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$3,600,000

Residential For Sale

1742 Temple Dr, Winter Park, Florida 32789

4Bedroom(s)
5Bathroom(s)
DrivewayParking(s)
58Picture(s)
3,658Sqft
In one of Winter Park’s desirable neighborhoods, this stunning four-bedroom, five-bath modern masterpiece with Control4 automation offers a blend of luxury and function. Designed with sleek lines and open-concept living, the home showcases Italian engineered wood flooring throughout, creating an elegant yet inviting atmosphere.
$1,295,000

Residential For Sale

800 Hamilton Place Ct, Winter Park, Florida 32789

3Bedroom(s)
4Bathroom(s)
46Picture(s)
3,363Sqft
Custom-built and beautifully maintained, this large 3-bedroom home with loft is located in prime Old Winter Park on a quiet cul-de-sac. The interior boasts 18'+ high ceilings, creating a grand and airy atmosphere throughout the main living spaces.
$399,000

Residential For Sale

240 Killarney Bay Ct #4, Winter Park, Florida 32789

2Bedroom(s)
3Bathroom(s)
AssignedParking(s)
32Picture(s)
1,536Sqft
Welcome to Killarney Bay—Winter Park’s best-kept secret for tranquil lakeside living, and just steps from the city’s finest shopping and dining! This beautifully updated and spacious 2-bedroom, 2.5-bath townhome-style condo offers a rare blend of modern upgrades and classic charm.
$1,799,000

Residential For Sale

617 Worthington Dr, Winter Park, Florida 32789

5Bedroom(s)
5Bathroom(s)
45Picture(s)
3,533Sqft
WINTER PARK FIVE BEDROOM POOL HOME - Discover luxurious living in the heart of Winter Park! Crafted with exquisite attention to detail, this 5-bedroom, 4.5-bathroom pool residence showcases absolute perfection and modern elegance.
$2,100

Residential Lease For Rent

460 Cambridge Blvd #a, Winter Park, Florida 32789

3Bedroom(s)
2Bathroom(s)
OpenParking(s)
11Picture(s)
1,400Sqft
Fully renovated 3-bedroom, 2-bath home in the heart of Winter Park—available for immediate move-in! This charming unit features an updated kitchen with stainless steel appliances, durable vinyl plank flooring throughout, and a full-sized washer and dryer for added convenience. Enjoy private parking and an oversized fenced backyard, perfect for entertaining or relaxing outdoors.
$1,595

Residential Lease For Rent

316 Scottsdale Sq #316, Winter Park, Florida 32792

2Bedroom(s)
2Bathroom(s)
30Picture(s)
1,085Sqft
Welcome to 316 Scottsdale Square, a delightful 2-bedroom, 1 and half bathroom condo located in desirable Winter Park. This home features a spacious open floor plan with natural light, ideal for comfortable living. The kitchen includes modern appliances and overlooks the cozy living area, perfect for entertaining.
$5,495,000

Residential For Sale

2211 Azalea Pl, Winter Park, Florida 32789

5Bedroom(s)
7Bathroom(s)
DrivewayParking(s)
99Picture(s)
7,278Sqft
Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club.
$3,825,000

Residential For Sale

1820 Glencoe Rd, Winter Park, Florida 32789

5Bedroom(s)
7Bathroom(s)
DrivewayParking(s)
75Picture(s)
4,055Sqft
Discover the ultimate in luxury real estate in Winter Park, Florida with this Dutch West Indies–inspired custom home built by FG Schaub Custom Homes. Ideally located just minutes from Park Avenue’s upscale dining and shopping, Rollins College, and the cultural charm of downtown Winter Park, this residence combines timeless architecture with modern elegance.
$1,589,904

Residential For Sale

1473 Berkshire Ave, Winter Park, Florida 32789

5Bedroom(s)
4Bathroom(s)
Garage Door OpenerParking(s)
53Picture(s)
2,895Sqft
One or more photo(s) has been virtually staged. Brand-New 2025 Mediterranean Luxury in Historic Winter Park. Introducing 1473 Berkshire Avenue — a just-completed luxury residence nestled on one of Winter Park’s most peaceful, tree-lined, and century-old streets.
$4,900

Residential Lease For Rent

Winter Park, FL 32792

4Bedroom(s)
3Bathroom(s)
18Picture(s)
1,856Sqft
Step inside and be amazed by this fully renovated Winter Park Pines home, where modern luxury, stylish finishes, and everyday comfort come together seamlessly. With spacious bedrooms, an open, airy layout, and designer touches throughout, this home is ideal for entertaining or simply enjoying peaceful living.
$1,250

Residential Lease For Rent

3651 N Goldenrod Rd #b - 109, Winter Park, Florida 32792

2Bedroom(s)
2Bathroom(s)
22Picture(s)
840Sqft
Welcome home! This fantastic 2 bedroom, 2 bath Condo is available for move in on July 8th, 2025! You will love this fabulous condo in the charming and great central location of Winter Park /East Orlando.
$1,750,000

Residential For Sale

446 Alberta Dr, Winter Park, Florida 32789

4Bedroom(s)
3Bathroom(s)
69Picture(s)
3,263Sqft
Charming Opportunity in Prime Winter Park – 446 Alberta Drive, Winter Park, FL! First time ever on the market and sits on a double lot that is .35 acres. Only a mile stroll to the famous Park Ave shops, dining and entertaining.
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