Multiple Cities, Zip Codes, Addresses, Streets, Neighborhoods, MLS IDs
(separate each with the word OR)
Ex.Miami OR Coral Springs OR Boca Raton 33319 OR 33321 OR 33467
Please click on one of the below schools to see properties that are marked as being nearby those schools in the MLS.
Winter Park High - O6422951 - 1525 GRANVILLE DR, WINTER PARK, FL 32789 Just Added on 07/31/2026 3:20PM
$4,750,000 | Single Family Home | 5 beds | 5.5 baths | 2 gar
There are luxury homes, and then there are homes that redefine luxury altogether. Crafted by renowned luxury builder Vimaro Homes, this extraordinary residence is the product of meticulous vision, extraordinary craftsmanship, and an unwavering commitment to quality. Every space has been curated to create one of the most refined and meticulously executed homes to ever come to market in Winter Park. Situated on an expansive 15,000-square-foot homesite in the coveted Park Grove neighborhood, just moments from the boutiques and acclaimed dining of Park Avenue, the home immediately captivates with its striking architectural presence and a sweeping double-entry driveway. Beyond the front doors, a breathtaking foyer unfolds beneath soaring 22-foot ceilings, where an elegant, curved staircase, intricate marble mosaic flooring, oversized windows, and meticulous millwork establish a level of craftsmanship rarely found in today's market. Chevron-pattern engineered hardwood flooring extends throughout, complemented by exquisite natural marble and thoughtfully curated designer finishes at every turn. Designed to impress while remaining effortlessly livable, the grand living room features illuminated tray ceilings, a custom-built entertainment wall, and a sleek electric fireplace. The chef's kitchen is a true showpiece, anchored by dramatic Calacatta Viola marble countertops and backsplash, a complete Thermador appliance suite with paneled refrigerator and freezer, and a stunning ILVE range. An expansive butler's pantry with a second sink, double oven, warming drawer, dishwasher, and abundant preparation space elevates both entertaining and everyday functionality, while formal and casual dining spaces provide the perfect setting for gatherings of any scale. The primary suite is a private sanctuary designed for ultimate comfort, featuring its own coffee bar, an extraordinary custom dressing room. The primary also features a spa-caliber bath appointed with striking marble finishes, a dramatic illuminated walk-in shower, freestanding soaking tub, and Perrin & Rowe fixtures. A first-floor guest suite or dedicated office offers exceptional flexibility, while upstairs, three spacious en-suite bedrooms with walk-in closets are complemented by a hidden bonus room. Pocketing glass doors create a seamless transition to an exceptional outdoor retreat complete with a covered lanai featuring retractable screens, a fully equipped summer kitchen, resort-style pool and spa, expansive backyard, and professionally curated landscaping. Located just minutes from Park Avenue and surrounded by top-rated schools, this residence is more than a luxury home, it is a statement of artistry, craftsmanship, and timeless design that redefines what luxury new construction can be in Winter Park.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC
Winter Park High - O6429070 - 1815 BARKER DR, WINTER PARK, FL 32789 Just Added on 07/31/2026 9:01AM
$4,000 | Single Family Home | 4 beds | 2.0 baths | 1 car
Furnished turn-key luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath one story home features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. Ideally located just minutes from Orlando's top attractions, hospitals, airports, Winter Park's cultural gems, and the scenic Chain of Lakes, this home is perfect for professionals, creatives, and families seeking a refined long-term stay. The neighborhood offers an exceptional lifestyle with walking trails, pickleball and tennis courts, playgrounds, dog parks, proximity to Baldwin Park, and Winter Park Pines Golf Club.
Listing is courtesy of: SOTERA LIVING
Lake Howell High - O6429559 - 5101 ORANGE AVE N #B, WINTER PARK, FL 32792 Just Added on 07/30/2026 8:14PM
$2,000 | Half Duplex | 3 beds | 1.0 baths
Updated 3 bedroom, 1 bathroom half duplex with completely private, fenced in yard!! This property is in the heart of Winter Park, close to everything.
Listing is courtesy of: CITARELLI REALTY GROUP LLC
Winter Park High - O6429608 - 7514 LAUREL SPRINGS DR, WINTER PARK, FL 32792 Just Added on 07/30/2026 6:40PM
$2,600 | Single Family Home | 4 beds | 2.0 baths
Welcome to this beautifully maintained 4-bedroom, 2-bathroom home offering 1,677 square feet of comfortable living space in a desirable Winter Park neighborhood. Featuring a split-bedroom floor plan, multiple living areas, and a spacious Florida room. The updated kitchen offers stainless steel appliances, wood cabinetry, and a cozy dining area. The private primary suite includes a walk-in closet and a beautifully renovated ensuite bathroom, while three additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy the bright Florida room overlooking the fully fenced backyard, complete with a fire pit, grilling area, and swing—perfect for relaxing or entertaining outdoors. Conveniently located near top-rated Winter Park schools, SR-417, Full Sail University, UCF, Orlando International Airport, Costco, Target, shopping, dining, and more, this home offers the ideal combination of comfort and convenience. Don't miss this opportunity to lease a move-in-ready home in one of Winter Park's most sought-after locations! Contact the leasing agent for more information to schedule a viewing, or for help with any questions regarding the leasing process.
