with marble tile shower walls and flooring. Also on the main level is a versatile office/den with a built-in closet. Upstairs, an expansive media/family room provides additional gathering space, accompanied by a dedicated office and three generously sized secondary bedrooms, each featuring en-suite baths and walk-in closets. The fourth bedroom offers exceptional flexibility and may easily serve as a secondary primary suite, ideal for guests or multigenerational living. Designed to embrace seamless indoor-outdoor living, expansive glass sliders extend from the gathering and dining rooms to a covered lanai overlooking the resort-style custom pool. Retractable screens create a setting for year-round enjoyment, while the fully equipped summer kitchen and generous lounge and dining areas make entertaining effortless. Expertly designed by Signature Landscape, the pool features a sun shelf, LED lighting and elegant travertine limestone decking, all surrounded by lush professional landscaping, Zoysia grass and privacy hedging for a serene outdoor setting. Additional notable features include a Brava slate tile roof and a striking custom glass front entry door, further elevating the home's exceptional curb appeal. Ideally just minutes from the vibrant shops and dining of Park Avenue, this remarkable residence also offers convenient access to major roadways, leading area hospitals and top private schools, all within an A-rated school district. An exceptional opportunity to enjoy luxury lakefront living in one of Central Florida's desirable settings.

One or more photo(s) has been virtually staged. Under Construction. Under construction. Experience approachable luxury combined with wellness-focused living in this newly crafted masterpiece by Urban Perch, a boutique home builder. In downtown Winter Park, this stunning new construction home offers 3,421 square feet of elegant, efficient living area. The primary residence features four bedrooms plus a generous flex space, the perfect office, home gym or playroom and 4.5 baths with designer fixtures and finishes. A separate casita with a full bath provides additional space for multigenerational living or as a private guesthouse. Upon entering, you are greeted by an expansive open-plan living area with soaring ceilings that effortlessly blends sophisticated style with indulging comfort. The kitchen is a culinary dream, equipped with Le Cornue and Monogram appliances, marble and quartzite countertops and a separate scullery with plenty of storage and ample prep space. The kitchen opens to one of the main living areas, featuring a precast concrete fireplace surround with exquisite millwork details, forming a focal point leading up to the angular ceiling and overhead beams. Engineered hardwood floors throughout and curated specialty tiles in wet spaces ensure the home maintains a clean, classic and modern feel. Floor-to-ceiling French doors and oversized sliders invite natural light and offer views of the beautifully landscaped grounds, including a sparkling heated saltwater pool and fully equipped outdoor kitchen. This wellness home incorporates advanced features to ensure a healthy living environment, from air and water purification systems to specialty lighting, all designed to promote a balanced lifestyle. Just moments from charming parks, highly rated restaurants and boutique shopping, 1627 Mizell Avenue is more than just a home, it's a sanctuary. With excellent accessibility and a vibrant community, this is an ideal setting for those seeking a blend of suburban tranquility and urban convenience.

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.