luxury houses with pool for sale Oviedo, United States

Opportunities like this are almost impossible to find in Central Florida. Situated on 5.33 pristine lakefront acres with no HOA, this extraordinary estate is commercially zoned, creating a unique opportunity for a variety of potential business uses, including a luxury wedding venue, private event space, corporate retreat, boutique hospitality concept, or an exceptional live-work estate. With its breathtaking setting, grand architecture, and resort-style amenities, the property offers a level of versatility rarely available in today's market.Inspired by the elegance of the Italian countryside, the residence makes a lasting first impression with a dramatic front waterscape, lush gardens, and timeless architectural details. Inside, guests are welcomed by a grand foyer featuring exquisite marble finishes and a spectacular custom-painted 24-karat gold dome.Designed for both entertaining and everyday luxury, the expansive living spaces showcase panoramic views of beautiful Lake Jessup, soaring ceilings, stunning chandeliers, and a grand marble fireplace. The thoughtfully designed H floor plan encompasses more than 8,000 square feet of air-conditioned living space, offering five spacious bedrooms and six-and-a-half bathrooms, all conveniently situated on a single level.The primary suite is a true private retreat, featuring eight sets of French doors opening directly to the pool and lakefront, a custom-designed closet that doubles as a safe room, and a spa-inspired bathroom complete with a tranquil garden retreat. The gourmet chef's kitchen is equipped with top-of-the-line appliances, custom cabinetry, and an oversized walk-in butler's pantry designed to accommodate large-scale entertaining.Additional luxury amenities include a temperature-controlled wine cellar, private movie theater, dedicated nanny or guest quarters, and a six-car garage with extensive attic storage.Outside, the estate transforms into a private resort. A spectacular sports pool with multiple water features serves as the centerpiece, complemented by a summer kitchen, wet bar, outdoor fireplace, and expansive covered veranda overlooking the serene waters of Lake Jessup. Whether hosting elegant weddings, unforgettable events, corporate gatherings, or private family celebrations, the setting is simply unmatched.Combining custom craftsmanship, Tuscan and Greek-inspired design elements, commercial zoning flexibility, and an irreplaceable waterfront location, this remarkable estate offers a truly rare opportunity to own one of Central Florida's most unique properties. Schedule your private tour today to experience the endless possibilities and extraordinary lifestyle this one-of-a-kind property provides.

JUST REDUCED! Waterside sanctuary of contemporary elegance in gated Rybolt Reserve. Passing through the secure entrance of Rybolt Reserve, the energetic hum of the city gives way to a calm sanctuary defined by quiet streets, mature coastal foliage and gentle air moving off neighboring waters. Arriving at 4338 Northern Dancer Way, this two-story contemporary residence presents an immediate sense of refined comfort. The welcoming covered entry leads across the threshold into an interior filled with natural light, high ceilings and exceptional spatial flow. Warm wood flooring sweeps through the formal living and dining domains, creating an atmospheric backdrop for quiet reflection or elegant evening gatherings. At center of the residence lies a culinary and social centerpiece designed for seamless connection. The open-concept kitchen features solid wood cabinetry, expansive stone countertops, classic tile backsplash, a built-in wine rack and a striking deep navy island. Premium stainless steel appliances and a spacious breakfast bar overlook the main gathering room, keeping host and guests delightfully linked. Mornings unfold effortlessly in the sunlit breakfast nook, where bay windows frame soothing views of the sparkling pool and greenery beyond. Neutral ceramic tile flooring and recessed lighting unify the main level into an inviting, harmonious retreat. Ascending to the second story reveals a dedicated collection of private spaces crafted for rest and daily restoration. The primary suite serves as an expansive owner retreat, showcasing a subtle tray ceiling, soft carpeting, room for a cozy seating nook and a large walk-in closet. The en-suite bath offers double sinks, a step-in shower and a deep soaking tub positioned under sunlit windows. Three additional bedrooms offer flexibility for guest suites, creative studios or remote work setups, while a central loft area adds versatile living space. With two full baths upstairs and a half bath on the ground floor, every practical detail is thoughtfully addressed. Go outside into your personal outdoor sanctuary. The screened patio encloses a pristine in-ground pool equipped with a child safety fence and generous deck space for lounging under the warm sky. Just beyond the screen enclosure, peaceful pond views create an unbroken canvas of Florida nature. In Orlando, this property balances private seclusion with easy access to top-rated schools including UCF, Full Sail University, Valencia College as well as local parks, and lively dining options along Alafaya Trail. Spanning 2,519 heated square feet across four bedrooms and two and a half baths, this residence offers a total lifestyle upgrade. Schedule your tour now.

