Winter Park Single Family Homes For Sale - 243 homes

Remarks: One or more photo(s) has been virtually staged. Beautifully renovated pool home in the highly desirable Eastbrook community of Winter Park, featuring major recent upgrades including a new AC system, windows, doors, and flooring throughout the home. This move-in ready 3-bedroom, 2-bath residence sits on an oversized 0.30-acre corner lot in a quiet cul-de-sac with no HOA. The home offers a bright open-concept layout with abundant natural light and a seamless flow between the living, dining, and kitchen areas—ideal for both everyday living and entertaining. The updated kitchen features modern cabinetry, stainless steel appliances, and generous counter space. Both bathrooms have been tastefully renovated, and the spacious bedrooms provide comfort and flexibility. Step outside to a private backyard with a sparkling pool and plenty of outdoor space perfect for relaxing or hosting gatherings. Additional highlights include a 1-car garage, roof replaced in 2016, updated electrical, and a newer water heater (2021). Located within the top-rated Seminole County school district and just minutes from Park Avenue, Rollins College, shopping, dining, museums, and Winter Park Hospital. A fantastic opportunity to own a beautifully updated home in one of Central Florida’s most desirable locations.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Julimar Barreiro Pastrana (407-590-8604)

Remarks: One or more photo(s) has been virtually staged. Come see this newly renovated home in the Eastbrook neighborhood of Winter Park. Offering 3 bedrooms and 2 full baths it’s the perfect sanctuary for families and entertainers alike. You will enjoy the bright, airy feel of the open floor plan accentuated by the vaulted ceilings that flood the space with natural light. The stylish interior includes luxury vinyl plank flooring throughout, complemented by elegant tile in the bathrooms and laundry room. Relax in not one, but two generous living areas, perfect for family gatherings, entertaining or cozy nights in. Cook like a pro in your eat-in kitchen featuring brand new ENERGY STAR stainless steel appliances, ample cabinetry, and convenient carport access for effortless unloading. The generous backyard provides a private oasis for outdoor activities, barbecues, and gardening enthusiasts. Plus, the expansive driveway and two-car carport ensure plenty of parking for your guests. Recent upgrades include ceiling fans, blinds, fresh paint, stainless steel appliances, a newer roof (2017) and a well-maintained air conditioner (only 4 years old) ensuring peace of mind for years to come. Located in Seminole County, known for great schools and in a community with NO HOA fees, giving you the freedom to enjoy your space. Plus, you're just moments away from shopping, dining, and parks!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Brenda Feliciani (407-405-0931)

Remarks: Under contract-accepting backup offers. Beauifully rennovated property on coveted brick street in PRIME Winter Park Location! This exceptional 3-bedroom, 3.5-bath home sits on a generously sized, fenced, private lot—perfect for entertaining or family living. Every inch of this residence has been thoughtfully updated, featuring 3-zone AC, updated plumbing, electrical, windows, foam insulation, and 2022 roof. Inside, luxurious designer touches abound. You're welcomed by an elegant foyer with Calacatta gold marble flooring and designer sphere lighting. The open-concept living space features rich eucalyptus flooring and soaring vaulted ceilings, seamlessly connecting to the outdoors through french doors that open to a bricked patio with tongue-and-groove wood ceiling, summer kitchen, and expansive yard. At the heart of the home is a gourmet kitchen that will delight any chef, complete with a Viking 6-burner natural gas range including griddle and double oven, an oversized entertaining island and a stylish wet bar with wine fridge. The thoughtfully designed floor plan includes two downstairs bedrooms, one makes a perfect home office, the other is a mother-in-law suite with a private entrance—ideal for guests or teens. Both secondary full bathrooms boast rainfall shower heads, dual flush toilets, and designer fixtures and tile. Upstairs, the expansive master suite offers vaulted ceilings, a custom walk-in closet, and french doors leading to a private balcony. The luxurious master bath features a 7-spray shower system, an aromatic Jacuzzi tub, and a ceiling-mounted waterfall spout for the ultimate spa-like experience. This home blends elegance, comfort, and functionality—an entertainer’s dream with a fantastic flow for everyday living!

