Courtesy: OUTLET REALTY
407-353-5518
Motivated Seller....Fantastic 3-Bedroom, 2-Bathroom Condo Located in the Highly Desirable Winter Park Area! This Home Features an Open Galley Kitchen with a High Vaulted Ceiling and a Convenient Pantry. The Spacious Living/Dining Room Combination Also Boasts Vaulted Ceilings and Fills with Natural Light Through the Sliding Glass Doors, Creating an Inviting Yet Cozy Atmosphere. Beautiful Laminate Flooring Flows Throughout, and the Split Floor Plan Offers Ideal Privacy. Down One Hallway, You Will Find Two Well-Sized Bedrooms and a Shared Full Bathroom with a Shower/Tub Combo. Off The Family Room, The Master Suite Is Generously Sized and Includes Two Separate Sinks. A Large Walk-In Closet Provides Excellent Storage, and the Sliding Glass Door Leads to Your Own Private Fenced-In Yard, Perfect for Plants, Gardening, or Extra Seating When Entertaining. Just A Short Walk from Your Reserved Parking Spaces, You'll Find the Clean and Refreshing Community Pool, Making Relaxation Effortless. Don’t Miss This Opportunity—Call Today to Schedule Your Showing! Lease Must Be Honored Until 11/30/26 with a Rental Rate of $1,850.00 Monthly
Courtesy: LA ROSA REALTY LLC
321-939-3748
One or more photo(s) has been virtually staged. Welcome to 1985 Japonica Rd—your newly reimagined Winter Park retreat! This beautifully updated 4-bedroom, 2-bath home offers a perfect blend of contemporary design, comfort, and smart living. Featuring a NEW 2023 roof, 2023 A/C, fresh interiors, and a bright open layout, this home is truly move-in ready. The gourmet kitchen shines with all-new cabinetry, elegant countertops, and WiFi-enabled smart appliances. The spacious primary suite offers a private escape with a glass door leading to a secluded patio, a Bluetooth sound system in the primary bathroom, and direct access to the pool area—ideal for enjoying the Florida lifestyle. Enhanced with multiple SMART features: • Smart fans in the bedrooms • WiFi-controlled garage door system • Bluetooth audio in the primary bathroom • Smart kitchen appliances Outside, you’ll find a private swimming pool, fully fenced yard, and plenty of space for entertaining or relaxing. Prime Winter Park Location Just minutes from: • Cady Way Trail (walking, jogging, biking) • Winter Pines Golf Club & public tennis courts • Park Avenue dining & boutiques • Baldwin Park, Rollins College & Full Sail University • AdventHealth Winter Park & 417 expressway
Courtesy: CREEGAN GROUP
407-622-1111
Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake Killarney. Inside, you’ll find a bright, natural light–filled living space with an intimate, inviting feel. The efficient galley kitchen flows seamlessly into the living and dining area, making the home feel larger than its square footage. A rare bonus for condo living, the home includes a separate laundry room, offering added convenience and additional storage. Step outside to your private patio space, perfect for morning coffee, quiet evenings, or creating your own cozy outdoor retreat. There’s even room for a foosball table, making it a great spot to unwind, entertain, or simply grab a Coke and smile as you enjoy the Florida breeze. Residents enjoy an impressive list of community amenities, including a sparkling private pool, lush green spaces, and access to Lake Killarney’s private community dock, ideal for launching kayaks and paddleboards, fishing, or taking in serene lakefront views. Enjoy evening sunset strolls, weekend boating, or a relaxing afternoon by the pool. The community also offers convenient on-site laundry facilities, beautifully maintained grounds, and a welcoming neighborhood atmosphere. With strong rental appeal, an unbeatable location, and timeless Winter Park charm, 151 N Orlando Ave #115 is an ideal choice for first-time buyers, downsizers, or investors seeking long-term value in one of Central Florida’s most desirable lakefront communities. Schedule your private showing today and experience the lifestyle waiting for you at Lake Killarney.
Courtesy: ONE LUXURY INTERNATIONAL LLC
407-312-8003
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.
Courtesy: EXP REALTY LLC
888-883-8509
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.
Courtesy: SKINNER REALTY, INC.
