Homesinorlando.forsale Search Results

$935,000

Stunning Lakefront Retreat in Winter Park! Welcome to your dream home on beautiful Lake Waunatta! This spacious and upgraded 5-bedroom/1-office/3-bathroom lakefront property offers over 3,850 sq. ft. of living space (5,113 sq. ft. total) on a nearly half-acre lot with ~100 feet of private shoreline. Enjoy breathtaking lake views from multiple rooms and the balcony. Open floorplan offers flexible living arrangements. Enjoy morning coffee/tea from the Florida Room to take in the glorious sunrise over the lake! Perfect for entertaining or relaxing, this home features a large, updated kitchen with an eat-in area, formal dining room, expansive living/family room, and a bright Florida Room with a stunning view. The large master suite is a luxurious retreat with a marble shower and a jacuzzi tub. Step outside to a huge dock with a covered boat house with powered lift, two jet ski lifts, and plenty of space to watch beautiful sunrises, rocket launches, and fireworks. The backyard is shady, spacious, and serene — perfect for morning sunrises or afternoon relaxation. Lake Waunatta is a ~72-acre private, spring-fed lake with no public access. It’s ideal for powerboating, jet skiing, windsailing, paddleboarding, and fishing. The property sits on an elevated lot that provides stunning lake views and minimizes flooding concerns. The home was extensively renovated and expanded in 2003, including updated plumbing, electrical, and structural additions. Recent upgrades include a new roof, new windows, sunshades, and new AC unit. Located on a quiet, limited-access street, you’re just minutes to Publix, Target, parks, restaurants, and top-rated schools. Easy access to Full Sail, UCF, Downtown Orlando, and airports. Don’t miss this rare opportunity to own a private slice of lakefront paradise, and to enjoy the best Florida offers, right from your backyard! This home offers the best value on a natural private ski lake in Winter Park!

5 Beds ⋅ 3 Baths ⋅ Lake Waunatta Village SubDv. ⋅ 32792 Zip Code

Stunning Lakefront Retreat in Winter Park! Welcome to your dream home on beautiful Lake Waunatta! This spacious and upgraded 5-bedroom/1-office/3-bathroom lakefront property offers over 3,850 sq. ft. of living space (5,113 sq. ft. total) on a nearly half-acre lot with ~100 feet of private shoreline. Enjoy breathtaking lake views from multiple rooms and the balcony. Open floorplan offers flexible living arrangements. Enjoy morning coffee/tea from the Florida Room to take in the glorious sunrise over the lake! Perfect for entertaining or relaxing, this home features a large, updated kitchen with an eat-in area, formal dining room, expansive living/family room, and a bright Florida Room with a stunning view. The large master suite is a luxurious retreat with a marble shower and a jacuzzi tub. Step outside to a huge dock with a covered boat house with powered lift, two jet ski lifts, and plenty of space to watch beautiful sunrises, rocket launches, and fireworks. The backyard is shady, spacious, and serene — perfect for morning sunrises or afternoon relaxation. Lake Waunatta is a ~72-acre private, spring-fed lake with no public access. It’s ideal for powerboating, jet skiing, windsailing, paddleboarding, and fishing. The property sits on an elevated lot that provides stunning lake views and minimizes flooding concerns. The home was extensively renovated and expanded in 2003, including updated plumbing, electrical, and structural additions. Recent upgrades include a new roof, new windows, sunshades, and new AC unit. Located on a quiet, limited-access street, you’re just minutes to Publix, Target, parks, restaurants, and top-rated schools. Easy access to Full Sail, UCF, Downtown Orlando, and airports. Don’t miss this rare opportunity to own a private slice of lakefront paradise, and to enjoy the best Florida offers, right from your backyard! This home offers the best value on a natural private ski lake in Winter Park!

7706 Waunatta Court, Winter Park

$545,000

Welcome to this beautifully maintained original-owner home nestled along the Winter Pines Golf Course! This property boasts breathtaking golf course views, a newly extended rear patio, and timeless curb appeal with cedar siding that enhances its warm, inviting character. Inside, you'll find all-new flooring throughout, a custom kitchen with solid wood cabinets, and abundant natural light filling every room. The family room features a cozy fireplace, perfect for relaxing or entertaining. Enjoy a quiet cup of coffee in the morning while in the sitting area with views of the perfectly landscaped backyard and golf course. The AC is only 2 years old and the home was replumbed in June 2025. Don’t miss this rare opportunity to own a lovingly cared-for home in one of Winter Park’s most sought-after locations! For a 3-d tour of this home, click on Virtual Tour 2.

3 Beds ⋅ 2 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully maintained original-owner home nestled along the Winter Pines Golf Course! This property boasts breathtaking golf course views, a newly extended rear patio, and timeless curb appeal with cedar siding that enhances its warm, inviting character. Inside, you'll find all-new flooring throughout, a custom kitchen with solid wood cabinets, and abundant natural light filling every room. The family room features a cozy fireplace, perfect for relaxing or entertaining. Enjoy a quiet cup of coffee in the morning while in the sitting area with views of the perfectly landscaped backyard and golf course. The AC is only 2 years old and the home was replumbed in June 2025. Don’t miss this rare opportunity to own a lovingly cared-for home in one of Winter Park’s most sought-after locations! For a 3-d tour of this home, click on Virtual Tour 2.

1123 Fairway Drive, Winter Park

$1,065,000

Welcome to 1024 Wading Waters Circle—a rare offering in the gated, amenity-rich enclave of Hawk's Crest in Winter Park. This modern, single-story Palermo II model has been elevated far beyond builder-grade materials with over $300,000 in custom upgrades, blending refined design with seamless indoor-outdoor living and spectacular waterfront views. From the moment you arrive, this residence impresses with its expanded paver driveway, beautiful stone façade, and artfully curated landscaping with low-voltage and Phillips Hue lighting that transforms the home’s exterior by night. The stylish entry courtyard sets the tone for what awaits inside. Enter into a gallery-style foyer that opens to a bright, open-concept layout with wide-plank flooring, custom wood accent walls, designer lighting, built-in speakers throughout the home, and a crisp, modern aesthetic. The chef’s kitchen is a showpiece—outfitted with flat-panel two-tone cabinetry, quartz countertops, built-in JennAir appliances, and a waterfall-edge island. Matte black fixtures, a pot filler and a sleek integrated hood complete the space. The living and dining areas flow effortlessly to the expansive screened lanai, where the outdoor experience has been completely reimagined. Entertain in style with a custom-built summer kitchen featuring premium Hestan appliances, a gas grill, beverage fridge, sink, and stainless storage. A beautifully designed aluminum pergola, built for year-round enjoyment, provides a separate outdoor destination. The fenced backyard opens to serene water and fountain views, lush landscaping, and a charming cocktail citrus tree—offering an ideal setting for quiet mornings and sunset gatherings. The private primary suite is a peaceful retreat with large windows framing the water and includes a spa-like bath with double vanities, glass-enclosed shower and a custom walk-in closet. Three additional bedrooms and a dedicated office with glass French doors provide space for guests, work, and play. Additional highlights include a whole-home water filtration system, cloud-based security camera system, Wi-Fi dimmer switches controllable by phone, black aluminum fencing with three gates, and a spacious three-car garage equipped with a mini-split HVAC system and a Tesla 11.2-kilowatt solar system with a Tesla charger for added convenience. Residents of Hawks Crest indulge in a thoughtfully planned community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park and access to Lake Howell. Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are at front of the neighborhood for added convenience. An exclusive respite, this home exemplifies a refined lifestyle for those who appreciate peaceful and convenient living. This is not just a home, it’s a lifestyle.

4 Beds ⋅ 3 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code

Welcome to 1024 Wading Waters Circle—a rare offering in the gated, amenity-rich enclave of Hawk's Crest in Winter Park. This modern, single-story Palermo II model has been elevated far beyond builder-grade materials with over $300,000 in custom upgrades, blending refined design with seamless indoor-outdoor living and spectacular waterfront views. From the moment you arrive, this residence impresses with its expanded paver driveway, beautiful stone façade, and artfully curated landscaping with low-voltage and Phillips Hue lighting that transforms the home’s exterior by night. The stylish entry courtyard sets the tone for what awaits inside. Enter into a gallery-style foyer that opens to a bright, open-concept layout with wide-plank flooring, custom wood accent walls, designer lighting, built-in speakers throughout the home, and a crisp, modern aesthetic. The chef’s kitchen is a showpiece—outfitted with flat-panel two-tone cabinetry, quartz countertops, built-in JennAir appliances, and a waterfall-edge island. Matte black fixtures, a pot filler and a sleek integrated hood complete the space. The living and dining areas flow effortlessly to the expansive screened lanai, where the outdoor experience has been completely reimagined. Entertain in style with a custom-built summer kitchen featuring premium Hestan appliances, a gas grill, beverage fridge, sink, and stainless storage. A beautifully designed aluminum pergola, built for year-round enjoyment, provides a separate outdoor destination. The fenced backyard opens to serene water and fountain views, lush landscaping, and a charming cocktail citrus tree—offering an ideal setting for quiet mornings and sunset gatherings. The private primary suite is a peaceful retreat with large windows framing the water and includes a spa-like bath with double vanities, glass-enclosed shower and a custom walk-in closet. Three additional bedrooms and a dedicated office with glass French doors provide space for guests, work, and play. Additional highlights include a whole-home water filtration system, cloud-based security camera system, Wi-Fi dimmer switches controllable by phone, black aluminum fencing with three gates, and a spacious three-car garage equipped with a mini-split HVAC system and a Tesla 11.2-kilowatt solar system with a Tesla charger for added convenience. Residents of Hawks Crest indulge in a thoughtfully planned community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park and access to Lake Howell. Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are at front of the neighborhood for added convenience. An exclusive respite, this home exemplifies a refined lifestyle for those who appreciate peaceful and convenient living. This is not just a home, it’s a lifestyle.

1024 Wading Waters Circle, Winter Park

$474,998

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!

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

$272,500

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.

