Features & Amenities

Interior

  • Other Interior Features

    High Ceilings

  • Total Bedrooms

    5

  • Bathrooms

    5

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Electric

  • Pet friendly

    N/A

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Block, Frame

  • Other Exterior Features

    Lighting, Outdoor Kitchen

  • Parking

    Attached

  • Pool

    Yes

  • Pool Features

    In Ground, Private

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.28

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $3,150,000

  • Tax Amount

    $4,308.08

  • Sq. Footage

    4, 080

  • Price/SqFt

    $772

HOA

  • Association

    No

School District

  • Elementary School

    Audubon Park K8

  • Middle School

    Audubon Park K-8

  • High School

    Winter Park High

Property Features

  • Stories

    1

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    18

  • Water Source

    Public

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Location

County

Orange

Elementary School

Audubon Park K8

Middle School

Audubon Park K-8

High School

Winter Park High

Listing Courtesy of Nick McKee , KELLER WILLIAMS WINTER PARK

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Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this property offers the ultimate blend of luxury and comfort. Thoughtfully designed for both entertaining and everyday living, this home features high-end finishes and top-quality craftsmanship throughout.

Upon entering, you're greeted by a charming front porch with a cozy fireplace, setting the tone for the warmth and elegance that continues inside. This inviting outdoor space is perfect for relaxing with a morning coffee or enjoying cool evenings with friends and family. Step inside to find a spacious great room, ideal for gathering and entertaining, boasting ample natural light and a seamless flow to the rest of the home’s main living areas.

The gourmet kitchen is a chef’s dream, boasting high-quality appliances, a wine cooler, refrigerator drawers, and a casual café area for everyday dining. The adjacent formal dining room offers a sophisticated space for hosting elegant dinner parties and holiday gatherings. These thoughtfully designed spaces ensure that every meal and event is special.

The luxurious primary suite is conveniently located on the first floor, providing a tranquil retreat with easy access. It features a spa-like bathroom with double sinks, a soaking tub, a shower, a linen closet, and a large walk-in wardrobe for ample storage. Additionally, on the main floor you will also find a detached bedroom or office with an en-suite bathroom, built-in closet, and private entrance offering flexibility and making it ideal for guests or as a private workspace.

Upstairs, you’ll find three aditional bedrooms, each featuring its own en-suite bathroom and walk-in closet, providing comfort and privacy for all occupants. A versatile loft/den area on the second floor adds extra living space, perfect for a home office, playroom, or relaxation area, catering to various lifestyle needs.

The outdoor area is an entertainer's paradise, complete with a private pool & spa, a cabana with a pleasant fireplace, and a summer kitchen for alfresco dining and entertaining. Whether hosting a barbecue or enjoying a quiet afternoon by the pool, this space is designed for relaxation and enjoyment. With its great location, this home offers excellent proximity to Blue Jacket Park, Baldwin Park, and the vibrant Park Avenue, known for its entertainment options, shops, and restaurants. Experience luxury living in one of Winter Park's most coveted areas. Schedule your private tour today to see this stunning property in person!