Virtually Staged. LEGACY ON THE LAKE A ONE-OF-A-KIND PRIVATE WATERFRONT ESTATE Welcome to Legacy on the Lake, an extraordinary custom waterfront estate where luxury, recreation, innovation, and multigenerational living come together on the shores of Lake Irma. Privately gated and situated on nearly one acre with direct frontage on this approximately 123-acre skiable lake, this remarkable property offers a rare Central Florida lifestyle with opportunities for boating, waterskiing, wakeboarding, tubing, fishing, paddleboarding, and sunset views. Offering nearly 7,000 square feet of living space, the residence features 5 bedrooms and 4.5 bathrooms, expansive gathering areas, and exceptional spaces designed for everyday living and entertaining. The main residence is filled with natural light and beautiful lake views, creating a seamless connection between indoor and outdoor living. A custom TrackMan golf simulator room adds another dimension of entertainment; practice your game, play iconic courses, or enjoy the space as a private movie theater for family movie nights, sporting events, gaming, and more. Adding exceptional flexibility is the large attached yet private guest wing, complete with its own full kitchen, living room, bedroom, full bathroom, and loft. Designed to function almost as a residence within the residence, this versatile space is ideal for extended stays, guests, a private retreat, workspace, or other lifestyle needs. Outside, the property becomes a private waterfront playground with a resort-style pool and spa, expansive outdoor living areas, and direct access to Lake Irma. One of the estate's most distinctive features is an incredible custom pirate ship playground designed by Vanilla Ice, creating a truly one-of-a-kind backyard setting. Automotive enthusiasts and collectors will appreciate the massive 6-car garage, with the potential to accommodate up to 12 vehicles through the installation of professional lifts. The space also provides flexibility for storage, projects, or a private workshop. The home is equipped with an advanced energy infrastructure, including a substantial solar energy system designed to keep annual electric costs near zero under normal usage conditions, along with 12 Tesla Powerwall batteries providing significant energy storage and whole-home backup capability. While offering the privacy of a gated waterfront retreat, the location provides convenient access to UCF, Siemens, major professional and technology employers, Lake Nona, Winter Park, Downtown Orlando, Orlando International Airport, and major highways. Legacy on the Lake is more than a home it is a destination where days on the water, evenings overlooking the lake, golf, entertainment, and exceptional amenities come together to create a lifestyle that is difficult to replicate. Legacy on the Lake where today's moments become tomorrow's legacy. Schedule your private tour today. From SR 417, take University Blvd exit heading west. Go past Econlockhatchee Trl and make your first available U-turn. After a few hundred feet, 8922 will be on your right hand side.

Welcome to an exceptional opportunity in Waters Edge at Hawks Crest, one of Winter Park's premier gated, resort-style communities. Positioned on a desirable premium lot with beautiful water views, this impressive Kerrville II by Meritage Homes combines sophisticated design, generous living spaces, and an incredible outdoor lifestyle.Offering 6 bedrooms, 4.5 bathrooms, and a 3-car garage, this thoughtfully designed residence provides the flexibility today's buyers are looking for. The light-filled interior features an open and inviting layout with upgraded finishes throughout, creating the perfect setting for both everyday living and entertaining.At the center of the home, the gourmet kitchen is designed to impress with premium cabinetry, quartz countertops, a large center island, and high-end appliances. The kitchen opens seamlessly to the main living and dining spaces, making it easy to gather with family and friends.The outdoor living area truly sets this home apart. Step through to the extended lanai and enjoy your own private Florida retreat featuring a heated saltwater, self-cleaning pool and spa, outdoor kitchen, and an impressive screened enclosure enhanced with color-changing lighting for a dramatic evening atmosphere. Solar panels add an additional energy-efficient benefit to the home.The first floor offers exceptional versatility with formal living and dining spaces along with a private guest suite featuring its own en-suite bathroom and convenient access toward the pool area—ideal for guests, extended family, or multi-generational living.Upstairs, the owner's retreat provides a peaceful escape with views overlooking the pool and water. The spa-inspired primary bathroom, upscale finishes, and generous walk-in closets complete the space. Additional bedrooms and flexible living areas offer endless possibilities for a media room, home office, fitness space, playroom, or additional guest accommodations.The 3-car garage includes convenient overhead storage shelving, providing even more functionality and organization.Residents of Hawks Crest enjoy access to outstanding amenities, including a resort-style community pool, clubhouse, fitness center, playground, putting green, and a private dock on Lake Howell. Spend your weekends kayaking, canoeing, paddleboarding, fishing, or simply enjoying the lakefront setting.Ideally located in Winter Park with convenient access to Park Avenue, shopping, dining, entertainment, and cultural attractions, this home offers the perfect combination of luxury, lifestyle, location, and flexibility. Schedule your private showing today and experience everything this exceptional Hawks Crest residence has to offer.

