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32789 - O6425078 - 1500 GAY RD #4D, WINTER PARK, FL 32789 Just Added on 07/15/2026 11:25AM
$175,000 | Condo | 1 beds | 1.0 baths
Lakefront Community! Enjoy Glorious Sunsets, Cocktails on the Deck and the Peace of Water and the Amazing Joy of Nature! All this near the heart of Winter Park and walking distance to all kinds of Shopping! One of few 1 Bedrooms and an Upstairs End Unit! Enjoy Spacious Room Sizes for easy Furniture Placement, Compact Kitchen, Bright Master Bedroom with additional Built-in Closets, Vanity and Mirrored Closets and updated Bath, accessible for Guests and close to Master! Updated Windows! Private Balcony! Owner is providing a One-Year Home Warranty and a $3,000 Flooring Credit. Make this affordable Unit your own!
Listing is courtesy of: REALCOM REAL ESTATE SERVICES INC (407-621-6856)Listing Agent: Janice Erickson (407-621-6856)
32792 - O6422155 - 2487 HARBOUR WAY, WINTER PARK, FL 32792 Just Added on 07/15/2026 11:21AM
$300,000 | Townhouse | 3 beds | 3.0 baths
Welcome to 2487 Harbour Way, a spacious single-story townhome offering 3 bedrooms, 3 full bathrooms, and 1,803 square feet of comfortable living space. The practical layout features inviting living and dining areas, a well-equipped kitchen, central air, and a walk-in closet. Outside, garden space, lighting, and sidewalks add to the home's appeal. Enjoy a low-maintenance lifestyle in Windward Square, where residents have access to a community pool and playground, with the pool included in the low monthly HOA fee. Conveniently located near schools, parks, shopping, dining, and everyday essentials, this Winter Park property offers space, convenience, and community amenities in one appealing package. Schedule your private showing today!
Listing is courtesy of: LOKATION (954-545-5583)Listing Agent: Joel Garay (203-522-2231)
32789 - O6425038 - 1640 ORANGE AVE, WINTER PARK, FL 32789 Just Added on 07/15/2026 10:44AM
$2,200 | Single Family Home | 2 beds | 2.0 baths | 1 car
This cozy three-bedroom, two-bath home is close to downtown Orlando, College Park, Winter Park, hospitals, Orlando Science Center, restaurants, and shopping. The backyard is fenced, and landscaping is included. It is in an excellent school district. The owner is looking for good tenants to take care of the freshly painted and proudly maintained property.
Listing is courtesy of: INT'L PROFESSIONAL REALTY INC (407-699-7718)Listing Agent: Lorena Ortega (407-256-3631)
32792 - O6425181 - 1133 BELLA LAGO CV, WINTER PARK, FL 32792 Just Added on 07/15/2026 8:24AM
$2,100,000 | Single Family Home | 3 beds | 2.0 baths | 1 car
A rare opportunity to own nearly 7 acres on the pristine shores of Private Lake Howell! This exceptional lakefront property offers the perfect setting to build your custom dream home while enjoying the privacy and tranquility of one of Central Florida's premier waterfront locations. Spanning nearly 400 acres, Lake Howell is a skiable lake ideal for boating, water skiing, fishing, kayaking, canoeing, paddleboarding, and endless outdoor recreation. With expansive acreage, breathtaking water views, and ample space to create your own private estate, the possibilities are endless. The value is in the land, making this an incredible opportunity for those seeking a premier homesite in a highly desirable location. Don't miss your chance to own one of the area's rare large-acreage lakefront parcels.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)Listing Agent: Hang Kendall (407-929-8664)
32792 - O6418240 - 1340 PARADISE LN, WINTER PARK, FL 32792 Just Added on 07/14/2026 6:19PM
$2,350 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome home to this charming residence tucked away on a quiet cul-de-sac in a welcoming neighborhood. Situated on an oversized 0.23-acre lot, this home offers plenty of outdoor space to relax, entertain, or simply enjoy the peaceful surroundings. Inside, the thoughtfully designed split-bedroom floor plan provides both comfort and privacy. The updated kitchen features beautiful granite countertops, stainless steel appliances, and a window overlooking the spacious backyard, making meal preparation both functional and enjoyable. The bathrooms have also been tastefully updated with granite finishes for a modern touch. The inviting living room is the perfect setting for movie nights or entertaining guests. Additional conveniences include a digital peephole at the front door, an epoxy-coated garage floor, and a powered storage shed offering extra space for hobbies, tools, or equipment. This well-maintained home combines modern updates with practical features in a desirable location, making it an excellent place to call home. Schedule your private showing today and discover everything this property provides.
Listing is courtesy of: D & D PROPERTY MANAGEMENT SOLUTIONS LLC (407-434-1693)Listing Agent: Allan Dion (407-434-1693)
32789 - O6425110 - 151 N ORLANDO AVE #207, WINTER PARK, FL 32789 Just Added on 07/14/2026 3:58PM
$2,300 | Condo | 2 beds | 1.0 baths
Welcome to this beautifully renovated 2-bedroom, 1-bathroom second-floor condo on picturesque Lake Killarney. This move-in-ready gem offers the perfect blend of modern conveniences and serene lakefront living. The stylish kitchen features granite countertops, a contemporary backsplash, and new stainless-steel appliances, including a dishwasher and a convenient combination washer/dryer. The bathroom is tastefully designed with a walk-in shower, while new luxury vinyl flooring flows seamlessly throughout the condo. A screened-in patio provides lake views, making it the perfect spot to enjoy your morning coffee or unwind in the evening. This property includes one designated parking space and ample visitor parking. Stunning lakefront sunsets are just steps away from your front door. The community offers exceptional amenities, including a lakefront pool, shuffleboard courts, and a park equipped with grills, picnic tables, and lounge chairs. A private boat dock and ramp provide access to Lake Killarney for fishing, canoeing, wakeboarding, or waterskiing, with canoe and kayak racks available for your convenience. Located within walking distance of Trader Joe's and Winter Park Village, and just five minutes from the renowned Park Avenue, this condo boasts a prime location. Rent includes water, sewer, trash, and access to all community amenities. This property is the perfect opportunity to embrace Florida’s lakefront lifestyle with modern comfort and unparalleled convenience.
Listing is courtesy of: PALMANO GROUP RE BROKERAGE LLC (321-214-1211)Listing Agent: Monika Kenney (407-300-2941)
32792 - O6424824 - 4571 KAWILLA CREST PL, WINTER PARK, FL 32792 Just Added on 07/14/2026 3:39PM
$5,950 | Single Family Home | 6 beds | 5.0 baths | 3 gar
Characterized by its expansive layout and modern charm, 4571 Kawilla Crest Place in Winter Park, FL, offers an extraordinary living experience with six spacious bedrooms and five full bathrooms. Boasting a generous 3,676 square feet, this property is perfect for those who appreciate space and comfort. The open-concept design fosters a seamless flow between living areas, creating an inviting atmosphere for both relaxation and entertaining. Large windows throughout the home allow natural light to flood in, highlighting the elegant interior finishes. Each of the five bathrooms is thoughtfully designed with style and convenience, ensuring a comfortable experience for everyone. The well-appointed bedrooms provide ample space for rest and rejuvenation, making this home ideal for larger groups or families. In addition to the main living space, the home features a private mother in law suite with its own separate entrance. This self-contained suite includes a bedroom, bathroom, laundry area, and full kitchen, making it ideal for extended family, guests, or additional living space. Nestled in the serene setting of Winter Park, this residence offers a perfect balance of tranquility and accessibility. With its prime location, residents will enjoy proximity to local amenities, dining, and entertainment options. Embrace the opportunity to make this stunning property your next home, where spacious living meets unparalleled comfort. Discover the perfect blend of style and functionality at this remarkable address. Rent includes lawn, pool and pest care. The home is equipped with solar panels, which help keep electricity costs low. Prospects must view the home prior to applying. Tenant requirements include: minimum gross household income of 2.5x the monthly rent amount, a favorable background and credit screening, favorable rental history and references, proof of income/employment. A security deposit (same as rent) is due upon applicant approval to mark listing as Pending. First month rent and last month's rent are due 7 days prior to lease start date. The owner does not allow smoking in or around the home. Tenants are required to provide proof of renter's insurance. Tenants are responsible to pay all utilities and put in their name, where applicable. Please review these requirements BEFORE requesting a showing. After viewing, listing agent will provide application link, upon request. If a tenant-prospect chooses to apply for one of our rental properties, that DOES NOT guarantee that the prospect's application will be approved. The application fee is NON-REFUNDABLE. Tenant approval is contingent on a lease start date within 30 days of approval.