Listing is courtesy of: REAL BROKER, LLC
Winter Park High - O6428654 - 525 S LAKEMONT AVE, WINTER PARK, FL 32792 Just Added on 07/30/2026 6:17PM
$2,099,990 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Thoughtfully designed with an uncompromising commitment to quality, craftsmanship, and detail, this exceptional new construction residence is an expression of luxury living. Defined by its striking architecture and refined contemporary design, the home makes an unforgettable first impression with a dramatic two-story foyer featuring soaring ceilings, a statement staircase with custom millwork, designer lighting, and LED accent illumination. Just beyond, a custom wine display with Dekton surfaces and integrated lighting, creates a sophisticated focal point while introducing the exceptional finishes found throughout the home. Designed for both everyday living and effortless entertaining, the expansive great room is anchored by a floor-to-ceiling custom millwork feature wall with integrated LED lighting and a sleek electric fireplace. Oversized sliding glass doors create a seamless connection to the outdoor living spaces, while the chef's kitchen serves as the heart of the home with custom cabinetry, quartz countertops, extensive under-cabinet LED lighting, a premium appliance package, and an oversized walk-in pantry. Located on the main level, the primary suite offers a peaceful retreat with direct access to the lanai and pool. The spa-inspired bath features dual vanities with backlit mirrors, a freestanding soaking tub, an expansive walk-in shower, and a custom walk-in closet. Upstairs, a spacious loft provides an ideal secondary gathering space complete with a stylish dry bar and built-in wine refrigerator. Three additional bedrooms offer generous accommodations for family and guests, each finished with the same exceptional attention to detail. Outdoor living is equally impressive with a massive covered lanai featuring a fully equipped summer kitchen, an additional electric fireplace, and generous space for dining and relaxation. Beyond, a resort-style pool with a spillover spa is complemented by an expansive backyard and side yard. Ideally located just minutes from Cady Way Park, AdventHealth Winter Park, and the shopping, dining, and charm of Park Avenue, this exceptional residence offers the perfect blend of luxury, convenience, and lifestyle. With craftsmanship and design rarely found at this price point, this is a home that is both timeless and unforgettable.
Edgewater High - O6429407 - 228 RIPPLING LN, WINTER PARK, FL 32789 1 Day on yellowkey
$540,000 | Single Family Home | 3 beds | 2.0 baths | 1 car
Welcome to Winter Park and the beautiful and desirable Lake Killarney Shores Neighborhood. Available for the first time in 25 years, this home is nestled on an oversized .35 acre lot with plenty of room to store a boat along with deeded lake access to Lake Killarney and NO HOA!! This Classic Florida Home is filled with natural light and features a spacious floorplan including 3 Bedrooms, 2 Full Bathrooms along with a bonus room perfect for a home office, home gym or play-room, a wood-burning fireplace, a spacious dining room overlooking the expansive screened and covered back porch area. The kitchen features solid wood cabinetry, stainless steel appliances and granite counter tops and provides additional space for storage or an eat-in kitchen arrangement. Updates include HVAC and Duct Work (2018) Newer Roof (2018), Updated Electrical (2018), Newer Plumbing (2018), New Water Main from Street to the house and Updated Master Bath (2018). The expansive fully fenced back yard includes two storage sheds and mature landscaping perfect for family gatherings and entertaining. This home is conveniently located near Winter Park Village, Downtown Winter Park and Park Avenue with access to an array of dining and shopping options. This home also has easy access to the I-4 corridor making it an easy commute to just about anywhere in Orlando/Central Florida Area. With a blend of tasteful updates, timeless character and charm this is the perfect place to call home! Call today to schedule a private viewing!
Listing is courtesy of: GATE PROPERTIES & MANAGEMENT INC
Winter Park High - O6428907 - 318 VITORIA AVE, WINTER PARK, FL 32789 1 Day on yellowkey
$1,849,900 | Single Family Home | 3 beds | 2.5 baths
**Third, Fifth, and Sixth MLS photo's are virtually rendered showing the potential of an off white painted exterior if painted**A rare opportunity to own a piece of Winter Park history in the coveted College Quarter. Built in 1922 and recognized as a designated historic residence, 318 Vitoria Avenue is a distinctive Mission Revival home offering timeless architecture, remarkable craftsmanship, and an exceptional lifestyle near Lake Virginia, Rollins College, and Park Avenue. Set on an elevated homesite along one of Winter Park’s picturesque brick streets, this 3-bedroom, 2.5-bath residence offers 2,036 square feet thoughtfully oriented to embrace natural light and breezes from nearby Lake Virginia. Its Mission Revival architecture is showcased through graceful arches, classic stucco construction, barrel-tile accents, distinctive balconies, and a secluded courtyard framed by custom ironwork created by a local master craftsman. Inside, original oak and heart-pine floors preserve more than a century of character. The expansive great room serves as the heart of the home, featuring 10-foot exposed-rafter ceilings, dramatic arched windows with handblown glass, a wood-burning fireplace, and French doors that create a seamless connection to the courtyard and pool. The kitchen features an oversized butcher-block island, imported tile, oak cabinetry, a breakfast nook, and adjoining pantry and laundry areas. Uniques details continue with custom coquina flooring on the porch and intricate tilework in the Florida room, both created by a Disney Imagineer and adding an exceptional layer of artistry and one-of-a-kind craftsmanship to the home. Upstairs, three bedrooms feature original heart-pine flooring, abundant natural light, built-in storage, balconies, and select views toward Lake Virginia. An unfinished basement provides valuable additional storage—an uncommon feature in Central Florida. Thoughtful improvements complement the home’s historic character, including a roof completed in 2021, air-conditioning system installed in 2020, recently updated tankless water heater, and a 2026 electrical panel upgrade with whole-home surge protection. Outside, mature landscaping surrounds the private plunge pool and courtyard, creating an intimate setting for relaxing and entertaining. College Quarter residents enjoy exclusive access to a private neighborhood park and dock on Lake Virginia, providing a wonderful connection to kayaking, paddleboarding, boating, and Winter Park’s Chain of Lakes. Rollins College, Park Avenue, Central Park, museums, restaurants, boutiques, and many of the city’s most celebrated destinations are all close at hand. Held by the same family for 46 years, 318 Vitoria Avenue represents a rare convergence of historic architecture, bespoke craftsmanship, meaningful modern improvements, private outdoor living, lake access, and an extraordinary Winter Park location. A distinctive residence ready for its next chapter.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES
Winter Park High - S5152353 - 1061 ARAGON AVE #1061, WINTER PARK, FL 32789 1 Day on yellowkey
$510,000 | Condo | 3 beds | 2.5 baths | 2 gar
Excellent Winter Park location! This 3 bedroom 2.5 bath quad-condo LIVES LIKE A PRIVATE 2-STORY HOME, with attached oversized 2 car garage, private patio and back fenced area. (The unit is attached to another only by a common garage wall.) Priced below market value to be sold AS-IS for the seller's convenience and TLC needed. ** One Year AHS Home Warranty included.** Nestled between Denning Dr and Orlando Ave, this home is an easy walk to the vibrant charm of Park Avenue, and close to the Winter Park Library, SunRail, and Rollins College. Publix and restaurants are just down the street! The first floor is tiled, with foyer entry, and comfortable family/dining/kitchen living area complete with fireplace. Sliding doors lead to a private patio. Upstairs, the large primary suite is a nice retreat with high ceilings, double walk in closets, double vanity and ample sized shower. Two more bedrooms and another bath complete the 2nd floor. High end washer and dryer are included in the attached garage, and a full wall workshop is in the garage too. Call to see it today!
