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Experience Winter Park lakefront living at 541 Virginia Drive, where timeless architecture, craftsmanship, and waterfront lifestyle come together. Set on approximately 130 feet of Lake Virginia frontage, this estate offers access to the Winter Park Chain of Lakes, a private dock with a covered electric boat lift, and grand water views toward Rollins College and historic Knowles Chapel. On a quiet Timberlane Shores cul-de-sac, this award-winning residence was built in 2008 by Farina & Sons. Recognized with an Aurora Award and Parade of Homes Grand Winner honors, the home blends historic Winter Park charm with modern luxury. Offering 4 bedrooms, 3.5 bathrooms, and 4,725 square feet of thoughtfully designed living space, every detail reflects quality and character. Inside, rich hardwood flooring, exposed wood beams, elegant coffered ceilings, and expansive Andersen windows and doors fill the home with natural light. The current owners have further elevated the residence with exquisite custom illuminated built-ins, architectural lighting, and beautifully enhanced living spaces that seamlessly blend traditional craftsmanship with contemporary elegance. At the heart of the home, the chef's kitchen features Caesarstone concrete countertops, a striking custom copper range hood, premium Sub-Zero and Viking appliances, and a generous walk-in pantry. A dedicated wine room and walk-in bar provide additional spaces for entertaining, while the thoughtfully designed floor plan offers a spacious first-floor primary suite with a spa-inspired bathroom and custom closets, along with two additional main-level bedrooms. A private outdoor shower just outside the primary suite offers a spa-like retreat. Upstairs, an impressive transformation has created an exceptional entertainment retreat featuring a completely redesigned custom bar, expansive bonus room, and beautifully appointed home office with captivating views across Lake Virginia. An additional bedroom with a private bathroom and kitchenette offers flexibility for guests or extended stays. The outdoor living experience is truly extraordinary. A magnificent covered lanai with graceful architectural arches and a gas fireplace overlooks the sparkling pool, relaxing hot tub, and beautifully landscaped waterfront grounds. Recently installed automated retractable screens surround the covered patio, allowing you to enjoy the outdoor living areas with added comfort at the touch of a button. Additional features include a UV pool treatment system, outdoor shower, and thoughtfully designed landscape lighting that brings the property to life after sunset. Just beyond the pool, approximately 130 feet of Lake Virginia shoreline opens the door to one of Central Florida's most sought-after lifestyles. Your private dock and covered powered boat lift make it effortless to spend afternoons cruising the Winter Park Chain of Lakes, exploring scenic canals, or simply enjoying the peaceful beauty of the water. Mature trees, lush landscaping, and spectacular lake views create an enchanting setting for both quiet mornings and unforgettable evenings. All of this is conveniently located just minutes from the boutique shopping, acclaimed restaurants, and cultural attractions of Winter Park's iconic Park Avenue. Beautiful homes can be found in many places, but the opportunity to enjoy this extraordinary Lake Virginia lifestyle is something truly special. Welcome home to 541 Virginia Drive.

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Experience Winter Park lakefront living at 541 Virginia Drive, where timeless architecture, craftsmanship, and waterfront lifestyle come together. Set on approximately 130 feet of Lake Virginia frontage, this estate offers access to the Winter Park Chain of Lakes, a private dock with a covered electric boat lift, and grand water views toward Rollins College and historic Knowles Chapel. On a quiet Timberlane Shores cul-de-sac, this award-winning residence was built in 2008 by Farina & Sons. Recognized with an Aurora Award and Parade of Homes Grand Winner honors, the home blends historic Winter Park charm with modern luxury. Offering 4 bedrooms, 3.5 bathrooms, and 4,725 square feet of thoughtfully designed living space, every detail reflects quality and character. Inside, rich hardwood flooring, exposed wood beams, elegant coffered ceilings, and expansive Andersen windows and doors fill the home with natural light. The current owners have further elevated the residence with exquisite custom illuminated built-ins, architectural lighting, and beautifully enhanced living spaces that seamlessly blend traditional craftsmanship with contemporary elegance. At the heart of the home, the chef's kitchen features Caesarstone concrete countertops, a striking custom copper range hood, premium Sub-Zero and Viking appliances, and a generous walk-in pantry. A dedicated wine room and walk-in bar provide additional spaces for entertaining, while the thoughtfully designed floor plan offers a spacious first-floor primary suite with a spa-inspired bathroom and custom closets, along with two additional main-level bedrooms. A private outdoor shower just outside the primary suite offers a spa-like retreat. Upstairs, an impressive transformation has created an exceptional entertainment retreat featuring a completely redesigned custom bar, expansive bonus room, and beautifully appointed home office with captivating views across Lake Virginia. An additional bedroom with a private bathroom and kitchenette offers flexibility for guests or extended stays. The outdoor living experience is truly extraordinary. A magnificent covered lanai with graceful architectural arches and a gas fireplace overlooks the sparkling pool, relaxing hot tub, and beautifully landscaped waterfront grounds. Recently installed automated retractable screens surround the covered patio, allowing you to enjoy the outdoor living areas with added comfort at the touch of a button. Additional features include a UV pool treatment system, outdoor shower, and thoughtfully designed landscape lighting that brings the property to life after sunset. Just beyond the pool, approximately 130 feet of Lake Virginia shoreline opens the door to one of Central Florida's most sought-after lifestyles. Your private dock and covered powered boat lift make it effortless to spend afternoons cruising the Winter Park Chain of Lakes, exploring scenic canals, or simply enjoying the peaceful beauty of the water. Mature trees, lush landscaping, and spectacular lake views create an enchanting setting for both quiet mornings and unforgettable evenings. All of this is conveniently located just minutes from the boutique shopping, acclaimed restaurants, and cultural attractions of Winter Park's iconic Park Avenue. Beautiful homes can be found in many places, but the opportunity to enjoy this extraordinary Lake Virginia lifestyle is something truly special. Welcome home to 541 Virginia Drive.

