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$475,000
3 Beds ⋅ 1 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32792 Zip Code
This adorable 3 bedroom, 1 bath mid-century modern bungalow is tucked into a highly coveted part of Winter Park. Thoughtfully updated with a newer kitchen and bathroom, plus recent upgrades including new windows, a newer A/C system, and a brand-new deck—this home is move-in ready and full of charm. Set on a spacious lot, the property offers exciting potential: expand the existing home, renovate further, or build your dream house from the ground up. Live comfortably now while you plan your future vision. Whether you’re a first-time homebuyer, investor, or someone ready to create a custom residence, this property is a rare find in a prime location. If you’ve been dreaming of a Winter Park address—this is your chance!

407 S Lakemont Avenue, Winter Park
$689,500
3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
Nestled on an idyllic tree-lined street, this charming 3-bedroom, 2-bathroom POOL HOME offers the Winter Park Lifestyle you've been dreaming of! Step inside to discover a beautifully appointed kitchen featuring granite countertops and NEW STAINLESS STEEL APPLIANCES. The light and bright formal dining room flows seamlessly into the spacious family room, complete with vaulted ceilings and a cozy wood-burning fireplace. Elegant plantation shutters throughout, adding a touch of sophistication and privacy. Escape to your private primary suite through elegant double doors, boasting a relaxing shower and bathtub, plus a convenient walk-in closet. Enjoy your privacy with the split floor plan. Both guest bedrooms share a bathroom and enjoy their own corner of the house. Outside, your own sparkling pool awaits for endless days of sun-soaked enjoyment, or lounging under the covered brick paver patio. This quarter acre lot allows for plenty of additional yard space around the pool. Upgrades Include: New AC and DUCTWORK (2023), NEW FENCE (2023), NEW PAINT (2023), NEW LANDSCAPING, IRRIGATION, and SOD (2023), NEW APPLIANCES (Dishwasher, Microwave, Refrigerator, Oven, Washer & Dryer) (2022), NEW DISPOSAL (2021), NEW POOL FENCE (2025), & NEW ELECTRICAL PANEL (2019). ZONED for High Rated Winter Park Schools: Brookshire, Elementary, Glenridge Middle School, and Winter Park High School. With quick access to the Cady Way Trail, and a short walk for Golfers to enjoy the Winter Pines Golf Club, this home has everything you’re looking for. ZONED for High Rated Winter Park Schools: Brookshire, Elementary, Glenridge Middle School, and Winter Park High School.

1129 Golfside Drive, Winter Park
$300,000
4 Beds ⋅ 4 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code
This 4-bedroom, 3.5-bathroom pool home with a 2-car garage is brimming with potential and ready for a complete transformation. Bring your vision and creativity—this property is a true diamond in the rough awaiting its next chapter. The spacious layout offers great bones, a generous floor plan, and endless possibilities for customization. Whether you're an investor, flipper, or handy homeowner, this is your chance to renovate a blank canvas into the home of your dreams. Roof replacement needed. Priced accordingly for a full renovation. Pool and layout offer a solid foundation for something truly special!

1921 Heathwood Drive, Winter Park
$587,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
- NO HOA - Welcome to this exquisitely designed and fully remodeled block home! As you enter you step into a stunning open layout featuring a FULLY remodeled kitchen with quartz countertops, real oak soft-close cabinetry, and top-tier appliances—including a wine fridge and an induction cooktop with built-in air fryer/oven combo. On the east wing of the home you will have 3 spacious bedrooms and 2 FULLY UPGRADED bathrooms, and the primary ensuite will feature a sleek standalone glass rain shower and a spacious walk in closet with a get-ready station. Out back you will have a 24ft long screened in lanai with a spacious tree lined backyard perfect for family and friends activities. This growing community will also feature an 18-hole amateur golf course, a 2.6mi nature trail and fields for soccer, baseball, football and tennis just a short walk from the home. More importantly, for your peace of mind, all major structural and mechanical systems were replaced in 2025, we paired up these upgrades with a HOME WARRANTY that will be provided to you at closing.