Listing is courtesy of: WATSON REALTY CORP
Lake Howell High - O6422739 - 1657 TREMONT LN, WINTER PARK, FL 32792 1 Day on yellowkey
$2,100 | Single Family Home | 2 beds | 2.0 baths | 2 gar
Be careful of scams. Only talk to a license agent. This is 2 bedroom not a 4 bedroom. Welcome to your new 2 bedrm+ office/ 2 bath/ 2 car garage home in charming Winter Park, FL. This inviting property offers an ideal location surrounded by lakes and green space, restaurants and grocery stores, making everyday conveniences just a short drive away. Your commute to work or school is easy with 417, 436, and Aloma Ave just minutes from this quiet neighborhood. This property features a comfortable living space with essential amenities to enhance your lifestyle. Please note that utilities such as electricity, Water/Sewer, cable, and internet are not included in the rent, but trash service, lawn maintenance, tennis courts and access to the lake (for non-motorized watercraft) are included. Don't miss out on this fantastic opportunity to experience the vibrant life in Winter Park! Schedule a viewing today to make this property your new home.
Listing is courtesy of: TOP VALUE PROPERTIES LLC
Winter Park High - O6428952 - 125 S INTERLACHEN AVE #1, WINTER PARK, FL 32789 1 Day on yellowkey
$3,895,000 | Townhouse | 3 beds | 4.0 baths | 2 gar
From the moment you enter this custom residence you feel welcomed home by the understated elegance and gracious living spaces. SE corner location affording abundant natural light. From the underground private two car garage through the three living levels and up to the roof top terrace, each floor is serviced by a window wrapped staircase and your own private elevator. Creature comforts include a Lutron lighting system, home audio system and programmable shades, all set to your schedule by the Control4 home automation system. You approach the double entry doors via a gated, spacious terrace. The main level offers spacious living and dining areas opening to a Chef’s Dream Kitchen. Here you find solid wood cabinetry, quartz countertops, custom backsplash, Wolf five-burner natural gas cooktop, integrated Sub Zero refrigerator, Wolf wall oven and microwave, Bosch dishwasher, Sub Zero full size, dual zone wine refrigerator and a large island with counter seating. The adjacent sitting room faces East for starting your day with morning light or winding down your day with your favorite beverage. The wall mounted television adds to the convenience of this versatile space where you can catch up on the morning or evening news. The main living level also offers your guests the convenience of a private powder room. The second level is dedicated to the generous Primary Suite. This level offers a spacious bedroom, a custom walk-in closet, a gracious primary bathroom with a walk-in shower, double sinks, a custom vanity/makeup area, and a private water closet with automatic Toto Washlet. The Primary Suite level also features a customized office/lounge area with built-in cabinetry and a refrigerator. Adding to the convenience, you’ll find the laundry area integrated into the Primary Suite level. You are greeted to the Third Level through an open media room. The media loft area is adjacent to the two spacious and private ensuite bedrooms. Both bedrooms 2 and 3 feature walk-in closets and private bathrooms. Wait, there’s more! Up one more level you will find the incredible rooftop terrace. This approx. 800 sq. ft. space, serviced by your private elevator, is perfect for entertaining family and friends – no matter the size of the party! An entertainer’s delight, you will enjoy the outdoor kitchen with stainless 36” DCS natural gas grill, exhaust hood, refrigerator and sink. Adding to the convenience of entertaining on your private rooftop, this terrace has its own powder room. Additionally, there is an air-conditioned storage closet perfect for keeping dry and safe items you want protected from the weather. Going back downstairs to the underground garage, you’ll enjoy the security of your own oversized two-car garage. Not only does this level of Residence #1 offer you a private garage, you’ll also love the convenience and security of your own air-conditioned 9x13 storage room and another private foyer. The building’s garage area is accessed through a separate gated entrance. This underground parking area includes guest parking spaces. This exquisite residence is mere steps from all the dining, shopping and community amenities along Park Avenue and the adjacent Boulevards that make downtown Winter Park so coveted. Residence 1 of 125 South Interlachen Place is that rare opportunity to own an exquisite and perfectly located home offering the lock and leave lifestyle. All measurements are approximate and Buyer is responsible for verifying all dimensions.