What if your home could replace your country club, luxury resort, wellness retreat, guest accommodation, and weekend getaway all at once? Known as Zoelyon, The Kingfisher Point Estate is hidden behind two private gates within the exclusive enclave of Mills Cove. Spanning nearly 14 acres, this extraordinary legacy estate combines equestrian facilities, wellness amenities, recreation, and privacy in a setting rarely found in Central Florida. Mornings begin overlooking the paddocks, a workout in the wellness studio and gym with sauna, followed by time on the tennis and pickleball courts, basketball amenities, and the elevated courtside lounge complete a private experience rarely found in a residential property. At the center of the estate, a resort level pool, swim up pavilion, expansive terraces, fire features, and lush landscaping create a setting designed for both relaxation and entertainment. Inside the main residence, timeless architecture and craftsmanship define every space. A two story executive office, British inspired pub, home theater, billiards room, multiple fireplaces, and designer finishes complement a chef's kitchen that seamlessly connects indoor and outdoor living. A separate two bedroom guest residence with full kitchen and bath provides comfortable accommodation for guests, extended stays, staff, or a private retreat. The five horse stable includes a tack room, paddocks, riding acreage, and manager quarters. For the automotive enthusiast, the barn also presents an opportunity to create a private collector car gallery worthy of a significant collection. As evening settles across the estate, firelight reflects across the water while the pavilion glows beneath the Florida sky, creating a setting that feels worlds away from the demands of everyday life. Located within easy reach to Orlando's business centers, Lake Nona, executive airports, Orlando International Airport, championship golf, world-class dining, and less than an hour from Florida's Atlantic coastline, this one of a kind property offers a level of privacy, luxury, versatility, and lifestyle that is nearly impossible to replicate. Some opportunities are measured in square feet. Others are measured in rarity. Zoelyon is one of the rare few.

Welcome Home! Check out this beautiful 3 bedroom 2 bathroom single family home with a beautiful pool in a NO HOA neighborhood! Take full advantage of the morning sunrise directly in your backyard facing due east. This home features a gorgeous backyard with a beautiful pergola and screened in porch overlooking your spacious backyard oasis private pool. This property backs up to a conservation lot so no rear neighbors! As soon as you walk up you'll notice the archway that is covered in beautiful flowers when in season! As soon as you walk into the foyer you'll notice the massive open living area with a great Kitchen, Living Room & Dining room combo! The kitchen is sure to bring out your inner chef! Featuring plenty of lighting, a massive kitchen island and ample countertop & cabinet space! This home is perfect for entertaining, with the French doors out to your beautiful screened in patio and backyard steps away! The master bedroom features updated flooring, a spacious walk in closet and private master bathroom. This home is an amazing canvas for you to come in and make it your own! Reach out to the listing agent today to schedule your showing! Roof, HVAC & Water Heater 2021.

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.

Available furnished or unfurnished, lease-to-own or straight lease (6-12 months). 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.

Enjoy the best of Florida living while still having the perfect home for the holidays. This beautifully renovated four-bedroom, two-and-a-half-bath residence pairs stylish interiors with a private outdoor retreat featuring a screened pool, peaceful water views and no rear neighbors. New roof (2023). The impressive two-story family room is filled with natural light and anchored by a wood-burning fireplace, creating an inviting gathering space with the perfect spot for a tall holiday tree and seasonal décor. Soaring ceilings and expansive windows add to the open, airy atmosphere, while the thoughtfully designed floor plan offers plenty of room for entertaining and everyday life. At the heart of the home, the updated kitchen features granite countertops, stainless steel appliances, custom cabinetry and a generous workspace. Its open connection to the main living areas keeps everyone together, whether you are preparing a quiet dinner or hosting family and friends. Located on the first floor, the spacious primary suite provides a private place to unwind. A sliding glass door frames the pool and gorgeous water views while offering direct access to the outdoor living area. The spa-inspired primary bath completes the retreat with a fresh, sophisticated design. Upstairs, there are three additional bedrooms and a full bath with shower/tub. The screened pool is the centerpiece of the backyard, offering a setting that can be enjoyed throughout the year. Spend summer afternoons by the water, celebrate the holidays poolside, dine outdoors or begin the morning with coffee as the sun reflects across the pond. With no homes directly behind you, the tranquil water view creates a welcome sense of privacy and openness. Waterford Recreation Park is a short distance away across the street, placing even more opportunities for recreation close to home. Waterford Lakes residents also enjoy an outstanding collection of community amenities, including a pool, tennis and pickleball courts, basketball courts, playgrounds, a dog park and trails. This convenient East Orlando location is minutes from Waterford Lakes Town Center, UCF, Research Park and Lockheed Martin, with easy access to SR 408, SR 417, Orlando International Airport, Downtown Orlando and Central Florida's attractions. Beautiful, move-in ready and designed around an exceptional pool and waterfront setting, this home offers comfort, convenience and the Florida lifestyle buyers are looking for.

