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$279,000
2 Beds 3 Baths Lazy Oaks Condo SubDv. 32792 Zip Code
Step into refined living in this beautifully remodeled two-story condo, tucked within the charming Lazy Oaks community of Winter Park. Just over 1,200 sq ft, this 2-bedroom, 2.5-bath home offers tasteful updates, modern finishes, and effortless comfort—minutes from everything. The main floor features a spacious open layout with tiled flooring, combining kitchen, dining, and living areas. The kitchen boasts granite countertops, gray cabinetry, newer appliances, and a breakfast bar that opens to the living room. A cozyfireplace and sunroom invite relaxation, while a convenient half-bath completes the downstairs. Upstairs, the primary suite offers a beautifully updated en-suite bath with quartz countertops, dual sinks, and a glass-enclosed shower. A second bedroom and full bath, plus an upstairs laundry closet with washer and dryer, offer added functionality. Recent upgrades include a 2022 roof and 2023 A/C and water heater. A one-car carport is included. Lazy Oaks is a hidden gem—just minutes from downtown Winter Park, Rollins College, Full Sail, UCF, 417, and walkable to shopping, dining, and a full-service gym. Welcome home. This one’s truly special.

Winter Park

$690,000
3 Beds 2 Baths Brookshire Heights 3rd Add SubDv. 32792 Zip Code
FANTASTIC UPDATED AND EXPANDED WINTER PARK HOME JUST LISTED! Tucked away in a quiet, highly sought-after neighborhood and zoned for desired Winter Park schools, this home is one of the nicest and most rare opportunities to hit the market in some time! Beautifully and tastefully re-imagined, renovated and expanded in 2022! Located in one of the best specific locations in the neighborhood! Prominently sited on a large lot on a no through street this home and property boast a fantastic dramatic front elevation created by the extensive recent exterior rebuild and interior remodel. Dramatic gable and dormer over-framing, bright paint over new stucco finish and new garage addition really make a statement as you approach the home. Home has a bright, open and airy floor plan and a great floor plan offering superior function. Expansive Living/Dining/Kitchen combo with additional bonus sunroom/flex space flows perfectly out onto the rear patio and into the back yard making this entire outdoor area a fantastic natural extension of the interior living space! Expansive renovated kitchen with island seating! You will love the fabulous new master suite with rare oversized walk-in closet and boutique style master bath addition! Great oversized inside laundry and hard to come by storage area with easy access to garage, house and exterior. Garage is unusually large at 26 feet deep with epoxy floor coating, attic space above, and new garage door and opener. Owners took great pride and care when designing and executing this one-of-a-kind remodels for the area and it shows. Many system updates and renovations include: New Premium Roof (2022), Complete exterior redesign, kitchen remodel, and all interior cosmetic improvements, closet systems and renovations (2022). New 200 Amp Electrical Service (2022), New HVAC and Ductwork throughout home (2022), New attic insulation, driveway & patio pavers, landscaping and much more not mentioned all completed in late 2022! Attached feature sheet on MLS. This property really needs to be seen to be truly appreciated. PLEASE CLICK ON VIRTUAL TOUR LINK FOR EXTENSIVE WALK THROUGH VIDEO! This is an incredibly rare opportunity to secure a great home and property located in one of Winter Park’s most desirable neighborhoods. Zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Walk and bike to school! Just minutes away from DT Winter Park, Park Avenue retail, Winter Park Village, Rollins College, Baldwin Park, Corrine Drive shops and DT Orlando! A great home and property in one of Central Florida’s most dynamic areas!

2433 Whitehall Circle, Winter Park

$596,500
4 Beds 3 Baths Enclave At Aloma SubDv. 32792 Zip Code
Stylish, Updated & Move-In Ready in Gated Winter Park Community! Welcome to this impeccably maintained 4-bedroom, 2.5-bath home offering nearly 2,300 square feet of thoughtfully designed living space in the desirable Enclave at Aloma. From the charming covered front porch to the spacious screened lanai, every detail of this home has been crafted with comfort, style, and functionality in mind. Step inside to find high ceilings, abundant natural light, and rich hardwood flooring throughout the main level. A flexible front room can serve as a formal dining area, home office, or cozy den. The open-concept layout flows effortlessly into a spacious family room and a gourmet eat-in kitchen featuring upgraded quartz countertops, 42” cabinetry, stainless steel appliances, and a large center island—perfect for everyday living and entertaining. French doors lead to the expansive covered and screened lanai, offering a serene retreat that overlooks a private, fully fenced backyard with low-maintenance vinyl fencing. Upstairs, the primary suite is a peaceful haven with a completely renovated en-suite bathroom boasting dual vanities, modern finishes, and a large walk-in shower. Three additional bedrooms, a full bathroom, and a convenient laundry room are perfectly laid out around a versatile loft space that provides ample room for family, guests, or hobbies. Nestled in a quiet, gated community, this home is ideally located with easy access to SR-417, downtown Orlando, and top-rated schools including Trinity Prep, UCF, Rollins College, and Full Sail University. Just minutes from premier dining, shopping, and entertainment in Winter Park and Oviedo. Pride of ownership shoes throughout—original owners have lovingly maintained this home, and it’s truly move-in ready. Don’t miss this exceptional opportunity—schedule your private showing today!

