Refine Search
Map
Sort by
$380,000
3 Beds ⋅ 3 Baths ⋅ Autumn Glen Ph 3 SubDv. ⋅ 32792 Zip Code
N/A

3877 Waterview Loop, Winter Park
$498,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Step into a slice of mid-century magic, your private oasis awaits. On an oversized corner lot with no rear neighbors, this one-of-a-kind mid-century gem is more than just a home, it’s an experience. With classic architectural charm, lush landscaping and thoughtful updates, you’ll feel like you’ve stepped back in time without sacrificing modern-day comforts. Enjoy the tranquility of nature with lush, low maintenance landscaping featuring palms, oaks, gardenia, jasmine, plumeria and more. A raised garden bed offers a taste of the good life, growing pineapple, asparagus, Japanese sweet potatoes and melon, ideal for home chefs and garden lovers alike. The irrigation system, with seven zones (two in use), keeps everything thriving with ease. Whether you're entertaining or simply unwinding, the large 9.5-foot-deep pool, newly refinished with tile and pebble tec for a natural lagoon feel, is the ultimate showstopper. And when you're done with a dip? The outdoor shower adds a beachy, resort-like vibe to your daily routine. Inside, enjoy a newly remodeled kitchen that’s as functional as it is stylish, complete with an immense walk-in pantry and great indoor storage throughout. A dedicated indoor washer/dryer area adds everyday convenience, making laundry feel less like a chore. Recent upgrades include new windows and sliders, updated plumbing and air conditioner (approximately three years old), and a roof in excellent condition (approximately 10 years old). The home’s new back windows and sliders frame views of the serene backyard, making indoor-outdoor living seamless. Outside, you’ll love the fabulous airy covered carport, and the long, shaded driveway provides ample space for guests or multiple vehicles, enhancing function and curb appeal. Families will love the top-rated schools nearby, and commuters will appreciate being just 10 minutes to downtown Winter Park, UCF, and *moments from State Road 417 and major highways. Don’t miss your chance to own this rare, private retreat in an unbeatable location. With its timeless style, modern updates and natural beauty, this home is a one-of-a-kind gem.

808 Denton Road, Winter Park
$1,165,000
5 Beds ⋅ 5 Baths ⋅ Cypress Reserve SubDv. ⋅ 32792 Zip Code
Welcome to 2832 Bear Island Pointe in Winter Park's premier gated community, Cypress Reserve! This meticulously maintained estate-like home is move-in-ready with 5 bedrooms plus a large office room with its own bathroom and separate exterior entry. Nestled near the serene Bear Gully Lake, this stunning residence offers the perfect blend of elegance, convenience, and resort-style living. The thoughtfully designed floor plan features a spacious first-floor primary suite with a spa-like ensuite, including double vanities, a soaking tub, a walk-in shower, and a generous walk-in closet (11x13 ft). A gourmet kitchen with granite counter tops and stainless steel appliances makes meal preparation effortless, while the formal living and dining rooms provide an ideal setting for entertaining. With five versatile bedrooms, there is plenty of space for guest rooms, home offices, a gym, or a library. High ceilings (11 feet) throughout the home enhance the open and airy feel. The laundry room is equipped with a stackable washer and dryer, built-in cabinets, and a sink for added convenience. The outdoor space is an entertainer’s dream, featuring a large screened-in pavered patio, an indoor pool and spa, and a built-in barbecue area perfect for hosting gatherings. A spiral staircase leads to a private balcony off the primary suite, offering a peaceful retreat with beautiful views. This home is also equipped with solar panels (owner owned), providing an energy-efficient solution that helps reduce utility costs while promoting sustainable living. Perfectly positioned between world-famous beaches and major attractions, this home is just minutes from top-rated schools, including UCF, Rollins College, Trinity Prep, and The Master's Academy. It also offers easy access to Orlando International Airport, premier healthcare facilities, and the scenic Seminole Trail. Experience the best of Winter Park living in this exceptional home. Schedule your private showing today.