Fabulous transitional style Charleston home on a premier brick street in Old Winter Park. The home has been completely renovated by Z Properties & Wolfe-Rizor Interiors in recent years and meticulously maintained in better than "like new" condition with fresh paint, refinished wood floors and new carpet, etc. Bright open flexible floor plan with extensive detail, quality and modern design features. Sleek sophisticated interiors with stunning chef's island kitchen open to family room with warm gas fireplace and a full bar for entertaining. Downstairs also includes a wonderful oversized side entry mud/laundry room with additional refrigerator, dog gated area and office/workspace for family projects, along with a beautiful dining room and flex/den with a wall of built-ins. Upstairs includes a lavish master retreat, 3 other bedroom suites and storage closets along with the main house low voltage control panel. Outdoor living is magnificent with a very private "park-like" backyard including a tropical heated salt pool, incredible mature signature landscaping, covered lanai with TV, separate full pool/cabana bath, stainless commercial grilling area and house generator. The driveway to the rear of the property is on automatic gated entry and the garage is detached, however completely air-conditioned, fully finished and carpeted with a clear glass door. Truly a special home.

Virtually Staged. Positioned on a quiet canal, this exceptional property features a covered boat dock with lift, offering effortless access to the renowned Winter Park Chain of Lakes. This home, built by Liberty Development, with 4-bedrooms plus two bonus rooms blends elegance with comfortable everyday living. The main level offers a dedicated office area, formal dining room, and an inviting gathering room with gas fireplace, all flowing seamlessly into the stunning chef's kitchen. Designed for entertaining, the kitchen features two large islands, exotic granite countertops, under-cabinet lighting, and premium Thermador appliances including a 6-burner gas range with griddle. The walk-in butler's pantry has a beverage cooler and ice maker adds both style and functionality. The adjoining breakfast area is framed by grand windows overlooking the pool, cabana, and canal. The luxurious downstairs primary suite enjoys tranquil water views and a spa-inspired bath with travertine stone floors, marble counters, custom cabinetry, soaking tub, walk-in shower with steam and generous closet space. Upstairs you'll find three additional bedrooms and a spacious bonus room, while a separate bonus suite above the garage provides future space for a media room, gym or guest retreat. The interior of the home is highlighted by hardwood floors, plantation shutters, decorative moldings and designer lighting throughout. The outdoor living area is equally impressive. French doors open to a covered porch with classic Old Winter Park brick, leading to a travertine-surrounded pool and private cabana with a wood-burning fireplace. Exterior highlights include a metal roof, durable cement board siding and wooden shutters. Don't miss this limited opportunity to have immediate and easy access to the coveted Winter Park Chain of Lakes. *Some photos have been virtually staged*

