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$3,000

Residential Lease For Rent

430 Ololu Dr, Winter Park, Florida 32789

2Bedroom(s)
1Bathroom(s)
13Picture(s)
920Sqft
Interested in trying out the lake life in Winter Park? 430 Ololu is available FOR RENT immediately on Lake Killarney! This 2 bedroom, 1 bath home has a brand new metal roof, a newly renovated kitchen with new appliances, a new washer and dryer, and a DREAM backyard with views of and private access to Lake Killarney.
$3,800

Residential Lease For Rent

1690 Dale Ave, Winter Park, Florida 32789

4Bedroom(s)
2Bathroom(s)
11Picture(s)
1,474Sqft
Located in one of the best areas of Winter Park, this home offers top- rated schools, welcoming neighborhood, and unbeatable convenience. just a mile from Park Avenue, you will enjoy easy access to shops, restaurants, and all the charm Winter Park is known for.
$750,000

Residential For Sale

1712 Golfside Dr, Winter Park, Florida 32792

4Bedroom(s)
2Bathroom(s)
DrivewayParking(s)
44Picture(s)
2,111Sqft
The home you’ve been waiting for—an exceptional Winter Park residence offering a private pool and golf views. Situated at 1712 Golfside, this property welcomes you with a picturesque oak-lined street, a paver driveway, and timeless architectural character. Every element has been designed to deliver a sophisticated blend of comfort, style, and effortless living.
$2,380,000

Residential For Sale

1624 Barcelona Way, Winter Park, Florida 32789

3Bedroom(s)
3Bathroom(s)
61Picture(s)
3,828Sqft
Totally traditional. This luxury single-story home is in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre, beautifully landscaped lot. Original home was gutted down to the studs in 2011-2012 and completely re-done.
$439,000

Residential For Sale

2743 Merrie Oaks Rd, Winter Park, Florida 32792

3Bedroom(s)
2Bathroom(s)
22Picture(s)
1,661Sqft
Welcome home to this 3-bedroom, 2-bath residence featuring a spacious 2-car garage and a long list of valuable updates. Enjoy peace of mind with a re-roof (2017), whole-home re-plumb with Pex and PVC (2024), new A/C system (2024), and new modern ceramic tile flooring in the kitchen, family room, foyer and hallway (2024).
$695,000

Residential For Sale

1427 Lake Florence Way, Winter Park, Florida 32792

3Bedroom(s)
2Bathroom(s)
DrivewayParking(s)
32Picture(s)
2,193Sqft
Welcome to this beautifully maintained, one-owner custom home that truly has it all. From the moment you enter, you’ll appreciate the exceptional quality and craftsmanship, including upgraded 8' interior doors, 10-foot ceilings, crown molding, and elegant tray ceilings throughout—even in the primary suite.
$145,000

Residential For Sale

3021 Aaron Burr Ave #3, Winter Park, Florida 32792

2Bedroom(s)
3Bathroom(s)
27Picture(s)
1,090Sqft
Townhouse 2 bedroom 2.5 bath, both bathrooms on the second floor are remodeled. The Townhome is rent $1,600. The unit is located in Winter Park Area and is close to the shopping and dining. It is also close to public transportation. HOME GUARANTY OF AMERICA HWA 13 MONTH INCLUDED.
$395,000

Residential For Sale

801 Ellendale Dr, Winter Park, Florida 32792

3Bedroom(s)
2Bathroom(s)
DrivewayParking(s)
28Picture(s)
1,516Sqft
Step into this light, bright Mid-Century gem tucked inside Winter Park Estates, one of Winter Park’s most desirable neighborhoods. With top A-rated schools and that classic community feel everyone wants, this is the home you have been waiting for.
$2,250

Residential Lease For Rent

1524 Florentino Ln, Winter Park, Florida 32792

3Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
31Picture(s)
1,628Sqft
Welcome to this beautifully maintained and thoughtfully designed townhouse, offering the perfect blend of comfort, style, and convenience. This spacious home is ideal for a clean, caring family seeking a stress-free lifestyle in a well-kept gated community.
$4,950

Residential Lease For Rent

1580 Oakhurst Ave, Winter Park, Florida 32789

4Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
36Picture(s)
2,406Sqft
Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5 bathroom home awaits you with recent interior and exterior paint updates, hard wood floors, granite countertops and upgraded stainless steel appliances. A grapefruit tree and lush landscaping create a serene setting to relax on your sprawling front porch.
$1,449

Residential Lease For Rent

1502 Michigan Ave #b, Winter Park, Florida 32789

2Bedroom(s)
1Bathroom(s)
12Picture(s)
660Sqft
Tucked along tree-lined Michigan Avenue, Unit B offers a bright, easygoing retreat in a quiet Winter Park setting near parks, shops, and local favorites. Inside, you’ll find a comfortable layout with flexible living space, a practical kitchen, and thoughtful touches that make day-to-day life simple. Natural light, neutral finishes, and a relaxed flow create an inviting backdrop for your style.
$845,000

Residential For Sale

1251 Arlington Pl, Winter Park, Florida 32789

3Bedroom(s)
4Bathroom(s)
DrivewayParking(s)
43Picture(s)
2,116Sqft
Welcome to this rare find in the heart of Winter Park — a beautifully updated 3-bedroom, 3.5-bath townhome that lives like a single-family home, and best of all, there’s no HOA. Step inside to soaring 20-foot ceilings in the foyer and living room, complemented by elegant hardwood floors, crown molding, and expansive windows that fill the space with natural light.
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