236 N Ranger Boulevard, Winter Park
$450,000
3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 5 SubDv. ⋅ 32792 Zip Code
Discover your dream home in Winter Park! This stunning 3-bedroom, 2-bathroom gem sits on a spacious 1/3-acre lot, offering the perfect blend of comfort, style, and outdoor living. Step inside to an inviting open-concept layout, where natural light floods the living, dining, and kitchen areas, creating an ideal space for entertaining or cozy nights. The modern kitchen boasts sleek appliances and ample counter space, flowing seamlessly into the living area. Retreat to the generous primary suite with its own updated bathroom, while two additional bedrooms provide flexibility for guests, a home office, or growing families. Both bathrooms feature contemporary finishes for a touch of luxury. Outside, paradise awaits! Dive into your private pool, perfect for Florida’s sunny days, or relax on the expansive screened lanai, ideal for al fresco dining or morning coffee or a dip into the jetted hot tub. The fully fenced yard offers privacy and plenty of space for pets, play, or gardening. With a new roof, new HVAC system, and plumbing re-pipe in 2016 this home is as worry-free as it is beautiful. Nestled in vibrant Winter Park, you’re minutes from top-rated schools, charming boutiques, gourmet dining, and scenic parks.

5326 Lanyard Court, Winter Park
$586,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the highly desirable Brookshire Heights neighborhood! Nestled on the charming, tree-lined Banchory Road with sidewalks on both sides, this home is just a short stroll from Brookshire Elementary, the Cady Way Pool, Pickleball Courts, and Trail. In 2018, this home underwent extensive renovations, including a new roof, HVAC system, water heater, and fully updated kitchen and bathrooms. As you arrive, the inviting front porch greets you—a perfect spot to enjoy your morning coffee or unwind with a glass of wine in the evening while watching the kids play. Inside, you'll find an open-concept floor plan designed for effortless entertaining. The kitchen is a chef's dream, featuring soft-close cabinetry, quartz countertops, a spacious breakfast bar, and stainless steel appliances. It seamlessly flows into the living and dining areas, ensuring a bright and welcoming atmosphere. Adjacent to these spaces, a spacious Florida room offers endless possibilities as a playroom, sunroom, or relaxation area. The primary bedroom is a true retreat with two closets, including a walk-in, and extra space ideal for an office or nursery. The en-suite bathroom boasts a large shower, soft-close cabinetry, and quartz countertops. The secondary bathroom is equally well-appointed with a tub/shower combination and matching finishes. Step outside to a generously sized, fully fenced backyard with ample space for kids and pets to play. The home also features an attached 2-car garage and an additional laundry room for added convenience. Other updates include newer windows, re-plumbing, and updated electrical systems. This home offers the perfect blend of modern updates and a prime location, close to top-rated schools, fantastic restaurants, shopping, Ward Park, and the vibrant Park Avenue. Don’t miss this incredible opportunity to make this house your home!

2441 Banchory Road, Winter Park
$265,000
2 Beds ⋅ 2 Baths ⋅ Coronation Add SubDv. ⋅ 32792 Zip Code
Welcome to 3310 Royal Street – a beautifully maintained mid-century gem nestled in one of Winter Park’s most desirable neighborhoods. This 2-bedroom, 1 and a half bath home offers the perfect blend of timeless charm and modern updates, ideal for families, professionals, or anyone looking to enjoy the Winter Park lifestyle. Step inside to discover an open-concept layout filled with natural light, gleaming hardwood floors, and a spacious living area perfect for entertaining. Retreat to the primary suite with an en-suite bath and generous closet space. The additional bedroom is perfect for guests or a home office. Outside, enjoy Florida living at its finest in your large fenced backyard with lush landscaping, mature trees, and a private patio – ideal for weekend barbecues or quiet mornings with coffee. New Roof and AC, a dedicated laundry room. The home is located just minutes from Park Avenue, Full Sail University, top-rated schools, and beautiful local parks – this home has it all. Don’t miss your opportunity to own a piece of Winter Park charm. Schedule your private showing today!

3310 Royal Street, Winter Park
$790,000
4 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code
Welcome to one of the most sought after neighborhoods of Kenilworth Shores in Winter Park! Nestled among tree-lined streets where the mail is still delivered right to your door, this beautifully appointed 4-bedroom, 3-bathroom home blends timeless elegance with modern comfort. From the moment you step onto the charming brick walkway, you'll fall in love with the lush, mature landscaping and inviting curb appeal. Enter through stately double doors into a home filled with thoughtful details—gleaming hardwood floors, crown molding, chair rail, and classic columns in the living, dining, and family rooms. The functional and spacious kitchen is ready for gatherings large or small, whether it's a festive Thanksgiving dinner or a casual poolside barbecue. A flexible space off the kitchen serves as the perfect spot for a breakfast nook, mudroom, or home office. The primary suite, seamlessly added in 2013, offers a private retreat with its own office/flex space, custom walk-in closet, and French doors opening to the pool area. The luxurious en-suite bath features a pedestal soaking tub, dual vanities, and a large walk-in shower with dual shower heads. Three additional bedrooms are situated on the opposite side of the home, including a secondary primary bedroom with its own en-suite bath—perfect for guests or multigenerational living. Step outside to your private tropical paradise featuring a spacious screened lanai, sparkling pool with sun shelf, fountains, and spa jets—an entertainer’s dream. Located just minutes from the Cady Way Pool, tennis and pickleball courts, playgrounds, Ward Park, Center for Health and Wellbeing, WP AdventHealth Hospital & ER, and top-rated schools (Brookshire, Glenridge and Winter Park High School) and colleges like Rollins, Full Sail, Valencia, and UCF. Plus, you’ll love the convenience of nearby shops, restaurants, and grocery stores. Less than 10 minutes from Downtown Winter Park shopping and fine dining. This is more than a home—it’s a lifestyle. Come experience it for yourself! ROOF - 2013 HVAC - 2013 ELECTRICAL UPDATES - 2013 PLUMBING - 2022 WATER HEATER - 2022