Listing is courtesy of: HOST MANAGEMENT GROUP LLC (407-680-1234)Listing Agent: Lukasz Sokolowski (407-680-1234)
32792 - O6425103 - 1401 ASTER CT, WINTER PARK, FL 32792 Just Added on 07/14/2026 3:34PM
$429,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Oversized corner lot in quiet neighborhood with highly desired Seminole County schools. Well-built block on slab four bedroom home with split floor plan. Enclosed large Florida room. Shed. Existing irrigation well (but pump not working--no warranty on well). Double gate to back yard for parking RV/toys (back left). Roof 2018; water heater 2018; HVAC 2017; CPVC plumbing.
Listing is courtesy of: SPARROW REALTY & RENTALS (407-963-8326)Listing Agent: Brian Dodd (407-963-8326)
32789 - O6424108 - 1310 FAIRVIEW AVE, WINTER PARK, FL 32789 1 Day on yellowkey
$925,000 | Single Family Home | 4 beds | 2.5 baths | 1 gar
Welcome home to this stunningly renovated 4-bedroom, 2.5-bath with TWO additional rooms that can be used as an office space, playroom etc single-family residence located in the heart of Winter Park! This home offers an abundance of space, comfort, and modern convenience in one of Central Florida’s most desirable areas. Step inside to find a bright and open kitchen overlooking a spacious living area—perfect for entertaining family and friends. The additional office space provides a quiet spot for work or study, while the split floor plan ensures privacy and comfort for everyone. Each bedroom features ample closet space, and the home’s thoughtful layout makes daily living a breeze. Enjoy outdoor relaxation on the large backyard and covered porch, ideal for gatherings or peaceful evenings at home. The property also includes an exterior laundry room with washer and dryer for added convenience.
Listing is courtesy of: FLORIDA PROPERTY SPECIALIST (407-523-2323)Listing Agent: Nancy Rossman (407-230-2536)
32789 - O6419382 - 250 KILLARNEY, WINTER PARK, FL 32789 1 Day on yellowkey
$1,600,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
This home is an adorable 4 Bed 3.5 Bath Home in the heart of Winter Park. You will feel right at home the moment you step in. lovely kitchen showcases gorgeous cabinets, stainless steel appliances, ample amount of cabinetry and counter space, and a breakfast bar, great for entertaining family and friends. Open floor plan. Home features a separate dining area off the kitchen. Spacious living space and bedrooms. Spend your evenings and weekends relaxing on the beautiful lakefront of Lake Killarney, enjoying the incredible sunsets under the shade of huge cypress trees OR poolside in the private fenced in backyard.
32789 - O6424685 - 922 N PENNSYLVANIA AVE, WINTER PARK, FL 32789 1 Day on yellowkey
$1,995,000 | Single Family Home | 4 beds | 4.0 baths | 2 gar
Truly a rare Winter Park offering. Perfectly positioned along the dogleg of the fourth fairway of the historic Winter Park 9-Hole Golf Course, this beautifully renovated four-bedroom, four-bath Mediterranean residence seamlessly blends timeless architectural character with sophisticated modern living. Rich in charm and thoughtfully updated throughout, the home welcomes you with an elegant living room featuring a gas fireplace, classic built-in shelving and abundant natural light. At the heart of the home is a stunning chef's kitchen, complete with custom floor-to-ceiling cabinetry, premium Thermador appliances, a charming breakfast nook and an inviting bar with wine refrigeration that flows effortlessly into the formal dining room, ideal for entertaining. A distinguished first-floor office offers an exceptional work-from-home environment, showcasing a breathtaking custom wall of built-in shelving, cabinetry and an integrated desk. This versatile space also serves beautifully as a library or den. Upstairs, all four bedrooms provide privacy and comfort. The luxurious primary suite features two separate closets, a spacious spa-inspired bath with a soaking tub overlooking the golf course and a private covered balcony perfect for enjoying peaceful morning coffee or evening sunsets. A generously sized secondary suite offers exceptional flexibility with its own custom walk-in closet, en suite bath and private rear staircase, making it ideal for guests, multigenerational living or a secluded retreat. Two additional bedrooms and a well-appointed full bath complete the second level. Updated features include smart house lighting, cabinet and shelving accent lighting, custom built-ins and much more. Designed to embrace Florida's indoor-outdoor lifestyle, the home offers a screened porch accessible from both the dining room and breakfast nook, creating an inviting space for year-round entertaining. Two additional open patios provide the perfect setting to relax while enjoying picturesque golf course views and the tranquil surroundings. Perhaps the home's greatest luxury is its exceptional location. Just steps from the boutiques, acclaimed restaurants, sidewalk cafés and vibrant atmosphere of Park Avenue, this residence offers an unmatched Winter Park lifestyle. Convenient access to downtown Orlando, major hospitals, world-renowned attractions and both Orlando International and Orlando Executive airports makes everyday living as effortless as it is elegant. This is a rare opportunity to own a beautifully updated Mediterranean home in one of Winter Park's most coveted and locations.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)Listing Agent: Mick Night (407-629-4446)
32792 - O6424930 - 3374 CEDAR SPRINGS PL #155, WINTER PARK, FL 32792 1 Day on yellowkey
$1,750 | Townhouse | 2 beds | 2.5 baths
2br 2.5ba UPDATED home in Hidden Oaks, Winter Park!!! Kitchen UPDATED with GRANITE counters and solid wood cabinets, upgraded toilets throughout, updated sinks & faucets in all baths. TILE FLOORS downstairs with neutral tone carpet on stairs and second floor. Dry bar area in living room. Both bedrooms are upstairs, each with their own full bathroom! Half bath downstairs off the living/dining room combo. Eating space in kitchen. PRIVATE PATIO in rear, and no rear neighbors! Washer and dryer included. Location in WINTER PARK allows for easy access to University Blvd, FL-408. Short commute to DOWNTOWN ORLANDO. Community pool and playground area. Sorry, no pets. Tenant to register with HOA and purchase parking decal(s) at tenant's expense. Don't wait! Schedule your appointment TODAY. Tenants will be required to obtain renter's insurance that includes $300,000 of liability coverage.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P (407-774-9858)Listing Agent: Greg Mann (407-435-0826)
32789 - O6422941 - 1778 MONDRIAN CIR, WINTER PARK, FL 32789 1 Day on yellowkey
$1,339,000 | Townhouse | 3 beds | 3.5 baths | 2 gar
Luxury waterfront living in Winter Park. Perfectly positioned on a premium corner homesite overlooking beautiful Lake Killarney, this exceptional contemporary townhome offers 3 bedrooms, 3.5 bathrooms, and nearly 2,400 square feet of thoughtfully designed living space with spectacular water views, abundant natural light, and the low-maintenance lifestyle today’s buyers desire.A dramatic 17-foot foyer welcomes you into an expansive open-concept living area where soaring 11-foot ceilings and walls of floor-to-ceiling glass showcase breathtaking lake vistas and create an effortless connection between the indoor and outdoor living spaces. The spacious great room flows seamlessly into the dining area and kitchen, creating an ideal setting for both everyday living and entertaining. The chef’s kitchen is beautifully appointed with premium Wolf and Sub-Zero appliances, double-stacked soft-close cabinetry, stone countertops, a large center island with seating, a generous walk-in pantry, new designer RH lighting throughout, and motorized window shades. Just beyond, the covered rear lanai provides the perfect place to enjoy morning coffee, evening cocktails, or simply relax while overlooking the peaceful shoreline. Upstairs, the luxurious primary suite serves as a private retreat featuring expansive waterfront windows, dual walk-in closets, and a spa-inspired bath with an oversized frameless glass shower, a long single vanity with dual sinks, ample storage, and a private water closet. A spacious loft provides the perfect flex space for a home office, media room, or reading lounge. Step outside to the second-floor balcony complete with an outdoor kitchen, where elevated views of Lake Killarney create an unforgettable backdrop for entertaining. Two additional bedrooms, including one with an en-suite bath, provide comfort and privacy for family and guests, while the upstairs laundry room is thoughtfully positioned between the primary and secondary bedrooms. Additional features include engineered hardwood flooring, porcelain tile, high-end contemporary finishes throughout, abundant storage, a two-car attached garage with an epoxy floor, EV charging station, garage door opener, and a tankless gas water heater. Residents of Mondrian at Winter Park enjoy beautifully maintained grounds, private roads, reclaimed irrigation, a community dock, and lake access to one of Central Florida’s most desirable ski lakes. The HOA also includes cable television, high-speed internet, exterior grounds maintenance, and pest control, making for truly effortless ownership. Combining exceptional waterfront views, sophisticated contemporary design, premium finishes, an ideal floor plan, and one of Winter Park’s most convenient locations, this is a rare opportunity to own one of the community’s most desirable lakefront residences. Just minutes from Park Avenue, Winter Park Village, AdventHealth, Rollins College, Interstate 4, and Downtown Orlando, this home offers the perfect balance of luxury, convenience, and low-maintenance living. Schedule your private showing today and discover everything this exceptional Lake Killarney residence has to offer.