407-677-0009
Charming 3-bedroom, 2-bathroom single-family home nestled on a generous 9,626 sq ft lot in Winter Park’s desirable Goldenrod area. Built in 1972, this cozy one-story home offers 1,104 sq ft of living space with a classic split-bedroom floor plan — perfect for privacy while entertaining. The residence features tile and carpet flooring, central air conditioning, and a functional kitchen complete with range/oven and refrigerator. Whether you're a first-time buyer, investor, or looking for a quiet place to call home — this property represents a rare opportunity to secure a home in a stable neighborhood with great bones and plenty of upside potential.
Courtesy: FLORIDA ONE REAL ESTATE LLC
407-599-7070
Discover your new downtown Winter Park ground-floor pied-à-terre. Two blocks from Park Avenue, the 1960s mid-century modern Whispering Waters Condominiums are a Winter Park landmark. Your remodeled end-unit studio features an updated open kitchen with plentiful wood cabinets, ceramic tile flooring throughout, new dual-pane windows, a stylish updated bathroom with a step-in shower, and wood built-ins in the living room. Open to the living room is a sleeping alcove that accommodates a queen-size bed. An additional 9’ by 6’ enclosed room could be used as a bedroom, an office, or a lounging space. With easy access from your new pad to both Interlachen Avenue and Morse Boulevard, your downtown Winter Park adventures await.< Included is one assigned parking space in the secured underground garage, where you will also find a community laundry room. Enjoy mail and package delivery directly to your door. Electricity, gas, water, and sewer are included in your monthly condo fee for worry-free simplicity. Community amenities include: • Community swimming pool; • Lakeview social club room; • Outdoor patios overlooking Lake Osceola; • On-site management. Whispering Waters is a 55+ Community.
Courtesy: ANNE ROGERS REALTY GROUP INC
407-649-4141
Charming traditional ranch located in the desirable “Hills” neighborhood of Winter Park! Step into a welcoming foyer that opens to a spacious floor plan accented by mid-century glass block dividers. The comfortable family room features an entertainment wall, a wood-burning fireplace, and a seamless connection to the well-designed kitchen with a peninsula island. Generous, ceiling-height maple cabinetry provides excellent storage, and the built-in oven and microwave add convenience. Just off the kitchen are the laundry room and powder bath, with direct access to the garage. The current garage has been divided to make a space for an office/flex space which can easily be removed if desired. The dining room offers a full wall of maple built-ins with display shelving and lower storage cabinetry. French doors lead to the covered lanai and pool area. Down the main hall you'll find the hall bath with double sinks and a glass-enclosed tub, along with the primary suite and three additional bedrooms. The spacious primary bedroom features French doors to the pool, a spacious bath with walk-in shower and jacuzzi tub, the custom walk-in closet is just off the bath. The backyard is privately fenced with a block/brick wall surrounding the open pool and expansive lanai. Recent updates include a 2022 roof, 2018 AC, re-plumbed, a tankless water heater, and a propane tank. Located in a fantastic neighborhood zoned for top-rated Maitland/Winter Park schools!
Courtesy: WEEKLEY HOMES REALTY COMPANY
866-493-3553
Under Construction. Nestled on a quiet street in the heart of Winter Park, this stunning new construction home by David Weekley Homes blends timeless design with modern comfort. Featuring 4 spacious bedrooms and 4.5 beautifully appointed baths, the home offers an ideal layout for both everyday living and entertaining. A private study provides a perfect work-from-home retreat, while the dedicated media room invites movie nights and game-day gatherings. Upstairs, a versatile loft adds flexible living space for a playroom, lounge, or fitness area. Thoughtfully designed with high-quality finishes and abundant natural light, this home delivers exceptional craftsmanship in one of Central Florida’s most desirable neighborhoods—just minutes from top schools, parks, dining, and shopping.