1730 WINCHESTER DRIVE

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Just steps from the charm and energy of Park Avenue, this exceptional Winter Park residence was completely rebuilt in 2018 by renowned custom builder Posada Homes, member of the elite Master Custom Builders Council. Offering a rare blend of modern design, crisp architectural lines, and timeless elegance, on an expansive 0.39-acre lot along one of Winter Park's most picturesque tree-lined streets. The home immediately captivates with its refined architecture and beautifully manicured grounds. Inside, sunlight streams through expansive windows, illuminating hardwood flooring, intricate millwork, and thoughtfully curated finishes that reflect the craftsmanship of a true custom build. Just off the foyer, a hidden wine room provides a sophisticated surprise, perfect for those who love to entertain. At the center of the home is the chef's kitchen designed for both beauty and functionality. Outfitted with premium Thermador appliances, sleek quartz countertops, a generous center island, and custom cabinetry, the kitchen flows effortlessly into the expansive great room where high ceilings, designer lighting, and elegant architectural details create an atmosphere that is both inviting and refined. Tucked away for privacy, the primary suite is positioned just off a luxurious family room featuring custom built-ins and a gas fireplace. The primary suite itself is a true sanctuary, complete with a sitting area, private coffee bar, and a spa-inspired bath featuring dual vanities, a soaking tub, and an oversized walk-in shower. Rarely found in Winter Park, all bedrooms are conveniently located on one level, including two primary suites. The home offers seamless livability without sacrificing architectural interest or sophistication. Upstairs, a private office, half bath, and bonus room provide the perfect space for work, media, recreation, or relaxation. Outdoors, the home transforms into a private resort-style retreat. A covered lanai overlooks the sparkling pool and expansive grounds, creating the ideal setting for entertaining or quiet evenings at home. Adding even more flexibility, a 252-square-foot detached studio currently functions as a gym but could easily become a summer kitchen cabana, guest retreat, or art studio. Located within walking distance of Park Avenue's boutiques, restaurants, and cafés, and just moments from Rollins College and the Winter Park Chain of Lakes, this residence embodies luxury living at its finest. Don't miss this rare opportunity to own one of Winter Park's most outstanding homes.
#O6382377

WINTER PARK

1581 FOREST AVENUE

4 Beds

4 Baths

4,683 Sq.Ft.

$3,495,000

MLS#: O6382377

Set along a picturesque brick street, 2040 Randall Circle is a beautifully crafted residence that pairs timeless architecture with elevated, designer finishes and a functional floor plan. Framed by manicured landscaping and connected to a detached two-car garage by a covered walkway, the home offers classic curb appeal in an idyllic setting just minutes from vibrant shopping and dining on Park Avenue. Inside, rich hardwood floors run throughout the living spaces, complemented by Restoration Hardware lighting that brings a refined, cohesive feel to every room. The welcoming foyer opens to a gracious formal living room with a gas fireplace and custom built-ins, an elegant yet comfortable space for entertaining or relaxing. Just beyond, the formal dining room is well proportioned for hosting holiday gatherings and dinner parties with ease. The heart of the home is the expansive chef’s kitchen, thoughtfully designed for everyday living and effortless entertaining. An oversized island anchors the space, topped with Carrara marble counters and offering generous seating. A dual Wolf oven with six-burner range plus French cooktop, custom cabinetry, walk-in pantry, and a butler’s pantry complete with under-counter wine refrigerator provide beauty and functionality. A spacious breakfast room filled with natural light overlooks the backyard and flows seamlessly into the family room. Here, a gas fireplace, custom built-ins and three sets of French doors create a warm focal point while inviting in the outdoors. The first-floor primary suite serves as a private retreat, featuring large windows with tranquil views of the pool and direct access to the covered lanai. Dual walk-in closets provide ample storage, and the spa-like primary bath is finished in Carrara marble, offering a large soaking tub and an expansive glass-enclosed shower with dual shower heads. Two powder baths, one thoughtfully designed as a pool bath, along with one of two laundry rooms complete the main level. Upstairs, four additional bedrooms and a dedicated office provide generous space for family and guests. Two of the bedrooms feature private en-suite baths, while the remaining two share a well-appointed Jack & Jill bath. One of these rooms is arranged as a bonus lounge, offering flexibility to serve as a fifth bedroom, media room or additional gathering space if desired. The thoughtful second-floor layout easily adapts to a variety of lifestyle needs, whether accommodating guests, growing families or multi-generational living. A secondary laundry room upstairs adds an added layer of everyday convenience. Outdoor living is equally impressive. The spacious covered lanai with summer kitchen overlooks the saltwater, heated pool and spa, creating an extension of the interior living space. Brick paver flooring continues from the lanai to the open patio, offering multiple areas for lounging, dining and entertaining beneath the Florida sky. Ideally in a desirable location and zoned for sought-after Audubon Park K-8, 2040 Randall Circle offers timeless style, thoughtful design and seamless indoor-outdoor living in one of the area’s charming neighborhoods.
#O6386920

WINTER PARK

2040 RANDALL CIRCLE

5 Beds

4 Baths

4,636 Sq.Ft.