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)Listing Agent: Padgett Mccormick (407-645-4321)
32789 - O6424771 - 344 STARLING RD, WINTER PARK, FL 32789 1 Day on yellowkey
$4,500 | Single Family Home | 3 beds | 3.0 baths
For Rent – Beautifully Updated Home Near Lake Killarney! Located just minutes from Downtown Winter Park, Park Avenue, I-4, and Maitland, this beautifully updated home offers convenient access to nearby shops and dining. The 3-bedroom, 3-full-bath layout features open living spaces and modern finishes throughout. LVP flooring flows through the entire home, complemented by fresh paint, abundant natural light, and designer fixtures. The kitchen boasts a large island and nicely appointed stainless steel appliances, perfect for everyday living and entertaining alike. The primary bedroom offers plenty of space and direct access to the covered patio. Its en suite bath is a true spa retreat, featuring a floating vanity, luxurious soaking tub, walk-in shower, and an expansive walk-in closet. Two comfortably sized guest bedrooms share an updated hall bath. Situated on a spacious quarter-acre lot, the home includes a large fenced backyard with a deck, ideal for outdoor entertaining and relaxation. Lawncare is included. Available August 1, 2026. Rent is $4,500/month with a $5,000 security deposit. Pets will be considered and are subject to owner approval; a $500 non-refundable pet deposit is required. Application fee is $50 per adult. Schedule your showing today!
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)Listing Agent: Kelly Price (407-645-4321)
32789 - O6423842 - 462 W LYMAN AVE, WINTER PARK, FL 32789 1 Day on yellowkey
$1,595,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
In the heart of Winter Park's vibrant Hannibal Square, this exceptional one-story residence, completed in 2022, offers the ideal blend of contemporary design, refined finishes and an unbeatable accessible lifestyle. Thoughtfully designed with three bedrooms, two and one-half baths, and an open-concept floor plan, the home showcases clean architectural lines, soaring ceilings and walls of glass that fill the interior with natural light while framing views of the beautifully landscaped grounds. The chef's kitchen serves as the centerpiece of the home, featuring premium Wolf and Sub-Zero appliances, custom cabinetry, a center island with seating, and workspace for everyday living and entertaining. The adjoining dining area flows seamlessly into the spacious great room, where custom-built library shelving creates a striking focal point and adds warmth and character to the modern design. Beautiful polished concrete floors extend throughout the residence, providing a cohesive and sophisticated aesthetic. Designed with privacy in mind, the split-bedroom floor plan places the primary suite in its own secluded wing. This spacious retreat offers direct access to the covered rear patio and features a beautiful bath with dual vanities, an oversized walk-in shower, private water closet, and an impressive custom walk-in closet measuring approximately 11 by 9 feet. Conveniently accessible from the primary bath and laundry room, the thoughtfully designed closet enhances everyday functionality. On opposite side of the home, two additional guest bedrooms are connected by a well-appointed Jack-and-Jill bath, while a stylish powder bath is ideally located for visitors. Outdoor living is equally inviting with a covered patio with a privacy bamboo hedge that creates a peaceful backdrop for relaxing or entertaining. An attached two-car garage completes this beautifully appointed residence. Ideally near the acclaimed restaurants, wine bars, coffee shops, and boutiques of Hannibal Square, this home offers one of Winter Park's desirable lifestyles. Visit the renowned shopping, dining, galleries and sidewalk cafés of Park Avenue, enjoy nearby Central Park and community events, or take advantage of the proximity to Rollins College, the Winter Park Farmers' Market and major roadways providing convenient access throughout Central Florida. This is a rare opportunity to enjoy nearly new construction in one of Winter Park's sought-after neighborhoods, where modern luxury and exceptional accessibility come together.
32792 - O6424511 - 4437 GLENMOOR CT, WINTER PARK, FL 32792 1 Day on yellowkey
$539,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Beautiful meticulously maintained 3-bedroom, 2-bath split floor plan home situated on a desirable corner lot in the established Glenmoor community. Move-in ready, this home features vaulted ceilings with exposed wood beams, a floor-to-ceiling brick fireplace, carpet, and fresh interior paint. The kitchen offers contemporary cabinetry, Silestone countertops, a skylight, stainless steel range, microwave, and refrigerator, and opens to the spacious eating area. A formal dining room provides additional entertaining space. The private primary suite features a walk-in closet, en-suite bath with double vanities and a walk-in shower. The Flex room is currently being used as a 4th bedroom/office with high ceilings and lots of natural light. Leading out you will find a fully fenced backyard retreat with a brick paver patio, tropical landscaping and a gazebo—ideal for outdoor entertaining. Additional features include a two-car garage, inside laundry room with washer and dryer, 12' x 20' storage shed, and a secondary driveway with parking for up to four additional vehicles, boat, or RV. No HOA! Conveniently located near SR 417, Full Sail University, Rollins College, UCF, shopping, dining, parks, and top-rated Winter Park schools. New roof 2024, new gutters 2024, fresh exterior paint 2025, new exterior lighting 2025.
Listing is courtesy of: TAL BUSIDAN PA (407-227-3001)Listing Agent: Rob Rallo (407-448-2427)
32792 - O6424677 - 2223 CONIFER AVE, WINTER PARK, FL 32792 2 Days on yellowkey
$435,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Virtually Staged. Welcome to 2223 Conifer Ave, recently enhanced with a new roof, fresh interior paint, and fresh exterior paint. The kitchen features all stainless steel appliances and an accent backsplash. A walk in closet is included in the primary bedroom, complemented by double sinks in the primary bathroom. Outside, an in ground pool and a covered patio in the back yard, all within a fenced in backyard. Perfectly updated and designed for comfort and enjoyment, this home awaits.. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)Listing Agent: Karen Albright (480-462-5392)
32789 - O6424654 - 151 N ORLANDO AVE #203, WINTER PARK, FL 32789 2 Days on yellowkey
$2,200 | Condo | 2 beds | 1.0 baths
FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condo offers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installed bathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no tenant pets allowed per complex rules. One reserved parking space plus ample visitor parking. Residents will enjoy the private lakefront park, picnic tables and Adirondack chairs, and waterfront swimming pool. Located adjacent to the Trader Joe's plaza and only one mile to Park Avenue.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)Listing Agent: Robert Arnold, Jr (407-389-7318)
32792 - O6424623 - 5225 ALBERT DR, WINTER PARK, FL 32792 2 Days on yellowkey
$435,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Move-in-ready Winter Park gem in top-rated Seminole County schools! This 3BR/2BA home features a private split-bedroom layout. The home features laminated wood flooring in all the bedrooms and beutiful tile in the kitchen and bathrooms. Both bathrooms feature newly updated toilets. The expansive eat-in kitchen is a chef's delight, boasting premium granite countertops, solid light maple cabinets with elegant glass upper doors, and a breakfast bar opening to the large family room. Enjoy total peace of mind with extensive 2023 upgrades, including a BRAND NEW ROOF, new electrical panel, new energy-efficient windows, new French doors, and a new garage door for the 2-car garage.The HVAC system was manufactured in 2019 and installed in 2020 Step outside to a massive, fully fenced backyard featuring a large covered lanai with a brand-new aluminum frame and fresh screens—perfect for outdoor entertaining. Truly a turnkey property optimized for insurance savings and modern comfort. Schedule your tour today!