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

$485,000

Welcome to 1921 Japonica Rd – Your Winter Park Retreat Awaits Tucked away on a quiet street just minutes from the heart of Winter Park, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort, character, and potential. From the moment you arrive, you'll notice how lovingly this home has been cared for, offering peace of mind with newer roof (2021) and a complete HVAC system and ductwork replacement in 2023. Step inside to a thoughtfully designed split floor plan, ideal for privacy and flexibility. The main living areas boast updated flooring, while plush carpet adds comfort to the bedrooms. The kitchen is full of charm, and includes the stove, microwave, and refrigerator, making it immediately enjoyable with plenty of room for personal touches down the road. The home flows seamlessly into a spacious backyard oasis that is fully fenced, beautifully landscaped, and ready for your summer cookouts or weekend gatherings. Dreaming of a pool? The yard was thoughtfully prepared with future plans in mind, perfectly sized and situated for a custom pool addition. Additional features include a leaf filter gutter protection, mature trees, and a garden space just waiting to bloom. Perhaps what truly sets this home apart is its incredible location. Nestled in the sought-after Winter Woods neighborhood in the Seminole County side of Winter Park, you’re just 3.5 miles from the boutiques and bistros of iconic Park Avenue, close to Rollins College, and moments from Winter Park Village, where shopping, dining, and entertainment abound. Whether you're settling into your forever home or making a savvy move into one of Central Florida’s most desirable areas, 1921 Japonica Rd offers the charm, space, and location you've been searching for. Schedule your private showing today and experience the warmth, opportunity, and unbeatable lifestyle this home has to offer. All information provided in this listing, including but not limited to square footage, room dimensions, and property features, is deemed reliable but is not guaranteed. Buyers are advised to conduct their own investigations and due diligence to satisfy themselves regarding the accuracy of all information provided.

4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 04 SubDv. ⋅ 32792 Zip Code

Welcome to 1921 Japonica Rd – Your Winter Park Retreat Awaits Tucked away on a quiet street just minutes from the heart of Winter Park, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort, character, and potential. From the moment you arrive, you'll notice how lovingly this home has been cared for, offering peace of mind with newer roof (2021) and a complete HVAC system and ductwork replacement in 2023. Step inside to a thoughtfully designed split floor plan, ideal for privacy and flexibility. The main living areas boast updated flooring, while plush carpet adds comfort to the bedrooms. The kitchen is full of charm, and includes the stove, microwave, and refrigerator, making it immediately enjoyable with plenty of room for personal touches down the road. The home flows seamlessly into a spacious backyard oasis that is fully fenced, beautifully landscaped, and ready for your summer cookouts or weekend gatherings. Dreaming of a pool? The yard was thoughtfully prepared with future plans in mind, perfectly sized and situated for a custom pool addition. Additional features include a leaf filter gutter protection, mature trees, and a garden space just waiting to bloom. Perhaps what truly sets this home apart is its incredible location. Nestled in the sought-after Winter Woods neighborhood in the Seminole County side of Winter Park, you’re just 3.5 miles from the boutiques and bistros of iconic Park Avenue, close to Rollins College, and moments from Winter Park Village, where shopping, dining, and entertainment abound. Whether you're settling into your forever home or making a savvy move into one of Central Florida’s most desirable areas, 1921 Japonica Rd offers the charm, space, and location you've been searching for. Schedule your private showing today and experience the warmth, opportunity, and unbeatable lifestyle this home has to offer. All information provided in this listing, including but not limited to square footage, room dimensions, and property features, is deemed reliable but is not guaranteed. Buyers are advised to conduct their own investigations and due diligence to satisfy themselves regarding the accuracy of all information provided.

1921 Japonica Road, Winter Park

$719,000

NEW PRICE! Seller Motivated – All Offers Welcome Discover your dream home in the prestigious gated community of Enclave at Aloma in Winter Park. This beautifully maintained 5-bedroom, 3.5-bath residence offers the perfect blend of elegance, comfort, and privacy—set on a tranquil lot with no rear neighbors. The moment you enter, you’ll be captivated by the rich engineered hardwood floors flowing throughout the first floor. The home features both a formal living and dining room, ideal for gatherings and special occasions. The gourmet kitchen is a true centerpiece, showcasing granite countertops, stainless steel appliances, and abundant cabinetry to inspire any home chef. A first-floor bedroom and half bath provide convenience and flexibility for guests or multi-generational living. Upstairs, enjoy a spacious game room designed for movie nights, play, or entertaining. The expansive primary suite offers a private retreat with a spa-like en-suite bathroom and double walk-in closets. Three additional bedrooms and two full bathrooms upstairs ensure plenty of space for everyone. Additional Highlights: Recently serviced A/C unit (2025). Seller providing 1 Year Whole Home Warranty for piece of mind. No rear neighbors. Water view. Impeccably maintained inside and out. Located minutes from Trinity Prep, top-rated Winter Park schools, shopping, and dining. Enjoy the exclusivity of a gated community while staying close to everything Winter Park has to offer. This home is more than a place to live—it’s a lifestyle. Schedule your private tour today before this exceptional property is gone.

5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

NEW PRICE! Seller Motivated – All Offers Welcome Discover your dream home in the prestigious gated community of Enclave at Aloma in Winter Park. This beautifully maintained 5-bedroom, 3.5-bath residence offers the perfect blend of elegance, comfort, and privacy—set on a tranquil lot with no rear neighbors. The moment you enter, you’ll be captivated by the rich engineered hardwood floors flowing throughout the first floor. The home features both a formal living and dining room, ideal for gatherings and special occasions. The gourmet kitchen is a true centerpiece, showcasing granite countertops, stainless steel appliances, and abundant cabinetry to inspire any home chef. A first-floor bedroom and half bath provide convenience and flexibility for guests or multi-generational living. Upstairs, enjoy a spacious game room designed for movie nights, play, or entertaining. The expansive primary suite offers a private retreat with a spa-like en-suite bathroom and double walk-in closets. Three additional bedrooms and two full bathrooms upstairs ensure plenty of space for everyone. Additional Highlights: Recently serviced A/C unit (2025). Seller providing 1 Year Whole Home Warranty for piece of mind. No rear neighbors. Water view. Impeccably maintained inside and out. Located minutes from Trinity Prep, top-rated Winter Park schools, shopping, and dining. Enjoy the exclusivity of a gated community while staying close to everything Winter Park has to offer. This home is more than a place to live—it’s a lifestyle. Schedule your private tour today before this exceptional property is gone.

7895 Pleasant Pine Circle, Winter Park

$893,000

Discover the exceptional Winter Park neighborhood of Bear Gully Pointe, a gated community rich with amenities and anchored by a 137-acre spring-fed lake. This meticulously crafted home sits in a private cul-de-sac and stretches over almost ½ acre with mature landscaping and includes a secluded, fenced back yard. Function is paramount with a three-way split floorplan with four bedrooms and 4.5 baths and over 3,400 square feet of mostly first-floor living. The upstairs enjoys a flexible bonus room and bath that can suit any buyer’s needs. Rich hardwood flooring throughout the main living areas and primary bedroom add warmth and beauty to this home. An open kitchen with 42-inch custom wood detailed cabinets, bar seating and center island adorned with granite countertops and natural gas cooking that would fulfill any chef's dream. The kitchen opens to the family room which has a built-in entertainment center and gas fireplace. The family and living rooms feature seamless glass doors to pool. The pool is shaded by an expansive screened enclosure and covered porch is generous to entertain guests or just relax and take in Florida sunshine. Lots of surrounding green space to roam or expand the home. Other features of the home include a three-car side entry garage with additional parking area, newer roof and skylights 2022, air-conditioning unit and blower by Frank Gay 2023, replumbed, freshly painted inside and out, updated floors in bedrooms and some appliances updated. An established community includes sidewalks, tennis courts, playground and lake to make outdoor activities a breeze. Easy access to SR 417, Winter Park, UCF, downtown Orlando, Orlando International and Sanford airports, Rollins and Trinity Prep. An incredible opportunity in Winter Park.

4 Beds ⋅ 5 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code

Discover the exceptional Winter Park neighborhood of Bear Gully Pointe, a gated community rich with amenities and anchored by a 137-acre spring-fed lake. This meticulously crafted home sits in a private cul-de-sac and stretches over almost ½ acre with mature landscaping and includes a secluded, fenced back yard. Function is paramount with a three-way split floorplan with four bedrooms and 4.5 baths and over 3,400 square feet of mostly first-floor living. The upstairs enjoys a flexible bonus room and bath that can suit any buyer’s needs. Rich hardwood flooring throughout the main living areas and primary bedroom add warmth and beauty to this home. An open kitchen with 42-inch custom wood detailed cabinets, bar seating and center island adorned with granite countertops and natural gas cooking that would fulfill any chef's dream. The kitchen opens to the family room which has a built-in entertainment center and gas fireplace. The family and living rooms feature seamless glass doors to pool. The pool is shaded by an expansive screened enclosure and covered porch is generous to entertain guests or just relax and take in Florida sunshine. Lots of surrounding green space to roam or expand the home. Other features of the home include a three-car side entry garage with additional parking area, newer roof and skylights 2022, air-conditioning unit and blower by Frank Gay 2023, replumbed, freshly painted inside and out, updated floors in bedrooms and some appliances updated. An established community includes sidewalks, tennis courts, playground and lake to make outdoor activities a breeze. Easy access to SR 417, Winter Park, UCF, downtown Orlando, Orlando International and Sanford airports, Rollins and Trinity Prep. An incredible opportunity in Winter Park.