Listing is courtesy of: COLLADO REAL ESTATE
Winter Park High - O6429182 - 1368 HIBISCUS AVE, WINTER PARK, FL 32789 2 Days on yellowkey
$7,500 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Discover refined living in the heart of Winter Park in this beautifully appointed 4-bedroom, 2.5-bathroom single-family pool home. Immediately to the right of the entryway, a beautiful private office provides a convenient and quiet space for working from home or studying. Filled with natural light, the home features an inviting open layout, and a spacious living area centered around a cozy fireplace. The stylish kitchen showcases light gray cabinetry, sophisticated gold-tone accents, a center island, and generous space for cooking and entertaining. The primary suite offers a peaceful retreat with a spa-inspired bathroom featuring a soaking tub and a spacious walk-in closet. Outside, enjoy a private oasis with a sparkling pool and a balcony overlooking the outdoor living area—perfect for relaxing or entertaining. Additional highlights include a two-car garage, an oversized driveway with ample parking, and an excellent location on a residential street in highly desirable Winter Park. Available for a minimum lease term of seven months. Schedule your private showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO
Edgewater High - O6429250 - 1434 MINNESOTA AVE, WINTER PARK, FL 32789 2 Days on yellowkey
$1,495 | Half Duplex | 2 beds | 1.0 baths | 1 gar
Renovated two bedroom and one bath Midcentury Modern unit with a garage and laundry room located in the heart of Winter Park's industrial district.
Listing is courtesy of: COLDWELL BANKER REALTY
Winter Park High - O6428975 - 2552 BROOKSHIRE AVE, WINTER PARK, FL 32792 2 Days on yellowkey
$530,000 | Single Family Home | 3 beds | 1.5 baths | 1 gar
Listed for lot value, this exceptional 75' x 119' homesite presents a rare opportunity to build your dream home in one of Winter Park's most sought-after neighborhoods. Surrounded by stunning new construction, this highly desirable location is ideal for creating a custom residence tailored to your lifestyle. Enjoy the convenience of being zoned for highly regarded Winter Park schools and just minutes from Park Avenue, Baldwin Park, UCF, premier shopping, outstanding dining, and major roadways. Whether you're a builder, investor, or future homeowner, this prime property offers endless possibilities in an unbeatable location.
Winter Park High - O6428841 - 1840 LAUREL RD, WINTER PARK, FL 32789 3 Days on yellowkey
$2,299,000 | Single Family Home | 5 beds | 5.0 baths | 2 gar
Under Construction. Experience modern luxury in this exceptional new construction residence by LUIH Luxury Homes, scheduled for completion in December 2026.Offering 5 bedrooms, 5 bathrooms, and 2,868 square feet of thoughtfully designed living space, this home showcases contemporary architecture, refined finishes, and a functional layout tailored to today's lifestyle. A light-filled open floor plan creates effortless flow between the living, dining, and kitchen spaces, making the home equally suited for everyday living and entertaining. Designer details and carefully selected finishes bring warmth and sophistication throughout, while expansive windows enhance the bright, inviting interiors. The private outdoor living area is designed to embrace Florida living, featuring a resort-style pool and spa with plenty of space to relax, dine, and entertain. Ideally situated near Park Avenue, residents will enjoy convenient access to boutique shopping, acclaimed restaurants, golf courses, parks, and Winter Park's renowned arts and cultural destinations, all while enjoying the comfort and quality of a brand-new luxury home.
Listing is courtesy of: CORCORAN PREMIER REALTY
Winter Park High - O6428823 - 2525 LAFAYETTE AVE, WINTER PARK, FL 32789 3 Days on yellowkey
$1,749,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Under Construction. Currently under construction by LUIH Luxury Homes, this exceptional new construction residence is anticipated for completion in November 2026 and brings contemporary design and elevated living to one of Winter Park's most desirable neighborhoods. Offering 4 bedrooms, 3.5 bathrooms, and 2,715 square feet of thoughtfully designed living space, the home blends clean architectural lines with warm, inviting interiors designed for both everyday living and effortless entertaining. The open-concept floor plan is filled with natural light and seamlessly connects the main living areas, creating a spacious and functional layout. Designer finishes, sophisticated details, and carefully selected materials elevate every space, while the chef-inspired kitchen serves as the heart of the home. Step outside to your private backyard retreat featuring a resort-style pool and spa, providing the perfect setting for relaxing or entertaining year-round. Ideally located just minutes from Park Avenue, residents will enjoy easy access to award-winning dining, boutique shopping, parks, golf courses, and Winter Park's vibrant cultural scene.
Winter Park High - O6427787 - 2525 TEMPLE DR, WINTER PARK, FL 32789 4 Days on yellowkey
$4,750,000 | Single Family Home | 5 beds | 4.5 baths | 3 gar
Privately nestled on 1.32 acres (1.1+ acres HIGH & DRY) along the tranquil shores of Lake Temple, this remarkable residence is a true compound where architecture, craftsmanship, and nature exist in perfect balance. Completed in 2019 by Gallimore Homes and enhanced with more than $300K in upgrades, this home was designed to feel secluded and private while serving as the ultimate destination for entertaining. This unique property offers a 4,060+ SF main residence (4 beds / 3.5 baths plus bonus room for a future 5th bedroom), a detached 480+ SF guest house (1 bed / 1 bath), and resort-style outdoor living overlooking peaceful water views and a rolling backyard. Designed for exceptional privacy, the home is positioned well back from the street and buffered by mature landscaping, a private courtyard wall with a security gate, and hurricane-impact windows and doors throughout. Additional highlights include an oversized three-car garage, parking for 15+ vehicles, and space to park a boat or RV next to the conservation area. Inside, soaring ceilings and premium finishes create an immediate sense of warmth and sophistication. Ten-foot-tall EuroWall folding glass doors span 15 feet across the great room, seamlessly blending indoor and outdoor living while framing beautiful backyard and water views. The chef's kitchen showcases professional-grade Sub-Zero and Wolf appliances, an oversized gathering island with prep sink, ice maker, waterfall countertops, a 48-inch Wolf six-burner dual-fuel range, dry bar with refrigerated drawers, and a spacious walk-in pantry. The open-concept design flows effortlessly into the great room and dining area, making everyday living and entertaining equally inviting. The split-bedroom floor plan offers exceptional