541 Virginia Drive, Winter Park

$1,190,000

New roof fall 2026! Exceptional custom-built estate offering unparalleled security, efficiency and peace of mind on two expansive lots in the heart of Winter Park. This split-plan three-bedroom and 2.5-bath home has over 4,880 total square feet in the main home and 1,944 total square feet in the detached in-law/office unit under roof. Constructed with solid poured concrete block and 1-inch insulation, this remarkable residence was designed to withstand the test of time while delivering modern luxury and comfort. A rare feature, the home includes two reinforced safe rooms built with rebar-reinforced solid poured concrete walls and 12-inch concrete ceilings, along with a built-in, concrete-bolted safe. Additional security enhancements include a full alarm system and security spotlights. Designed for everyday living and entertaining, the property is equipped with a full-house 22-kilowatt generator, a buried 500-gallon propane tank, propane gas range and outdoor grill, two tankless water heaters, whole-house water softening and filtration systems, EV charging capability and energy-efficient construction resulting in remarkably low utility costs. The well-appointed kitchen features a solid wood cabinetry, quartz countertops, a kitchen, butler pantry, coffee bar and laundry room, Verona gas range, Frigidaire Professional French-door refrigerator, KitchenAid dishwasher, convenient under-counter outlets and the kitchen island has lighted shelves. Additional highlights include plantation shutters throughout, wine cellar, climate-controlled storage attic, granite in baths, custom garage cabinetry, epoxy-finished garage floors, hurricane-impact windows in the office/apartment, Pet Turf in the entire backyard with no maintenance necessary and a striking 35-foot flagpole. Combining superior craftsmanship, advanced infrastructure and thoughtful upgrades rarely found in today's market, this extraordinary property presents a unique opportunity to own a one-of-a-kind residence. Total heated square footage includes heated/cooled space to use as garage, workshop, and/or utility room in the detached structure.

4 Beds ⋅ 4 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code

New roof fall 2026! Exceptional custom-built estate offering unparalleled security, efficiency and peace of mind on two expansive lots in the heart of Winter Park. This split-plan three-bedroom and 2.5-bath home has over 4,880 total square feet in the main home and 1,944 total square feet in the detached in-law/office unit under roof. Constructed with solid poured concrete block and 1-inch insulation, this remarkable residence was designed to withstand the test of time while delivering modern luxury and comfort. A rare feature, the home includes two reinforced safe rooms built with rebar-reinforced solid poured concrete walls and 12-inch concrete ceilings, along with a built-in, concrete-bolted safe. Additional security enhancements include a full alarm system and security spotlights. Designed for everyday living and entertaining, the property is equipped with a full-house 22-kilowatt generator, a buried 500-gallon propane tank, propane gas range and outdoor grill, two tankless water heaters, whole-house water softening and filtration systems, EV charging capability and energy-efficient construction resulting in remarkably low utility costs. The well-appointed kitchen features a solid wood cabinetry, quartz countertops, a kitchen, butler pantry, coffee bar and laundry room, Verona gas range, Frigidaire Professional French-door refrigerator, KitchenAid dishwasher, convenient under-counter outlets and the kitchen island has lighted shelves. Additional highlights include plantation shutters throughout, wine cellar, climate-controlled storage attic, granite in baths, custom garage cabinetry, epoxy-finished garage floors, hurricane-impact windows in the office/apartment, Pet Turf in the entire backyard with no maintenance necessary and a striking 35-foot flagpole. Combining superior craftsmanship, advanced infrastructure and thoughtful upgrades rarely found in today's market, this extraordinary property presents a unique opportunity to own a one-of-a-kind residence. Total heated square footage includes heated/cooled space to use as garage, workshop, and/or utility room in the detached structure.

1940 Magnolia Avenue, Winter Park

$3,495,000

Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a production home, it was crafted with a builder’s eye for structural integrity, thoughtful flow, and a seamless connection between indoors and out. Set on a generous 91-foot wide lot, this custom residence offers 5 bedrooms and a floor plan that feels both substantial and inviting. A wide front veranda sets a timeless tone from the moment you arrive. Dark-framed windows and doors create a striking contrast, while manicured hedges and brick-paved drives enhance the classic curb appeal and highlight the home’s architectural details. Step inside and you immediately sense that this is more than just a beautiful house—it’s a home with a story. At its heart is the reclaimed pine flooring, sourced from a Florida bridge. Rich with character, worn in all the right ways, these floors bring a warmth and authenticity you simply cannot replicate with something new. A long, gracious foyer introduces the main living spaces. To your left, a handsome study/office with a brick fireplace offers an intimate retreat for working. To your right, a formal dining room with garden views comfortably accommodates twelve. A discreet swing door leads to a well-appointed wet bar and large walk-in pantry, which then opens into the expansive kitchen. The kitchen is the true hub of the home, anchored by coffered ceilings, an oversized island, a full suite of high-end appliances, abundant cabinetry, and extensive counter space. A light-filled dinette offers the perfect spot for casual meals. At the center of the home, an oversized great room draws everyone together with its tall brick fireplace, built-in display/bookshelves, and high ceilings that add volume without sacrificing warmth. Two bedrooms are thoughtfully located on the main level, including the primary suite, privately positioned in one of the quietest corners of the home. Filled with soft natural light, accentuating the detailed millwork that runs from floor to ceiling. The primary bath is a retreat in itself, featuring slate flooring, double vanity, claw-foot soaking tub, water closet, walk-in shower with rain head, and a massive custom walk-in closet. The second main-level bedroom functions beautifully as a guest suite or flexible space, with an en-suite bath that also serves as a pool bath, a built-in Murphy bed with integrated cabinetry. A back facing staircase leads to two additional en-suite bedrooms on the second level. At the top of the landing, a large built-in workstation creates an ideal homework or creative zone, and both bedrooms enjoy access to a full-length front balcony. At the back of the home, a separate staircase leads to the fifth bedroom—a wonderfully private suite with dormer windows, angled ceilings with beams, and its own en-suite bath. In addition to a walk-in closet, cleverly designed built-in storage along the walls ensures a place for everything. Off the great room, a covered lanai with tongue-and-groove wood ceiling and brick built-in grilling station creates a comfortable space for year-round relaxation. A 45-foot lap pool is anchored by a striking cabana with fireplace, evoking a resort-inspired setting for long afternoons, evening gatherings, and memorable celebrations. This is a rare opportunity to own a thoughtfully crafted estate where history, craftsmanship, and everyday comfort come together in perfect balance.