600 Brechin Drive, Winter Park
$115,000
2 Beds ⋅ 3 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code
Whether you're looking for a savvy investment or your next personal home, this spacious 2-bedroom, 2.5-bath townhome checks all the boxes. Ideally located near Full Sail University, UCF, and Valencia College, the property offers unbeatable convenience for students, faculty, and commuters alike. Inside, you'll find durable wood-look vinyl flooring throughout the main level and soft carpeting upstairs. The kitchen has been thoughtfully upgraded with solid wood cabinetry and sleek granite countertops, making meal prep a breeze. A convenient washer/dryer combo is tucked away in the downstairs half bath, along with generous storage space. Enjoy the Florida lifestyle with a covered lanai that spans both the lower and upper open deck—perfect for relaxing or entertaining. This well-maintained community offers access to a clubhouse and swimming pool and is just minutes from major roadways like the 408 and 417, plus shopping, dining, and all the essentials.

7336 Daniel Webster Drive Unit 9, Winter Park
$207,518
2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Dreams Do Come True! Spectacular Opportunity in Sought-After Cedarwood Village – Winter Park! Welcome to this charming 2-bedroom, 2-bathroom single-story condo tucked away in the peaceful rear section of the community—offering beautiful, tranquil views and a sense of privacy that’s hard to find. With a new roof already in place, the foundation is set for you to bring your personal style and Pinterest dreams to life! Step inside to discover tile flooring throughout, soaring vaulted ceilings in the living room, and a bonus flex space with a storage closet—perfect for a home office, reading nook, or creative studio. This unit is filled with potential and just waiting for your vision. A little updating will go a long way in turning this into your ideal sanctuary. Enjoy 2 private parking spaces right at your doorstep, and take advantage of all that Cedarwood Village has to offer—a sparkling community pool, clubhouse, and beautifully maintained common areas. The HOA includes exterior maintenance and landscaping, giving you more time to focus on what matters most. Located in the heart of Winter Park, you’ll be minutes from top-rated schools, dining, shopping, and everything this vibrant community has to offer. Whether you’re a first-time buyer, investor, or someone looking for a great space to customize, this is an incredible opportunity you don’t want to miss. Schedule your private tour today and imagine the possibilities!

2348 Sun Valley Circle, Winter Park
$749,000
5 Beds ⋅ 2 Baths ⋅ Golfside Golf Course Sec 01 SubDv. ⋅ 32792 Zip Code
Just in time for summer! Here's the trifecta of size, location, and condition that you've been waiting for! This beautiful 5 bedroom, 2 bath, 2 fireplaces, corner lot with a pool home is ready for your family! Come make memories for years to come as this home is large enough to grow in. Beautiful hardwood floors through out main living areas, large tiled Florida room with fireplace overlooking the pool on nearly a third of an acre. A lovely kitchen, suitable for entertaining, with a formal dining and living room on either side with a second fireplace in the living room. Your family will also love having an inside laundry room right off of the 2 car garage. Need lots of storage? No problem! This home has plenty with 3 hall closets, additional closet in the second bathroom, and all of bedrooms have walk in closets! If you need some exercise or want to meet your neighbors, right across the street, is the Winter Park Golf Club where you can walk nine holes or mingle at the new Bonfire restaurant! This house is also zoned for top rated schools, Brookshire Elementary, Glenridge Middle School, and Winter Park High School. All bedrooms have new carpet. Interior and exterior of home has been repainted. Four point system dates are as follows, Roof: 2022, HVAC:2023/2024, Plumbing: 2006, Electrical: 2006, Water heater: Tankless, 2023. All this house needs is you! Come see this beauty today!