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)Listing Agent: Celimar Sierra, Llc (407-731-2678)
32792 - O6424619 - 263 SCOTTSDALE SQ #263, WINTER PARK, FL 32792 2 Days on yellowkey
$80,000 | Condo | 2 beds | 2.0 baths
Great location for homeowner or investor. Located close to FullSail and UCF and major roads, shopping, eating and more. Don't hesitate to see this one before it is gone!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)Listing Agent: Lisa Wright (321-231-3141)
32792 - S5153456 - 885 CARNATION DR, WINTER PARK, FL 32792 3 Days on yellowkey
$375,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Beautifully updated 4-bedroom, 2-bath pool home in Winter Park offering modern upgrades and flexible living space. The home features new tile flooring throughout, a fully renovated kitchen with a stunning waterfall quartz island, and two beautifully remodeled bathrooms. The garage has been updated with new flooring and a new garage door. Major improvements include a new roof (2024), new A/C (2023), complete home repipe (2022), updated electrical panel, and pavers in both the front and back of the home. The swimming pool was resurfaced with new tile in 2023 and is approximately 12 feet deep, creating the perfect backyard retreat.
Listing is courtesy of: RADIUS REALTY GROUP LLC (407-541-0779)Listing Agent: Tashania Brown (321-442-2512)
32789 - O6423105 - 436 W SWOOPE AVE, WINTER PARK, FL 32789 3 Days on yellowkey
$719,900 | Townhouse | 4 beds | 3.5 baths | 2 gar
Virtually Staged. Welcome to this virtually staged contemporary townhome in the desirable 400 West community, home to just nine residences and steps away from lively Park Avenue. Enter through the private garage or the charming front path, and you'll find a bright and open main floor that perfectly balances comfort and modern style. The main floor features a stylish mix of finishes, including large-format porcelain tiles, level 4 drywall, tall baseboards, and designer lighting. The centerpiece is a sleek kitchen equipped with glossy white cabinetry, chic chrome pulls, quartz countertops, and top-quality stainless-steel appliances. The garage, with alley access, includes a storage closet and built-in shelving for added convenience. On the second level, discover two spacious primary suites with modern LVP flooring and large windows that let in plenty of natural light. The en-suite bathrooms are designed with porcelain tiles, frameless glass showers, wall-to-wall mirrors, and matte white vanities. The primary bath offers a double-sink vanity, a private water closet, and a spacious walk-in closet. A conveniently situated laundry room features a Samsung washer and dryer with overhead storage. The third level has two more bedrooms, each with walk-in closets, connected by a shared Jack-and-Jill bath, making it ideal for guests, a home office, or a workout space. Don’t miss the chance to check out this fantastic home in a prime location where luxury meets practicality!
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)Listing Agent: Kim Griffin (407-314-5033)
32789 - O6424399 - 786 MCINTYRE AVE, WINTER PARK, FL 32789 3 Days on yellowkey
$625,000 | Townhouse | 3 beds | 2.5 baths | 2 gar
Virtually Staged. Welcome to 786 McIntyre Avenue, Winter Park, FL 32789—a serene retreat perched on a picturesque tree-lined brick street in one of Winter Park's most desirable neighborhoods. Just a short stroll from Rollins College and the renowned shops, restaurants, and charm of Park Avenue, this exceptional single-family townhome offers the perfect blend of comfort, style, and location—with no HOA! A charming driveway leads to the attached two-car garage and private front entrance. Inside, you'll be welcomed by a bright, airy interior featuring soaring ceilings, dramatic high windows, abundant natural light, and a cozy wood-burning fireplace. The spacious living room is surrounded by two private patios, creating a seamless connection between indoor and outdoor living. The updated kitchen boasts modern cabinetry, an open breakfast bar, and a cheerful eat-in dining area with direct access to one of the patios. The formal dining room, currently used as a home office, opens to the second patio, making it the perfect setting for al fresco dining or entertaining. Upstairs, the impressive 23' x 12' primary suite offers a peaceful retreat, complete with a spacious 20' x 8' ensuite bathroom. Two additional guest bedrooms share a convenient Jack-and-Jill bathroom, providing comfort and privacy for family or visitors. Meticulously maintained, this home features numerous recent updates, including a new HVAC system (2025) and beautiful wood shutters throughout. Located in the highly sought-after Audubon K-8 and Winter Park High School districts, this exceptional home combines timeless character, modern updates, and an unbeatable location. WELCOME HOME!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)Listing Agent: Catherine D'Amico (407-252-3210)
32792 - O6424296 - 303 SCOTTSDALE SQ #303, WINTER PARK, FL 32792 5 Days on yellowkey
32789 - O6424087 - 1830 STAUNTON AVE, WINTER PARK, FL 32789 5 Days on yellowkey
$3,200 | Single Family Home | 3 beds | 2.5 baths | 1 car
STYLISH, STUNNING AND RENOVATED TO THE NINES. This 3-bedroom, 2.5-bath Winter Park home has great access to Interstate-4 and both Winter Park and Orlando downtown areas. With all interior spaces updated, this fantastic home is almost totally rebuilt with brand new electrical, plumbing, heating and air, ductwork, roof, flooring and Energy Star doors and windows. In addition to the 3 upstairs bedrooms, the downstairs has a bonus room which is perfect for a den or playroom and a convenient interior laundry room. The lot is 6,750 sqft and is fenced and gated (electronic with remotes) offering a nice new patio of clay pavers, a carport, and large backyard. This 1,774 sqft of living space is perfect for the tenant who wants quality, style and convenient location. This one is MOVE IN READY AND WAITING FOR YOU. There is a $99 for each adult application fee and once approved the first & last month’s rent will be due along with the security deposit and any applicable pet fee and deposit.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)Listing Agent: Johnny Hurlburt (407-579-3168)
32789 - O6417337 - 1298 BEACHVIEW AVE, WINTER PARK, FL 32789 5 Days on yellowkey
$1,375,000 | Single Family Home | 1 beds | 1.0 baths
Under contract-accepting backup offers. Versatile Live/Work (0-1) zoned parcel in Winter Park's prestigious 32789 ZIP code. This 0.43-acre lot offers flexibility for residential, office, or mixed-use development. Part of a four-lot portfolio that includes three direct lakefront parcels on Lake Killarney - available together or individually. Steps from Winter Park Village, Park Avenue, and Rollins College.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)Listing Agent: Shandy Ortiz (407-427-8619)
32789 - O6422700 - 1750 WALNUT AVE, WINTER PARK, FL 32789 5 Days on yellowkey
$2,195,000 | Single Family Home | 4 beds | 4.5 baths | 2 gar
Positioned in one of Winter Park's most desirable neighborhoods, this exceptional French Mediterranean residence is just moments from Phelps Park, the Winter Park YMCA, Lakemont Elementary, and Interlachen Country Club. Built by MichaelCharles Homes with interiors by Wolfe-Rizor Interiors, the home pairs timeless architecture with refined contemporary design, abundant natural light, and exceptional craftsmanship. The thoughtfully designed floor plan offers 4 bedrooms, 4 full bathrooms, and 1 half bathroom. The first-floor primary suite features a spa-inspired bathroom and an expansive custom walk-in closet with dedicated his-and-her wardrobe areas. A flexible adjoining room is ideal as a private office, nursery, fitness room, or optional fifth bedroom. On the opposite wing of the home, the private guest suite includes a full bathroom and walk-in closet. At the heart of the home, the chef's kitchen showcases a large center island, custom cabinetry, and premium finishes. Oversized glass doors open to a covered lanai with outdoor dining, grilling space, and a resort-style pool. Framed by mature Japanese maple trees, the backyard offers exceptional privacy and a spacious lawn for recreation or entertaining. Situated on a quiet, oak-lined street, this custom-built home reflects the quality in every detail, presenting a rare opportunity to own an exceptional residence in the heart of Winter Park.