5 Beds ⋅ 6 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code

Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a production home, it was crafted with a builder’s eye for structural integrity, thoughtful flow, and a seamless connection between indoors and out. Set on a generous 91-foot wide lot, this custom residence offers 5 bedrooms and a floor plan that feels both substantial and inviting. A wide front veranda sets a timeless tone from the moment you arrive. Dark-framed windows and doors create a striking contrast, while manicured hedges and brick-paved drives enhance the classic curb appeal and highlight the home’s architectural details. Step inside and you immediately sense that this is more than just a beautiful house—it’s a home with a story. At its heart is the reclaimed pine flooring, sourced from a Florida bridge. Rich with character, worn in all the right ways, these floors bring a warmth and authenticity you simply cannot replicate with something new. A long, gracious foyer introduces the main living spaces. To your left, a handsome study/office with a brick fireplace offers an intimate retreat for working. To your right, a formal dining room with garden views comfortably accommodates twelve. A discreet swing door leads to a well-appointed wet bar and large walk-in pantry, which then opens into the expansive kitchen. The kitchen is the true hub of the home, anchored by coffered ceilings, an oversized island, a full suite of high-end appliances, abundant cabinetry, and extensive counter space. A light-filled dinette offers the perfect spot for casual meals. At the center of the home, an oversized great room draws everyone together with its tall brick fireplace, built-in display/bookshelves, and high ceilings that add volume without sacrificing warmth. Two bedrooms are thoughtfully located on the main level, including the primary suite, privately positioned in one of the quietest corners of the home. Filled with soft natural light, accentuating the detailed millwork that runs from floor to ceiling. The primary bath is a retreat in itself, featuring slate flooring, double vanity, claw-foot soaking tub, water closet, walk-in shower with rain head, and a massive custom walk-in closet. The second main-level bedroom functions beautifully as a guest suite or flexible space, with an en-suite bath that also serves as a pool bath, a built-in Murphy bed with integrated cabinetry. A back facing staircase leads to two additional en-suite bedrooms on the second level. At the top of the landing, a large built-in workstation creates an ideal homework or creative zone, and both bedrooms enjoy access to a full-length front balcony. At the back of the home, a separate staircase leads to the fifth bedroom—a wonderfully private suite with dormer windows, angled ceilings with beams, and its own en-suite bath. In addition to a walk-in closet, cleverly designed built-in storage along the walls ensures a place for everything. Off the great room, a covered lanai with tongue-and-groove wood ceiling and brick built-in grilling station creates a comfortable space for year-round relaxation. A 45-foot lap pool is anchored by a striking cabana with fireplace, evoking a resort-inspired setting for long afternoons, evening gatherings, and memorable celebrations. This is a rare opportunity to own a thoughtfully crafted estate where history, craftsmanship, and everyday comfort come together in perfect balance.

1600 Legion Drive, Winter Park

$2,629,000

Under Construction. A striking interpretation of Modern Tudor design brings a fresh architectural presence to one of Winter Park’s charming brick streets. Newly built, this stunning residence pairs a distinctive façade with interiors that feel both richly detailed and effortlessly livable. From the marble mosaic foyer to the private poolside retreat, each space offers its own expression of luxury, creating a home with character, warmth, and a beautiful sense of arrival. Beyond the entry, the spacious living area unfolds beneath shiplap ceiling details that lend texture and architectural depth. A statement wall with an electric fireplace anchors the room, establishing an inviting setting for quiet evenings and lively gatherings alike. The kitchen takes center stage with Taj Mahal countertops and a full suite of Thermador appliances. A built-in paneled refrigerator preserves the cabinetry’s seamless appearance, while a spacious walk-in pantry provides ample storage beyond the main kitchen. Positioned downstairs, the primary suite offers a peaceful retreat with a spacious closet and a beautifully composed spa bath featuring dual vanities, a freestanding soaking tub, and a separate shower with a rain showerhead and marble mosaic tile. A second downstairs guest suite adds exceptional versatility, a rare feature for the area, providing comfortable accommodations for visitors or a space for a private office. Providing comfortable accommodations for visitors or an inspiring space for a private office. Upstairs, three additional bedrooms, each with a walk-in closet, offer room for family and guests. A spacious loft introduces another place to gather, unwind, or create a dedicated media or recreation space, while the upstairs laundry room brings convenience to daily routine. Outdoors, a covered lanai with a summer kitchen sets the scene for alfresco dining and entertaining space. Lush landscaping surrounds the pool and spa, creating a beautiful backdrop for entertaining or simply enjoying the Florida lifestyle. Energy efficient doors and windows complete the home’s thoughtful collection of features. The location places neighborhood favorites within easy reach, with Phelps Park and the YMCA just a walk away and Park Avenue’s shops, restaurants, and cafés a short golf cart ride from home. Distinctive in its architecture and generous in its design, this residence offers a compelling opportunity to enjoy brand-new construction amid the established charm of Winter Park.

5 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Under Construction. A striking interpretation of Modern Tudor design brings a fresh architectural presence to one of Winter Park’s charming brick streets. Newly built, this stunning residence pairs a distinctive façade with interiors that feel both richly detailed and effortlessly livable. From the marble mosaic foyer to the private poolside retreat, each space offers its own expression of luxury, creating a home with character, warmth, and a beautiful sense of arrival. Beyond the entry, the spacious living area unfolds beneath shiplap ceiling details that lend texture and architectural depth. A statement wall with an electric fireplace anchors the room, establishing an inviting setting for quiet evenings and lively gatherings alike. The kitchen takes center stage with Taj Mahal countertops and a full suite of Thermador appliances. A built-in paneled refrigerator preserves the cabinetry’s seamless appearance, while a spacious walk-in pantry provides ample storage beyond the main kitchen. Positioned downstairs, the primary suite offers a peaceful retreat with a spacious closet and a beautifully composed spa bath featuring dual vanities, a freestanding soaking tub, and a separate shower with a rain showerhead and marble mosaic tile. A second downstairs guest suite adds exceptional versatility, a rare feature for the area, providing comfortable accommodations for visitors or a space for a private office. Providing comfortable accommodations for visitors or an inspiring space for a private office. Upstairs, three additional bedrooms, each with a walk-in closet, offer room for family and guests. A spacious loft introduces another place to gather, unwind, or create a dedicated media or recreation space, while the upstairs laundry room brings convenience to daily routine. Outdoors, a covered lanai with a summer kitchen sets the scene for alfresco dining and entertaining space. Lush landscaping surrounds the pool and spa, creating a beautiful backdrop for entertaining or simply enjoying the Florida lifestyle. Energy efficient doors and windows complete the home’s thoughtful collection of features. The location places neighborhood favorites within easy reach, with Phelps Park and the YMCA just a walk away and Park Avenue’s shops, restaurants, and cafés a short golf cart ride from home. Distinctive in its architecture and generous in its design, this residence offers a compelling opportunity to enjoy brand-new construction amid the established charm of Winter Park.