$3,450,000

MLS#: O6386920

Under Construction. Under Construction. Welcome to a brand-new luxury residence coming to one of Winter Park’s most desirable locations. This thoughtfully designed home blends modern elegance with functional living, offering a refined layout, quality craftsmanship, and a lifestyle tailored for comfort and entertaining.

Planned features include an open-concept floor plan with spacious living and dining areas, a designer kitchen with custom cabinetry, premium appliances, and stone countertops, along with carefully curated finishes throughout. The primary suite is designed as a private retreat with a well-appointed bathroom and generous closet space, while additional bedrooms provide flexibility for guests, office space, or multi-generational living. Expansive windows and sliding glass doors are intended to create a seamless connection between indoor and outdoor living areas, ideal for enjoying Florida’s year-round lifestyle.

Outdoor plans may include a covered lanai, pool, and landscaped grounds designed for both relaxation and entertaining. A garage and ample storage further enhance everyday functionality.

This home is currently under construction. All renderings, floor plans, features, and specifications are subject to change without notice. Builder reserves the right to modify plans, materials, and finishes. Qualified buyers may have the opportunity to customize certain design selections and finishes depending on construction stage and builder approval.

Conveniently located near Park Avenue, local dining, shopping, parks, and top-rated schools, this property offers the opportunity to own a new construction home in the heart of Winter Park. Buyers are encouraged to verify all information, including dimensions, features, school zoning, and completion timelines.
#O6381093

WINTER PARK

2012 LOCH BERRY ROAD

5 Beds

4 Baths

3,800 Sq.Ft.

$2,699,000

MLS#: O6381093

Price reduced
Welcome to 151 Oakwood Way. This is a rare Winter Park showpiece by LunDev Custom Homes, tucked on a quiet, tree-lined street in the heart of Winter Park. This newer luxury pool home delivers the perfect blend of timeless architecture and modern comfort, pairing clean transitional design with warm, high-end selections and true Florida indoor/outdoor living. Inside, a bright open-concept floor plan is elevated by engineered hardwood flooring, quartz finishes, and a chef’s kitchen designed to perform. Featuring premium Thermador appliances and a layout built for entertaining and everyday life. The home lives beautifully with thoughtful flow, generous natural light, and designer-level detailing throughout. Step outside and it becomes a private resort. The covered lanai showcases an incredible summer kitchen plus an automatic screen for breezy, bug-free evenings. The backyard is the headline: a stunning saltwater pool paired with a separate luxury spa/hot tub, creating a true resort-style outdoor retreat perfect for hosting, relaxing, and living the Winter Park lifestyle year-round. A standout flex space adds serious long-term value: an oversized office / game room with plumbing already in place, offering the option to easily convert into an additional bedroom suite if desired—ideal for multigenerational living, guests, or future needs.

If you’re searching for a Winter Park luxury home with quartz countertops, Thermador, engineered hardwood floors, a summer kitchen, automatic screened lanai, and a saltwater pool/spa, 151 Oakwood Way checks every box.


Winter Park FL luxury home, 32789, new construction, custom built, LunDev, open concept, quartz countertops, Thermador appliances, engineered hardwood flooring, resort style backyard, saltwater pool, separate spa hot tub, outdoor kitchen, summer kitchen, automatic screen, covered lanai, flex space, office, game room, plumbing prepped for bedroom conversion.
#O6380037

WINTER PARK

151 OAKWOOD WAY

4 Beds

4 Baths

4,129 Sq.Ft.

