Recently Sold Homes in Winter Park, FL

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SOLD NOV 13, 2025

ABOUT THIS HOME
Recently Sold Home in Winter Park, FL:
Welcome to this charming and spacious 1-bedroom, 1-bathroom home featuring an open-concept layout filled with natural light. Each area is equipped with its own independent air-conditioning unit for maximum comfort. The modern kitchen is perfect for everyday living and entertaining guests. The property is fully fenced, offering privacy and security, and includes a large backyard ideal for outdoor enjoyment. An outdoor laundry area with a washer and dryer is conveniently included for your comfort. Additionally, there is an optional studio space, ideal for a home office, gym, or guest room. Perfectly located near restaurants, pharmacies, and local shops, this home provides easy access to every

$206,000 Last sold price

1 bed1 bath884 sq ft

5206 Seminole Ave, Winter Park, FL 32792

SOLD SEP 23, 20253D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Winter Park, FL:
One or more photo(s) has been virtually staged. * * * Price Improvement * * * This one is a must see!! Welcome Home!! NEW ROOF, UPDATED KITCHEN, SEMINOLE COUNTY SCHOOLS. RV Carport Upgrade! This comfortable 3 Bedroom, 2 Bathroom Winter Park home sits on an oversized lot with no HOA, offering the perfect blend of privacy and freedom to make it your own. Zoned for Seminole County Schools! Step inside to FRESH PAINT (2024), NEW CARPET (2024), A BRAND-NEW ROOF (2025), ensuring comfort from day one. The electrical system includes an UPDATED PANEL BOX, providing peace of mind for years to come, while MODERN CEILING FANS throughout enhance both style and efficiency. The kitchen has been comp

$335,000 Last sold price

3 beds2 baths1,274 sq ft

5144 Orange Ave, Winter Park, FL 32792

SOLD NOV 10, 2025

ABOUT THIS HOME
Recently Sold Home in Winter Park, FL:
This is your chance to own a rare updated 3-bedroom, 2-bath pool home in the heart of Winter Park. This move-in-ready property features luxury vinyl plank flooring, quartz countertops, GE Café appliances, and a gourmet induction oven. A dedicated laundry room and 1-car garage add additional convenience and comfort to this charming home. Recent updates include a 2023 roof, 2024 A/C, brand-new vinyl fence, resurfaced pool/tilework, and a newly added hot tub. Enjoy a private fenced backyard with plenty of space to relax or entertain, all within minutes of Park Avenue, Baldwin Park, and top Winter Park schools.

$430,000 Last sold price

3 beds2 baths1,499 sq ft

5122 N Woodcrest Dr, Winter Park, FL 32792

SOLD SEP 12, 20253D & VIDEO TOUR

ABOUT THIS HOME
Recently Sold Home in Winter Park, FL:
Tropical Vibes + Total Privacy in Winter Park! A rare find, indeed!! Tucked away at the very end of a quiet cul-de-sac, this charming block construction home offers the ultimate in peaceful vibes, comfort, and Florida living. Built in 1973, this one-story gem offers timeless durability with the added benefit of modern comfort and unmatched privacy. Set on a beautifully landscaped, oversized lot (0.34 acres) and surrounded by mature landscaping, flowering trees, and bamboo, you'll feel like you've been swept away to your very own tropical retreat while you unwind in the tranquil atmosphere by your private pool. Nestled among lush greenery, the soothing hush of nature, and shaded under a larg

$405,000 Last sold price

3 beds2 baths1,226 sq ft

5234 Ohio St, Winter Park, FL 32792

SOLD SEP 24, 20253D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Winter Park, FL:
Completely Renovated 2 bedroom and 2 bath Townhome in Winter Park! Welcome to 7777 Fernbrook Way, a beautifully updated 2 bedroom, 2 bath home in the desirable Fernbrook Trails community. This move-in ready property has been fully renovated with high-end finishes, modern conveniences, and thoughtful upgrades throughout. Step inside to find tile flooring throughout (2023), freshly retextured ceilings, and energy-efficient LED lighting. The open kitchen features new cabinets with quartz waterfall countertops (2023), LG stainless steel appliances (2021), and updated LED spotlights. Bathrooms were refreshed with new vanities and toilets (2021), and all matching ceiling fans were installed in