2832 Bear Island Pointe, 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
$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
$468,500
3 Beds ⋅ 2 Baths ⋅ Pelican Bay SubDv. ⋅ 32792 Zip Code
MULTIPLE OFFERS HAVE BEEN RECEIVED. PLEASE SUBMIT BEST AND FINAL BY 12:00PM TOMORROW, TUESDAY, JULY 22nd. Beautiful home is the sought-after community of Pelican Bay in Winter Park. Pelican Bay only has 48 homes in the community and has a small HOA of $500 a year. This 3- bedroom, 2-bathroom pool home is full of charm, warmth, and love, and ready to move-in. Located on a corner lot as you enter the community. Extra parking pad to the left of the garage. As you walk up the pathway to the front entrance, you see the cozy front seating area to enjoy your mornings or afternoons. As you enter the front door, you'll be in awe of the open space the living room and dining room provides with beautiful high ceilings and spectacular double sided wood burning fireplace that faces the living room and the Florida room. The home has beautiful well-padded high-end carpet everywhere except Kitchen, bathrooms, and Florida room. Split floor plan provides you the comfort and privacy desired. There are 2 bedrooms and a guest bathroom to the left. You can also access the guest bathroom from the second bedroom located at the end of the hallway. Both bedrooms have dual closet doors that cover one closet the length of the wall. The Florida room is quite a spectacular space with windows and a slider for a spectacular pool view. Enjoy your completely fenced backyard. The Florida room is equipped with tile floors, wood-burning fireplace, new windows and slider, bar area with sink, granite counter tops, tons of cabinets for storage, and a wine refrigerator. What a fantastic area to relax and unwind. There is a large kitchen with an island. There are also two sinks on either side of the kitchen. Both sinks have garbage disposals. Newer refrigerator. The kitchen has a dining area that overlooks the atrium. The Atrium is an enclosed private sanctuary on the left side of the home. The laundry closet and double door pantry are also in the kitchen. Washer and Dryer convey. Over-sized garage. The Primary bedroom is a showstopper; The bedroom is huge and has access to the pool. The primary bedroom walk-in closet is a dream that you must see! Bathroom has granite countertops and double vanity in the dressing area with double door mirrors as the second entrance to the amazing walk-in closet. The step-down shower and toilet are in a separate room that overlooks the atrium. Roof with gutters 2011, AC 2005. The 3 sliders throughout the home are new. 200amp General Electric Panel Box with copper wiring. Plumbing PVC/CPVC. Community has lake access to Lake Florence. There is a community dock, picnic tables, and a basketball court for the resident's enjoyment. Can't build on empty lot across the street from the community on Grand Rd. The HOA owns this property. This home is truly remarkable. You will think the same as you take a tour.

3306 Fishermans Cove, 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
$455,000
4 Beds ⋅ 2 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code
This meticulously maintained home is in the sought after LOST CREEK Subdivision of Winter Park. The home offers an open floor plan, large rooms, a great location, and volume ceilings. The kitchen has lots of counter space and an abundance of cabinets, plus a pantry. The bedrooms are a three-way split. Extra bedrooms are perfect for a secluded office, home gym, or guest room. The screened patio is accessible from the family room and one of the bedrooms. The open floor plan is excellent for entertaining. Outside you will find a generous STORAGE SHED and whole house GENERAC GENERATOR. Seminole County Schools. The ROOF is BRAND NEW (3-17-2025)! The home just got re-piped, and a NEW HOT WATER HEATER was installed (2-18-2025). The AC was replaced in 2023. The exterior has been recently painted. APPRASIAL has been done, and the home is ready for a new owner!

1157 Valley Creek Run, Winter Park
$710,000
4 Beds ⋅ 3 Baths ⋅ Annebury SubDv. ⋅ 32792 Zip Code
***MULTIPLE OFFERS RECEVIED! PLEASE SUBMIT HIGHEST & BEST OFFER BEFORE 3PM FRIDAY, 4/18/25!!***This exceptional 4-bedroom, 3-bath pool home with a 3-car garage is perfectly positioned on a spacious corner lot in a charming enclave of just 27 homes. Thoughtfully designed and meticulously maintained, this residence is a true gem you won’t want to miss. Inside, you’ll find plantation shutters throughout, wood flooring in all bedrooms, 5¼” baseboards, and walk-in closets in every bedroom—offering both style and function. The primary suite is a true retreat, featuring a coffered ceiling, sliding glass doors to the lanai and pool, and a spa-inspired bathroom complete with a custom linen closet and large walk-in closet. Upon entry, soaring volume ceilings and an open-concept layout create a bright, airy ambiance. The gourmet kitchen seamlessly connects to the great room and showcases GE Profile stainless steel appliances including a double oven, 42” cabinets, granite countertops, and a custom walk-in pantry—perfect for entertaining. Notable upgrades include: New Roof (2021) AC System (2017) Water Softener (2024) Newer Pool Pump The updated laundry room features new overhead cabinetry and countertops, leading into the expansive 3-car garage with a floored attic for additional storage. Located near top-rated schools, University of Central Florida, SR 417, and just minutes from the airport, downtown Orlando, and the beaches—this home is ideally situated for both comfort and convenience. Don’t miss the opportunity to show this stunning property to your most discerning buyer!