Courtesy: KELLY PRICE & COMPANY LLC
407-645-4321
Discover this generously sized 3-bedroom, 3.5-bath townhome offering 2,083 square feet of flexible living space in one of Winter Park's most coveted locations. This two-story residence features a semi-attached 2-car garage and thoughtful room layouts perfect for today's lifestyle. The main level welcomes you with formal living and dining rooms, ideal for entertaining. The separate family room showcases a wood-burning fireplace and flows seamlessly to the heart of the home—the kitchen. French doors open from the family room to a vaulted screened lanai, creating the perfect Florida indoor-outdoor living experience for year-round enjoyment. Upstairs, you'll find three oversized bedrooms, each with its own full bathroom for ultimate privacy and convenience. The second-floor interior laundry adds everyday ease between the bedroom suites. This home presents wonderful potential for personalization and updating to match your vision. The location simply can't be beat—moments from the shops and dining of Park Avenue, beautiful Rollins College, and the tree-lined streets of the historic College Quarter neighborhood. HOA fees of $691/month include lawn maintenance for carefree living. Easy to show—schedule your private showing today and envision the possibilities!Retry
Courtesy: PREFERRED REAL ESTATE BROKERS
407-440-4900
4 BEDROOMS with OFFICE POOL HOME. MOTIVATED SELLERS. MOVE IN READY! THIS HOME WILL NOT LAST! COME, SEE AND BRING YOUR OFFERS TODAY! This home boasts a large open concept as you walk in from the front door. Tons of natural lighting. Kitchen equipped with modern appliances, granite counter tops, and lots of cabinets for storage. Woodburning fireplace. Pool view from the masterbedroom. Large covered and with a/c wall unit patio/lanai with a full view of large well maintained pool and fully fenced landscaped backyard, also equipped with separate washing station convenient for many summer funs and gatherings. NO HOA! Highly sought after area. Great schools. Great neighborhood and community. Close to all main roads, highways, shopping, foods. Short drive to all Orlando attractions and beaches.
Courtesy: KELLER WILLIAMS REALTY SMART 1
863-508-3000
HUGE $15,900 PRICE DROP! Discover your perfect home in this two-bedroom, one-bath second-floor unit at Waterfall Cove, ideally situated in the heart of Winter Park. This inviting open-concept layout features large windows that fill the space with natural light, along with cozy carpeting throughout and stylish tile in the bathroom. Each bedroom offers a comfortable retreat, while sliding glass doors open to a spacious private balcony overlooking a serene, park-like setting with walking paths. Take comfort in knowing the unit is equipt with impact doors and windows for protection from flying debris, strong winds and forced entry. Waterfall Cove boasts beautiful grounds, including rolling lawns, a pool, and a dog park, all in a quiet community. Enjoy the convenience of being within walking distance to shopping centers, gyms, cinemas, and more. With easy access to Rollins College, UCF Valencia College, and major roads leading to theme parks, this unit is perfect for first-time buyers, those looking to downsize, or investors. The HOA covers exterior maintenance, including your balcony, cable, and internet as well as bi-monthly pest control. Don’t miss this opportunity!
Courtesy: PREMIER SOTHEBY'S INTL. REALTY
407-644-3295
Totally traditional. This luxury single-story home is in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre, beautifully landscaped lot. Original home was gutted down to the studs in 2011-2012 and completely re-done. Interior layout boasts formal living with bay window and tall ceilings, dining room with antiqued mirror set into extensive moldings and trim, plus a library/den with a tongue and groove wood vaulted ceiling and a wall of bookshelves and built-ins. The spacious family room with a white-washed brick wall, wood-burning fireplace and vaulted ceiling is all open to the breakfast area and kitchen. The gourmet kitchen features custom inset cabinet drawers and doors, white marble slab backsplashes, Kohler farmhouse sink and a large island with a deep prep sink. The kitchen is a chef’s delight with a 48-inch Viking gas range, Viking warming drawer, JennAir refrigerator, wine refrigerator and a Bosch dishwasher. The kitchen also has amazing storage and two large pantries. There are a total of three bedrooms (one of which is in the in-law suite) and three full baths. Throughout the home are beautiful real ¾-inch-thick and 5-inch-wide plank walnut floors, beam and coffered ceilings, French doors, oversized picture windows and designer accents lighting. French doors off the family room open to seamlessly blend indoor and outdoor living, leading to a covered lanai with travertine stone tile overlooking a resort and entertaining backyard. Huge swimming pool and a 30-by-15-foot pergola with Bistro lighting, which is a wonderful spot to relax, dine and play, all on a tiny pebble surface, like an Italian driveway! French garden fountain, rose garden and synthetic turf for pets make the backyard a haven. The home’s floor plan offers a desirable layout with huge primary bedroom with a generously sized en-suite bath with dual sink counters, amazing Roman walk-in shower, jetted tub with bubblers and two large walk-in closets. Guest wing features a spacious bedroom and bath and the West Wing is a full In-law apartment, including a bedroom, handicapped bath, full kitchen and its living room. Imagine having a wonderful space for in-laws or an adult family member that needs space of their own. Just a short drive or bike ride from Park Avenue, this open and inviting home has easy access to Park Avenue, AdventHealth, downtown Orlando and is zoned for A-rated schools. Surround sound through most of the house and CAT 6 wiring throughout. Recent additional remodeling and updating have taken place including all new paint inside and out, as well as a new roof and gutters in 2023. A detailed list of all renovations is available upon request.
