$429,900 Oversized corner lot in quiet neighborhood with highly desired Seminole County schools. Well-built block on slab four bedroom home with split floor plan. Enclosed large Florida room. Shed. Existing irrigation well (but pump not working--no warranty on well). Double gate to back yard for parking RV/toys (back left). Roof 2018; water heater 2018; HVAC 2017; CPVC plumbing. 4 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 3 SubDv. ⋅ 32792 Zip Code Oversized corner lot in quiet neighborhood with highly desired Seminole County schools. Well-built block on slab four bedroom home with split floor plan. Enclosed large Florida room. Shed. Existing irrigation well (but pump not working--no warranty on well). Double gate to back yard for parking RV/toys (back left). Roof 2018; water heater 2018; HVAC 2017; CPVC plumbing. 1401 Aster Court, Winter Park
$525,000 Under contract-accepting backup offers. Beautiful meticulously maintained 3-bedroom, 2-bath split floor plan home situated on a desirable corner lot in the established Glenmoor community. Move-in ready, this home features vaulted ceilings with exposed wood beams, a floor-to-ceiling brick fireplace, carpet, and fresh interior paint. The kitchen offers contemporary cabinetry, Silestone countertops, a skylight, stainless steel range, microwave, and refrigerator, and opens to the spacious eating area. A formal dining room provides additional entertaining space. The private primary suite features a walk-in closet, en-suite bath with double vanities and a walk-in shower. The Flex room is currently being used as a 4th bedroom/office with high ceilings and lots of natural light. Leading out you will find a fully fenced backyard retreat with a brick paver patio, tropical landscaping and a gazebo—ideal for outdoor entertaining. Additional features include a two-car garage, inside laundry room with washer and dryer, 12' x 20' storage shed, and a secondary driveway with parking for up to four additional vehicles, boat, or RV. No HOA! Conveniently located near SR 417, Full Sail University, Rollins College, UCF, shopping, dining, parks, and top-rated Winter Park schools. New roof 2024, new gutters 2024, fresh exterior paint 2025, new exterior lighting 2025. 3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Beautiful meticulously maintained 3-bedroom, 2-bath split floor plan home situated on a desirable corner lot in the established Glenmoor community. Move-in ready, this home features vaulted ceilings with exposed wood beams, a floor-to-ceiling brick fireplace, carpet, and fresh interior paint. The kitchen offers contemporary cabinetry, Silestone countertops, a skylight, stainless steel range, microwave, and refrigerator, and opens to the spacious eating area. A formal dining room provides additional entertaining space. The private primary suite features a walk-in closet, en-suite bath with double vanities and a walk-in shower. The Flex room is currently being used as a 4th bedroom/office with high ceilings and lots of natural light. Leading out you will find a fully fenced backyard retreat with a brick paver patio, tropical landscaping and a gazebo—ideal for outdoor entertaining. Additional features include a two-car garage, inside laundry room with washer and dryer, 12' x 20' storage shed, and a secondary driveway with parking for up to four additional vehicles, boat, or RV. No HOA! Conveniently located near SR 417, Full Sail University, Rollins College, UCF, shopping, dining, parks, and top-rated Winter Park schools. New roof 2024, new gutters 2024, fresh exterior paint 2025, new exterior lighting 2025. 4437 Glenmoor Court, Winter Park
$575,000 Welcome to this beautifully maintained and thoughtfully updated home in the desirable City of Winter Park, offering an exceptional blend of comfort, space, and convenience. From the moment you arrive, the freshly installed, vibrant green front lawn and attractive landscaping create an inviting first impression. Inside, the cathedral ceiling enhances the spacious feel of the open floor plan, complemented by luxury vinyl flooring and ceramic tile throughout. The well-appointed kitchen features white cabinetry, granite countertops, and a new stainless steel appliance package that adds a modern touch. The home's versatile layout offers plenty of room for everyday living and entertaining, including a separate family room, a bright Florida Room, and a dedicated office or exercise room equipped with an energy-efficient mini-split system and convenient access to the carport. The inside utility room includes a full-size washer and dryer, as well as a second side-by-side refrigerator for added storage and convenience. The spacious primary bedroom provides a comfortable retreat with a private bath featuring maple cabinetry, ample vanity storage, and a roomy walk-in shower. The guest bath offers a tub/shower combination. Step outside to enjoy the spacious, fully fenced backyard—perfect for relaxing, entertaining, gardening, or enjoying the Florida sunshine. Additional features include a storage shed, sprinkler system supplied by a separate well, and a one-car carport with parking for up to three additional vehicles. Major updates include an AC system replaced in 2017, a new roof and electrical panel in 2019, and replumbing completed in 2019. Best of all, you are walking distance to Winter Park High School and just minutes from local dining, shopping, and everyday conveniences. With its spacious floor plan, flexible living areas, attractive updates, generous outdoor space, and prime Winter Park location, this home is a must-see. Schedule your private showing today! Buyer/buyer's agent to verify all schools and room measurements. Appliances convey as is. Brio Management LLC, Seller, is owned by 2 Florida Licensed Real Estate Brokers. 3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code Welcome to this beautifully maintained and thoughtfully updated home in the desirable City of Winter Park, offering an exceptional blend of comfort, space, and convenience. From the moment you arrive, the freshly installed, vibrant green front lawn and attractive landscaping create an inviting first impression. Inside, the cathedral ceiling enhances the spacious feel of the open floor plan, complemented by luxury vinyl flooring and ceramic tile throughout. The well-appointed kitchen features white cabinetry, granite countertops, and a new stainless steel appliance package that adds a modern touch. The home's versatile layout offers plenty of room for everyday living and entertaining, including a separate family room, a bright Florida Room, and a dedicated office or exercise room equipped with an energy-efficient mini-split system and convenient access to the carport. The inside utility room includes a full-size washer and dryer, as well as a second side-by-side refrigerator for added storage and convenience. The spacious primary bedroom provides a comfortable retreat with a private bath featuring maple cabinetry, ample vanity storage, and a roomy walk-in shower. The guest bath offers a tub/shower combination. Step outside to enjoy the spacious, fully fenced backyard—perfect for relaxing, entertaining, gardening, or enjoying the Florida sunshine. Additional features include a storage shed, sprinkler system supplied by a separate well, and a one-car carport with parking for up to three additional vehicles. Major updates include an AC system replaced in 2017, a new roof and electrical panel in 2019, and replumbing completed in 2019. Best of all, you are walking distance to Winter Park High School and just minutes from local dining, shopping, and everyday conveniences. With its spacious floor plan, flexible living areas, attractive updates, generous outdoor space, and prime Winter Park location, this home is a must-see. Schedule your private showing today! Buyer/buyer's agent to verify all schools and room measurements. Appliances convey as is. Brio Management LLC, Seller, is owned by 2 Florida Licensed Real Estate Brokers. 2010 Summerfield Road, Winter Park
$525,000 Virtually Staged. Step into this beautifully updated home in Winter Park Pines—one of the area’s most sought-after neighborhoods—where modern upgrades, top-rated schools, and everyday convenience come together effortlessly. The front foyer showcases the home’s original mid-century planter box, a nostalgic architectural detail that some adore and others prefer to modernize. Anticipating this, the seller thoughtfully ordered extra matching flooring so you can easily update the foyer and remove the planter after closing if you choose. Beyond this space, brand-new luxury vinyl plank flooring extends through the main living areas, creating a warm, modern look that’s both stylish and durable. The kitchen has been completely transformed with sparkling quartz countertops, shaker-style cabinetry, and all-new stainless-steel appliances—offering a fresh, functional space perfect for everyday cooking and entertaining. Fresh interior and exterior paint give the home a bright, clean, move-in-ready feel from the moment you arrive. The split floor plan provides comfortable living, with the ensuite primary bedroom on one side and two additional bedrooms and the second bath on the opposite wing. The bathrooms remain in their original condition but are fully functional, allowing this home to be priced below comparable properties with recent bath renovations. With the major updates already completed—including a new roof in 2023 and new HVAC system in 2020—you can move in now and refresh the bathrooms over time to suit your style. Additional highlights include a two-car garage with an impressive 10' x 10' workshop area near the washer and dryer (both of which convey). This flexible space is ideal for hobbies, storage, or projects. An extra refrigerator in the garage also conveys. With thoughtful updates throughout, no required HOA dues, a friendly community atmosphere, and access to highly rated schools, this home offers the lifestyle buyers are searching for. It’s the perfect blend of comfort, convenience, and modern style. Schedule your showing today! 3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code Virtually Staged. Step into this beautifully updated home in Winter Park Pines—one of the area’s most sought-after neighborhoods—where modern upgrades, top-rated schools, and everyday convenience come together effortlessly. The front foyer showcases the home’s original mid-century planter box, a nostalgic architectural detail that some adore and others prefer to modernize. Anticipating this, the seller thoughtfully ordered extra matching flooring so you can easily update the foyer and remove the planter after closing if you choose. Beyond this space, brand-new luxury vinyl plank flooring extends through the main living areas, creating a warm, modern look that’s both stylish and durable. The kitchen has been completely transformed with sparkling quartz countertops, shaker-style cabinetry, and all-new stainless-steel appliances—offering a fresh, functional space perfect for everyday cooking and entertaining. Fresh interior and exterior paint give the home a bright, clean, move-in-ready feel from the moment you arrive. The split floor plan provides comfortable living, with the ensuite primary bedroom on one side and two additional bedrooms and the second bath on the opposite wing. The bathrooms remain in their original condition but are fully functional, allowing this home to be priced below comparable properties with recent bath renovations. With the major updates already completed—including a new roof in 2023 and new HVAC system in 2020—you can move in now and refresh the bathrooms over time to suit your style. Additional highlights include a two-car garage with an impressive 10' x 10' workshop area near the washer and dryer (both of which convey). This flexible space is ideal for hobbies, storage, or projects. An extra refrigerator in the garage also conveys. With thoughtful updates throughout, no required HOA dues, a friendly community atmosphere, and access to highly rated schools, this home offers the lifestyle buyers are searching for. It’s the perfect blend of comfort, convenience, and modern style. Schedule your showing today! 2718 Sandwell Drive, Winter Park