1726 Sarong Place, Winter Park
$415,000
3 Beds ⋅ 2 Baths ⋅ Hyde Park SubDv. ⋅ 32792 Zip Code
Location, Location, Location! Welcome to Hyde Park! This lovely home in Winter Park offers a blend of amenities and classic charm. The home boasts an open layout, creating spacious living which is great for entertaining and everyday living. A cozy wood-burning fireplace adds warmth and charm to the living space. New roof installed in 2018, new HVAC system in 2022, freshly painted exterior and interior. The kitchen is equipped with a gas stove for simple to gourmet meals and a large dining area with abundant sunlight. The Hyde Park neighborhood offers additional amenities such as a community dock on Lake Florence for fishing, boating, or skiing, a playground, tennis courts and basketball courts. This property has public water and sewer, as well as natural gas. This convenient location puts you in close proximity to shopping, major highways, and desirable schools, adding to its appeal. The combination of modern updates, functional spaces, and neighborhood amenities, makes this home an attractive option for anyone seeking a comfortable and convenient lifestyle.

3063 Ash Park Loop, 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
$1,000,000
5 Beds ⋅ 5 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code
This stunning 4,300+ square foot home is situated in sought after Waters Edge at Hawks Crest in Winter Park - a community known for its upscale charm and exceptional amenities. With 5 bedrooms, 4.5 bathrooms, 3 car garage, and a layout designed for both comfort and style, this home is perfect for modern living and effortless entertaining. Step inside to find a thoughtfully designed floor plan, complete with semi-private guest suite and half bath on the main floor. The heart of this home is the chef's kitchen, featuring stainless steel appliances, quartz countertops, a pantry, large island, and breakfast nook for casual meals. The great room offers soaring ceilings and an automatic window shade, creating a bright, airy space with just the right touch of sophistication. Upstairs, enjoy an expansive loft with wet bar. Just beyond the loft is a den/media room that offers the perfect flex space - it could be a movie theater, workout room, lounge, or even used as a 6th bedroom. The primary suite is a true retreat, featuring a walk-in dressing closet and a spa-inspired bathroom. Practical upgrades include an EV charger and generous storage throughout. Beyond your front door, Waters Edge at Hawks Crest offers resort-style amenities including a clubhouse, sparkling community pool, grilling station, playground, dog park, and dock on Lake Howell - perfect for sunsets, kayaking, or simply enjoying the natural beauty of the community. The community has everything you could want without worrying about any upkeep. Don't miss your opportunity to live in one of the newest and most desirable communities in Winter Park. Schedule your showing today!

2011 Soaring Oak Way, 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
$477,500
4 Beds ⋅ 3 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
Welcome to Your Florida Oasis in Winter Park! This beautifully maintained 4-bedroom, 3-bathroom home offers 2,035 sq. ft. of comfortable living space, perfect for families or anyone who loves to entertain. Featuring a newer roof (2021) and updated windows with stunning custom shutters, this home combines timeless charm with modern convenience. The kitchen is a chef’s dream, boasting solid wood cabinetry and elegant stone countertops, making it as functional as it is stylish. The spacious living and dining areas flow effortlessly, creating the ideal setting for relaxing evenings or hosting gatherings. Step outside to your private backyard retreat, complete with a sparkling pool, ideal for soaking up the Florida sun or enjoying quality time with loved ones. As a resident, you’ll have exclusive access to Lakeside Park on Lake Florence, featuring a fishing pier, kayak/paddleboard launch, playground, and tennis courts—offering something for everyone and embracing the laid-back Florida lifestyle. Centrally located with easy access to 417, you're just minutes from Oviedo, Winter Springs, Altamonte, and only 10 minutes from Park Avenue in Winter Park—all while enjoying low Seminole County taxes and access to top-rated schools. Don’t miss your chance to own a piece of paradise—schedule your private tour today! Some photos may be virtually staged

1532 Lawndale Circle, Winter Park
$899,000
4 Beds ⋅ 3 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code
FANTASTIC 3000 SQ FT+ WINTER PARK WATER VIEW HOME LOCATED IN HIGHLY SOUGHT AFTER WATERS EDGE AT HAWKS CREST! Hawks Crest is one of Winter Park's finest and newest amenity rich gated communities! This is the very popular PALERMO MODEL WITH ALL THE TOP TIER UPGRADES!!!! Stone finish work, tile roof, optional extended rear screened lanai overlooking the water! Wow! The nicest and most upgraded Palermo to hit the market. Perfectly sited on a premium lot offering breathtaking water fountain views from the large fenced rear yard, expansive screened lanai and all main rooms of the house! An absolutely stunning, immaculate, "better than new construction" single story home with a showroom-like kitchen. Incredible upgrades. Too many to list! This property really needs to be seen in person to truly appreciate the feel, finish, setting and exposure that all come together here so nicely. Incredibly bright, open and airy floor plan that is flooded with natural light! Home boasts the most popular split plan with a generous private luxury primary master suite with water view. This great thoughtfully designed layout features an expansive kitchen/dining/family room combo, split plan primary suite, three additional bedrooms, a very large private office, two more well appointed full bathrooms, a second west wing family room/dining/bonus room combo and a generously-sized laundry room equipped with custom built-in features. The best finishes, location and exposure to hit the market at this price point in the community! Plus a MASSIVE 3 CAR GARAGE!Hawks Crest is a thoughtfully planned community featuring top tier resort-style amenities including swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park, and access to Lake Howell. Easy access to DT Orlando, Winter Park and all major employers! Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are located at the front of the neighborhood. A beautiful community that offers the perfect combination of peaceful, natural, Florida living and modern, refined conveniences. Central Florida/Winter Park living at it's best! VIEW WALK THROUGH VIDEO - at Virtual tour link