1681 Woodland Avenue, Winter Park

$6,000,000

Pre-Construction. To be built. (NOTE: Photos show features and finishes representative of the construction budget and selection allowances. All tile, colors, stone, cabinets, vanities, lighting, appliances, wallpaper to be CUSTOM SELECTED by Buyer. Also, layout of the rooms in in the photos may differ from the home to be built here.) The home is located on McKean Circle, one of the most sought-after, quiet, NO TRAFFIC streets in Winter Park… Very close walk to Park Avenue restaurants and shopping and Winter Park Golf Course. Presented by an established, award winning luxury home builder, this bespoke home will include premium features, appliances, fixtures and finishes as follows: ELEVATOR, NATURAL GAS WHOLE HOUSE GENERATOR, WOLF/SUB ZERO appliances and wine cooler tower, built-in coffee maker, LUTRON RA3 SMART LIGHTING AND WIRING FOR BLINDS AND DRAPES, AUDIO/VIDEO, SMART HOME and SECURITY UPGRADES, WALLPAPER, special carpentry and architectural details, CEILING DETAILS with LED recessed/cove LIGHTING. FIRST FLOOR PRIMARY SUITE WITH WASHER/DRYER and two-person shower, additional GUEST SUITE FIRST FLOOR, OFFICE FIRST FLOOR, 12' FIRST FLOOR CEILINGS with 10’ DOORS. UPSTAIRS THERE EN SUITES plus large LOFT with wet bar and laundry room. Store-front window and door system with SMART GLASS (on demand opaque or clear), large 18’x10’ full-view garage door, circular driveway, heated swimmable pool with spa, plenty of pool deck space, and exquisite landscaping. A 6’ masonry-stucco wall with gates will encompasses the property. Outdoor living includes a large rear covered lanai with retractable screens and a large summer kitchen, pool-bath and outdoor shower. Enjoy two fireplaces: a linear fireplace (choose natural gas or electric) in living room and optional natural gas fireplace on the pool deck. Great fortune comes to those who TAKE IMMEDIATE ACTION when opportunity presents itself. Call now to schedule your meeting with the Builder to get started on your new home today!

5 Beds ⋅ 7 Baths ⋅ Palmer Park SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. (NOTE: Photos show features and finishes representative of the construction budget and selection allowances. All tile, colors, stone, cabinets, vanities, lighting, appliances, wallpaper to be CUSTOM SELECTED by Buyer. Also, layout of the rooms in in the photos may differ from the home to be built here.) The home is located on McKean Circle, one of the most sought-after, quiet, NO TRAFFIC streets in Winter Park… Very close walk to Park Avenue restaurants and shopping and Winter Park Golf Course. Presented by an established, award winning luxury home builder, this bespoke home will include premium features, appliances, fixtures and finishes as follows: ELEVATOR, NATURAL GAS WHOLE HOUSE GENERATOR, WOLF/SUB ZERO appliances and wine cooler tower, built-in coffee maker, LUTRON RA3 SMART LIGHTING AND WIRING FOR BLINDS AND DRAPES, AUDIO/VIDEO, SMART HOME and SECURITY UPGRADES, WALLPAPER, special carpentry and architectural details, CEILING DETAILS with LED recessed/cove LIGHTING. FIRST FLOOR PRIMARY SUITE WITH WASHER/DRYER and two-person shower, additional GUEST SUITE FIRST FLOOR, OFFICE FIRST FLOOR, 12' FIRST FLOOR CEILINGS with 10’ DOORS. UPSTAIRS THERE EN SUITES plus large LOFT with wet bar and laundry room. Store-front window and door system with SMART GLASS (on demand opaque or clear), large 18’x10’ full-view garage door, circular driveway, heated swimmable pool with spa, plenty of pool deck space, and exquisite landscaping. A 6’ masonry-stucco wall with gates will encompasses the property. Outdoor living includes a large rear covered lanai with retractable screens and a large summer kitchen, pool-bath and outdoor shower. Enjoy two fireplaces: a linear fireplace (choose natural gas or electric) in living room and optional natural gas fireplace on the pool deck. Great fortune comes to those who TAKE IMMEDIATE ACTION when opportunity presents itself. Call now to schedule your meeting with the Builder to get started on your new home today!

1011 Mckean Circle, Winter Park

$2,100,000

Virtually Staged. Situated along one of Winter Park's charming, tree-lined brick streets, this beautifully maintained traditional residence offers over 4,100 square feet of thoughtfully designed living space, with 5 bedrooms, 5 full bathrooms, and 1 half bath. Timeless architectural details and modern comforts create a welcoming home designed for both everyday living and entertaining. A welcoming front porch leads into elegant interiors featuring a private office with custom built-ins and a glass pocket door, along with a formal dining room accented by a tray ceiling and ambient lighting. The living room showcases exposed ceiling beams, crown molding, built-in shelving, and a gas fireplace, while French doors open to the screened lanai, creating a seamless connection to the outdoors. The kitchen features expansive countertops, abundant cabinetry, a center island with prep sink, walk-in pantry, and breakfast nook with access to the outdoor living area. A butler's pantry with wine refrigerator adds convenience for entertaining. The main-level primary suite offers a relaxing retreat with dual vanities, a soaking tub, and multiple closets. A second ensuite bedroom on the first floor, complete with a beverage refrigerator and coffee station, provides additional privacy and comfort for guests. A dedicated laundry room completes the main level. Upstairs, a built-in desk and cabinets line the hallway for study or work space. Generous loft with custom cabinetry, accent lighting, and beverage refrigerator creates a versatile second living area. Three additional bedrooms provide comfortable accommodations, including two connected by a Jack-and-Jill bathroom and a third with access to a nearby full bath. The second laundry room adds flexibility and convenience. Outdoors, enjoy a private backyard retreat featuring a screened lanai, swimming pool, outdoor kitchen, mature landscaping, and a full pool bathroom. Recent improvements include interior paint, a new second-floor Daikin AC system with UV lights, updated Hayward pool equipment, including the pump, DE filter, heater, chlorination system, whole-house Brita water filtration, epoxy garage flooring, new carpeting, refinished wood floors, polished countertops, and fiber-optic connectivity. Additional updates include a new roof (2023), commercial-grade water heater (2022), exterior paint (2024), and new appliances: fridge, dishwasher, washer and dryer. Conveniently located near the Vias and Winter Park Racquet Club, and just minutes from Park Avenue's renowned shopping and dining, the YMCA, medical facilities, and nearby public and private schools, this home offers the charm of Winter Park living with convenient access to recreation, dining, and everyday essentials.