Listing is courtesy of: PALMANO GROUP RE BROKERAGE LLC (321-214-1211)Listing Agent: Richard Palmano (407-232-5801)
32789 - O6423829 - 2803 RIDDLE DR, WINTER PARK, FL 32789 5 Days on yellowkey
$589,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Welcome to 2803 Riddle Drive, where thoughtful updates, timeless charm, and an exceptional Winter Park location come together to create the perfect place to call home. Situated on an oversized lot, this beautifully maintained three-bedroom, two-and-a-half-bath residence offers a spacious floor plan, a two-car garage, and a sparkling private pool designed for year-round Florida living. Step inside to discover a bright, inviting interior featuring fresh paint throughout, brand-new carpeting, and all-new designer light fixtures. The functional layout provides comfortable living spaces for everyday living while offering the ideal setting for entertaining family and friends. Large windows fill the home with natural light, creating a warm and welcoming atmosphere. Step outside to your own private backyard retreat. The oversized, fully fenced yard offers endless possibilities for relaxing, entertaining, gardening, or enjoying sunny Florida afternoons by the pool. A storage shed provides additional space for lawn equipment, tools, or seasonal items, making the backyard as functional as it is enjoyable. Thoughtfully maintained over the years, the home also features a newer roof, newer HVAC system, fresh interior paint, new carpeting, and updated light fixtures, giving the next owner added peace of mind and the opportunity to move right in. Conveniently located just minutes from beautiful Lake Killarney, the shops and restaurants of Park Avenue, and premier shopping and dining throughout Winter Park, this home also offers quick access to i4 and 408, making commuting throughout Central Florida simple and convenient. For investors or buyers seeking future rental potential, the property has been consistently leased since 2017, generating $2,800 per month in rental income, demonstrating its strong desirability and investment appeal. Offering the perfect blend of modern updates, outdoor living, and an unbeatable location, 2803 Riddle Drive is truly move-in ready and waiting for its next owner to call it home.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)Listing Agent: Allie George (407-457-4815)
32792 - O6418973 - 2450 GRAND TETON CIR #2450, WINTER PARK, FL 32792 5 Days on yellowkey
$255,000 | Condo | 3 beds | 2.0 baths
Rare end units like this don't come around often! Welcome to 2450 Grand Teton Circle, tucked away in the well-maintained, established community of Cedarwood Village in Winter Park. This 3-bedroom, 2-bath home is filled with natural light thanks to its end-unit location, and the open layout makes it easy to relax, entertain and enjoy everyday living. The spacious living and dining areas flow together nicely, while the kitchen offers plenty of room to cook, gather, and stay connected with family and friends. Over the past several years, this home has been thoughtfully updated, giving the next owner peace of mind. Major improvements include a new roof, skylights, HVAC system, water heater, kitchen appliances, washer and dryer, updated LED lighting, and fresh interior paint. Both bathrooms have been beautifully remodeled, the home has been replumbed by the HOA, and the primary closet has been enhanced with custom shelving. Additional updates include new flooring in the secondary bedrooms, updated window blinds, and thoughtful finishing touches throughout. The private screened lanai has been transformed into a cozy outdoor retreat with fresh paint, a ceiling fan, new screens and screen door, string lighting, and decorative greenery—making it the perfect place to enjoy your morning coffee or unwind after a long day. Life here is easy. Cedarwood Village is a beautifully maintained, established community featuring a community pool and Clubhouse for your special events, tennis courts, and pickleball courts. The HOA has also recently repainted the exterior of the buildings, helping keep the neighborhood looking fresh and inviting. Best of all, this home is value priced, giving you an incredible opportunity to own in desirable Winter Park without the premium price tag. You're just minutes from Winter Park's shopping and dining, Full Sail University, UCF, major employers, and convenient access to SR-417 and downtown Orlando. If you've been looking for a move-in-ready home in a fantastic location with years of thoughtful updates already completed, this rare end unit is definitely worth a look!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)Listing Agent: John Campese (407-310-8974)
32792 - O6420140 - 2010 SUMMERFIELD RD, WINTER PARK, FL 32792 5 Days on yellowkey
$594,500 | Single Family Home | 3 beds | 2.0 baths | 1 car
Living in the City of Winter Park is quite afforadable with this beautifully maintained property that offers the perfect blend of comfort and convenience. Cathedral ceiling add to the spacious feeling of this floor plan with luxury vinyl flooring and ceramic tile. The new stainless steel appliance package in kitchen stands out next to the white cabinetry and granite counter tops. Separate family room plus Florida Room, inside utility with full size washer/dryer and 2nd side by side refrigerator plus an office/exercise room with an energy efficient mini split and entry from the carport. The spacious primary bedroom includes a private bath featuring maple cabinets with ample vanity storage and a roomy walk-in shower. The guest bath is complete with a tub/shower combination. The exterior features a spacious backyard enclosed by white vinyl fencing, a storage shed, sprinkler system on a separate well and a 1-car carport with additional parking for up to 3 vehicles, ensuring plenty of space for guests. This property boasts fantastic curb appeal, beautifully landscaped with a freshly installed, vibrant green front lawn that greets you the moment you arrive. Best of all, you are walking distance to Winter Park High School and just minutes from local dining and shopping. The AC system was replaced 2017. The roof and elecrtical panel were replaced in 2019, and the home was replumbed in 2019. Don't miss the opportunity to make this fantastic property your own! Buyer/buyer's agent to verify all schools and room measurements. Appliances convey as is. Brio Management LLC, Seller, is owned by 2 Florida Licensed Real Estate Brokers.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)Listing Agent: Barry Sanford Pa (407-694-5598)
32792 - O6423782 - 2189 SUSSEX RD, WINTER PARK, FL 32792 6 Days on yellowkey FORECLOSURE
$375,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
**MULTIPLE OFFERS - SUBMIT YOUR HIGHEST AND BEST BY 5PM ON MONDAY 7/13** Bank-owned opportunity in Winter Park near Interlachen Country Club, Park Avenue, Full Sail, Rollins, and UCF. Set in Winter Woods, one of the area’s established neighborhoods, this 4/2.5 two-story home sits on a fenced lot w/pool and offers 1,776 sqft, block and brick construction, a 2-car garage, and a primary bedroom with a walk-in closet and private balcony overlooking the pool. The home needs a full renovation, including a new roof. Flooring, kitchen, and HVAC, and the property is priced accordingly. Optional HOA and flood zone X help keep carrying costs simple. Sold As-Is by the REO seller. Cash or renovation financing only.
Listing is courtesy of: PROPERTY LOGIC RE (407-909-3436)Listing Agent: Mark D'Italia (321-303-8219)
32792 - O6423739 - 4965 ORANGE AVE, WINTER PARK, FL 32792 6 Days on yellowkey
$379,900 | Single Family Home | 4 beds | 2.0 baths | 1 car
Updated Winter Park home with major improvements already completed and no HOA! Located at 4965 Orange Ave., this move-in ready property offers a desirable Central Florida location with convenient access to shopping, dining, parks, major roadways, and everything the Winter Park area has to offer. Recent updates include a NEW Roof, Dual-pane, Energy-efficient Windows, 2 NEW A/C systems, fresh interior and exterior paint, upgraded baseboards, Beautifully Remodeled Bathrooms, and terrazzo & ceramic tile flooring throughout (no carpet!!). The galley-style kitchen features stainless steel appliances, a decorative backsplash, and an efficient layout designed for everyday functionality. Both bathrooms have been beautifully refreshed, while the durable flooring and fresh finishes create a clean, cohesive feel throughout the home. Outside, the large fenced yard provides excellent outdoor space for entertaining, gardening, pets, or future possibilities. The attached carport includes a convenient storage and laundry room for added practicality. With no HOA, updated major systems, energy-efficient windows, and a centrally located Winter Park address, this home is an excellent opportunity for buyers searching for an updated home in Winter Park, FL with modern improvements, low-maintenance features, and easy access to the Greater Orlando area.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)Listing Agent: Allison Day (407-617-2881)
32792 - R4911573 - 3050 AUTUMN CT, WINTER PARK, FL 32792 6 Days on yellowkey
$1,995 | Townhouse | 3 beds | 2.0 baths
One story Winter Park home with 3 Bedroom , 2 full bath. AVAILABLE now ! Great accessible location close to shopping, major roadways, schools and a short drive to Downtown Orlando. This Home has tile and laminate flooring throughout, easy maintenance clean modern appearance. Kitchen comes with all major appliances, large family room with high ceilings. Unit Feature an in-unit washer and dryer. Primary suite with his & hers closets and private bathroom. Property is on a large corner lot with a great deal of outdoor space, a screened/cover rear patio. Community offer quite atmosphere and a community pool . Conveniently located just off 436 in Winter Park, this home offers the perfect mix of comfort, convenience, and community living. Easy to see call today
Listing is courtesy of: KIMBRIDGE REALTY, LLC (407-755-7367)Listing Agent: Scott Butts (321-239-8509)
32792 - WINTER PARK, FL 32792 6 Days on yellowkey
$1,997 | Apartment | 1 beds | 1.0 baths
Gorgeous FULLY FURNISHED 1 Bedroom/1 Bath apartment with private entrance, in Winter Park. This attached apartment has been thoughtfully renovated with beautiful Luxury European Design. This apartment features a private courtyard and private entrance. Upon entering you will be greeted by a spacious living room fitted with a sofa chase, 55” Flat Screen Television, a small dining table/desk, modern storage cabinetry and a mini-split AC system. The kitchenette features Refrigerator/Freezer (located in an alcove), 2 burner hot plate, full-size sink, cookware and dinnerware, microwave, Keurig coffee maker, plenty of cabinet space and a full-size LG Thin Q Washer Dryer Unit. The master bedroom provides ample space including 2 Wardrobers with Drawers, King Size Bed, Antique English Desk/Hutch and a separate Mini-Split AC for maximum comfort. The Private Bath features luxurious finishes including a beautiful soaker tub, double vanity and shower with dual rain shower with body jets, sprayers and ample storage for linens. This location provides easy access to Baldwin Park, Downtown Winter Park, local walking trails, restaurants and more!!! Call today to schedule your private viewing.