Courtesy: LA ROSA REALTY ORLANDO LLC
407-288-8201
Townhouse 2 bedroom 2.5 bath, both bathrooms on the second floor are remodeled. The Townhome is rent $1,600. The unit is located in Winter Park Area and is close to the shopping and dining. It is also close to public transportation. HOME GUARANTY OF AMERICA HWA 13 MONTH INCLUDED.
Courtesy: COMMUNITY REALTY ASSOCIATES
561-852-1341
Welcome to this beautifully maintained, Stunning Better-Than-New 6-Year-Old Custom Home in Gated Lake Florence Preserve, one-owner custom home that truly has it all. From the moment you enter, you’ll appreciate the exceptional quality and craftsmanship, including upgraded 8' interior doors, 10-foot ceilings, crown molding, and elegant tray ceilings throughout—even in the primary suite. One of the home’s most impressive features is the expansive 16-foot pocket sliding glass door that creates a seamless indoor–outdoor connection, making your private backyard oasis feel like a natural extension of your living space. Step into the custom heated pool with built-in spa, finished in luxurious PebbleTec, and enjoy the tranquil waterfall cascading from the spa into the pool. The entire screened-in lanai is surrounded by lush landscaping and enhanced by a striking outdoor LED lighting system. The fully fenced backyard overlooks a generous greenspace that enhances privacy and creates an ideal setting for pets, entertaining, or unwinding. TV wall mounts are already installed inside and on the lanai, ideal for watching the game or unwinding by the pool. The upgraded kitchen is a chef’s dream, featuring premium finishes and a gas stove, while the open-concept living area offers an inviting space for everyday living and entertaining. All bedrooms feature recently upgraded flooring, and the primary suite includes a large walk-in closet and a spa-like bathroom with a luxurious rain shower head. The home is outfitted with numerous upgrades for comfort and convenience, including motorized blinds on the sliding glass doors, ceiling fans throughout, dimmer light switches, and a full security system. Fresh interior paint including all doors adds a crisp, updated feel to every room. Practical features include an interior storage room, a tankless water heater, and a full sprinkler system covering both the front and backyard. The home also comes prewired with plumbing, gas, and electric for a future outdoor kitchen, offering excellent potential for expanded outdoor living. The garage is exceptionally functional, featuring a 240V EV outlet, a dedicated golf cart parking space, added shelving, and attic storage for additional organization and convenience.
Courtesy: RE/MAX 200 REALTY
407-629-6330
One or more photo(s) has been virtually staged. This two-story property is located in the highly desired Temple Heights neighborhood in the heart of Winter Park, where the true value is in the prime location and expansive double lot. The property includes a main residence plus a separate pool home/in-law suite, offering flexibility for redevelopment, expansion, or future plans.
Courtesy: AGENT TRUST REALTY CORPORATION
407-251-0669
Beautiful home in Winter Park, located in a quiet neighborhood with no homeowner association fees. This 4-bedroom, 2-bathroom home has been recently remodeled, including new bathrooms, new flooring, new quartz countertops, new kitchen cabinets, a new 2025 central air conditioning unit, a 2023 roof, and a new 2025 water heater. It features a 2-car garage and ample parking, as well as a renovated facade, fresh interior and exterior paint, modern stainless steel appliances, and an attractive porch. The plumbing and electrical panel have also been updated. Located minutes from Park Avenue, top-rated schools, shopping, restaurants, and hospitals, with easy access to Orlando theme parks, Brightline, Amtrak, SunRail, and Orlando International Airport.