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Olivia Maxwell (407-222-4440)

Remarks: 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 and a sprawling covered lanai featuring a cozy outdoor fireplace. Situated on a premier corner lot with a brick-lined street, you are just steps away from the Winter Park Racquet Club and minutes from the world-class dining and shopping of Park Avenue. Experience the pinnacle of Winter Park living in a home designed for the most discerning buyer.

Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)

Listing Agent: Drew Frahm (407-996-4656)

Remarks: Charming Winter Park Opportunity in Desirable Dubsdread Heights! NEW ROOF NEW A/c new kitchen ,bath, floor Welcome to 811 Overspin Drive, a cozy and character-filled 2-bedroom, 1-bath single-family home nestled in the heart of Winter Park. This property offers approximately 700+ square feet of living space on a generously sized lot, providing endless potential for homeowners, investors, or those looking to build their dream home in a prime location. Situated in the sought-after Dubsdread Heights neighborhood, this home is just minutes from downtown Winter Park, College Park, and Orlando’s vibrant dining, shopping, and entertainment districts. The property’s spacious lot offers room for expansion, renovation, or new construction, making it a rare opportunity in one of Central Florida’s most desirable zip codes. Whether you’re a first-time buyer, an investor seeking value-add potential, or someone looking to customize a home in a premium location, this property delivers both charm and opportunity. With strong surrounding home values and continued growth in the area, 811 Overspin Drive is an excellent chance to invest in the future of Winter Park living. Don’t miss your opportunity to own in one of Central Florida’s most sought-after communities!

Listing is courtesy of: RICK SINGH REAL ESTATE (407-383-3231)

Listing Agent: Rick Singh (407-383-3231)

Remarks: Welcome to this charming home situated on a spacious lot in a quiet, established neighborhood in Winter Park. From the moment you arrive, you’ll appreciate the inviting curb appeal, expansive front yard, and peaceful setting that make this property feel like home. Inside, the home offers a light and open layout with a seamless flow between the living, dining, and kitchen spaces—perfect for both everyday living and entertaining. The updated kitchen features modern cabinetry, granite countertops, stainless steel appliances, and a functional layout with bar seating, making it both stylish and practical. The bedrooms are comfortably sized with great natural light, offering flexibility for family, guests, or a home office. The bathrooms have been thoughtfully updated, including a beautifully renovated shower with modern tilework that adds a fresh, clean feel. The Florida room in the back creates a relaxing space for drinking coffee or curling up for a family movie night. Step outside to a generously sized backyard with endless potential—whether you envision creating an outdoor entertaining space, adding a pool, or simply enjoying the open green space. With plenty of room to spread out, this yard offers the kind of flexibility that’s hard to find. Conveniently located near local shopping, dining, and major roadways, this home offers both comfort and accessibility. Zoned for great Winter Park schools. Whether you’re a first-time buyer, investor, or looking to downsize, this property presents an incredible opportunity to own a home with room to make it your own.

Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)

Listing Agent: Liz Jones (407-619-6345)

Remarks: Welcome to your private slice of paradise, perfectly positioned on a charming brick-lined street in the heart of historic Winter Park. This custom-built estate exudes casual elegance from the moment you step through the grand double door entry, where soaring 12-foot ceilings, rich architectural details, and exceptional craftsmanship immediately set the tone. Thoughtfully designed with a well-balanced and highly functional floor plan, the home offers a seamless blend of formal and informal living spaces ideal for both everyday living and elevated entertaining. At the heart of the home, the pristine chef’s kitchen opens effortlessly to the family room and is outfitted with a built-in Thermador French door refrigerator, custom lighted cabinetry, granite countertops, a six-burner gas range with pot filler, double ovens with warming drawer, and an oversized island designed for gathering. A beautifully appointed butler’s pantry with wine fridge and wet bar creates the perfect transition to the formal dining space. Tucked away for privacy, a dedicated home office or library offers a quiet retreat for work or study. The first-floor primary suite is a true sanctuary, featuring intricate ceiling detail, expansive windows, and private French door access to the outdoor living space. The spa-inspired primary bath includes a jetted tub, dual vanities, and two oversized walk-in closets. Upstairs, three generously sized secondary bedrooms and two additional baths—including a private en suite—provide comfortable accommodations, while a charming Juliet balcony offers picturesque views of the tree-lined street below. Step outside to an exceptional outdoor living experience designed for year-round enjoyment. The covered lanai features a fully equipped summer kitchen with built-in grill, custom copper hood, and beverage fridge for the warmest Florida days. The saltwater pool creates a resort-style setting, surrounded by lush landscaping and enhanced by upgraded lighting and smart technology. This meticulously maintained home has been extensively upgraded, including new HVAC systems for both levels, on-demand water heater, whole-house surge protection, updated LED lighting with dimmer controls, smart home integrations for pool, irrigation, security, and climate, as well as complete interior and exterior repainting with premium finishes. High-end reclaimed maple and beech wood flooring has been installed and is complemented by refined architectural details such as curved archways, custom millwork, and elevated designer fixtures. Additional highlights include a newly created wine room, epoxy-coated garage flooring, central vacuum system, and enhanced exterior features with added awnings and detailed craftsmanship. Situated on a gorgeous lot with added privacy and with garage doors thoughtfully positioned away from the street, this home offers both presence and practicality. Just a short stroll to Lake Mizell and minutes from the renowned dining, shopping, and cultural experiences of Park Avenue, this exceptional property combines timeless design, modern upgrades, and an unbeatable location.

Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)

Listing Agent: Liz Jones (407-619-6345)

Remarks: Under contract-accepting backup offers. 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 salon, where oak detailing and a deco-style stone fireplace with a holographic insert create an atmosphere of understated grandeur. The two-tone oak kitchen, wrapped in natural quartzite and anchored by a curved island and custom hood, features a curated suite of professional-grade appliances: • ILVE range • Miele refrigerator, freezer, and dishwasher • Sub-Zero wine and beverage preservation systems Adjacent, a dining area glows under a custom chandelier, while the powder bath impresses with wood and marble accents, an integrated stone sink, and a Saint Louis crystal faucet by Kallista. A scullery expands the culinary capability with a chef’s sink, Samsung Bespoke laundry and refrigeration, Wolf microwave drawer, and additional Miele dishwasher—ideal for both entertaining and daily ease. The first floor primary suite, discreetly hidden behind millwork, offers a serene retreat with an opulent closet system and a marble mosaic-clad bathing suite featuring Kohler digital shower technology and MTI tub. Upstairs, two additional ensuite bedrooms, a bonus room with walk-in closet, and a secondary laundry continue the home’s standard of refined luxury. Outdoors, the residence embraces resort-style living with a natural gas summer kitchen, infinity-edge pool, and 360-degree raised glass-tile spa. A two-car garage and porte cochere, both EV-ready, provide elegant utility. Modern conveniences include Lutron HomeWorks lighting and shade prewire, built-in SONOS audio zones, pre-installed speakers, and a commercial-grade Ubiquiti WiFi network ensuring flawless connectivity throughout. A feast for the senses, The Maybourne is more than a home—it’s a statement of artistry and craftsmanship, conceived for the most discerning Winter Park resident.

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Rikhil Amin (407-792-8069)

Remarks: Under contract-accepting backup offers. Rare No-HOA home with NEW ROOF 2022 and dedicated HOME OFFICE/FLEX SPACE! This move-in-ready 3-bedroom, 2-bathroom residence offers 1,366 sq ft of smart living plus an bonus room perfect for remote work, creative studio, or guests—functionality of four spaces without the 4-bedroom price premium.Enjoy zero HOA restrictions, significant monthly savings, and peace of mind with a 3-year-old roof (transferable documentation included). Features include updated flooring throughout (no carpet), fully fenced backyard, and 2-car garage. Zoned for desirable Seminole County schools (Eastbrook Elementary/Lake Howell High) with quick access to SR-436, shopping, and downtown Winter Park. Ideal for remote professionals, small families, or savvy buyers seeking low-maintenance ownership with room to work and grow. Quick closing available. Schedule today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Fernando Perez De Armas (407-837-7144)

