1120 PRESERVE POINT DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
7 Bed · 9 Bath · 2 Half Baths · 11,255 SqFt · $795/SqFt
Days on Market: 170
County: Orange
Complex/CommunityName: WINDSONG
Legal Subdivision Name: WINDSONG-PRESERVE POINT
Year built: 2009
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.63
In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths. Entertain in the all-glass conservatory, dedicated theater room with motorized seating and a fully equipped game room. Modern conveniences throughout including gas-powered generators, an elevator and dumbwaiter. Two above-garage apartments provide ideal accommodations for guests and family. Outdoors, ... Read more....»
1112 PRESERVE POINT DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 6 Bath · 6,502 SqFt · $1,307/SqFt
Days on Market: 241
County: Orange
Legal Subdivision Name: WINDSONG PRESERVE POINT 43/76
Year built: 2013
Garage: Yes 3 vehicles
Private Pool: Yes
Community Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.94
Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2-acre lakefront estate, is absolutely gorgeous and is available for the first time! Custom built by Phil Kean Design Group and located within Windsong's Preserve Point, this extraordinary Lake Berry home has it all including 1.97 acres of land adjacent to the historic Genius Preserve and 407' of pristine waterfront. The main house offers over 6,500 sf of luxurious living space and a modern and open floorplan with a great room for entertaining, a gourmet kitchen with double islands and high-end Miele and ... Read more....»
40 PALMER AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 5,905 SqFt · $1,177/SqFt
Days on Market: 36
County: Orange
Legal Subdivision Name: ROBERT DHU MACDONALD PARK
Year built: 2026
Garage: Yes 4 vehicles
Private Pool: Yes
Under Construction. Opportunities like this rarely present themself, just a eight-minute walk from the iconic shops, restaurants, and cafés of Park Avenue, 40 Palmer represents a rare convergence of architectural significance, uncompromising craftsmanship, and premier Winter Park location. Built by Vimaro Homes, this extraordinary new construction estate is a statement piece that redefines what luxury living looks like in the heart of Winter Park. The exterior architecture is refined yet commanding, with classical influences interpreted through a modern lens, setting the tone for the exceptional level of design and finishes found inside. One of the most remarkable features, and ... Read more....»
1260 ALABAMA DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
6 Bed · 5 Bath · 2 Half Baths · 6,396 SqFt · $1,079/SqFt
Days on Market: 19
County: Orange
Legal Subdivision Name: J KRONENBERGER SUB
Year built: 1991
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
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 ... Read more....»
550 PALMER AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 5,939 SqFt · $1,161/SqFt
Days on Market: 113
County: Orange
Legal Subdivision Name: OSCEOLA PLACE
Year built: 2025
Garage: Yes 3 vehicles
Private Pool: Yes
Exquisite new construction in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived by acclaimed architect Dan Delong of Origins Residential Design and brought to life by Sean Wulff of Native Homes, every detail has been thoughtfully curated to impress even the most discerning buyer. The expansive floor plan encompasses 5 bedrooms, 6 full baths, and 1 half bath, blending sophistication and comfort across multiple living spaces. ... Read more....»
2661 VIA TUSCANY
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,636 SqFt · $1,424/SqFt
Days on Market: 443
County: Orange
Legal Subdivision Name: WINTER PARK
Year built: 2024
Garage: Yes 2 vehicles
Private Pool: Yes
CALLING HIGHEST AND BEST BY 09/26/2025!! SELLER FINANCING AVAILABLE WITH VERY ATTRACTIVE TERMS Introducing a Unique, Stunning Modern Home A groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ceiling glass walls with no traditional windows. Designed to exceed Florida’s strictest building codes, this home follows commercial-grade construction standards, making it a bunker-style fortress unlike any other. Luxury Meets Modern Innovation Nestled in the heart of Historic Winter Park, Florida, this exceptional residence blends contemporary design with timeless elegance, offering unparalleled craftsmanship, high-end finishes, and an open-concept layout for those who appreciate architectural brilliance and luxury living. Key ... Read more....»