Listing is courtesy of: GATE PROPERTIES & MANAGEMENT INC (407-704-7904)Listing Agent: Nicholas Wild (407-704-7904)
32792 - O6423855 - 5418 ARDMORE DR, WINTER PARK, FL 32792 6 Days on yellowkey
$2,495 | Single Family Home | 3 beds | 2.0 baths | 2 gar
WELCOME HOME - MOVE-IN READY 3-bedroom, 2-bath home in the desirable Wrenwood community of Winter Park! Thoughtfully maintained and upgraded, this property offers the timeless character and modern touches you have been searching for. Inside, the home showcases TILE & WOOD FLOORING THROUGHOUT, versatile living spaces, crown molding and charming architectural touches like arched entryways that add warmth and personality. The large UPDATED KITCHEN is a true standout, designed with solid wood cabinetry (soft-close doors!), granite countertops, STAINLESS STEEL APPLIANCES, built-in pantry storage and elegant overhead cabinet accent lighting – creating a space that feels both stylish and functional for everyday living with family or entertaining friends. The layout offers spacious rooms and abundant storage, while the PRIMARY SUITE includes its own private en-suite bath and a WALK-IN CLOSET with a CUSTOM SHELVING SYSTEM. Step outside to enjoy Florida living on the LARGE SCREENED LANAI overlooking the fully fenced backyard, offering plenty of room for pets, play or future outdoor additions. The property also includes a 10x12 storage shed, and separate potable and irrigation water meters for added efficiency. This home delivers the solid feel and craftsmanship that’s hard to find today – paired with modern updates and undeniable charm! Located in the established Wrenwood neighborhood of Winter Park, with easy access to 426, 436 and SR 417 – you will enjoy convenient access to shopping, dining, parks, and all that the Central Florida area has to offer. A well-built, beautifully maintained home with thoughtful upgrades throughout. Two-car garage and Washer/Dryer included. *Bonus Amenity Included* - All residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application. Pet friendly home (possible with approval and non-refundable pet fee).
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)Listing Agent: Mo Jabr (407-571-1441)
32792 - S5153133 - 1000 S SEMORAN BLVD #715, WINTER PARK, FL 32792 6 Days on yellowkey
$1,200 | Condo | 1 beds | 1.0 baths
Enjoy comfortable living in the highly sought-after Winter Park area! Close to shopping, dining, and major roadways, this well-located rental provides exceptional value in one of Central Florida's most desirable communities. This first-floor condo is ideally located just steps from the community pool and on-site laundry facilities, offering convenience and easy access to everyday amenities. Don't miss this opportunity to make it your next home.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)Listing Agent: Leticia Morales (407-515-0318)
32792 - O6423719 - 508 DUNBLANE DR, WINTER PARK, FL 32792 6 Days on yellowkey
$2,900 | Single Family Home | 3 beds | 2.0 baths | 1 car
Wonderful 3 bedroom, 2 bath rental in the heart of Winter Park. Location is amazing! Central to Rollins College, UCF, Winter Park Schools, Baldwin Park, and more! Be sure to schedule a private showing.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)Listing Agent: Brian Rotenberger (407-948-8478)
32792 - O6422937 - 1908 CYRIL CT, WINTER PARK, FL 32792 6 Days on yellowkey
$639,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Welcome to this gorgeous 4-bedroom, 3-bathroom WINTER PARK home that perfectly blends elegance, comfort, and functionality. From the moment you step inside, you'll be impressed by the soaring 12–14-foot ceilings, beautiful CROWN MOLDINGS, and classic PLANTATION SHUTTERS that add timeless charm throughout. Designed with an exceptional flow, this home features formal living and dining rooms, along with a spacious family room centered around a charming fireplace, creating a warm and inviting space for relaxing or gathering with family and friends. The family room seamlessly connects to the heart of the home—a stunning CUSTOM chef's kitchen equipped with high-end appliances, thoughtfully designed cabinet organizers, and abundant workspace, making it a dream for cooking and entertaining. The desirable split floor plan offers both privacy and flexibility, with two bedrooms located in the right wing and two in the left, including a spacious primary suite. Every detail has been carefully considered to create a warm, inviting atmosphere that's ideal for everyday living and hosting guests. Step outside to your private backyard oasis, where a large swimming pool and spacious outdoor living area create the perfect setting for entertaining, weekend gatherings, or simply relaxing. The fully fenced yard provides both privacy and plenty of room to enjoy Florida living year-round. Additional highlights include a **NEW ROOF**installed in 2021**,** NEW LUXURY VYNIL PLANKS FLOORING** in 4 rooms, brand NEW interior painting offering added value and peace of mind for the next owner. This exceptional Winter Park home is a true showstopper that offers luxury, comfort, and timeless appeal. Don't miss the opportunity to make it yours!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)Listing Agent: Marina Dyachkova (321-689-5275)
32792 - O6423443 - 3131 LOWNDES DR, WINTER PARK, FL 32792 7 Days on yellowkey
$3,995 | Single Family Home | 4 beds | 2.0 baths
Occupied until July 31 2026. [August 1st 2026 house will be available for in-person showings and Vacant on SentriKey.] Beautiful 4 Bedroom Furnished House with a Pool! This home has an Eat-In Updated Kitchen. There are 3 bedrooms and a bathroom on one side and a large master suite on the other side with a fireplace. The master bathroom has an extra large walk-in shower with a double mirrored dressing area. There is a family room/ FLex Space/ Office Area with a Roku TV, Desk, and Wi-Fi. There is no garage. It has 2 sheds for storage in the back. The neighborhood is nice and quiet. It is conveniently located near Hospitals, Businesses, Restaurants, Schools and Shopping.