7988 Pleasant Pine Circle, Winter Park

$435,000
3 Beds 2 Baths Winter Park Pines Rep SubDv. 32792 Zip Code
$10,00 credit being offered for buyers prepaids and closing costs. Here is a fantastic home in Winter Park Pines, a well-established and sought after community and location in Winter Park! This property is located on a corner lot and has a private pool as well as a two-car garage. This a great way to obtain home ownership at an affordable price. The construction is a Block/Brick built home making it a solid home unlike one you could buy new today. The Roof and AC have been more recently replaced (2020 and 2021) so the property has Good Bones as they say. There have been some updates over the years. There is a mix of the old style as well as some of the new making this the perfect property to make your own. This could be a great First-Time Buyer opportunity! The home is a full 3 bedroom and 2 bath with a lot of square footage at almost 1800 Square feet of living area. The master suite is very large with a walk-in closet. There is a nook area which was previously used as an office but has other possibilities. The Family/Living room has a step-up as well as a fireplace. Many of the homes in this community are either fully renovated at much higher prices or in a condition that isn’t comfortably habitable and requires a significant investment to make livable. This home is the best of both worlds. Own your piece of Winter Park zoned for Winter Park schools. Book your showing today before it is gone.

2708 Lion Heart Road, Winter Park

$474,998
3 Beds 3 Baths Arrowhead Cove Unit 02 SubDv. 32792 Zip Code
Nestled in desirable Arrowhead Cove, this meticulously maintained 3-bedroom, 2.5-bath home represents the pinnacle of Winter Park living. With 1,906 square feet of thoughtfully designed space, this move-in-ready residence blends character, comfort, and convenience in Central Florida's most coveted school district. BONUS FEATURE: PRIVATE WELL IRRIGATION SYSTEM – Enjoy beautifully maintained landscaping year-round while keeping utility costs exceptionally low! This home features a dedicated well pump irrigation system that’s completely independent from city water, providing significant monthly savings and eco-friendly watering for the stunning renovated yard and lush landscaping. EXCEPTIONAL RECENT UPDATES NEW ROOF & SKYLIGHT (2024) – Complete peace of mind ENERGY-EFFICIENT WINDOWS (2017) – Maximum comfort and utility savings HVAC SYSTEM REPLACEMENT (2018) – New AC unit and air handler SMART HOME FEATURES – Nest thermostat and Protect alarms NEW GARAGE DOOR & SMART OPENER (2024) – Modern convenience POWER GENERATOR CONNECTION (2020) – Florida weather ready FRESH EXTERIOR PAINT (2021) – Pristine curb appeal RESORT-STYLE BACKYARD TRANSFORMATION (2023) The completely renovated backyard is a masterpiece that must be experienced in person: Brand new decorative pavers for elegant entertaining New privacy fencing for complete seclusion Custom playground perfect for active lifestyles Low-maintenance professional landscaping Expansive screened patio for year-round Florida living Fully fenced yard providing security and privacy STYLISH INTERIOR Open, airy layout maximizes natural light through oversized windows. Seamless flow from living and family rooms into large formal dining area makes entertaining effortless. Thoughtfully designed bedroom placement ensures privacy, while the spacious primary suite features walk-in closet, dressing area, full bath with walk-in shower, and additional half bath. UNPARALLELED WINTER PARK LIFESTYLE Step outside to the scenic Cady Way Trail for morning jogs, evening bike rides, or weekend nature walks. Enjoy Park Avenue's boutique shopping, world-class dining, and cultural events just minutes away. Publix, Target, Walmart, Costco, Aldi provide convenient daily shopping. Outdoor enthusiasts love proximity to Winter Pines Golf Club, Lake Baldwin, and Central Florida's extensive trail system. Coffee lovers appreciate nearby cafes, while foodies discover diverse restaurants from casual to fine dining. WORLD-CLASS SCHOOLS Lakemont Elementary – Top 50% Florida ranking, 61% math/ 59% reading proficiency Maitland Middle – Highly-rated Winter Park feeder school Winter Park High – Ranked #153 of 807 Florida high schools, 98% graduation rate Near Full Sail, UCF, and Rollins College COMMUNITY EXCELLENCE Arrowhead Cove offers low $100 annual HOA and optional Lake Nan access for peaceful waterfront recreation. Weekend farmers markets, community events, and seasonal festivals create vibrant neighborhood connections. The backyard transformation and thoughtful upgrades must be experienced in person. Schedule your private showing today and embrace the Winter Park lifestyle!