$600,000 Tucked away on a quiet dead-end street in sought-after Winter Park Pines, this beautifully maintained 4-bedroom/ 2 bath pool home offers the perfect blend of privacy, updates, and location. Designed with a desirable split floor plan, the home provides separation between the primary suite and secondary bedrooms while offering comfortable spaces for everyday living and entertaining. The kitchen is positioned to overlook the backyard and pool, creating an inviting setting for both daily life and gatherings. Inside, you'll find timeless terrazzo and laminate flooring throughout, beautiful plantation shutters at the front of the home, plus a dedicated home office or flex space just outside the kitchen. Towards the back of the home you will find a versatile climate-controlled four-seasons room overlooking the backyard and pool provides even more flexibility for today's lifestyle. Whether you need a playroom, fitness area, hobby room, or additional living/dining space, this home offers room to adapt to your needs. Set on a spacious FULLY FENCED lot with mature landscaping, the property is beautiful from the moment you pull up. The private pool and expansive backyard create an ideal outdoor retreat for relaxing and entertaining year-round. Major improvements provide peace of mind, including a NEW ROOF (2021), ALL NEW WINDOWS (2025), NEW HVAC SYSTEM (2025), and EXTERIOR PAINT (2023). Additional energy-saving features include a solar-assisted hot water system helping contribute to lower monthly utility costs. Location is everything, and this home delivers. Just steps from the Cady Way Trail, you'll enjoy easy access to miles of biking, jogging, and walking paths. Nearby Cady Way Park offers tennis, pickleball, athletic fields, playgrounds, and recreation facilities. Conveniently located just minutes from Downtown Winter Park, Park Avenue, Winter Pines Golf Club, Baldwin Park, AdventHealth Winter Park, Full Sail University, shopping, dining, and SR-417. Situated in a well-established neighborhood with NO HOA, this home offers a rare opportunity to enjoy the Winter Park lifestyle with exceptional convenience and charm. 4 Beds ⋅ 2 Baths ⋅ Winter Park Pines Merrie Oaks SubDv. ⋅ 32792 Zip Code Tucked away on a quiet dead-end street in sought-after Winter Park Pines, this beautifully maintained 4-bedroom/ 2 bath pool home offers the perfect blend of privacy, updates, and location. Designed with a desirable split floor plan, the home provides separation between the primary suite and secondary bedrooms while offering comfortable spaces for everyday living and entertaining. The kitchen is positioned to overlook the backyard and pool, creating an inviting setting for both daily life and gatherings. Inside, you'll find timeless terrazzo and laminate flooring throughout, beautiful plantation shutters at the front of the home, plus a dedicated home office or flex space just outside the kitchen. Towards the back of the home you will find a versatile climate-controlled four-seasons room overlooking the backyard and pool provides even more flexibility for today's lifestyle. Whether you need a playroom, fitness area, hobby room, or additional living/dining space, this home offers room to adapt to your needs. Set on a spacious FULLY FENCED lot with mature landscaping, the property is beautiful from the moment you pull up. The private pool and expansive backyard create an ideal outdoor retreat for relaxing and entertaining year-round. Major improvements provide peace of mind, including a NEW ROOF (2021), ALL NEW WINDOWS (2025), NEW HVAC SYSTEM (2025), and EXTERIOR PAINT (2023). Additional energy-saving features include a solar-assisted hot water system helping contribute to lower monthly utility costs. Location is everything, and this home delivers. Just steps from the Cady Way Trail, you'll enjoy easy access to miles of biking, jogging, and walking paths. Nearby Cady Way Park offers tennis, pickleball, athletic fields, playgrounds, and recreation facilities. Conveniently located just minutes from Downtown Winter Park, Park Avenue, Winter Pines Golf Club, Baldwin Park, AdventHealth Winter Park, Full Sail University, shopping, dining, and SR-417. Situated in a well-established neighborhood with NO HOA, this home offers a rare opportunity to enjoy the Winter Park lifestyle with exceptional convenience and charm. 332 Fleet Road, Winter Park
$490,000 Virtually Staged. Discover space, comfort, and flexibility in this beautifully updated 4-bedroom, 2-bath home in the highly desirable Cedar Ridge community of Winter Park with no HOA. Offering approximately 2,250 square feet of living space, this home also features a versatile flex room ideal as a nursery, home office, guest suite, media room, or private retreat. The 2025 remodeled kitchen offers abundant cabinetry and pantry storage, while the renovated bathrooms feature stylish, modern finishes. Ceramic tile flows throughout most of the home, with warm wood-look flooring in three bedrooms for added comfort. Enjoy peace of mind with major improvements already completed, including a 2024 roof, 2023 whole-home replumbing, and 2023 electrical panel replacement with generator hookup. These significant updates allow you to focus on enjoying your new home instead of tackling major projects. Step outside to an oversized, fully fenced backyard shaded by two magnificent mature oak trees, creating a private setting for relaxing, entertaining, or family gatherings. A side-entry two-car garage adds both curb appeal and everyday convenience. Conveniently located just minutes from Baldwin Park, UCF, shopping, dining, parks, and Seminole County schools, this Cedar Ridge home offers exceptional space, recent major updates, and the convenience of an established Winter Park neighborhood with no HOA. 4 Beds ⋅ 2 Baths ⋅ Cedar Ridge SubDv. ⋅ 32792 Zip Code Virtually Staged. Discover space, comfort, and flexibility in this beautifully updated 4-bedroom, 2-bath home in the highly desirable Cedar Ridge community of Winter Park with no HOA. Offering approximately 2,250 square feet of living space, this home also features a versatile flex room ideal as a nursery, home office, guest suite, media room, or private retreat. The 2025 remodeled kitchen offers abundant cabinetry and pantry storage, while the renovated bathrooms feature stylish, modern finishes. Ceramic tile flows throughout most of the home, with warm wood-look flooring in three bedrooms for added comfort. Enjoy peace of mind with major improvements already completed, including a 2024 roof, 2023 whole-home replumbing, and 2023 electrical panel replacement with generator hookup. These significant updates allow you to focus on enjoying your new home instead of tackling major projects. Step outside to an oversized, fully fenced backyard shaded by two magnificent mature oak trees, creating a private setting for relaxing, entertaining, or family gatherings. A side-entry two-car garage adds both curb appeal and everyday convenience. Conveniently located just minutes from Baldwin Park, UCF, shopping, dining, parks, and Seminole County schools, this Cedar Ridge home offers exceptional space, recent major updates, and the convenience of an established Winter Park neighborhood with no HOA. 2008 Houndslake Drive, Winter Park
$610,000 Welcome to this charming, renovated 4-bedroom, 2-bath home in the highly desirable Winter Park Pines neighborhood, with the Cady Way Trail just steps from your front door. Move-in ready and thoughtfully maintained, this home offers the perfect blend of comfort, style, and an unbeatable location. Inside, the updated kitchen features stainless steel appliances and opens to a cozy sitting area with direct access to the outdoor patio, while a separate dining and family room provide comfortable, functional spaces for everyday living and entertaining. The well-designed layout offers four bedrooms providing flexibility for guests, a home office, or changing lifestyle needs. Step outside to a screened-in lanai overlooking the spacious backyard, creating the perfect setting to relax, entertain, or enjoy Florida living year-round. Situated on a .22-acre lot, the property offers plenty of outdoor space to enjoy, while the spacious two-car garage provides added convenience and storage. Enjoy an active lifestyle with immediate access to the Cady Way Trail and nearby community amenities, including soccer and baseball fields, tennis courts, a playground, and an Olympic-sized pool—all just moments away. Zoned for top-rated schools and located just minutes from Park Avenue’s renowned dining, shopping, and entertainment, this home offers an exceptional Winter Park lifestyle. Why not have it all? This Cady Way Charmer is ready for you to move in and start making memories. 4 Beds ⋅ 2 Baths ⋅ Winter Park Pines Unit 4 SubDv. ⋅ 32792 Zip Code Welcome to this charming, renovated 4-bedroom, 2-bath home in the highly desirable Winter Park Pines neighborhood, with the Cady Way Trail just steps from your front door. Move-in ready and thoughtfully maintained, this home offers the perfect blend of comfort, style, and an unbeatable location. Inside, the updated kitchen features stainless steel appliances and opens to a cozy sitting area with direct access to the outdoor patio, while a separate dining and family room provide comfortable, functional spaces for everyday living and entertaining. The well-designed layout offers four bedrooms providing flexibility for guests, a home office, or changing lifestyle needs. Step outside to a screened-in lanai overlooking the spacious backyard, creating the perfect setting to relax, entertain, or enjoy Florida living year-round. Situated on a .22-acre lot, the property offers plenty of outdoor space to enjoy, while the spacious two-car garage provides added convenience and storage. Enjoy an active lifestyle with immediate access to the Cady Way Trail and nearby community amenities, including soccer and baseball fields, tennis courts, a playground, and an Olympic-sized pool—all just moments away. Zoned for top-rated schools and located just minutes from Park Avenue’s renowned dining, shopping, and entertainment, this home offers an exceptional Winter Park lifestyle. Why not have it all? This Cady Way Charmer is ready for you to move in and start making memories. 2700 Cady Way, Winter Park
$384,900 Under contract-accepting backup offers. Back on the Market - Buyer Financing fell through. Turnkey and move-in ready! This beautifully updated 3-bedroom, 2-bath home offers modern finishes and an ideal floor plan in a fantastic location! Recent improvements include fresh interior and exterior paint, new flooring throughout, a fully renovated kitchen, and updated bathrooms. Roof (2022) Enjoy comfortable living with thoughtfully updated interiors and flexible living space. The spacious primary suite features an attached bonus room that is perfect for a home office, nursery, fitness space, or private retreat. The community amenities include a playground, tennis courts, and private lake access with a dock, providing plenty of opportunities for recreation and relaxation. Don’t miss this opportunity to own this beautifully updated home with outstanding community amenities and convenient access to everything the area has to offer! 3 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code Under contract-accepting backup offers. Back on the Market - Buyer Financing fell through. Turnkey and move-in ready! This beautifully updated 3-bedroom, 2-bath home offers modern finishes and an ideal floor plan in a fantastic location! Recent improvements include fresh interior and exterior paint, new flooring throughout, a fully renovated kitchen, and updated bathrooms. Roof (2022) Enjoy comfortable living with thoughtfully updated interiors and flexible living space. The spacious primary suite features an attached bonus room that is perfect for a home office, nursery, fitness space, or private retreat. The community amenities include a playground, tennis courts, and private lake access with a dock, providing plenty of opportunities for recreation and relaxation. Don’t miss this opportunity to own this beautifully updated home with outstanding community amenities and convenient access to everything the area has to offer! 1662 Tremont Lane, Winter Park