5 Beds ⋅ 6 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Virtually Staged. Situated along one of Winter Park's charming, tree-lined brick streets, this beautifully maintained traditional residence offers over 4,100 square feet of thoughtfully designed living space, with 5 bedrooms, 5 full bathrooms, and 1 half bath. Timeless architectural details and modern comforts create a welcoming home designed for both everyday living and entertaining. A welcoming front porch leads into elegant interiors featuring a private office with custom built-ins and a glass pocket door, along with a formal dining room accented by a tray ceiling and ambient lighting. The living room showcases exposed ceiling beams, crown molding, built-in shelving, and a gas fireplace, while French doors open to the screened lanai, creating a seamless connection to the outdoors. The kitchen features expansive countertops, abundant cabinetry, a center island with prep sink, walk-in pantry, and breakfast nook with access to the outdoor living area. A butler's pantry with wine refrigerator adds convenience for entertaining. The main-level primary suite offers a relaxing retreat with dual vanities, a soaking tub, and multiple closets. A second ensuite bedroom on the first floor, complete with a beverage refrigerator and coffee station, provides additional privacy and comfort for guests. A dedicated laundry room completes the main level. Upstairs, a built-in desk and cabinets line the hallway for study or work space. Generous loft with custom cabinetry, accent lighting, and beverage refrigerator creates a versatile second living area. Three additional bedrooms provide comfortable accommodations, including two connected by a Jack-and-Jill bathroom and a third with access to a nearby full bath. The second laundry room adds flexibility and convenience. Outdoors, enjoy a private backyard retreat featuring a screened lanai, swimming pool, outdoor kitchen, mature landscaping, and a full pool bathroom. Recent improvements include interior paint, a new second-floor Daikin AC system with UV lights, updated Hayward pool equipment, including the pump, DE filter, heater, chlorination system, whole-house Brita water filtration, epoxy garage flooring, new carpeting, refinished wood floors, polished countertops, and fiber-optic connectivity. Additional updates include a new roof (2023), commercial-grade water heater (2022), exterior paint (2024), and new appliances: fridge, dishwasher, washer and dryer. Conveniently located near the Vias and Winter Park Racquet Club, and just minutes from Park Avenue's renowned shopping and dining, the YMCA, medical facilities, and nearby public and private schools, this home offers the charm of Winter Park living with convenient access to recreation, dining, and everyday essentials.

1355 Hibiscus Avenue, Winter Park

$491,000

Welcome to The Enclave at Hawks Crest! This 2019-built townhome offers 3 bedrooms, 2.5 baths, and 2,308 sqft of modern, open-concept living. The main level flows from the foyer into a bright living/dining area and an island kitchen with granite-look counters, subway tile backsplash, and a full stainless appliance suite. Wood-look vinyl plank flooring throughout the living areas; carpeted bedrooms upstairs including a primary suite with tray ceiling, dual vanity, and glass-door walk-in shower with large-format tile. A versatile loft adds flexible living space. Step out to the covered lanai with ceiling fan overlooking a wooded view. 2-car garage plus a laundry room with sink and cabinetry. Enjoy resort-style community amenities — clubhouse, pool, playground, and park — minutes from Winter Park shopping and dining. HOA $333/mo. Call and schedule your showing today!

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Welcome to The Enclave at Hawks Crest! This 2019-built townhome offers 3 bedrooms, 2.5 baths, and 2,308 sqft of modern, open-concept living. The main level flows from the foyer into a bright living/dining area and an island kitchen with granite-look counters, subway tile backsplash, and a full stainless appliance suite. Wood-look vinyl plank flooring throughout the living areas; carpeted bedrooms upstairs including a primary suite with tray ceiling, dual vanity, and glass-door walk-in shower with large-format tile. A versatile loft adds flexible living space. Step out to the covered lanai with ceiling fan overlooking a wooded view. 2-car garage plus a laundry room with sink and cabinetry. Enjoy resort-style community amenities — clubhouse, pool, playground, and park — minutes from Winter Park shopping and dining. HOA $333/mo. Call and schedule your showing today!

1407 Broad Wing Lane, Winter Park

$3,250,000

JUST COMPLETED NEW CONTRUCTION in the heart of Winter Park. Tucked away on a quiet cut-de-sac in an established neighborhood surrounded by beautiful newer residences, this nearly 4,500 square-foot home pairs thoughtful design with exceptional indoor-outdoor living. An impressive entry foyer sets the tone for a residence filled with designer details and and a floor plan featuring five en-suite bedrooms, six full baths, and the convenience of two laundry rooms to serve each floor. At the heart of the home, the chef's kitchen is appointed with Thermador appliances and designed for every day living and entertaining. Expansive living spaces are anchored by an indoor fireplace, and flow seamlessly to the covered lanai, where a second fireplace, fully equipped outdoor kitchen and private pool create an exceptional setting for year-round Florida living. Outdoor lush tropical landscaping and striking gas lanterns give the home a distinctive sense of arrival and timeless curb appeal. An oversized garage provides generous space for vehicles and storage, while integrated smart-home features including cameras, alarm, smart switches, and speakers with Sonos, bring modern convenience throughout. Zoned for sought-after Audubon Park School and Winter Park High School.

