Recently Sold Homes in Winter Park, FL

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SOLD NOV 3, 2025

ABOUT THIS HOME
Recently Sold Home in Winter Park, FL:
Welcome to your slice of Winter Park paradise! Nestled in the sought-after neighborhood of Winter Park Estates, this 3-bedroom, 2-bath home sits on a quarter-acre lot surrounded by mature landscaping and Florida sunshine. Inside, natural light pours through the windows, highlighting spacious living areas and an inviting Florida room that overlooks the sparkling pool—perfect for relaxing or entertaining. The two-car garage includes a workbench area, ideal for projects or extra storage. Whether you’re dreaming of updating, expanding, or simply enjoying the Florida lifestyle as-is, this home offers a blank canvas for whatever your heart desires. Zoned for top-rated schools and loca

$345,000 Last sold price

3 beds2 baths1,526 sq ft

731 Bongart Rd, Winter Park, FL 32792

SOLD SEP 2, 2025

ABOUT THIS HOME
Recently Sold Home in Winter Park, FL:
- NO HOA - Welcome to this exquisitely designed and fully remodeled block home! As you enter you step into a stunning open layout featuring a FULLY remodeled kitchen with quartz countertops, real oak soft-close cabinetry, and top-tier appliances—including a wine fridge and an induction cooktop with built-in air fryer/oven combo. On the east wing of the home you will have 3 spacious bedrooms and 2 FULLY UPGRADED bathrooms, and the primary ensuite will feature a sleek standalone glass rain shower and a spacious walk in closet with a get-ready station. Out back you will have a 24ft long screened in lanai with a spacious tree lined backyard perfect for family and friends activities. This

$587,000 Last sold price

3 beds2 baths1,844 sq ft

236 N Ranger Blvd, Winter Park, FL 32792

SOLD OCT 6, 2025

ABOUT THIS HOME
Recently Sold Home in Winter Park, FL:
One or more photo(s) has been virtually staged. Welcome you to your charming 3-bedroom, 2-bathroom condo right in the heart of historic Winter Park! This spacious end unit spans 1,322 square feet and features beautiful designer touches that create a cozy and inviting atmosphere. Enjoy the stylish kitchen and baths along with a large primary bedroom that boasts an ensuite bathroom and a truly walk-in closet. Plus, a garden courtyard located right at your front door. One of the best parts, you’ve got a washer and dryer right in your unit. Everything was rebuilt or replaced since 2013- thanks to a complete rebuild, after a fire. So, you can relax knowing that you’ll enjoy modern co

$250,000 Last sold price

3 beds2 baths1,322 sq ft

200 Saint Andrews Blvd #1004, Winter Park, FL 32792

SOLD OCT 27, 2025

ABOUT THIS HOME
Recently Sold Home in Winter Park, FL:
Excellent location. You can walk to grocery stores, banks, pharmacies in the area. Short drive to Full Sail and Rollins College as well as Park avenue where you have many restaurants, coffee shops, retail.

$152,000 Last sold price

1 bed1 bath793 sq ft

200 ST Andrews Blvd #5, Winter Park, FL 32792

SOLD OCT 15, 2025VIDEO TOUR

ABOUT THIS HOME
Recently Sold Home in Winter Park, FL:
Accepting Back-Up Offers/Charming 2-Story Condo in the Heart of Winter Park Located in the highly sought-after city of Winter Park, this beautifully maintained 2-bedroom, 1.5-bath condo offers the perfect blend of comfort, convenience, and community living. Along with a dedicated covered carport parking space. Just minutes from Park Avenue, top-rated shopping, and dining destinations, this home puts you at the center of it all. Step inside to a bright and open-concept living area that seamlessly connects the kitchen, dining, and living rooms—ideal for both relaxing and entertaining. The spacious back patio extends your living space outdoors, providing a private oasis for weekend ga