$695,000 Welcome to your dream home in the highly sought-after community of Winter Park Pines! This beautifully maintained 4-bedroom, 3-bathroom residence offers 2,312 square feet of comfortable and stylish living space ideally designed for modern and multigenerational lifestyles. The recently remodeled primary suite is a true retreat, featuring new carpeting and tile flooring, dual granite vanities, an oversized walk-in shower with modern, upgraded fixtures, a new water closet, and thoughtful contemporary finishes throughout. Inside, you’ll find timeless architectural charm which includes a formal dining room, three spacious living areas, louvered window shutters, and elegant hardwood flooring. One of the living spaces is highlighted by a stunning brick fireplace overlooking the beautiful private pool area and fully fenced backyard — creating the perfect setting for entertaining, family gatherings, or simply unwinding in your own backyard oasis. In addition, this spectacular residence also boasts tasteful landscaping touches for exceptional curb appeal, a large two-car garage with electric opener, a newer shingle roof replaced in late 2023, and fresh interior paint throughout the home. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, Ward Park, Showalter Field, tennis and pickleball courts, top-rated schools, and the many shopping and dining destinations of Park Avenue and historic downtown Winter Park. Don’t miss this rare opportunity to own a true Winter Park gem — schedule your private showing today! 4 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code Welcome to your dream home in the highly sought-after community of Winter Park Pines! This beautifully maintained 4-bedroom, 3-bathroom residence offers 2,312 square feet of comfortable and stylish living space ideally designed for modern and multigenerational lifestyles. The recently remodeled primary suite is a true retreat, featuring new carpeting and tile flooring, dual granite vanities, an oversized walk-in shower with modern, upgraded fixtures, a new water closet, and thoughtful contemporary finishes throughout. Inside, you’ll find timeless architectural charm which includes a formal dining room, three spacious living areas, louvered window shutters, and elegant hardwood flooring. One of the living spaces is highlighted by a stunning brick fireplace overlooking the beautiful private pool area and fully fenced backyard — creating the perfect setting for entertaining, family gatherings, or simply unwinding in your own backyard oasis. In addition, this spectacular residence also boasts tasteful landscaping touches for exceptional curb appeal, a large two-car garage with electric opener, a newer shingle roof replaced in late 2023, and fresh interior paint throughout the home. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, Ward Park, Showalter Field, tennis and pickleball courts, top-rated schools, and the many shopping and dining destinations of Park Avenue and historic downtown Winter Park. Don’t miss this rare opportunity to own a true Winter Park gem — schedule your private showing today! 715 S Ranger Boulevard, Winter Park
$565,000 LOCATION LOCATION! Welcome to this beautifully Updated and Meticulously Maintained Split 5-Bedroom, 3-Full Bathroom Floor Plan, Pool Home with No HOA in highly desirable Winter Park in Seminole County. Situated on an almost one-half-acre lot, this exceptional, spacious residence offers the perfect blend of comfort, privacy, and functionality. Enter the welcoming Foyer into the home's flexible layout with multiple living areas for family work and play designed to be personalized for your needs, with generous living areas, great floorplan flow, and abundant natural light throughout. The Living Room is open with lovely, large arched windows leading to the open Dining Room that looks through the Florida Room to the Backyard Pool. The Remodeled Kitchen in the Family Room with a white-washed masonry brick wood-burning fireplace is the heart of the home. Relax and enjoy a cosy fire on cooler days. The Remodeled Kitchen now features Wood 42" soft close cabinetry to the ceiling, Quartz countertops, stylish backsplash Tile, a coffee station, and Stainless Steel Appliances. The large Florida Room anchors the back of the home with windows that bring the outside indoors. This is the perfect place to eat breakfast and lunch! The Primary Master Suite has an Ensuite Bathroom with a Walk-in Closet, a Separate Make-up Vanity, a Granite-topped bathroom Cabinet with a tiled step-in shower. The Master has sliding glass doors opening into the Florida Room. The four Secondary Bedrooms are generous in size, have ceiling fans, and have built-in closets. Two Bedrooms share an Updated Jack and Jill Bathroom. The other two Bedrooms use the Updated Pool/Hall Bathroom. These two Bedrooms are being used as an Office and a Craft/Sewing Room. How will these rooms function for you? Perhaps they will be an Office, Game Room, Play Room, Workout Room, or a multi-generational Suite. The Home has been freshly painted both outside and inside, with the flooring being tile and vinyl for easy cleaning. No carpet here! The expansive backyard is a standout! It is fenced, with a very large, crystal clear pool that is surrounded by a cool deck patio with Palm Trees. The private lawn is expansive, perfect for games, gardening, family fun, and entertaining. The Updated Features of the home include: Remodeled Kitchen and three Bathrooms, Re-plumbed 2026, New Water Heater 2026, Electric/Mechanical Replaced 2022, Roof 2021, HVAC 2018, and Paint Inside and Outside 2026, DOUBLE PANE WINDOWS. This home is just minutes from some of Florida's Best public and private schools, local shopping, Winter Park Avenue Shoppes and Restaurants, Rollins College, major streets, and highways. Contact me to view this well-maintained, move-in-ready, spacious home today. Let's Work Together! 5 Beds ⋅ 3 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code LOCATION LOCATION! Welcome to this beautifully Updated and Meticulously Maintained Split 5-Bedroom, 3-Full Bathroom Floor Plan, Pool Home with No HOA in highly desirable Winter Park in Seminole County. Situated on an almost one-half-acre lot, this exceptional, spacious residence offers the perfect blend of comfort, privacy, and functionality. Enter the welcoming Foyer into the home's flexible layout with multiple living areas for family work and play designed to be personalized for your needs, with generous living areas, great floorplan flow, and abundant natural light throughout. The Living Room is open with lovely, large arched windows leading to the open Dining Room that looks through the Florida Room to the Backyard Pool. The Remodeled Kitchen in the Family Room with a white-washed masonry brick wood-burning fireplace is the heart of the home. Relax and enjoy a cosy fire on cooler days. The Remodeled Kitchen now features Wood 42" soft close cabinetry to the ceiling, Quartz countertops, stylish backsplash Tile, a coffee station, and Stainless Steel Appliances. The large Florida Room anchors the back of the home with windows that bring the outside indoors. This is the perfect place to eat breakfast and lunch! The Primary Master Suite has an Ensuite Bathroom with a Walk-in Closet, a Separate Make-up Vanity, a Granite-topped bathroom Cabinet with a tiled step-in shower. The Master has sliding glass doors opening into the Florida Room. The four Secondary Bedrooms are generous in size, have ceiling fans, and have built-in closets. Two Bedrooms share an Updated Jack and Jill Bathroom. The other two Bedrooms use the Updated Pool/Hall Bathroom. These two Bedrooms are being used as an Office and a Craft/Sewing Room. How will these rooms function for you? Perhaps they will be an Office, Game Room, Play Room, Workout Room, or a multi-generational Suite. The Home has been freshly painted both outside and inside, with the flooring being tile and vinyl for easy cleaning. No carpet here! The expansive backyard is a standout! It is fenced, with a very large, crystal clear pool that is surrounded by a cool deck patio with Palm Trees. The private lawn is expansive, perfect for games, gardening, family fun, and entertaining. The Updated Features of the home include: Remodeled Kitchen and three Bathrooms, Re-plumbed 2026, New Water Heater 2026, Electric/Mechanical Replaced 2022, Roof 2021, HVAC 2018, and Paint Inside and Outside 2026, DOUBLE PANE WINDOWS. This home is just minutes from some of Florida's Best public and private schools, local shopping, Winter Park Avenue Shoppes and Restaurants, Rollins College, major streets, and highways. Contact me to view this well-maintained, move-in-ready, spacious home today. Let's Work Together! 1018 Bradford Drive, Winter Park
$650,000 Well-maintained 3 bedroom, 2 bath one story pool home. This home is on a highly desirable street near three high rated schools, parks, shopping, emergency services, Cady Way Trail and Center for Health and Wellbeing. The garage is two car with two built in storage areas. Make your appointment to see this beautiful home! 3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 4th Add SubDv. ⋅ 32792 Zip Code Well-maintained 3 bedroom, 2 bath one story pool home. This home is on a highly desirable street near three high rated schools, parks, shopping, emergency services, Cady Way Trail and Center for Health and Wellbeing. The garage is two car with two built in storage areas. Make your appointment to see this beautiful home! 638 Blairshire Circle, Winter Park
$425,000 Welcome to this charming home situated on a spacious lot in a quiet, established neighborhood in Winter Park. From the moment you arrive, you’ll appreciate the inviting curb appeal, expansive front yard, and peaceful setting that make this property feel like home. Inside, the home offers a light and open layout with a seamless flow between the living, dining, and kitchen spaces—perfect for both everyday living and entertaining. The updated kitchen features modern cabinetry, granite countertops, stainless steel appliances, and a functional layout with bar seating, making it both stylish and practical. The bedrooms are comfortably sized with great natural light, offering flexibility for family, guests, or a home office. The bathrooms have been thoughtfully updated, including a beautifully renovated shower with modern tilework that adds a fresh, clean feel. The Florida room in the back creates a relaxing space for drinking coffee or curling up for a family movie night. Step outside to a generously sized backyard with endless potential—whether you envision creating an outdoor entertaining space, adding a pool, or simply enjoying the open green space. With plenty of room to spread out, this yard offers the kind of flexibility that’s hard to find. Conveniently located near local shopping, dining, and major roadways, this home offers both comfort and accessibility. Zoned for great Winter Park schools. Whether you’re a first-time buyer, investor, or looking to downsize, this property presents an incredible opportunity to own a home with room to make it your own. 4 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code Welcome to this charming home situated on a spacious lot in a quiet, established neighborhood in Winter Park. From the moment you arrive, you’ll appreciate the inviting curb appeal, expansive front yard, and peaceful setting that make this property feel like home. Inside, the home offers a light and open layout with a seamless flow between the living, dining, and kitchen spaces—perfect for both everyday living and entertaining. The updated kitchen features modern cabinetry, granite countertops, stainless steel appliances, and a functional layout with bar seating, making it both stylish and practical. The bedrooms are comfortably sized with great natural light, offering flexibility for family, guests, or a home office. The bathrooms have been thoughtfully updated, including a beautifully renovated shower with modern tilework that adds a fresh, clean feel. The Florida room in the back creates a relaxing space for drinking coffee or curling up for a family movie night. Step outside to a generously sized backyard with endless potential—whether you envision creating an outdoor entertaining space, adding a pool, or simply enjoying the open green space. With plenty of room to spread out, this yard offers the kind of flexibility that’s hard to find. Conveniently located near local shopping, dining, and major roadways, this home offers both comfort and accessibility. Zoned for great Winter Park schools. Whether you’re a first-time buyer, investor, or looking to downsize, this property presents an incredible opportunity to own a home with room to make it your own. 814 Densmore Dr, Winter Park