7602 Lodge Pole Trail, Winter Park

$1,295,000
6 Beds 4 Baths Lakeside Estates SubDv. 32792 Zip Code
Welcome to your WATERFRONT dream home in the prestigious Lakeside Estates, a private gated community situated on Garden Lake. Highly desirable cul-de-sac location and short stroll to the playground. The Kerrville model home is designed for stylish, easy living and offers an open floor plan with high-end finishes throughout. Impress your family and friends with the inviting foyer, 20+ ceilings, engineered hardwood floors, wrought iron staircase and open to the dining and living rooms. The spacious gourmet kitchen features granite countertops, upgraded tile backsplash, stainless steel appliances and pantry. The adjoining eat-in space and large family room provide the perfect space for gatherings. The secluded master suite is a private retreat, complete with a large walk-in closet and a spa-like bathroom – including updates with modern vanities, built-in Bluetooth speaker light settings including night light, and an enormous shower featuring rain, handheld and wall-mounted shower heads. Each of the five upstairs bedrooms is generously sized, with walk-in closets and great views. The upstairs bonus room has breathtaking views of the lake and can be used as a game room or play area for the family. The outdoor living space is equally impressive, featuring a large, saltwater pool and paved lanai overlooking private 21-acre Garden Lake, perfect for the most amazing sunsets and outdoor gatherings. The large backyard offers lots of room for play, while enjoying the stunning views of the lake. This home is designed with convenience and luxury in mind including a mudroom, huge office/playroom, and a large 3-car garage and additional storage. The 2025 upgraded finishes include new carpet in the bedrooms, freshly painted walls and upgraded Calcutta quartz in the powder bath. Security system and cameras can convey. Lakeside Estates offers exclusive access to a community pier, playground and a boat dock for non-motor kayaks, fishing, canoes, paddleboards, etc. You’ll enjoy a prime location near top-rated schools, parks, Seminole Trail shopping, and dining, with convenient access to Winter Park, Winter Springs, Oviedo, and UCF and close to major roads. Top rated Seminole County public schools and private schools Trinity Prep, Geneva School, Circle Christian and more. With only a handful of homes offering lakefront views, this property is truly one-of-a-kind. Don't miss out on the opportunity to make this luxurious, energy-efficient (energy efficient features) home your own!

1422 Via Sangro Place, Winter Park

$1,160,000
6 Beds 4 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
Exceptional Living Awaits in the Heart of Winter Park Nestled in the sought-after community of Waters Edge at Hawks Crest, this stunning 4268 square-foot energy-efficient home offers an exquisite blend of classic elegance and modern comfort. This Kerville II model, built by Meritage Homes in 2020, has been thoughtfully designed to be both welcoming and refined. From the moment you step through the front door, you’ll be captivated by the quality craftsmanship, thoughtful upgrades, and inviting spaces that make this home truly special. At the heart of the home is a chef-inspired kitchen, beautifully appointed with custom cabinetry, granite countertops, and a large center island that doubles as a breakfast bar. Stainless steel appliances make meal preparation effortless and enjoyable. Ample storage space, a butler’s pantry along with a sunlit breakfast area complete this culinary haven. The spacious family room flows seamlessly from the kitchen, featuring large sliding glass doors that open onto the private backyard oasis with the screened lanai and heated pool. The main floor also features a private en-suite bedroom with its own bathroom that offers direct access to the pool. Upstairs you will find four generous sized bedrooms and three full bathrooms. The luxurious master suite is a true retreat. Here, you’ll find an oversized dressing room/ walk-in closet, a newer spa-inspired en-suite bathroom complete with built ins, dual vanities, and a frameless glass shower. The additional bedrooms are spacious and bright, all with walk-in closets. Also featured on this level is the 6 th bedroom transformed into a dedicated home office which offers a quiet workspace and the versatile bonus room which can be tailored to fit your lifestyle—whether as a playroom, media center, or fitness studio. Waters Edge at Hawks Crest is a gated community featuring a resort style clubhouse with pool, fitness center, playgrounds, dog park, fishing dock and access to Lake Howell Don’t miss your chance to make this your forever home!

2080 Wood Thrush Ln, Winter Park

$272,500
2 Beds 2 Baths Windward Square Sec 1 SubDv. 32792 Zip Code
Welcoming townhome on cul-de-sac with no rear neighbors. Step out onto your roomy 16 x 12 screened porch and take in the peaceful views of the tennis courts and green space—it’s the perfect spot to relax with your morning coffee or unwind after a long day. Inside, you’ll love the bright, open feel thanks to clerestory windows in the living room, freshly painted walls, and brand-new electrical panels for peace of mind. Easy-care 18” x 18” tile floors run throughout the home, and sliding glass doors from both the dining area and second bedroom open right out to the porch. The kitchen has a handy pass-through to the dining room and a bar where friends or family can pull up a barstool. Both bathrooms have tub-shower combos, and the primary bedroom features a walk-in closet and a big fixed window that lets in tons of natural light. The Windward Square community has something for everyone—multiple pools, tennis courts, a play area, and even a putting green. You’ll also have space for two possibly 3 cars to park right out front. Best of all, you’re close to great shopping and dining, with downtown Winter Park just a short drive away. Getting around is easy too, with quick access to 417 and only about 20 minutes to Orlando International Airport via Semoran Blvd.

2517 Windward Way, Winter Park

$510,000
4 Beds 3 Baths Winter Park Estates SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Multiple offers received - please submit HIGHEST & BEST by THURSDAY, JULY 17th at 5:00 PM. Welcome to the most gorgeous waterfront property in Winter Park for UNDER $500,000! This charming 4 bedroom, 3 bath home is situated on a third of an acre with a stunning pool and water features overlooking a serene water view. The backyard truly must be seen to be believed! Guests will be just as captivated by the interior of this home. Discover flexibility and comfort in this beautifully designed home featuring dual primary suites — one upstairs and one down — each with its own private ensuite bath. Whether you're accommodating multi-generational living, hosting guests, or simply seeking extra privacy, this layout offers the ultimate in versatility. Thoughtfully designed living spaces and stylish finishes continue in the living spaces as well. Wood floors flow throughout the downstairs. The great room is bright and sunny from four (4) oversized windows as well as French Doors leading to the covered patio. Cooking is a delight with a newer gas stove and a kitchen overlooking the dining and living room. Storage abounds thanks to an indoor laundry room, an oversized two-car garage, and ample closet space in each bedroom. Enjoy home efficiency thanks to HVAC updates in 2023 and a tankless water heater installed in 2024. Winter Park is celebrated for its renowned shopping, dining, parks, and schools - and you could be close to it all in this home! Zoned Winter Park High School and its sports facilities are minutes away. Come discover the Winter Park lifestyle you have dreamed of. It is now obtainable in this incredible estate!