Completed in 2025 by Floridian Custom Homes, this distinguished English cottage-inspired residence brings refined character, thoughtful design, and exceptional craftsmanship to one of Winter Park's coveted residential corridors. Encompassing 3,720 square feet, the four-bedroom, five-and-one-half-bath home blends sophisticated interiors with contemporary systems and inviting spaces designed for both everyday living and entertaining. "OPTION TO PURCHASE HOME TURN-KEY": Owner has just finished a ~ $500,000 complete furnishings install thru Brianna Michelle Interior Design! A solid mahogany front door opens to interiors defined by Botticino limestone flooring with a distinctive textured finish, bespoke millwork, and generous gathering spaces. Coffered ceilings and recessed WAC lighting add architectural dimension, while insulated casement windows fill the home with natural light. The expansive central living area flows seamlessly into the dining space and beautifully appointed kitchen, featuring custom cabinetry by Grit & Grain, leathered Taj Mahal quartzite countertops, and a remarkable collection of professional-grade appliances, including a 43-inch La Cornue gas range with McGurken hood, Thermador refrigerator and freezer columns, and Bosch dishwasher. A generously sized walk-in pantry continues the custom cabinetry and quartzite finishes while incorporating dual refrigeration drawers and a dedicated ice maker. The adjacent mudroom is outfitted with substantial hardwood built-ins, providing exceptional organization and storage. The first-floor primary suite occupies a private wing and showcases wide-plank European white oak flooring by Forrest Accents, a customized walk-in closet, and an elegant spa-inspired bath. Natural stone countertops, Rohl polished nickel fixtures, marble flooring and shower surfaces, and a frameless glass enclosure create a polished yet inviting retreat. Throughout the home, solid-core doors are complemented by Emtek hardware. Positioned near the front entry, the library offers a sophisticated setting for work or quiet reflection, with matching oak flooring and custom casement windows. A solid wood staircase ascends to a second living area with an adjoining lounge or flex space. Three additional bedroom suites provide private accommodations, each with en-suite baths featuring porcelain flooring, frameless glass showers, brushed quartz and dolomite vanities, designer lighting, and integrated closet systems. Modern infrastructure includes CAT-5/6 wiring, Sonos-integrated speakers, Lutron RA-3 smart lighting controls, and pre-wiring for home security with digital camera ports strategically located at key entry points. Multiple access points from the primary suite and kitchen wing extend to a beautifully enclosed outdoor environment framed by mature landscaping designed by Signature Landscape. A Roman-inspired cabana with soaring ceilings and exposed beams serves as the centerpiece for outdoor entertaining. The fully tiled saltwater pool, representing a $50,000 upgrade, features therapy jets, LED-lit bubblers, a dual-skimmer system, Jandy heat-pump automation, and a Paramount self-cleaning system. Minutes to vibrant shopping, restaurants, sidewalk cafes of Park Avenue, and all that downtown Winter Park has to offer.

Situated in the heart of Winter Park, this custom-built Mediterranean-style estate offers an exquisite living experience that marries timeless architecture with modern innovation. A dramatic grand foyer introduces a residence where every finish has been meticulously curated, from Turkish travertine stone and rich wood flooring to Brizo hardware in Brilliance Polished Gold. At the heart of the home, the chef's kitchen blends elegance and function with gleaming stainless steel appliances, crisp white cabinetry, granite countertops, and a well-appointed Butler's pantry with a dedicated bar, creating a sophisticated setting for effortless entertaining. Integrated smart features further elevate daily living, including an intercom system for seamless communication, electronic blackout curtains for instant privacy and ambiance, and thoughtful, layered lighting throughout. The magazine-worthy primary bath-featured in Florida Home-feels like a private spa retreat, with floor-to-ceiling back-lit mirrors, a self-cleaning smart toilet with bidet, a custom Barclay soaking tub with black matte exterior, and Calcutta gold marble countertops and backsplash. These luxe finishes are anchored by an oversized chevron pattern tile by Crossville in Ice White, a throwback diamond-pattern shower floor, and a sculptural Kuzco LED chandelier that completes the space with dramatic flair. Expansive living areas open to resort-inspired outdoor spaces where a heated saltwater pool and spa, private mini-golf green, and a summer kitchen with tongue-and-groove wood ceiling create a true indoor-outdoor sanctuary. Velux solar-powered skylights with acoustic rain sensors that automatically close at the first sign of rain, a Mosquito NIX misting system, comprehensive surveillance, and electronic private gated access provide both comfort and peace of mind. Natural gas service and a dedicated hook-up for a whole-house generator underscore the home's emphasis on performance and preparedness. Crafted for those who expect uncompromising quality, this Winter Park residence is more than a home-it is a refined sanctuary where architectural presence, rich materiality, and thoughtful technology converge in one coveted address.

Welcome to 1750 Carollee Lane, where timeless charm meets modern luxury. Set on a homesite with desirable southern exposure in the heart of Winter Park, this four-bedroom, 3.5-bath, custom pool and spa residence offers more than 3,200 square feet of thoughtfully updated living space near Park Avenue, the Chain of Lakes and top-rated schools. The fully renovated 2025 kitchen serves as the centerpiece of the home, featuring quartzite countertops, a custom wood hood, Zellige-style backsplash, induction cooktop, oversized workstation sink and an expansive island designed for gathering and entertaining. The first-floor primary suite offers a private retreat with a completely reimagined spa-inspired bath showcasing marble flooring, quartzite surfaces, custom solid wood cabinetry, a freestanding soaking tub and upgraded walk-in shower. Designed for comfort and entertaining, the home also features a dedicated office and an upstairs loft with a custom dry bar and beverage refrigerator. Outdoors, the backyard lives like a private resort-style oasis, complete with a saltwater pool and spa, sun shelf, travertine decking, electronic roll-down screens and a fully equipped outdoor kitchen designed for year-round enjoyment. Lush new backyard landscaping completed in May 2026, including enhanced privacy elements, creates an intimate outdoor setting rarely found this close to the heart of Winter Park. Additional highlights include updated irrigation supported by a private well, a new downstairs HVAC system and a home warranty provided for the buyer at closing. Move-in ready and impeccably maintained, this residence offers refined living in one of Winter Park's desirable settings.

