Features & Amenities

Interior

  • Other Interior Features

    High Ceilings, Open Floorplan, Walk-In Closet(s)

  • Total Bedrooms

    5

  • Bathrooms

    4

  • 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

  • Other Exterior Features

    Lighting, Outdoor Grill

  • Parking

    Attached

  • Pool

    Yes

  • Pool Features

    In Ground, Private

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.24

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $2,990,000

  • Tax Amount

    $6,476

  • Sq. Footage

    3, 711

  • Price/SqFt

    $805

HOA

  • Association

    No

School District

  • Elementary School

    Killarney Elem

  • Middle School

    College Park Middle

  • High School

    Edgewater High

Property Features

  • Stories

    2

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    26

  • Water Source

    Public

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Location

County

Orange

Elementary School

Killarney Elem

Middle School

College Park Middle

High School

Edgewater High

Listing Courtesy of Caitlin Dos Santos , EXP REALTY LLC

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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.

1494 WESTCHESTER AVENUE

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#O6388598

WINTER PARK

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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

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A rare Winter Park Canal, Chain of Lakes, water view custom home-where art, architecture, and waterfront living converge. Step into your
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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.
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1760 ALABAMA DRIVE

4 Beds

2 Baths

2,841 Sq.Ft.

$2,498,000

MLS#: O6386409

Winter Park 1964 Charmer! This wonderful ranch is located just minutes to Downtown Orlando as well as Park Ave. With over 4300 sq ft of living space, this, 4 bed/5.5 bath home is in the prime location. Upon entering you'll notice just how light and bright this home shows, to your right you will find a home office space. Rich dark wood, custom cabinetry and dramatic lighting provide the perfect space to start your morning or end your day. To the left of the entry, you will find the large formal living room with 1 of 2 gas fires places located in this home. The bay window lets you take in views of your lush landscaped front yard and fills the space with tons of sunlight. Stepping off the entry you are greeted with a large formal dining room space. Sliders lead to the patio and the unique courtyard patio gives you views of your pool from not only the dining but the primary and family room all with sliders making this the perfect patio for parties, social gatherings and events. Just off the dining room you will find the great room including the breakfast area with built in cabinetry, the family room and the kitchen. The heart of the home is your kitchen, and this space has been designed for the chef of the home. White cabinetry, island, solid surface counter tops, lighting, and a huge walk-in pantry are just a few of the special touches you will find. Stainless steel appliances: Sub-Zero refrigerator, Bosh dishwasher, double oven, and microwave all the tools needs to create amazing meals. The family room's jewelry is the barrel ceiling a special touch you won't find often. Gas fireplace, spacious, Sliders leading to the patio as well as a screened patio area. The family room also includes a wet bar with ice market and wine frig. Just off the living room is the half bath. A separate area off the living could be a mother-in-law suite, she or he cave or the options are endless. a large bonus room includes a full bath which also doubles as the pool bath, sliders leading to a private yard space and a sink area. Upstairs in this area you will also find a full bedroom with vaulted ceilings and a full bath. To the right of the dining room, you will find 2 additional rooms and 2 full baths. The primary suite includes a sitting room with double doors leading to the bedroom, massive suite with bay window and views of the pool. not 1 but 2 full baths and 2 walk in closet because why share when you can have your own. This home also includes 2 tankless heaters, newer roof, well for sprinklers, home generator, skylights, dog run circular driveway custom drapes, auto blinds, freshly painted, artificial turf and so much more. So what are you waiting for?
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1760 LEGION DRIVE

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5 Baths

4,392 Sq.Ft.

$2,395,000

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Exceptional design meets refined luxury in this brand-new architectural masterpiece by DaVinci. This 5 bedroom, 6.5 bath home offers over 4,500 square feet of bright, open living space designed for both comfort and functionality. Enter through your custom glass front door into the foyer leading to your main living area featuring a fireplace and sliding glass walls for indoor-outdoor living. This flows effortlessly into a gorgeous gourmet kitchen with high-end appliances featuring a Wolf range, Sub-Zero refrigerator, Euro-style cabinetry, oversized island, and walk-in pantry. The downstairs primary suite overlooks the pool and includes a spa-like bath with soaking tub and rain showers. An additional ensuite bedroom on the first floor works perfectly as a guest room or office. Upstairs you’ll find a large loft and media area with private balcony, along with three ensuite bedrooms including walk-in closets. Step outside and enjoy year-round living under the covered lanai featuring a summer kitchen overlooking the saltwater pool surrounded by mature landscaping. An outdoor bath adds extra convenience, and the oversized lot provides abundant space to relax, entertain or dine al fresco. This home comes complete with a spacious three-car garage with EV charging. Minutes to Interlachen Country Club, Winter Park Racquet Club, and Park Ave shopping. Don’t miss this beautiful custom modern home in one of Winter Park’s most sought-after neighborhoods! Ask about the new landscaping package, and driveway installation.
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6 Baths

4,506 Sq.Ft.

$2,395,000

MLS#: O6381552

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.
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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.**
#O6378905

WINTER PARK

1742 TEMPLE DRIVE

4 Beds

5 Baths

3,658 Sq.Ft.

$3,549,995

MLS#: O6378905

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