$720,000 PRICED TO SELL! Charming, quaint, and character-filled 3-bedroom, 2-bath home in the heart of Winter Park. From the moment you enter, you’re welcomed by warm original cognac hardwood floors that flow throughout the main living areas, creating a timeless and inviting atmosphere. The home offers a comfortable and functional layout with open yet cozy living and dining spaces, ideal for everyday living and entertaining. The remodeled kitchen blends classic charm with modern convenience and connects seamlessly to both indoor and outdoor living. The primary bedroom and bathroom offer a cozy, intimate setting, with excellent potential for future expansion or customization to suit your needs. While there are no walk-in closets, all closets have been custom-designed by California Closets, maximizing storage and organization throughout the home. Step outside to a private backyard retreat designed for Florida living. The saltwater pool, fully equipped outdoor kitchen with built-in bar, and tranquil pond with waterfall create a serene, zen-like setting perfect for relaxing or entertaining. Additional features include a tiled 2-car garage with abundant storage space, roof (2023), AC (2023), ductwork (2022), and a hybrid energy-efficient water heater (2020). Ideally located near top-rated schools, shopping, dining, and parks, this home offers a rare blend of charm, lifestyle, and opportunity in a prime Winter Park location. 3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Section Four Y/71 Lot 21 Blk B SubDv. ⋅ 32792 Zip Code PRICED TO SELL! Charming, quaint, and character-filled 3-bedroom, 2-bath home in the heart of Winter Park. From the moment you enter, you’re welcomed by warm original cognac hardwood floors that flow throughout the main living areas, creating a timeless and inviting atmosphere. The home offers a comfortable and functional layout with open yet cozy living and dining spaces, ideal for everyday living and entertaining. The remodeled kitchen blends classic charm with modern convenience and connects seamlessly to both indoor and outdoor living. The primary bedroom and bathroom offer a cozy, intimate setting, with excellent potential for future expansion or customization to suit your needs. While there are no walk-in closets, all closets have been custom-designed by California Closets, maximizing storage and organization throughout the home. Step outside to a private backyard retreat designed for Florida living. The saltwater pool, fully equipped outdoor kitchen with built-in bar, and tranquil pond with waterfall create a serene, zen-like setting perfect for relaxing or entertaining. Additional features include a tiled 2-car garage with abundant storage space, roof (2023), AC (2023), ductwork (2022), and a hybrid energy-efficient water heater (2020). Ideally located near top-rated schools, shopping, dining, and parks, this home offers a rare blend of charm, lifestyle, and opportunity in a prime Winter Park location. 643 Dunblane Drive, Winter Park
$925,000 An entertainer’s dream in the heart of Winter Park, just minutes from Park Avenue, this impeccably renovated residence in the highly desirable Kenilworth Shores community offers true turn-key luxury. Enjoy utilities and water provided by the City of Winter Park, known for some of the lowest utility rates in Florida, along with underground power lines for added reliability and peace of mind. This thoughtfully reimagined 3-bedroom, 2-bath home showcases vaulted ceilings and a light-filled open-concept design that blends modern elegance with effortless functionality. The stunning kitchen serves as the centerpiece of the home, featuring a dramatic 10-foot island, custom soft-close cabinetry throughout, quartz countertops, designer backsplash, and stainless-steel appliances. Seamless connectivity to the dining and living areas makes entertaining a breeze, with ample space for a cocktail bar, coffee bar, or both. Hardwood flooring flows through the main living spaces, complemented by energy-saving LED lighting throughout and enhanced smart features including Phillips Hue lighting. An expansive sunroom offers exceptional flexibility, ideal as a home office, playroom, or additional entertaining space. The primary suite is a serene retreat with large sliding windows overlooking the private backyard. The spa-inspired bathroom has been completely remodeled with quartz counters, custom vanities, and a beautifully tiled shower. Custom closets, blackout shades in every bedroom, and refined finishes add comfort and sophistication throughout. Step outside to a true resort-style oasis. The modern heated and chilled saltwater pool and spa features a sun shelf, and natural marble pool deck. In 2022, the pool was upgraded with smart technology, allowing you to control features from anywhere. The maintenance-free backyard is complete with plush turf and mature juniper trees for year-round beauty and easy upkeep. A fully equipped summer kitchen includes a deluxe grill, beverage refrigerator, and farmhouse sink, perfect for outdoor entertaining. The climate-controlled garage functions as a flexible bonus space, featuring custom cabinetry, laundry sink, and smart Samsung washer and dryer. Additional improvements include: new roof (2023), new insulation (2024), backyard and pool completion (2022), gutters and guards (2024), new soffits (2025), whole-home water softener / reverse osmosis system in the kitchen (2002), garage door and opener (2021), attic ladder (2021), stainless steel kitchen appliances (2021), updated plumbing, electrical, windows, doors, landscaping, driveway, and garage floors. A transferable whole-home warranty can optionally be conveyed from day one of ownership, offering added peace of mind. A rare opportunity to own a fully renovated, move-in-ready modern home in one of Winter Park’s most sought-after neighborhoods, with no HOA, just minutes from Park Avenue, Baldwin Park, Rollins College, and Winter Park High School. 3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code An entertainer’s dream in the heart of Winter Park, just minutes from Park Avenue, this impeccably renovated residence in the highly desirable Kenilworth Shores community offers true turn-key luxury. Enjoy utilities and water provided by the City of Winter Park, known for some of the lowest utility rates in Florida, along with underground power lines for added reliability and peace of mind. This thoughtfully reimagined 3-bedroom, 2-bath home showcases vaulted ceilings and a light-filled open-concept design that blends modern elegance with effortless functionality. The stunning kitchen serves as the centerpiece of the home, featuring a dramatic 10-foot island, custom soft-close cabinetry throughout, quartz countertops, designer backsplash, and stainless-steel appliances. Seamless connectivity to the dining and living areas makes entertaining a breeze, with ample space for a cocktail bar, coffee bar, or both. Hardwood flooring flows through the main living spaces, complemented by energy-saving LED lighting throughout and enhanced smart features including Phillips Hue lighting. An expansive sunroom offers exceptional flexibility, ideal as a home office, playroom, or additional entertaining space. The primary suite is a serene retreat with large sliding windows overlooking the private backyard. The spa-inspired bathroom has been completely remodeled with quartz counters, custom vanities, and a beautifully tiled shower. Custom closets, blackout shades in every bedroom, and refined finishes add comfort and sophistication throughout. Step outside to a true resort-style oasis. The modern heated and chilled saltwater pool and spa features a sun shelf, and natural marble pool deck. In 2022, the pool was upgraded with smart technology, allowing you to control features from anywhere. The maintenance-free backyard is complete with plush turf and mature juniper trees for year-round beauty and easy upkeep. A fully equipped summer kitchen includes a deluxe grill, beverage refrigerator, and farmhouse sink, perfect for outdoor entertaining. The climate-controlled garage functions as a flexible bonus space, featuring custom cabinetry, laundry sink, and smart Samsung washer and dryer. Additional improvements include: new roof (2023), new insulation (2024), backyard and pool completion (2022), gutters and guards (2024), new soffits (2025), whole-home water softener / reverse osmosis system in the kitchen (2002), garage door and opener (2021), attic ladder (2021), stainless steel kitchen appliances (2021), updated plumbing, electrical, windows, doors, landscaping, driveway, and garage floors. A transferable whole-home warranty can optionally be conveyed from day one of ownership, offering added peace of mind. A rare opportunity to own a fully renovated, move-in-ready modern home in one of Winter Park’s most sought-after neighborhoods, with no HOA, just minutes from Park Avenue, Baldwin Park, Rollins College, and Winter Park High School. 667 Dunblane Drive, Winter Park
$214,990 Location, Location, Location! This highly sought-after two-bedroom, two-bath condo in Winter Park won’t last long! Ideally situated close to the University of Central Florida, it's a perfect investment opportunity for parents offering lower monthly payments compared to the high costs of on-campus housing. Upgrades made in 2020 include a new roof, air conditioning system, and enhanced attic insulation. Additionally, a mini-split AC unit has been added to the rear enclosed Florida room, ensuring comfort year-round. Imagine cozy winter nights by the corner fireplace in the inviting living area! The cathedral ceilings in the living room create an open and spacious atmosphere, complemented by the convenient open floor plan connecting the kitchen and living areas. The kitchen features Corian countertops and a breakfast bar, perfect for casual dining, alongside a separate area for enjoying meals.For added convenience, a full-size washer and dryer are tucked away in a closet off the kitchen, making laundry days a breeze while you relax in the living room. Unwind in the enclosed Florida room with a good book and a glass of wine, or step outside to your private fenced brick paver patio, perfect for your pets to roam freely. The patio also includes a storage shed, ideal for storing holiday decorations or recreational equipment. Both bedrooms come with spacious walk-in closets. The guest bedroom offers a convenient pocket sliding door to the bathroom, along with an additional door leading to the main hallway for guest access. With affordable condo dues, this property stands out as a budget-friendly option compared to other condos and townhouse communities in the area. Location highlights close to 417 toll roads and St Rd 436(Semoran) for easy access and only an hour's drive to the beaches, 40 minutes to major attractions, 30 minutes to Orlando International Airport, and only 20 minutes to downtown Orlando. The owner is very motivated hence the reason this condo is 15K-10K priced below market value with comparable Condos selling for 230K-240K. Don’t miss your chance to make this wonderful condo your new home or excellent investment!! 2 Beds ⋅ 2 Baths ⋅ Goldenrod Villas Condominium Associates SubDv. ⋅ 32792 Zip Code Location, Location, Location! This highly sought-after two-bedroom, two-bath condo in Winter Park won’t last long! Ideally situated close to the University of Central Florida, it's a perfect investment opportunity for parents offering lower monthly payments compared to the high costs of on-campus housing. Upgrades made in 2020 include a new roof, air conditioning system, and enhanced attic insulation. Additionally, a mini-split AC unit has been added to the rear enclosed Florida room, ensuring comfort year-round. Imagine cozy winter nights by the corner fireplace in the inviting living area! The cathedral ceilings in the living room create an open and spacious atmosphere, complemented by the convenient open floor plan connecting the kitchen and living areas. The kitchen features Corian countertops and a breakfast bar, perfect for casual dining, alongside a separate area for enjoying meals.For added convenience, a full-size washer and dryer are tucked away in a closet off the kitchen, making laundry days a breeze while you relax in the living room. Unwind in the enclosed Florida room with a good book and a glass of wine, or step outside to your private fenced brick paver patio, perfect for your pets to roam freely. The patio also includes a storage shed, ideal for storing holiday decorations or recreational equipment. Both bedrooms come with spacious walk-in closets. The guest bedroom offers a convenient pocket sliding door to the bathroom, along with an additional door leading to the main hallway for guest access. With affordable condo dues, this property stands out as a budget-friendly option compared to other condos and townhouse communities in the area. Location highlights close to 417 toll roads and St Rd 436(Semoran) for easy access and only an hour's drive to the beaches, 40 minutes to major attractions, 30 minutes to Orlando International Airport, and only 20 minutes to downtown Orlando. The owner is very motivated hence the reason this condo is 15K-10K priced below market value with comparable Condos selling for 230K-240K. Don’t miss your chance to make this wonderful condo your new home or excellent investment!! 7744 Country Place Unit C4, Winter Park