2907 Summerfield Road, Winter Park
$618,900
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 05 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath home with a 2-car garage, nestled in the sought-after Kenilworth Shores neighborhood of Winter Park. Featuring an open-concept layout, the home is anchored by a modern kitchen with an island, stainless steel appliances, granite countertops, and stylishly renovated bathrooms. Enjoy cozy evenings by the fireplace or relax in the spacious, screened porch overlooking the low-maintenance backyard. Bedrooms are ample, with plenty of closet space. Thoughtful upgrades shine throughout the home. Including new ductwork, A/C system, updated wiring, a new water heater (2024), and replumb. The home also offers gas cooking, easy-to-maintain terrazzo floors, and mature landscaping and irrigation system. Additional updates include impact resistant windows, slider and a new front door w/ sidelights. All with no HOA. Perfectly located just minutes from Winter Park Hospital, Cady Way Trail, the Center for Health & Wellbeing, and top-rated Winter Park schools. You're also close to parks, dining, shopping, and a short drive to downtown Winter Park, Baldwin Park, and Orlando. The fully fenced backyard is generously sized—ideal for adding a pool or creating your dream outdoor oasis. Don't miss your opportunity to live in this amazing neighborhood, schedule your private showing now!

624 Dunraven Drive, Winter Park
$705,000
4 Beds ⋅ 2 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code
NEW LOWER PRICE 6/3/25, OWNER WANTS OFFERS. NO HOA. Fabulous RENOVATED home in the heart of Winter Park, where timeless charm meets tranquil Winter Park Pines golf course living. Nestled on a lush, manicured lot right on the 9th fairway, this expansive REMODELLED OPEN AND AIRY SPLIT-plan residence offers a SPLIT PLAN WITH 4 generously sized bedrooms, 2 full baths, and FABULOUS FLEX SPACE that can be a formal living room, office, playroom, bonus room, etc. This floor plan is effortlessly flowing... perfect for both entertaining and everyday living. Step inside and be greeted by warm natural light, rich wood-tile flooring, and the inviting ambiance of a classic wood-burning fireplace. Don’t let the lovely antique furniture fool you—this home is modern in all the right ways, with updated primary bath, renovated 2nd bath and new 2024 kitchen, an open-concept layout, and thoughtful design throughout. The open kitchen, fully renovated in 2024, is a chef’s delight. It blends seamlessly into the living and dining areas for a truly connected feel, perfect for hosting weekend brunches or casual weeknight dinners. French doors open gracefully to the cozy family room and the private primary suite from the lanai, creating an elegant connection between indoor comfort and outdoor serenity. The primary bathroom has been beautifully updated, and the second bathroom was fully renovated in 2016. Enjoy peace of mind with major system upgrades already completed, including a brand-new roof in 2025, a AC 2021, new water heater 2023, and newer windows throughout the home. Step outside to the screened-in patio and take in the sweeping golf course views, ideal for entertaining, morning coffee, grilling out, or simply enjoying the Florida breeze. Set on a generous 0.25-acre lot with plenty of space to add your dream pool! Families will appreciate the top-tier Winter Park school district, zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, some of the most sought-after schools in the area. With generous living space, elegant touches, and a truly unbeatable location, this Winter Park Pines gem is more than a house. It’s a lifestyle. Come experience it for yourself!

1139 Fairway Drive, Winter Park
$420,000
4 Beds ⋅ 2 Baths ⋅ Tanglewood SubDv. ⋅ 32792 Zip Code
Tanglewood is a welcoming neighborhood in the desirable city of Winter Park. On a beautiful oversized lot (.35 acres) this home features four bedrooms, two baths and a split plan. The front foyer welcomes you into the living and dining room, and the kitchen opens to the family room. Go into a blend of comfort and functionality with the home's spacious screened-in porch. Recently updated with new vinyl panels, this versatile space offers year-round enjoyment, whether you're sipping morning coffee, hosting casual gatherings or simply unwinding in the shade. Roof and HVAC are 2018. Winter Park amenities within a short distance are the Winter Park YMCA, Phelps Park and a variety of shopping plazas. Less than a mile away is the Winter Park Hospital and medical corridor. For those with a vision, this is your chance to transform this property into your own!