2890 Wild Ginger Court, Winter Park

$465,000

Welcome to this beautifully maintained 3-bedroom, 2-bath home offering 1,906 square feet of comfortable living space in the heart of Winter Park. Built in 1995, this home features a desirable split-bedroom floor plan, high ceilings, and tile flooring throughout the main living areas—perfect for everyday living and entertaining. The spacious layout includes both a formal living room and a separate family room, as well as an open-concept living and dining area that flows seamlessly into an eat-in kitchen with abundant natural light. The kitchen is equipped with stone or Corian countertops, a separate closet pantry, and French doors that lead directly to the screened-in patio. The primary suite is a peaceful retreat, complete with a walk-in closet, private access to the patio, and an ensuite bathroom featuring dual sinks, a walk-in shower, a soaking tub, and a private water closet. Two additional bedrooms offer generous closet space and share a well-appointed guest bathroom with a tub/shower combo. Enjoy outdoor living in the fully fenced backyard, accessible through sliding glass doors from the formal living room or the French doors off the kitchen and living room. A Dual Well System provides excellent utility savings—while the original well was installed approximately 10 years ago, a second well was added in 2021 to boost water output during dry seasons. Both wells operate on the same pump and contribute to reduced water bills. The home also includes an indoor laundry room, an attached 2-car garage, no popcorn ceilings, blinds throughout, and plenty of windows that allow for an abundance of natural light. Additional updates and features include a paver driveway and walkway, a covered front porch with charming curb appeal, a roof from 2017, A/C replaced in 2009, and a water heater replaced in 2015. All of this comes with a low HOA. Located in the highly desirable Lost Creek neighborhood within the top-rated Seminole County school district, this home offers both comfort and convenience in a fantastic Winter Park location near shopping, dining, and major roadways. Don’t miss the opportunity to make this your next home!

3 Beds ⋅ 2 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath home offering 1,906 square feet of comfortable living space in the heart of Winter Park. Built in 1995, this home features a desirable split-bedroom floor plan, high ceilings, and tile flooring throughout the main living areas—perfect for everyday living and entertaining. The spacious layout includes both a formal living room and a separate family room, as well as an open-concept living and dining area that flows seamlessly into an eat-in kitchen with abundant natural light. The kitchen is equipped with stone or Corian countertops, a separate closet pantry, and French doors that lead directly to the screened-in patio. The primary suite is a peaceful retreat, complete with a walk-in closet, private access to the patio, and an ensuite bathroom featuring dual sinks, a walk-in shower, a soaking tub, and a private water closet. Two additional bedrooms offer generous closet space and share a well-appointed guest bathroom with a tub/shower combo. Enjoy outdoor living in the fully fenced backyard, accessible through sliding glass doors from the formal living room or the French doors off the kitchen and living room. A Dual Well System provides excellent utility savings—while the original well was installed approximately 10 years ago, a second well was added in 2021 to boost water output during dry seasons. Both wells operate on the same pump and contribute to reduced water bills. The home also includes an indoor laundry room, an attached 2-car garage, no popcorn ceilings, blinds throughout, and plenty of windows that allow for an abundance of natural light. Additional updates and features include a paver driveway and walkway, a covered front porch with charming curb appeal, a roof from 2017, A/C replaced in 2009, and a water heater replaced in 2015. All of this comes with a low HOA. Located in the highly desirable Lost Creek neighborhood within the top-rated Seminole County school district, this home offers both comfort and convenience in a fantastic Winter Park location near shopping, dining, and major roadways. Don’t miss the opportunity to make this your next home!

1173 Valley Creek Run, Winter Park

$560,000

A rare opportunity in the heart of Winter Park—this property sits on an oversized 0.31-acre corner lot in one of the area’s most desirable neighborhoods. This lot has no rear neighbors offering even more privacy. The existing home is owner-occupied, functional, and will be sold AS-IS, though it will require repairs. The true value lies in the land, offering outstanding potential for renovation, investment, or new construction. The street is experiencing a wave of redevelopment, with new homes selling well over the million-dollar range. Ideally located just minutes from Park Avenue, Baldwin Park, AdventHealth’s state-of-the-art hospital, and the Winter Park Wellness Center. Zoned for top-rated schools and just a short stroll to Cady Way Trail, Cady Way Pool & Pickleball Courts, Showalter Fields, and several nearby parks, this property offers an exceptional lifestyle and investment opportunity. Showings of the home will be accommodated only by limited request due to current occupancy.

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores SubDv. ⋅ 32792 Zip Code

A rare opportunity in the heart of Winter Park—this property sits on an oversized 0.31-acre corner lot in one of the area’s most desirable neighborhoods. This lot has no rear neighbors offering even more privacy. The existing home is owner-occupied, functional, and will be sold AS-IS, though it will require repairs. The true value lies in the land, offering outstanding potential for renovation, investment, or new construction. The street is experiencing a wave of redevelopment, with new homes selling well over the million-dollar range. Ideally located just minutes from Park Avenue, Baldwin Park, AdventHealth’s state-of-the-art hospital, and the Winter Park Wellness Center. Zoned for top-rated schools and just a short stroll to Cady Way Trail, Cady Way Pool & Pickleball Courts, Showalter Fields, and several nearby parks, this property offers an exceptional lifestyle and investment opportunity. Showings of the home will be accommodated only by limited request due to current occupancy.

1901 Loch Berry Road, Winter Park

$645,000

Welcome to 4030 Cool Water Ct! Nestled in the highly desirable Lake Waunatta Woods neighborhood, this spacious Winter Park Pool home is zoned for top-rated schools, including Winter Park High School and Lakemont Elementary School. With a new roof installed in 2022, this 5-bedroom, 3-bath home offers peace of mind along with undeniable charm. Situated on an oversized lot surrounded by mature trees and lush landscaping, it’s a rare find in a community known for its large lots, quiet streets, and beautiful greenery. Step inside to soaring ceilings and a stunning formal living room with a wood-burning fireplace and floor-to-ceiling stonework. Natural light pours through the large and numerous windows across the front of the house! This custom-built home exudes unique character throughout, blending timeless architectural details with modern updates that make it truly one-of-a-kind. The heart of the home is a chef’s dream kitchen featuring a massive island, gleaming quartz countertops, stainless steel appliances, and abundant cabinet space. Gorgeous wood floors flow throughout the downstairs living areas, including the formal dining room, a spacious family room, and a full bedroom and bathroom perfect for multigenerational living. Upstairs, you’ll find four additional generously sized bedrooms, all with brand new carpet, and two more full bathrooms, including an oversized primary suite that is massive! The expansive layout ensures privacy and comfort for every member of the household. Step outside to your own tropical retreat: a resort-like, large, screened pool and patio area that’s perfect for year-round fun, relaxation and entertaining! The uniquely shaped pool adds a touch of luxury, while the massive patio seamlessly connects to the kitchen and family room—creating the ultimate indoor-outdoor living experience. The lush landscaping and mostly fenced backyard provide ample privacy and a peaceful atmosphere for entertaining or enjoying quiet family moments. This beautiful property offers the perfect blend of warmth, character, and modern updates in one of Winter Park’s most sought-after neighborhoods. All of the shopping, restaurants, or leisure activities you can dream of are within just a few minutes in any direction! Don’t miss this exceptional opportunity, schedule your private showing today!

5 Beds ⋅ 3 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code

Welcome to 4030 Cool Water Ct! Nestled in the highly desirable Lake Waunatta Woods neighborhood, this spacious Winter Park Pool home is zoned for top-rated schools, including Winter Park High School and Lakemont Elementary School. With a new roof installed in 2022, this 5-bedroom, 3-bath home offers peace of mind along with undeniable charm. Situated on an oversized lot surrounded by mature trees and lush landscaping, it’s a rare find in a community known for its large lots, quiet streets, and beautiful greenery. Step inside to soaring ceilings and a stunning formal living room with a wood-burning fireplace and floor-to-ceiling stonework. Natural light pours through the large and numerous windows across the front of the house! This custom-built home exudes unique character throughout, blending timeless architectural details with modern updates that make it truly one-of-a-kind. The heart of the home is a chef’s dream kitchen featuring a massive island, gleaming quartz countertops, stainless steel appliances, and abundant cabinet space. Gorgeous wood floors flow throughout the downstairs living areas, including the formal dining room, a spacious family room, and a full bedroom and bathroom perfect for multigenerational living. Upstairs, you’ll find four additional generously sized bedrooms, all with brand new carpet, and two more full bathrooms, including an oversized primary suite that is massive! The expansive layout ensures privacy and comfort for every member of the household. Step outside to your own tropical retreat: a resort-like, large, screened pool and patio area that’s perfect for year-round fun, relaxation and entertaining! The uniquely shaped pool adds a touch of luxury, while the massive patio seamlessly connects to the kitchen and family room—creating the ultimate indoor-outdoor living experience. The lush landscaping and mostly fenced backyard provide ample privacy and a peaceful atmosphere for entertaining or enjoying quiet family moments. This beautiful property offers the perfect blend of warmth, character, and modern updates in one of Winter Park’s most sought-after neighborhoods. All of the shopping, restaurants, or leisure activities you can dream of are within just a few minutes in any direction! Don’t miss this exceptional opportunity, schedule your private showing today!

4030 Cool Water Court, Winter Park

$750,000

One or more photo(s) has been virtually staged. Spacious 5 bedroom, 3 bathroom courtyard ranch home offers the perfect blend of comfort and functionality on a spacious .73 acre lot. Upon entering the home, you step into a foyer with the living room/den, dining room, owner’s suite and en suite bathroom to the left, a centrally located kitchen and the family room and additional bedrooms and bathrooms to the right. The kitchen highlights beautiful cabinets, granite counter tops and an eat-in dining space. The family room features a wood burning fireplace providing a warm and cozy space for relaxation. This split floor plan home offers four additional bedrooms and two bathrooms with a privacy door to separate the bedrooms from the living areas. Enhancing the home’s appeal are two bonus areas: a sitting room overlooking the lanai and pool and an adjacent room ideal for a billiard or rec room with wet bar and counter seating. The oversized pool and screened lanai is perfect for entertaining guests. The front, back and side yards are all generous in size. Two car attached garage, 1 car detached garage and additional outdoor covered parking with electric access. Upgrades include hot water heater 2025, electric panel 2024, pool equipment 2024, exterior & interior paint 2024, new luxury vinyl flooring 2024, new lighting and fans 2024. Located in the well-established community of Lake Ann Estates. Don’t miss out! Call today to schedule your showing.