$3,055,000

MLS#: O6380037

A New Standard of Modern Sophistication in Winter Park
In a city known for its heritage, this ground-up architectural renovation emerges as a bold statement of modern luxury. Located within one of Winter Park’s most coveted enclaves, this four-bedroom, five-bathroom residence is not merely a place to live, but a meticulously crafted experience where high-design meets intuitive living.
Step through the striking 10-foot glass pivot doors into a world defined by light and scale. The soaring foyer gives way to an expansive open-concept floor plan, where the boundary between indoors and out begins to blur. Sleek Italian wood flooring guides you through the main level to the heart of the home: a grand living area anchored by a statement fireplace. It is a space designed for the quiet morning coffee just as much as the vibrant evening gala.
A Symphony of Intelligence. This home lives and breathes with you. Equipped with a fully integrated Control4 automation system, the environment responds to your touch. From your device, you can orchestrate the perfect atmosphere—adjusting custom lighting scenes, streaming high-fidelity music, or setting the climate before you even arrive. This "invisible concierge" extends to the water’s edge, allowing you to manage pool temperatures and lighting with effortless precision.
The kitchen is a masterclass in culinary elegance, blending European minimalism with professional-grade power. Light-toned cabinetry hides clever storage solutions, while premium Sub-Zero and Wolf appliances sit beneath striking Neolith double countertops. It is a space that invites creativity, whether you are hosting an intimate chef-led dinner or enjoying a slow Sunday brunch.
The commitment to "pride of ownership" is felt most deeply in the private quarters. Each of the four bedrooms is a dedicated en suite retreat, featuring voluminous walk-in closets and spa-inspired baths. Custom vanities, Neolith surfaces, and soft, indirect lighting create a hotel-level sense of calm, ensuring every guest or family member feels a sense of total seclusion.
The Backyard Resort. The transition to the outdoors is seamless, revealing a private oasis designed for the quintessential Florida lifestyle. A Brazilian IPE wood deck surrounds a shimmering, heated mini-pebble pool in French gray. Beyond the water, the lushly landscaped grounds lead to a premier summer kitchen clad in sintered stone. Here, under the Florida stars, the integrated grill and sink provide the ultimate setting for al-fresco entertaining.
Experience the pinnacle of Winter Park living. You are situated just moments from the refined energy of Park Avenue, the prestigious Interlachen Country Club, and the scenic beauty of Phelps Park. With zoning for the area’s top-rated schools the location is as strategic as it is beautiful.
Notable Refinements:
• Whole-home generator ensuring absolute peace of mind.
• Finished garage floors and a circular driveway accented with salt and pepper gravel.
• Full-home Control4 integration for music, light, and climate.
Experience the art of living well—connect with us today for an exclusive private tour
**Unique financial opportunities available: The seller is open to owner financing and Bitcoin (Digital Asset/ Crypto) as a medium of exchange. Please reach out to discuss how we can facilitate a transaction tailored to your needs.**
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4 Beds

5 Baths

3,658 Sq.Ft.

$3,549,995

MLS#: O6378905

Price reduced
Welcome to 147 Interlachen Place, Enjoy Winter Park's most desirable location! One block from Historic Park Avenue/Central Park. Spacious, bright and all on ONE FLOOR. The buildings second floor offers privacy and easy access. The Southwest corner provides direct natural light throughout the day. Private elevator access with secured underground parking. This beautiful home offers a short walk to everything Winter Park, a pedestrian village of delight! Natural light fills the central courtyard which features an iron water fountain. Private pool with heated spa and outdoor grilling and entertaining area. Interior features include fireplaces in living room, 2 Southwest facing covered outdoor walkout balconies, accessed by living room, den, master bedroom and one directly over looking the pool. Master bathroom includes separate tub and shower, dual closets, split vanities and plenty of storage space. 4 full bath- 1 half bath (5). Two specified parking spaces also have large storage closets with security gate and elevator access to your floor. K-8 Audubon School district! Unit / building “horseshoe” configuration provides no neighbors on any of the 4 sides, courtyard interior, Private Luxury Living all on ONE floor!
#L4959060

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147 S INTERLACHEN AVENUE 202

3 Beds

4 Baths

3,272 Sq.Ft.

