Premier Sotheby's International Realty (page 2)
Listings of the agency
Listings for sale: 21 to 40 / 50
- 50
House Winter Park (United States)
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!
…$1,465,0004bedrooms4bathroomsland 728m²By Premier Sotheby's International Realty
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Land Winter Park (United States)
Exceptional opportunity to build on beautiful Lake Sylvan with this 0.37-acre (approximately 16,603-square-foot) lakefront homesite. Offering a picturesque waterfront setting, the property is ideally positioned just minutes from Park Avenue's shops and restaurants, major roadways, leading hospitals and top private schools. Create a custom lakefront residence tailored to your vision in one of Central Florida's most desirable waterfront settings. For buyers seeking inspiration, a separately listed proposed new construction residence designed specifically for this homesite is available for review. See MLS #O6407606 for renderings and conceptual plans illustrating one potential vision for the property.
…$1,750,0001,497m²By Premier Sotheby's International Realty
- 50
House Winter Park (United States)
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.
…$1,695,0004bedrooms4bathroomsland 647m²By Premier Sotheby's International Realty
- 23
House Winter Park (United States)
In the sought-after Orwin Manor neighborhood, this beautifully updated one-story residence offers a seamless blend of comfort, style and convenience. Featuring three bedrooms and two baths, the home showcases an open-concept floor plan enhanced by engineered wood flooring that extends throughout every room, creating a cohesive and inviting living environment. The kitchen is thoughtfully updated with quartz countertops, refreshed cabinetry, newer appliances and a charming breakfast nook, ideal for casual dining. The living spaces flow effortlessly to a wonderful enclosed porch, providing additional year-round enjoyment, with direct access to an open brick-paver patio complete with a firepit, all set in a fully fenced backyard ideal for entertaining or relaxing in privacy. Both baths have been tastefully updated, and a new roof installed in 2021 that adds to the home's overall appeal and peace of mind. Ideally just minutes from vibrant shopping and dining of downtown Winter Park and College Park, with convenient access to major roadways and the AdventHealth Orlando campus, this home offers exceptional accessibility to all metro Orlando has to offer. Whether as a primary residence or an investment opportunity, this property presents an exceptional offering in a prime, established location.
…$569,9003bedrooms2bathroomsland 769m²By Premier Sotheby's International Realty
- 42
House Longwood (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!
…$484,0004bedrooms3bathroomsland 931m²By Premier Sotheby's International Realty
- 46
House Ponce Inlet (United States)
Direct oceanfront condo on the fifth floor of Tower 8 at The Towers at Ponce Inlet! This furnished, two-bedroom, two-bath residence includes an office nook with built-in bookshelves and an enclosed lanai offering flexible living space, ideal for a den or guest overflow area. Upgrades include a $14,000 HVAC system and upgraded electric storm shutters for added peace of mind. New LVP flooring in family room, kitchen and dining room - just installed May 2026. The kitchen features extended counter space, marble tile, marble backsplash and a spacious breakfast bar, seamlessly flowing into the open family and dining area. Step out onto your private balcony with panoramic ocean views, accessible from the main bedroom and family room, and take in refreshing ocean breezes and breathtaking sunrises over the Atlantic Ocean. The main suite features a garden tub and separate shower, while the guest bedroom is conveniently adjacent to the hall bath. The laundry room has wall cabinets and plenty of storage space for beach gear and easy organization. Residents of Tower 8 enjoy resort-style amenities: a clubhouse, oceanfront pool and spa, fitness center, secure key entry, and underground parking, extra garage storage for beach equipment and bike racks. Pets are welcome (up to two), and short-term rentals are allowed (one-month minimum). Located on the direct oceanfront, No Drive section of the pristine Ponce Inlet beach, this peaceful setting is just moments from the iconic Ponce Inlet Lighthouse, scenic jetty, and dog-friendly beach. Savor coastal dining at local favorites like Down the Hatch and Hidden Treasure Rum Bar & Grill, or explore the 41-acre Ponce Preserve with walking trails, kayaking, fishing, and natural Old Florida beauty. Close to championship golf at LPGA International and Cypress Head, and only a short drive to Daytona International Speedway, this residence perfectly blends luxury, leisure and location. Welcome to your oceanfront oasis!