5 Beds ⋅ 3 Baths ⋅ Lake Ann Estates Unit 1 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Spacious 5 bedroom, 3 bathroom courtyard ranch home offers the perfect blend of comfort and functionality on a spacious .73 acre lot. Upon entering the home, you step into a foyer with the living room/den, dining room, owner’s suite and en suite bathroom to the left, a centrally located kitchen and the family room and additional bedrooms and bathrooms to the right. The kitchen highlights beautiful cabinets, granite counter tops and an eat-in dining space. The family room features a wood burning fireplace providing a warm and cozy space for relaxation. This split floor plan home offers four additional bedrooms and two bathrooms with a privacy door to separate the bedrooms from the living areas. Enhancing the home’s appeal are two bonus areas: a sitting room overlooking the lanai and pool and an adjacent room ideal for a billiard or rec room with wet bar and counter seating. The oversized pool and screened lanai is perfect for entertaining guests. The front, back and side yards are all generous in size. Two car attached garage, 1 car detached garage and additional outdoor covered parking with electric access. Upgrades include hot water heater 2025, electric panel 2024, pool equipment 2024, exterior & interior paint 2024, new luxury vinyl flooring 2024, new lighting and fans 2024. Located in the well-established community of Lake Ann Estates. Don’t miss out! Call today to schedule your showing.

103 Longhorn Road, Winter Park

$421,000

Spectacular pool home in the Winter Park Pines on a corner lot with a side entry 2 car garage. Roof replaced in 2018. This 3 bedroom 2 bath home is a blank canvas just waiting to be customized to your particular taste. Pool has gunite with diamond brite finish. The particular location of this home could be perfect for raising a family and pets. Breakfast bar in kitchen. Sliding glass doors in the family room leads to the screened patio and the pool area as well as another set of sliding glass doors in the primary bedroom that opens to the pool area. Pocket doors between living room and family room. Front door also has a glass storm door. Sprinker system on well. Room measurements are approximate. Buyer to verify all schools and room measurements. Pool light and pool heater not working. Pool equipment at the home, washer and dryer and 2nd refrigerator in garage is included.

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Spectacular pool home in the Winter Park Pines on a corner lot with a side entry 2 car garage. Roof replaced in 2018. This 3 bedroom 2 bath home is a blank canvas just waiting to be customized to your particular taste. Pool has gunite with diamond brite finish. The particular location of this home could be perfect for raising a family and pets. Breakfast bar in kitchen. Sliding glass doors in the family room leads to the screened patio and the pool area as well as another set of sliding glass doors in the primary bedroom that opens to the pool area. Pocket doors between living room and family room. Front door also has a glass storm door. Sprinker system on well. Room measurements are approximate. Buyer to verify all schools and room measurements. Pool light and pool heater not working. Pool equipment at the home, washer and dryer and 2nd refrigerator in garage is included.

2817 Fitzooth Drive, Winter Park

$1,010,000

Welcome to this beautifully designed executive pool home with private in-law quarters, nestled on an oversized corner lot in the gated community of Bear Gully Pointe in Winter Park. Thoughtfully crafted with architectural elegance, this residence features timeless details including plantation shutters, crown molding, and hardwood flooring throughout the first floor. Step inside and be greeted by soaring ceilings, a sweeping circular staircase, and expansive views of the screened lanai and sparkling pool and spa. The bright, open layout includes a spacious first-floor primary suite with a sitting area, spa-like bath, and a custom walk-in closet, as well as a second bedroom conveniently located on the main level. Upstairs you’ll find two additional bedrooms, two full bathrooms, and a versatile loft. Ideal for multi-generational living or guest privacy, the detached in-law suite offers its own living space, full bath, and private access from across the pool. At the heart of the home is a gourmet kitchen equipped with granite countertops, stainless steel appliances, gas cooktop, double ovens, center island, butler’s pantry, oversized walk-in pantry, and a cozy breakfast nook—perfect for entertaining. Additional features include a generous laundry room with washer and dryer, a spacious 3-car side-entry garage with epoxy floors, gas water heater, circular front drive, extended side driveway, and beautifully manicured landscaping. Bear Gully Pointe offers community tennis courts and a playground, all just minutes from Trinity Prep, major highways, UCF, and Orlando International Airport. This is Florida living at its finest.

5 Beds ⋅ 5 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully designed executive pool home with private in-law quarters, nestled on an oversized corner lot in the gated community of Bear Gully Pointe in Winter Park. Thoughtfully crafted with architectural elegance, this residence features timeless details including plantation shutters, crown molding, and hardwood flooring throughout the first floor. Step inside and be greeted by soaring ceilings, a sweeping circular staircase, and expansive views of the screened lanai and sparkling pool and spa. The bright, open layout includes a spacious first-floor primary suite with a sitting area, spa-like bath, and a custom walk-in closet, as well as a second bedroom conveniently located on the main level. Upstairs you’ll find two additional bedrooms, two full bathrooms, and a versatile loft. Ideal for multi-generational living or guest privacy, the detached in-law suite offers its own living space, full bath, and private access from across the pool. At the heart of the home is a gourmet kitchen equipped with granite countertops, stainless steel appliances, gas cooktop, double ovens, center island, butler’s pantry, oversized walk-in pantry, and a cozy breakfast nook—perfect for entertaining. Additional features include a generous laundry room with washer and dryer, a spacious 3-car side-entry garage with epoxy floors, gas water heater, circular front drive, extended side driveway, and beautifully manicured landscaping. Bear Gully Pointe offers community tennis courts and a playground, all just minutes from Trinity Prep, major highways, UCF, and Orlando International Airport. This is Florida living at its finest.

2880 Old Castle Drive, Winter Park

$415,000

Beautiful 4-Bedroom, 2-Bath Home in Winter Park (32792) — No HOA! Enter through your double front doors into a thoughtfully updated, move-in ready home. You're welcomed by a charming entry nook with a bench and hooks—perfect for organizing shoes, backpacks, and daily essentials. The formal living and dining rooms offer flexible space for entertaining or can easily be converted into a home office or den. At the heart of the home is a completely remodeled kitchen (2022), featuring quartz countertops, new cabinetry, a pantry, modern light fixture, and a large island with seating for four—perfect for gatherings and everyday living. The kitchen opens to a spacious family room with sliding glass doors leading to a screened-in porch with dual ceiling fans. Step outside onto the large concrete patio and enjoy the fully fenced backyard, enclosed with a mix of vinyl and wood fencing for added privacy. The split floor plan provides separation and function. The primary suite is tucked off the dining area and features space for a king-sized bed, multiple windows, a ceiling fan, and a fully remodeled ensuite bath with dual sinks, updated mirrors and lighting, and a walk-in shower (no tub). On the opposite side of the home are three very spacious guest bedrooms and a remodeled guest bathroom with charming finishes. The home features wood-look tile flooring throughout (2022), fresh interior paint, and curtains that stay. Front windows and one bedroom window were replaced in 2020. All bedrooms are generously sized—even the guest rooms comfortably fit queen beds with space to spare. Key upgrades and features include: Roof replaced in 2022 Kitchen remodel (2022) Wood-look tile flooring (2022) Front windows + one bedroom window replaced (2020) AC 2017 Water heater (2016) Microwave, refrigerator, and dishwasher (1 year old) Stove (4 years old) new electrical panel June 2025 Irrigation system (non-operational; sellers have never used it) 2-car garage with garage door opener, utility sink, and extra refrigerator and freezer Washer and dryer do not convey Public water & sewer Located outside of a flood zone NO HOA! Ideally located directly across from Eastbrook Elementary, and zoned for Tuskawilla Middle and Lake Howell High, with quick access to Full Sail University, downtown Winter Park, shopping, and dining. Meticulously maintained, tastefully updated, and move-in ready — schedule your private showing today!

4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

Beautiful 4-Bedroom, 2-Bath Home in Winter Park (32792) — No HOA! Enter through your double front doors into a thoughtfully updated, move-in ready home. You're welcomed by a charming entry nook with a bench and hooks—perfect for organizing shoes, backpacks, and daily essentials. The formal living and dining rooms offer flexible space for entertaining or can easily be converted into a home office or den. At the heart of the home is a completely remodeled kitchen (2022), featuring quartz countertops, new cabinetry, a pantry, modern light fixture, and a large island with seating for four—perfect for gatherings and everyday living. The kitchen opens to a spacious family room with sliding glass doors leading to a screened-in porch with dual ceiling fans. Step outside onto the large concrete patio and enjoy the fully fenced backyard, enclosed with a mix of vinyl and wood fencing for added privacy. The split floor plan provides separation and function. The primary suite is tucked off the dining area and features space for a king-sized bed, multiple windows, a ceiling fan, and a fully remodeled ensuite bath with dual sinks, updated mirrors and lighting, and a walk-in shower (no tub). On the opposite side of the home are three very spacious guest bedrooms and a remodeled guest bathroom with charming finishes. The home features wood-look tile flooring throughout (2022), fresh interior paint, and curtains that stay. Front windows and one bedroom window were replaced in 2020. All bedrooms are generously sized—even the guest rooms comfortably fit queen beds with space to spare. Key upgrades and features include: Roof replaced in 2022 Kitchen remodel (2022) Wood-look tile flooring (2022) Front windows + one bedroom window replaced (2020) AC 2017 Water heater (2016) Microwave, refrigerator, and dishwasher (1 year old) Stove (4 years old) new electrical panel June 2025 Irrigation system (non-operational; sellers have never used it) 2-car garage with garage door opener, utility sink, and extra refrigerator and freezer Washer and dryer do not convey Public water & sewer Located outside of a flood zone NO HOA! Ideally located directly across from Eastbrook Elementary, and zoned for Tuskawilla Middle and Lake Howell High, with quick access to Full Sail University, downtown Winter Park, shopping, and dining. Meticulously maintained, tastefully updated, and move-in ready — schedule your private showing today!