2024 Linden Road, Winter Park
$665,000
4 Beds ⋅ 4 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
NEW ROOF 2019! GREAT PRICE! SPECTACULAR WINTER PARK HOME COMPLETELY RENOVATED AND UPGRADED INCLUDING A STUNNING KITCHEN! This four bedroom three and a half bath home has been meticulously updated and cared for! It has PORCELAIN WOOD LOOK TILE and WOOD flooring THROUGHOUT and NO CARPET. When you walk in the front door you are greeted by a grand and open design. This one-story home even has an IN LAW SUITE with its own private bathroom. When you walk up to the home you are greeted by the inviting front porch. Once entering the home you will find custom details such as crown molding, stunning countertops that look like artwork and much more! From the kitchen, family room, living room and dining room you can see the backyard and access the huge back lanai which comes with the mounted TV. The master bedroom is large and has a beautiful master bathroom! The secondary rooms are large as well with one being EXCEPTIONALLY LARGE and is an in-law suite. This home is located in the quiet community of Winter Park Pines offering beautiful canopying tree-lined streets and the feeling of a simple life with mail still delivered right to the mailbox at your front door. This home is perfectly located with easy access to anywhere you desire to go. You will be just 3 ½ miles to Park Avenue! In just a few moments drive you can be to the 408 Expressway or I4! This home is located just moments away from the Cady Way Pool where they also have tennis and pickleball courts, playgrounds and so much more. You are just moments from top-rated schools and even close to colleges such as Full Sail, Rollins, UCF and Valencia. Moments from Restaurants, Shopping, Advent Health Wellness Center and so much more! COME LIVE IN THE HEART OF IT ALL YET TUCKED AWAY IN A PEACEFUL QUIET ENCLAVE. Come visit this amazing, warm and friendly Winter Park neighborhood because you are sure to want to stay forever!

2817 Prince John Road, Winter Park
$550,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code
Charming one-story ranch home walking distance to Brookshire Elementary. Located on a .20-acre lot, this 3-bedroom 1.5 bath, home has 1,352 sq ft., including a screen porch conversion adding sq ft. Kitchen has been completely remodeled with stainless appliances, poured concrete counters, tile backsplash and double ovens. All new vinyl plank flooring throughout. New roof in 2022. New exterior paint. Fantastic location close to shopping, dining, parks, Advent Health, The Wellness Center, and Cady Way pool and trail. Additionally, a short drive to Rollins College, Full Sail University, Winter Park Pines golf course and Baldwin Park. Top-rated Winter Park schools. Great opportunity to add or build new. Welcome home!

2492 Brookshire Avenue, Winter Park
$420,000
3 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 01 SubDv. ⋅ 32792 Zip Code
Don’t miss this beautifully maintained, move-in ready 3-bedroom, 2-bath gem in the highly desirable Winter Park area — and best of all, there’s no HOA! Step into the updated kitchen, complete with solid wood cabinetry, granite countertops, stainless steel appliances, and a wine fridge — perfect for cooking and entertaining. The kitchen seamlessly flows into a spacious great room, where sliding glass doors open to a large covered lanai overlooking a fully fenced backyard — ideal for relaxing evenings or lively gatherings. The primary suite features double closets and a spacious en-suite bathroom with a walk-in shower and dual vanities—ceramic tile flooring and elegant woodwork throughout the home, combining style and durability in every room. Centrally located with quick access to major highways, top shopping and dining spots, and community events. Zoned for highly rated English Estates Elementary, Tuskawilla Middle, and Lake Howell High. This is a rare opportunity to own a move-in-ready home in one of Central Florida’s most sought-after neighborhoods. Schedule your showing today!

2259 King Johns Court, Winter Park
$620,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
Welcome to 2855 Lion Heart Dr, Winter Park — a beautifully remodeled home that seamlessly combines modern comfort with an unbeatable location. This move-in ready residence features a brand-new kitchen with smart stainless steel appliances, completely updated bathrooms, new luxury flooring throughout, and an open-concept layout perfect for entertaining. Major upgrades include a new roof (2025) and new water heater. Situated just minutes from Winter Park Pines Golf Course, Cady Way Trail, tennis and pickleball courts, community pool, parks, shopping, and Winter Park Hospital, it’s also conveniently close to Rollins College and Full Sail University. Located on a quiet, tree-lined street with sidewalks for walking or biking, zoned for highly rated Winter Park schools, and with an optional HOA, this property is a perfect choice for families, professionals, or investors alike.