privacy, highlighted by a spacious first-floor primary suite with 2 walk-in closets (totaling 175+ SF) and a spa-inspired bath. The first floor also includes a guest suite, two additional bedrooms with a Jack-and-Jill bath, and a powder/pool bath with access to the lania. Upstairs, the bonus room provides flexibility for a media room, game room, home office, and pre-plumed for a bath and kitchenette for a future 5th bedroom. Equally impressive is the detached guest house, complete with its own covered front porch, full kitchen, living room, bedroom, full bath, and beautiful backyard views…ideal for multigenerational living, extended guests, a private office, or long-term visitors. The covered lanai was designed for year-round outdoor living with three Phantom Screens spanning nearly 45 feet, an authentic Argentine wood-fired grill, and a built-in wet bar. The heated saltwater infinity-edge pool features a sun shelf, LED lighting, and a composite wood sun deck overlooking the water. The expansive lawn gently slopes to the shoreline beneath a magnificent 100+ year-old oak tree, enhanced by mature landscaping and landscape lighting that creates an unforgettable setting for intimate evenings and large-scale gatherings too. Located less than three miles from Interlachen Country Club and a few blocks from the Winter Park Racquet Club, this property offers a rare combination of privacy, flexibility, and estate-style living on more than an acre of waterfront in Winter Park. (*Ask for a Floorplan, List of Improvements, and Survey. Click the Virtual Tour link to see a video of the property! )
Winter Park High - O6428430 - 433 GILBERT RD, WINTER PARK, FL 32792 4 Days on yellowkey
$675,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to this beautifully updated three-bedroom, two-bathroom pool home offering nearly 1,800 square feet of thoughtfully designed living space on a spacious lot backing to a peaceful conservation easement. Featuring separate living and family rooms, a remodeled kitchen, and an exceptional outdoor retreat, this inviting home is perfectly designed for both everyday living and entertaining. From the moment you arrive, the classic brick entry creates a warm first impression. Inside, the flexible floor plan provides plenty of space to gather, relax, work from home, or host guests. Laminate wood flooring and updated baseboards (2022) complement plantation shutters, recessed lighting, and ceiling fans throughout. Multiple storage closets add everyday functionality, while updated windows and French doors fill the home with natural light and seamlessly connect the indoor and outdoor living spaces. The remodeled kitchen (2021) features crisp white shaker cabinetry, quartz countertops, a subway tile backsplash, stainless steel appliances, an oversized stainless-steel sink, and a breakfast bar with seating for four. A dedicated coffee bar and pantry add convenience, while the large bay window overlooks the pool and private backyard, creating the perfect backdrop for everyday living. The spacious primary suite offers a walk-in closet and ceiling fan. Its ensuite bathroom, renovated in 2022, features large marble-look tile, a double vanity with quartz countertops, and a beautifully updated walk-in shower with a frameless glass enclosure. Two additional guest bedrooms and an updated full bathroom complete the bedroom wing. Step outside to the true centerpiece of the home. Backing to a conservation easement, the backyard offers a peaceful setting with enhanced privacy. The screened, in-ground chlorine pool was completely refreshed in 2025 with new tile, repaired beam, resurfacing, and new pool light. The lanai deck was also resurfaced, creating an ideal space for swimming, outdoor dining, and entertaining family and friends. The outdoor improvements continue with fresh landscaping completed in 2025, including new sod, a stone pathway, French drains for improved drainage, and an updated irrigation timer. The fully fenced backyard (2023) provides additional privacy for pets, play, and gatherings. Ideally located near Cady Way Trail and Winter Park Pines Golf Course, you'll also enjoy convenient access to Cady Way Park amenities, including a community pool, playground, tennis and pickleball courts, beach volleyball, and walking trails. AdventHealth Winter Park and the Crosby Wellness Center are just minutes away, while Rollins College, Full Sail University, UCF, and Orlando International Airport are all within easy reach. Zoned for Brookshire Elementary, Glenridge Middle School, and Winter Park High School, this exceptional home combines modern updates, flexible living spaces, and a private backyard retreat in one of Winter Park's most desirable locations. ROOF - 2024 ELECTRICAL PANELS - 2021
Listing is courtesy of: KELLER WILLIAMS WINTER PARK
Winter Park High - O6428379 - 651 DARCEY DR, WINTER PARK, FL 32792 4 Days on yellowkey
$500,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Under contract-accepting backup offers. An opportunity to purchase a home in an established Winter Park neighborhood on quiet street, close to great schools and AdventHealth Winter Park Hospital. Perfect for renovation or a new build.
Listing is courtesy of: ANNE ROGERS REALTY GROUP INC
Lake Howell High - O6428082 - 2475 TAHOE CIR #2475, WINTER PARK, FL 32792 4 Days on yellowkey
$278,000 | Condo | 2 beds | 2.0 baths
Turnkey Living in the Heart of Winter Park! Welcome to this beautifully maintained 2-bedroom, 2-bath townhome offering the perfect blend of comfort, convenience, and low-maintenance living. Vacant and move-in ready, this home has been freshly painted and features a recently replaced air conditioning system, providing peace of mind for its next owner. Inside, you'll find a thoughtfully designed floor plan with spacious living and dining areas, a well-appointed kitchen, and two generously sized bedrooms and bathrooms designed for comfort and functionality. Whether you're relaxing at home or entertaining friends and family, this inviting layout makes everyday living effortless. Step outside and enjoy the exceptional community amenities, including a sparkling swimming pool and tennis courts, perfect for enjoying Florida's year-round sunshine. Whether you're a first-time homebuyer, downsizing, seeking a second home, or looking for an investment opportunity, this property offers incredible versatility. Ideally located in desirable Winter Park, you'll be just minutes from shopping, dining, entertainment, major highways, UCF, Full Sail University, Downtown Winter Park, and Downtown Orlando, making commuting and enjoying Central Florida's best attractions a breeze. Don't miss your opportunity to own this beautifully updated, turnkey home in one of Central Florida's most sought-after communities! All room measurements, HOA information, square footage, and property details are deemed reliable but not guaranteed and should be independently verified by the buyer and buyer's agent.