5436 Tangerine Avenue, Winter Park

$800,200

One or more photo(s) has been virtually staged. Do you have a vision? Do you love Nature? Welcome to this Exceptional Bear Gully Lakefront Retreat – A Rare Blend of Privacy and Natural Beauty! Refurbish the house as it is, or start new on this amazing rare natural Florida lakefront ground. Tucked away on the serene shores of Bear Gully Lake, this one-of-a-kind property presents a rare opportunity to own a true Florida waterfront sanctuary. Set on a private 137-acre lake—renowned as one of the cleanest in the country—this 1.8 acre property currenty has a four-bedroom, 3.5-bathroom pool home. A 464-foot boardwalk walks you from the house through natural Florida landscape, guiding you to the lake and a 28x28 dock complete with a covered power lift—perfect for boating, fishing, paddle-boarding, wakeboarding, or simply relaxing while taking in sweeping lake views. Back at the house, you'll enter through a private courtyard that reveals a tranquil screened pool and spa with cascading waterfalls and an outdoor kitchen this is a true retreat. Step inside the main home to find soaring ceilings, warm wood accents, and spacious living areas ideal for gathering and entertaining. The heart of the home is a generous kitchen featuring unique granite countertops embedded with petrified wood, a breakfast bar, and seamless flow to both the formal dining room and family room with a cozy wood-burning fireplace. The expansive primary suite on the main level is a private haven, offering its own fireplace, walk-in closet, and spa-inspired ensuite bath. Upstairs, a dramatic loft overlooks the main living space, flanked by two bedrooms with a Jack and Jill bath. Separate from the main house, a private fourth bedroom and third full bath provide the perfect setup for an in-law suite, home office, or guest retreat. Ideally located just minutes from SR 417, UCF, Winter Park, and Downtown Orlando, this lakefront home combines everyday convenience with extraordinary living. Homes like this are rarely available—schedule your private showing today and experience the magic of Bear Gully Lake for yourself.

4 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Do you have a vision? Do you love Nature? Welcome to this Exceptional Bear Gully Lakefront Retreat – A Rare Blend of Privacy and Natural Beauty! Refurbish the house as it is, or start new on this amazing rare natural Florida lakefront ground. Tucked away on the serene shores of Bear Gully Lake, this one-of-a-kind property presents a rare opportunity to own a true Florida waterfront sanctuary. Set on a private 137-acre lake—renowned as one of the cleanest in the country—this 1.8 acre property currenty has a four-bedroom, 3.5-bathroom pool home. A 464-foot boardwalk walks you from the house through natural Florida landscape, guiding you to the lake and a 28x28 dock complete with a covered power lift—perfect for boating, fishing, paddle-boarding, wakeboarding, or simply relaxing while taking in sweeping lake views. Back at the house, you'll enter through a private courtyard that reveals a tranquil screened pool and spa with cascading waterfalls and an outdoor kitchen this is a true retreat. Step inside the main home to find soaring ceilings, warm wood accents, and spacious living areas ideal for gathering and entertaining. The heart of the home is a generous kitchen featuring unique granite countertops embedded with petrified wood, a breakfast bar, and seamless flow to both the formal dining room and family room with a cozy wood-burning fireplace. The expansive primary suite on the main level is a private haven, offering its own fireplace, walk-in closet, and spa-inspired ensuite bath. Upstairs, a dramatic loft overlooks the main living space, flanked by two bedrooms with a Jack and Jill bath. Separate from the main house, a private fourth bedroom and third full bath provide the perfect setup for an in-law suite, home office, or guest retreat. Ideally located just minutes from SR 417, UCF, Winter Park, and Downtown Orlando, this lakefront home combines everyday convenience with extraordinary living. Homes like this are rarely available—schedule your private showing today and experience the magic of Bear Gully Lake for yourself.

4107 Gabriella Lane, Winter Park

$500,000

One or more photo(s) has been virtually staged. Welcome to this well-maintained home in the desirable Kenilworth Shores Neighborhood of Winter Park. The three-bedroom, two-bath home has just over 1,750 square feet and has lots of extra storage. Wonderful floorplan with large living room, dining room, and separate family room with wood-burning fireplace. Updates include BRAND-NEW Roof (4/2025), AC compressor (2024), replumbed (2003), refrigerator (2023), and electric panel. The new roof has a transferrable 5-year workmanship warranty and a manufacturer's limited lifetime product warranty. Zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary. Just minutes to Cady Way Trail, Cady Way Pool and Courts, Winter Pines Golf Club, Showalter & Ward Park Fields, Baldwin Park, Park Avenue, Advent Health, YMCA, Rollins College, and Full Sail University. This is ready for your personal touches and new memories. Contact me to schedule your private showing today.

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 05 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome to this well-maintained home in the desirable Kenilworth Shores Neighborhood of Winter Park. The three-bedroom, two-bath home has just over 1,750 square feet and has lots of extra storage. Wonderful floorplan with large living room, dining room, and separate family room with wood-burning fireplace. Updates include BRAND-NEW Roof (4/2025), AC compressor (2024), replumbed (2003), refrigerator (2023), and electric panel. The new roof has a transferrable 5-year workmanship warranty and a manufacturer's limited lifetime product warranty. Zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary. Just minutes to Cady Way Trail, Cady Way Pool and Courts, Winter Pines Golf Club, Showalter & Ward Park Fields, Baldwin Park, Park Avenue, Advent Health, YMCA, Rollins College, and Full Sail University. This is ready for your personal touches and new memories. Contact me to schedule your private showing today.

2138 Whitehall Drive, Winter Park

$390,000

Welcome to 264 Balfour Drive — an exclusive residence within a private enclave of just 13 elegant townhomes in the heart of Winter Park designed by architect Nils Schweizer. a student of Frank Lloyd Wright. Offering an attached two-car garage and a premier location, this home blends sophistication with comfort in every detail. Step into a grand living room where soaring ceilings and expansive windows bathe the space in natural light. The formal dining room transitions effortlessly into a thoughtfully designed galley kitchen, showcasing a newly renovated island, high-end Bosch dishwasher, and a French door leading to a truly remarkable outdoor retreat. The covered courtyard, adorned with a trellised garden and overlooking manicured community green space, offers the perfect setting for elevated entertaining and tranquil evenings under the stars. Upstairs, discover a versatile loft ideal for a refined home office, along with a luxurious primary suite featuring a glass-enclosed porch — a serene escape for morning coffee or evening unwinding. Two additional guest bedrooms and a well-appointed guest bath complete the upper level. This discreet and desirable community offers unmatched access to shopping, dining, Advent Health Medical Campus, Full Sail University, Cady Way Park with bike trails & pickleball courts and a short drive to the renowned charm of Park Avenue. Roof 2012, HVAC 2016. Zoned for top-rated schools: Brookshire Elementary, Glenridge Middle, and Winter Park High. WELCOME HOME!

3 Beds ⋅ 3 Baths ⋅ Merrie Oaks Village Ph 01 SubDv. ⋅ 32792 Zip Code

Welcome to 264 Balfour Drive — an exclusive residence within a private enclave of just 13 elegant townhomes in the heart of Winter Park designed by architect Nils Schweizer. a student of Frank Lloyd Wright. Offering an attached two-car garage and a premier location, this home blends sophistication with comfort in every detail. Step into a grand living room where soaring ceilings and expansive windows bathe the space in natural light. The formal dining room transitions effortlessly into a thoughtfully designed galley kitchen, showcasing a newly renovated island, high-end Bosch dishwasher, and a French door leading to a truly remarkable outdoor retreat. The covered courtyard, adorned with a trellised garden and overlooking manicured community green space, offers the perfect setting for elevated entertaining and tranquil evenings under the stars. Upstairs, discover a versatile loft ideal for a refined home office, along with a luxurious primary suite featuring a glass-enclosed porch — a serene escape for morning coffee or evening unwinding. Two additional guest bedrooms and a well-appointed guest bath complete the upper level. This discreet and desirable community offers unmatched access to shopping, dining, Advent Health Medical Campus, Full Sail University, Cady Way Park with bike trails & pickleball courts and a short drive to the renowned charm of Park Avenue. Roof 2012, HVAC 2016. Zoned for top-rated schools: Brookshire Elementary, Glenridge Middle, and Winter Park High. WELCOME HOME!

264 Balfour Drive, Winter Park

$705,000

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!

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

$1,422,750

Modern Lakefront Dream home NOW AVAILABLE! Nestled in the peaceful Lake Waunatta Woods neighborhood, this stunning renovated lakefront estate seamlessly blends modern style with effortless luxury. With over 5,300 square feet, five spacious bedrooms, and breathtaking panoramic views of Lake Waunatta from nearly every room, this one-of-a-kind property offers the ultimate waterfront lifestyle. Situated on the private, spring-fed, 72-acre Lake, this home is designed for both entertaining and everyday living. As you step inside the 2-story foyer creates a grand entrance. Just off the foyer, the library, with its custom built-in shelving, makes for a perfect home office or can serve as a formal dining room. The living room features a two-story, double-sided fireplace and soaring vaulted ceilings, adding warmth and character. The ½ bath at the foyer provides easy access for guests. The family room invites you to gather around the inviting fireplace with custom built-ins and hearth. The open-concept flows effortlessly into the gourmet kitchen. Designed to impress, the kitchen features quartz countertops, built-in LG appliances, a glass cooktop, an expansive pantry wall and walk-in pantry, an island with seating, and a built-in bar perfect for evening entertaining. A wall of panoramic sliding doors perfectly frames the breathtaking views from the family room and kitchen, filling the space with natural light. The enclosed sunroom, with floor-to-ceiling windows and 180-degree lake views, is fully air-conditioned, making it an idyllic retreat for year-round enjoyment. Step outside to your lakefront sanctuary. The massive 35x16 pool and full-length pool deck provide ample space for lounging in the sun or hosting unforgettable gatherings. A composite deck with built-in benches in the yard is perfect for outdoor grilling. Bring your boat and get ready to enjoy lakefront living this summer! This home features a boat house with dock and a gazebo to enjoy summer breezes. A private first-floor bedroom, located just off the kitchen, is ideal for guests. The adjacent cabana bath offers direct pool access through the sunroom. A HUGE laundry room features cabinetry, sink and tons of storage just off the kitchen. Upstairs, the primary suite is a true retreat, offering vaulted ceilings, a cozy fireplace, dual walk-in closets, and a spa-inspired bathroom with dual vanities, a large garden tub, a walk-in shower with travertine tile and frameless glass, and modern lighting and hardware. French doors lead to a private bonus room with wall-to-wall windows overlooking the lake—perfect for a home office, yoga studio, or reading nook. You will never want to leave this room! Along the other wing of the upstairs, three oversized bedrooms provide ample space and comfort. Two of the bedrooms feature expansive lake views. One offers an ensuite bath with frameless glass shower, while the other two share a Jack-and-Jill bathroom. Ideally located just minutes from 417 & 408, this home offers easy access to downtown Orlando, the airport, UCF, Full Sail, and Trinity Prep. Zoned for top-rated schools, including Winter Park High, this is a rare opportunity to own a modern lakefront gem. Schedule your private tour today!<iframe src="https://my.matterport.com/show/?m=ad2NV4V1jzV" frameborder="0" width="853" height="480" allowfullscreen allow="xr-spatial-tracking"></iframe>