5 Beds ⋅ 6 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

JUST COMPLETED NEW CONTRUCTION in the heart of Winter Park. Tucked away on a quiet cut-de-sac in an established neighborhood surrounded by beautiful newer residences, this nearly 4,500 square-foot home pairs thoughtful design with exceptional indoor-outdoor living. An impressive entry foyer sets the tone for a residence filled with designer details and and a floor plan featuring five en-suite bedrooms, six full baths, and the convenience of two laundry rooms to serve each floor. At the heart of the home, the chef's kitchen is appointed with Thermador appliances and designed for every day living and entertaining. Expansive living spaces are anchored by an indoor fireplace, and flow seamlessly to the covered lanai, where a second fireplace, fully equipped outdoor kitchen and private pool create an exceptional setting for year-round Florida living. Outdoor lush tropical landscaping and striking gas lanterns give the home a distinctive sense of arrival and timeless curb appeal. An oversized garage provides generous space for vehicles and storage, while integrated smart-home features including cameras, alarm, smart switches, and speakers with Sonos, bring modern convenience throughout. Zoned for sought-after Audubon Park School and Winter Park High School.

2823 Parkland Circle, Winter Park

$3,195,000

Pre-Construction. To be built. A striking new custom residence by FG Schaub Custom Homes, located at 2119 Howard Drive in Winter Park. This exceptional 5-bedroom, 5.5-bath home offers 4,139 square feet of beautifully appointed living space, thoughtfully designed for elevated everyday living and effortless entertaining. The dramatic two-story stone entry creates a memorable first impression, complemented by crisp stucco, dark Anderson windows, and warm, refined finishes. The handcrafted iron front door makes a statement of its own, featuring innovative electronic glass that transitions from clear to frosted at the touch of a button, offering both architectural impact and privacy. Inside, an expansive open-concept floor plan showcases soaring ceilings, abundant natural light, and seamless connections between the main living spaces. The great room is enhanced by beautifully custom coffered ceilings, adding architectural dimension and a sophisticated sense of scale while creating an inviting atmosphere for both intimate gatherings and entertaining on a larger scale. The first-floor primary suite offers a luxurious escape, featuring a spacious walk-in closet and spa-inspired bathroom designed to provide a serene retreat at the end of the day. Also on the first floor, a private guest suite with en-suite bathroom provides an ideal space for overnight guests or extended family. Three additional bedrooms and bathrooms are located on the second floor, offering exceptional flexibility for family, guests, a gym, or a home office. At the heart of the home, the gourmet kitchen combines sophisticated design with everyday functionality, featuring a large quartz island, custom cabinetry, and premium Wolf and Sub-Zero appliances. The open-concept layout allows the kitchen to flow effortlessly into the surrounding living and entertaining spaces. Designed for the quintessential Florida lifestyle, the expansive outdoor living area known as the “Transitional Room” features electric roll-away screens, a mini split, and a fully equipped summer kitchen. The adjoining pool and spa create the perfect setting for poolside afternoons, al fresco dining, and memorable evenings with family and friends. Additional highlights include an oversized two-car garage with EV charger, spray foam insulation throughout the home for energy efficiency, designer-curated finishes, and a fully fenced yard with thoughtfully designed landscaping and lighting to further enhance the home’s outdoor ambiance.

5 Beds ⋅ 6 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. A striking new custom residence by FG Schaub Custom Homes, located at 2119 Howard Drive in Winter Park. This exceptional 5-bedroom, 5.5-bath home offers 4,139 square feet of beautifully appointed living space, thoughtfully designed for elevated everyday living and effortless entertaining. The dramatic two-story stone entry creates a memorable first impression, complemented by crisp stucco, dark Anderson windows, and warm, refined finishes. The handcrafted iron front door makes a statement of its own, featuring innovative electronic glass that transitions from clear to frosted at the touch of a button, offering both architectural impact and privacy. Inside, an expansive open-concept floor plan showcases soaring ceilings, abundant natural light, and seamless connections between the main living spaces. The great room is enhanced by beautifully custom coffered ceilings, adding architectural dimension and a sophisticated sense of scale while creating an inviting atmosphere for both intimate gatherings and entertaining on a larger scale. The first-floor primary suite offers a luxurious escape, featuring a spacious walk-in closet and spa-inspired bathroom designed to provide a serene retreat at the end of the day. Also on the first floor, a private guest suite with en-suite bathroom provides an ideal space for overnight guests or extended family. Three additional bedrooms and bathrooms are located on the second floor, offering exceptional flexibility for family, guests, a gym, or a home office. At the heart of the home, the gourmet kitchen combines sophisticated design with everyday functionality, featuring a large quartz island, custom cabinetry, and premium Wolf and Sub-Zero appliances. The open-concept layout allows the kitchen to flow effortlessly into the surrounding living and entertaining spaces. Designed for the quintessential Florida lifestyle, the expansive outdoor living area known as the “Transitional Room” features electric roll-away screens, a mini split, and a fully equipped summer kitchen. The adjoining pool and spa create the perfect setting for poolside afternoons, al fresco dining, and memorable evenings with family and friends. Additional highlights include an oversized two-car garage with EV charger, spray foam insulation throughout the home for energy efficiency, designer-curated finishes, and a fully fenced yard with thoughtfully designed landscaping and lighting to further enhance the home’s outdoor ambiance.

2119 Howard Drive, Winter Park

$4,250,000

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.

4 Beds ⋅ 6 Baths ⋅ Palmer Ave Lakeside Prop SubDv. ⋅ 32789 Zip Code

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.

