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$272,900

Residential For Sale

2489 Tahoe Cir, Winter Park, Florida 32792

3Bedroom(s)
2Bathroom(s)
Parking PadParking(s)
33Picture(s)
1,311Sqft
Spacious End-Unit Condo in Prime Winter Park Location – Quiet Dead-End Street! Welcome to this well-maintained 3-bedroom, 2-bath end-unit condo offering 1,311 sq ft of comfortable living space in the heart of Winter Park. Situated on a quiet dead-end street, this desirable end unit provides extra privacy, added natural light, and a peaceful setting within a beautifully kept community.
$1,475

Residential Lease For Rent

2500 Lee Rd #244, Winter Park, Florida 32789

1Bedroom(s)
1Bathroom(s)
AssignedParking(s)
26Picture(s)
645Sqft
Discover easy living at 2500 Lee Road, Unit 244, Winter Park, FL 32789. This charming spacious 1 bedroom, 1 full bathroom condo is located in the heart of Winter Park, offering comfort, convenience, and access to everything you need. Bright kitchen with plenty of storage and an Open living area with natural light Community features may include: Swimming pool, Assigned parking, Landscaped grounds.
$769,000

Residential For Sale

1278 S Pennsylvania Ave #13, Winter Park, Florida 32789

3Bedroom(s)
3Bathroom(s)
Garage Door OpenerParking(s)
39Picture(s)
1,957Sqft
In the heart of Winter Park’s Virginia Heights neighborhood, just steps from Park Avenue and Seven Oaks Park, this Mediterranean-inspired townhome-style condominium offers refined living with exceptional walkability. Featuring three bedrooms, two and a half baths, and nearly 2,000 square feet under air, this residence combines architectural elegance and everyday functionality.
$549,900

Residential For Sale

1261 Indiana Ave, Winter Park, Florida 32789

3Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
45Picture(s)
1,660Sqft
Welcome to The Townhomes at Harper Place, where elegance meets convenience in beautiful Winter Park. This spacious and impeccably maintained 3-bedroom, 2.5-bath townhome with a 2-car garage offers the perfect blend of style, comfort, and location. Step inside to discover an open and versatile floor plan, featuring a formal living and dining room combo, perfect for entertaining.
$275,000

Residential For Sale

1250 S Denning Dr #213, Winter Park, Florida 32789

2Bedroom(s)
2Bathroom(s)
Off StreetParking(s)
20Picture(s)
908Sqft
One or more photo(s) has been virtually staged. Fully renovated two-bedroom, two-bath residence in the sought-after Mead Garden Condominium community. Spanning 908 square feet, this second-floor home offers a move-in-ready interior with a contemporary open-concept layout and elevated finishes throughout.
$1,250,000

Residential For Sale

501 W Canton Ave, Winter Park, Florida 32789

3Bedroom(s)
3Bathroom(s)
29Picture(s)
2,372Sqft
Introducing a rare opportunity to own a brand-new, luxury modern townhome just steps from Park Avenue in the heart of Winter Park. This stunning two-story, all-block construction residence offers the perfect blend of design, quality, and location—within walking distance to Hannibal Square, Rollins College, upscale dining, boutique shopping, and more.
$679,000

Residential For Sale

2087 Laurelwood Way, Winter Park, Florida 32792

4Bedroom(s)
2Bathroom(s)
32Picture(s)
1,920Sqft
Set within the serene gated community of Hawks Crest in Winter Park, this beautifully designed single-story home combines modern comfort with resort-style living. Featuring 4 bedrooms, 2 baths, and 1,920 sq. ft. of thoughtfully crafted space, it’s the perfect blend of style and function.
$530,000

Residential For Sale

346 S Ranger Blvd, Winter Park, Florida 32792

3Bedroom(s)
2Bathroom(s)
30Picture(s)
1,592Sqft
PRIME LOCATION! Beautiful 3 Bedroom 2 Bathroom home is located in sought after Winter Park Pines with NO HOA and NO CDD. It is situated on a Corner Lot (0.22 Acre) and is a super short distance to the High Rated schools in Winter Park. The interior is extremely well kept with engineered wood floors, crown molding, and a beautiful glass entry door.
$560,000

Residential For Sale

1875 Staunton Ave, Winter Park, Florida 32789

4Bedroom(s)
2Bathroom(s)
DrivewayParking(s)
16Picture(s)
2,036Sqft
Welcome to this newer single-family home tucked away in the Karolina On Killarney section of Winter Park. Situated on a generously sized .16 acre lot with no HOA, this property offers both privacy and optimal convenience. Enjoy hopping over to Park Avenue for shopping and restaurants or to the weekly Farmer's Market.
$1,100

Residential Lease For Rent

7417 Daniel Webster Dr #3, Winter Park, Florida 32792

1Bathroom(s)
13Picture(s)
546Sqft
Cozy condo in The Colonies Community. This unit is Ground floor 1 bed 1bath with a community Pool. Ceramic Tile throughout the unit, stainless steal appliances, washer and dryer hookup with a porch area. Conveniently located close to supermarkets, shopping, Orlando airport and much more. You don't want to miss this opportunity.
$879,000

Residential For Sale

100 S Interlachen Ave #503, Winter Park, Florida 32789

2Bedroom(s)
2Bathroom(s)
Circular DrivewayParking(s)
41Picture(s)
1,143Sqft
Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views.
$2,100

Residential Lease For Rent

632 Gaines Way, Winter Park, Florida 32789

1Bedroom(s)
1Bathroom(s)
10Picture(s)
550Sqft
Just blocks from Park Avenue and Rollins College, this newly built fully furnished charming 1 bedroom, 1 bath apartment offers the perfect mix of convenience and lifestyle. Step inside to find a light and bright living space with an efficient layout and comfortable flow. Enjoy the ease of living close to boutique shopping, top-rated dining, coffee shops, and beautiful parks.
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