2 Bedroom 2 Bath homes for sale & real estate in Winter Park, FL

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ABOUT THIS HOME
2 Bedroom 2 Bath Homes for Sale in Winter Park, FL
If you’re searching for a place that feels like home the moment you walk in—not just another condo—this one might be exactly what you’ve been looking for. Nearby to Full Sail University, UCF, restaurants, shopping, entertainment, and major road access, this property is in a prime location. Step through the covered front porch and into a bright, welcoming space with soaring vaulted ceilings, new windows installed in 2021 providing plenty of natural light, and an open layout perfect for everyday living or hosting friends. The living and dining area flow effortlessly together, centered around a cozy fireplace and stylish custom wood-and-steel staircase that in

$225,000

2 beds2 baths1,120 sq ft

623 Saint Johns Ct #623, Winter Park, FL 32792

Covered front porch • Cozy fireplace • New windows

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
2 Bedroom 2 Bath Homes for Sale in Winter Park, FL
PRICED TO SELL! Nestled in the heart of Winter Park, this updated 2 bedroom, 2 bath second floor corner unit offers the perfect blend of comfort and convenience. The renovated kitchen with its inviting counter seating seamlessly opens to the dining area and family room, highlighted by a cozy corner fireplace. The vaulted ceilings provide a generous feel to the living space. The spacious indoor laundry room adds practicality to your daily routine. The master suite impresses with a walk-in closet and a beautifully updated bathroom. The charming screened balcony off the second bedroom is perfect for enjoying the fresh air. The community features a refreshing pool that overlooks the picturesque

$339,000

2 beds2 baths1,160 sq ft

520 Killarney Bay Ct #2, Winter Park, FL 32789

Community pool • Walk-in closet • Screened balcony

OPEN SAT, 1PM TO 3PM

ABOUT THIS HOME
2 Bedroom 2 Bath Homes for Sale in Winter Park, FL
Discover the perfect blend of convenience and tranquility with this delightful single-family home located in the sought-after Winter Park community. Situated on East Lake Sue Avenue, this property sits on a beautifully maintained lot featuring mature trees and lush landscaping that provides plenty of shade and privacy. Enjoy the ultimate Winter Park lifestyle with close proximity to Park Avenue’s dining and shopping, the Winter Park Chain of Lakes, and top-rated schools. Whether you are looking for a move-in ready home or a property to make your own, this location cannot be beaten. Schedule your private showing today!

$1,107,750

2 beds2 baths1,329 sq ft

240 E Lake Sue Ave, Winter Park, FL 32789

East lake sue avenue • Lush landscaping • Mature trees

ABOUT THIS HOME
2 Bedroom 2 Bath Homes for Sale in Winter Park, FL
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.

$145,000

2 beds2.5 baths1,090 sq ft

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

Close to dining • Close to shopping • Community pool

ABOUT THIS HOME
2 Bedroom 2 Bath Homes for Sale in Winter Park, FL
Two-bedroom two bath in the Winter Park School District. Convenient to shopping and bus service. Property needs rehab.

$40,000

2 beds2 baths1,088 sq ft

3028 George Mason Ave #7, Winter Park, FL 32792

$617 HOA • Community pool • Built 1974

Property at 1229 Park Green Pl, Winter Park, FL 32789, 2 beds, 2 baths

$395,000

2 beds2 baths1,495 sq ft

1229 Park Green Pl, Winter Park, FL 32789

Property at 615 Warrenton Rd, Winter Park, FL 32792, 2 beds, 2 baths

$320,000

2 beds2 baths1,221 sq ft

615 Warrenton Rd, Winter Park, FL 32792

Property at 626 Saint Johns Ct Unit S, Winter Park, FL 32792, 2 beds, 2 baths

$199,900

2 beds2 baths1,120 sq ft

626 Saint Johns Ct Unit S, Winter Park, FL 32792

Property at 609 Gallery Dr Unit B204, Winter Park, FL 32792, 2 beds, 2 baths

$298,000

2 beds2 baths893 sq ft

609 Gallery Dr Unit B204, Winter Park, FL 32792

Property at 2510 Boyd Ave, Orlando, FL 32803, 2 beds, 2 baths

$475,000

2 beds2 baths1,508 sq ft

2510 Boyd Ave, Orlando, FL 32803

Property at 3651 N Goldenrod Rd Unit E102, Winter Park, FL 32792, 2 beds, 2 baths