702 Via Bella, Winter Park

1278 S Pennsylvania Avenue Unit 13, Winter Park

$799,000

In the heart of Winter Park’s coveted Virginia Heights neighborhood, just moments from the boutiques, dining, and charm of Park Avenue and the green spaces of Seven Oaks Park, this exceptional Mediterranean-inspired end-unit condominium offers an unparalleled blend of elegance, comfort and accessible convenience. Encompassing nearly 2,000 square feet, the residence features three bedrooms, two-and-a-half baths and a thoughtfully designed floor plan that lives like a private home. Bathed in natural light, the interiors are framed by expansive window walls and floor-to-ceiling glass doors that create a bright, airy ambiance throughout. Architectural details including graceful arched passageways, column-lined hallways, and a custom wrought-iron spiral staircase add timeless character and sophistication. Beautifully updated and meticulously maintained, every room reflects a sense of warmth and refinement. The spacious primary retreat is a sanctuary, featuring soaring cathedral ceilings, dual walk-in closets and a spa-inspired bath designed for relaxation. Two additional bedrooms offer versatility for guests, family or a home office. The open-concept living and dining areas are enhanced by travertine and luxury vinyl plank flooring, coffered ceilings, designer lighting, and a beautifully appointed chef’s kitchen complete with solid wood cabinetry, granite countertops, a center island and generous walk-in pantry. French doors open to a freshly painted screened courtyard, creating a private outdoor escape ideal for entertaining or quiet evenings at home. Above, the freshly painted rooftop terrace provides a spectacular setting for alfresco dining, sunset gatherings or simply enjoying Florida’s year-round sunshine. Additional features include a powder bath, plantation shutters, ceiling fans throughout, an oversized two-car garage, and a third-floor walk-in attic offering abundant storage and exciting future expansion possibilities. Residents of Casa Jardin enjoy a beautifully refreshed community, recently enhanced with a new roof, exterior paint and professional landscaping. Ownership also includes exclusive access to Lake Virginia and renowned Winter Park Chain of Lakes through College Point, featuring a private lakefront gathering area along with kayak and paddleboard storage. Ideally near Azalea Lane Recreation Center, the Winter Park Tennis Center, Orange Avenue’s popular restaurants and shops, and top-rated schools, this remarkable residence offers a rare opportunity to enjoy one of Central Florida’s desirable lifestyles.

3 Beds ⋅ 3 Baths ⋅ Casa Jardin Condo SubDv. ⋅ 32789 Zip Code

In the heart of Winter Park’s coveted Virginia Heights neighborhood, just moments from the boutiques, dining, and charm of Park Avenue and the green spaces of Seven Oaks Park, this exceptional Mediterranean-inspired end-unit condominium offers an unparalleled blend of elegance, comfort and accessible convenience. Encompassing nearly 2,000 square feet, the residence features three bedrooms, two-and-a-half baths and a thoughtfully designed floor plan that lives like a private home. Bathed in natural light, the interiors are framed by expansive window walls and floor-to-ceiling glass doors that create a bright, airy ambiance throughout. Architectural details including graceful arched passageways, column-lined hallways, and a custom wrought-iron spiral staircase add timeless character and sophistication. Beautifully updated and meticulously maintained, every room reflects a sense of warmth and refinement. The spacious primary retreat is a sanctuary, featuring soaring cathedral ceilings, dual walk-in closets and a spa-inspired bath designed for relaxation. Two additional bedrooms offer versatility for guests, family or a home office. The open-concept living and dining areas are enhanced by travertine and luxury vinyl plank flooring, coffered ceilings, designer lighting, and a beautifully appointed chef’s kitchen complete with solid wood cabinetry, granite countertops, a center island and generous walk-in pantry. French doors open to a freshly painted screened courtyard, creating a private outdoor escape ideal for entertaining or quiet evenings at home. Above, the freshly painted rooftop terrace provides a spectacular setting for alfresco dining, sunset gatherings or simply enjoying Florida’s year-round sunshine. Additional features include a powder bath, plantation shutters, ceiling fans throughout, an oversized two-car garage, and a third-floor walk-in attic offering abundant storage and exciting future expansion possibilities. Residents of Casa Jardin enjoy a beautifully refreshed community, recently enhanced with a new roof, exterior paint and professional landscaping. Ownership also includes exclusive access to Lake Virginia and renowned Winter Park Chain of Lakes through College Point, featuring a private lakefront gathering area along with kayak and paddleboard storage. Ideally near Azalea Lane Recreation Center, the Winter Park Tennis Center, Orange Avenue’s popular restaurants and shops, and top-rated schools, this remarkable residence offers a rare opportunity to enjoy one of Central Florida’s desirable lifestyles.

1278 S Pennsylvania Avenue Unit 13, Winter Park

$1,485,000

Located in the heart of Winter Park, this beautifully appointed 3,048 sq. ft. residence with saltwater pool and spa offers an ideal blend of comfort, style, and functionality. Freshly painted throughout and move-in ready, the home features an open and inviting floor plan filled with natural light and high-end finishes. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, gas range, center island with breakfast bar, and 42” cabinetry with crown molding, all overlooking the spacious family room with gas fireplace and French doors leading to the pool and outdoor living area. The first-floor primary suite offers private French door access to the pool, a generous walk-in closet, and a luxurious bath featuring dual vanities, jetted soaking tub, and a large walk-in shower. Upstairs you will find three additional bedrooms, a large bonus room (easily convertible to a fifth bedroom), two balconies, and a convenient wet bar, creating a perfect space for guests, family living, or entertainment. Additional interior highlights include travertine flooring on the main level, tray ceilings, solid wood doors, extensive crown molding, built-in closet shelving, updated lighting, and dual tankless energy-efficient gas water heaters. The private outdoor area is designed for Florida living with a heated saltwater pool and spa, outdoor shower, summer kitchen hookups, and spacious green yard ideal for relaxing or entertaining. This exceptional property offers a rare opportunity to enjoy luxury living in one of Winter Park’s most desirable locations.

4 Beds ⋅ 4 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Located in the heart of Winter Park, this beautifully appointed 3,048 sq. ft. residence with saltwater pool and spa offers an ideal blend of comfort, style, and functionality. Freshly painted throughout and move-in ready, the home features an open and inviting floor plan filled with natural light and high-end finishes. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, gas range, center island with breakfast bar, and 42” cabinetry with crown molding, all overlooking the spacious family room with gas fireplace and French doors leading to the pool and outdoor living area. The first-floor primary suite offers private French door access to the pool, a generous walk-in closet, and a luxurious bath featuring dual vanities, jetted soaking tub, and a large walk-in shower. Upstairs you will find three additional bedrooms, a large bonus room (easily convertible to a fifth bedroom), two balconies, and a convenient wet bar, creating a perfect space for guests, family living, or entertainment. Additional interior highlights include travertine flooring on the main level, tray ceilings, solid wood doors, extensive crown molding, built-in closet shelving, updated lighting, and dual tankless energy-efficient gas water heaters. The private outdoor area is designed for Florida living with a heated saltwater pool and spa, outdoor shower, summer kitchen hookups, and spacious green yard ideal for relaxing or entertaining. This exceptional property offers a rare opportunity to enjoy luxury living in one of Winter Park’s most desirable locations.