1200 VIA SALERNO
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 5,476 SqFt · $1,178/SqFt
Days on Market: 10
County: Orange
Legal Subdivision Name: CLOISTER GROVE SUB
Year built: 2001
Garage: Yes 3 vehicles
Private Pool: Yes
Along one of the cobblestone brick streets in the prestigious Via’s of Winter Park, this completely renovated residence pairs timeless European influence with clean architectural lines and bespoke finishes throughout. A circular driveway and manicured grounds designed by Signature Landscapes create a graceful approach. Inside, a dramatic curved staircase crowned by a breathtaking 1960s vintage Venini chandelier immediately sets the tone for the exceptional craftsmanship carried throughout the home. The main gathering room is striking and inviting, defined by vaulted ceilings, a Sequoia leathered stone fireplace hearth, and a wall of glass sliders that open seamlessly to the covered lanai ... Read more....»
2211 AZALEA PLACE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 7,278 SqFt · $755/SqFt
Days on Market: 167
County: Orange
Legal Subdivision Name: MAITLAND SHORES
Year built: 2008
Garage: Yes 5 vehicles
Private Pool: Yes
Waterfront: Yes
Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club. This extraordinary residence offers the perfect blend of timeless architecture, refined finishes, and state-of-the-art updates, all set on almost 3/4 acre of beautifully landscaped canal-front lot with direct access to the coveted Lake Maitland and Winter Park Chain of Lakes. Spanning an impressive 7,278 square feet, this two-story masterpiece rises 40 feet and is designed for both grand-scale entertaining ... Read more....»
1302 RAINTREE PLACE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,738 SqFt · $1,054/SqFt
Days on Market: 142
County: Orange
Legal Subdivision Name: CAMWOOD SUB
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
An expression of modern luxury by SMRS Design and Cole Homes, The Maybourne masterfully blends Neoclassical elegance with Art Deco sophistication—all just steps from Winter Park’s iconic Park Avenue. A curved, manicured driveway leads to a grand entrance featuring bespoke double doors with electromagnetic privacy glass, setting the tone for the artistry within. Inside, a European hotel–inspired foyer greets guests with precast stone-clad walls, inlaid marble flooring, and a Murano-style polyhedral chandelier. Two first-floor guest suites, each with its own bath, are adorned with rift-cut white oak millwork, curved ceilings, and crystal chandeliers. At the heart of the home lies the main ... Read more....»
1221 RICHMOND ROAD
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 5,164 SqFt · $967/SqFt
Days on Market: 55
Cumulative Days on Market: 240
County: Orange
Legal Subdivision Name: VIRGINIA HEIGHTS REP
Year built: 2024
Garage: Yes 2 vehicles
Private Pool: Yes
Now offered with a significant price improvement, this award-winning custom residence presents a rare opportunity in Winter Park’s sought-after Virginia Heights neighborhood, prized for its proximity to Park Avenue, placement within an A-rated school district, and deeded access to the Winter Park Chain of Lakes. Created by an award-winning builder as a personal family residence, this home reflects a level of craftsmanship and finish typically reserved for private custom builds. Soaring ceilings, walls of glass and an open-concept layout create seamless indoor-outdoor living ideal for everyday comfort and elevated entertaining. The chef’s kitchen is complemented by bespoke custom cabinetry throughout ... Read more....»
1660 PALMER AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 6,406 SqFt · $773/SqFt
Days on Market: 368
County: Orange
Legal Subdivision Name: COMSTOCK PARK
Year built: 2024
Garage: Yes 3 vehicles
Private Pool: Yes
New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exceptional estate. As you enter home, an impressive 2-story foyer with a glass-paneled staircase wraps around a temperature-controlled wine room and a transparent glass elevator, effortlessly connecting all levels including an expansive third-floor multi-purpose space. Designed for contemporary living, the thoughtfully curated floor plan features a spacious open concept kitchen/gathering room along with the dining area enjoy a wall of glass doors and picture window overlooking an expansive lanai, and ... Read more....»
1150 VIA SALERNO
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 3,850 SqFt · $1,234/SqFt
Days on Market: 250
County: Orange
Legal Subdivision Name: CLOISTER GROVE SUB
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
In the heart of Winter Park’s coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement w/ organic warmth. Designed and developed by Steve and Jodie Warrick Konold of Scout & Co., the 3,850 sf layout offers 4 bedrooms & 5.5 baths, wrapped in the intentional privacy of a luxury retreat. Beyond its terraced walkway and garden courtyard—envisioned in collaboration w/ architect Cynde Norris—French antique gates open to a native-planted entry garden, creating a soft transition to the interior. A glass foyer introduces a tongue-and-groove ceiling & woven rattan chandelier, sourced & designed in ... Read more....»