$760,000 Welcome to 5233 Lake Howell Road, a thoughtfully updated residence offering modern finishes, extensive upgrades, and a private backyard retreat designed for both everyday living and effortless entertaining. Inside, white porcelain tile flooring and recessed lighting create a bright, cohesive atmosphere throughout the main living spaces. Expansive rear-facing windows frame serene views of the beautifully landscaped backyard. The fully renovated kitchen is both stylish and functional, featuring new cabinetry, under-cabinet lighting, a built-in oven, cooktop, microwave drawer, and new sink. The open-concept layout flows seamlessly into the Florida room, where abundant natural light enhances the inviting ambiance. The living area is anchored by a resurfaced wood-burning fireplace, adding warmth and timeless character. The primary suite serves as a peaceful retreat, complete with a renovated bathroom, custom closet system, and a conveniently located in-suite laundry area with custom frosted glass doors and a new stackable washer and dryer. Two additional guest bathrooms have also been renovated, and custom closet systems extend throughout the home, including guest bedrooms and hallway storage. The backyard is a true oasis, highlighted by a newly resurfaced 16x32 pool and multiple spaces for al fresco dining, lounging, or gathering around the fire pit. The new paver patio offers the perfect spot to unwind with a good book. The fully fenced yard features refreshed landscaping with artificial turf, landscape lighting, and a new irrigation system serving both the front and rear yards. A custom greenhouse/workshop with a misting system adds a unique and functional outdoor element, while thoughtful drainage enhancements, including a French drain along the rear of the home and patio drainage to the front sidewalk, provide added peace of mind. Major improvements include a new roof (2023), water heater (2023), HVAC system and ductwork (2023), and a full plumbing update (2023). Additional features include a mini-split system, drip irrigation, updated electrical and LED lighting throughout, Pella double-paned windows, remote shades throughout, Leafguard gutters, expanded circular driveway, and added attic insulation. The home is also equipped with Google cameras and a doorbell at both front and rear entrances, as well as pre-wiring for a pool heater. This move-in-ready home seamlessly blends modern comfort with thoughtful upgrades, all set in a desirable Winter Park location just minutes from the YMCA, Interlachen Country Club, Phelps Park, Park Avenue, and a variety of dining destinations. 4 Beds ⋅ 3 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code Welcome to 5233 Lake Howell Road, a thoughtfully updated residence offering modern finishes, extensive upgrades, and a private backyard retreat designed for both everyday living and effortless entertaining. Inside, white porcelain tile flooring and recessed lighting create a bright, cohesive atmosphere throughout the main living spaces. Expansive rear-facing windows frame serene views of the beautifully landscaped backyard. The fully renovated kitchen is both stylish and functional, featuring new cabinetry, under-cabinet lighting, a built-in oven, cooktop, microwave drawer, and new sink. The open-concept layout flows seamlessly into the Florida room, where abundant natural light enhances the inviting ambiance. The living area is anchored by a resurfaced wood-burning fireplace, adding warmth and timeless character. The primary suite serves as a peaceful retreat, complete with a renovated bathroom, custom closet system, and a conveniently located in-suite laundry area with custom frosted glass doors and a new stackable washer and dryer. Two additional guest bathrooms have also been renovated, and custom closet systems extend throughout the home, including guest bedrooms and hallway storage. The backyard is a true oasis, highlighted by a newly resurfaced 16x32 pool and multiple spaces for al fresco dining, lounging, or gathering around the fire pit. The new paver patio offers the perfect spot to unwind with a good book. The fully fenced yard features refreshed landscaping with artificial turf, landscape lighting, and a new irrigation system serving both the front and rear yards. A custom greenhouse/workshop with a misting system adds a unique and functional outdoor element, while thoughtful drainage enhancements, including a French drain along the rear of the home and patio drainage to the front sidewalk, provide added peace of mind. Major improvements include a new roof (2023), water heater (2023), HVAC system and ductwork (2023), and a full plumbing update (2023). Additional features include a mini-split system, drip irrigation, updated electrical and LED lighting throughout, Pella double-paned windows, remote shades throughout, Leafguard gutters, expanded circular driveway, and added attic insulation. The home is also equipped with Google cameras and a doorbell at both front and rear entrances, as well as pre-wiring for a pool heater. This move-in-ready home seamlessly blends modern comfort with thoughtful upgrades, all set in a desirable Winter Park location just minutes from the YMCA, Interlachen Country Club, Phelps Park, Park Avenue, and a variety of dining destinations. 5233 Lake Howell Road, Winter Park
$502,000 MULTIPLE OFFERS. Calling for highest and best by Tuesday, 1/27/2026 at 9AM. Welcome home to a beautiful 4-bedroom, 3-bath split-plan residence, tucked away on a quiet dead-end street in unincorporated Winter Park. Offering 1,835 square feet of thoughtfully designed living space, this home offers timeless comfort. Enjoy true peace of mind with major improvements already completed, including a whole home re-plumb (Nov 2025), updated electrical (2025), roof (2018), HVAC (2021), hurricane windows, newly painted interior and exterior, tile flooring throughout, crown molding, and a cozy wood-burning fireplace. The updated kitchen opens seamlessly to the family room, creating the perfect flow for everyday living and entertaining. A split floor plan provides privacy and functionality for family and guests alike. Step outside to your private, fully fenced backyard featuring a huge covered and screened patio; ideal for morning coffee, evening gatherings, or simply unwinding in peace. Also featured in the backyard is a generator, so you never need to worry about power. Zoned for Aloma Elementary, Glenridge Middle, and Winter Park High School. This property is located in desirable Winter Park Pines near shopping, dining, parks, and all that Winter Park has to offer. This exceptional property on Fitzhugh Road delivers comfort, quality, and location—an opportunity not to be missed. Schedule your private showing today! 4 Beds ⋅ 3 Baths ⋅ Winter Park Pines Merrie Oaks SubDv. ⋅ 32792 Zip Code MULTIPLE OFFERS. Calling for highest and best by Tuesday, 1/27/2026 at 9AM. Welcome home to a beautiful 4-bedroom, 3-bath split-plan residence, tucked away on a quiet dead-end street in unincorporated Winter Park. Offering 1,835 square feet of thoughtfully designed living space, this home offers timeless comfort. Enjoy true peace of mind with major improvements already completed, including a whole home re-plumb (Nov 2025), updated electrical (2025), roof (2018), HVAC (2021), hurricane windows, newly painted interior and exterior, tile flooring throughout, crown molding, and a cozy wood-burning fireplace. The updated kitchen opens seamlessly to the family room, creating the perfect flow for everyday living and entertaining. A split floor plan provides privacy and functionality for family and guests alike. Step outside to your private, fully fenced backyard featuring a huge covered and screened patio; ideal for morning coffee, evening gatherings, or simply unwinding in peace. Also featured in the backyard is a generator, so you never need to worry about power. Zoned for Aloma Elementary, Glenridge Middle, and Winter Park High School. This property is located in desirable Winter Park Pines near shopping, dining, parks, and all that Winter Park has to offer. This exceptional property on Fitzhugh Road delivers comfort, quality, and location—an opportunity not to be missed. Schedule your private showing today! 326 Fitzhugh Road, Winter Park
$610,000 Tucked peacefully at the top of a cul-de-sac in the sought-after Garden Lake Estates community, this lakefront residence offers a rare blend of serenity, timeless character, and effortless Florida living. From the first approach, the home feels warm and welcoming, mature landscaping frames the paver drive, and a charming front porch sets the tone for the relaxed, inviting style carried throughout. Inside, the home’s thoughtful split-bedroom layout and multiple gathering spaces create a natural flow for both everyday comfort and entertaining. The formal living and dining areas lead seamlessly into the heart of the home, where a cozy wood-burning fireplace anchors the family room. The kitchen lives warm and inviting, with rich wood cabinetry, granite countertops, stainless steel appliances, and thoughtfully designed glass-front display cabinets. A convenient pass-through connects the kitchen to the sunroom, keeping the cook part of the conversation and offering glimpses of the lake. Combined with the adjacent dining areas, this space supports both casual meals and memorable gatherings with ease. Just beyond, a light-filled sunroom becomes a true showcase space, expanded with tongue-and-groove ceilings, skylights, and panoramic views that draw the outdoors in. This room lives beautifully as a lounge, reading retreat, or entertaining extension, opening directly to the home’s outdoor living areas. Designed for connection to nature, the rear of the home opens to a large screened lanai and an extended lakeside deck, capturing wide sparkling views of Garden Lake. Morning sunrises, evening reflections, and gentle breezes set the backdrop for daily living. Step down to the flagstone patio or the beautifully landscaped yard for even closer access to the shoreline, perfect for launching a kayak or savoring the peaceful setting. Every detail has been tastefully appointed, from updated baths to well-maintained finishes that reflect pride of ownership. The primary suite enjoys privacy and garden views, while two additional bedrooms create versatility for guests, office space, or multigenerational living. This neighborhood is a quiet, established enclave offering a uniquely calm, tucked-away feel while remaining close to everything. A short drive brings you to Winter Park’s signature lifestyle, shopping on Park Avenue, an exceptional dining scene, medical centers including AdventHealth Winter Park, and convenient access to major roadways for commuting or travel. Nearby higher education anchors such as Rollins College and Full Sail University, along with major regional employers, add to the area’s vitality. Schedule your private tour today! 3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 3 SubDv. ⋅ 32792 Zip Code Tucked peacefully at the top of a cul-de-sac in the sought-after Garden Lake Estates community, this lakefront residence offers a rare blend of serenity, timeless character, and effortless Florida living. From the first approach, the home feels warm and welcoming, mature landscaping frames the paver drive, and a charming front porch sets the tone for the relaxed, inviting style carried throughout. Inside, the home’s thoughtful split-bedroom layout and multiple gathering spaces create a natural flow for both everyday comfort and entertaining. The formal living and dining areas lead seamlessly into the heart of the home, where a cozy wood-burning fireplace anchors the family room. The kitchen lives warm and inviting, with rich wood cabinetry, granite countertops, stainless steel appliances, and thoughtfully designed glass-front display cabinets. A convenient pass-through connects the kitchen to the sunroom, keeping the cook part of the conversation and offering glimpses of the lake. Combined with the adjacent dining areas, this space supports both casual meals and memorable gatherings with ease. Just beyond, a light-filled sunroom becomes a true showcase space, expanded with tongue-and-groove ceilings, skylights, and panoramic views that draw the outdoors in. This room lives beautifully as a lounge, reading retreat, or entertaining extension, opening directly to the home’s outdoor living areas. Designed for connection to nature, the rear of the home opens to a large screened lanai and an extended lakeside deck, capturing wide sparkling views of Garden Lake. Morning sunrises, evening reflections, and gentle breezes set the backdrop for daily living. Step down to the flagstone patio or the beautifully landscaped yard for even closer access to the shoreline, perfect for launching a kayak or savoring the peaceful setting. Every detail has been tastefully appointed, from updated baths to well-maintained finishes that reflect pride of ownership. The primary suite enjoys privacy and garden views, while two additional bedrooms create versatility for guests, office space, or multigenerational living. This neighborhood is a quiet, established enclave offering a uniquely calm, tucked-away feel while remaining close to everything. A short drive brings you to Winter Park’s signature lifestyle, shopping on Park Avenue, an exceptional dining scene, medical centers including AdventHealth Winter Park, and convenient access to major roadways for commuting or travel. Nearby higher education anchors such as Rollins College and Full Sail University, along with major regional employers, add to the area’s vitality. Schedule your private tour today! 1489 Aster Court, Winter Park