2739 Amsden Road, Winter Park

$255,000
3 Beds 2 Baths Villas Of Casselberry Ph 1 SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Freshly updated and ready for easy living, this concrete-block villa delivers three bedrooms, including a versatile flex room, plus two full baths across a smart 1,080-square-foot, single-story layout. The curb appeal pops thanks to 2023 exterior paint, a brand-new roof (2023), and a privacy fence (2023) that frames the fully fenced backyard. Step inside to an open living-dining core that flows to a screened back porch, perfect for morning coffee or evening grilling, while an attached storage shed keeps tools and toys neatly tucked away. Key systems inspire confidence: the electrical panel has been upgraded, a new water heater arrived in 2024, the HVAC dates to 2015, and the bathrooms feature recently installed raised toilets. Add in the community pool, low $39/month HOA, and Seminole County school zoning, and you’ve found a turn-key Winter Park address that keeps both maintenance and monthly costs pleasantly low.

3005 Casselwood Street, Winter Park

$255,000
2 Beds 2 Baths Woodcrest Condo SubDv. 32792 Zip Code
Gorgeous, fully renovated 2-bedroom / 2-bathroom condominium nestled in the heart of Winter Park along a beautiful and quiet tree lined street! The unit has new premium vinyl plank floors throughout. Living and dining room are open concept, perfect for entertaining! The updated kitchen features quartz counter tops, stainless appliances with new light and bright cabinetry. Bedrooms are a split floor plan with their own private baths and cedar closets. Both bathrooms are renovated with pristine subway tile and walk in showers. Roof and gutters recently replaced! Owner has spent over $30,000 in upgrades since purchasing in 2022. One assigned parking place. This is an amazing opportunity to live in Winter Park, just minutes from the historic Park Avenue District with shopping and dining, A+ schools, Advent Health Hospital, close to both Audubon Park and Baldwin Park. This 2/2 upstairs unit is in a quiet complex with only 18 units, a private pool, separate storage & laundry facilities on premise. These condos are rare and do go quickly! (Furniture is for sale)

1920 Woodcrest Drive Unit 15, Winter Park

$513,000
4 Beds 3 Baths Autumn Glen Ph 2 SubDv. 32792 Zip Code
Welcome to your own private retreat, perfectly situated at the end of a quiet CUL-DE-SAC on one of the most SCENIC LOTS in the neighborhood. This beautiful home sits on a gorgeous, oversized 1/4-ACRE LOT with UNOBSTRUCTED WATER VIEWS and is framed by mature trees, creating a natural canopy that offers both beauty and privacy. Whether you're sipping your morning coffee or winding down in the evening, the serene water views and peaceful setting make every moment feel like a getaway. Step inside to discover a thoughtfully updated interior filled with NATURAL LIGHT AND WATER VIEWS from every window in the family and dining rooms. The spacious family room features soaring VAULTED CEILINGS and a stunning brick WOOD-BURNING FIREPLACE, creating a cozy yet open space that’s perfect for gatherings year-round. The custom kitchen is as functional as it is beautiful, featuring MODERN GRAY SHAKER SOFT-CLOSE CABINETS, GRANITE COUNTERTOPS, a copper sink and faucet, and top-of-the-line STAINLESS STEEL LG APPLIANCES, including a French door refrigerator and double oven—perfect for everyday living and elevated entertaining. MAJOR SYSTEMS UPGRADES have already been taken care of, including a NEW ROOF (2022), BRAND NEW A/C (2025), FULL REPIPE, EXTERIOR PAINTED (2023), and DOUBLE PANE INSULATED WINDOWS throughout. Upstairs, you'll find NEWER LUXURY VINYL PLANK FLOORING, offering both durability and a fresh, contemporary feel. The primary bedroom includes a WALK-IN CLOSET, and the INSIDE LAUNDRY ROOM is complete with built-in cabinetry for added storage and convenience. Don’t miss the under-stairs storage area—perfect for seasonal items or organizing household extras. Outside the charm continues with an extended paver driveway welcomes guests, while the EPOXY-FINISHED GARAGE FLOOR adds both style and practicality. Out back, a FULLY FENCED BACKYARD—featuring a charming vinyl picket fence—includes a spacious COVERED PAVER PATIO and low-maintenance turf, ideal for play, pets, or relaxing with family and friends. This home is truly MOVE-IN READY, combining CHARMING CURB APPEAL, SMART UPGRADES, and a RARE, PICTURESQUE SETTING. All located within an amenity-rich community featuring two newly resurfaced tennis/pickleball courts and a refreshed playground—perfect for your next season of outdoor fun. Zoned for EXCELLENT SEMINOLE COUNTY SCHOOLS, this home offers the best of Florida living where comfort meets nature—and every detail has been carefully considered.