2855 Lion Heart Road, Winter Park
$396,477
3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 5 SubDv. ⋅ 32792 Zip Code
PRICED TO SELL! NEW ROOF, NEW INSULATION, NEW SPRINKLER PUMP, NEW AC WIRING, NEW SOD IN THE REAR, NEW BREAKER PANEL INSTALLED, backyard cleared, porch set up to for get togethers/Super Bowl parties etc. Here we have a 3 bedroom 2 bath single family home located in a (B) rated school district. This turnkey home is ready for its next owners. Perfect first home or upgrade to a new area with good schools. Centrally located with access to major highways. This home has been tastefully decorated and cared for. Entering the home you see the living room followed by the kitchen and a second living area. Home has a state of the art nest thermostat allowing you to control the temperature from your phone. You then encounter 2 guest bedrooms big enough for full size beds. Entering the dining room you can look through the plantation shutters for a nice view of the back yard porch area of the home. The master bedroom fits a king size bed and features a spacious walk-in closet. The master bathroom is updated with sink and glass shower enclosure. Out back you have a screened in porch all wired for tv and entertaining. Past the porch you have a sizable back yard for gardening and or entertaining. Bring your offers!!

7543 Dockside Street, Winter Park
$500,000
3 Beds ⋅ 2 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Beautiful remodeled pool home. Luxury vinyl plank flooring throughout the entire home with tile in the bathrooms. Spacious living area with open concept floorplan. Upgraded kitchen with stainless steel appliances, granite counters, large kitchen island/bar, and closet pantry. Bathrooms both updated. Primary bathroom has large walk-in shower with dual sinks. 2 bedrooms with nice-sized walk-in closets. Oversized 24'x20' garage. Large 20'x16' screened porch leads to the swimming pool. High fence surrounds spacious backyard. Plenty of room for entertaining in this home. Brand new HVAC system installed in 2025. Roof replaced in 2022. Electric upgraded in 2009. Plumbing upgraded in 2015. New irrigations system in 2025. Just minutes from Publix, Target, Walmart Super center, and plenty of shopping and restaurants. Easy drive into downtown Winter Park, highway 436, highway 417, and UCF. Plus zoned for great Winter Park area schools. What's not to love?!?! Let's make a deal.

7584 Lodge Pole Trail, Winter Park
$630,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
Welcome home to the Winter Park Pines with its tree-lined streets and where the mailman still delivers to your door! Nestled on a large corner lot, this beautifully and meticulously renovated 3-bedroom, 2-bathroom (PLUS AN OFFICE) home is an entertainer’s dream, perfectly blending comfort, functionality, and style. Step inside to discover a chef’s kitchen that will impress even the most discerning cook. Featuring exquisite quartzite countertops, custom cabinetry, a freestanding island, and thoughtful touches like a built-in microwave, pull-out spice rack, and sliding cabinet organizers, this space is both stunning and highly functional. The adjacent breakfast bar comfortably seats three, while the expansive dining area with custom built-in bench seating is perfect for hosting family and friends. A sun-filled garden window makes morning coffee a true delight. Flowing seamlessly from the kitchen, the spacious living and sitting areas provide the ideal layout for everyday living and entertaining. Tucked behind charming barn doors is a versatile office/guest space, complete with a pull-out sofa bed—perfect for visitors or remote work. All three bedrooms are thoughtfully located on the opposite side of the home for added privacy. One features a Murphy bed, offering flexible space for a home office or guest suite. The primary suite includes dual closets and a luxurious ensuite bath with a large double vanity and a sleek, glass-enclosed shower. Step outside and enjoy your own private oasis—a backyard built for year-round enjoyment! Lounge by the pool and spa, gather around the firepit, or practice your short game on your personal putting green. Low-maintenance artificial turf ensures more time enjoying, less time working. Just minutes from Cady Way Pool, tennis and pickleball courts, playgrounds, Ward Park, and top-rated schools and colleges (Full Sail, Valencia, Rollins, UCF), this home offers unmatched access to both leisure and lifestyle. With nearby grocery stores, dining, shopping, and the Advent Health Wellness Center, everything you need is right at your doorstep. Don’t miss this rare opportunity to own a home that offers the perfect blend of indoor elegance and outdoor living. Schedule your private showing today—this gem won’t last long! ROOF - 2022 HVAC - 2022 PLUMBING - 2016 WATER HEATER - 2023

2707 Prince John Road, Winter Park
$252,500
2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code
Welcome to the largest floor plan in the community! This beautifully maintained 2 bedroom, 2 bathroom condo offers a fresh coat of interior paint and a thoughtfully designed layout perfect for comfortable living and entertaining. The main floor features two spacious bedrooms and an open-concept living and dining area, while the upstairs boasts a generous loft—ideal for a third bedroom, home office, hobby space, or media room. You'll also love the enclosed patio, offering a versatile bonus area for relaxing or hosting guests. Built-in shelves and additional storage throughout provide functionality without sacrificing style. Enjoy a low-maintenance lifestyle with access to wonderful community amenities, including a sparkling pool, tennis courts, and beautifully maintained grounds. This charming condo is move-in ready and waiting for its new owner to call it home. Don’t miss your opportunity to own a truly flexible and spacious property in the heart of Winter Park!

