Homes for Sale in Winter Park
740 #3 Killarney Bay Ct Unit 7-3 Winter Park, FL 32789
$384,400
2
Beds
2.5
Baths
1,536
SqFt
Status
Active
MLS #
O6249823
Property Type
Condominium
Largest unit at Killarney Bay, set up as a town home -bedrooms upstairs town house with large screened in area back pooch, new washer and dryer - wood floors throughout, close to Winter Park Village - complex is a small great location with great access to I-4 - Killarney Bay sits on Lake Killarney with private pool overlooking. Only 5 rental units are allowed at KB at any given time. Super clean and ready for new owner. Beautiful wood ceilings in main living areas and wood floors and stairway! tastefully done. Current tenant has flexibility in moving.
648 Callahan Street Winter Park, FL 32789
$949,000
3
Beds
2.5
Baths
1,898
SqFt
Status
Active
MLS #
O6250649
Property Type
Single Family Residence
Welcome to this stunning modern, custom-built home in the heart of Winter Park, FL! This beautifully remodeled 3-bedroom, 2.5-bath residence offers 1,898 sq ft of inviting living space. The home features an eat-in kitchen with custom bench seating, earthy wood-tone cabinets, a large waterfall island, and elegant countertops. Sleek black appliances perfectly complement the modern design. All bedrooms are located on the second floor, with the primary suite boasting cool contemporary lines, a walk-in shower, double sink vanity with quartz countertops, and plenty of natural light. The suite also includes a spacious walk-in closet, fully built-in for optimal organization. The home’s outdoor space is equally impressive, with gorgeous landscaping that enhances the fenced, private yard—perfect for entertaining guests or enjoying quiet moments with loved ones. The 1-car wide garage extends two cars deep, providing ample storage, while the paved driveway offers room to securely store a boat or RV behind the fence. With only two original block walls retained, the rest of the home is entirely new, including updated sewer pipes, plumbing, electrical systems, and a fully installed irrigation system. Located in an excellent A+ rated school district, this home is just minutes from Winter Park Hospital, Park Avenue, Rollins College, museums, galleries, shopping, restaurants, and major highways—everything you need is close by. Call today to schedule your private showing and make this dream home yours!
5616 Revelwood Loop Winter Park, FL 32792
$384,000
3
Beds
2
Baths
1,301
SqFt
Status
Active
MLS #
O6249518
Property Type
Single Family Residence
This tucked away neighborhood has only one way in and out, preventing any cut through traffic, and making it a great place to call home! Tastefully updated with luxury vinyl flooring throughout and ceramic tile in the kitchen and baths. 3 bedroom/2 bath split floor plan has a spacious living room with wood burning fireplace, updated ceiling fans in all the rooms and updated bathroom vanities. With cooler weather now, you will be spending all your time in the large screened back patio enjoying the open space and no rear neighbors. 2 car garage with plenty of additional storage in the floored “stand-up” attic space with collapsing stairs for easy access. Your big-ticket items have been done – Roof (2022), AC (2022), Replumbed with PEX (2013), electrical panel is good, and water heater is 2009. Centrally located with easy access to the 417, minutes from UCF, Valencia and Full Sail along with many shopping and dining options. This charming home is move in ready!
2821 Chantilly Avenue Winter Park, FL 32789
$575,000
3
Beds
2
Baths
1,440
SqFt
Status
Active
MLS #
O6249965
Property Type
Single Family Residence
Welcome to 2821 Chantilly Avenue Winter Park FL 32789! A unique opportunity to own this .75 acre lot and the ONLY home on Lake Vella. Classic 3/2 bungalow with lake views zoned for Dommerich, Maitland & Winter Park High. Large back yard offers room to expand, renovate existing home or build new. Great location just minutes to Park Avenue. Extras include: updated electric panel, 2017 AC, updated plumbing & 24x12 backyard shed. WELCOME HOME!
5080 Seminole Avenue Winter Park, FL 32792
$345,000
3
Beds
2
Baths
1,078
SqFt
Status
Active
MLS #
O6249839
Property Type
Single Family Residence
Welcome to this adorable 3-bedroom, 2-bathroom cottage-style home, perfectly situated in a prime location with no HOA! Immaculate and move-in ready, this charming property features a cozy front porch that invites you to sit back and relax. Step inside to find bright, comfortable living spaces with easy-to-maintain laminate and tile flooring throughout. The kitchen offers a warm, inviting atmosphere with an eat-in space, perfect for casual dining. The home also boasts a large yard, providing plenty of room for outdoor activities. Located just minutes from Rollins College, UCF, and Full Sail University, this property is ideal for those seeking a great investment opportunity. Plus, Airbnb is allowed, making it an excellent choice for those looking to generate rental income. Don’t miss out on this fantastic home in a highly desirable area!