Courtesy: ONE LUXURY INTERNATIONAL LLC
407-312-8003
Under Construction. Masterfully designed new construction by LUIH Luxury Homes, where architectural elegance and refined livability meet an unbeatable lifestyle. Located in the Audubon Park School District just a short stroll from the iconic East End Market. From its captivating façade to its meticulously curated interiors, every element of this residence has been crafted for those who expect the exceptional. Step through the grand entry and into a home where natural light, texture, and scale set the tone for unforgettable living. The heart of the home is a chef’s kitchen featuring Quartz countertops, custom cabinetry full Thermador appliance suite, and integrated LED underlighting. It opens seamlessly to the dining and living rooms, creating a layout that makes everyday living feel elevated and hosting feel natural. The primary suite is not simply a bedroom, but a place to unwind at the end of the day. The primary bathroom features dual vanities, a freestanding soaking tub, a walk-in shower, and a spacious closet all crafted with a calming, spa-like atmosphere in mind. Beyond the interior, sliding glass doors reveal an outdoor sanctuary that unfolds like a private resort. A covered lanai expands into a summer kitchen built for lavish entertaining, while the pool and spa shimmer beneath Florida’s year-round sun. Positioned within the esteemed Audubon Park school district and mere steps from the iconic East End Market, the location offers a lifestyle that is both vibrant and intimate. Baldwin Park’s lakeside paths and cafés are minutes away, and Park Avenue Winter Park’s crown jewel of fine dining, boutiques, and culture is just a golf-cart ride from your front door. This is more than a home, it is a narrative of LUIH’s impeccable craftsmanship, elegance, and intentional design, crafted for those who understand that true luxury is not a statement, but a feeling.
Courtesy: LOKATION
954-545-5583
Take advantage of this newly updated 2 Bedrooms and 1 Bathroom LAKE FRONT condo conveniently located in Winter Park/Orlando next to all of shops and restaurants. With private lake access to launch and dock your watercraft within the community for boating and fishing. Walk to Trader Joes next door and Winter Park Village to enjoy great number of restaurants, movie theater, retail shops and grocery stores.
Courtesy: KELLER WILLIAMS WINTER PARK
407-545-6430
Discover the perfect blend of mid-century modern architecture and contemporary living in this beautifully updated 4-bedroom, 2-bath residence offering over 2,500 square feet of thoughtfully designed space. Situated on a spacious lot in a private cul-de-sac, this home features an inviting open floor plan, soaring vaulted ceilings, and abundant natural light that highlights its clean lines and modern finishes. The heart of the home is the expansive and sleek kitchen, showcasing contemporary espresso cabinetry, quartz countertops, stainless appliances, and a generous breakfast bar with seating for 4. An additional living space/bonus room adds versatility for work, play, or entertaining. The updated hall bathroom features an extended quartz countertop, tiled tub/shower, and striking basketweave-patterned flooring, complementing the home’s timeless aesthetic. Retreat to the private primary suite, complete with a walk-in closet, recessed lighting, and a beautifully finished ensuite bathroom offering a double vanity with quartz countertop, added cabinetry for storage and a spacious frameless glass enclosed shower with double shower heads. The home also includes a generous laundry/mud room with built-in cabinetry and sink, recessed lighting, and ceiling fans throughout. The fully fenced backyard provides exceptional outdoor living with ample room to garden, play, or entertain, and includes a utility shed to provide tons of storage. Ideally located, this home is just minutes from Winter Park Pines Golf Course, Cady Way Pool, parks, and tennis courts, with convenient proximity to the AdventHealth, Crosby Wellness Center, and major educational institutions including UCF, Rollins College, and Full Sail University. Enjoy access to top-rated Winter Park schools—Brookshire Elementary, Glenridge Middle, and Winter Park High—and a lifestyle enriched by nearby amenities such as the shops and restaurants and Baldwin Park Village Center and scenic walking paths along Lake Baldwin. This is a rare opportunity to own a stylish mid-century modern home in one of Winter Park’s most desirable and connected locations. ROOF - 2025 HVAC - 2019 ELECTRICAL - 2019 PLUMBING - 2019/2022 WATER HEATER - 2019
Courtesy: PREMIER SOTHEBY'S INTL. REALTY
407-644-3295