$285,000 Last sold price

2 beds2 baths1,092 sq ft

7777 Fernbrook Way, Winter Park, FL 32792

Property at 5631 Garden Grove Cir, Winter Park, FL 32792, 3 beds, 2 baths

$340,000 Last sold price

3 beds2 baths1,636 sq ft

5631 Garden Grove Cir, Winter Park, FL 32792

Property at 5433 S Bracken Ct, Winter Park, FL 32792, 3 beds, 2 baths

$320,000 Last sold price

3 beds2 baths1,485 sq ft

5433 S Bracken Ct, Winter Park, FL 32792

Property at 3759 Kinsley Pl, Winter Park, FL 32792, 4 beds, 2.5 baths

$625,000 Last sold price

4 beds2.5 baths2,251 sq ft

3759 Kinsley Pl, Winter Park, FL 32792

Property at 2890 Wild Ginger Ct, Winter Park, FL 32792, 4 beds, 4.5 baths

$893,000 Last sold price

4 beds4.5 baths3,408 sq ft

2890 Wild Ginger Ct, Winter Park, FL 32792

Property at 2880 Old Castle Dr, Winter Park, FL 32792, 5 beds, 4.5 baths

$1,010,000 Last sold price

5 beds4.5 baths3,839 sq ft

2880 Old Castle Dr, Winter Park, FL 32792

Property at 4048 Gilder Rose Pl, Winter Park, FL 32792, 4 beds, 3.5 baths

$1,206,400 Last sold price

4 beds3.5 baths3,321 sq ft

4048 Gilder Rose Pl, Winter Park, FL 32792

Property at 3870 Tucks Pt, Winter Park, FL 32792, 4 beds, 4 baths

$896,628 Last sold price

4 beds4 baths3,323 sq ft

3870 Tucks Pt, Winter Park, FL 32792

Property at 451 Fairfax Ave, Winter Park, FL 32789, 3 beds, 3 baths

$879,000 Last sold price

3 beds3 baths2,227 sq ft

451 Fairfax Ave, Winter Park, FL 32789

Property at 2240 Osprey Ave, Orlando, FL 32814, 3 beds, 2.5 baths

$615,000 Last sold price

3 beds2.5 baths1,788 sq ft

2240 Osprey Ave, Orlando, FL 32814

Property at 3600 Ethan Ln, Orlando, FL 32814, 3 beds, 2.5 baths

$900,000 Last sold price

3 beds2.5 baths2,088 sq ft

3600 Ethan Ln, Orlando, FL 32814

Property at 3704 Lower Union Rd, Orlando, FL 32814, 3 beds, 2.5 baths

$560,000 Last sold price

3 beds2.5 baths1,662 sq ft

3704 Lower Union Rd, Orlando, FL 32814

Property at 1276 S Pennsylvania Ave #12, Winter Park, FL 32789, 3 beds, 2.5 baths

$792,500 Last sold price

3 beds2.5 baths1,957 sq ft

1276 S Pennsylvania Ave #12, Winter Park, FL 32789

Property at 2979 Upper Park Rd, Orlando, FL 32814, 2 beds, 2.5 baths

$520,000 Last sold price

2 beds2.5 baths1,897 sq ft

2979 Upper Park Rd, Orlando, FL 32814

Property at 3651 N Goldenrod Rd #210, Winter Park, FL 32792, 2 beds, 2 baths

$170,000 Last sold price

2 beds2 baths840 sq ft

3651 N Goldenrod Rd #210, Winter Park, FL 32792

Property at 680 Grenadine Ct Unit S, Winter Park, FL 32792, 1 bed, 1 bath

$180,000 Last sold price

1 bed1 bath759 sq ft

680 Grenadine Ct Unit S, Winter Park, FL 32792

Property at 4936 Tangerine Ave #4936, Winter Park, FL 32792, 1 bed, 1 bath

$130,000 Last sold price

1 bed1 bath753 sq ft

4936 Tangerine Ave #4936, Winter Park, FL 32792

Property at 1695 Lee Rd Unit C206, Winter Park, FL 32789, 2 beds, 1 bath

$130,000 Last sold price

2 beds1 bath881 sq ft

1695 Lee Rd Unit C206, Winter Park, FL 32789

Property at 2781 Stanfield Ave, Orlando, FL 32814, 3 beds, 2.5 baths

$1,396,500 Last sold price

3 beds2.5 baths2,550 sq ft

2781 Stanfield Ave, Orlando, FL 32814

Property at 4960 Tangerine Ave. Unit #4960 Unit N/A, Winter Park, FL 32792, 1 bed, 1 bath