1819 Shadyhill Terrace, Winter Park

$448,000
3 Beds 3 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! Step into comfort and style in this beautifully maintained townhome, built in 2020 and thoughtfully designed for modern living. The open-concept layout features granite countertops, sleek finishes, and an oversized, screened-in lanai that opens to a tranquil wooded backdrop—ideal for unwinding or entertaining. Upstairs, you'll find all the bedrooms, a spacious loft perfect for a home office or cozy den, and a conveniently located laundry room. The owner’s retreat impresses with a custom walk-in closet featuring built-in organization that blends function with luxury. An extra-deep two-car garage adds rare practicality, while the HOA takes care of all exterior maintenance, landscaping, internet, cable, as well as the community pool and gated entry, simplifying everyday life. Ideally situated in a vibrant and central location, you’re just minutes from Park Avenue’s boutique shopping, restaurants, and Central Park’s lush green spaces. Local favorites like Foxtail Coffee Co. and Kelly’s Homemade Ice Cream are nearby for daily delights, and UCF is only a short drive away. With excellent schools and a close-knit community vibe, this home delivers a perfect blend of privacy, convenience, and charm—all in a move-in-ready package.

1471 Broad Wing Lane, Winter Park

$605,000
4 Beds 3 Baths Lost Creek SubDv. 32792 Zip Code
Buyer’s financing feel though the night before closing. The home has been inspected and it is in fine condition per inspectors’ reports! Tucked away on the tree-lined streets of the Lost Creek community, this contemporary two-story residence offers a rare blend of serenity and sophistication. Ideally located in sought-after Winter Park, this exceptional property offers exclusive creek-to-lake access leading to the sparkling waters of Lake Howell—just minutes away from vibrant city life and top-tier amenities. From the moment you arrive, the home makes a striking first impression with its stately architecture and bold navy double doors, creating a grand sense of arrival. Inside, a warm, welcoming foyer introduces an elegant layout, with a private office to one side and a formal dining room on the other—both adorned in rich wood flooring. The soaring ceilings of the great room bring in an abundance of natural light and airiness, while modern pendant lighting adds a contemporary flair. At the heart of the home lies a gourmet kitchen, beautifully appointed with crisp white Shaker cabinetry, Dovetail quartz countertops, and a sleek subway tile backsplash. The kitchen opens seamlessly to the sunny breakfast nook, with views of the lush, wooded preserve just beyond. The inviting family room centers around a cozy wood-burning fireplace, framed by built-ins and a custom art niche—perfect for showcasing treasured pieces. Step through French doors onto the lanai, where a wood-planked ceiling, ceiling fan, and wet bar create an effortless space for entertaining or quiet evenings under the stars. The primary suite, offers a tranquil escape with wood floors, crown molding, and soft blue hues that evoke a spa-like ambiance. The ensuite bath is equally luxurious, featuring an oversized vanity with framed mirror, a garden soaking tub, and a walk-in shower accented by coastal-inspired blue tile. Upstairs, a spacious open loft provides flexible living space ideal for a media room, home gym, or guest lounge. Two additional bedrooms complete the second floor, each generously sized and bathed in natural light. Step outside to your private backyard oasis, where a deck and firepit area offer peaceful moments overlooking the scenic landscape. A pathway leads to Howell Creek, where you can launch your own watercraft and enjoy a picturesque 15-minute cruise to 400-acre Lake Howell—a rare amenity in such a well-connected location. Additional highlights include: • New Roof (2021) • New Water Heater (2025) • Whole-Home Repipe (2017) • New A/C (2025) Ideally situated near premier dining, shopping, medical centers, and recreation—just minutes from Oviedo on the Park, Park Avenue, and Waterford Lakes Town Center. Top employers like Siemens, Lockheed Martin, and UCF are all within easy reach, along with quick access to the 417, making weekend getaways to the beaches or theme parks effortless. Zoned for top-rated Seminole County schools: Red Bug Elementary, Tuskawilla Middle, and Lake Howell High.

3102 Heartleaf Place, Winter Park

$265,000
2 Beds 3 Baths Lazy Oaks Condo SubDv. 32792 Zip Code
Absolutely charming 2-bedroom, 2.5-bathroom townhome style condo in the heart of Winter Park with a brand new roof! As you enter the front door, you are greeted with the expansive, open design of the first floor that extends all the way through the bonus office room and into the grassy courtyard! The kitchen has been updated with new counter tops, a double sink, and wonderful, little coffee bar shelf. The dining room/living room combo comes with an updated light fixture and fully-operational wood-burning fireplace! The rear porch has been completely enclosed and sports plantation shutters,  a ceiling fan, and beautiful wood laminate flooring. There is also a charming pull-out retractable desk in the closet under the stairs!  The half guest bath on the first floor also holds an updated pedestal sink.  Upstairs you will find a spacious primary bedroom that is filled with natural light from the large windows.  It holds multiple closets, very high ceilings, and beautiful wood laminate flooring.  The primary bath has been completely updated with high end tile flooring, a very modern glass and tile tub and shower, and an extended granite vanity with ample storage drawers.  Bedroom 2 also has laminate flooring, a very large closet, and its own updated bathroom! In the garage you'll find much more storage area, the washer and dryer, and a BRAND NEW water heater! All of this rests in the very quiet and peaceful Lazy Oaks Community of Winter Park and the A-rated Lake Howell High School. Come view this wonderful property and make it yours today!