Backup offers requested. Beautifully appointed on one of the most coveted streets in Winter Park, this exquisite transitional masterpiece combines grandeur and elegance for your enjoyment of living. Spanning over 4,000 square feet of living space and resting on over a quarter of an acre lot, this home is the quintessential dwelling place for life in 2021. Upon entering, you'll be greeted by high ceilings and a beautiful entryway opening up gracefully to the formal dining room and formal living space. Continue through the first floor to find your gourmet kitchen featuring marble countertops, an island with gas cooktop, butler's pantry, double ovens, Thermador appliances and picturesque views of your backyard pool. The first-floor owner's retreat beckons you with its oversized windows, French doors to outdoor space, walk-in closet and soaker tub. The first floor also features a powder room and elegant fireplace located in the formal living room. A staircase adorned with beautiful railing leads you to your second floor and continues to unfold sheer elegance. Four spacious bedrooms with three full baths occupy the remaining space on the second floor. Outside, the lush landscape, saltwater pool and spa deliver an abundance of space for outdoor enjoyment and exemplify the epitome of Winter Park living. An exclusive respite, this home represents a refined lifestyle for those who enjoy peace and convenient living.

Pre-Construction. To be built. Generational ownership property is now available to new owners! This six-acre lakefront property presents a rare opportunity to own one of Lake Mary's true legacy estates. This property is available as as-is without build (old home and structures remain). Set behind the private gates of The Cove, yet uniquely exempt from the community's HOA, the property is reached by a long, tree-lined private drive that opens to more than 800 feet of shoreline along Crystal Lake. Here, the lake becomes part of everyday life, offering endless opportunities for boating, waterskiing, fishing, swimming and kayaking, while western sunsets, abundant wildlife and the natural beauty of the waterfront create a sense of privacy and place that is increasingly hard to find. Planned for the site is a Transitional Modern estate to be built by Konkol Custom Homes, one of Central Florida's premier luxury homebuilders. With approximately 7,768 square feet under air and 10,790 total square feet, the residence is designed to take full advantage of the waterfront setting while offering the comfort, scale and flexibility expected of a custom luxury home. The floor plan includes five bedrooms, five full and two half baths, along with four garage spaces arranged as two separate two-car garages. Inside, expansive living areas are defined by dramatic open-to-below spaces and an easy connection between the home's main gathering areas. The great room is centered around a fireplace and flows naturally into the dining area and kitchen, where a large island and separate scullery create a layout equally suited for everyday living and entertaining. The primary suite is privately positioned in its own wing with generous walk-in closets, a spacious bath and an adjacent yoga room or flex space. A separate guest or multigenerational suite includes its own en-suite bath and walk-in closet, providing privacy and comfort for extended stays. A dedicated gym with a dry sauna creates a private wellness space at home, while upstairs an open loft, two private offices, additional storage, a covered balcony and open overlooks add versatility. An elevator provides convenient access between levels. The outdoor spaces are designed to feel like an extension of the home. A generous covered living area and summer kitchen open to the pool, deck and expansive grounds, with the lake always part of the view. Beyond the backyard, more than 800 feet of shoreline, a private dock and a boathouse make it easy to enjoy Crystal Lake, whether heading out on the boat, spending an afternoon on the water or settling in to watch the sunset. Lake Mary's dining, shopping, entertainment and everyday conveniences are only minutes away, while Interstate 4, SR 417 and the Wekiva Parkway provide easy access throughout Central Florida. (Illustrations are renderings and subject to change by buyer or builder).