Lake Howell High - O6428045 - 1886 CLEMATIS LN, WINTER PARK, FL 32792 7 Days on yellowkey
$425,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Discover the epitome of comfortable living in this fantastic single-family home situated on a generous and spacious corner lot. This meticulously renovated property features 3 bedrooms and 2 bathrooms, offering a perfect blend of modern style and cozy charm. Step inside to experience the allure of an open floor plan that seamlessly connects the living spaces. The kitchen, fully renovated and boasting a contemporary design, is the heart of this home—a perfect gathering place for family and friends. Indulge in the luxury of a private backyard oasis, where tranquility meets outdoor enjoyment. A delightful retreat awaits with a nice backyard, ideal for entertaining or simply unwinding under the stars. Plus, your vehicles and recreational gear are well taken care of with a 2-car garage and an additional boat space. The charm continues outdoors with a great covered lanai, providing the perfect setting for al fresco dining or cozy evenings by the fireplace. Every detail of this home has been thoughtfully curated to enhance your lifestyle. Don't miss the opportunity to make this Winter Park residence your own—where spacious living, thoughtful design, and comfort converge. Schedule your tour today and envision the possibilities that await in this truly remarkable home!
Listing is courtesy of: EXP REALTY LLC
Winter Park High - O6428044 - 1000 S SEMORAN BLVD #305, WINTER PARK, FL 32792 7 Days on yellowkey
$129,000 | Condo | 1 beds | 1.0 baths
Freshly Updated 1-Bedroom Condo – Perfect for Homeowners or Investors! Whether you're looking for your first home, downsizing, or adding to your investment portfolio, this move-in-ready 1-bedroom, 1-bath condominium is an excellent opportunity. Featuring brand-new luxury vinyl plank flooring and a freshly painted interior, this home offers a clean, modern feel throughout. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating a bright and inviting space for everyday living and entertaining. A set of French doors leads to the screened-in porch, providing the perfect spot to enjoy your morning coffee or unwind after a long day. The spacious bedroom features a large walk-in closet, offering plenty of storage. This condo also includes one assigned parking space, along with additional guest parking for visitors. Residents enjoy access to a community pool and onsite laundry facilities, adding to the convenience of low-maintenance living. Ideally located just minutes from SR 408, the University of Central Florida (UCF), shopping, dining, restaurants, and entertainment, this condo offers an unbeatable combination of comfort, convenience, and value. Whether you're searching for a primary residence or a smart investment opportunity in a high-demand area, this Central Florida gem is one you won't want to miss!
Listing is courtesy of: MAINFRAME REAL ESTATE
Edgewater High - O6428019 - 1546 MILLER AVE, WINTER PARK, FL 32789 7 Days on yellowkey
$1,419,900 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Under Construction. Under Construction. NEW CONSTRUCTION!!! Welcome to Winter Park Grove — Winter Park’s newest community by one of the areas finest builders. This stunning new farmhouse-inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near all the shopping, dining, and entertainment Winter Park is famous for, this home combines convenience, style, and comfort. Step onto the inviting front porch and through the elegant 2 story entryway to discover a spacious, open floor plan filled with natural light. Just off the foyer, you’ll find a flexible fourth bedroom or private study with a full bath—ideal for a home office or serene guest suite. The heart of the home is the gourmet kitchen, featuring quartz countertops, custom cabinetry, and a premium Bosch appliance package including a 36" gas cooktop. The kitchen flows seamlessly into the living and dining areas—perfect for entertaining or family gatherings. Enjoy Florida living at its finest on the covered lanai, overlooking your sparkling pool and lushly landscaped backyard—your own private retreat. The first-floor primary suite offers a spa-inspired bath with dual vanities, a freestanding soaking tub, and a spacious walk-in closet with custom shelving. A convenient laundry area is thoughtfully located just off the suite. Upstairs, a large bonus room with a closet offers versatility as a fifth bedroom, game room, or home office. Two additional bedrooms feature walk-in closets and share a beautifully appointed bath with dual sinks. An upstairs laundry room with a sink and plenty of natural light adds everyday convenience. The photos shown are of the same model in another location. Finishes will vary. Located near top-rated schools, local parks, and all that Winter Park has to offer — this home truly has it all. Schedule your private showing today before this exceptional new build is gone!
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION
Lake Howell High - O6427029 - 7426 BLUE JACKET PL E, WINTER PARK, FL 32792 8 Days on yellowkey
$324,900 | Single Family Home | 3 beds | 2.0 baths | 1 gar
Virtually Staged. Opportunity Awaits in the Heart of Winter Park! Welcome to 7426 Blue Jacket Place, a 3-bedroom, 2-bathroom home that's ready for its next chapter. Nestled on a quiet street in an established neighborhood, this property offers a fantastic opportunity for buyers looking to add their personal touch and create the home of their dreams. Plus, enjoy added peace of mind knowing the roof was replaced approximately six years ago. Inside, you'll find a spacious layout featuring a large living area, a functional kitchen with an adjoining dining space, and generously sized bedrooms. The screened-in porch is the perfect place to relax and enjoy the peaceful backyard. Step outside and discover one of this home's standout features—a beautiful, mature camphor tree that creates a picturesque backyard retreat with plenty of shade and room to garden, entertain, or simply unwind. The property also includes a storage shed, ample outdoor space for endless possibilities, and an existing 25-foot-deep well on the property, offering potential for future use. Conveniently located near shopping, dining, major roadways, parks, and all the highly sought-after Winter Park amenities, this home offers an unbeatable location with tremendous potential. Whether you're a first-time homebuyer, investor, or someone looking for a renovation project, this is an opportunity you won't want to miss. Bring your vision and make 7426 Blue Jacket Place your own!