2228 Azalea Place Winter Park, FL 32789
$5,400,000
5
Beds
5.5
Baths
5,072
SqFt
Status
Active
MLS #
O6250411
Property Type
Single Family Residence
Gorgeous Winter Park home beautifully curated with designer details and recently featured in June’s “Orange Appeal” and was the 2022 Mystery Home Tour selected by Council of 101 for the Orlando Museum of Art. This elegant transitional French Provincial residence is located on a large, elevated corner lot in a quiet and secluded section in the Via’s of Winter Park. This designer home has been significantly enhanced inside and out by the current owner and is in “brand new condition.” The home features 5,100 square feet of living space and 800+ square feet of outdoor space with 5 bedrooms, 5 bathrooms, 1 half bathroom, 3 car garage, pool, patio, outdoor shower and professionally landscaped yard and lighting. Upon entry, you are welcomed through the exquisite foyer where you instantly notice the craftsmanship and expert care that went into the custom carpentry and crown molding details throughout. To the left of the foyer is an elegant and intimate parlor with grass cloth wallpaper, a gas vented fireplace and built-in bookshelves. To the right of the foyer is the formal dining room with beautiful hand painted wallpaper and an adjacent butler’s pantry. Past the foyer you are led to a spacious and grand formal living room with lacquered walls and 6 new French iron doors that flow out to a covered brick porch and picturesque back yard & pool. Designed with entertainment in mind, the adjoining chef’s kitchen includes newly painted white custom cabinetry, a Sub-Zero/Wolf appliance package, a grand center island and a walk-in pantry. Built in desk and casual dining area all open to the adjoining beamed ceiling family room with gas vented fireplace and additional French doors that lead to street side patio with new awnings. First floor master retreat overlooks the pool & yard and features 14-foot wood beam vaulted ceilings. The oversized master bath with double custom lacquered vanities made in Palm Beach, mosaic marble shower and a Waterworks free standing tub, brushed brass fixtures, and walk in closet. The second-floor features nine-foot ceilings with four bedrooms (one which was converted to a beautiful women’s dressing room) and four ensuite bathrooms, covered balcony adjoining two bedrooms, two built in desks and bookshelves for office/study time and large media room with big screen tv and wet-bar. There are also two laundry rooms, one upstairs and one downstairs. Attic space inside the home and inside the garage. Recent upgrades include new slate roof/swooped decorative copper roof with chimney caps, complete chimney rebuild, nine new iron French doors, new ebony-stained white oak hardwood floors, lacquered walls, newly renovated master bath and two ensuite baths. This home offers boat access to the Winter Park chain of lakes and is within short distance of the Winter Park Racquet Club. It’s also a bike ride away and a short drive to the Interlachen Country Club and Park Avenue shopping and dining district. The property is zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School.
689 Saint Johns Court S Unit 689 Winter Park, FL 32792
$230,000
2
Beds
2
Baths
1,120
SqFt
Status
Active
MLS #
O6246779
Property Type
Condominium
Nestled in the heart of Winter Park, this enchanting Mediterranean-inspired condominium beckons those with a discerning eye for comfort and potential. This newly listed condo offers a unique opportunity to embrace a lifestyle of elegance while potentially reaping the rewards of rental income in a highly sought-after neighborhood. As you step into this two-story condominium, you'll be immediately captivated by the spacious open floor plan adorned with high vaulted ceilings. The kitchen boasts direct access to the dining space via a charming pass-through, perfect for those who love to entertain with flair. Off the kitchen is also a small bar/coffee station. The living area serves as the heart of this abode, featuring a corner fireplace that adds a touch of romance to chilly Florida evenings. An in-unit laundry closet, a true luxury in condominium living, is convenient for the busy homeowner. As you head upstairs, you will find the large Master bedroom with a private en-suite bathroom and a private sanctuary for rest and rejuvenation. The 2nd bedroom is located on the main floor, with a full bath adjacent to the space. For those who appreciate the great outdoors, a private patio and fenced backyard space await your personal touch. This property offers a beautiful living space and presents an attractive opportunity for those considering rental income. The desirable Winter Park location, close to UCF and Valencia College, and the condominium's charming features make it a magnet for homeowners, and potential tenants seeking a slice of Florida paradise. In this vibrant neighborhood, you'll be surrounded by an eclectic mix of culture, cuisine, and community. From quaint cafes to upscale boutiques, every amenity you could desire is just a stone's throw away. Seize this opportunity to own a piece of Mediterranean-inspired luxury in the heart of Winter Park. This won't last long! Schedule your showing today!