$242,000 Last sold price

2 beds1.5 baths1,219 sq ft

200 Saint Andrews Blvd #3002, Winter Park, FL 32792

Property at 200 Saint Andrews Blvd #2607, Winter Park, FL 32792, 2 beds, 2 baths

$170,000 Last sold price

2 beds2 baths1,119 sq ft

200 Saint Andrews Blvd #2607, Winter Park, FL 32792

Property at 200 Saint Andrews Blvd #2206, Winter Park, FL 32792, 2 beds, 2 baths

$170,000 Last sold price

2 beds2 baths987 sq ft

200 Saint Andrews Blvd #2206, Winter Park, FL 32792

Property at 200 Saint Andrews Blvd #1901, Winter Park, FL 32792, 2 beds, 2 baths

$180,000 Last sold price

2 beds2 baths987 sq ft

200 Saint Andrews Blvd #1901, Winter Park, FL 32792

Property at 524 Byron Rd, Winter Park, FL 32792, 3 beds, 2 baths

$425,000 Last sold price

3 beds2 baths1,469 sq ft

524 Byron Rd, Winter Park, FL 32792

Property at 1809 Pineview Cir, Winter Park, FL 32792, 4 beds, 2 baths

$465,000 Last sold price

4 beds2 baths1,631 sq ft

1809 Pineview Cir, Winter Park, FL 32792

Property at 2648 Amsden Rd, Winter Park, FL 32792, 3 beds, 2 baths

$450,000 Last sold price

3 beds2 baths1,623 sq ft

2648 Amsden Rd, Winter Park, FL 32792

Property at 2844 Scarlet Rd, Winter Park, FL 32792, 4 beds, 2 baths

$490,000 Last sold price

4 beds2 baths1,508 sq ft

2844 Scarlet Rd, Winter Park, FL 32792

Property at 1610 Oakhurst Ave, Winter Park, FL 32789, 5 beds, 6 baths

$3,200,000 Last sold price

5 beds6 baths4,255 sq ft

1610 Oakhurst Ave, Winter Park, FL 32789

Property at 1681 Woodland Ave, Winter Park, FL 32789, 3 beds, 2 baths

$750,000 Last sold price

3 beds2 baths2,422 sq ft

1681 Woodland Ave, Winter Park, FL 32789

Property at 311 Cortland Ave, Winter Park, FL 32789, 2 beds, 2 baths

$750,000 Last sold price

2 beds2 baths1,382 sq ft

311 Cortland Ave, Winter Park, FL 32789

Property at 1011 Mckean Cir, Winter Park, FL 32789, 3 beds, 2.5 baths

$1,430,000 Last sold price

3 beds2.5 baths2,230 sq ft

1011 Mckean Cir, Winter Park, FL 32789

Property at 1074 Mckean Cir, Winter Park, FL 32789, 4 beds, 3 baths

$2,798,000 Last sold price

4 beds3 baths3,258 sq ft

1074 Mckean Cir, Winter Park, FL 32789

Property at 575 Palmer Ave, Winter Park, FL 32789, 6 beds, 5 baths

$2,650,000 Last sold price

6 beds5 baths4,767 sq ft

575 Palmer Ave, Winter Park, FL 32789

Property at 200 Carolina Ave #201, Winter Park, FL 32789, 2 beds, 2 baths

$837,500 Last sold price

2 beds2 baths1,305 sq ft

200 Carolina Ave #201, Winter Park, FL 32789

Property at 1741 Palmer Ave, Winter Park, FL 32789, 3 beds, 3 baths

$1,318,000 Last sold price

3 beds3 baths2,351 sq ft

1741 Palmer Ave, Winter Park, FL 32789

Property at 1785 Hollywood Ave, Winter Park, FL 32789, 3 beds, 2.5 baths

$1,168,000 Last sold price

3 beds2.5 baths2,242 sq ft

1785 Hollywood Ave, Winter Park, FL 32789

Property at 171 Cortland Ave, Winter Park, FL 32789, 2 beds, 2 baths

$1,245,000 Last sold price

2 beds2 baths1,683 sq ft

171 Cortland Ave, Winter Park, FL 32789

Property at 1420 Palmer Ave, Winter Park, FL 32789, 4 beds, 3.5 baths

$1,300,000 Last sold price

4 beds3.5 baths2,953 sq ft

1420 Palmer Ave, Winter Park, FL 32789

Property at 1361 Palmer Ave, Winter Park, FL 32789, 5 beds, 3.5 baths

$1,825,000 Last sold price

5 beds3.5 baths3,558 sq ft

1361 Palmer Ave, Winter Park, FL 32789

Property at 1640 Mayfield Ave, Winter Park, FL 32789, 3 beds, 2.5 baths

$1,785,000 Last sold price

3 beds2.5 baths2,907 sq ft

1640 Mayfield Ave, Winter Park, FL 32789

Property at 535 N Interlachen Ave #305, Winter Park, FL 32789, 2 beds, 2 baths

$620,000 Last sold price

2 beds2 baths1,156 sq ft

535 N Interlachen Ave #305, Winter Park, FL 32789

Property at 100 S Interlachen Ave Unit 204D, Winter Park, FL 32789, 2 beds, 2 baths