1570 Palmer Avenue, Winter Park

$6,900,000

Rarely does a property of this caliber grace the Winter Park market. Nestled along the coveted Venetian Canal with 95 feet of pristine waterfrontage, this magnificent masonry estate is the pinnacle of refined Florida living — offering 6,396 square feet of meticulously crafted space, a private boathouse, resort-style grounds, and an address mere steps from the best of Park Avenue. From the moment you arrive, the circular driveway, porte-cochère, and motor court signal that something extraordinary awaits. Solid brick construction and lush, manicured landscaping frame a grand entrance that sets the tone for every detail within. Step through the dramatic grand foyer into a home defined by elevated ceilings, rich hardwood floors, and exquisite crown moldings throughout. The formal living and dining rooms offer elegant spaces for entertaining, while a beautifully appointed wine room with stunning glass doors adds an unmistakable touch of sophistication. A chef's kitchen that truly inspires — outfitted with professional WOLF, Sub-Zero, and Miele appliances, dual islands with breathtaking countertops, a prep sink, built-in nugget ice machine, and a butler's hallway with floor-to-ceiling storage — flows effortlessly into the warm and inviting family room (complete with fireplace) and informal dining area. Bright, sun-drenched interiors and French doors open to a spectacular covered outdoor kitchen and a beautifully landscaped turf backyard, where a stunning saltwater pool and spa invite you to unwind in style. The first-floor primary suite is a sanctuary unto itself — featuring a private office, den, or sitting room anchored by a stunning double-sided fireplace, and a spa-caliber en suite with double vanities, jetted soaking tub, walk-in shower, and an oversized custom-built walk-in closet. A true retreat from the world. Upstairs, four generously sized bedrooms offer comfort and privacy for family and guests alike. One bedroom enjoys its own private en suite and a delightful secret bonus room — a magical hideaway perfect for children. Two bedrooms share a beautifully appointed Jack-and-Jill bath, each with its own private vanity area, and the fourth bedroom is spacious and well-served by the hall bath. The pièce de résistance of the upper level is a state-of-the-art home theater, complete with projector and screen, ceiling surround sound speakers, and a built-in dry bar with wine fridge — the ultimate in at-home entertainment. A detached guest casita with a full bath and wet bar provides ideal accommodations for visitors, while a detached three-car garage offers ample space for vehicles and storage. Two laundry rooms — one per floor — add everyday convenience, and custom storage solutions are found throughout. The whole-house Lutron lighting system and full-house generator ensure comfort, security, and seamless living at every turn. And then there is the water. The private boathouse along the Venetian Canal, with 95 feet of serene waterfront, offers a lifestyle that simply cannot be replicated — direct access to Winter Park's legendary chain of lakes, all from your own backyard. Located just a short stroll to the boutiques and dining of Park Avenue, the beauty of Kraft Azalea Gardens, and the Winter Park Racquet Club, this estate offers not just a home — but a way of life that the most discerning buyers have only dreamed of.

6 Beds ⋅ 7 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Rarely does a property of this caliber grace the Winter Park market. Nestled along the coveted Venetian Canal with 95 feet of pristine waterfrontage, this magnificent masonry estate is the pinnacle of refined Florida living — offering 6,396 square feet of meticulously crafted space, a private boathouse, resort-style grounds, and an address mere steps from the best of Park Avenue. From the moment you arrive, the circular driveway, porte-cochère, and motor court signal that something extraordinary awaits. Solid brick construction and lush, manicured landscaping frame a grand entrance that sets the tone for every detail within. Step through the dramatic grand foyer into a home defined by elevated ceilings, rich hardwood floors, and exquisite crown moldings throughout. The formal living and dining rooms offer elegant spaces for entertaining, while a beautifully appointed wine room with stunning glass doors adds an unmistakable touch of sophistication. A chef's kitchen that truly inspires — outfitted with professional WOLF, Sub-Zero, and Miele appliances, dual islands with breathtaking countertops, a prep sink, built-in nugget ice machine, and a butler's hallway with floor-to-ceiling storage — flows effortlessly into the warm and inviting family room (complete with fireplace) and informal dining area. Bright, sun-drenched interiors and French doors open to a spectacular covered outdoor kitchen and a beautifully landscaped turf backyard, where a stunning saltwater pool and spa invite you to unwind in style. The first-floor primary suite is a sanctuary unto itself — featuring a private office, den, or sitting room anchored by a stunning double-sided fireplace, and a spa-caliber en suite with double vanities, jetted soaking tub, walk-in shower, and an oversized custom-built walk-in closet. A true retreat from the world. Upstairs, four generously sized bedrooms offer comfort and privacy for family and guests alike. One bedroom enjoys its own private en suite and a delightful secret bonus room — a magical hideaway perfect for children. Two bedrooms share a beautifully appointed Jack-and-Jill bath, each with its own private vanity area, and the fourth bedroom is spacious and well-served by the hall bath. The pièce de résistance of the upper level is a state-of-the-art home theater, complete with projector and screen, ceiling surround sound speakers, and a built-in dry bar with wine fridge — the ultimate in at-home entertainment. A detached guest casita with a full bath and wet bar provides ideal accommodations for visitors, while a detached three-car garage offers ample space for vehicles and storage. Two laundry rooms — one per floor — add everyday convenience, and custom storage solutions are found throughout. The whole-house Lutron lighting system and full-house generator ensure comfort, security, and seamless living at every turn. And then there is the water. The private boathouse along the Venetian Canal, with 95 feet of serene waterfront, offers a lifestyle that simply cannot be replicated — direct access to Winter Park's legendary chain of lakes, all from your own backyard. Located just a short stroll to the boutiques and dining of Park Avenue, the beauty of Kraft Azalea Gardens, and the Winter Park Racquet Club, this estate offers not just a home — but a way of life that the most discerning buyers have only dreamed of.

1260 Alabama Drive, Winter Park

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