$699,000 !! PRICE IMPROVEMENT!! This meticulously maintained POOL HOME located in the highly desirable Kenilworth Shores community could be YOURS! 3 Beds | 2 Baths | Bonus Room | This classic ranch-style residence offers a spacious and functional layout with three well-appointed bedrooms, two full bathrooms, a formal living room, dining area, and a bright breakfast nook. An additional bonus room provides flexible use — ideal as a home office, creative studio, workout space or playroom — all with tranquil views of the pool and backyard. The property features a beautifully landscaped, fully fenced yard and a private pool area, perfect for entertaining, relaxing, or enjoying the Florida lifestyle. Originally updated in 2012, the home benefits from a well-balanced and comfortable floorplan, complemented by key mechanical upgrades including a newer HVAC system and roof, and a brand-new water heater installed in 2024. With these major updates already completed, the property is truly move-in ready — offering peace of mind and lasting value. Don’t miss your opportunity to own a beautifully maintained home in a location that continues to deliver on both lifestyle and convenience. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, the location also offers close proximity to top institutions and amenities, including Rollins College (2.3 miles), Full Sail University (2.4 miles), AdventHealth Winter Park (0.9 miles), and the VA Medical Center (1.3 miles). Outdoor enthusiasts will appreciate the nearby Cady Way Trail, Blue Jacket Park, and Lake Baldwin, all within a short drive, offering walking paths, open green space, and recreational opportunities. ASSUMABLE VA LOAN at 2.25% Interest Incredible opportunity to assume the seller’s VA mortgage at just 2.25% interest. Just minutes from the vibrant centers of Baldwin Park and Park Avenue, this property provides convenient access to an array of restaurants, boutique shops, cafés, and year-round events. 676 Dunblane Drive is a rare opportunity to own a well-located, move-in-ready home in one of Winter Park’s most established and sought-after neighborhoods. Book your private showing TODAY! 3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code !! PRICE IMPROVEMENT!! This meticulously maintained POOL HOME located in the highly desirable Kenilworth Shores community could be YOURS! 3 Beds | 2 Baths | Bonus Room | This classic ranch-style residence offers a spacious and functional layout with three well-appointed bedrooms, two full bathrooms, a formal living room, dining area, and a bright breakfast nook. An additional bonus room provides flexible use — ideal as a home office, creative studio, workout space or playroom — all with tranquil views of the pool and backyard. The property features a beautifully landscaped, fully fenced yard and a private pool area, perfect for entertaining, relaxing, or enjoying the Florida lifestyle. Originally updated in 2012, the home benefits from a well-balanced and comfortable floorplan, complemented by key mechanical upgrades including a newer HVAC system and roof, and a brand-new water heater installed in 2024. With these major updates already completed, the property is truly move-in ready — offering peace of mind and lasting value. Don’t miss your opportunity to own a beautifully maintained home in a location that continues to deliver on both lifestyle and convenience. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, the location also offers close proximity to top institutions and amenities, including Rollins College (2.3 miles), Full Sail University (2.4 miles), AdventHealth Winter Park (0.9 miles), and the VA Medical Center (1.3 miles). Outdoor enthusiasts will appreciate the nearby Cady Way Trail, Blue Jacket Park, and Lake Baldwin, all within a short drive, offering walking paths, open green space, and recreational opportunities. ASSUMABLE VA LOAN at 2.25% Interest Incredible opportunity to assume the seller’s VA mortgage at just 2.25% interest. Just minutes from the vibrant centers of Baldwin Park and Park Avenue, this property provides convenient access to an array of restaurants, boutique shops, cafés, and year-round events. 676 Dunblane Drive is a rare opportunity to own a well-located, move-in-ready home in one of Winter Park’s most established and sought-after neighborhoods. Book your private showing TODAY! 676 Dunblane Drive, Winter Park
$385,000 Lovely pool home in the desirable community of Winter Park, conveniently located near shopping, medical offices, and UCF. Freshly painted inside and out, this home features a kitchen with tile and granite, and all appliances included. The kitchen opens to the great room, which offers easy-care tile flooring throughout the main living areas. Enjoy the enclosed porch (not included in the square footage) and a spacious backyard with a large swimming pool and vinyl privacy fencing. No HOA. Close to Winter Park shopping and major conveniences. 3 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code Lovely pool home in the desirable community of Winter Park, conveniently located near shopping, medical offices, and UCF. Freshly painted inside and out, this home features a kitchen with tile and granite, and all appliances included. The kitchen opens to the great room, which offers easy-care tile flooring throughout the main living areas. Enjoy the enclosed porch (not included in the square footage) and a spacious backyard with a large swimming pool and vinyl privacy fencing. No HOA. Close to Winter Park shopping and major conveniences. 5563 Garden Grove Circle, Winter Park
$660,000 Beautifully updated Winter Park home showcasing fifteen years of thoughtful renovations and “forever-home” quality throughout. Sited on just over 1/4 acre of manicured grounds, the inviting single level layout wraps around a bright, vaulted great room with tongue-and-groove ceiling, exposed central beam, and a stunning 20-foot folding Origin door system that opens fully to the pool and patio for seamless indoor-outdoor living. The expansive and private primary suite features a newly remodeled bath with timeless finishes as well as a surprisingly large walk-in closet. Three additional bedrooms and one-and-a-half baths are located on the opposite wing of the home, all connecting to the great room via French doors that create both openness and privacy. Multiple living spaces spotlight cozy vignettes at every turn - from the wood burning fireplace in the family room to the bright view out to the pool from the dining room; even the laundry room is outfitted with a gorgeous molded counter top sink and designer lighting! Notable systems upgrades include a new Trane variable-speed HVAC (2024), roof (2018), windows (2021), driveway (2024), pool pump and filter (2025), and spray-foam insulation. Distinctive details—custom brickwork, wood-inlaid eaves, solid core doors with top shelf hardware, detailed window casings and smooth-finish walls—add character and craftsmanship. Set in a quiet neighborhood near Lake Waunatta with easy access to University Boulevard, this home offers exceptional quality, comfort, and turnkey functionality in desirable Winter Park. Don't miss your chance to see it before its gone. 4 Beds ⋅ 3 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code Beautifully updated Winter Park home showcasing fifteen years of thoughtful renovations and “forever-home” quality throughout. Sited on just over 1/4 acre of manicured grounds, the inviting single level layout wraps around a bright, vaulted great room with tongue-and-groove ceiling, exposed central beam, and a stunning 20-foot folding Origin door system that opens fully to the pool and patio for seamless indoor-outdoor living. The expansive and private primary suite features a newly remodeled bath with timeless finishes as well as a surprisingly large walk-in closet. Three additional bedrooms and one-and-a-half baths are located on the opposite wing of the home, all connecting to the great room via French doors that create both openness and privacy. Multiple living spaces spotlight cozy vignettes at every turn - from the wood burning fireplace in the family room to the bright view out to the pool from the dining room; even the laundry room is outfitted with a gorgeous molded counter top sink and designer lighting! Notable systems upgrades include a new Trane variable-speed HVAC (2024), roof (2018), windows (2021), driveway (2024), pool pump and filter (2025), and spray-foam insulation. Distinctive details—custom brickwork, wood-inlaid eaves, solid core doors with top shelf hardware, detailed window casings and smooth-finish walls—add character and craftsmanship. Set in a quiet neighborhood near Lake Waunatta with easy access to University Boulevard, this home offers exceptional quality, comfort, and turnkey functionality in desirable Winter Park. Don't miss your chance to see it before its gone. 4019 Quenita Drive, Winter Park
$435,500 One or more photo(s) has been virtually staged. Welcome to this stunning Winter Park pool home, offering 3 bedrooms and 2 bathrooms across 1,668 square feet of thoughtfully designed living space. Upon entering, you are greeted by a spacious, open living area where the living and dining rooms flow seamlessly together, creating a perfect space for entertaining or relaxing with family. The kitchen features stainless steel appliances, abundant cabinetry, and generous counter space, complemented by a breakfast nook that opens to the family room. A sliding glass door leads from the family room to the enclosed Florida room, providing a bright, versatile space to enjoy year-round. The split bedroom floorplan ensures privacy, with the primary suite boasting an en suite bathroom complete with a walk-in shower. Step outside to a beautifully landscaped backyard with an in-ground pool and a pergola, ideal for outdoor gatherings or quiet afternoons. The enclosed Florida room with A/C overlooks the yard, making it perfect for indoor-outdoor living. Sitting on over a quarter acre, this home offers ample space for relaxation and recreation. Recent upgrades include fresh paint, new carpet, a brand-new hot water heater, and a new kitchen sink and faucet. Conveniently located near grocery stores, restaurants, and with easy access to highways, UCF, downtown Orlando, and all the city has to offer, this home combines comfort, style, and location in one exceptional package. Don’t miss the opportunity to make this Winter Park gem your new home. Mortgage savings may be available for buyers of this listing. 3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code One or more photo(s) has been virtually staged. Welcome to this stunning Winter Park pool home, offering 3 bedrooms and 2 bathrooms across 1,668 square feet of thoughtfully designed living space. Upon entering, you are greeted by a spacious, open living area where the living and dining rooms flow seamlessly together, creating a perfect space for entertaining or relaxing with family. The kitchen features stainless steel appliances, abundant cabinetry, and generous counter space, complemented by a breakfast nook that opens to the family room. A sliding glass door leads from the family room to the enclosed Florida room, providing a bright, versatile space to enjoy year-round. The split bedroom floorplan ensures privacy, with the primary suite boasting an en suite bathroom complete with a walk-in shower. Step outside to a beautifully landscaped backyard with an in-ground pool and a pergola, ideal for outdoor gatherings or quiet afternoons. The enclosed Florida room with A/C overlooks the yard, making it perfect for indoor-outdoor living. Sitting on over a quarter acre, this home offers ample space for relaxation and recreation. Recent upgrades include fresh paint, new carpet, a brand-new hot water heater, and a new kitchen sink and faucet. Conveniently located near grocery stores, restaurants, and with easy access to highways, UCF, downtown Orlando, and all the city has to offer, this home combines comfort, style, and location in one exceptional package. Don’t miss the opportunity to make this Winter Park gem your new home. Mortgage savings may be available for buyers of this listing. 1630 Gladiolas Drive, Winter Park