2723 Tierra Circle Winter Park, FL 32792
$430,000
3
Beds
2
Baths
1,627
SqFt
Status
Active
MLS #
O6249959
Property Type
Single Family Residence
First time ever on the market - for sale by the original owner. Welcome to this meticulously maintained 3-bedroom, 2-bathroom home located in Casa Aloma community of Winter Park. As you arrive you are treated with warm curb appeal with landscaping and fresh exterior paint. Walking entry is brick paver lined with a wonderful front porch seating area. Upon entry the welcoming foyer leads into a spacing living room and dining room which all flows seamlessly into the kitchen and breakfast nook. The kitchen offers ample cabinetry and is open to the family room with access to the Florida sunroom. This large sunroom is a great addition which is perfect for sitting, reading and relaxing. Just outside the Florida room is access to the fenced in backyard. The layout of the home offers ideal privacy with a split floor plan. The primary bedroom is conveniently located off the foyer and features two closets and an ensuite bathroom, offering a serene retreat from the main living spaces. Two additional bedrooms are situated on the opposite side of the home, providing separation for guests or family members. The home has undergone significant improvements, including pipe relining in 2022—a $20,000 investment—ensuring long-term peace of mind, the ceiling in the garage has been replaced, and blown-in insulation has been added to the attic for energy efficiency. A new roof was installed in 2014, new flooring (2021), new front windows (2018), Leaf Filter gutters with a transferable warranty, ensuring hassle-free maintenance for years to come. Outside, the fenced-in backyard is perfect for outdoor gatherings or quiet afternoons, surrounded by shady mature trees. Located in a highly sought-after area, this home is zoned for top-rated Tuskawilla Middle School and Lake Howell High School. With easy access to Highway 436, a variety of shopping and dining options are just moments away, simplifying your daily routine. Don’t miss out on the chance to own this well maintained, move-in ready home that’s waiting for you to make it your own!
2522 Lafayette Avenue Winter Park, FL 32789
$2,399,000
4
Beds
3.5
Baths
3,399
SqFt
Status
Active
MLS #
O6250342
Property Type
Single Family Residence
ARCHITECTURAL BRILLIANCE AND CONTEMPORARY LUXURY IN WINTER PARK. The exquisite Architectural details, craftsmanship and finishes include Pella Windows, Poggenpohl Gourmet Kitchen with Wolf and Sub-Zero appliances, cascading countertops and Engineered Hardwood floors. This double Primary layout features two exclusive Primary Suites each with an Executive powder room on the main level, as well as the upper level including a 300 sq ft terrace overlooking the outdoor Oasis featuring a Heated Luxury Pool and Spa, complete with Miele appliances in the outdoor Summer Kitchen. The Exclusive Architectural Design is built to last with two-story Concrete-filled walls, Steel Joists and Floors, Composite Steel Deck with a Waterproof Concrete Roof. The spectacular Floating Staircase leading to the 2nd level features the 2nd Primary Suite with spacious Executive Powder room as well as two additional bedrooms. Additional features include Natural Stone Interior & Exterior Accents, Custom Walk-In Closets, Handcrafted Luxury Entry Door, Clopay Modern Garage Doors and Engineered Hardwood Floors throughout. The abundance of natural light radiating throughout, and accompanied by the 20' ceilings completes this elegantly comfortable space. The mature and pristine landscape surrounding this gem accentuates the LUXURIOUS ARCHITECTURAL PERFECTION!
