Courtesy: FLORIDA REALTY INVESTMENTS
407-207-2220
Location, location, location! Bring your boat, enjoy lake views and the best of Winter Park from this beautifully updated, move in ready 1 bedroom, 1 bathroom condo in the desirable Lake Killarney community. This top floor beauty features two private entrances and an enclosed patio overlooking Lake Killarney, perfect for morning coffee or relaxing at the end of the day. Inside, you’ll find new flooring, a brand new kitchen, and a beautifully updated bathroom. Lake Killarney Condominiums offers fantastic lakeside amenities including a waterfront pool, private community boat dock and ramp, fitness room, clubhouse, laundry facilities, shuffleboard, picnic areas, and grills. Bring your boat, water ski, jet ski, paddle board, wake board or go fishing on this beautiful lake. The monthly HOA also includes water, sewer, trash, pest control, and exterior and grounds maintenance for easy, low maintenance living. One of the best parts is the incredible walkability! Stroll to Trader Joe’s, Hillstone, and the newly revitalized Winter Park Village with shopping, dining, cafes, and a luxury movie theaters. Park Avenue, the Winter Park Farmers’ Market, and the SunRail station are just minutes away, with convenient access to I 4, downtown Orlando, and Maitland. Whether you are looking for a primary residence, Winter Park getaway, or investment property, this is a rare opportunity to enjoy lake views, fantastic amenities, and an unbeatable location in the heart of Winter Park.
Courtesy: RE/MAX EXCLUSIVE COLLECTION
407-447-2829
New Construction! New photos coming soon! First photo is a rendering of the new home and the following photos are interiors of a similar model by the builder. Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the eclectic energy of Park Avenue, this modern masterpiece seamlessly blends sophistication, style, and convenience — all within a short distance of premier restaurants, cafés, boutique shops, and entertainment venues. Designed for both daily comfort and elevated entertaining, the open-concept floor plan boasts thoughtful design and high-end finishes throughout. Luxury details abound, including engineered wood floors, smooth finish Level 4 drywall, and designer-selected light fixtures, Delta plumbing finishes and a bright open great room accentuated by LED mood lighting in the coffered ceiling. Designed for culinary excellence, the gourmet kitchen features sleek custom cabinetry and top-tier Bosch appliances, including a 36” gas cooktop, wall oven, built-in microwave, French door refrigerator, and a dedicated wine fridge, all enhanced by contemporary accents. The residence hosts four spacious bedroom suites, highlighting a main-level primary retreat alongside a flexible second suite on the ground floor that works well as a guest space or home office. On the upper level, two additional suites frame a versatile bonus room suited for a fifth bedroom, second living room, fitness space, or private office. Step outside to your private outdoor oasis, featuring a covered lanai with a fully-equipped summer kitchen (complete with grill, sink, and refrigerator drawers), and a sparkling pool — perfect for year-round Florida entertaining. Don’t miss your opportunity to own this exquisitely crafted home in one of Orlando’s most sought-after neighborhoods. Schedule your private showing today and experience the pinnacle of luxury living in Winter Park!
Courtesy: COLDWELL BANKER REALTY
407-352-1040
Virtually Staged. LOCATION, CONVENIENCE, AND EASY LIVING IN WINTER PARK! This move-in-ready first-floor, 1-bedroom, 1-bath condo features an open living and dining area, wood flooring throughout the main living areas, tile flooring in the primary bedroom, a private screened-in balcony, a fully equipped kitchen, and a stackable washer and dryer. Conveniently located near UCF, Rollins College, Valencia College, Park Avenue, and Downtown Orlando, with easy access to shopping, dining, and major highways. Community amenities include two pools, a tennis court, fitness center, and clubhouse. HOA includes water, trash, internet, pest control, exterior maintenance, and grounds care. A great opportunity to enjoy a low-maintenance lifestyle in a highly convenient Winter Park location.