Listing is courtesy of: A +ROI PROPERTY (407-718-7994)Listing Agent: Rene Fossey (407-718-7994)
32789 - O6422550 - 2905 PARKLAND DR, WINTER PARK, FL 32789 7 Days on yellowkey
$3,395,000 | Single Family Home | 6 beds | 7.0 baths | 3 gar
Come tour this brand new, elaborately finished luxury home in Winter Park! Designed and constructed by a well-established, award-winning custom home builder, no expense has been spared. This home is truly a leader in its class! Located just a short walk to the esteemed Audobon K-8 school, East End market, restaurants, shopping, Blue Jacket Park, Baldwin Park. Just a short drive to Park Avenue restaurants and shopping. As you pull up to this vast estate home, the dimensional architectural detail on the home on a huge lot boasts a commanding presence. The 12 foot ceilings on the first floor and 10 foot ceilings on the second floor give the home a voluminous feel throughout. The first floor features a huge master suite with an accessible washer and dryer off the giant walk-in closet, plus an additional full guest suite and separate office. The gourmet kitchen features luxury custom cabinets, an accent island with exotic granite counter tops. Thermador appliances outfit the main kitchen as follows: Large 30” refrigerator and 30” freezer towers, 48” dual oven gas range with ornamental hood, dishwasher and microwave drawer. Flanking the main kitchen is a spacious Butler’s pantry with its own sink, refrigerator and dishwasher. Just off the Butler’s pantry is both a mudroom just inside the garage, and additional air-conditioned storage room. Over the garage is a separate bonus/flex room with its own full bath and closet. Upstairs is a huge loft living area plus three full bedroom suites and laundry room. The home is ornamented with expensive fit and finishes as follows: extensive architectural ceiling detail with cove lighting, lighting fixtures, plumbing fixtures, hardware, tile, level 5 smooth drywall finishes, designer wallpaper, and more! Designed with energy efficiency in mind, Natural gas fuels two tankless water heaters, the kitchen range, summer kitchen grill and pool/spa heater. Elaborate landscaping provides beautiful accents and plenty of privacy in the rear outdoor living area. Outdoor living includes a huge covered lanai with retractable screens, summer kitchen, and heated salt-water swimming pool with integrated spa and pool deck, plus outdoor shower and separate pool bath. 10' tall pocket sliding glass doors can open the great-room wall completely to integrate your indoor and outdoor entertaining. Great fortune comes to those who TAKE IMMEDIATE ACTION when opportunity presents itself! Come tour your magnificent new luxury home today!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)Listing Agent: Clay Wooten (407-463-3023)
32789 - O6421927 - 1754 TAYLOR AVE, WINTER PARK, FL 32789 7 Days on yellowkey
$2,569,999 | Single Family Home | 5 beds | 4.5 baths | 2 gar
Under Construction. Experience the very best of Winter Park living with this stunning new construction home, where sophisticated design, luxury finishes, and an incredible location come together on a quiet tree-lined street. Ideally positioned just a short golf cart ride from Park Avenue, the YMCA, and Interlachen Country Club, this home offers the perfect combination of privacy, convenience, and refined Winter Park living. From the moment you step inside, an impressive foyer greets you, showcasing intricate marble mosaic tile that sets the tone for the craftsmanship found throughout. The open-concept floor plan flows effortlessly into the main living spaces, where the spacious living room serves as the centerpiece of the home with elegant archways, custom shelving with LED underlighting, warm wood beam accents, and a stunning stone-wrapped fireplace creating the perfect balance of sophistication and comfort. Designed for both everyday living and entertaining, the dining room features a beautiful dry bar complete with a wine refrigerator, while the chef’s kitchen is truly the heart of the home. Outfitted with Calacatta quartz countertops, a paneled built-in refrigerator, a full suite of Thermador appliances, and a spacious walk-in pantry, every detail has been thoughtfully selected to deliver both style and functionality. The first-floor primary suite provides a private retreat with generous proportions and a spa-inspired bathroom featuring marble mosaic tile, dual vanities, a freestanding soaking tub, an expansive walk-in shower, and a large walk-in closet. A rare additional first-floor guest suite adds incredible flexibility for family and visitors. Upstairs, the home continues to impress with a spacious loft, a conveniently located laundry room, and three additional bedrooms, offering plenty of room for everyone. Step outside and experience your personal outdoor oasis with a spacious covered lanai featuring a full summer kitchen overlooking the sparkling pool and spa. The oversized backyard provides an abundance of green space, creating the perfect setting for relaxing, entertaining, or enjoying time with family. Additional highlights include impact-rated windows and doors, premium finishes throughout, and an unbeatable location surrounded by some of Winter Park’s most desirable amenities. This is a rare opportunity to own a brand-new home combining thoughtful design, exceptional craftsmanship, and one of Central Florida’s most sought-after lifestyles.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)Listing Agent: Christopher Christensen (407-312-8003)
32792 - O6423106 - 3360 ROYAL ST, WINTER PARK, FL 32792 7 Days on yellowkey
$179,900 | Half Duplex | 2 beds | 2.0 baths
Handyman/Investor/Landlord special will need full rehab, will need everything. Nice end unit on dead end street, huge culdesac lot. tenant occupied. Please do not disturb tenant. Cash only. Quick close two weeks. $5,000 non refundable deposit. No inspection contingency. Tenant has been in property since 1992. No HOA. Tenant lease through 2/28/2027. Rehabbed retail value $270,000.
32789 - O6422949 - 439 N CAPEN AVE, WINTER PARK, FL 32789 8 Days on yellowkey
$849,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Under contract-accepting backup offers. Life is simply better when everything is just around the corner. Perfectly positioned in the heart of Winter Park, this beautifully maintained David Weekley home offers the rare opportunity to enjoy one of Central Florida's most desirable lifestyles. Located just four blocks from Park Avenue and one block from Winter Park Village, you'll also enjoy close proximity to Hannibal Square, Central Park, Publix, the Winter Park Farmers' Market, acclaimed restaurants, boutique shopping, museums, cafés, and everyday conveniences. Built in 2017, this thoughtfully designed home blends timeless architecture with modern luxury across a spacious and functional floor plan. The first floor features three generously sized bedrooms and two full bathrooms, including a private primary suite complete with a spa-inspired bath and an expansive walk-in closet. Upstairs, the home's open-concept living spaces are designed for both everyday comfort and effortless entertaining. Natural light fills the expansive living and dining areas, while the chef's kitchen serves as the centerpiece of the home. Featuring premium Jenn-Air stainless steel appliances, a natural gas cooktop, generous cabinetry, beautiful countertops, and a large center island, it's a space equally suited for hosting friends or preparing a quiet dinner at home. Sliding glass doors extend the living area to an oversized balcony with Trex decking, creating an inviting outdoor retreat for morning coffee, evening cocktails, or dining under the stars. Built with quality and efficiency in mind, the home includes double-pane windows, great insulation, and a gas tankless water heater. The homeowners association further enhances the low-maintenance lifestyle by providing lawn and shrub care, irrigation water, and maintenance of the community perimeter wall, allowing you to spend more time enjoying your home and less time maintaining it. More than just a beautiful residence, this home offers an exceptional opportunity to experience the very best of Winter Park. Enjoy dinner on Park Avenue, spend Saturday mornings at the Farmers' Market, explore the boutiques of Hannibal Square, relax in nearby parks, or meet friends for coffee, all just moments from your front door. This is a home where luxury, convenience, and one of Winter Park's most sought-after locations come together beautifully.
32789 - O6422568 - 1695 LEE RD #B108, WINTER PARK, FL 32789 8 Days on yellowkey
$89,999 | Condo | 1 beds | 1.0 baths
This charming 1bedroom, 1bathroom condo is a fantastic opportunity for both homeowners and investors. Located in a desirable area close to shopping, restaurants, and everyday conveniences, it offers comfort, convenience, and excellent value. The kitchen comes fully equipped with a refrigerator, stove, dishwasher, and microwave, and the unit also includes a washer and dryer for added convenience. Step outside onto your private outdoor balcony, the perfect spot to enjoy your morning coffee or unwind after a long day. Residents have access to a beautiful community swimming pool, creating a relaxing atmosphere to enjoy year-round. Whether you're looking for a place to call home or a great investment property, this condo has everything you need in an ideal location.