Listing is courtesy of: RE/MAX 200 REALTY
Winter Park High - O6427633 - 2234 HOWARD DR, WINTER PARK, FL 32789 8 Days on yellowkey
$8,295 | Single Family Home | 4 beds | 5.5 baths | 2 gar
Welcome to an extraordinary two-story, 4-bedroom, 5.5-bath executive estate nestled in one of Winter Park's most sought-after neighborhoods. Designed with timeless elegance and modern convenience, this expansive home effortlessly blends luxury, comfort, and versatility. Inside, vaulted ceilings create a grand sense of space, while multiple living areas offer flexibility for both formal entertaining and casual gatherings. The gourmet kitchen is a chef's dream, complete with an enormous walk-in pantry, high-end appliances, and seamless flow into the dining area. Entertain in style with a wet bar and food service station, perfect for hosting elegant dinners or festive celebrations. Master Suite is an expansive sanctuary that features a spa-like bathroom equipped with a soaker tub, walk-in shower, His and Her vanities Step outside to your private heated lap pool, perfect for fitness or relaxation. The backyard retreat is surrounded by lush landscaping an ideal oasis for quiet relaxation or sunny Florida afternoons. A first-floor bedroom with en-suite bath adds convenience for guests or multi-generational living. Perfectly situated near Audubon Park and Baldwin Park, this home offers unbeatable access to top-rated schools, including Audubon Park K-8 & Winter Park H.S. Ideally situated near Downtown Orlando, Rollins College, hospitals, renowned restaurants, and boutique shopping, making it a prime location for those seeking convenience and accessibility. Explore numerous community parks, perfect for those who enjoy an active outdoor lifestyle. An area rich in culture with nearby museums to explore and learn. This is more than just a home it's a lifestyle. Experience the best of Winter Park living: elegant, elevated, and effortlessly connected. Pets negotiable with owner approval. Additional fees may apply.
Winter Park High - O6427536 - 200 SAINT ANDREWS BLVD #2904, WINTER PARK, FL 32792 8 Days on yellowkey
$230,000 | Condo | 2 beds | 1.5 baths | 1 car
WHAT A GEM! Tucked away in a private, sought after community and so conveniently located in breathtaking Winter Park. Here’s a beautifully maintained, upgraded and move-in ready home. With 2 large bedrooms and 1.5 bathrooms, this unit spans 1,219 square feet, providing an ideal space for cozy living. Enjoy the benefits of a peaceful and friendly community, with well-manicured grounds and a welcoming atmosphere. This charming home has been tastefully updated with upgraded laminate flooring, a renovated kitchen with granite countertops, newer cabinets and a stylish backsplash. The floor plan offers a dining & family room open combination which looks out on the porch and brings in plenty of natural light. Both nicely sized bedroom suites are on the second floor and have a shared & updated bathroom. Ample storage on the back patio for your bike and all your extra toys allowing you to enjoy your weekends. This is an extremely well managed community with an onsite manager taking pride in the community and care for their residents. Four Seasons community provides super amenities including a cubhouse with library, a renovated fitness center, 3 swimming pools, tennis courts, a laundry facility steps away and shuffleboard. Walk to Cady Way Park with tennis courts, baseball and soccer fields, playgrounds, community pool and Cady Way Trail. Minutes to Advent Health Winter Park Hospital, shopping on Park Avenue, Rollins College, Valencia, Full Sail and UCF. This pet friendly community and charming condo has everything you need! Great opportunity to own in FOUR SEASONS condominiums where LOCATION, LOCATION, LOCATION is prime!
Lake Howell High - O6427336 - 2433 GRAND TETON CIR, WINTER PARK, FL 32792 8 Days on yellowkey
$259,000 | Condo | 3 beds | 2.5 baths
Welcome to 2433 Grand Teton Circle in the sought-after Cedarwood Village community of Winter Park, where move-in ready living, thoughtful updates, and an unbeatable location come together. Featuring the largest floor plan in the community, this spacious condo has been refreshed with brand-new carpet and fresh interior paint, offering a bright, inviting space that’s ready for its next owner. The highly desirable layout includes a first-floor primary suite, making everyday living both comfortable and convenient. Inside, you’ll love the soaring vaulted ceilings that create an open, airy feel, while the wood-burning fireplace serves as the focal point of the living room, adding warmth and character. Just off the primary suite, a private front patio provides the perfect place to enjoy your morning coffee or unwind in the evening. A dedicated storage room offers additional space for seasonal décor, bicycles, and outdoor equipment. Cedarwood Village is known for its low-maintenance lifestyle, with the HOA maintaining the grounds and completing roof and exterior paint replacements approximately five years ago. Residents also enjoy access to a community pool, clubhouse, tennis courts, pickleball courts and guest parking. Location is one of this home’s greatest features. Ideally situated near Downtown Winter Park, Park Avenue, Winter Park Village, Baldwin Park, Full Sail University, Rollins College, Valencia College, and the University of Central Florida (UCF), you’ll enjoy convenient access to some of Central Florida’s best shopping, dining, entertainment, and recreation. Commuting is easy with nearby Howell Branch Road, Semoran Boulevard (SR 436), Aloma Avenue (SR 426), 417, and I4, providing quick access to Downtown Orlando, Maitland, Lake Mary, AdventHealth Winter Park, and Orlando International Airport. Located within the Seminole County Public School district, this home offers both convenience and an exceptional Winter Park address. Whether you’re searching for a primary residence, a low-maintenance home, or a spacious Winter Park condo in one of Central Florida’s most convenient locations, 2433 Grand Teton Circle offers the perfect combination of space, comfort, and lifestyle.