Courtesy: COMPASS FLORIDA LLC
407-203-9441
Welcome to 2333 Westminster Court, a stunningly reimagined residence that perfectly captures the effortless elegance of Winter Park living. A thoughtful and meticulous renovation in 2020 offers piece of mind showcasing a new roof, HVAC, plumbing, and a complete septic system and drain field. Step inside to find a bright, cohesive interior featuring modern flooring and a chef-inspired kitchen outfitted with sleek appliances and contemporary finishes. The open layout flows seamlessly to the outdoors, where your own private oasis awaits. The backyard was elevated in 2025 with a brand-new travertine paver deck surrounding a tropical-style pool, creating a resort-like atmosphere perfect for weekend lounging or evening gatherings under the stars. Situated in one of the most sought-after pockets of the area, you are just moments away from the scenic beauty of Lake Killarney and the vibrant energy of Park Avenue. Whether you’re looking for high-end shopping, acclaimed dining in Winter Park and Maitland, or a quick coffee at a local bistro, everything that makes this community so special is right at your fingertips. This is more than just a house; it’s a turn-key lifestyle in the heart of it all. Schedule your private viewing today.
Courtesy: COLDWELL BANKER REALTY
407-333-8088
Welcome to this Desirable Winter Park Villas Condo 2 Bedroom, 2 Bath, 1037 square feet, featuring Brand New Air Conditioning System and Brand New Carpet freshly installed! Excellent Location walking or bike riding distance to Full Sail University and easy access to UCF! Ideally located on first floor in rear of community with ample open parking. Your spacious Kitchen features ample counter space and abundant cabinetry, kitchen sink window with view of front door entry and parking area. Kitchen has a closet pantry and there is an opening to Dining Room with Bar Seating area. Dining Room has views to backyard and a Wet Bar with unique Sink Closet feature. Family Room has a fireplace and views of outside greenery. In hallway off entry is your Washer/Dryer closet. The Primary Bedroom is large with walk in closet and full bathroom with tub shower combo. The Secondary Bedroom features back yard views and built in closet and easy access to hallway full second bath. Outside you'll love the covered patio and lawn area for lounging outside. Off the patio is a storage closet for the Water Heater. Winter Park Villas amenities include community pool, fitness center and tennis courts. Seller is offering a One Year Assurant Home Warranty covering all the appliances included. Located in Winter Park School District and easy access to Orlando International Airport! Call for to see it today, priced under $200,000 location can't be beat! Property may be under audio/visual surveillance.
Courtesy: PROSERVE REALTY GROUP LLC
407-556-4987
Welcome home to 2112 Eastbrook Blvd, a fully remodeled gem tucked into the sought-after Eastbrook neighborhood of Winter Park! This 3-bedroom, 2-bathroom home has been fully remodeled and made to entertain. From the kitchen to the patio, it's perfect for your family gatherings. It also sits on a spacious .23 acre lot, one of the biggest perks of this property and a huge opportunity for buyers who want room to garden, entertain, play, or simply spread out in their own backyard oasis. Step inside and you'll find durable, low-maintenance porcelain tile flooring throughout the main living areas, with waterproof laminate flooring in all the bedrooms. It's a stylish, practical combination that's as easy to love as it is to live with. The kitchen is truly the heart of this home. Crisp white cabinetry offers plenty of storage, black stainless steel appliances add a modern touch, and the oversized island (finished with its own contrasting gray cabinetry) creates the perfect gathering spot for cooking, casual dining, or entertaining guests. It flows right out to the patio for effortless indoor to outdoor entertaining. The primary suite features a beautifully updated en-suite bathroom with a sleek walk-in shower, offering a clean, spa-like feel. This home isn't just cosmetically updated. The big-ticket items are done too: the electric panel was replaced in January 2025 and the home has new AC units, giving buyers real peace of mind on top of the style. You'll also find a 2-car garage and an oversized driveway with plenty of extra parking, all wrapped around a completely remodeled interior from top to bottom. This home is truly move-in ready. With no HOA, a prime Winter Park location, and a lot size that's hard to find at this price point, 2112 Eastbrook Blvd is a rare opportunity for buyers looking for space, style, and flexibility. Homes like this, fully renovated with an oversized lot and no HOA, don't come around often in this area. Schedule your showing today!