2309 Sun Valley Circle Unit 2309, Winter Park
$480,000
4 Beds ⋅ 3 Baths ⋅ Suburban Homes SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Location, Location, Location!!!! Winter Park Florida: Large 4 Bedroom 3 Bath Home with Double Lot. This property has many upgrades such as: Stainless Steel Appliances including Gas Range and water heater, Updated Kitchen Cabinets, Exotic Granit Counter Tops, Large Living room with wood burning Fireplace and cathedral ceilings, Upgraded Flooring no carpet, Newer Roof with Architectural Shingles, Newer Air conditioning System with a high efficiency rating 18 seer! Security Cameras at both front and rear doors. Additional Parking for Cars or Boats. NO HOA ! Just Blocks away from Publix, Aldi’s, Sam’s and Costco. Minutes to the 417 Toll Road and Hwy 436 for quick access to Orlando International Airport, University of Central Florida and the surrounding areas.

4887 Seminole Avenue, Winter Park
$260,000
32792 Zip Code
Discover the ideal spot for your dream home on this cleared, ready-to-build spacious, just shy of an acre, lot in coveted Winter Park. Nestled on a quiet cul-de-sac yet situated minutes to Park Avenue boutique shops and restaurants (5.2 mi. away), Dinky Dock public boat ramp (5 mi.), and 3 local universities - Rollins (5.2 mi.), UCF (5.5 mi.) and Full Sail (1.6 mi.). A cleared and level lot on a private maintained road with NO HOA and NO CDD. Zoned A-2 with the opportunity to add an additional workshop, barn, or ADU. Bring your chickens and grow your garden as this property fulfills every need. Seller is a contractor and local custom builder with million-dollar custom builds currently contracted and under construction on this street. Unleash your imagination and meet with builder to design your dream home! Sample architectural drawings/blueprints available upon request. Slotted for A-rated Glenridge Middle and Winter Park High. Enjoy quick access to 436, 408, 426 and 417 and an easy commute to downtown Orlando and MCO International Airport. Seize the opportunity to build your custom retreat on RARE expansive, secluded lot in convenient Winter Park location. Call today for details!

3580 Wilde Avenue, Winter Park
$392,500
3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 2 SubDv. ⋅ 32792 Zip Code
This 3-bedroom, 2-bathroom residence is situated on a corner lot, offering an inviting and comfortable living space. A notable feature of this property is the BRAND NEW ROOF and WATER HEATER, ensuring peace of mind for years to come. The split floor plan enhances both privacy and functionality. The master bedroom boasts a walk-in closet and a private ensuite bathroom. On the opposite side of the home are two generously sized bedrooms accompanied by a full bathroom. The eat-in kitchen is ideal for casual dining and family meals. The spacious living and dining room areas feature sliding glass doors that open onto a large screened-in porch, providing a seamless indoor-outdoor living experience. The screened-in porch overlooks a large yard, providing ample opportunities for outdoor activities and gardening. The property includes a two-car garage, equipped with a hurricane-proof door for added security and convenience. Ideally located, this charming home is near shopping, dining, and numerous other amenities, making it the perfect blend of comfort and convenience. This home is filled with potential. Do not miss the opportunity to make this lovely corner lot residence your own and enjoy the best of quiet neighborhood living.

2100 Shirewood Court, Winter Park
$335,000
3 Beds ⋅ 2 Baths ⋅ Suburban Homes SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. *** Price Improvement*** This one is a must see!! Welcome Home!! NEW ROOF, UPDATED KITCHEN, SEMINOLE COUNTY SCHOOLS. RV Carport Upgrade! This comfortable 3 Bedroom, 2 Bathroom Winter Park home sits on an oversized lot with no HOA, offering the perfect blend of privacy and freedom to make it your own. Zoned for Seminole County Schools! Step inside to FRESH PAINT (2024), NEW CARPET (2024), A BRAND-NEW ROOF (2025), ensuring comfort from day one. The electrical system includes an UPDATED PANEL BOX, providing peace of mind for years to come, while MODERN CEILING FANS throughout enhance both style and efficiency. The kitchen has been completely reimagined with STUNNING GRANITE COUNTERTOPS, and a STYLISH TILE BACKSPLASH, all designed to create a fresh, contemporary space. Love the outdoors? The expansive fenced-in backyard is perfect for pets, gardening, or hosting gatherings, while the screened-in back porch offers a relaxing retreat. A spacious two-car garage and an RV carport provide ample room for all your vehicles and toys. Nestled in a desirable Seminole County neighborhood, this home is close to Top-Rated Schools, beautiful parks, and an array of dining and shopping options, with easy access to major highways for a smooth commute. With modern upgrades, abundant outdoor space, and a fantastic location, this move-in-ready gem is ready for you to call it home!