Remarks: Set on over half an acre in Winter Park’s coveted Orwin Manor, this 1935 French Provincial estate offers a rare blend of architectural character, modern system updates, and extraordinary future potential. The property offers the unique opportunity to own an estate in a beautifully historic Winter Park neighborhood. Whether thoughtfully renovated, expanded, or reimagined, this property stands as a truly special opportunity in one of Winter Park’s most desirable neighborhoods. A charming brick path leads to a welcoming covered front porch and into a light-filled living room featuring original cypress beams with iron strapping, vaulted ceilings, and a dramatic fireplace crowned by the home’s original bronze chandelier. Glass doors open to a delightful sunroom and a central hallway with abundant storage, and a convenient half bath. The private primary suite is tucked away and offers a peaceful retreat with vaulted ceilings, ceiling fan, wood floors, a wall of closets, and a newly renovated 2023 bath featuring an oversized deep soaking tub and marble vanity. A second ensuite bedroom includes a designer bath with a large glass shower, rain head, and wand. An oversized third bedroom—currently used as a family room—features a vaulted tongue-and-groove ceiling with beams, a walk-in closet, and glass sliders opening to the brick patio and expansive grounds. The dining room and breakfast area flow seamlessly to outdoor living spaces, creating an effortless indoor-outdoor connection. The renovated kitchen includes a farmhouse sink, gas cooking, butcher block countertops, and access to a private walled rose garden and extensive parking options. A newly covered kitchen entrance with custom terrazzo flooring with inset marble pattern leads to a laundry room and versatile studio or workshop with built-ins. Throughout the home, an abundance of windows frames peaceful green views and fills the space with natural light. Outdoors, enjoy raised garden beds, multiple brick patios with fountains, ceiling fans, and partial coverings—perfect for entertaining or quiet reflection. Separate outbuilding is dry, plumbed and wired with a workshop, a large storage space ideal for future ADU and 2-car carport. With major system improvements already completed and an oversized lot offering flexibility for renovation, expansion, new construction, or potential lot division (buyer to verify), this is a legacy property with limitless possibilities. Major system improvements include a 2021 roof & tankless water heater, full re-plumb in 2023, replacement of all major under-home trusses, three updated electrical panels, two HVAC systems (2014 & 2019), providing modern efficiency while preserving the home’s original character. See MLS#O6374414.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Lisa Gould (407-721-7612)

Remarks: One or more photo(s) has been virtually staged. Welcome to the highly sought-after Kenilworth Shores community, a neighborhood loved for its charm, strong sense of community, and convenient Winter Park lifestyle. From the moment you walk through the front door, the home offers a warm and welcoming flow with a thoughtfully designed split layout. The spacious living room to the left creates the perfect setting for slow mornings with coffee, reading a book, or gathering with guests, while the dedicated dining room to the right is ideal for hosting holiday dinners and special celebrations. As you move toward the center of the home, the kitchen becomes the true heart of daily life—perfectly positioned to stay connected while cooking, entertaining, or helping with homework. Just beyond, the expansive family room, with a cozy fireplace, invites you to unwind, host game nights, or gather with loved ones for movie evenings. Upstairs, the home continues to balance comfort and privacy. Two guest bedrooms and a shared bathroom provide the perfect setup for family, guests, or a home office, while the primary suite is tucked away on the opposite side, creating a peaceful retreat at the end of the day. The oversized suite offers plenty of space to relax, along with a large walk-in closet and private bathroom designed for everyday comfort. Step outside and enjoy the Florida lifestyle with a covered patio overlooking a large fenced backyard—perfect for weekend barbecues, kids and pets playing freely, or simply enjoying the beautiful weather. Living here also means being just minutes from some of the best parks and amenities in the area. Spend afternoons biking the trails at Cady Way Park, enjoying playgrounds and green space at Baldwin Park, or exploring the shops, restaurants, and vibrant community events in both Winter Park and Baldwin Park. With top-rated schools nearby and easy access to 417, 408, and I-4, commuting to downtown Orlando, the theme parks, or even a weekend trip to the beach is effortless. This is more than just a home—it’s a lifestyle centered around comfort, community, and convenience. Schedule your showing today and come experience Winter Park living for yourself.

Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)

Listing Agent: David Miller (321-236-6761)

Remarks: MOVE-IN READY! Construction Completed! Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 ½ baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that easily flexes as a playroom, office, or second lounge. The heart of the home is a chef-ready kitchen outfitted for serious cooking—double wall ovens, a dedicated cooktop, and generous countertop space—anchored by a spacious walk-in pantry and a convenient mudroom drop zone to keep daily life organized. Just beyond, a soaring great room centers on a built-in fireplace, while wide sliders open to a covered rear porch perfect for year-round alfresco dining. Upstairs, every bedroom enjoys direct or semi-private bath access, giving the residence the feel of four private suites, and a dedicated laundry room means no hauling baskets downstairs. Practical perks abound: an oversized two-car garage for gear and golf carts, impact-rated construction engineered to the latest Florida wind code, and full pre-wire rough-ins ready for your preferred appliance and lighting packages. All this sits minutes from Park Avenue’s dining and boutique shopping, Rollins College, and Winter Park’s famous chain of lakes. Schedule your private tour and discover the fresh, low-maintenance lifestyle waiting for you in one of Central Florida’s most sought-after neighborhoods.

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Marie Helen Ledbetter (407-286-4363)

Remarks: This well-maintained 3 bedroom, 2.5 bath home is located in the quaint, charming city of Winter Park. Step inside to a split-bedroom floor plan featuring a spacious living and dining area with high ceilings and beautiful natural lighting. The kitchen is equipped with ample cabinetry in excellent condition, spacious countertops with breakfast bar seating, and a large pantry. The primary bedroom suite is on the first floor and boasts a walk-in closet and an updated bathroom with a dual sink vanity and walk-in shower. The two remaining bedrooms are on the second floor and share a guest bathroom with a large vanity and bathtub. Upgrades include ceiling fans in all rooms, a laundry space with a washer and dryer included, and a 1-car garage. This home also features a private patio and backyard with no rear neighbors, perfect for an outdoor dining set, grilling station, lounge area, or garden. The Villas of Casselberry offers low HOA fees and a community swimming pool. Conveniently located near highly rated K-12 schools, Full Sail University, UCF, and Rollins College. Approximately 15 minutes away from Park Ave and Orlando Ave offering a variety of shopping, dining, and entertainment. The roof, A/C, and water heater are all less than 10 years old. Schedule a showing today!

Listing is courtesy of: THE REALTY MEDICS (321-947-7653)

Listing Agent: Ben Sencenbaugh (321-947-7653)

Remarks: Fabulous Winter Park location. This is a 3 bedroom, 2 bath patio home with a great layout, split bedroom plan, high ceilings in the living room, and an eat in kitchen that is open to the family room. A large primary bedroom which has a walk in closet, two additional closets and french doors leading out to the back yard. There is a screened in patio off of the breakfast / dining area and an interior laundry room. Zoned for Winter Park schools, minutes from downtown Park Ave., Rollins College and Advent Health Winter Park. Property is a gem perfect for a renovation or an opportunity to build new.

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Meg Dolan (321-948-0701)

Remarks: Welcome to 647 Randy Lane in Winter Park. This is a rare opportunity to own a designer residence in one of the area's most sought-after neighborhoods, offered for the first time in over 10 years. Situated on a spacious corner lot, 0.36 acres, this meticulously maintained home showcases timeless charm paired with modern luxury. Lush, mature landscaping surrounds an oversized private pool, expansive patio and generous backyard, creating a Florida outdoor living experience ideal for entertaining or relaxing year-round. Inside, the home features an open-concept floor plan designed for both comfort and style. The chef's kitchen stands out, appointed with quartz countertops, premium Wolf double ovens and a built-in Sub-Zero refrigerator, delivering high-end performance with sophisticated design. Seamless indoor-outdoor flow enhances the living experience, leading to a resort-style backyard retreat complete with ambient lighting, perfect for evening gatherings and weekend enjoyment. Ideally situated minutes from Park Avenue's renowned dining, boutique shopping, and cultural attractions, this home offers unparalleled convenience in the heart of Winter Park. Located in one of the area’s most desired school districts, including Audubon K-8 and Winter Park High School. The home is equipped with updated features like a newer roof (2024), solar panels (2024), resurfaced pool and tile (2021), well irrigation, tankless gas water heater, oversized indoor laundry room and more. This exceptional property blends luxury, location and lifestyle-making it a standout opportunity in the Winter Park real estate market.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Sara Cambron (321-277-8444)