1760 VIA VENETIA
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 6 Bath · 1 Half Bath · 6,242 SqFt · $745/SqFt
Days on Market: 7
County: Orange
Legal Subdivision Name: SICILIAN SHORES REP 02
Year built: 2013
Garage: Yes 3 vehicles
Private Pool: Yes
Presenting an extraordinary southern traditional estate in the heart of the coveted Vias of Winter Park, a residence that effortlessly blends timeless architecture with exceptional craftsmanship. This stunning home, designed by acclaimed architect Gary Hancock, made its debut as the Southeast Builder’s Conference Showhouse for two consecutive years, a testament to its design and quality. From the moment you arrive, the home’s presence is both elegant and inviting. A circular drive leads to a charming porte-cochère and an extended driveway, culminating in a three-car garage. The façade is defined by classic columns, a welcoming second-floor balcony, and eleven glowing Bevolo ... Read more....»
1336 COLLEGE POINT
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 3 Bath · 2 Half Baths · 3,181 SqFt · $1,445/SqFt
Days on Market: 67
County: Orange
Legal Subdivision Name: VIRGINIA HEIGHTS
Year built: 1926
Garage: No
Private Pool: Yes
Waterfront: Yes
Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the residence honors its past while offering contemporary sophistication. Unlike many historic properties, it is free from preservation restrictions, allowing for seamless enhancements. On the shores of Lake Virginia along the desirable Winter Park Chain of Lakes, this 3,181-square-foot estate features four bedrooms, three full baths and two half baths, with three bedrooms in the main house plus a detached one-bedroom guest cottage. The second-floor primary suite is a private retreat with a Juliet balcony, dual closets and ... Read more....»
1161 VALENCIA AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,181 SqFt · $1,027/SqFt
Days on Market: 201
County: Orange
Legal Subdivision Name: VALENCIA TERRACE
Year built: 2021
Garage: Yes 2 vehicles
Private Pool: Yes
Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Completed in 2021, the residence has 4,181 square feet of thoughtfully designed living space, including four bedrooms each with a private ensuite bath and an additional powder room. A 412-square-foot casita with a wet bar and private entrance completes its functionality by providing extra flexibility, perfect for guests, extended family, workspace or workout area. The interiors showcase timeless design with high ceilings, glass walls, and carefully curated finishes. The chef’s kitchen and butler’s pantry ... Read more....»
1417 WILLIAMS DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,891 SqFt · $859/SqFt
Days on Market: 73
County: Orange
Legal Subdivision Name: PARK GROVE
Year built: 2026
Garage: Yes 3 vehicles
Private Pool: Yes
Under Construction. Tucked away on a quiet cul-de-sac in the coveted Park Grove community, this home sits on an expansive 0.37-acre lot, just moments from the boutiques, dining, and charm of Park Avenue. The exterior makes a striking first impression with a refined architectural façade that feels both timeless and distinctive. Inside, a dramatic 20-foot foyer welcomes you with abundant natural light and a sense of scale that is impressive yet inviting. The layout flows seamlessly into a warm, elevated great room featuring soaring ceilings, wide-plank hardwood floors, exposed wood beams, handcrafted millwork with integrated shelving, subtle LED accent lighting, ... Read more....»
1782 PINE AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 4,782 SqFt · $878/SqFt
Days on Market: 23
County: Orange
Legal Subdivision Name: CONWILL ESTATES
Year built: 2026
Garage: Yes 4 vehicles
Private Pool: Yes
Step into this stunning West-Indies inspired luxury home crafted by Nautilus Homes, where tropical charm meets timeless elegance. An architectural masterpiece in the heart of City of Winter Park. This five-bedroom seven-bath home that includes a private in-law suite offers plenty of exquisite interior features. The home welcomes you with a beautifully designed 16 ft wide circular driveway wrapped in upgraded pavers, offering both elegance and functionality. A very rare 4-car garage in Winter Park with two in the rear and two in the front of the home. Starting with entering through massive 10 ft. double iron doors flowing into ... Read more....»