5144 Orange Avenue, Winter Park
$920,000
5 Beds ⋅ 3 Baths ⋅ Golfside Golf Course Sec 01 SubDv. ⋅ 32792 Zip Code
Welcome to your dream family home! This stunning 5-bedroom, 3-bathroom renovated charmer sits on an oversized corner lot, offering both space and privacy. Featuring gorgeous wood flooring throughout, double paned windows and a custom window seat, security system, renovated bathrooms, ceiling fans and so many more design upgrades! With stone counters, a wine refrigerator and sleek stainless steel appliances in the kitchen, this home seamlessly blends modern elegance with traditional comfort. Step outside to your expansive pool/patio area and oversized yard perfect for entertaining or relaxing under the huge covered patio. The lush plantation shutters throughout the home create a bright and inviting atmosphere. With a 3-car garage, there’s plenty of room for your vehicles, toys and extra storage. Located in a highly sought-after neighborhood near the Winter Park Pines golf course and the scenic Cady Way bike trail, this home offers the ideal setting for an active, family-friendly lifestyle. Zoned for the highly sought after Winter Park schools. Whether you're enjoying a morning ride or an evening stroll, the location can't be beat—quiet, yet conveniently close to everything you need. Don't miss out on this perfect home for creating memories for years to come!

901 Golfside Drive, Winter Park
$400,000
3 Beds ⋅ 2 Baths ⋅ Goldenrod Place SubDv. ⋅ 32792 Zip Code
Great Opportunity. Nestled on an oversized lot at the end of a peaceful cul-de-sac, this charming home offers the perfect blend of privacy and comfort. The spacious feel of the location provides a serene and tranquil setting, making it the ideal place to relax and unwind on your huge Patio overlooking wonderful backyard ! As you step inside, the warm and cozy atmosphere welcomes you. The home's inviting ambiance is ready for new owners . Enjoy living 7.5 miles from downtown Winter park with easy access to dining, shopping and recreational options. The Primary suite is a true retreat, offering a a updated en-suite bath and Additional bedrooms provide plenty of space for family or guests, ensuring everyone feels at home. Outside, the expansive backyard provides an oasis for outdoor living,. Fully fenced and Large Shed for all your extra Storage needs in addition to 2 car garage. Tons of Storage, Split floor plan , CBC Const. , Thermal Windows and Metal Roof for peace of mind.

5144 Goldenrod Place Road, Winter Park
$434,900
3 Beds ⋅ 2 Baths ⋅ Howell Branch Woods SubDv. ⋅ 32792 Zip Code
Pool Home! Whole House Solar!! No HOA!!! This 3 bedroom, 2 bathroom pool home offers a split plan bedroom arrangement and open-concept gathering areas that lead out to a spacious screen-enclosed porch that faces the pool. The absence of a pool cage allows for landscape & gardening opportunities along with cannonballs at a moment’s notice. Enjoy fun in the sun and night swims next to the stone firepit for the ultimate staycation vibes. Grab some sleeping bags while you’re at it. Updates include 2024 attic insulation; 2023 solar; 2022 pool pump; 2021 painted kitchen cabinets; 2017 pool resurface; 2016 washer, dryer, replace two front windows.

5441 Justine Way, Winter Park
$165,000
2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to FOUR SEASONS... a serene, centrally located community in Winter Park near Full Sail, Cady Way Trail/Park, Showalter Field, Ward Park & Winter Park Hospital. EXACTLY WHAT YOU HAVE BEEN SEARCHNG FOR!! Covered entry & spacious rooms makes this a perfect place to call home. Living/ Dining room combination, charming kitchen & oversized primary en-suite with water closet & walk-in closet plus spacious guest bedroom & bath. Enjoy all of the tranquil green courtyards & beautiful oak trees just steps from your back door. Four Seasons is delightful neighborhood offering 3 pools, tennis court, clubhouse, fitness canter & ON SITE MANAGER! Close to shopping & restaurants & a short drive to PARK AVENUE! Extras include: personal outside storage unit, new roof 2023, new plumbing & water heater 2022. OH! & PETS ALLOWED!!! WELCOME HOME!

200 Saint Andrews Boulevard Unit 1603, Winter Park