…$490,0002bedrooms2bathroomsland 9,712m²By Premier Sotheby's International Realty
- Contract pending37
House Altamonte Springs (United States)
Completely reimagined down to the drywall, this beautifully renovated 4BR + flex room, 3BA home offers peace of mind with updated plumbing, electrical, newer roof, newer HVAC, and luxury vinyl plank flooring throughout. The redesigned open floor plan features a stunning kitchen overlooking the living and dining areas, all flowing to a screened patio and spacious backyard with mature trees and no immediate rear neighbors. The split layout offers a private primary suite with French doors, sitting area, oversized walk-through closet, and spa-inspired bath with designer walk-in shower, double vanity and LED mirror. Two bedrooms share a bath while a fourth enjoys its own ensuite. Flex room is ideal as an office, playroom or potential 5th bedroom. Oakwood amenities include pool, clubhouse, tennis, pickleball, basketball, playground and walking paths. Minutes to I-4, shopping, dining, Cranes Roost Park and AdventHealth.
…$465,0004bedrooms3bathroomsland 769m²By Premier Sotheby's International Realty
- Contract pending35
House Winter Park (United States)
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.
…$625,0004bedrooms2bathroomsland 567m²By Premier Sotheby's International Realty
- 33
House Orlando (United States)
Welcome to 5492 Penway Drive, an exceptional Baldwin Park residence where timeless design meets an extraordinary outdoor setting. Ideally on a premium lot with nearly 60 feet of water frontage, this sought-after David Weekly floor plan was thoughtfully situated to maximize green space. This has resulted in one of the area's most impressive and private yard retreats. The newly reimagined landscape design enhances the home's curb appeal and creates a lush tropical oasis, complete with fresh sod and mature and newly planted vibrant trees and shrubs that provide beauty and a sense of serenity rarely found in this community. Inside, refined architectural details and quality craftsmanship shine throughout. Plantation shutters, crown molding, rich hardwood flooring and custom 8-foot solid wood doors elevate the home's sophisticated yet welcoming atmosphere. The open-concept layout is ideal for everyday living and effortless entertaining. The updated chef-inspired kitchen features granite countertops, white shaker-style cabinetry, stainless steel appliances, and generous prep and gathering spaces at the heart of the home. Designed to embrace Florida living, the home offers dual balconies, one on each level overlooking the tranquil yet large, pond. This creates inviting spaces to enjoy peaceful mornings, sunset views, or to simply unwind while taking in the picturesque surroundings. The expansive outdoor areas extend the living space even further, offering endless possibilities for entertaining, gardening, recreation or future expansion/enhancements. This home is set within the desirable Baldwin Park community, where residents enjoy access to scenic lakes, parks, walking and biking trails, community amenities and highly regarded schools. This home is also only a short 15-minute distance to the Village Center with its popular restaurants, boutiques and neighborhood events. Also, just minutes' drive from downtown Orlando, this remarkable property presents a rare opportunity to enjoy an elevated lifestyle in one of Central Florida's desired neighborhoods. The 2025 updates include new roof, modernized garage with Shark Coating and mini-split air conditioner, new outdoor fence extension, comprehensive new landscaping including French drains, whole-home gutters and new high-R-value insulation in all attic spaces. The 2019 updates include kitchen and bath remodels, new central HVAC, new fencing and patio area, reverse-osmosis water system and whole-home water softener.