Courtesy: KELLY PRICE & COMPANY LLC
407-645-4321
Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted "Tree Streets" neighborhood. Offered at $899,000, this single-story block home sits on a generous 50x150' lot and offers 2,022 square feet of living space with 3 bedrooms and 2.5 baths. Whether you envision a thoughtful remodel or a ground-up new build, this property presents outstanding potential in one of Winter Park's most desirable pockets, where similar transformations are already reshaping the streetscape. Inside, tile flooring flows through the main living areas, complementing a versatile layout that includes a formal living room, a combined kitchen and dining area, and a separate den with pocket doors perfect for a home office or media room. The oversized bedrooms offer generous space throughout, including a primary suite with a private en suite bath. Two additional guest bedrooms share a convenient Jack-and-Jill bathroom, ideal for family or guests. At the rear of the home, an enclosed sunroom provides a peaceful retreat overlooking the well-manicured backyard, a tranquil spot to relax and unwind. With its prime location, solid bones, and abundant possibilities, 1621 Chestnut Avenue is ready for its next owner to make it their own.
Courtesy: FANNIE HILLMAN & ASSOCIATES
407-644-1234
Private, no-through-traffic street in one of Winter Park's most desirable locations. Just a short walk from downtown Winter Park and Park Avenue, this light-filled townhome offers the perfect combination of privacy, space, and convenience. Step inside to soaring ceilings, abundant natural light, and a spacious floor plan designed for comfortable everyday living and entertaining. The first floor features a generous living area, separate dining space, and an updated eat -in kitchen with plenty of cabinetry and workspace. Two private patios—one on each side of the townhome—extend the living space outdoors and provide wonderful spots for morning coffee, dining, entertaining, or simply relaxing. Upstairs, you'll find three generously sized bedrooms with excellent closet space. Thoughtfully designed closet organizers provide exceptional storage, while the spacious primary suite offers a comfortable and private retreat. High ceilings, large windows, abundant storage, and an inviting indoor-outdoor layout give this home a bright and open feel throughout. Meticulously cared for and updated this is an exceptional opportunity to enjoy low-maintenance townhome living without sacrificing space or privacy. Best of all is the location—enjoy the ability to walk to Park Avenue and experience the restaurants, shopping, cafés, parks, events, and charm that make downtown Winter Park one of Central Florida's most sought-after destinations. A rare combination of location, lifestyle, and livability!
Courtesy: BEYCOME OF FLORIDA LLC
804-656-5007
Beautifully renovated first-floor 1-bedroom, 1-bath condominium in the highly desirable Parkview Village community, conveniently located directly across from Full Sail University on Semoran Blvd. This move-in-ready home features a spacious open-concept layout, an oversized bedroom with a walk-in closet, a dedicated laundry closet with a washer and dryer, and a private screened-in patio overlooking a beautiful mature tree for added privacy and relaxation. The home has been extensively updated with a newer A/C system, a fully renovated kitchen and bathroom, and a complete suite of stainless steel appliances-including the refrigerator, range, microwave, dishwasher, washer, and dryer-all replaced in 2022. Modern features include a preinstalled Nest Wi-fi thermostat, Eufy doorbell/lock, and wall-mounted TV brackets in both the living room and bedroom. Residents enjoy resort-style amenities including a community pool, hot tub, picnic and BBQ area, and a newly built fenced dog park. The location has easy access to Lake Baldwin, Downtown Winter Park, the University of Central Florida, Downtown Orlando, and Orlando International Airport. Major roadways including SR 436, SR 408, and East Colonial Drive are just minutes away, making commuting throughout Central Florida quick and convenient. Whether you're looking for a comfortable primary residence or an investment property, this exceptional condominium is the perfect combination of location, modern updates, and everyday convenience.