5164 Lazy Oaks Drive, Winter Park

$455,000
3 Beds 3 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
Experience refined living in the sought-after gated community of Hawks Crest. This elegant 3-bedroom, 2.5-bathroom home offers 1,964 sq ft of thoughtfully designed living space with a 2-car garage featuring a sleek epoxy finish. As you enter, natural light floods the spacious living room, highlighting the modern finishes and open layout. The gourmet kitchen is a chef’s dream—equipped with top-of-the-line stainless steel appliances, stone countertops, custom backsplash, and a generously sized center island perfect for casual dining or entertaining. A separate dining area and stylish half bath complete the main floor. Step outside to your covered patio overlooking a beautifully maintained yard, ideal for relaxing or weekend barbecues. Upstairs, you’ll find two large guest bedrooms, a full bath, a convenient laundry room, and a linen closet. The luxurious primary suite features tray ceilings, a spacious walk-in closet, and a well-appointed en suite bathroom for your comfort and privacy. Residents of Hawks Crest enjoy resort-style amenities, including a community pool, clubhouse with outdoor grills, and a playground—all in a prime location. This home is move-in ready and optional furniture is available upon request. Don’t miss the opportunity to own in one of the area’s most desirable communities. Schedule your private showing today!

2405 Firstlight Way, Winter Park

$405,000
3 Beds 2 Baths Eastbrook Sub Unit 8 SubDv. 32792 Zip Code
Fully Renovated Gem in Winter Park! Welcome to your dream home in one of Central Florida’s most sought-after neighborhoods—Winter Park. This beautifully renovated 3-bedroom, 2-bathroom residence blends timeless charm with modern updates, offering the perfect move-in-ready sanctuary for today’s lifestyle. Step inside and fall in love with the light-filled open layout, anchored by a stunning fireplace that adds warmth and character to the living space. Every inch of this home has been thoughtfully redesigned—from the brand-new luxury flooring to the freshly painted interior and exterior. The heart of the home is the all-new chef’s kitchen, featuring sleek quartz countertops, modern cabinetry, and upgraded fixtures that combine functionality with style. Both bathrooms have been completely remodeled with contemporary finishes, offering spa-like comfort every day. Additional upgrades include: New Roof, Fully Fenced-In Yard for privacy and pets, New Flooring Throughout, Modern Lighting and Hardware, and Gorgeous Curb Appeal That Pops with new landscaping! Set on a quiet residential street with top-rated schools nearby, this home offers unbeatable access to the best of Winter Park living. Enjoy quick commutes with easy access to major highways, and spend weekends exploring nearby boutique shopping, fine dining, parks, and premier malls just minutes away. Whether you're looking for a forever home or a smart investment, this turn-key property checks all the boxes. Location. Luxury. Lifestyle.?? Winter Park, FL ??? 3 Beds | ?? 2 Baths | ?? Fireplace | ?? Fully Renovated. This is the home you've been waiting for. Don’t miss your chance to own a slice of Winter Park paradise. Contact us today to be the first to tour!

3425 Ferndell Drive, Winter Park

$625,000
4 Beds 3 Baths Bear Gully Bay SubDv. 32792 Zip Code
EXPECT TO BE IMPRESSED! Tucked away in a quaint and quiet Winter Park neighborhood, this beautifully maintained two-story 4-bedroom, 2.5-bath pool home sits on a lushly landscaped conservation lot with a charming paver walkway and inviting curb appeal. From the moment you step inside, you’ll appreciate the thoughtful updates and timeless character that make this home truly special.The newly renovated kitchen is a showstopper—featuring granite countertops, modern cabinetry, stylish backsplash, and recessed lighting—perfectly positioned to overlook the serene screened-in patio and saltwater pool, complete with a solar heating system for year-round enjoyment. The formal living and dining rooms offer volume ceilings, while the stunning two-story family room is anchored by a cozy wood-burning fireplace and custom built-ins, creating an ideal space for both entertaining and everyday living. The first-floor primary suite offers a peaceful retreat with an updated en-suite bathroom featuring granite counters, a clawfoot soaking tub, separate shower, and a spacious walk-in closet with California closet systems. Upstairs, you’ll find three generously sized bedrooms, an updated full bath, and a loft area—ideal for a home office, playroom, or second living space. Additional highlights include newer asphalt shingle roof (2020), a new HVAC system installed in 2023, and a vinyl privacy fence (2015) enclosing the St. Augustine-grassed backyard. The garage is fully functional with two remotes, and the home features a 13 x 5 inside laundry room, security system, and attic space above the garage. Flooring includes ceramic tile in most downstairs spaces, wood laminate in the living room, hardwood in the upstairs office, and carpet in two upper bedrooms (potentially over hardwood). The saltwater pool is owner-maintained, the setting—backing to conservation—makes it a private oasis. The home is connected to municipal sewer, has a termite protection plan, and is free of known structural or inspection concerns. The HOA fee is only $450 per year, covering common area maintenance, street lighting, and a festive neighborhood holiday celebration. Between the exceptional layout, upgrades, peaceful setting, and unbeatable location, 3759 Kinsley Place offers the perfect blend of style, space, and tranquility. Zoned for “A” rated schools and minutes from Trinity Prep, 417, UCF, shopping, and restaurants. WELCOME HOME!