1375 Merrydale Way Winter Park, FL 32792
$480,000
3
Beds
2.5
Baths
1,756
SqFt
Status
Active
MLS #
O6250396
Property Type
Townhouse
Experience lakeside living in this beautifully designed 3-bedroom, 2.5-bath like new townhome, built in 2022 and perfectly situated in the sought-after Enclave at Hawks Crest. Enjoy captivating lake views from your private patio, creating a serene backdrop for relaxation and entertaining. Step inside to discover a spacious open floor plan with high ceilings that seamlessly blends elegance and functionality. The gourmet kitchen features modern appliances and fabulous counter space, ideal for culinary enthusiasts. The inviting living area is bathed in natural light, gatherings with friends or cozy evenings at home. The luxurious oversized master suite offers a tranquil retreat and a spa-like ensuite bath. This charming community provides a peaceful escape while keeping you close to the vibrant lifestyle Winter Park has to offer including Park Ave in Winter Park, just a 10 min drive away. Kelly's Ice Cream and Foxtail's coffee a one block walk as well as the amazing community pool. Don’t miss your chance to own this exquisite home in a picturesque setting. Schedule your private showing today!
401 W Morse Boulevard Winter Park, FL 32789
$1,995,000
4
Beds
3.5
Baths
3,328
SqFt
Status
Active
MLS #
O6249199
Property Type
Townhouse
Sophisticated four-bedroom, 3.5-bath townhome in the heart of downtown Winter Park. This elegantly appointed, three-level corner townhome offers a flexible floor plan in the vibrant heart of downtown Winter Park. The premier corner unit design allows for expansive French doors and windows, flooding the space with natural light and providing access to wrap-around porches on the first and second levels, ideal for enjoying the outdoors. A private interior elevator provides seamless access to all levels, including the rooftop terrace. The first floor features a welcoming foyer, a convenient laundry room, two spacious bedroom suites with en-suite baths, and direct access to the private two-car garage. The second floor serves as the primary living space, designed for entertainment and everyday comfort. It includes a chef’s kitchen, living room, dining room and family room. The kitchen boasts top-tier appliances, including a 36-inch Wolf gas range, Sub-Zero refrigerator and Bosch dishwasher. A butler’s pantry with an under-counter beverage cooler connects the kitchen to the dining and living areas. The open-concept kitchen which overlooks the family room features a marble-topped island, gas fireplace and built-in bar. The wrap-around porch on this level provides additional space for outdoor relaxation, complete with a gas grill. The third floor is dedicated to the private primary suite, offering two walk-in closets and a luxurious, spa-inspired bath with marble countertops and a Japanese wet room concept, and second laundry room for added convenience. French doors open to a balcony with a spiral staircase leading to the rooftop terrace. This floor also includes a large secondary bedroom that can double as extra flex space that could be used as an office, exercise room or den with a built-in bar area and spacious closet. The rooftop terrace, accessible by the spiral staircase and private elevator, provides ample space for outdoor living and offers breathtaking views of downtown Orlando. Designed by acclaimed Phil Kean Design Group, the Morse & Virginia brownstones are ideally just two blocks from Park Avenue’s renowned shopping and dining. Residents can enjoy leisurely strolls to Hannibal Square, Winter Park Library, farmers market and more. Ideal for those seeking a low-maintenance, lock-and-leave lifestyle with all conveniences of urban living!
2113 Albert Lee Parkway Winter Park, FL 32789
$425,000
2
Beds
2
Baths
1,365
SqFt
Status
Active
MLS #
O6249948
Property Type
Single Family Residence
One or more photo(s) has been virtually staged. Don't miss this immaculate and move-in ready 2-bedroom/2-bath Winter Park home, with a 1-car garage, and a NEW ROOF coming soon! Recently updated, this home features fresh paint inside and out, improved landscaping, new lighting, a new dishwasher, and a new microwave. The desirable, open floorplan features a spacious family room/kitchen combo, separated by an island that offers extra storage and seating. Stainless steel appliances and a window overlooking the backyard enhance the kitchen, while an adjacent dining area flows into a bright Florida room, making this home ideal for entertaining. Both bedrooms have walk-in closets, and there’s plenty of extra storage with 2 hall closets. The backyard steals the show, featuring a large (22’x15’) covered porch with ceiling fans, two storage sheds, and raised garden boxes—perfect for your gardening projects! The freshly painted, attached 1-car garage offers washer & dryer hookups and shelving for more storage. Tucked away on a quiet street, yet minutes from downtown Winter Park, College Park, and downtown Orlando, this home is close to Trader Joe’s, Whole Foods, Publix, Home Depot, and more...and offers easy access to I-4 for commuting. Request a floorplan and list of recent updates!