$140,000 Last sold price

1 bed1 bath763 sq ft

4960 Tangerine Ave. Unit #4960 Unit N/A, Winter Park, FL 32792

Property at 3018 Carmello Ave, Orlando, FL 32814, 3 beds, 2 baths

$700,000 Last sold price

3 beds2 baths1,497 sq ft

3018 Carmello Ave, Orlando, FL 32814

Property at 2983 Stanfield Ave, Orlando, FL 32814, 4 beds, 3.5 baths

$1,150,000 Last sold price

4 beds3.5 baths3,366 sq ft

2983 Stanfield Ave, Orlando, FL 32814

Property at 3074 Stanfield Ave, Orlando, FL 32814, 3 beds, 2.5 baths

$735,000 Last sold price

3 beds2.5 baths1,936 sq ft

3074 Stanfield Ave, Orlando, FL 32814

Property at 101 S New York Ave #313, Winter Park, FL 32789, 3 beds, 3.5 baths

$1,640,000 Last sold price

3 beds3.5 baths3,147 sq ft

101 S New York Ave #313, Winter Park, FL 32789

Property at 100 S Virginia Ave #319, Winter Park, FL 32789, 3 beds, 3 baths

$1,079,000 Last sold price

3 beds3 baths2,649 sq ft

100 S Virginia Ave #319, Winter Park, FL 32789

Property at 260 Killarney Bay Ct #6, Winter Park, FL 32789, 2 beds, 1 bath

$325,000 Last sold price

2 beds1 bath1,140 sq ft

260 Killarney Bay Ct #6, Winter Park, FL 32789

REDFIN CORPORATION

Property at 1117 Park Green Pl, Winter Park, FL 32789, 3 beds, 2 baths

$355,000 Last sold price

3 beds2 baths1,235 sq ft

1117 Park Green Pl, Winter Park, FL 32789

Property at 8041 Lake Waunatta Dr, Winter Park, FL 32792, 5 beds, 4.5 baths

$1,422,750 Last sold price

5 beds4.5 baths5,329 sq ft

8041 Lake Waunatta Dr, Winter Park, FL 32792

Property at 3960 Lake Mira DR Dr, Orlando, FL 32817, 4 beds, 3.5 baths

$680,000 Last sold price

4 beds3.5 baths2,597 sq ft

3960 Lake Mira DR Dr, Orlando, FL 32817

Property at 8248 Marbella View Ct, Orlando, FL 32817, 4 beds, 2 baths

$600,000 Last sold price

4 beds2 baths2,433 sq ft

8248 Marbella View Ct, Orlando, FL 32817

Property at 1001 Early Ave, Winter Park, FL 32789, 2 beds, 1 bath

$382,575 Last sold price

2 beds1 bath1,222 sq ft

1001 Early Ave, Winter Park, FL 32789

Property at 611 Ololu Dr, Winter Park, FL 32789, 3 beds, 2 baths

$360,000 Last sold price

3 beds2 baths1,145 sq ft

611 Ololu Dr, Winter Park, FL 32789

Property at 600 Ololu Dr, Winter Park, FL 32789, 4 beds, 3.5 baths

$2,250,000 Last sold price

4 beds3.5 baths3,749 sq ft

600 Ololu Dr, Winter Park, FL 32789

Property at 7679 Bent Bow Trl, Winter Park, FL 32792, 4 beds, 2.5 baths

$469,500 Last sold price

4 beds2.5 baths2,616 sq ft

7679 Bent Bow Trl, Winter Park, FL 32792

Property at 7841 Georgeann St, Winter Park, FL 32792, 4 beds, 4 baths

$1,500,000 Last sold price

4 beds4 baths4,000 sq ft

7841 Georgeann St, Winter Park, FL 32792

Property at 7602 Lodge Pole Trl, Winter Park, FL 32792, 3 beds, 2.5 baths

$474,998 Last sold price

3 beds2.5 baths1,906 sq ft

7602 Lodge Pole Trl, Winter Park, FL 32792

Property at 4991 Tangerine Ave, Winter Park, FL 32792, 4 beds, 2 baths

$528,000 Last sold price

4 beds2 baths2,124 sq ft

4991 Tangerine Ave, Winter Park, FL 32792

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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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