3759 Kinsley Place, Winter Park

$331,985
2 Beds 2 Baths Winter Park Pines Patio Homes SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. BACK ON THE MARKET AFTER EXTENSIVE RENOVATIONS!!! BRAND NEW KITCHEN, BATHS, BRAND NEW GORGEOUS LUXURY VINYL PLANK FLOORING THROUGHOUT! BRAND NEW ROOF AS WELL! Some Photos are Virtually Staged for decorating options. Welcome to this beautiful 2-Bedroom, 2-Bathroom patio home located in desirable Winter Park. This duplex offers a range of amenities that will surely enhance your living experience. This beauty has BRAND NEW Luxury Vinyl flooring that looks like hardwood that is seamless throughout the ENTIRE home. The Kitchen is all BRAND NEW with Shaker Cabinets, tile backsplash and Quartz Counters, as well as one year old stainless steel appliances. There is an eat-in area space with wonderful natural light from the window looking to the backyard, perfect for enjoying your morning coffee. There is also a pantry as well as a separate closet with washer/dryer hookups. With a split floor plan, you'll have added privacy, and the vaulted ceilings add an airy and spacious ambiance. There is a huge Great Room to ensure no wasted space. Sliding Glass doors open to an open patio and fenced backyard, providing a private space for outdoor activities or simply relaxing in the fresh air. With the sliding glass door open, this is true indoor/outdoor FL living! The Primary Bedroom has a large walk-in closet, and the ensuite Bathroom is completely BRAND NEW with a double Vanity, and a separate area with a Walk in Shower and toilet that can be closed off. On the other side of the home is Bedroom 2 and the BRAND NEW Full Hall Bathroom with a tub/shower combination, and is accessed from the common hallway. The interior is painted a beautiful neutral decorator paint color throughout, creating a blank canvas for you to personalize and make it your own. Some other features are ceiling fans in Great Room and the Primary Bedroom, updated fixtures, brand new baseboards, and all handles and door knobs are updated as well. The one-car garage offers convenience and additional storage space. ROOF is BRAND NEW MAY 2025. Situated in the Winter Park School District, this home is perfect for those seeking quality education. Additionally, you'll enjoy the convenience of being close to shopping and dining options, making errands and nights out a breeze. Conveniently situated just minutes from Advent Health Winter Park, Rollins College, Full Sail University, and UCF. This location is also right around the corner from multiple parks, Cady Way Pool and the Winter Park Pines Golf Course. Don't miss the opportunity to make this recently renovated duplex yours and experience the comfort and convenience this gorgeous Winter Park gem has! This newly renovated, move in ready home will not last long!

638 Warrenton Road, Winter Park

$585,000
4 Beds 3 Baths Lost Creek SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Huge price reduction! This stunning 4-bedroom, 3-bathroom residence is situated on a desirable corner lot, offering ample space and privacy. This home was recently updated with a brand new HVAC system installed (May 2025), and a roof that’s only 4 years old (2021), complete plumbing repipe done in (2020). This home boasts both efficiency and peace of mind. Step inside to discover a modern open floor plan that promotes seamless living and entertaining. Enjoy the elegant ambiance created by high vaulted ceilings and tasteful finishes throughout. The (3) beautifully remodeled bathrooms, completed in 2024, provide a spa-like retreat, while the kitchen shines with granite countertops and stainless steel appliances, perfect for culinary enthusiasts. For added safety and convenience, the home is equipped with hurricane storm shutters and comes with a generator. Don’t miss this fantastic opportunity to own a beautifully updated home in a charming neighborhood, close to local amenities, world class restaurants and fine boutique shopping on Park Ave and one of the best school districts in Florida! Schedule your showing today!

3115 Heartleaf Place, Winter Park

$430,000
4 Beds 2 Baths Howell Estates Rep SubDv. 32792 Zip Code
Winter Park delight. Discover the potential of this wonderful, spacious Seminole County residence nestled in a well-established neighborhood. Amazing split floor plan with tons of potential. Picture creating your ideal kitchen, updating the bathrooms to your taste and opening up the living spaces to create a more contemporary flow. Gorgeous backyard oasis pool with pavers and waterfall. Fresh exterior paint and tons of new flooring. This house is sparkling clean and is move-in ready for a growing family. Enjoy ample room for entertaining and everyday living. Sliding doors across the Florida room bring in the sunsets over the pool. Well-maintained pavers in front and back, new water heater and garage door. Updated, mature landscaping. Easy access to the 417 and Semoran Boulevard. Don’t miss out on this great value.

1006 Bradford Drive, Winter Park

$185,000
2 Beds 2 Baths Four Seasons Condo SubDv. 32792 Zip Code
Welcome to easy living in the heart of Winter Park! This beautiful 1st-floor condo is move-in ready and packed with value—featuring a new electrical panel, in-unit washer and dryer, fresh interior paint, and popcorn ceilings removed for a modern, clean feel. Enjoy the convenience of a covered carport and peace of mind knowing this property is Fannie Mae eligible so you won't have any issue getting a loan on this condo! Tucked in a prime location near top-rated schools, Cady Way Trail, Showalter Field, Full Sail University, and Rollins College, this community is rich in amenities—offering three swimming pools, a tennis court, and a clubhouse for gatherings or relaxation. Walk to Publix, catch a film at the nearby movie theater, or explore the restaurants and shops just blocks away. Even Winter Park Hospital is minutes from your door. Water, sewer, and garbage services are all included in the condo fee, making this a great option for low-maintenance living. Whether you're a first-time buyer, downsizing, or seeking a smart investment, this is Winter Park living made simple. This unit is perfect for students attending Rollins or Full-sail. <iframe src="https://www.zillow.com/view-imx/6390f8f4-b27e-4ea5-a2cd-2698a3e3365a?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="100%" height="790px" frameBorder="0" style="border: 0;"></iframe><br>Brought to you by <a href="" target="_blank">The A List</a>