Lake Howell High - O6427460 - 2703 TIERRA CIR, WINTER PARK, FL 32792 8 Days on yellowkey
$469,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Okay, let's talk about this one. Yes, there's green carpet. Yes, it needs your vision. I know exactly what you're thinking right now. But hear me out, because this house has some things going for it that are genuinely hard to find. Start with the location. In under 10 minutes in any direction, you could be having lunch on Park Ave, shopping at Altamonte Mall, or launching your boat up in Maitland. That kind of range is rare in Central Florida, and this spot has it. And there's no HOA here, which if you know, you know. Then there's the pool. A real pool, tucked behind a block wall for total privacy, so you can actually enjoy it without the whole street watching. That kind of setup doesn't come around often. This is a 3 bedroom, 2 bath home with real bones and real space. The layout gives you room to breathe, and the systems that actually matter have already been taken care of. Water heater, brand new in 2026. HVAC, also brand new in 2026. Roof was done in 2025. Plumbing was updated in 2017. So the expensive, unglamorous stuff, the stuff that actually protects your investment, is already handled. The home has been professionally cleaned and pressure washed, so it's not just clean, it's move in ready clean. You could genuinely move in as is and update it slowly, on your own timeline, as your taste and budget allow. No rush. No pressure. Just a solid home with good bones, a pool, an unbeatable location, and all the boring but important stuff already done for you. Sometimes the right house isn't the one that's already finished. It's the one that's ready for you to finish it.
Lake Howell High - V4950333 - 2511 EASTBROOK BLVD, WINTER PARK, FL 32792 9 Days on yellowkey
$365,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Don't miss this opportunity to own a beautifully updated home with a sought-after Winter Park address! Priced to sell, this move-in-ready 3-bedroom, 2-bath home offers the perfect combination of comfort, style, and location. Enjoy being just minutes from Park Avenue, Baldwin Park, Cady Way Park and Trail, Winter Pines Golf Club, shopping, restaurants, and major roadways, making it easy to enjoy everything Winter Park and the surrounding area have to offer. Inside, you'll love the open floor plan that's perfect for everyday living and entertaining. The updated kitchen features quartz countertops, stainless steel appliances, a large single-basin sink, beautiful cabinetry, and plenty of counter space. It opens to the spacious dining area and family room, creating a bright and welcoming space where everyone can gather. Tile flooring is featured in the foyer, kitchen, bathrooms, and the large open living area just off the kitchen, while warm wood flooring flows through the formal dining room, family room, hallway, and all three bedrooms for a clean, updated look. The primary suite offers a spacious closet and an oversized walk-in shower designed for comfort and convenience. Step outside to the oversized screened lanai overlooking a fully fenced backyard that's perfect for entertaining, pets, play, or simply relaxing after a long day. A large storage shed provides plenty of room for lawn equipment, tools, bikes, or seasonal storage. Recent updates include a 2021 roof and 2022 HVAC system, giving the next owner added peace of mind. Security bars on the windows provide an extra layer of protection and may qualify for insurance discounts. If you've been looking for an updated home in Winter Park that offers great value, this is one you won't want to miss!
Listing is courtesy of: PHOENIX REALTY ADVISORS LLC
Edgewater High - O6426403 - 216 BLOSSOM LN, WINTER PARK, FL 32789 11 Days on yellowkey
$624,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Under contract-accepting backup offers. Completely updated and move-in ready, this stunning Winter Park home offers the perfect blend of timeless charm and modern comfort! Located in the desirable Shores of Lake Killarney, this 4-bedroom, 2-bath home features 1,933 square feet of thoughtfully updated living space, deeded access to Lake Killarney, and NO HOA! As you step inside, an open layout creates a seamless flow between the kitchen, dining, and living area. The updated kitchen features quartz countertops, stainless steel appliances, generous cabinetry, an island with breakfast bar, and dining area. Sliding doors off the living area open to a private, fully fenced backyard! Whether you're enjoying a quiet morning coffee or hosting outdoor gatherings, this large, inviting space provides the perfect extension of the home's living space! Enjoy peace of mind knowing the major updates have already been completed, including a new roof (2023), new A/C and hot water heater (2025), new windows (2024), complete re-pipe (2021), new electrical panel (2021), and many additional improvements throughout the home. Conveniently located near Winter Park Village, Park Avenue, Rollins College, top-rated dining, shopping, entertainment, and major roadways, this location puts the best of Winter Park and Greater Orlando within easy reach. This is the perfect opportunity to own a move-in-ready Winter Park home that offers the character of an established neighborhood with the peace of mind and convenience of modern updates. Call to set up a private showing today!
Winter Park High - O6426530 - 1271 PALMER AVE, WINTER PARK, FL 32789 11 Days on yellowkey
$2,275,000 | Single Family Home | 4 beds | 4.5 baths | 2 gar
This WINTER PARK POOL HOME is set on a corner lot with entrances from both Palmer Avenue and Temple Drive. Located within Winter Park's exclusive J Kronenberger community, this luxury property is tucked away approximately a half mile to Winter Park's YMCA, Phelps Park & the lovely Kraft Azalea Garden, and approximately 1.5 miles to Park Avenue's restaurants, boutiques and farmer's market. The floor plan offers 4 bedrooms, 4.5 bathrooms & a home office/bonus room. The bedrooms are organized in a triple split plan arrangement that frames the open-concept gathering areas. Three bedrooms have private ensuite bathrooms, the 4th bedroom is placed directly next to the hall bath, and the office/bonus room sits adjacent to the guest half bath...everyone has a bathroom! Multiple exits lead out to the backyard, seamlessly merging the indoor and outdoor spaces. Mature hedges provide natural privacy for the open-air pool, spacious pool deck and backyard lawn. Additionally, a backyard paver path provides access to the property's 2-car detached garage. There is plenty of parking for year-round entertaining with the front half circle drive and the rear 2-car garage with multi-car driveway. This home uses natural gas to fuel the range, tankless water heater and outdoor firepit on the pool deck. Recent updates include outdoor perimeter lighting, rear fence, privacy hedges & irrigation. Prime real estate within Winter Park’s historic tree-lined streets.
Listing is courtesy of: REDFIN CORPORATION