…$905,0003bedrooms3bathroomsland 364m²By Premier Sotheby's International Realty
- 43
House Orlando (United States)
Virtually Staged. One of the only large-lot, water-facing estate homes in Baldwin Park, offering a level of privacy, scale, and setting that rarely becomes available. Tucked along one of the neighborhood's most desirable streets, this Mediterranean-style residence spans over 5,300 SF on more than one-third acre, with tranquil water views and no rear neighbors, creating a true retreat within the heart of the community. A private front courtyard with a gas fireplace provides a warm and inviting setting equally suited for quiet evenings or relaxed gatherings. Inside, the home balances warmth and sophistication with hardwood and travertine flooring, custom finishes, and natural light pouring in through expansive windows and French doors. The great room anchors the home with a gas fireplace and built-ins, seamlessly connecting indoor and outdoor living. The kitchen is designed for both everyday living and hosting...featuring marble countertops, custom cabinetry, a full Viking appliance suite, two oversized islands, a walk-in pantry, and a butler's pantry with dry bar. An adjacent family/media room offers a more relaxed gathering space. The first-floor primary suite is privately positioned with peaceful pool and water views, a sitting area, and a spa-like bath with soaking tub, walk-in shower, dual vanities, and an oversized custom closet. A secondary bedroom with en-suite bath, dedicated office, laundry room, and pool bath complete the main level. Upstairs, three additional bedrooms, two with en-suite baths, are complemented by a spacious bonus lounge or retreat with built-in workspace. Outdoor living is where this home truly shines. A covered, screened lanai with lounge area, dining space, and summer kitchen overlooks a resort-style pool and spa with dual fire features all set against a serene pond backdrop. Additional highlights include a deep tandem 4-car garage, updated HVAC systems, upgraded electrical, updated plumbing, custom drapery and plantation shutters on all windows, whole-home audio, and full irrigation. Located in Baldwin Park, this home enjoys a rare position on a quiet, low-traffic street surrounded by other luxury residences, offering a level of privacy and calm that is increasingly hard to find within the community. Just steps away, you'll find the neighborhood's vibrant downtown district with its shops, dining, and everyday conveniences, along with scenic trails along Lake Baldwin, community pools, parks, and a fitness center. Ideally situated, the home is also just minutes from Winter Park, Orlando, and both Orlando International Airport and Orlando Sanford International Airport.
…$2,995,0005bedrooms6bathroomsland 1,538m²By Premier Sotheby's International Realty
- 50
House Winter Park (United States)
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.
…$4,900,0005bedrooms6bathroomsland 1,862m²By Premier Sotheby's International Realty
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House Winter Park (United States)
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.
…$1,225,0003bedrooms3bathroomsland 607m²By Premier Sotheby's International Realty
- Contract pending50
House Orlando (United States)
Wake up to a beautiful fire-lit sunrise over the water. On a private 1.6-acre lot with 150 feet of frontage along 83-acre Lake Georgia, a rare ski-friendly lake in East Orlando, 9889 Lake Georgia Drive is an extraordinary custom-built lakefront estate where every detail has been sourced, engineered and installed at the highest level. Offering five bedrooms and six and one-half baths, this is a home defined by scale and craftsmanship. Pass through the sliding gated entry, follow the brick-paved driveway toward the striking custom pivot door, framed in limestone and accented with Turkish stone, and you understand immediately that this is no ordinary address. Inside, the home opens dramatically as 48-by-48-inch porcelain tile floors extend beneath soaring volume ceilings, flanked by floor-to-ceiling windows that draw the lake directly into the living space. Custom floating stairs rise with sculptural elegance beside a crystal chandelier and glass railings, while curated designer lighting sets a tone of refined permanence throughout. A stacked-stone fireplace anchors the great room, and a wet bar with gas fireplace extends the entertaining space. The chef's kitchen is anchored by a large waterfall-edge quartz island, complemented by German custom high-gloss cabinetry, premium stainless steel appliances, a built-in Thermador espresso machine and a porcelain tile backsplash. A walk-in pantry adds everyday function to a home designed to be lived in as beautifully as it looks. The primary suite offers lake views, dual quartz vanities, glass-enclosed rain showers, a handheld bidet and a walk-in closet with custom organizers. Additional en-suite bedrooms feature luxury vinyl plank floors and designer baths with backlit mirrors and matte fixtures. Most rooms are wired for interior and exterior audio, with surround sound in the media and family rooms, all controllable by phone or remote. A dedicated home office, a game/media room ready for billiards, and a second-floor loft complete the interior. Outside, resort-caliber amenities await. A magnificent summer kitchen is outfitted with a 48-inch barbecue, four gas burners, granite counters, ice maker, mini-refrigerator and sink, all beneath a tongue-and-groove wood porch ceiling with automatic screens. The newly resurfaced lap pool features a spa, sun deck, water feature and Pebble Tec surface, surrounded by 2,000 square feet of paver decking and adjoined by a nine-person spa. Above, a balcony finished with artificial turf delivers panoramic lake views. On the water, a large covered boat dock with upper deck, boat hoist, private slip and Sea-Doo storage, plus a private boat ramp on site, completes the picture. Additional highlights include a 22,000-kilowatt generator, dual tankless water heaters, water filtration and softening, $25,000 in motorized custom blinds throughout, an insulated three-car garage with refinished floors and custom storage racks, a security surveillance system, LED lighting, gas-infused double-pane windows and doors, a lake-fed irrigation system and parking for 12-plus vehicles. Ideally located, zoned for Winter Park schools with an Orlando address, just over three miles from UCF and the Central Florida Research Park, home to Lockheed Martin, Northrop Grumman, Raytheon, Boeing and L3Harris. Downtown Orlando and Orlando Health and AdventHealth medical centers are roughly 12 miles west, while Park Avenue's boutiques and dining are minutes away. This is lakefront living at its best.