Courtesy: FLAT FEE MLS REALTY
813-642-6030
Updated Winter Park home with 2,047 sq ft of heated/cooled living space, a huge backyard, and NO HOA. This is an owner-updated home—not a flip—with quality improvements completed over the past several years and professionally completed permitted work. Major improvements include a 2021 roof, 2021 whole-house repipe, 2021 exterior stucco and paint, 2020 HVAC, 2023 kitchen remodel, 2023 permitted 400 sq ft heated/cooled sunroom addition, 2024 permitted 20’ x 10’ storage building, and 2025 hurricane-impact windows. The expanded kitchen features granite countertops and backsplash, newer appliances, and a massive storage expansion. The bright 400 sq ft sunroom features wall-to-wall windows, a four-panel sliding glass door, and permanent AC and heat. A separate 200 sq ft tiled screened room provides additional outdoor living space. The property also offers a large backyard with plenty of room to enjoy, entertain, or expand. Located in a desirable Winter Park area with great schools and convenient access to shopping, dining, parks, and major roads. Extensive owner-quality improvements, major systems already updated, permitted additions, and no HOA. Buyer to independently verify all measurements, square footage, permits, schools, and other property information.
Courtesy: CHARLES RUTENBERG REALTY ORLANDO
407-622-2122
The one you’ve been waiting for! This beautifully redesigned home offers 4 bedrooms, 2 bathrooms, and nearly 1,700 square feet of thoughtfully curated living space. Manchester offers both style and peace of mind with major upgrades including a 2026 A/C, 2024 roof, 2026 windows, Brand new privacy fence, 2026 garage door, and 2026 electrical panel. At the heart of the home is a stunning designer kitchen featuring custom wood cabinetry, Taj Mahal countertops, a dedicated coffee bar, and an open layout designed for both entertaining and everyday living. Every space has been intentionally designed to be as functional as it is beautiful, with a split floor plan, custom bathrooms, and ample storage throughout. The private primary suite is thoughtfully positioned on its own side of the home and features a walk-in closet and en-suite bathroom. Situated on an oversized lot, the spacious backyard offers plenty of room for entertaining, playing, and making memories. With beautiful finishes, extensive upgrades, and zoning for A-rated schools, Manchester is one you won’t want to miss. Come see it before it’s gone!
Courtesy: MAINFRAME REAL ESTATE
407-513-4257
Almost brand new and move in ready CORNER townhome in Winter Park! This beautiful 3 bedroom 2.5 bathroom home with just under 1,800 sq. ft. offers a large 2 car garage, light and bright living spaces, clean and modern designer features, and comes equipped with a full kitchen appliance package and washer/dryer. The first floor offers expansive living spaces with enough room for a dining area and family room. All of which flow seamlessly into the open kitchen. With white cabinets and Quartz counter tops, the kitchen is a show stopper! The entire first level is adorned with tile and offers a half bathroom and access to the covered back porch. Just up the stairs, you will find all of your bedrooms and full bathrooms. The primary bedroom and en suite bathroom are ample in size and also offer a large walk in closet. Both secondary bedrooms are down the hall and share a large full bathroom. The small gated community of townhomes offers a community pool and serene pond. HOA includes cable! Make sure to put this on your must see list!
