Homes for Sale in Winter Park
1811 Oneco Avenue Winter Park, FL 32789
$899,000
3
Beds
1.5
Baths
1,348
SqFt
Status
Active
MLS #
O6278036
Property Type
Single Family Residence
VALUE IS IN THE LAND. LOT IS 90 X 150+- GREAT OPPORTUNITY TO BUILD YOUR DREAM HOUSE IN 32789. HOUSE NEEDS EVERYTHING AND WILL BE DIFFICULT TO GET INSURANCE. LOCATED ON PRIVATE, DEAD END STREET. CLOSE TO YMCA, PHELPS PARK, INTERLACHEN CC. GREAT WP SCHOOLS. SURVEY AVAILABLE IN ATTACHMENTS.
1727 Winter Green Boulevard Winter Park, FL 32792
$293,000
3
Beds
2
Baths
1,187
SqFt
Status
Active
MLS #
O6280306
Property Type
Single Family Residence
One or more photo(s) has been virtually staged. Welcome to this fabulous area! Discover a bright interior tied together with a neutral color palette. The primary bathroom features plenty of under sink storage waiting for your home organization needs. Take it easy in the fenced in back yard. The sitting area makes it great for BBQs! Like what you hear? Come see it for yourself!
2412 Chantilly Avenue Winter Park, FL 32789
$2,395,000
5
Beds
6.5
Baths
4,506
SqFt
Status
Active
MLS #
O6278049
Property Type
Single Family Residence
Discover an extraordinary blend of modern elegance and thoughtful craftsmanship in this brand-new architectural gem by DaVinci Development. This stunning five-bedroom, six-and-a-half-bathroom home spans over 4,500 square feet of luxury living space, offering a seamless fusion of sophistication and functionality in the heart of Winter Park. From the moment you arrive, the striking contemporary design makes a bold statement, characterized by sleek lines, expansive windows, and soaring ceilings on both floors. Step inside to be greeted by an abundance of natural light that fills the open-concept living spaces, creating a warm yet refined ambiance. Designed for both comfort and entertaining, the state-of-the-art kitchen is a chef’s dream, equipped with premium Sub-Zero, Wolf, and Miele appliances, custom cabinetry, a large center island, and a built-in wine cooler. Flowing effortlessly into the adjacent living and dining areas, this space sets the perfect stage for everything from intimate gatherings to grand celebrations. The first-floor primary suite is a private retreat, offering a spa-like bathroom with an oversized shower featuring dual rain shower heads, a freestanding soaking tub, and dual vanities. Sliding doors provide direct access to the serene outdoor oasis. A second bedroom on the main level—ideal as a guest room or home office—includes an en-suite bath and walk-in closet. Upstairs, a spacious loft with a wraparound balcony serves as a versatile lounge or entertainment area. Three additional bedrooms, each with their own distinct character, provide ample space for family or guests, ensuring everyone enjoys their own private sanctuary. Step outside to experience resort-style living in your expansive backyard, situated on the largest lot in the neighborhood. A sparkling pool, generous patio, and fully equipped outdoor kitchen make alfresco dining and entertaining effortless, with retractable screens on the lanai offering shade and privacy when desired. Additional highlights include a rare three-car garage with an EV charging station. Perfectly positioned in a coveted Winter Park local, near top-rated schools and just moments from Park Avenue’s upscale shopping and dining, this exceptional residence offers the pinnacle of contemporary luxury living.