…$2,650,0005bedrooms7bathroomsland 6,718m²By Premier Sotheby's International Realty
- 50
House Winter Garden (United States)
Within the gated community of Canopy Oaks in Winter Garden, Parade of Homes award-winning Delray model by renowned builder A.R. Bailey Homes combines timeless architecture with curated upgrades rarely found in today's market. Within an intimate enclave of only 49 homesites, this meticulously maintained home offers over 4,000 square feet of flexible multigenerational living, entertaining spaces and seamless indoor-outdoor Florida living. Ideally just minutes from Historic Downtown Winter Garden, Winter Garden Village, Orlando Health, the Roper YMCA, shopping, dining, recreation and major roadways including Florida's Turnpike, SR 429, SR 408 and Interstate 4. A paver driveway, concrete tile roof, stone-accented exterior, wood-look garage doors, three-car garage and grand solid wood double-entry doors create a striking first impression. Inside, 10-foot ceilings in the great room, architectural details, abundant natural light, elegant finishes, and wood-look porcelain tile flooring throughout the first floor create a sophisticated yet welcoming atmosphere. The chef's kitchen serves as the heart of the home, designed for everyday living and entertaining. Highlights include a natural gas cooktop with exterior vent, built-in wall oven, upgraded appliances, pot filler, oversized center island, 42-inch cabinetry with crown molding, under-cabinet lighting, designer tile backsplash and an expansive walk-in pantry overlooking the coffered-ceiling great room. A gated wine cellar adds a distinctive feature rarely found at this price point. The luxurious first-floor primary suite was designed as a spa-inspired retreat, featuring a beautifully appointed primary bath with premium finishes, dual vanities, an oversized walk-in shower, freestanding soaking tub and a spacious walk-in closet. A separate first-floor en-suite bedroom provides flexibility for guests, extended family, multigenerational living or a private home office. Upstairs, a second primary suite is complemented by two additional en-suite bedrooms, a spacious loft, guest powder bath and covered balcony, providing privacy and versatility for family and guests. Designed to embrace Florida's indoor-outdoor lifestyle, dramatic corner-opening glass doors and expansive stacking sliders open to the covered lanai with a motorized retractable screen, creating effortless entertaining year-round. The backyard, accented by a stucco privacy wall, offers ample space for a custom pool, outdoor kitchen and additional outdoor living areas. The three-car garage provides generous space for vehicles, golf carts, storage and recreational equipment. Additional highlights include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, mudroom, reading nook and generous storage throughout. Residents of Canopy Oaks enjoy scenic recreational trails, a community playground and an exceptional Winter Garden location near shopping, dining, healthcare, recreation and everyday conveniences. Offering five en-suite bedrooms, seven baths, dual primary suites, a spa-inspired first-floor primary suite, wood-look porcelain tile throughout the first floor, a three-car garage, natural gas, award-winning design and an exceptional location within Canopy Oaks, this beautifully maintained residence presents an outstanding opportunity to experience refined Winter Garden living. Also available for lease (MLS #O6416527).
…$1,225,0005bedrooms7bathroomsland 769m²By Premier Sotheby's International Realty
- Contract pending50
House Maitland (United States)
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.
…$1,499,0005bedrooms4bathroomsland 1,093m²By Premier Sotheby's International Realty
- 35
House Maitland (United States)
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.