Courtesy: ONE LUXURY INTERNATIONAL LLC
407-312-8003
Designed to evoke the timeless architecture of Olde Winter Park, this exceptional modern Tudor home features character, craftsmanship, and presence rarely found in today's market. Perfectly positioned on an expansive 0.37-acre homesite in the highly coveted Park Grove neighborhood, the residence offers the rare privilege of walking to Park Avenue while still having immense privacy. A soaring 20-foot foyer creates an unforgettable first impression and immediately establishes the home's sense of grandeur. Beyond the entry, the expansive great room is defined by dramatic exposed wood beams, a sleek electric fireplace, and a custom-built entertainment wall accented with subtle LED underlighting. At the heart of the home, the chef's kitchen is equal parts statement and workspace. Custom cabinetry is paired with a full Thermador appliance suite, including a paneled built-in refrigerator, while striking Taj Mahal quartzite countertops complete the space. Just beyond, an oversized butler's pantry dramatically expands the kitchen's functionality. Outfitted with extensive cabinetry, generous prep space, a secondary refrigerator, sink, and dishwasher, it is designed to support everything from intimate dinners to large-scale entertaining. The adjacent dining room is equally refined, featuring a custom dry bar complete with a built-in wine refrigerator. One of the home's most exceptional attributes is its floor plan. Offering two luxurious primary suites, a rarity in Winter Park, the residence provides remarkable flexibility for multigenerational living or extended guests. Both suites feature custom Idelli closet systems and spa-inspired baths appointed with marble mosaic tile, expansive walk-in showers, freestanding soaking tubs, and dual vanities. Every additional bedroom is designed as a private ensuite with its own walk-in closet. Two guest suites are conveniently located on the main level, while upstairs you'll find a spacious game room, a dedicated study nook for kids, and a second laundry room to complement the main-level laundry. The outdoor living experience is equally impressive. An expansive backyard, rarely found in Winter Park, creates a private setting for everyday living and entertaining alike. A covered lanai with a fully equipped summer kitchen overlooks the resort-style pool and spa, while upgraded landscaping and generous green space complete the grounds. An oversized motor court and a three-car garage with soaring 12-foot ceilings provide an uncommon level of parking and storage for the car enthusiast. Positioned just moments from Park Avenue, Winter Park Village, and Hannibal Square, this is far more than another luxury home. It is a thoughtfully crafted masterpiece that captures the timeless character of Olde Winter Park while delivering the scale, amenities, and craftsmanship expected of a modern home. Opportunities to own a property of this caliber, in a location this desirable, are exceptionally rare. Don't miss out!
Courtesy: RE/MAX 200 REALTY
407-629-6330
MULTIPLE OFFERS. Submit highest and best by 11:00 am 8/20/2026. Winter Park Pines….this 3 bedroom 2 bath pool home is ready for a new owner. The home features a split bedroom plan, formal living and dining room. The family room offers views of the backyard and pool area. Updates…roof 2020 and water heater 2024 and it was re-piped at some point. Great location ..on a “low traffic” street. Community features…Winter Pines Golf course ..at the end of Ranger Blvd. Playground nearby and miles of walking/biking trails on Cady Way trail. Just a few minutes to Park Ave. Publix, Sprouts, Aldi and restaurants nearby. Advent Health Winter Park is a few minutes away. This home needs TLC and is being sold AS-IS. Central AC does not work.
Courtesy: EXP REALTY LLC
888-883-8509
Gated Community Dual Primary Suites Main-Level Living Located in Winter Park’s gated Hawks Crest community, this two-story home pairs a spacious open floor plan with a private backyard setting and a layout that offers exceptional versatility. The main level includes the primary suite, dedicated study, laundry room, kitchen, and principal living areas, making day-to-day living possible without the need for stairs. The gourmet kitchen features quartz countertops and 42-inch cabinetry, while 8-foot interior doors add height and proportion throughout. Large sliding glass doors open to an oversized screened and covered patio with eastern exposure, morning sun, and no rear neighbors. Built in 2020, the home also offers the advantages of newer construction, complemented by a tile roof. Upstairs, the 4-bedroom, 3.5-bath floor plan includes three bedrooms, one serving as a second primary suite, along with a large bonus room and separate loft. Hawks Crest is set along Lake Howell and offers a clubhouse, fitness center, community pool, splash pad, parks, walking trails, grilling and picnic areas, and a pier with lake access. Park Avenue, shopping, dining, recreation, and major roadways are all within convenient reach.
Courtesy: MOBED REALTY, P.A.
352-223-4884
Virtually Staged. Modern design , open concept layout , sleek quartz counter top , all new appliances, new luxury vinyl plank flooring, new lanai upgrade. This beautiful 4 bedroom and 2 full bath is situated on a 8,250 square feet lot, which was newly fenced in 2024 which gives a sense of privacy and spaciousness. As you exit the interior through the French door into the lanai . There is two detached shed for your storage convenience. This beautiful done home was renovated in ,2024 with lot of upgrades and it is situated in desirable winter Park , which is close proximity to shopping, downtown ,highways , airport , universities( U.C.F) etc. No H.O.A fees ,the open concept layout gives this home a sense of comfort , convenience , spaciousness and a pleasant and relaxing ambiance. The home is move in ready and the front yard is ready for your customized landscape.Be the lucky one to own this home.Roof was redone in February/2020.