3825 Pickwick Drive Orlando, FL 32817
$445,900
4
Beds
2
Baths
1,993
SqFt
Status
Active
MLS #
O6278740
Property Type
Single Family Residence
Experience the epitome of waterfront elegance in this meticulously updated 4-bedroom, 2-bathroom residence, now available in the highly sought-after Bradford Cove community of East Orlando. As one of only 19 exclusive homes lining the serene shores of Lake Mirage, this architectural gem effortlessly blends contemporary design with natural beauty. From the moment you arrive, the charm of this one-story home is unmistakable—a pristine ivory exterior is accentuated by a bold crimson front door, set against a backdrop of lush landscaping featuring a stately oak tree and vibrant seasonal blooms that create an inviting and picturesque curb appeal. Step inside to discover a luminous formal living room where expansive windows fill the space with natural light, highlighting soaring ceilings and modern design elements that establish a refined yet welcoming atmosphere. The open-concept layout seamlessly connects this elegant space to a gourmet kitchen that is truly a chef’s delight; custom oak cabinetry, a spacious center island perfect for casual dining and lively conversations, and top-of-the-line Whirlpool appliances are all set upon warm natural tone laminate flooring that enhances the home’s inviting ambiance. The kitchen flows effortlessly into a cozy family room, where sliding doors open to a private patio bathed in sunlight and framed by mature trees leading to a tranquil waterfront canal, creating the ideal setting for relaxed indoor-outdoor living. Retreat to the expansive owner’s suite, a true sanctuary featuring soaring ceilings, stylish plant shelves, and a generous walk-in closet that caters to your every need. The adjoining en-suite bath offers a spa-like experience with its luxurious garden tub, dual vanities, and a separate walk-in shower designed with refined tile accents, while a similarly modern guest bath impresses with a chic Pottery Barn Green vanity, marble countertops with beveled edges, and tasteful, contemporary details. With all major home systems recently updated, every aspect of this move-in-ready property has been thoughtfully designed for both comfort and peace of mind. Ideally located near top-rated schools—Aloma Elementary, Glenridge Middle, and Winter Park High—and just minutes from premier shopping, dining, entertainment, UCF, University Blvd., parks, and major highways, this home offers unrivaled convenience. Enhancing the experience further, the Bradford Cove community features exceptional amenities including a sparkling pool, a welcoming clubhouse, and well-maintained tennis courts. This is more than just a home—it is a rare opportunity to embrace a lifestyle where modern updates meet timeless elegance against the breathtaking backdrop of Central Florida’s natural splendor. Schedule your private tour today and seize the chance to call this captivating lakefront haven your own.
1219 Verdant Glade Place Winter Park, FL 32792
$690,000
3
Beds
3.5
Baths
2,002
SqFt
Status
Active
MLS #
O6268093
Property Type
Single Family Residence
Welcome to this stunning two-story, 3-bedroom, 3 and a half bathroom home, nestled within the highly desirable Winter Park in a secure gated community. This kitchen boasts luxury features including quartz countertops, stainless steel appliances and rich dark wood cabinets. The master bedroom, with a spacious bathroom and walk-in closet, is conveniently located downstairs for added convenience. Upstairs, you'll find a second master suite, a third bedroom and a generous loft, providing ample living space. Enjoy the tranquil conservation view with no rear neighbors from the comfort of your fenced-in backyard, complete with a built-in grill area and a fireplace, perfect for entertaining or relaxing. This community offers resort-style living with a huge pool, cabanas, fitness center, and a beautiful clubhouse managed onsite. Embrace the picturesque surroundings with a private lake and dock featuring a kayak launch. The HOA takes care of ALL yard maintenance, ensuring a hassle-free and maintenance-free lifestyle. Plantation shutters adorn every window, adding a touch of elegance. Don't miss out on this exceptional Winter Park home offering luxury, convenience, and a serene setting.
1446 Berkshire Avenue Winter Park, FL 32789
$2,200,000
5
Beds
6
Baths
4,612
SqFt
Status
Active
MLS #
O6275533
Property Type
Single Family Residence
Nestled in the highly sought-after Orwin Manor neighborhood of Winter Park, this stunning Spanish Revival home at 1446 Berkshire Ave, offers a luxurious lifestyle with unparalleled proximity to Winter Park’s finest amenities including Historic Park Avenue and Rollins College. Located on a tree-lined street, this residence exudes timeless elegance, complemented by a circular driveway that leads you to its impressive facade. The home has been thoughtfully updated with fresh interior and exterior paint, along with the addition of three new HVAC systems, ensuring modern comfort throughout. Boasting over 4,000 square feet of living space, the home features five generously sized bedrooms, including a second-floor Primary Suite that offers both luxury and privacy. The suite is complete with a private sitting area, a terrace overlooking the lushly landscaped grounds, and a spa-like bath with dual sinks, jetted tub, and a walk-in shower. A spacious walk-in closet provides ample storage space and custom built-ins. In addition to the three bedrooms, the second-floor features a spearate bonus room that is perfect for a private office, or could be converted to an in-law/guest suite, adding versatile living space to the property. The chef’s kitchen is a culinary dream, featuring solid wood 42” cabinetry, elegant granite countertops and a new subway tile backsplash. Adding to the Kitchen's functionality and sophistication are Copper prep and main sinks, Wolf Natural Gas Range, dual dishwashers, under counter ice maker and a walk-in pantry, A separate casual dining space and an island/breakfast bar seamlessly open into the family room, creating an ideal setting for everyday living and entertaining. Off the Kitchen and family room is a full guest bathroom with built in desk area and a multifunctional game room that could convert to a 6th bedroom. Outside, the private oasis is designed for both relaxation and entertainment. A resort-style pool with tranquil fountains serves as the centerpiece, while a beautifully crafted Spanish styled privacy wall, accented with lighting and peaceful bamboo, offers a serene atmosphere. Enjoy the cooler evening relaxing around the piped natural gas fire pit. Enjoy the expansive Cabana area includes a summer kitchen, as well as dedicated seating and dining areas, all overlooking the pool and lush landscaping. With its prime Winter Park location, exceptional privacy, and resort-style amenities, this remarkable home offers the perfect blend of style, comfort, and convenience in one of Winter Park’s most desirable neighborhoods.