$2,550,000

MLS#: L4959060

Price reduced
This stunning custom residence built by respected Winter Park Builder Charles Clayton blends classic elegance with refined modern comfort, offering seamless indoor–outdoor living and impeccable craftsmanship throughout. From the manicured lawn and stately traditional exterior to the welcoming front porch with old Detroit brick, the home’s curb appeal sets a tone of understated luxury, all wrapped in an elegant exterior. A foyer with extensive custom molding immediately captures attention, with sightlines extending to the private backyard and pool which creates a natural flow between interior living spaces and the outdoor retreat. Flanking the foyer, a richly detailed private study features custom millwork and a built-in bookcase, while the formal dining room provides an elegant space for entertaining. Expansive family room/dining area offers extensive molding, a gas fireplace, surround sound, and a wall of French doors which open to a covered Detroit Brick porch, creating a natural flow between interior living spaces and the outdoor retreat including a porch and pool. The space easily accommodates a large casual dining area and opens seamlessly to the kitchen. The light-filled chef’s kitchen showcases extensive marble surfaces, a Sub-Zero refrigerator, large farmhouse sink, and an open layout ideal for gathering. The main-level primary suite is a private retreat with direct porch access, dual walk-in closets. The primary bath features marble finishes, a glass-enclosed shower, pedestal soaking tub, and dual vanities. A spacious mudroom, large laundry room, and pantry area sit just off the kitchen, complete with a half bath and convenient access to the garage and porch. The two-car garage includes additional storage, complemented by a brick driveway. Upstairs, a central stair hall opens to an upstairs Family/Kid’s Gathering/Game Area. Bedroom 2 functions as a second primary-style suite, while bedroom 3 is a private suite with its own sitting area. Bedrooms 4 and 5 share a Jack-and-Jill bath, providing flexible space for family or guests. There is an upstairs storage room. Outdoor open pool with living is equally impressive. This exceptional home offers the ideal balance of architectural character, luxury finishes, engineered wood floor  and a floor plan designed for comfort, privacy, and unforgettable gatherings.
#O6376953

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670 WILLIAMS DRIVE

5 Beds

4 Baths

4,091 Sq.Ft.

$3,090,000

MLS#: O6376953

Timeless Elegance Meets Modern Luxury in Winter Park's Most Coveted Location
Discover an extraordinary residence where exceptional craftsmanship and sophisticated design converge at 948 Poinciana Lane. This meticulously reimagined estate represents the pinnacle of refined living in one of Winter Park's most prestigious neighborhoods, offering an effortless blend of classic architecture and contemporary luxury.
From the moment you step through the elegant foyer, you're greeted by sun-drenched interiors showcasing gleaming hardwood floors, soaring coffered ceilings, and designer details at every turn. The thoughtful floor plan reveals a private home office with custom built-ins and fireplace to the right, and a gracious formal dining room to the left—perfect for hosting memorable gatherings.
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The first-floor primary retreat is a haven of tranquility, featuring an expansive walk-in dressing room with exceptional storage and a spa-inspired ensuite bath. Luxuriate in the freestanding soaking tub, refresh in the walk-in shower, or prepare for your day at the generous double vanity—all appointed with elegant finishes befitting this caliber of home.
Three generously proportioned guest bedrooms upstairs offer optimal comfort and privacy, complemented by a Jack-and-Jill bath and additional hall bath. A spacious bonus room with backyard views provides versatility for a media room, playroom, or home gym. Above the garage, an additional 260-square-foot bonus room with wet bar and wine fridge creates the ideal entertainer's lounge or game room.
Step through French doors to your private resort-style backyard—a meticulously landscaped oasis featuring a sparkling pool and spa surrounded by lush greenery, stately palms, and thoughtful lighting. Whether gathering around the firepit, lounging poolside, or dining alfresco under the stars, this outdoor retreat elevates everyday living to an art form.
No detail has been overlooked in this complete renovation: designer light fixtures and custom window treatments throughout, first-floor laundry convenience, elevated trim and baseboard, fresh paint, recessed lighting, and three HVAC units ensuring year-round comfort.
The location is simply unparalleled—a leisurely stroll to the Winter Park Racquet Club, zoned for A-rated public schools, and just moments from the world-renowned shops and restaurants of Park Avenue. This is more than a home; it's a lifestyle of distinction in Central Florida's most desirable address.
#O6372165

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948 POINCIANA LANE

4 Beds

3 Baths

3,676 Sq.Ft.