Courtesy: OPENDOOR BROKERAGE LLC
480-462-5392
Virtually Staged. Set on nearly an acre in Winter Park, this stately two-story home offers five bedrooms and three and a half bathrooms across more than 3,200 square feet of elegant living space. A dramatic two-story foyer with a sweeping staircase welcomes you into light-filled formal and casual living areas, including a spacious great room anchored by a fireplace. The gourmet island kitchen features rich cabinetry, stainless steel appliances, and generous counter space, flowing effortlessly to the surrounding living and dining spaces finished with wood-look flooring. The expansive primary suite provides a spa-like bath with a soaking tub and a separate glass-enclosed shower, while four additional bedrooms offer ample room for rest or a home office. Outside, a screened, in-ground pool and spa are framed by a paver deck and a large fully fenced yard, complemented by a covered patio and an oversized three-car garage. A rare offering of space and comfort on a generous, secluded lot. Included 100-Day Home Warranty with buyer activation
Courtesy: KELLER WILLIAMS REALTY AT THE PARKS
407-629-4420
Very well maintained townhouse great location in Waterbridge on cul-de-sac near tennis courts. This 2 bedroom/den or 3 bedroom , 3 bathroom with primary upstairs and additional bedroom on main floor is renovated with hardwood floors downstairs, updated recessed lighting throughout, updated plumbing, volume ceilings, great ambient light and windows, barrel tile roof. Kitchen with updated appliances, cabinetry with undermount lighting and granite with courtyard for fountain feature or small table for morning coffee. Open dining living room combination with a fireplace. Primary bathroom has dual sinks, granite counters, bidet and custom tile. Primary Bedroom has gas fireplace. Outdoor living is perfect for entertaining with screened covered atrium with brick paver patio to enjoy Florida breezes. This townhouse has everything. Near restaurants, hospital, schools and downtown Winter Park Towncenter at Baldwin Park. Walk to Blue Jacket Park. Move in ready.
Courtesy: KELLER WILLIAMS ADVANTAGE REALTY
407-977-7600
Experience effortless Winter Park living in Whispering Waters, a premier 55+ lakefront community beautifully situated along the shores of Lake Osceola & just a short stroll from Park Avenue. Priced below appraised value, this rare third-floor mid-century modern condo offers exceptional value and a truly turnkey lifestyle. Filled with natural light, the thoughtfully designed floor plan features spacious living and dining areas overlooking tranquil waterfall ponds and lush, beautifully maintained grounds. A versatile bonus space provides the perfect setting for a home office, den, or creative retreat. The expansive owners suite is designed for relaxation, featuring a private sitting area, dual closets, direct access to the pool, and a spa-inspired bath complete with a jetted tub. The generously sized secondary bedroom offers a cozy reading nook and dual closets, providing comfort and flexibility for guests. Enjoy effortless, worry-free living with secure underground parking, a deeded parking space, and convenient elevator access. Even better, monthly association dues include electricity, air conditioning, heat, water, sewer, and trash—making everyday living remarkably simple. Step outside your door and enjoy everything that makes Winter Park so special, from the acclaimed shops and restaurants of Park Avenue to Rollins College and Winter Parks historic golf course. With its prime lakefront setting, exceptional location, and low-maintenance lifestyle, this is a rare opportunity to own a piece of one of Central Florida’s most desirable communities. Discover the best of Winter Park living at Whispering Waters—schedule your private showing today.