2020 VIA TUSCANY
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,665 SqFt · $899/SqFt
Days on Market: 3
County: Orange
Legal Subdivision Name: TUSCANIA
Year built: 2026
Garage: Yes 2 vehicles
Private Pool: Yes
PRESTIGIOUS VIA TUSCANY NEW CONSTRUCTION. If location was a lottery ticket, you just hit the jackpot!!! Welcome to a masterpiece of modern elegance in the heart of the Winter Park Vias. Crafted by the renowned Element Home Builders, this stunning 4,665 sq. ft. estate offers an unparalleled blend of sophistication and comfort. The expansive open-concept floor plan features 5 generous bedrooms, 4.5 luxurious baths, and a dedicated executive office. At the heart of the home, a gourmet chef's kitchen flows seamlessly into a light-filled great room, perfect for grand-scale entertaining. Step outside to your private sanctuary: a brand-new custom pool ... Read more....»
1117 KENWOOD AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,353 SqFt · $914/SqFt
Days on Market: 17
County: Orange
Legal Subdivision Name: DIXIE TERRACE
Year built: 2024
Garage: Yes 2 vehicles
Private Pool: Yes
Experience the art of luxury living just steps from the boutiques, cafés & celebrated dining of Park Avenue, Winter Park Village, Rollins College & the iconic Winter Park Art Festival. This beautifully crafted custom one-story pool home built in 2024 blends elegant design with an effortless, modern lifestyle. THIS HOME RECEIVED THE 2025 ARDA GRAND AWARD FOR CUSTOM HOME (built). A thoughtful quad split bedroom layout offers 4 bedrooms & 4.5 baths, including a serene primary suite with Hunter Douglas automated light filtering/light blocking shades. The primary suite includes a spectacular custom walk-in closet featuring an island, 36 drawers, built-in benches, ... Read more....»
1120 PALMER AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 3,413 SqFt · $1,113/SqFt
Days on Market: 38
County: Orange
Legal Subdivision Name: 3223171-3223171
Year built: 1951
Garage: Yes 2 vehicles
Private Pool: Yes
Miami Beach/Coral Gables meets Winter Park high-end luxury for today's upscale lifestyle. Phil Kean completely re-imagined this 3400 sq ft one story home from top to bottom leaving virtually nothing untouched! If you are looking for one level, indoor-outdoor living, all of the most up-to-date Bells and Whistles, in a #10 location, on a private oversized lot with circular driveway, minutes to Downtown Park Avenue, nestled among some of the most beautiful waterfront mansions in all of Winter Park, this will blow your socks off! Available to tour by appointment only. This is a show home for the International Builders ... Read more....»
150 DANA WAY
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 4,451 SqFt · $854/SqFt
Days on Market: 9
County: Orange
Legal Subdivision Name: CHARMONT
Year built: 2026
Garage: Yes 2 vehicles
Private Pool: Yes
WINTER PARK / LAKE SUE DISTRICT — A TRUE STANDOUT IN TODAY’S LUXURY NEW CONSTRUCTION MARKET Proudly presented by RARE Builders, a name synonymous with design-forward custom homes that continue to help set and raise the standard in Orlando and Winter Park, this newly completed residence represents a rare opportunity to secure a fully realized custom home in one of the area’s most sought-after neighborhoods. Positioned just steps from Lake Chelton and Lake Sue, and located within a highly desirable Winter Park school district, the setting delivers an exceptional lifestyle in one of Central Florida’s most dynamic and tightly held areas. While new ... Read more....»
1811 ONECO AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,508 SqFt · $842/SqFt
Days on Market: 1
County: Orange
Legal Subdivision Name: FLORA PARK 2ND ADD
Year built: 2026
Garage: Yes 3 vehicles
Private Pool: Yes
Under Construction. One of Winter Park's largest new construction homesites — 13,519 square feet, over a third of an acre — anchors this signature build, a three-story luxury residence on Oneco Avenue where scale, privacy, and architectural distinction rarely coexist at this price point. This home carries the mark of a builder renowned for delivering Winter Park's most trend-setting luxury residences — homes that don't follow the market, they define it. At over 4,500 square feet across three levels, the 5-bedroom, 5.5-bath layout with a three-car garage is finished to a standard rarely found in new construction — every bedroom commanding its ... Read more....»