Remarks: A masterfully crafted custom residence in the heart of Winter Park, this 2014 Barefoot Brothers home blends timeless architecture with modern functionality just moments from Park Avenue and the Audubon Park Garden District. Designed for both refined entertaining and active everyday living, this 5-bedroom + office home offers a flexible, family-focused floor plan plus an expansive second floor bonus room, ideal for recreation, media, or study. A formal dining room and oversized great room with 11.5’ ceilings create the perfect balance of comfort and sophistication. The first-floor primary suite features a private, attached office space and a spa-inspired ensuite with marble floors, marble-topped double vanity, freestanding cast iron soaking tub with gooseneck filler, double walk-in shower, Kohler fixtures, and a statement chandelier over the tub. The chef’s kitchen showcases marble countertops, a walnut center island, a large walk-in pantry, 10’ ceilings, GE gas range, new Samsung refrigerator, and Bosch dishwasher — all opening seamlessly to the living area anchored by a gas fireplace with custom built-ins and double French doors leading outside. Designed with connection in mind, the breezeway links the main home to the detached garage and opens to a charming river rock paved patio — perfect for gatherings and outdoor dining. A recently repainted timber-framed front porch welcomes guests with timeless curb appeal, complemented by a circular driveway, irrigation system, and landscape lighting. Built with longevity and energy efficiency in mind, this home features insulated concrete form (ICF) construction, vinyl double-pane Low-E windows, two tankless water heaters, natural gas connections (fireplace, range, dryer, outdoor grill), Cat 6 ethernet wiring, surround sound, and ceiling fans throughout. Spend your mornings biking to coffee in Audubon Park and your evenings enjoying dinner on the Park Avenue — all while coming home to a thoughtfully constructed retreat designed for modern family living. With roof, electrical, and plumbing completed in 2014, this home offers peace of mind, architectural character, and an exceptional lifestyle in one of Winter Park’s most desirable corridors. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Jill Healey (407-797-1420)

Remarks: Ideally on a quiet residential street just near Park Avenue, this custom-built transitional residence offers the best of Winter Park living, accessible, refined and thoughtfully designed from the ground up. Built in 2018 by Carlos Posada, the home delivers 2,653 square feet of living space across two floors, with an additional 365 square feet walk-up attic, four bedrooms and four full baths. From the moment you enter, the home makes an impression. French clay tile flooring anchors the defined foyer, opening into an expansive great room where Bolivian rosewood built-ins frame a gas fireplace and oversized windows draw the eye toward the pool and lanai beyond. The living, dining and kitchen spaces connect seamlessly, designed for everyday ease and effortless entertaining. The kitchen is equipped for the serious home cook, anchored by a full Thermador appliance package and thoughtfully appointed beyond the expected. The large island integrates a sink, microwave drawer, ice maker and refrigeration drawers alongside generous seating, while a walk-in pantry, concealed outlets and a warming drawer round out a workspace as purposeful as it is refined. Outdoor living is equally deliberate. A covered lanai with fireplace and space for a mounted television flows to an open-air terrace and dedicated grilling area, all overlooking a linear pool with water feature and professionally designed landscaping with evening lighting. Upstairs, the primary suite is positioned at rear of the home for added privacy, with abundant natural light, a generous walk-in closet and an en-suite bath. Two additional bedrooms each offer their en-suite baths and built-in closets. A well-appointed laundry room, along with a linen closet and dedicated storage closet in the hall, complete the second floor. On the main level, a fourth bedroom is finished as a library with custom white oak built-ins and French doors opening to the exterior of the home, offering flexible living or professional workspace. Throughout, Panaget engineered hardwood flooring, decorative crown molding, Sierra Pacific windows and doors, cast stone accents, and integrated stair lighting reflect the home's elevated attention to detail. Additional highlights include a detached two-car garage, extensive storage throughout and an infrastructure designed for future elevator conversion. A rare opportunity to own a newer custom home in one of Winter Park's accessible and beloved neighborhoods.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Drew Henner (407-406-0662)