Listing is courtesy of: LOKATION (954-545-5583)Listing Agent: Brandy Ray (949-449-5652)
32789 - O6421690 - 1823 SUNSET DR, WINTER PARK, FL 32789 8 Days on yellowkey
$2,549,000 | Single Family Home | 5 beds | 4.5 baths | 2 gar
Under Construction. Nestled along a quiet street in Winter Park’s coveted Tree Streets, this stunning coastal farmhouse new build delivers the perfect combination of timeless architecture, luxury finishes, and an unbeatable location. From the moment you arrive, the home captivates with its warm and inviting facade, charming architectural details, and exceptional curb appeal. Step inside to an impressive open layout where natural light, designer finishes, and meticulous craftsmanship set the tone. The spacious living room serves as the heart of the home, showcasing a sleek electric fireplace, custom built-in bookshelves with LED accent lighting, and expansive pocketed glass sliding doors that create a seamless connection to the outdoor living space. The chef’s kitchen is a true centerpiece, beautifully appointed with Taj Mahal countertops, custom cabinetry with LED underlighting, a premium Thermador appliance package, and a hidden walk-in pantry that blends functionality with luxury. Flowing effortlessly from the kitchen, the dining area offers the perfect setting for hosting, complete with a custom dry bar, additional cabinetry, and a dedicated wine fridge. Designed with a highly desirable layout rarely found in Winter Park, the first-floor features both the primary suite and an additional guest suite. The primary retreat offers generous proportions, beautiful natural light, and private sliders opening directly to its own lanai. The spa-inspired bathroom provides a true escape with marble mosaic flooring, dual vanities, and an elegant wet room featuring a spacious walk-in shower and freestanding soaking tub. Completing the suite is an expansive walk-in closet with its own stackable washer and dryer for ultimate convenience. Upstairs, a spacious loft creates an additional living area accompanied by a full laundry room and three generously sized bedrooms, providing flexibility for family, guests, or additional workspace. Step outside and experience Florida living at its finest. The covered lanai is designed for year-round enjoyment with a fully equipped summer kitchen overlooking the sparkling pool and spa, along with additional green space perfect for relaxing or entertaining. Located in the heart of Winter Park’s iconic Tree Streets, this residence offers one of the area’s most desirable lifestyles. Enjoy the ability to walk to Phelps Park while being just minutes from the Winter Park YMCA, Park Avenue’s renowned shopping and dining, and everything that makes this community one of Central Florida’s most sought-after destinations. Don’t miss this rare opportunity to own a brand-new construction residence in Winter Park’s highly coveted Tree Streets!
32789 - S5152493 - 730 W SWOOPE AVE, WINTER PARK, FL 32789 9 Days on yellowkey
$839,000 Increased | Single Family Home | 5 beds | 3.0 baths
Virtually Staged. Stylish Mid-Century Modern gem in the heart of Winter Park, minutes from Park Ave! Fully renovated corner lot home featuring 5 beds/3 baths, 2,132 SF of CBS block construction. Prime location just 3 blocks from iconic Park Avenue, minutes from Winter Park Village, Rollins College, Publix, Trader Joe's, Whole Foods & AdventHealth. Zoned for top-rated Lakemont Elementary, Maitland Middle & Winter Park High. Currently operating as a fully occupied income-producing PadSplit co-living property generating up to $5,664/month gross at full occupancy — ideal for investors seeking turnkey cash flow. New 4-ton A/C (2025), permitted renovation, modern kitchen with convection oven, dishwasher, range & refrigerator, updated bathrooms, luxury finishes throughout. On-site laundry, high-speed WiFi, driveway & street parking. Corner lot with abundant natural light, north exposure, open floor plan. No HOA. No CDD. No flood insurance required. Walking distance to WP9 Golf Course, SunRail station & Central Park. Interested in living in the home yourself? Contact listing agent to discuss options.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)Listing Agent: Carolina Mejia (407-572-1340)
32789 - O6422691 - 1500 GAY RD #18D, WINTER PARK, FL 32789 9 Days on yellowkey
$275,000 | Condo | 2 beds | 2.0 baths
Welcome home to carefree lakefront living in the heart of Winter Park, where everyday life is complemented by breathtaking sunsets over beautiful Lake Killarney and one of Central Florida's most walkable locations. Nestled within the Chateaux Du Lac lakefront community, this beautifully updated second-floor condominium offers 2 bedrooms, 2 bathrooms, and an inviting open floor plan designed for comfortable everyday living. Stepping inside, plantation shutters throughout the home create a timeless look while allowing natural light to fill the space. The spacious living and dining areas flow seamlessly together, making entertaining both easy and enjoyable. The updated kitchen is sure to impress with quartz countertops, a center island, modern subway tile backsplash, stainless steel appliances, and recessed lighting that completes the contemporary design. The owner's suite provides a relaxing retreat complete with an updated ensuite bathroom featuring stunning floor-to-ceiling herringbone-style subway tile, an overhead rain showerhead, and modern finishes. The guest bedroom is generously sized and offers a large walk-in closet, while the second bathroom has been beautifully updated to match with the same designer tilework and rain showerhead. Sliding glass doors lead out to your private balcony, creating the perfect place to enjoy your morning coffee or unwind in the evening after a day on the lake. A brand-new water heater installed in 2026 provides added peace of mind. Residents of Chateaux Du Lac enjoy an exceptional lakefront lifestyle with access to a heated swimming pool, clubhouse, community deck overlooking Lake Killarney, private boat ramp, BBQ grilling area, saunas, kayak and paddleboard storage, and updated on-site laundry facilities. Whether you enjoy boating, skiing, paddleboarding, fishing, or simply taking in spectacular sunset views, this amenity-rich community offers everything you need to embrace the Florida lifestyle. Perfectly positioned just moments from Park Avenue, you'll enjoy easy access to locally owned restaurants, boutique shopping, cafés, Trader Joe's, the Winter Park Village, movie theater, farmers markets, and the nationally recognized Winter Park Sidewalk Art Festival. With convenient access to I-4, commuting throughout the Orlando area is effortless while still enjoying the charm and elegance that make Winter Park one of the area's most desirable communities. Schedule your showing today!
Listing is courtesy of: MAVREALTY (727-314-3942)Listing Agent: Robert Kirkwood, Iv (321-297-6489)
32792 - WINTER PARK, FL 32792 9 Days on yellowkey
$2,325 | Townhouse | 3 beds | 2.5 baths | 1 gar
MOVE-IN SPECIAL-$230 OFF THE 1ST MONTH'S RENT!!!! Welcome home to this beautiful 3-bedroom, 2.5-bath end-unit townhome with a one-car garage, located in the highly desirable gated community of Vistas at Lake Howell in Winter Park. This rare rental opportunity offers a spacious and inviting floor plan with a large living room featuring laminate flooring and a built-in entertainment center. The fully equipped kitchen includes stainless steel appliances, solid-surface countertops, and solid wood cabinetry. All bedrooms are located upstairs for added privacy. The spacious primary suite features a large walk-in closet. The versatile third bedroom can serve as a traditional bedroom, home office, guest room, or flex space to suit your lifestyle. The upstairs laundry closet adds everyday convenience by keeping everything on one level. All Keller Williams residents are enrolled in the Resident Benefits Package (RBP). The RBP includes HVAC air filter delivery, renters' insurance, credit building to help boost your credit score with timely rent payments, $1M Identity Protection, utility concierge service to make utility connections a breeze during your move-in, our best-in-class resident rewards program, and much more. More details are available upon application. Renters' insurance is required, and proof of coverage must be provided. Conveniently located near shopping, dining, Full Sail University, Rollins College, and UCF, with easy access to SR 408, SR 417, SR 426 (Aloma Avenue), and SR 436 (Semoran Boulevard), making commuting throughout Central Florida quick and convenient. This exceptional townhome won't last long!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)Listing Agent: Kelly Popchock (863-207-7552)
32792 - S5153086 - 3621 HAWTHORNE LN, WINTER PARK, FL 32792 9 Days on yellowkey
$415,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Discover the perfect place to call home! This beautiful 4-bedroom, 2-bath residence offers a spacious layout, a 2-car garage, and the freedom of no HOA. Conveniently located near top-rated schools, shopping, dinning and major highways, it provides the ideal balance of comfort, convenience, and value. Whether you're a first time homebuyer or looking to upgrade, this home is an excellent opportunity you won't want to miss.
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)Listing Agent: Jimmy Claudio (407-552-8519)
32792 - O6422583 - 5781 SHALE CT, WINTER PARK, FL 32792 9 Days on yellowkey
$320,000 | Half Duplex | 2 beds | 2.0 baths | 1 gar
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 5781 Shale Court in Winter Park, a 2-bedroom, 2-bath home designed for comfortable everyday living. This one-story residence offers a practical layout with space for relaxing, dining, and hosting guests. The two-bedroom configuration provides flexibility for residents, visitors, a home office, or a hobby room, while two full bathrooms add convenience for daily routines. Outdoor living includes a covered and screened patio, creating a comfortable space to enjoy fresh air, outdoor dining, or quiet downtime while staying shaded and protected from the elements. Located in Winter Park, the home is close to shopping, dining, parks, schools, and everyday conveniences. The area offers access to nearby destinations such as Winter Park Village, Park Avenue, local recreation, and major roadways connecting to Maitland, Orlando, and surrounding Central Florida communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)Listing Agent: Thomas Nickley, Jr (407-629-4420)