7812 Wicklow Circle Orlando, FL 32817
$409,999
3
Beds
2
Baths
1,551
SqFt
Status
Active
MLS #
O6275335
Property Type
Single Family Residence
This beautifully updated 3-bedroom, 2-bath home is now available. Featuring a modern kitchen and bathrooms with granite countertops and stainless steel appliances, this home is both stylish and functional. The kitchen boasts a bar area, perfect for quick meals, as well as ample space for a dinette and a separate dining room. With an open-concept floor plan and plenty of natural light, the home feels bright and inviting. The spacious family room features sliding glass doors that lead to a large, covered, and screened porch overlooking the backyard—ideal for entertaining or relaxing. The split-bedroom layout offers privacy, while large closets in every bedroom and a generous two-car garage provide ample storage. Located in a community with fantastic amenities, including a playground, pool, and tennis courts, this home truly has it all. Don’t miss the chance to make it yours!
3354 Hamlet Loop Winter Park, FL 32792
$399,900
3
Beds
2.5
Baths
1,533
SqFt
Status
Active
MLS #
V4940831
Property Type
Single Family Residence
Don’t miss this rarely found opportunity to own a beautifully updated 3-bedroom, 2.5-bathroom home in a desirable community with low HOA fees and no rear neighbors! Nestled along a peaceful greenbelt, this home offers ultimate privacy along with modern upgrades and a prime location. Step inside to a bright and refreshed space featuring a spacious living room, perfect for entertaining or relaxing. The kitchen has been tastefully updated with new cabinets, granite countertops (2022), a vented range hood (2023), and stainless steel appliances, including a stove with oven (2022) and dishwasher (2022). Stylish vinyl flooring runs throughout, with new downstairs flooring (2023) and upstairs flooring (2018) for a seamless look. Major upgrades include a new roof (2020), remodeled bathrooms (2022-2023), and whole-home repiping (2013), ensuring lasting value. Enjoy outdoor living with a fenced backyard, offering a private retreat with no rear neighbors. The community features fantastic amenities, including a sparkling pool and a serene pond with a covered dock and gazebo—perfect for relaxation. Conveniently located near Downtown Winter Park, Park Avenue, Rollins College, Baldwin Park, Full Sail University, UCF, and Valencia College, with easy access to SR-436. Plus, shopping, dining, and entertainment are just minutes away! Homes like this are rarely available—schedule your private tour today before it’s gone!
2642 Tierra Cir Winter Park, FL 32792
$425,000
3
Beds
2
Baths
1,715
SqFt
Status
Active
MLS #
O6279358
Property Type
Single Family Residence
Charming home in a convenient Winter Park location, with a brand-new roof, enormous yard, and spacious living areas. A brick paver walkway leads to a welcoming front foyer. The living and dining room combination features newer windows, complemented by wood shutters and parquet floors. The updated kitchen has stainless steel appliances, granite countertops, beautiful cream-colored cabinets, and an adjacent kitchen nook with extra cabinets for storage. The kitchen flows into a cozy family room with a sliding door that opens to an oversized backyard, perfect for entertaining or relaxation. Three bedrooms with parquet floors + 2 bathrooms. Attached 2-car garage. Roof 2025, hot water heater 2021, and AC 2002. The oversized 0.39-acre yard has plenty of grassy space to play, garden, or put in a pool! The home is in an excellent location, backing to Interlachen Country Club, near the Lakemont YMCA, and with easy access to downtown Winter Park and Maitland.