Remarks: Welcome to an exceptional opportunity in the highly desirable Park Grove community, an impeccably updated one-story residence ideally situated just moments from the vibrant shops and dining of Park Avenue and all that downtown Winter Park has to offer. With charming curb appeal, pristine landscaping and timeless architectural appeal, this home makes a stunning first impression. Inside, a thoughtfully designed floor plan offers seamless flow, perfectly suited for both everyday living and effortless entertaining. Beautiful wood flooring spans the main living areas, while the Florida room showcases distinctive Mexican tile, adding warmth and character. Designer lighting, curated tile selections and stylish wallpaper accents create a bright, inviting aesthetic throughout. The formal sitting room, complete with custom built-ins and an elegant dining room provide refined gathering spaces. At the heart of the home, a light-filled kitchen opens to the spacious family room, where a cozy wood-burning fireplace serves as a focal point. The adjacent Florida room is lined with windows, offering serene views of the sparkling pool and lush, private backyard. The generously sized primary suite is thoughtfully positioned for privacy, featuring its own wood-burning fireplace, a large walk-in closet and a beautifully appointed ensuite bath with dual vanities and an oversized walk-in shower. Four additional bedrooms are located on the opposite side of the home, two of which include ensuite baths, ideal for guests or multi-generational living. Outdoor living is equally impressive, with a beautifully paved lanai overlooking the pool and ample space for alfresco dining, entertaining and relaxing poolside. Tucked away in one of Winter Park’s sought-after neighborhoods, this home offers tranquility and convenience, with easy access to downtown Orlando, major hospitals, top-rated public and private schools and key roadways. A rare blend of style, comfort and location; this is Florida living at its finest.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Mick Night (407-629-4446)

Remarks: JUST COMPLETED....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 construction inventory exists in today’s market, this home stands apart offering a fresh, cutting-edge architectural vision brought to life through exceptional planning, material selection, and execution. Prominently sited on an elevated homesite with a striking front elevation, the home offers 4,500 square feet of living space, including nearly 3,000 square feet on the ground level alone... a rare and highly functional configuration. The layout is both expansive and intentional, featuring multiple large living spaces, a private ground-floor primary suite, and a well-appointed guest suite/study/flex space. Upstairs, each bedroom is thoughtfully designed with either an en-suite bath or direct access to a full bath, delivering both comfort and privacy throughout. The defining feature of this home...and one rarely seen in the market... is the massive Renlita Floataway door system, which opens an entire wall of the home to seamlessly connect the interior Florida room with the resort-style outdoor living environment. This creates a true four-season entertaining space, transforming the way the home lives and offering a level of indoor-outdoor integration that is both dramatic and highly functional. The outdoor setting is designed as a private resort, complete with a pool, spa, fire and water features, pergola, and summer kitchen... all curated to complement the home’s architectural vision. Inside, the level of finish and design is exceptional. From breathtaking Venetian plaster walls to a dramatic two-story foyer, the home is defined by a refined and highly curated selection of materials, fixtures, and hardware. Every element has been intentionally sourced and executed, resulting in a level of craftsmanship and aesthetic cohesion that is rarely achieved and immediately recognized by discerning buyers. A well-appointed kitchen with walk-in butler’s pantry and thoughtfully designed secondary spaces further enhance both function and livability. Integrated Control4 home automation, audio, and security systems complete the offering. Located just minutes from Downtown Orlando, Winter Park, Park Avenue, Winter Park Village, AdventHealth, and Orlando Health, this home delivers a rare combination of location, design, and execution at the highest level. This is not simply new construction, it is a distinct, design-driven custom residence offering a level of detail, presence, and livability that is truly rare in the current Winter Park market.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Robert Kurzreiter Pa (407-476-4156)

Remarks: Welcome to this beautifully maintained 3-bedroom home nestled in a sought after community that offers both charm and convenience. From the moment you arrive, you’ll notice the care and attention that has gone into every detail of this property. You will immediately appreciate the meticulous maintenance this home has enjoyed. Step outside to your private backyard oasis, where a stunning pool and inviting outdoor space create the perfect setting for relaxing or entertaining. Whether you're hosting gatherings or enjoying a quiet evening, this backyard truly stands out. Inside, the home features several thoughtful upgrades, including a fully renovated master bathroom designed with modern finishes and comfort in mind. Additional peace of mind comes with a roof replacement completed in 2021, as well as energy-efficient solar panels that are included with the home and to be paid off at closing. With its combination of upgrades, outdoor beauty, and prime location, this home is a rare opportunity you won’t want to miss.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Nicholas Kovats (321-356-4072)