Welcome to 870 Carver Street, a versatile three-bedroom, three-bath residence offering privacy, thoughtful design, and two distinct living experiences in the heart of Winter Park. With 1,875 square feet under air, the property includes a 1,209-square-foot, two-bedroom, two-bath main home and a 666-square-foot, one-bedroom, one-bath garage apartment, ideal for multigenerational living, rental income or private home office use. Designed by award-winning architect David Crabtree of Hive Workshop and constructed by Barefoot Brothers Construction, the home showcases vaulted ceilings with exposed rafters, warm wood finishes and industrial-inspired black metal ductwork. The primary suite includes a floating wall closet system, in-suite laundry and a spa-style bath with dual-sink floating vanity and glass-enclosed walk-in shower. The second bedroom features custom built-ins and a full bath with a tub-shower combination. A chef’s kitchen anchors the open living area with solid wood cabinetry, under-cabinet lighting and a substantial island with seating for four. Black aluminum-framed windows flood the interiors with natural light, enhancing the home’s open-plan design. The garage apartment is accessed via a private entrance and dedicated driveway that fronts Carver Street. The home’s distinct dual-street orientation enhances separation of space, particularly for rental or guest use. Inside, the apartment mirrors the main home’s design language with vaulted ceilings, tile flooring, a full kitchen, en-suite bath, private laundry, and white oak stairs leading to a cohesive living and dining area. The garage offers oversized dimensions and extra depth for storage, and is accessed via a sliding steel-framed wood-clad gate along Railroad Avenue. A second driveway and swing gate on Carver Street are thoughtfully positioned to serve the apartment independently, offering private access for separate use. The fully fenced yard includes a rear garden courtyard, covered entries and an expansive front porch with warm wood architectural detailing. Ideally within short distance to Park Avenue, Winter Park Village, Whole Foods Market, the Winter Park Golf Course, and SunRail and Amtrak stations, this is a rare opportunity to own a design-forward residence with dual-street presence in a transforming urban enclave.
Courtesy: COMPASS FLORIDA LLC
407-203-9441
NEW 2026 Black Steel doors windows with low e-dual pane glass ($150k value!). Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods near the Vias, Winter Park Racquet Club and Dommerich Elementary. Inside, wide-plank engineered white pine flooring flows throughout, complementing vaulted ceilings, wood-burning fireplace in the living room, and a spacious open layout ideal for entertaining. The informal dining room overlooks the private backyard and resurfaced PebbleTec pool, while the chef’s kitchen impresses with dual islands, quartz countertops and full-height quartz backsplash, custom hood, Thermador appliances including a 48” six-burner gas range and French door refrigerator. The gorgeous, light filled family room showcases gas fireplace and a built-in bar with wine fridge. The expansive upstairs primary suite is a luxurious retreat, featuring a spa-like bath with a dual-entry shower with Infrared sauna, soaking tub, dual vanities with LED mirrors, expanded closets, and a sitting area. Also upstairs is a flexible loft or library space, an office/nursery with a private balcony, and a bonus exercise room or third closet. Three spacious bedrooms are located downstairs, including a second primary or guest suite with its own en-suite bath and pool access. Notable upgrades include a new roof (2021), PEX plumbing and water heater (2025), updated electrical panels, new propane tank, new AC supply grills and a new second AC system (2025). Additional features include Level 4 smooth drywall, custom trim and moldings, 8’ metal front and double back doors, custom wood interior doors, upgraded light switches and plugs, all-new designer light fixtures ( Regina Andrew, Visual Comfort, etc. ), fireplace surrounds, and custom metal and wood staircase. Black interior and exterior Anderson windows: Dual Pane Low-E Smart Sun Standard Argon Fill Simulated Divided Light (SDL). Outside, enjoy a fully fenced and gated backyard with turf and paver landscaping, updated pool coping, and a covered porch ideal for entertaining, new exterior paint and gas lanterns. The 2-car garage includes custom paneled doors, painted floor and workshop area. Located within walking distance to top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, and just minutes from Park Avenue and the Winter Park Racquet Club, this home offers exceptional quality, location, and lifestyle. Many more details in marketing package.