200 St Andrews Boulevard Unit 802, Winter Park

$490,000
4 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome to this stunning mid-century modern beauty where timeless design meets thoughtful, contemporary updates. Nestled in the highly sought-after neighborhood of Winter Park Pines, this 4-bedroom, 2-bathroom home offers over 1,500 sq ft of stylish, functional living space—and yes, your mail is still delivered to the front door! Step through a tastefully renovated entryway into an open, airy floor plan featuring a combined living and cozy sitting area with a wood-burning fireplace. The updated kitchen is a true showstopper, equipped with white and gray wood-grain shaker-style cabinets, quartz countertops, stainless steel appliances, a water filtration system, pantry space, and a breakfast bar with seating for three. A separate dining area offers plenty of space to entertain family and friends. Retreat to the spacious primary suite, large enough for a king-sized bed, with two closets and a renovated en-suite bathroom featuring marble flooring and accents, glass sliding shower doors, a sleek, contemporary vanity, and a smart recessed light with Bluetooth speaker. Three additional and well appointed bedrooms offer refurbished terrazzo flooring, ceiling fans and new closet doors. The spa-like hall bathroom boasts marble flooring and accents, subway-tiled tub/shower and wall, and an updated contemporary single vanity with added cabinetry. Enter the backyard oasis through a large set of glass sliding doors that open to a spacious 22' x 11' screened lanai, featuring charming Mexican tile flooring(complete with a refrigerator!)—perfect for relaxing or entertaining year-round. Beyond the lanai, enjoy a cobblestone-paved patio and a fully fenced backyard, offering both privacy and room to play or garden. With light gray LVP flooring throughout, ceiling fans, fresh interior and exterior paint, new front door, gutters, and spray insulation in the attic, no detail has gone unnoticed in this superbly updated home. 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 Center for Health and Wellbeing, Crosby Fitness, Winter Park Advent Health, 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 - 2016 HVAC - 2016 Electrical - 2015(updated panel)

2844 Scarlet Road, Winter Park

$415,000
3 Beds 2 Baths Wrenwood Unit 3 3rd Add SubDv. 32792 Zip Code
**WATCH THE VIDEO TOUR!!** You’ll love the HUGE BACKYARD (0.3 ACRE LOT) & 4TH BONUS ROOM! Nestled in one of Winter Park's established neighborhoods with NO HOA! The backyard features mature landscaping and peaceful sunset views every night! Enjoy 3 bedrooms plus a 4th ROOM HOME OFFICE with a french door, offering flexibility as a dedicated workspace or turn into a bedroom! Major updates include NEW ROOF AND SOFFITS (2023), Newer HVAC SYSTEM (2021), UPDATED PLUMBING & ELECTRICAL, and UPDATED FLOORING. Featuring a SPLIT FLOOR PLAN with lots of NATURAL LIGHT throughout. The cozy front dining/living room welcomes you in with large windows. The primary bedroom has two closets and an ensuite bathroom that’s been updated over the years. The kitchen is spacious with ample counter space, with an open flow to the rear family room, giving great sightlines and connectivity. A NEW MAYTAG DISHWASHER with a bonus 3rd rack was installed in 2024. The family room leads to a COVERED AND SCREENED-IN BACK PATIO. The two bedrooms on the other side of the house features NEW LUXURY VINYL PLANK FLOORING (2024), and the HALLWAY BATHROOM has been updated with a NEW TILE SHOWER and REFINISHED TUB (2025), light fixture, and mirror. A door separates this wing for added privacy! As for the community, enjoy the convenience of sidewalks throughout the neighborhood. Amazing access to nearby grocery stores, local coffee & donut shops, convenience stores, and pharmacies. Just minutes from Costco Wholesale and nearby schools like Geneva, Trinity Prep, Master's Academy, the University of Central Florida. Easy access to Highway 417 and surrounded by top PARKS, PLAYGROUNDS and recreation such as Red Bug Lake Park, Kraft Azalea Garden, Baldwin Park, and Winter Park Village for shopping and dining. Don’t miss this warm Winter Park gem! **Make sure to WATCH THE VIDEO TOUR to see more of the home!**

7040 Betty St, Winter Park

$240,000
2 Beds 2 Baths Cedarwood Village 1 SubDv. 32792 Zip Code
Seminole County and Winter Park! Centrally located on the border of Orange County, this well-established community of Cedarwood Village is conveniently located to beautiful Park Ave and all of the greater Orlando suburbs, locations and attractions. This well maintained single story cinderblock stucco has amble skylight natural light, open kitchen to family room, soaring vaulted ceilings and uniform beautiful wide panel water resistant vinyl flooring running throughout the entire residence. No carpet anywhere!! Nice dining area space to fit a large table, but also room in the kitchen for a small breakfast table by the window for morning coffee. The Primary bedroom suite has dual his and her closets and direct access to the screened private patio. The second bedroom has access to the front open and private patio. Other recent improvements are 5.25" high baseboards, range, water heater, door hardware and lighting. Roof was replaced in 2020. Additional locked storage in large closet on the patio. Community roads were recently repaved. This pet-friendly community is well maintained and offers a community pool, clubhouse and tennis courts. Winter Park Condo living at it's best with shopping, restaurants, UCF, Rollins College and Full Sail all minutes away.

2480 Tahoe Circle Unit 2480, Winter Park