Experience resort-style living at 1836 Whitehall Drive! Inspired by the warm breeze and seaside elegance of a tranquil island paradise, this new custom home by Urban Perch, A Boutique Home Builder, offers a timeless front elevation, exquisite finishes inside and out, and unobstructed views of the beautiful outdoors from almost every room. Totaling 4,168 square feet, this five-bedroom, five-bath residence (and casita!) features a unique U-shaped floor plan ensuring natural light shines through every gathering space. Channeling the natural sands of a sunny retreat, the kitchen features white marble countertops and backsplash with blush pink undertones. A custom plaster hood, La Cornue gas range, a wall of cabinets with paneled GE Monogram appliances and a scullery with additional prep space create a kitchen ideal for entertaining. The marble island overlooks one of the main living rooms, where white oak trim highlights the precast stone surrounding the gas fireplace. A vaulted ceiling with natural wooden beams accentuates the bubble chandelier and level 5 drywall finish. Full-height sliding glass doors invite you to soak in the saltwater pool, summer kitchen, landscaped grounds and detached casita beyond. With accordion-style doors and a side entrance, the casita can serve as a pool house, personal home gym or additional bedroom with full bath. Sightlines from the main entrance lead you to the outdoors but also serve as observation points for the color-drenched first floor bedroom and primary suite with arched entry. A freestanding tub with smart glass window, zero-entry shower and extra thick Taj Mahal quartzite countertops elevate the primary bath to pure relaxation. Outside the primary suite, a concealed under-stairs laundry closet appears elegant, as impeccable millwork provides seamless transitions to the adjacent accent wall. Completing the first floor is a formal living room and dining room, a bold powder room, and a charming mudroom with custom cabinets. Follow the wrought-iron railing and engineered wood flooring to the expansive second floor. A flex room, three additional bedrooms and baths, a large laundry room, and built-in closets and benches keep everything organized and beautiful. This exceptional Winter Park home, crafted with intention and experience from award-winning local custom home builder, Urban Perch, elevates everyday living to approachable luxury.

One of the most coveted neighborhoods in all of Winter Park, this exceptional custom-built residence offers a rare combination of timeless design, modern sophistication, and an unbeatable location. Completed in 2017 and first sold in 2018, this 5-bedroom, 5.5-bath home has been meticulously maintained by its original owner and enhanced with high-end designer finishes. Much of the interior was thoughtfully reimagined by renowned designer Ted Maines, resulting in a sophisticated yet timeless aesthetic throughout. Perfectly positioned on a prime oversized corner lot, this remarkable residence blends transitional architecture with modern elegance. Expansive sliding glass doors fill the open-concept living spaces with natural light while creating a seamless connection between the indoors and outdoors. The main living area flows effortlessly from the formal living room and spacious dining area into the gourmet kitchen, complete with custom cabinetry, Carrara marble surfaces, and premium Sub-Zero and Wolf appliances. A refined yet inviting family room with a fireplace provides the perfect setting for everyday living and entertaining. The private first-floor primary suite offers direct access to the lanai and heated saltwater pool and is complemented by a spa-inspired bath with a steam shower and custom his-and-her walk-in closets. A secondary ground-floor bedroom provides exceptional flexibility for guests, multigenerational living, or a private home office. Upstairs, a spacious loft with a custom dry bar leads to a versatile media room. Three additional en-suite bedrooms complete the second level. Recent enhancements include a whole-house generator supported by a 250-gallon buried propane tank, new pool solar equipment, a newly added semi-circular driveway that enhances both curb appeal and functionality, two newer A/C units, and a new 2026 A/C system featuring re-engineered, high-efficiency ductwork designed to provide optimal climate control throughout the home. The outdoor living space is equally impressive, featuring a heated saltwater pool and spa with a cascading waterfall, elegant stone decking, an outdoor shower, ambient lighting, and a covered summer kitchen-perfect for year-round entertaining. A rare three-car garage completes this exceptional property. All of this is just moments from the shops, dining, parks, and unmistakable charm of downtown Winter Park

Brand new 2026 custom residence in the heart of downtown Winter Park, just completed and showcasing elevated finishes thoughtfully curated by FG Schaub Construction & SOCO Interiors. Positioned across from the seventh green of the Winter Park 9 Golf Course, this exceptional five-bedroom, five-and-one-half-bath home includes a dedicated office, plus upstairs lounge in offering an extraordinary combination of sophisticated design, exceptional craftsmanship, and an unparalleled location. A striking front entry, framed by steel & glass doors open to a dramatic two-story foyer, where a floating glass-railed staircase sets the tone for the home's contemporary aesthetic. The front-corner office features expansive windows overlooking the Winter Park 9 Golf Course. The overall living design is an open-concept floor plan that creates effortless connectivity between the living, dining areas and kitchen. Designed for the discerning chef, the kitchen features Wolf and Sub-Zero appliances, including a six-burner gas range, integrated refrigeration, wine storage, a generous waterfall island with seating, and a spacious walk-in pantry. The adjacent living areas are anchored by a custom wet bar with ice maker and two wine towers, an linear electric fireplace, and a wall of disappearing glass sliders that seamlessly connect the interior to a fully enclosed 600+ square-foot, air-conditioned lanai outfitted with a complete summer kitchen. The expansive indoor/outdoor lanai provides an exceptional setting for year-round entertaining that opens up via three additional sets of glass panel doors or automatic screens to the pool and outdoor oasis. The 633sf lanai has its own dedicated HVAC system however, is NOT included in the home's primary heated & cooled living area square footage of 5,096sf. Privately positioned on the first floor, the luxurious primary suite features a wall of glass with direct access to the outdoor living area and an outdoor shower. The spa-inspired primary bath includes a freestanding soaking tub, glass-enclosed shower, generous size custom walk-in closet, and private sauna. Transition upstairs by either elegant staircase or elevator a spacious lounge area/loft and three additional bedroom suites, each offering a walk-in closet and ensuite bath. A versatile flex room with dedicated bath and a walk-in closet can easily serve as a fifth bedroom. A full hall bath and second-level laundry room (note: there is also a first-level laundry rm) provide additional convenience. Outside, a heated saltwater pool and spa, three pool side fire bowl features, outdoor private shower, and meticulously landscaped grounds create a sanctuary to relax and unwind... An exceptional opportunity to experience refined urban living in one of Winter Park's most coveted settings, with the tranquility of a golf course backdrop to being in the downtown Park Avenue corridor. Stroll to renowned boutiques, award-winning restaurants, sidewalk cafés, Central Park, the Saturday Farmers Market, art museums, The Alfond Inn, and the many cherished events and traditions that make downtown Winter Park living so special!