$470,000 One or more photo(s) has been virtually staged. **2025 ROOF** Pride of ownership shines throughout this well maintained 3 Bedroom + OFFICE home, ideally situated on a spacious corner lot in a quiet, neighborhood with NO HOA. With 2,031 square feet of living area including the enclosed porch, this property offers exceptional flexibility and room to grow. Step inside and immediately feel at home in the bright, open layout featuring soaring vaulted ceilings, neutral tones, and wood look luxury vinyl plank flooring that flows seamlessly throughout the home. The living room welcomes you with abundant natural light and a sense of openness, leading into a dedicated formal dining area that overlooks both the pool and main living areas, perfect for family gatherings or entertaining friends. The updated kitchen has been tastefully renovated with custom cabinetry, quartz countertops, and stainless steel appliances, creating a functional space that opens directly to the family room. Whether you’re preparing meals, watching a movie, or keeping an eye on the pool, this layout ensures you’re always part of the action. From the family room, sliding glass doors open to the expansive enclosed porch, a versatile bonus area surrounded by windows on two sides that let in plenty of light and gentle Florida breezes. This space offers countless possibilities — use it as a game room, second living room, home gym, or entertaining space overlooking the pool. Outside, enjoy year round relaxation in your screened pool and patio area, perfect for cooling off on warm afternoons or hosting weekend barbecues. The vinyl fence adds privacy and a clean, low maintenance look to the backyard. The split bedroom floor plan ensures comfort and privacy for all. The primary suite features a newly renovated bathroom with stylish finishes, while the secondary bedrooms are generous in size and share a well appointed guest bath. The dedicated office provides a quiet retreat for working from home, studying, or hobbies. Additional highlights include an oversized side-entry garage with built-in storage shelving and a workbench, ideal for projects or extra storage space. Major updates have already been taken care of for peace of mind — including a new roof (2025) and new pool screens (2025). This is a truly special home that combines modern updates, flexible living spaces, and a private outdoor retreat all in a desirable location close to shopping, dining, and top-rated schools. Schedule your private tour today! 3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 2 SubDv. ⋅ 32792 Zip Code One or more photo(s) has been virtually staged. **2025 ROOF** Pride of ownership shines throughout this well maintained 3 Bedroom + OFFICE home, ideally situated on a spacious corner lot in a quiet, neighborhood with NO HOA. With 2,031 square feet of living area including the enclosed porch, this property offers exceptional flexibility and room to grow. Step inside and immediately feel at home in the bright, open layout featuring soaring vaulted ceilings, neutral tones, and wood look luxury vinyl plank flooring that flows seamlessly throughout the home. The living room welcomes you with abundant natural light and a sense of openness, leading into a dedicated formal dining area that overlooks both the pool and main living areas, perfect for family gatherings or entertaining friends. The updated kitchen has been tastefully renovated with custom cabinetry, quartz countertops, and stainless steel appliances, creating a functional space that opens directly to the family room. Whether you’re preparing meals, watching a movie, or keeping an eye on the pool, this layout ensures you’re always part of the action. From the family room, sliding glass doors open to the expansive enclosed porch, a versatile bonus area surrounded by windows on two sides that let in plenty of light and gentle Florida breezes. This space offers countless possibilities — use it as a game room, second living room, home gym, or entertaining space overlooking the pool. Outside, enjoy year round relaxation in your screened pool and patio area, perfect for cooling off on warm afternoons or hosting weekend barbecues. The vinyl fence adds privacy and a clean, low maintenance look to the backyard. The split bedroom floor plan ensures comfort and privacy for all. The primary suite features a newly renovated bathroom with stylish finishes, while the secondary bedrooms are generous in size and share a well appointed guest bath. The dedicated office provides a quiet retreat for working from home, studying, or hobbies. Additional highlights include an oversized side-entry garage with built-in storage shelving and a workbench, ideal for projects or extra storage space. Major updates have already been taken care of for peace of mind — including a new roof (2025) and new pool screens (2025). This is a truly special home that combines modern updates, flexible living spaces, and a private outdoor retreat all in a desirable location close to shopping, dining, and top-rated schools. Schedule your private tour today! 1931 Aster Drive, Winter Park
$345,000 Welcome to your slice of Winter Park paradise! Nestled in the sought-after neighborhood of Winter Park Estates, this 3-bedroom, 2-bath home sits on a quarter-acre lot surrounded by mature landscaping and Florida sunshine. Inside, natural light pours through the windows, highlighting spacious living areas and an inviting Florida room that overlooks the sparkling pool—perfect for relaxing or entertaining. The two-car garage includes a workbench area, ideal for projects or extra storage. Whether you’re dreaming of updating, expanding, or simply enjoying the Florida lifestyle as-is, this home offers a blank canvas for whatever your heart desires. Zoned for top-rated schools and located just minutes from the best of Winter Park dining, shopping, and parks—this is an opportunity you won’t want to miss. 3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code Welcome to your slice of Winter Park paradise! Nestled in the sought-after neighborhood of Winter Park Estates, this 3-bedroom, 2-bath home sits on a quarter-acre lot surrounded by mature landscaping and Florida sunshine. Inside, natural light pours through the windows, highlighting spacious living areas and an inviting Florida room that overlooks the sparkling pool—perfect for relaxing or entertaining. The two-car garage includes a workbench area, ideal for projects or extra storage. Whether you’re dreaming of updating, expanding, or simply enjoying the Florida lifestyle as-is, this home offers a blank canvas for whatever your heart desires. Zoned for top-rated schools and located just minutes from the best of Winter Park dining, shopping, and parks—this is an opportunity you won’t want to miss. 731 Bongart Road, Winter Park
$899,000 Discover elevated living in this stunning 4 bedroom, 2.5 bathroom pool home, perfectly situated overlooking a tranquil pond and Winter Park 18 hole golf course. Surrounded by a lush tropical backyard oasis, this residence blends modern sophistication with effortless comfort, creating a serene retreat that’s ideal for that perfect start to the morning with a cup of coffee or a relaxing wind down at sunset with a glass of wine. Inside, vaulted wood-trimmed ceilings and a wood-burning fireplace set a warm, inviting tone across 2,455 sq. ft. of thoughtfully designed space. The kitchen features contemporary cabinetry paired with quartz and butcher block wood countertops and a designer tile backsplash. Stainless steel appliances, including a beverage refrigerator, add a professional touch, while a built-in banquette provides seating for six—perfect for entertaining and everyday living. The primary suite offers wood floors, a walk-in closet, and a spa-like bath with dual floating vanity, soaking tub, and seamless glass shower. Enjoy outdoor living at its finest with pergola-covered sitting areas, outdoor shower, fire pit, and sparkling pool. Situated on a private tree-lined cul-de-sac, this home is located in a prime location just minutes from Cady Way Trail, Cady Way pool & courts, Winter Park Pines Golf Course, Crosby Center for Health and Wellbeing, Ward Park, Showalter Athletic Complex, Advent Health Winter Park Hospital and less than 10 minutes to Historic Park Avenue fine dining and shopping. Don’t miss your chance to own this rare Winter Park gem—schedule your showing today! ROOF - 2016 HVAC - 2023(2) PLUMBING - 2020 ELECTRICAL - 2021 WATER HEATER - 2020 4 Beds ⋅ 3 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code Discover elevated living in this stunning 4 bedroom, 2.5 bathroom pool home, perfectly situated overlooking a tranquil pond and Winter Park 18 hole golf course. Surrounded by a lush tropical backyard oasis, this residence blends modern sophistication with effortless comfort, creating a serene retreat that’s ideal for that perfect start to the morning with a cup of coffee or a relaxing wind down at sunset with a glass of wine. Inside, vaulted wood-trimmed ceilings and a wood-burning fireplace set a warm, inviting tone across 2,455 sq. ft. of thoughtfully designed space. The kitchen features contemporary cabinetry paired with quartz and butcher block wood countertops and a designer tile backsplash. Stainless steel appliances, including a beverage refrigerator, add a professional touch, while a built-in banquette provides seating for six—perfect for entertaining and everyday living. The primary suite offers wood floors, a walk-in closet, and a spa-like bath with dual floating vanity, soaking tub, and seamless glass shower. Enjoy outdoor living at its finest with pergola-covered sitting areas, outdoor shower, fire pit, and sparkling pool. Situated on a private tree-lined cul-de-sac, this home is located in a prime location just minutes from Cady Way Trail, Cady Way pool & courts, Winter Park Pines Golf Course, Crosby Center for Health and Wellbeing, Ward Park, Showalter Athletic Complex, Advent Health Winter Park Hospital and less than 10 minutes to Historic Park Avenue fine dining and shopping. Don’t miss your chance to own this rare Winter Park gem—schedule your showing today! ROOF - 2016 HVAC - 2023(2) PLUMBING - 2020 ELECTRICAL - 2021 WATER HEATER - 2020 1648 Cypress Point Lane, Winter Park
$700,000 MULTIPLE OFFERS. The Sellers are calling for highest and best offer submissions by Monday, September 15th at 5:00 PM. Golfside living, beautifully reimagined. From the moment you step inside, your eyes are drawn to serene water and golf course views — a daily reminder of why this address is so special. This 4-bedroom, 2-bath retreat in Winter Park Pines marries timeless charm with thoughtful modern updates — from the warmth of a wood-burning fireplace to a dream kitchen dressed in quartz, honeycomb tile, and designer lighting. A versatile dining or flex space invites effortless entertaining or the perfect work-from-home setting. The Florida room, bathed in natural light, creates a seamless connection between indoor comfort and the picturesque landscape beyond — a space to linger over morning coffee or unwind at sunset. The primary suite feels like a private sanctuary with peaceful views of the water and rolling fairways. Its en-suite bath, fully reimagined in 2023, offers dual vanities, shiplap accents, and a glass walk-in shower with rainfall and handheld features — a retreat designed for pure exhale. Three additional bedrooms, well-appointed with ceramic flooring and ceiling fans, provide both comfort and flexibility. A second fully renovated bath shines with brushed gold fixtures, quartz vanity, and carefully curated tile work. Step outside to the brick paver patio with motorized retractable awning, where mornings glow and evenings linger against a backdrop of water and golf course greens. A city-permitted fenced side yard adds storage for a boat, camper, or weekend toys. This home’s updates bring peace of mind: new roof (2024), dual hybrid water heater (2024), garbage disposal (2025), plumbing upgrades (2020–2025), all-new ductwork and insulation (2022), new garage door motor and springs (2025), plus a serviced HVAC system every 6 months. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, pool, playground, tennis and pickleball courts, Ward Park, and A-rated schools (Brookshire Elementary, Glenridge Middle, Winter Park High), this home is equally close to Rollins, UCF, and Full Sail. With Park Avenue, AdventHealth Winter Park, Crosby Wellness, and everyday shopping minutes away, where convenience meets connection. Practical and picturesque. Light-filled and lifestyle-rich. A Winter Park home where every detail — and every view — feels like home. 4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code MULTIPLE OFFERS. The Sellers are calling for highest and best offer submissions by Monday, September 15th at 5:00 PM. Golfside living, beautifully reimagined. From the moment you step inside, your eyes are drawn to serene water and golf course views — a daily reminder of why this address is so special. This 4-bedroom, 2-bath retreat in Winter Park Pines marries timeless charm with thoughtful modern updates — from the warmth of a wood-burning fireplace to a dream kitchen dressed in quartz, honeycomb tile, and designer lighting. A versatile dining or flex space invites effortless entertaining or the perfect work-from-home setting. The Florida room, bathed in natural light, creates a seamless connection between indoor comfort and the picturesque landscape beyond — a space to linger over morning coffee or unwind at sunset. The primary suite feels like a private sanctuary with peaceful views of the water and rolling fairways. Its en-suite bath, fully reimagined in 2023, offers dual vanities, shiplap accents, and a glass walk-in shower with rainfall and handheld features — a retreat designed for pure exhale. Three additional bedrooms, well-appointed with ceramic flooring and ceiling fans, provide both comfort and flexibility. A second fully renovated bath shines with brushed gold fixtures, quartz vanity, and carefully curated tile work. Step outside to the brick paver patio with motorized retractable awning, where mornings glow and evenings linger against a backdrop of water and golf course greens. A city-permitted fenced side yard adds storage for a boat, camper, or weekend toys. This home’s updates bring peace of mind: new roof (2024), dual hybrid water heater (2024), garbage disposal (2025), plumbing upgrades (2020–2025), all-new ductwork and insulation (2022), new garage door motor and springs (2025), plus a serviced HVAC system every 6 months. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, pool, playground, tennis and pickleball courts, Ward Park, and A-rated schools (Brookshire Elementary, Glenridge Middle, Winter Park High), this home is equally close to Rollins, UCF, and Full Sail. With Park Avenue, AdventHealth Winter Park, Crosby Wellness, and everyday shopping minutes away, where convenience meets connection. Practical and picturesque. Light-filled and lifestyle-rich. A Winter Park home where every detail — and every view — feels like home. 1729 Golfside Drive, Winter Park
