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$1,950

Residential Lease For Rent

263 Blossom Ln, Winter Park, Florida 32789

2Bedroom(s)
1Bathroom(s)
19Picture(s)
1,076Sqft
Located in the heart of Everything that Winter Park has to offer! Access highways with minutes . Short drive to Park Ave and Downtown Orlando. This home has been beautifully remodeled. Front door opens to flex space which could be used as office or den. Step inside to combination living and dining room. Kitchen has brand new white cabinets, granite counters and upgraded stainless appliances.
$2,165,000

Residential For Sale

2001 Lake Dr, Winter Park, Florida 32789

5Bedroom(s)
4Bathroom(s)
DrivewayParking(s)
63Picture(s)
4,798Sqft
Nestled on a quiet cul-de-sac in the heart of Winter Park, this canal-front residence offers the perfect balance of elegance and lifestyle. With direct access to Lake Killarney, the home invites days filled with boating, fishing, and entertaining poolside.
$634,900

Residential For Sale

5150 Old Howell Branch Rd, Winter Park, Florida 32792

3Bedroom(s)
2Bathroom(s)
17Picture(s)
2,108Sqft
A Rare Live/Work Opportunity! Work from home or utilize the space as an office, retail, daycare, or other permitted use. This fully renovated property includes two adjoining parcels: the main lot with the building, plus a vacant lot (50' x 155') offering future expansion potential for an additional structure, subject to zoning and county regulations.
$1,990,000

Residential For Sale

319 Santiago Dr, Winter Park, Florida 32789

4Bedroom(s)
5Bathroom(s)
44Picture(s)
3,515Sqft
Nestled in coveted Winter Park’s Sevilla neighborhood, this 4-bed, 4.5-bath pool home delivers 3,500+ SF of refined living including 500 SF upstairs flex suite with its own full bath.
$16,550

Residential Lease For Rent

1860 Via Contessa, Winter Park, Florida 32789

8Bedroom(s)
6Bathroom(s)
90Picture(s)
7,000Sqft
Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Vias neighborhood,offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcoming atmosphere.Gorgeous hardwood floors flow throughout the main living areas, enhancing the home's inviting, warm ambiance.
$9,000

Residential Lease For Rent

1530 Via Tuscany, Winter Park, Florida 32789

4Bedroom(s)
4Bathroom(s)
25Picture(s)
3,341Sqft
Newly Remodeled Pool home located on premier street in Winter Park. This 4 bedroom home has just been totally updated with very tasteful upgrades. Notable items include: new paint in and out, new flooring in foyer, kitchen, baths. All baths remodeled, new light fixtures, new pavers on rear patio and pool, new landscaping package. The kitchen features new stone counters and backsplash.
$445,000

Residential For Sale

740 Baffie Ave, Winter Park, Florida 32789

3Bedroom(s)
2Bathroom(s)
NoneParking(s)
32Picture(s)
1,456Sqft
Welcome to this fully remodeled, move in ready home perfectly situated on a spacious corner lot in Winter Park, just blocks from the Dubsdread Golf Course and close to the shops, restaurants, and charm of College Park and downtown Winter Park. Every inch of this 3 bedroom, 2 bath home has been thoughtfully updated to blend modern comfort with timeless style.
$499,000

Residential For Sale

1422 Tierra Cir, Winter Park, Florida 32792

4Bedroom(s)
2Bathroom(s)
18Picture(s)
1,827Sqft
PRICE IMPROVEMENT! INCREDIBLE OPPORTUNITY! 5.75% ASSUMABLE MORTGAGE Interest Rate Available, making it an excellent opportunity for qualified Buyers. Welcome to 1422 Tierra Circle, beautifully refreshed immaculate pool home located in the well-established community of Casa Aloma, featuring 4 bedrooms, 2 full bathrooms and open floor plan.
$275,000

Residential For Sale

1500 Gay Rd #24b, Winter Park, Florida 32789

2Bedroom(s)
2Bathroom(s)
AssignedParking(s)
17Picture(s)
1,026Sqft
Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas! Don't miss this 2 Bedroom 2 Bath Beautifully Renovated Unit.
$3,100,000

Residential For Sale

457 E New England Ave, Winter Park, Florida 32789

5Bedroom(s)
5Bathroom(s)
DrivewayParking(s)
30Picture(s)
3,847Sqft
Nestled in the heart of downtown Winter Park, this beautifully maintained 1920s traditional residence captures the essence of Old Florida charm while offering the comfort of modern amenities. From the moment you arrive, the wraparound porch and circular drive create a welcoming first impression, setting the tone for the timeless character found throughout.
$79,900

Residential For Sale

3075 Aaron Burr Ave #q-6, Winter Park, Florida 32792

1Bedroom(s)
1Bathroom(s)
OpenParking(s)
22Picture(s)
590Sqft
Affordable living in Winter Park. This 1-bedroom, 1-bath condo in The Colonies offers an excellent opportunity for investors or first-time buyers. Recently updated with new flooring, the unit is ready for a new owner. The location is a major draw, just minutes from Full Sail University, Valencia College, UCF, Park Avenue, Downtown Orlando, and Orlando International Airport.
$749,000

Residential For Sale

2955 Lolissa Ln, Winter Park, Florida 32789

4Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
58Picture(s)
3,538Sqft
Discover The Hills of Winter Park, a quiet, tree-lined community just minutes from Park Avenue. This beautifully updated single-family home offers 3,902 square feet of living space on a 0.20-acre lot. It features two spacious primary suites—one located upstairs with a vaulted shiplap ceiling, three walk-in closets, and a private balcony overlooking the pool and spa.
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