5 Beds ⋅ 5 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code

Modern Lakefront Dream home NOW AVAILABLE! Nestled in the peaceful Lake Waunatta Woods neighborhood, this stunning renovated lakefront estate seamlessly blends modern style with effortless luxury. With over 5,300 square feet, five spacious bedrooms, and breathtaking panoramic views of Lake Waunatta from nearly every room, this one-of-a-kind property offers the ultimate waterfront lifestyle. Situated on the private, spring-fed, 72-acre Lake, this home is designed for both entertaining and everyday living. As you step inside the 2-story foyer creates a grand entrance. Just off the foyer, the library, with its custom built-in shelving, makes for a perfect home office or can serve as a formal dining room. The living room features a two-story, double-sided fireplace and soaring vaulted ceilings, adding warmth and character. The ½ bath at the foyer provides easy access for guests. The family room invites you to gather around the inviting fireplace with custom built-ins and hearth. The open-concept flows effortlessly into the gourmet kitchen. Designed to impress, the kitchen features quartz countertops, built-in LG appliances, a glass cooktop, an expansive pantry wall and walk-in pantry, an island with seating, and a built-in bar perfect for evening entertaining. A wall of panoramic sliding doors perfectly frames the breathtaking views from the family room and kitchen, filling the space with natural light. The enclosed sunroom, with floor-to-ceiling windows and 180-degree lake views, is fully air-conditioned, making it an idyllic retreat for year-round enjoyment. Step outside to your lakefront sanctuary. The massive 35x16 pool and full-length pool deck provide ample space for lounging in the sun or hosting unforgettable gatherings. A composite deck with built-in benches in the yard is perfect for outdoor grilling. Bring your boat and get ready to enjoy lakefront living this summer! This home features a boat house with dock and a gazebo to enjoy summer breezes. A private first-floor bedroom, located just off the kitchen, is ideal for guests. The adjacent cabana bath offers direct pool access through the sunroom. A HUGE laundry room features cabinetry, sink and tons of storage just off the kitchen. Upstairs, the primary suite is a true retreat, offering vaulted ceilings, a cozy fireplace, dual walk-in closets, and a spa-inspired bathroom with dual vanities, a large garden tub, a walk-in shower with travertine tile and frameless glass, and modern lighting and hardware. French doors lead to a private bonus room with wall-to-wall windows overlooking the lake—perfect for a home office, yoga studio, or reading nook. You will never want to leave this room! Along the other wing of the upstairs, three oversized bedrooms provide ample space and comfort. Two of the bedrooms feature expansive lake views. One offers an ensuite bath with frameless glass shower, while the other two share a Jack-and-Jill bathroom. Ideally located just minutes from 417 & 408, this home offers easy access to downtown Orlando, the airport, UCF, Full Sail, and Trinity Prep. Zoned for top-rated schools, including Winter Park High, this is a rare opportunity to own a modern lakefront gem. Schedule your private tour today!<iframe src="https://my.matterport.com/show/?m=ad2NV4V1jzV" frameborder="0" width="853" height="480" allowfullscreen allow="xr-spatial-tracking"></iframe>

8041 Lake Waunatta Drive, Winter Park

$415,000

Located in Eastbrook Community, unincorporated Winter Park area with NO HOA. Top-rated Seminole County schools, and endless shopping, dining, and entertainment. Home has a newer roof (2022), updated electrical panel, and attic fan that can help with electricity bills. This charming home has a great space for entertaining with an open area from the kitchen, dining room and living room. Kitchen and bathrooms have been updated with raised panel cabinets. Eat in the dining room while having a wood burning fireplace to keep warm in winter with wood beam accents on the ceiling. Work from home, it has a perfect room for an office/den area with built in shelving to store your reading material. Master bathroom has handicap bars in the stand up shower with updated tile. Call now for your private showing!

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 15 SubDv. ⋅ 32792 Zip Code

Located in Eastbrook Community, unincorporated Winter Park area with NO HOA. Top-rated Seminole County schools, and endless shopping, dining, and entertainment. Home has a newer roof (2022), updated electrical panel, and attic fan that can help with electricity bills. This charming home has a great space for entertaining with an open area from the kitchen, dining room and living room. Kitchen and bathrooms have been updated with raised panel cabinets. Eat in the dining room while having a wood burning fireplace to keep warm in winter with wood beam accents on the ceiling. Work from home, it has a perfect room for an office/den area with built in shelving to store your reading material. Master bathroom has handicap bars in the stand up shower with updated tile. Call now for your private showing!

3259 Ellwood Court, Winter Park

$380,000

Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-family home in the heart of Winter Park, FL! Featuring a newer roof and AC, this home offers comfort and peace of mind. Step inside to find freshly painted interiors and a layout designed for both relaxation and entertaining. The formal living room boasts a cozy wood-burning fireplace, while the separate dining room sits conveniently off the kitchen. A versatile TV room/flex space provides the perfect spot for a home office, and the expansive family room with vaulted ceilings is ideal for gatherings. Kitchen features Granite Counter Tops. Outside, enjoy Florida living in the large fenced backyard with mature landscaping, perfect for outdoor activities. The two-car garage adds extra convenience. Located in a sought-after neighborhood with top-rated schools, this home is just a short commute to UCF, Full Sail University, shopping, dining, and major highways. Don’t miss this incredible opportunity—schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-family home in the heart of Winter Park, FL! Featuring a newer roof and AC, this home offers comfort and peace of mind. Step inside to find freshly painted interiors and a layout designed for both relaxation and entertaining. The formal living room boasts a cozy wood-burning fireplace, while the separate dining room sits conveniently off the kitchen. A versatile TV room/flex space provides the perfect spot for a home office, and the expansive family room with vaulted ceilings is ideal for gatherings. Kitchen features Granite Counter Tops. Outside, enjoy Florida living in the large fenced backyard with mature landscaping, perfect for outdoor activities. The two-car garage adds extra convenience. Located in a sought-after neighborhood with top-rated schools, this home is just a short commute to UCF, Full Sail University, shopping, dining, and major highways. Don’t miss this incredible opportunity—schedule your showing today!

7602 Glenmoor Lane, Winter Park

$730,000

FULLY RENOVATED HOME IN THE HEART OF WINTER PARK! Welcome to 2925 Banchory Rd, a stunning, move-in-ready home featuring top-to-bottom luxury upgrades completed in 2021-2025. Every detail has been meticulously updated, blending modern elegance with the charm and convenience of Winter Park living. Recent upgrades include a fully replaced asphalt shingle roof (Jan 2021), energy-efficient HVAC (Jan 2022), and a completely remodeled kitchen with high-end finishes, new appliances, and custom cabinetry. The home also features three fully remodeled upscale bathrooms, new vinyl windows that enhance natural light and energy efficiency, and a newly installed steel entry door for added security and style. Additional upgrades include an upscale garage door replacement, a refinished pool and deck perfect for outdoor entertaining, and fresh interior and exterior paint in a modern neutral palette. The home also boasts new interior doors, updated lighting throughout, and elegant new tile flooring for a sleek and contemporary feel. Located in a prime Winter Park neighborhood, this home is zoned for top-rated Winter Park schools and is located near Cady Way Trail, offering access to scenic outdoor activities. It is minutes from Baldwin Park and Park Avenue, where boutique shopping, dining, and community events await. With convenient access to MCO Airport and all of Orlando’s top attractions, this fully renovated home is the perfect blend of modern sophistication and ideal location. Don’t miss this opportunity—schedule your private showing today!

5 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

FULLY RENOVATED HOME IN THE HEART OF WINTER PARK! Welcome to 2925 Banchory Rd, a stunning, move-in-ready home featuring top-to-bottom luxury upgrades completed in 2021-2025. Every detail has been meticulously updated, blending modern elegance with the charm and convenience of Winter Park living. Recent upgrades include a fully replaced asphalt shingle roof (Jan 2021), energy-efficient HVAC (Jan 2022), and a completely remodeled kitchen with high-end finishes, new appliances, and custom cabinetry. The home also features three fully remodeled upscale bathrooms, new vinyl windows that enhance natural light and energy efficiency, and a newly installed steel entry door for added security and style. Additional upgrades include an upscale garage door replacement, a refinished pool and deck perfect for outdoor entertaining, and fresh interior and exterior paint in a modern neutral palette. The home also boasts new interior doors, updated lighting throughout, and elegant new tile flooring for a sleek and contemporary feel. Located in a prime Winter Park neighborhood, this home is zoned for top-rated Winter Park schools and is located near Cady Way Trail, offering access to scenic outdoor activities. It is minutes from Baldwin Park and Park Avenue, where boutique shopping, dining, and community events await. With convenient access to MCO Airport and all of Orlando’s top attractions, this fully renovated home is the perfect blend of modern sophistication and ideal location. Don’t miss this opportunity—schedule your private showing today!