100 S Interlachen Avenue Unit 203 Winter Park, FL 32789
$695,000
2
Beds
2
Baths
1,267
SqFt
Status
Active
MLS #
O6277423
Property Type
Condominium
Experience a lifestyle of refined sophistication and effortless tranquility at The Cloisters Condominium, ideally between Park Avenue and the serene shores of Lake Osceola. This exquisitely remodeled residence offers a seamless blend of timeless elegance and thoughtful design. Set on the second floor, this sun-drenched retreat is bathed in natural light from its northeast-facing sunroom, where expansive windows frame picturesque views of the lush gardens and pool, creating an inviting ambiance throughout the living space. Rich wood floors flow gracefully through the open layout, enhancing the home’s warm and sophisticated character. The primary suite is a private haven, featuring custom-built cabinetry and drawers, a dressing area with abundant closet space and a beautifully updated en-suite bath. A dedicated laundry closet with a built-in washer and dryer adds everyday convenience. The second bedroom offers a custom-built office setup and dual access from the hall and living area, providing effortless versatility as a bedroom, sitting room or private study. The Cloisters offers an array of exclusive amenities designed to elevate everyday living. Guest parking is immediately below the unit in the forward parking circle, as well as along Morse Boulevard, ensuring seamless accessibility for visitors. Additional perks include an assigned covered parking space near the elevator, a dock with boat slips available for lease, two well-appointed fitness rooms, and a beautifully redesigned community space featuring a newly remodeled kitchen and bath. Just steps from the vibrant energy of Park Avenue, this exceptional home provides unparalleled access to fine dining, boutique shopping, cultural attractions, fitness centers and the distinguished Rollins College. Every detail has been carefully curated to create an extraordinary living experience in the heart of Winter Park. Seize this rare opportunity to own a desirable residence at The Cloisters, schedule your private tour today and embrace a home where elegance meets effortless living.
3901 Woodglade Cove Winter Park, FL 32792
$569,500
4
Beds
2.5
Baths
2,213
SqFt
Status
Active
MLS #
G5092637
Property Type
Single Family Residence
STUNNING HOME in Winter Park with HOME WARRANTY – A Must-See! This breathtaking, NON-COOKIE-CUTTER Home with LARGE FENCED YARD is filled with CHARM, CHARACTER & EXCEPTIONAL FEATURES! Boasting VAULTED CEILINGS, FIREPLACE & LOTS OF NATURAL LIGHT, this 4-BEDROOMS + Flex room residence offers a versatile layout perfect for modern living. The FLEX ROOM can serve as a Den, Home Office, or additional Bedroom. **The main-floor primary suite is a private retreat, complete with a spa-like ensuite bathroom featuring dual vessel sinks on Brazilian Maple countertops and a large walk-in tiled shower** **The beautifully updated kitchen is a chef’s dream, showcasing Brazilian Maple countertops, stainless steel appliances, and a stunning backsplash that complements the space perfectly.**The Backyard has plenty of room for sports, gatherings, and even a future pool, this space is a rare find! Located in highly sought-after Winter Park, just 10-15 minutes from charming Downtown Winter Park, you’ll enjoy fantastic shopping, dining, and entertainment options. Plus, with easy access to top-rated schools and being only 30 minutes from Universal Studios, Disney, and other Central Florida attractions, this home offers the perfect balance of convenience and lifestyle. Don’t miss your opportunity to own this one-of-a-kind gem—schedule your showing today before it’s too late! **2018 ROOF, 2021 AC Condenser, 2019 Water Heater**
282 Scottsdale Square Unit 282 Winter Park, FL 32792
$90,000
1
Bed
1
Bath
756
SqFt
Status
Active
MLS #
O6278571
Property Type
Condominium
Attention all investors and first-time home-buyers! We're super excited to share an amazing opportunity with you at 282 SCOTTSDALE SQUARE. This gorgeous unit in Winter Park offers a cozy and functional living space. The location is just perfect for those seeking to reside in the Winter Park area. Don't miss out on this fantastic investment chance with a well-situated 1-bedroom, 1-bathroom condo that includes a private balcony and in-unit washer & dryer. With its proximity to Baldwin Park, Full Sail University, the University of Central Florida (UCF), Downtown Winter Park, and Orlando International Airport, this property provides unbeatable convenience. Plus, there's already a lease in place, ensuring immediate rental income.