$3,599,000

MLS#: O6372165

Under Construction. Designed with intention and built with precision, this brand-new LUIH Luxury home exemplifies the elegance and livability Winter Park is known for. Every inch of this residence has been curated for those who demand extraordinary design, flawless craftsmanship, and a lifestyle that feels both elevated and effortless. Step through the front door and into a grand two-story foyer where natural light cascades from above, illuminating the level of detail that unfolds in every direction. The main living space is an elegant composition of scale, comfort, and style. A dramatic fireplace anchors the room, while expansive glass sliders dissolve the boundary between indoors and outdoors, creating a seamless entertaining experience. The kitchen is a chef’s dream, featuring custom cabinetry, integrated LED underlighting, quartz countertops, a full Thermador appliance suite, and an oversized walk-in pantry designed for true culinary enthusiasts. The primary suite is a private wing of its own featuring a dedicated office that allows you to work in complete quiet, and a spacious owners suite with large sliders that open directly to the pool and spa. The spa-inspired bathroom features a freestanding tub, an expansive walk-in shower, dual vanities with floating illuminated mirrors, and a large walk-in closet.  Outdoors, the home feels like a private resort, crafted with the same attention to detail and luxury as the interiors. Step through the sliding glass doors and you’re greeted with an expansive covered lanai designed for year-round entertaining, complete with generous dining spaces and a full summer kitchen that feels like an extension of the home. Beyond the lanai this home features a spacious backyard with a large pool and spa. Located in the highly sought-after Kenilworth Shores neighborhood, you’re surrounded by quiet tree-lined streets while being just a golf-cart ride from the boutiques, cafés, and fine dining of Park Avenue. You’re also just minutes from Winter Park High School and the vibrant Cady Way Park, where tennis courts, soccer fields, and baseball fields create an unmatched hub for outdoor recreation.
#O6360737

WINTER PARK

426 WORTHINGTON DRIVE

5 Beds

4 Baths

3,520 Sq.Ft.

$2,679,000

MLS#: O6360737

Under Construction. Welcome to Westchester Avenue—an exceptional new construction residence just moments from the iconic Park Avenue in Winter Park, celebrated for its upscale dining, refined cafés, and luxury boutique shopping. This custom-built home exemplifies true craftsmanship, showcasing elegant architecture and exquisite finishes throughout. No expense was spared in its creation. From the moment you step inside, the grand foyer sets the tone with its striking checkerboard Calacatta and Armani porcelain tile—an elegant introduction to the refined design that unfolds. The open-concept living, dining, and kitchen areas provide a seamless layout, ideal for both intimate gatherings and large-scale entertaining. The gourmet kitchen features a discreet hidden chef’s pantry with extensive storage and additional appliances, allowing the main kitchen to remain pristine during events. Top-of-the-line appliances elevate the space, ensuring exceptional performance for even the most discerning chef. Engineered hardwood flooring flows throughout the home, adding warmth and modern sophistication. The living room is anchored by a gas fireplace, creating an inviting and luxurious focal point. For enhanced comfort and ambiance, the home includes integrated speakers and advanced centralized lighting controls, allowing you to tailor the atmosphere in every room with ease. The first floor hosts both the luxurious primary suite and an additional guest suite. The primary bedroom offers a serene retreat overlooking the pool area, while the spa-inspired bathroom features a walk-in shower with dual showerheads and a relaxing jacuzzi tub. The secondary first-floor suite provides comfort and privacy for guests. Upstairs, you will find three spacious bedrooms—one with an en-suite bathroom and the others connected by a beautifully designed Jack-and-Jill layout. An expansive gathering room offers additional living space, complemented by a secondary walk-in closet ideal for storage or even a charming playroom. Designed for year-round enjoyment, the outdoor living area features thoughtfully curated landscaping for privacy and exclusivity. A fully equipped summer kitchen overlooks the sparkling pool, creating the perfect setting for alfresco dining and effortless entertaining. This home masterfully blends timeless elegance with modern luxury, delivering a lifestyle defined by comfort, sophistication, and unparalleled quality. More than a home, this residence is a statement—a work of art. A testament to thoughtful design and elevated living, where every detail has been meticulously curated to allow an unrivaled lifestyle experience in the heart of Winter Park.
#O6363530

WINTER PARK

1494 WESTCHESTER AVENUE

5 Beds

4 Baths

3,711 Sq.Ft.

$2,990,000

MLS#: O6363530

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