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.

Located in the downtown corridor within 2 blocks of Park Avenue, this exceptional one-story residence completed in 2022 offers the ideal blend of contemporary design, refined finishes and a walking lifestyle to downtown WP shops, events & restaurants! Thoughtfully designed with three bedrooms, two and one-half baths, and an open-concept floor plan, the home showcases clean architectural lines, soaring ceilings and walls of glass that fill the interior with natural light while framing views of the beautifully landscaped grounds. The chef's kitchen serves as the centerpiece of the home, featuring premium Wolf and Sub-Zero appliances, custom cabinetry, a center island with seating, and workspace for everyday living and entertaining. The adjoining dining area flows seamlessly into the spacious great room, where custom-built library shelving creates a striking focal point and adds warmth and character to the modern design. Beautiful polished concrete floors extend throughout the residence, providing a cohesive and sophisticated aesthetic. Designed with privacy in mind, the split-bedroom floor plan places the primary suite in its own secluded wing. This spacious retreat offers direct access to the covered rear patio and features a beautiful bath with dual vanities, an oversized walk-in shower, private water closet, and an impressive custom walk-in closet measuring approximately 11 by 9 feet. Conveniently accessible from the primary bath and laundry room, the thoughtfully designed closet enhances everyday functionality. On opposite side of the home, two additional guest bedrooms are connected by a well-appointed Jack-and-Jill bath, while a stylish powder bath is ideally located for visitors. Outdoor living is equally inviting with a covered patio with a privacy bamboo hedge that creates a peaceful backdrop for relaxing or entertaining. An attached two-car garage completes this beautifully appointed residence. Ideally near the acclaimed restaurants, wine bars, coffee shops, and boutiques of Hannibal Square, this home offers one of Winter Park's desirable lifestyles. Visit the renowned shopping, dining, galleries and sidewalk cafés of Park Avenue, enjoy nearby Central Park and community events, or take advantage of the proximity to Rollins College, the Winter Park Farmers' Market and major roadways providing convenient access throughout Central Florida. This is a rare opportunity to enjoy nearly new construction in one of Winter Park's sought-after neighborhoods, where modern luxury and exceptional accessibility come together.

Welcome to 2234 Howard Drive, an exceptional residence offering modern luxury, thoughtful design, and an outstanding Winter Park location. Built in 2019, this beautifully appointed 4 bedroom 5 1/2 bathroom home, offers approximately 3;295 square feet of heated living space designed for both comfortable everyday living and effortless entertaining. Step inside to discover bright, inviting interiors, and a spacious open-concept layout. At the heart of the home is a beautifully designed gourmet kitchen featuring generous workspace, abundant storage, a large walk-in pantry, and an easy connection to the expansive great room. The home features 2 Master suites, 1 upstairs and the other on the ground floor, providing convenience for family and guests. The spa-inspired upper floor master bathroom features dual vanities, a soaking tub, and large walk-in shower. All bedrooms are en-suite providing flexibility for home office or additional living space. With its contemporary design, functional floor plan, and exceptional indoor and outdoor lifestyle, this home offers a wonderful opportunity to enjoy everything Winter Park has to offer. Conveniently located near renowned dining, shopping, parks, recreation and the charm of Park Avenue, 2234 Howard Drive combines the privacy and comfort of a beautifully designed residence with convenient access to some of Central Florida's most desirable amenities. Schedule a showing today!