2012 Soaring Oak Way, Winter Park
$1,320,000
6 Beds ⋅ 4 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code
Location Location Location. WINTER PARK. Built in 2021 and upgraded this year. This Meritage Homes Wimberley 11 model sits on a premium lot that backs onto conservation and is next to the playground and fishing dock. This stunning 6 bed 4 bath home is perfect for the family and multi generational living. There is so much space surrounded by comfort and style. When you enter you are greeted by the open concept floor plan. The foyer passes the formal dining room to reveal the expansive kitchen and living area. The absolutely wonderful oversized pool and deck are welcoming through the glass siding doors along the rear wall. Past the pool is the lush greenery of the conservation area that is the buffer to Lake Howell. The pool is a saltwater pool so no red eyes from too much chlorine. There is bathroom and shower access from the pool. The screen enclosure has extra-large panels to give the best view of the sunsets and foliage. The primary bedroom is located downstairs off the lounge while the other 5 bedrooms are split 3 and 2 either side of the upstairs lounge and media room. There formal dining room can easily hold a table for 12 or more for those special occasions The home has new vinyl planking throughout and tastefully customized molding on select walls. The upstairs lounge has its own wet bar and the large media room is ideal for movie night. The home has a water softener, a solar system for low energy bills and a six-zone built in stereo system. Inside laundry. Ample parking inside the garage and driveway. Located in the Winter Park gated Hawks Crest community residents enjoy exclusive access to a community pool, fitness center, dog park, playground also includes access to Lake Howell. Put in your paddle board, kayak or just enjoy the wonderful sunsets from the fishing dock.

1269 Wading Waters Circle, 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
$800,000
4 Beds ⋅ 3 Baths ⋅ Preserve At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to your dream home! This beautifully designed 4-bedroom, 3-bathroom home offers an elegant blend of style, comfort, and cutting-edge technology in the sought-after gated community of Hawks Crest, featuring resort-style amenities. Inside, you'll love the spacious interior with an ideal, open-concept floorplan. The home boasts eye-catching crown molding throughout the common areas and primary bedroom, picture frame molding in the front hallway, and a beadboard and molding-accented dining nook. The kitchen is a chef’s delight, featuring quartz countertops, soft-close ceiling-height cabinets, double ovens, stainless steel appliances, and recessed lighting in the living room for a warm and inviting atmosphere. The spacious primary bedroom features an en-suite bathroom with large walk-in closet, dual sinks and a stand-up shower with a tile backsplash, providing a spa-like retreat. Split from the primary, visitors will love the privacy of a guest suite that boasts a private en-suite bath. Two additional guest bedrooms are roomy and offer good closet space. Enjoy the convenience of an interior laundry room that's already plumbed for a sink. Step outside to a spacious extended patio with pavers, perfect for entertaining. Additional conveniences include hanging rack storage in the garage, gutters, and an app-controlled smart home system, managing everything from the front door lock and thermostat to the ovens, sprinkler system, and Ring doorbell. Plus, enjoy top-tier energy efficiency with spray foam insulation and high-performance windows. Located in a gated neighborhood with a virtual guard, you'll have access to an amenity center, resort-style pool with a large sun shelf, cabanas, grills, a gym, clubhouse, playgrounds, a dog park, and direct access to Lake Howell with a fishing dock and kayak launch. Enjoy a short drive to Downtown Winter Park with endless dining and shopping options. Hawks Crest also offers great proximity to Rollins College, UCF, Downtown Orlando, Central Florida beaches, hospitals and medical facilities, world-renowned theme parks including Walt Disney World & Universal Orlando, and Orlando International Airport. This home is a perfect blend of luxury, convenience, and modern living—schedule your private tour today! Click the link for the virtual 3-D tour!

2255 Marsh Sedge Lane, 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