Courtesy: INVESTOR'S REAL ESTATE LLC
407-688-4355
One or more photo(s) has been virtually staged. Dreams Do Come True! This spectacular brand-new 2025 block construction home, crafted with steel framing instead of wood, combines modern luxury with timeless design in one of Winter Park’s up incoming desirable areas—just moments from Interlachen Country Club and the Lakemont Heights neighborhood an NO HOA! Step through the double-door entry into a world of elegance, featuring high-end LVP flooring, 8-foot interior doors, and 10-foot ceilings throughout. The open-concept floor plan is flooded with natural light, enhanced by recessed lighting and clean, contemporary lines. At the heart of the home is a designer kitchen boasting quartz countertops, stainless steel appliances, and a custom LED-lit wine cabinet—perfect for the culinary enthusiast. The seamless flow into the dining and living areas creates an ideal space for entertaining, all while overlooking your private backyard oasis. The spacious Master suite offers a serene retreat with a luxurious spa-style bathroom, complete with his-and-hers sinks, a dual enclosed shower, and a freestanding soaking tub. Three additional bedrooms plus a dedicated office provide comfort and flexibility for family or guests and a total of 3.5 Bathrooms with almost 2500 square feet of living space. Step outside to your entertainer’s paradise, featuring a large covered lanai, a built-in summer kitchen, and a sparkling custom pool fenced pool, surrounded by sod and an automated sprinkler system. Located on a peaceful cul-de-sac, this home offers the perfect blend of privacy and convenience—just minutes from Phelps Park, the Winter Park YMCA, Lakemont Elementary, and the best shops and dining Winter Park has to offer. A rare opportunity to own a brand-new steel-framed masterpiece where modern elegance meets relaxed Florida living.
Courtesy: FLORIDA ONE REAL ESTATE LLC
407-599-7070
Imagine waking, relaxing, and entertaining with serene lakefront views in this elegant ground-floor Perle du Lac residence. The refined 2,714-square-foot design includes hardwood and travertine flooring, ten-foot-high ceilings, and extensive millwork. The expansive open-plan living and dining room lets you configure your furniture however you’d like. A bank of glass doors leads to your covered lakefront patio, where you can enjoy al fresco meals and admire your boat in its personal covered slip with electric lift. The spacious kitchen offers new cabinetry, under-cabinet lighting, hardwood countertops, and a farmhouse sink. Built-in appliances include a Sub-Zero® Refrigerator, a Wolfe® Gas Cooktop, Dacor® Ovens, and a Bosch® Dishwasher. From the kitchen, you have access to the sizable adjacent library, with its wall-to-wall bookcases. Configure it as your office or a family room if you wish. A wall of glass doors and windows makes the lake a focal point in your primary bedroom suite. The en-suite bathroom features a jacuzzi bathtub, walk-in shower, two separate vanities, and a secluded Toto®-equipped water closet. A large walk-in closet completes the suite. Two more spacious bedrooms are on the opposite end of the residence. One includes its own en-suite full bathroom. Both share an outdoor patio space. Additionally, you’ll find a third full bathroom and a powder bathroom. The laundry room includes a Miele® washing machine and dryer set. In the secured garage, you have two assigned parking spaces and a sizeable storage room. Perle du Lac residents enjoy exclusive community amenities, including a heated swimming pool, hot tub, beautifully maintained grounds, and double-gated security for peace of mind. All of this is minutes from Park Avenue, Rollins College, and everything that makes downtown Winter Park famous.
Courtesy: REAL BROKER, LLC.
855-450-0442
Experience refined Winter Park living in Kenilworth Shores, a highly sought after neighborhood near Baldwin Park, Lake Baldwin trails, and the dining and boutiques of Park Avenue. This location places you close to Rollins College, Winter Park High, and the cultural center of Winter Park FL. Inside, natural light moves through open living spaces finished with wide porcelain tile floors. The kitchen stands as a sophisticated gathering space with a large quartz island, custom cabinetry, Bosch appliances, and a walk in pantry. The primary suite offers a peaceful retreat with direct access to the pool and a spa inspired bath. A second ensuite bedroom, dedicated office, and generous flex room provide versatility for daily living. The backyard feels like a private resort with a covered outdoor kitchen and a sparkling pool framed by thoughtful landscaping. This property may qualify for a seller funded permanent rate buydown with a participating lender. Equal Housing Opportunity.
Winter Park is located in Florida. Winter Park, Florida has a population of 29,672. Winter Park is less family-centric than the surrounding county with 27.95% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Winter Park, Florida is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park is 45.3 years.
The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.