2925 Banchory Road, Winter Park

$450,000

Ready to demo and BUILD NEW or completely reimagine your dream home in beautiful Winter Park??!! Look no further - this is a large .23 acre lot. Minutes to top Winter Park schools, the WP YMCA, Winter Park Racquet Club, Interlachen Country Club, shopping, dining and other conveniences and surrounded by beautiful mid-century and luxury homes. This home has 3 bedrooms plus 2 bonus rooms that would be perfect as a large primary bedroom or home gym. There is terrazzo and solid wood flooring in the home as well as beautiful multi-pane glass doors separating the living room from the bonus room. You'll love the beautiful street and surrounding neighborhood. Floor plan and survey available. HVAC, electrical, some plumbing (there appears to be poly pipes at the water heater) and water heater have been more recently updated. This is a rare opportunity to get into Central Florida's most prized location and make a home YOUR OWN!

4 Beds ⋅ 2 Baths ⋅ Park Manor SubDv. ⋅ 32792 Zip Code

Ready to demo and BUILD NEW or completely reimagine your dream home in beautiful Winter Park??!! Look no further - this is a large .23 acre lot. Minutes to top Winter Park schools, the WP YMCA, Winter Park Racquet Club, Interlachen Country Club, shopping, dining and other conveniences and surrounded by beautiful mid-century and luxury homes. This home has 3 bedrooms plus 2 bonus rooms that would be perfect as a large primary bedroom or home gym. There is terrazzo and solid wood flooring in the home as well as beautiful multi-pane glass doors separating the living room from the bonus room. You'll love the beautiful street and surrounding neighborhood. Floor plan and survey available. HVAC, electrical, some plumbing (there appears to be poly pipes at the water heater) and water heater have been more recently updated. This is a rare opportunity to get into Central Florida's most prized location and make a home YOUR OWN!

1807 Yorkshire Drive, Winter Park

$905,000

ATTENTION BUYERS!! Price adjusted to $918,000 and $15K SELLER CONCESSION TOWARDS BUYERS CLOSING COST WITH FULL ASKING PRICE!! The Winter Park Oasis You've Been Waiting For: Imagine waking up in an expansive primary suite, enjoying a cup of coffee by the fireplace, and then stepping out to your backyard oasis the heated, screened-in pool and spa, warmed by eco-friendly solar panels, are perfect for year-round enjoyment. With a built-in outdoor wet bar and lush landscaping, you'll have the perfect setting for a quiet evening or a lively gathering where you can unwind, entertain, and make lasting memories. This isn't a vacation fantasy—it's your new reality at 5325 Cypress Reserve Place, an exquisite 5-bedroom home in the exclusive gated community of Cypress Reserve. This isn't just a house; it's a lifestyle upgrade designed for ultimate comfort and seamless living. Inside, the open-concept layout flows effortlessly. The chef's kitchen, with its expansive countertops and large island, is the true heart of the home, perfect for everything from casual breakfasts to large dinner parties. The flexible living spaces, including a spacious loft and multi-purpose rooms, provide endless possibilities for a home office, game room, or theater. The result is a move-in-ready masterpiece that offers both comfort and peace of mind. Unbeatable Location, Unmatched Convenience Nestled in one of Winter Park's most sought-after communities, this home offers the perfect balance of serenity and accessibility. You'll be minutes from the chic shops and restaurants of Park Avenue, with easy access to major roads for a stress-free commute. Plus, you'll be zoned for top-rated Seminole County schools and just steps away from the Cross Seminole Trail, offering endless opportunities for outdoor activities. This truly is the opportunity of a lifetime—Schedule Your Private Showing Today! Homes in Cypress Reserve rarely become available—Are you ready to call this one your home?

5 Beds ⋅ 4 Baths ⋅ Cypress Reserve SubDv. ⋅ 32792 Zip Code

ATTENTION BUYERS!! Price adjusted to $918,000 and $15K SELLER CONCESSION TOWARDS BUYERS CLOSING COST WITH FULL ASKING PRICE!! The Winter Park Oasis You've Been Waiting For: Imagine waking up in an expansive primary suite, enjoying a cup of coffee by the fireplace, and then stepping out to your backyard oasis the heated, screened-in pool and spa, warmed by eco-friendly solar panels, are perfect for year-round enjoyment. With a built-in outdoor wet bar and lush landscaping, you'll have the perfect setting for a quiet evening or a lively gathering where you can unwind, entertain, and make lasting memories. This isn't a vacation fantasy—it's your new reality at 5325 Cypress Reserve Place, an exquisite 5-bedroom home in the exclusive gated community of Cypress Reserve. This isn't just a house; it's a lifestyle upgrade designed for ultimate comfort and seamless living. Inside, the open-concept layout flows effortlessly. The chef's kitchen, with its expansive countertops and large island, is the true heart of the home, perfect for everything from casual breakfasts to large dinner parties. The flexible living spaces, including a spacious loft and multi-purpose rooms, provide endless possibilities for a home office, game room, or theater. The result is a move-in-ready masterpiece that offers both comfort and peace of mind. Unbeatable Location, Unmatched Convenience Nestled in one of Winter Park's most sought-after communities, this home offers the perfect balance of serenity and accessibility. You'll be minutes from the chic shops and restaurants of Park Avenue, with easy access to major roads for a stress-free commute. Plus, you'll be zoned for top-rated Seminole County schools and just steps away from the Cross Seminole Trail, offering endless opportunities for outdoor activities. This truly is the opportunity of a lifetime—Schedule Your Private Showing Today! Homes in Cypress Reserve rarely become available—Are you ready to call this one your home?

5325 Cypress Reserve Place, Winter Park

$385,000

Discover a rare investment opportunity tucked away in the heart of Winter Park, this 4-bedroom, 3-bathroom home is brimming with potential. Overlooking a green scenic golf course, this property offers a prime location, spacious layout, and endless possibilities. Whether you're looking for a home with character or a rewarding renovation project, this is a golden opportunity you don’t want to miss! As you arrive, the inviting curb appeal sets the tone. Lush landscaping and a welcoming front porch make a statement before you even step inside. The entryway leads to a formal living and dining room, ideal for gatherings or quiet moments at home. Just beyond, you’ll find the first primary suite—complete with a private full bath and walk-in closet—offering comfort and convenience. The heart of the home is the kitchen, overlooking a huge family room with eye-catching wood beams. Natural light pours in through the sliding glass doors. The second primary suite sits on the opposite side of the house, providing a private retreat with an en-suite bathroom. Two additional bedrooms share another full bath, offering ample space and flexibility. Step outside and take in the peaceful greenery views. Whether you dream of creating an outdoor entertainment area, adding a garden, or simply enjoying the open space, this backyard is ready to be transformed. This home includes a newer roof (2023), replumb (2011), HVAC (2016), however renovations are needed throughout entire home. With an optional HOA and an unbeatable location, this home places you just minutes from Park Avenue, top-rated Seminole County schools, Rollins College, UCF, Full Sail, and an array of shopping and dining options. This diamond in the rough is being sold AS IS—bring your creativity and make it shine!

4 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 02 SubDv. ⋅ 32792 Zip Code

Discover a rare investment opportunity tucked away in the heart of Winter Park, this 4-bedroom, 3-bathroom home is brimming with potential. Overlooking a green scenic golf course, this property offers a prime location, spacious layout, and endless possibilities. Whether you're looking for a home with character or a rewarding renovation project, this is a golden opportunity you don’t want to miss! As you arrive, the inviting curb appeal sets the tone. Lush landscaping and a welcoming front porch make a statement before you even step inside. The entryway leads to a formal living and dining room, ideal for gatherings or quiet moments at home. Just beyond, you’ll find the first primary suite—complete with a private full bath and walk-in closet—offering comfort and convenience. The heart of the home is the kitchen, overlooking a huge family room with eye-catching wood beams. Natural light pours in through the sliding glass doors. The second primary suite sits on the opposite side of the house, providing a private retreat with an en-suite bathroom. Two additional bedrooms share another full bath, offering ample space and flexibility. Step outside and take in the peaceful greenery views. Whether you dream of creating an outdoor entertainment area, adding a garden, or simply enjoying the open space, this backyard is ready to be transformed. This home includes a newer roof (2023), replumb (2011), HVAC (2016), however renovations are needed throughout entire home. With an optional HOA and an unbeatable location, this home places you just minutes from Park Avenue, top-rated Seminole County schools, Rollins College, UCF, Full Sail, and an array of shopping and dining options. This diamond in the rough is being sold AS IS—bring your creativity and make it shine!

1873 Poinciana Road, Winter Park

$717,000

Welcome to 2368 Summerfield Road in Winter Park. This Single-Story residence embraces a playful Mid-Century Style in combination with modern minimal choices and a Bohemian twist. Situated on a sizable Corner Lot with colorful gardens and a masonry wall that extends the perimeter for optimal privacy. You can't help but smile when you enter the inviting Foyer with Architectural and Decorative Elements that include Art, Plants, Wallpapers and large format floor tiles. This versatile Floor Plan allows for an abundance of natural light that floods the space, creating a warm atmosphere that caters to individual lifestyles. The floor plan incorporates 3 Bedrooms and 2 Full Bathrooms, Formal Living and Dining Rooms with Bay Windows, Open Kitchen Concept and Entertaining Space with stylish features that include butcher block counters, a floating breakfast bar and a Natural copper backsplash that adds a touch of rustic charm. An Expansive Florida Room overlooks a sparkling turquoise kidney-shaped Saltwater Pool with Pebble Tech finish. The large backyard is surrounded by lush landscaping and is ideal for entertaining. Paver Sunning Deck, Private Grilling Area and the ability to grow your own Garden. Additionally, the house boasts a high-quality metal roof that combines durability with sleek aesthetics. From Winter Park to Baldwin Park to Audubon Park to Mills 50 District any direction you embark will lead you to thriving dining scenes, entertainment, boutique shopping, farmers markets, Parks, Gardens, Trails, Golf, Art Galleries, Cozy Cafes and Local Favorites. This home’s prime location provides convenient access to I-4, Downtown Orlando, OIA and area attractions.