Courtesy: BHHS FLORIDA REALTY
407-406-5300
Discover the ease of Winter Park living in the highly desirable gated community of Park West, ideally located just steps from Park Avenue. From this exceptional location, charming boutiques, sidewalk cafés, award-winning restaurants, and the popular weekly farmers market are all within easy reach—giving you the freedom to leave the car behind and enjoy everything Park Avenue has to offer. This beautifully remodeled second-floor corner residence offers the privacy, comfort, and convenience you've been looking for. The thoughtfully updated kitchen features wood cabinetry and granite countertops, while both bathrooms have been tastefully remodeled. Spacious bedrooms, generous storage, and a comfortable flow throughout the home provide plenty of room for everyday living or welcoming guests. Enjoy the simplicity of a well-maintained community with beautifully landscaped grounds, a sparkling swimming pool, and tennis courts. As a corner unit, this residence also offers enhanced privacy and convenient access into and out of the building—perfect for those seeking a low-maintenance lifestyle or an easy lock-and-leave retreat. With Rollins College and Full Sail University nearby and Park Avenue just moments away, this condo puts the best of Winter Park right at your doorstep. Whether you're looking for a full-time residence, a seasonal escape, or simply a home that allows you to spend less time on maintenance and more time enjoying life, Park West offers an exceptional combination of location, comfort, and convenience.
Courtesy: ENGEL & VOLKERS NEW SMYRNA
386-213-6899
Virtually Staged. Prime Winter Park Opportunity – Original Terrazzo Floors, Solid Block Construction & Endless Potential Discover an exceptional opportunity to own a classic Winter Park home priced at just $299,000. Situated on a generous 0.20-acre lot, this 3-bedroom, 1-bath concrete block home offers 1,208 square feet of living space and the perfect foundation to create your dream home or next investment. Built in 1960, this home showcases beautiful original terrazzo floors, a timeless feature that has become increasingly desirable and can be restored to complement today's popular mid-century modern and contemporary designs. The functional floor plan, abundant natural light, and solid construction provide the ideal canvas for renovation while preserving the home's authentic character. Major improvements have already been completed, including a roof replacement in 2021 and an HVAC system installed in 2018, allowing the next owner to focus on bringing their personal vision to life. To help buyers visualize the possibilities, one of the listing photos features an AI-generated renovation concept illustrating the home's exciting transformation potential. Location is everything, and this home delivers. Nestled in one of Central Florida's most sought-after communities, you'll enjoy convenient access to Downtown Winter Park, Park Avenue, Baldwin Park, Winter Park Village, Rollins College, AdventHealth, top-rated dining, shopping, parks, and major roadways. Whether you're looking to restore a classic mid-century home, renovate for resale, or customize a home that's uniquely your own, opportunities like this under $300k in Winter Park are becoming increasingly rare. Bring your vision and unlock the incredible potential of this Winter Park gem.
Courtesy: CHAMBERLAIN REALTY LLC
407-542-3033
Modern Ranch Gem on a Corner Lot 4 Bed 2 Bath 2,126 Sq Ft Screened Pool No HOA Winter Park, FL Welcome to this beautiful 4-bedroom, 2-bathroom ranch-style home in Winter Park Estates! Situated on a desirable corner lot with no HOA, this spacious 2,126-square-foot home offers flexibility, comfort, and plenty of room to enjoy Florida living. The inviting floor plan features a huge bonus room, perfect for a media room, home office, playroom, gym, or additional living space. The updated kitchen offers a fresh, modern feel while maintaining a practical layout. Step outside to your screened-in pool and spacious outdoor area, ideal for relaxing, entertaining, and enjoying the Florida sunshine year-round. With four bedrooms, two full bathrooms, a generous bonus room, a corner lot, and no HOA restrictions, this home offers an exceptional combination of space and convenience in Winter Park. You will be close to charming downtown shops, restaurants, parks, and easy access to Orlando amenities, all while enjoying a quiet residential setting. A must-see for buyers looking for a move-in-ready home with room to live, work, and entertain!