207 E KINGS WAY
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 4 Bath · 1 Half Bath · 3,719 SqFt · $981/SqFt
Days on Market: 186
County: Orange
Legal Subdivision Name: CHARMONT
Year built: 2026
Garage: Yes 2 vehicles
Private Pool: Yes
Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury designed by Winter Park Design and masterfully crafted by renowned builder Vimaro Homes. Nestled on one of Winter Park’s most coveted tree-lined streets, this stately home immediately commands attention with its double-entry driveway, framed by manicured landscaping and a sense of grandeur like no other. Inside, the home unfolds across more than 3,600 square feet of impeccably designed living space, with every room telling a story of quality, craftsmanship, and comfort. Rich herringbone hardwood floors stretch throughout the residence, complemented ... Read more....»
1751 GLENCOE ROAD
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 2 Half Baths · 4,520 SqFt · $794/SqFt
Days on Market: 140
County: Orange
Legal Subdivision Name: FOREST HILLS
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
Nestled just moments from the boutiques and cafés on Park Avenue, this newly completed Davila Homes masterpiece redefines Winter Park luxury living. Perfectly positioned on an expansive 0.30-acre lot, this residence captures attention from the moment you arrive, with its striking architectural details, a sweeping driveway, and detached garage that together set a tone of timeless sophistication. Inside, soaring 20-foot ceilings welcome you into a grand foyer framed by curved archways and exceptional millwork. The living room is a true showpiece, centered around a statement fireplace with built-in shelving and subtle LED underlighting that accentuates every detail. The chef’s kitchen ... Read more....»
1581 FOREST AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 4,683 SqFt · $746/SqFt
Days on Market: 4
County: Orange
Legal Subdivision Name: ELLNO WILLO
Year built: 1954
Garage: Yes 2 vehicles
Private Pool: Yes
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 ... Read more....»
1742 TEMPLE DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 5 Bath · 3,658 SqFt · $943/SqFt
Days on Market: 62
Cumulative Days on Market: 249
County: Orange
Legal Subdivision Name: LAKE KNOWLES TERRACE ADD 02
Year built: 2003
Garage: Yes 2 vehicles
Private Pool: Yes
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 ... Read more....»
2040 RANDALL CIRCLE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 4 Bath · 2 Half Baths · 4,636 SqFt · $723/SqFt
Days on Market: 23
County: Orange
Legal Subdivision Name: CHARMONT
Year built: 2017
Garage: Yes 2 vehicles
Private Pool: Yes
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 ... Read more....»
1761 LEGION DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,955 SqFt · $665/SqFt
Days on Market: 289
County: Orange
Legal Subdivision Name: GREEN OAKS REP 02
Year built: 2017
Garage: Yes 3 vehicles
Private Pool: Yes
One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and elevated with high-end designer finishes, the home showcases the impeccable vision of renowned designer Ted Maines, who reimagined much of the interior with timeless sophistication. Perfectly positioned on a prime over-sized corner lot, the home blends transitional architecture with modern elegance. Sunlight fills the open layout through expansive sliding doors, creating effortless indoor-outdoor flow. The main living area seamlessly connects a formal living room and spacious dining area ... Read more....»
141 GLENRIDGE WAY
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 4 Bath · 1 Half Bath · 5,243 SqFt · $620/SqFt
Days on Market: 10
County: Orange
Legal Subdivision Name: CHARMONT
Year built: 2008
Garage: Yes 3 vehicles
Private Pool: Yes
Grand Southern charm and architectural elegance define this stately residence in one of Winter Park’s most desirable neighborhoods, set along a quiet brick-lined street just steps from Lake Chelton. Positioned on nearly half an acre, the home spans over 5,200 square feet, offering 5 bedrooms, 4.5 baths, a designated office, a large, versatile media/game room, a 3-car garage, and an expansive lanai with summer kitchen and resort style pool— all brought together in a smart well-planned layout ideal for effortless everyday living and exceptional entertaining. Step inside to a beautifully curated interior where rich architectural detail and livable design come ... Read more....»
948 POINCIANA LANE
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 3,676 SqFt · $870/SqFt
Days on Market: 76
County: Orange
Legal Subdivision Name: MAITLAND SHORES FIRST ADD
Year built: 2001
Garage: Yes 2 vehicles
Private Pool: Yes
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 ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.