$775,000 Last sold price

2 beds2 baths1,143 sq ft

100 S Interlachen Ave Unit 204D, Winter Park, FL 32789

Property at 100 S Interlachen Ave Unit 203D, Winter Park, FL 32789, 2 beds, 2 baths

$750,000 Last sold price

2 beds2 baths1,267 sq ft

100 S Interlachen Ave Unit 203D, Winter Park, FL 32789

Property at 630 Northwood Cir, Winter Park, FL 32789, 3 beds, 2 baths

$745,000 Last sold price

3 beds2 baths1,448 sq ft

630 Northwood Cir, Winter Park, FL 32789

Property at 1600 Barcelona Way, Winter Park, FL 32789, 4 beds, 3.5 baths

$1,305,000 Last sold price

4 beds3.5 baths3,014 sq ft

1600 Barcelona Way, Winter Park, FL 32789

Property at 1742 Barcelona Way, Winter Park, FL 32789, 5 beds, 7 baths

$1,480,000 Last sold price

5 beds7 baths3,626 sq ft

1742 Barcelona Way, Winter Park, FL 32789

Property at 215 Salvador Sq, Winter Park, FL 32789, 4 beds, 3.5 baths

$1,000,000 Last sold price

4 beds3.5 baths2,565 sq ft

215 Salvador Sq, Winter Park, FL 32789

Property at 1250 S Denning Dr #108, Winter Park, FL 32789, 1 bed, 1 bath

$177,000 Last sold price

1 bed1 bath658 sq ft

1250 S Denning Dr #108, Winter Park, FL 32789

Property at 817 Antonette Ave, Winter Park, FL 32789, 4 beds, 3 baths

$1,555,000 Last sold price

4 beds3 baths3,971 sq ft

817 Antonette Ave, Winter Park, FL 32789

Property at 786 Antonette Ave, Winter Park, FL 32789, 2 beds, 1 bath

$600,000 Last sold price

2 beds1 bath1,146 sq ft

786 Antonette Ave, Winter Park, FL 32789

Property at 251 Glenridge Way, Winter Park, FL 32789, 3 beds, 2.5 baths

$850,000 Last sold price

3 beds2.5 baths1,314 sq ft

251 Glenridge Way, Winter Park, FL 32789

Property at 141 Oakwood Way, Winter Park, FL 32789, 5 beds, 4 baths

$1,950,000 Last sold price

5 beds4 baths3,909 sq ft

141 Oakwood Way, Winter Park, FL 32789

Property at 1308 S Pennsylvania Ave #3, Winter Park, FL 32789, 1 bed, 1 bath

$312,500 Last sold price

1 bed1 bath823 sq ft

1308 S Pennsylvania Ave #3, Winter Park, FL 32789

Property at 1213 Richmond Rd, Winter Park, FL 32789, 4 beds, 3 baths

$1,150,000 Last sold price

4 beds3 baths3,204 sq ft

1213 Richmond Rd, Winter Park, FL 32789

Property at 255 Stirling Ave, Winter Park, FL 32789, 4 beds, 3.5 baths

$2,835,000 Last sold price

4 beds3.5 baths3,635 sq ft

255 Stirling Ave, Winter Park, FL 32789

Property at 734 Maryland Ave, Winter Park, FL 32789, 2 beds, 2 baths

$819,000 Last sold price

2 beds2 baths1,250 sq ft

734 Maryland Ave, Winter Park, FL 32789

Viewing page 3 of 8

Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Recently Sold Homes in Winter Park

There are currently 313 recently sold homes for sale in Winter Park at a median listing price of $835K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winter Park stay on the market for 94 days and receive 5 offers. Popular neighborhoods include Audubon Park, College Park, Winter Park Pines, Baldwin Park, and Downtown Maitland. This map is refreshed with the newest listings in Winter Park every 15 minutes.

In the past month, 51 homes have been sold in Winter Park. In addition to houses in Winter Park, there were also 66 condos, 16 townhouses, and 2 multi-family units for sale in Winter Park last month. Winter Park is a minimally walkable city in Orange County with a Walk Score of 44. Winter Park is home to approximately 27,958 people and 25,253 jobs. Find your dream home in Winter Park using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winter Park are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winter Park. Our Winter Park real estate stats and trends will give you more information about home buying and selling trends in Winter Park. If you're looking to sell your home in the Winter Park area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winter Park with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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