Courtesy: ALL FLORIDA PREMIER REALTY GROUP LLC
407-473-8193
Virtually Staged. This is the one!! Welcome home to this beautifully updated 3-bedroom, 2-bath POOL HOME with NO HOA!! RECENT MAJOR IMPROVEMENTS include a durable 2022 metal roof, a 2023 whole-house repipe, a 2023 A/C system, 2023 hot water heater, a 2022 pool filter, and a 2021 pool pump. Additionally the windows were replaced in approximately 2012 and the electric panel was replaced in 2011/2012. Inside, the RENOVATED KITCHEN is literally at the heart of the home and features stainless-steel appliances, granite counters, solid wood soft-close cabinetry and a farmhouse sink looking out to the pool area. Luxury vinyl plank flooring enhances the main living areas and BRAND NEW carpet adds comfort to the bedrooms. Both bathrooms have been UPDATED and the guest bathroom has been fitted with a walk-in accessible Jacuzzi tub. The freshly painted exterior provides attractive curb appeal. Step outside to your FULLY FENCED private backyard and swimming pool...perfect for relaxing, entertaining, and enjoying the Florida lifestyle. A storage shed is also included. Located in Seminole County with a desirable Winter Park address, the home is convenient to shopping, dining, parks, Full Sail University, UCF, SR 417, and Aloma Avenue. It is zoned for TOP RATED Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High School. With major improvements already completed, this inviting pool home is ready for its next owner. Schedule your showing today!!
Courtesy: EMPIRE NETWORK REALTY
407-440-3798
This charming 2-bedroom, 1.5-bath condo offers a desirable townhome-style layout with spacious living areas and thoughtful storage throughout. The community features deluxe vinyl fencing installed by the HOA, along with a clubhouse and a community pool, providing great amenities for residents to enjoy. Inside, you’ll find the convenience of an in-unit washer and dryer combo, ample storage under the stairs, and a large carport with an attached storage shed. The spacious primary bedroom opens directly to a generous private balcony—perfect for relaxing or unwinding after a long day. Ideally located just 15 minutes or less from UCF, Rollins College, Valencia East, and Full Sail University, and only 20 minutes from Orlando International Airport. Whether you’re a first-time homebuyer, student, investor, or looking to make your move into Winter Park, this home delivers affordability, convenience, and excellent potential.
Courtesy: COMPASS FLORIDA LLC
407-203-9441
Virtually Staged. Welcome to one of the most uniquely positioned homes in the highly sought-after gated community of Hawk’s Crest. This former Meritage model home sits on a premium corner lot just steps from the clubhouse and resort-style amenities, and is one of the few corner homes in the community permitted to have a private fenced backyard. With more than 2,100 square feet of thoughtfully designed, energy-efficient living space, the home showcases an impressive collection of upgrades and finishes selected to highlight the best Hawk’s Crest has to offer. From the moment you enter, high ceilings and an inviting entryway set the tone. As a former model, the home features upgraded interior doors, cabinetry, baseboards, bathroom vanities, and custom details throughout. The expansive kitchen is designed for both everyday living and entertaining, featuring 42-inch cabinetry, granite countertops, double ovens, a walk-in pantry, stainless steel appliances, and a large center island with pendant lighting overlooking the living and dining spaces. The spacious owner’s suite offers a true retreat with an oversized walk-in closet and en-suite bath featuring dual vanities and a walk-in shower. Three additional bedrooms, two full bathrooms, and a generous laundry room with a utility sink and custom built-in drop zone provide plenty of space, storage, and everyday functionality. Outside, the covered lanai opens to a private fenced backyard surrounded by lush landscaping and complete with a fire pit, an ideal setting for entertaining, pets, or simply enjoying the outdoors. Hawk’s Crest residents enjoy an impressive collection of amenities including a resort-style pool, clubhouse, fitness center, splash pad, playgrounds, dog park, virtual guard gate, and access to Lake Howell. Former model home. Rare fenced corner lot. Extensive upgrades. And one of the shortest walks to the clubhouse in the entire community. This is an opportunity that truly stands apart in Hawk’s Crest.
Winter Park is located in Florida. Winter Park, Florida has a population of 29,672. Winter Park is less family-centric than the surrounding county with 27.95% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Winter Park, Florida is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park is 45.3 years.
The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.