…$850,0002bedrooms3bathroomsland 2,266m²By Premier Sotheby's International Realty
- 50
House Winter Park (United States)
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.
…$3,500,0005bedrooms7bathroomsland 1,012m²By Premier Sotheby's International Realty
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House Winter Park (United States)
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.
…$5,500,0004bedrooms5bathroomsland 1,497m²By Premier Sotheby's International Realty
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House Winter Park (United States)
A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with modern comfort. A flexible two-level layout offers main living areas on the first floor, complemented by an upper-level studio or retreat space with optional deck access, ideal for today's lifestyle. Extensively improved with over $260,000 in recent upgrades, the home was enhanced with durability and efficiency in mind. Major improvements include a commercial-grade TPO roofing system with advanced drainage and a 20-year warranty completed in 2024, as well as hurricane-impact aluminum sliders all around with large missile-rated glass and enduring waterproofing. Additional features such as a white reflective roof, whole-house surge protection, updated electrical components, and a new code-compliant deck railing further elevate the home's long-term value and performance. The outdoor spaces have been equally curated, with mid-century-inspired landscaping designed for beauty and ease of maintenance. Palms, agave and drought-tolerant plantings create a clean, modern aesthetic, while redesigned yard spaces enhance openness and usability. A professionally landscaped east yard, low-maintenance turf on the west side, a five-zone irrigation system, and private well irrigation contribute to a thoughtfully executed exterior environment. An expanded driveway provides ample parking, and outdoor lighting enhances ambiance and function. Just moments from desirable Park Avenue, this architecturally significant modern residence is ideally in one of Winter Park's sought-after neighborhoods, near Lake Virginia, Rollins College and Winter Park Tennis Center. Set on a quiet, tree-lined corner lot with no through traffic, the home enjoys an elevated position on a natural rise, offering peace of mind with no history of flooding, along with ideal north-facing orientation and beautiful natural light throughout the day.
…$1,625,0004bedrooms2bathroomsland 688m²By Premier Sotheby's International Realty
- 31
House Winter Park (United States)
Discover an exceptional opportunity to own a penthouse residence at The Landmark, one of downtown Winter Park's exclusive addresses. Directly along the desired brick streets of Park Avenue, this boutique condominium community consists of only 13 residences and offers an unparalleled blend of privacy, sophistication and accessible convenience. Just outside your door, enjoy acclaimed dining, boutique shopping, art galleries, sidewalk cafés, Central Park and the year-round events that have made Winter Park one of Central Florida's sought-after destinations. Behind The Landmark's secure wrought-iron gates, residents are welcomed into a beautifully landscaped courtyard centered around a timeless fountain and illuminated by dozens of gas lanterns, creating a warm and elegant atmosphere reminiscent of a European enclave. Impeccably maintained and thoughtfully designed, the community provides a peaceful retreat while remaining moments from the vibrant energy of Park Avenue. Residence J occupies a premier penthouse position and is filled with natural light, enhanced by soaring ceilings, expansive windows, and multiple French doors that open to private terraces overlooking Morse Boulevard and the surrounding downtown streetscape. The spacious floor plan is designed for comfortable daily living and effortless entertaining. The living and dining areas are anchored by a gas fireplace and flow seamlessly into the kitchen, where integrated appliances, a gas cooktop, generous workspace, and a charming breakfast area create a functional and inviting gathering space. The primary suite serves as a private sanctuary, featuring dual vanities, separate water closets, an oversized walk-in shower and a custom-designed walk-in closet. Two additional guest bedrooms provide flexibility for family and visitors. One bedroom is connected to a Jack-and-Jill bath, while the third enjoys a private en-suite bath and a Juliet balcony that captures the charm and character of downtown Winter Park from above. Additional amenities include two deeded underground parking spaces, a private climate-controlled storage room, and access to the community's shared outdoor entertaining area, complete with a summer kitchen and courtyard gathering space. Whether enjoyed as a full-time residence or a lock-and-leave retreat, this penthouse offers a rare combination of luxury, security and an unmatched Park Avenue lifestyle in the heart of Winter Park.
…$2,350,0003bedrooms3bathroomsBy Premier Sotheby's International Realty
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