$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
$470,000 Welcome home to the Winter Park Pines with tree lines streets, sidewalks on both sides of the street and a mailman that delivers to your door. This spacious 4-bedroom, 3-bath home offers the ideal canvas for customization, nestled in one of Winter Park’s most desirable neighborhoods. This diamond in the rough—brimming with charm and just waiting for your personal touch! Step inside through a beautiful beveled-edge wood front door into a bright and open foyer. The generous living room features a cozy wood-burning fireplace—perfect for relaxing evenings. The split floor plan offers privacy, with the primary suite tucked away from the other bedrooms, while three additional bedrooms sit on the opposite side of the home. Two bedrooms are connected by a classic Jack and Jill bathroom, and a third full bath—updated in 2020—includes direct access to the pool, perfect for guests. Additional living spaces include a family room and a sun-filled Florida room, ideal for gatherings, hobbies, or a peaceful retreat. Step outside to your own private oasis: a sparkling in-ground pool surrounded by mature, lush landscaping, creating the ultimate staycation setting. Located just minutes from Winter Park Pines Golf Course, Cady Way Pool and Trail, tennis and pickleball courts, Ward Park, playgrounds, and top-rated schools and colleges (Full Sail, Valencia, Rollins, UCF). Enjoy easy access to grocery stores, dining, shopping, the Crosby Center for Health & Wellbeing, Winter Park AdventHealth, AND MORE! Whether you're an investor or homeowner with a vision, this home offers the rare opportunity to restore and transform a classic gem in an unbeatable location! ROOF - 2014 HVAC - 2016 RE-PLUMBED - 2010 WATER HEATER - 2010 4 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code Welcome home to the Winter Park Pines with tree lines streets, sidewalks on both sides of the street and a mailman that delivers to your door. This spacious 4-bedroom, 3-bath home offers the ideal canvas for customization, nestled in one of Winter Park’s most desirable neighborhoods. This diamond in the rough—brimming with charm and just waiting for your personal touch! Step inside through a beautiful beveled-edge wood front door into a bright and open foyer. The generous living room features a cozy wood-burning fireplace—perfect for relaxing evenings. The split floor plan offers privacy, with the primary suite tucked away from the other bedrooms, while three additional bedrooms sit on the opposite side of the home. Two bedrooms are connected by a classic Jack and Jill bathroom, and a third full bath—updated in 2020—includes direct access to the pool, perfect for guests. Additional living spaces include a family room and a sun-filled Florida room, ideal for gatherings, hobbies, or a peaceful retreat. Step outside to your own private oasis: a sparkling in-ground pool surrounded by mature, lush landscaping, creating the ultimate staycation setting. Located just minutes from Winter Park Pines Golf Course, Cady Way Pool and Trail, tennis and pickleball courts, Ward Park, playgrounds, and top-rated schools and colleges (Full Sail, Valencia, Rollins, UCF). Enjoy easy access to grocery stores, dining, shopping, the Crosby Center for Health & Wellbeing, Winter Park AdventHealth, AND MORE! Whether you're an investor or homeowner with a vision, this home offers the rare opportunity to restore and transform a classic gem in an unbeatable location! ROOF - 2014 HVAC - 2016 RE-PLUMBED - 2010 WATER HEATER - 2010 2920 Abbey Court, Winter Park
$690,000 FANTASTIC UPDATED AND EXPANDED WINTER PARK HOME JUST LISTED! Tucked away in a quiet, highly sought-after neighborhood and zoned for desired Winter Park schools, this home is one of the nicest and most rare opportunities to hit the market in some time! Beautifully and tastefully re-imagined, renovated and expanded in 2022! Located in one of the best specific locations in the neighborhood! Prominently sited on a large lot on a no through street this home and property boast a fantastic dramatic front elevation created by the extensive recent exterior rebuild and interior remodel. Dramatic gable and dormer over-framing, bright paint over new stucco finish and new garage addition really make a statement as you approach the home. Home has a bright, open and airy floor plan and a great floor plan offering superior function. Expansive Living/Dining/Kitchen combo with additional bonus sunroom/flex space flows perfectly out onto the rear patio and into the back yard making this entire outdoor area a fantastic natural extension of the interior living space! Expansive renovated kitchen with island seating! You will love the fabulous new master suite with rare oversized walk-in closet and boutique style master bath addition! Great oversized inside laundry and hard to come by storage area with easy access to garage, house and exterior. Garage is unusually large at 26 feet deep with epoxy floor coating, attic space above, and new garage door and opener. Owners took great pride and care when designing and executing this one-of-a-kind remodels for the area and it shows. Many system updates and renovations include: New Premium Roof (2022), Complete exterior redesign, kitchen remodel, and all interior cosmetic improvements, closet systems and renovations (2022). New 200 Amp Electrical Service (2022), New HVAC and Ductwork throughout home (2022), New attic insulation, driveway & patio pavers, landscaping and much more not mentioned all completed in late 2022! Attached feature sheet on MLS. This property really needs to be seen to be truly appreciated. PLEASE CLICK ON VIRTUAL TOUR LINK FOR EXTENSIVE WALK THROUGH VIDEO! This is an incredibly rare opportunity to secure a great home and property located in one of Winter Park’s most desirable neighborhoods. Zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Walk and bike to school! Just minutes away from DT Winter Park, Park Avenue retail, Winter Park Village, Rollins College, Baldwin Park, Corrine Drive shops and DT Orlando! A great home and property in one of Central Florida’s most dynamic areas! 3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 3rd Add SubDv. ⋅ 32792 Zip Code FANTASTIC UPDATED AND EXPANDED WINTER PARK HOME JUST LISTED! Tucked away in a quiet, highly sought-after neighborhood and zoned for desired Winter Park schools, this home is one of the nicest and most rare opportunities to hit the market in some time! Beautifully and tastefully re-imagined, renovated and expanded in 2022! Located in one of the best specific locations in the neighborhood! Prominently sited on a large lot on a no through street this home and property boast a fantastic dramatic front elevation created by the extensive recent exterior rebuild and interior remodel. Dramatic gable and dormer over-framing, bright paint over new stucco finish and new garage addition really make a statement as you approach the home. Home has a bright, open and airy floor plan and a great floor plan offering superior function. Expansive Living/Dining/Kitchen combo with additional bonus sunroom/flex space flows perfectly out onto the rear patio and into the back yard making this entire outdoor area a fantastic natural extension of the interior living space! Expansive renovated kitchen with island seating! You will love the fabulous new master suite with rare oversized walk-in closet and boutique style master bath addition! Great oversized inside laundry and hard to come by storage area with easy access to garage, house and exterior. Garage is unusually large at 26 feet deep with epoxy floor coating, attic space above, and new garage door and opener. Owners took great pride and care when designing and executing this one-of-a-kind remodels for the area and it shows. Many system updates and renovations include: New Premium Roof (2022), Complete exterior redesign, kitchen remodel, and all interior cosmetic improvements, closet systems and renovations (2022). New 200 Amp Electrical Service (2022), New HVAC and Ductwork throughout home (2022), New attic insulation, driveway & patio pavers, landscaping and much more not mentioned all completed in late 2022! Attached feature sheet on MLS. This property really needs to be seen to be truly appreciated. PLEASE CLICK ON VIRTUAL TOUR LINK FOR EXTENSIVE WALK THROUGH VIDEO! This is an incredibly rare opportunity to secure a great home and property located in one of Winter Park’s most desirable neighborhoods. Zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Walk and bike to school! Just minutes away from DT Winter Park, Park Avenue retail, Winter Park Village, Rollins College, Baldwin Park, Corrine Drive shops and DT Orlando! A great home and property in one of Central Florida’s most dynamic areas! 2433 Whitehall Circle, Winter Park
$270,000 One or more photo(s) has been virtually staged. Multiple Offers Received. Please present highest and best by 3pm on June 30th. Immaculate and move-in ready, this beautifully maintained 2 bed/2 bath one-story condo in sought after Winter Park Pines offers comfort, style and convenience. Step through your front courtyard, perfect for enjoying morning coffee and into a spacious great room featuring vaulted ceilings and skylights. The home is freshly updated with neutral tones, new lighting and new ceiling fans. The kitchen includes stainless steel appliances, a bar counter and a pass-thru window ideal for entertaining. A versatile Florida room, with closet storage, can serve as a dining area, office or workout space. The primary suite features a vaulted ceiling, walk-in closet and ensuite bath with a large walk-in shower. Additional features include tile flooring throughout, washer and dryer, French doors, a fenced rear pavered patio with refreshed landscaping, a detached one-car garage and adjacent parking space, 2 new electric panels, new roof is 2025 and a new water heater. Located minutes from Full Sail University, Cady Way Trail and the 18-hole Winter Park Pines golf course. Welcome home! 2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Condo SubDv. ⋅ 32792 Zip Code One or more photo(s) has been virtually staged. Multiple Offers Received. Please present highest and best by 3pm on June 30th. Immaculate and move-in ready, this beautifully maintained 2 bed/2 bath one-story condo in sought after Winter Park Pines offers comfort, style and convenience. Step through your front courtyard, perfect for enjoying morning coffee and into a spacious great room featuring vaulted ceilings and skylights. The home is freshly updated with neutral tones, new lighting and new ceiling fans. The kitchen includes stainless steel appliances, a bar counter and a pass-thru window ideal for entertaining. A versatile Florida room, with closet storage, can serve as a dining area, office or workout space. The primary suite features a vaulted ceiling, walk-in closet and ensuite bath with a large walk-in shower. Additional features include tile flooring throughout, washer and dryer, French doors, a fenced rear pavered patio with refreshed landscaping, a detached one-car garage and adjacent parking space, 2 new electric panels, new roof is 2025 and a new water heater. Located minutes from Full Sail University, Cady Way Trail and the 18-hole Winter Park Pines golf course. Welcome home! 463 Warrenton Road Unit 463, Winter Park