3 Beds ⋅ 2 Baths ⋅ Williamsburg SubDv. ⋅ 32792 Zip Code

Welcome to 2368 Summerfield Road in Winter Park. This Single-Story residence embraces a playful Mid-Century Style in combination with modern minimal choices and a Bohemian twist. Situated on a sizable Corner Lot with colorful gardens and a masonry wall that extends the perimeter for optimal privacy. You can't help but smile when you enter the inviting Foyer with Architectural and Decorative Elements that include Art, Plants, Wallpapers and large format floor tiles. This versatile Floor Plan allows for an abundance of natural light that floods the space, creating a warm atmosphere that caters to individual lifestyles. The floor plan incorporates 3 Bedrooms and 2 Full Bathrooms, Formal Living and Dining Rooms with Bay Windows, Open Kitchen Concept and Entertaining Space with stylish features that include butcher block counters, a floating breakfast bar and a Natural copper backsplash that adds a touch of rustic charm. An Expansive Florida Room overlooks a sparkling turquoise kidney-shaped Saltwater Pool with Pebble Tech finish. The large backyard is surrounded by lush landscaping and is ideal for entertaining. Paver Sunning Deck, Private Grilling Area and the ability to grow your own Garden. Additionally, the house boasts a high-quality metal roof that combines durability with sleek aesthetics. From Winter Park to Baldwin Park to Audubon Park to Mills 50 District any direction you embark will lead you to thriving dining scenes, entertainment, boutique shopping, farmers markets, Parks, Gardens, Trails, Golf, Art Galleries, Cozy Cafes and Local Favorites. This home’s prime location provides convenient access to I-4, Downtown Orlando, OIA and area attractions.

2368 Summerfield Road, Winter Park

$965,000

Seller Financing Available--Attractive Terms--Potentially Below Market Rate. A True Gem on the Lake! If you've been dreaming of owning a lakefront property with a Winter Park address, this is your chance! This stunning 4-bedroom, 2.5-bathroom home in the tranquil Pelican Bay Subdivision is move-in ready and full of charm. As you approach, you'll be greeted by lush landscaping. Step through the double front doors into a welcoming foyer with beautiful wood floors and modern accents. An elegant oak staircase with iron rails leads you upstairs to three spacious bedrooms, a loft, a bathroom, and a private patio. The heart of the home lies downstairs, where you’ll find a modern kitchen with upgraded appliances, granite countertops, and wood cabinets. A large island/breakfast bar overlooks the family room, where you can take in breathtaking lake views. Enjoy formal gatherings in the separate dining and living rooms, each offering plenty of space and comfort. The downstairs primary suite boasts serene lake views and features exquisite built-in cabinets, renovated master bath with dual sinks, a large glass-enclosed walk-in shower, and an expansive walk-in closet. The screened-in lanai is the perfect place to relax or entertain, with a jacuzzi, wet bar, and plenty of counter space. Whether it’s morning coffee, afternoon relaxation, or evening sunsets, you’ll love the view of the lake all day long. The dock is an ideal spot for fishing, relaxing, or simply enjoying the tranquil surroundings. Major renovations to the home were done in 2017 including mostly new new windows throughout, dock, all bathrooms and flooring. New roof installed in 2021. This home truly has it all. Don’t miss out—schedule a tour today!

4 Beds ⋅ 3 Baths ⋅ Pelican Bay SubDv. ⋅ 32792 Zip Code

Seller Financing Available--Attractive Terms--Potentially Below Market Rate. A True Gem on the Lake! If you've been dreaming of owning a lakefront property with a Winter Park address, this is your chance! This stunning 4-bedroom, 2.5-bathroom home in the tranquil Pelican Bay Subdivision is move-in ready and full of charm. As you approach, you'll be greeted by lush landscaping. Step through the double front doors into a welcoming foyer with beautiful wood floors and modern accents. An elegant oak staircase with iron rails leads you upstairs to three spacious bedrooms, a loft, a bathroom, and a private patio. The heart of the home lies downstairs, where you’ll find a modern kitchen with upgraded appliances, granite countertops, and wood cabinets. A large island/breakfast bar overlooks the family room, where you can take in breathtaking lake views. Enjoy formal gatherings in the separate dining and living rooms, each offering plenty of space and comfort. The downstairs primary suite boasts serene lake views and features exquisite built-in cabinets, renovated master bath with dual sinks, a large glass-enclosed walk-in shower, and an expansive walk-in closet. The screened-in lanai is the perfect place to relax or entertain, with a jacuzzi, wet bar, and plenty of counter space. Whether it’s morning coffee, afternoon relaxation, or evening sunsets, you’ll love the view of the lake all day long. The dock is an ideal spot for fishing, relaxing, or simply enjoying the tranquil surroundings. Major renovations to the home were done in 2017 including mostly new new windows throughout, dock, all bathrooms and flooring. New roof installed in 2021. This home truly has it all. Don’t miss out—schedule a tour today!

1444 Pelican Bay Trail, Winter Park

$525,000

Welcome Home! This spacious 5-bedroom, 3-bathroom home nestled in highly sought-after Winter Park. This home offers a versatile layout, oversized lot, and limitless potential to make it your own. Priced below market value based on square footage. Upgraded features include a NEW ROOF, flooring, updated plumbing, epoxy garage flooring, modern light fixtures, ceiling fans, freshly painted interior & exterior, and much more. Featuring a generous layout, which includes a formal dining room that is perfect for hosting intimate dinner parties, an oversized living room, and an inviting family room with a wood-burning fireplace, ideal for gatherings. Each bedroom offers ample space, providing comfort and flexibility for any lifestyle. The oversized primary bedroom offers dual closets for your wardrobe needs, along with an ensuite bath with walk-in shower. You will appreciate the Bonus Space, a separate designated area with a wet bar, ideal for an in-law suite, home office, or creative studio. The expensive backyard offers plenty of room for outdoor entertaining, gardening, or even a future pool! Enjoy relaxing or enjoying a book from your oversized lanai. Zoned for Top-Rated Schools and just minutes from everything! Close to shopping (Costco, Full Sail University), major highways, Downtown Winter Park, top colleges, Orlando International Airport, UCF and Downtown Orlando. This home is filled with untapped potential, a true hidden gem. Don’t miss the opportunity to make this your dream home in this fantastic location! Schedule a showing today!

5 Beds ⋅ 3 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code

Welcome Home! This spacious 5-bedroom, 3-bathroom home nestled in highly sought-after Winter Park. This home offers a versatile layout, oversized lot, and limitless potential to make it your own. Priced below market value based on square footage. Upgraded features include a NEW ROOF, flooring, updated plumbing, epoxy garage flooring, modern light fixtures, ceiling fans, freshly painted interior & exterior, and much more. Featuring a generous layout, which includes a formal dining room that is perfect for hosting intimate dinner parties, an oversized living room, and an inviting family room with a wood-burning fireplace, ideal for gatherings. Each bedroom offers ample space, providing comfort and flexibility for any lifestyle. The oversized primary bedroom offers dual closets for your wardrobe needs, along with an ensuite bath with walk-in shower. You will appreciate the Bonus Space, a separate designated area with a wet bar, ideal for an in-law suite, home office, or creative studio. The expensive backyard offers plenty of room for outdoor entertaining, gardening, or even a future pool! Enjoy relaxing or enjoying a book from your oversized lanai. Zoned for Top-Rated Schools and just minutes from everything! Close to shopping (Costco, Full Sail University), major highways, Downtown Winter Park, top colleges, Orlando International Airport, UCF and Downtown Orlando. This home is filled with untapped potential, a true hidden gem. Don’t miss the opportunity to make this your dream home in this fantastic location! Schedule a showing today!

4029 Cool Water Court, Winter Park

$510,000

Winter Park Pines…wonderful 3 bedroom 2 bath home on a low traffic street with access to “Cady Way” Trail from the back yard! The front of the home has a wonderful paver driveway and a “siding look”…that is concrete in the front of the home. This home features an eat-in kitchen with granite counter tops. Separate dining room with wood floors a formal living room with a wood burning fireplace and wood floors. Next to the kitchen is a great “bonus room” which could be a large walk in pantry..this room also has a 2nd refrigerator. Inside laundry room with utility sink Some of the other upgrades, beautiful lead glass front door leading to the foyer, plantation shutters, Roof 2022, the home has been re-piped, AC 2014. Wiring for a generator. Shed in the back yard has electric! Fenced yard with access to walking/biking trail. Enjoy Cady Way trail for miles of walking or biking, Winter Pines Golf course just down the street, ball fields off of Cady Way. Play Ground nearby. The Wellness Center..great place to workout and different actives. Easy access to Downtown Orlando, International Airport and 408 and 417.

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Winter Park Pines…wonderful 3 bedroom 2 bath home on a low traffic street with access to “Cady Way” Trail from the back yard! The front of the home has a wonderful paver driveway and a “siding look”…that is concrete in the front of the home. This home features an eat-in kitchen with granite counter tops. Separate dining room with wood floors a formal living room with a wood burning fireplace and wood floors. Next to the kitchen is a great “bonus room” which could be a large walk in pantry..this room also has a 2nd refrigerator. Inside laundry room with utility sink Some of the other upgrades, beautiful lead glass front door leading to the foyer, plantation shutters, Roof 2022, the home has been re-piped, AC 2014. Wiring for a generator. Shed in the back yard has electric! Fenced yard with access to walking/biking trail. Enjoy Cady Way trail for miles of walking or biking, Winter Pines Golf course just down the street, ball fields off of Cady Way. Play Ground nearby. The Wellness Center..great place to workout and different actives. Easy access to Downtown Orlando, International Airport and 408 and 417.

519 Cornwall Road, Winter Park