$177,000

2 beds2 baths840 sq ft

3651 N Goldenrod Rd Unit E102, Winter Park, FL 32792

Property at 1601 Grove St #552, Maitland, FL 32751, 2 beds, 2 baths

$260,000

2 beds2 baths1,087 sq ft

1601 Grove St #552, Maitland, FL 32751

Property at 100 S Interlachen Ave #415, Winter Park, FL 32789, 2 beds, 2 baths

$1,195,000

2 beds2 baths1,267 sq ft

100 S Interlachen Ave #415, Winter Park, FL 32789

Property at Kensington Plan, Winter Park, FL 32789, 2 beds, 2.5 baths

$951,400

2 beds2.5 baths2,306 sq ft

Kensington Plan, Winter Park, FL 32789

Listing provided by Zillow

Property at 265 E Canton Ave Unit GE, Winter Park, FL 32789, 2 beds, 2 baths

$631,400

2 beds2 baths1,057 sq ft

265 E Canton Ave Unit GE, Winter Park, FL 32789

Property at 7457 Belle River Ct #12, Winter Park, FL 32792, 2 beds, 2.5 baths

$210,000

2 beds2.5 baths1,031 sq ft

7457 Belle River Ct #12, Winter Park, FL 32792

Property at 1500 Gay Rd Unit 24B, Winter Park, FL 32789, 2 beds, 2 baths

$275,000

2 beds2 baths1,026 sq ft

1500 Gay Rd Unit 24B, Winter Park, FL 32789

Property at 7326 Swallow Run #7326, Winter Park, FL 32792, 2 beds, 2 baths

$136,000

2 beds2 baths800 sq ft

7326 Swallow Run #7326, Winter Park, FL 32792

Property at 150 Killarney Bay Ct #5, Winter Park, FL 32789, 2 beds, 2 baths

$355,000

2 beds2 baths1,140 sq ft

150 Killarney Bay Ct #5, Winter Park, FL 32789

Property at 3370 Cedar Springs Pl #156, Winter Park, FL 32792, 2 beds, 2.5 baths

$198,500

2 beds2.5 baths1,031 sq ft

3370 Cedar Springs Pl #156, Winter Park, FL 32792

Property at 1250 S Denning Dr #213, Winter Park, FL 32789, 2 beds, 2 baths

$275,000

2 beds2 baths908 sq ft

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

Property at 100 S Interlachen Ave #404, Winter Park, FL 32789, 2 beds, 2 baths

$1,195,000

2 beds2 baths1,220 sq ft

100 S Interlachen Ave #404, Winter Park, FL 32789

Property at 240 Killarney Bay Ct #4, Winter Park, FL 32789, 2 beds, 2.5 baths

$399,000

2 beds2.5 baths1,536 sq ft

240 Killarney Bay Ct #4, Winter Park, FL 32789

Property at 640 Killarney Bay Ct #4, Winter Park, FL 32789, 2 beds, 2.5 baths

$599,000

2 beds2.5 baths1,718 sq ft

640 Killarney Bay Ct #4, Winter Park, FL 32789

Property at 2336 Sun Valley Cir Bldg 20, Winter Park, FL 32792, 2 beds, 2 baths

$295,000

2 beds2 baths1,669 sq ft

2336 Sun Valley Cir Bldg 20, Winter Park, FL 32792

Property at 3651 N Goldenrod Rd Unit E205, Winter Park, FL 32792, 2 beds, 2 baths

$174,900

2 beds2 baths840 sq ft

3651 N Goldenrod Rd Unit E205, Winter Park, FL 32792

Property at 100 S Interlachen Ave #503, Winter Park, FL 32789, 2 beds, 2 baths

$879,000

2 beds2 baths1,143 sq ft

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

Property at 200 Saint Andrews Blvd #2306, Winter Park, FL 32792, 2 beds, 2 baths

$219,000

2 beds2 baths1,015 sq ft

200 Saint Andrews Blvd #2306, Winter Park, FL 32792

Property at Vanbrough Plan, Winter Park, FL 32789, 2 beds, 2.5 baths

$940,400

2 beds2.5 baths2,009 sq ft

Vanbrough Plan, Winter Park, FL 32789

Listing provided by Zillow

Property at 7707 Country Pl #4, Winter Park, FL 32792, 2 beds, 2 baths

$259,900

2 beds2 baths1,068 sq ft

7707 Country Pl #4, Winter Park, FL 32792

Property at 101 S Interlachen Ave #104, Winter Park, FL 32789, 2 beds, 2 baths

$649,000

2 beds2 baths949 sq ft

101 S Interlachen Ave #104, Winter Park, FL 32789

Property at 184 Sandlewood Trl #2, Winter Park, FL 32789, 2 beds, 2.5 baths

$309,000

2 beds2.5 baths1,133 sq ft

184 Sandlewood Trl #2, Winter Park, FL 32789

Property at 3053 George Mason Ave #8, Winter Park, FL 32792, 2 beds, 2 baths

$139,900

2 beds2 baths1,030 sq ft

3053 George Mason Ave #8, Winter Park, FL 32792

Property at 3057 Aaron Burr Ave #2, Winter Park, FL 32792, 2 beds, 2 baths

$127,000

2 beds2 baths1,066 sq ft

3057 Aaron Burr Ave #2, Winter Park, FL 32792

Property at 2458 Grand Teton Cir #2458, Winter Park, FL 32792, 2 beds, 2 baths

$310,000

2 beds2 baths1,457 sq ft

2458 Grand Teton Cir #2458, Winter Park, FL 32792

Property at 3254 Oak Lake Pl #137, Winter Park, FL 32792, 2 beds, 2.5 baths

$229,900

2 beds2.5 baths1,031 sq ft

3254 Oak Lake Pl #137, Winter Park, FL 32792

Property at 7444 Woodburn Ct #29, Winter Park, FL 32792, 2 beds, 2.5 baths

$195,000

2 beds2.5 baths1,031 sq ft

7444 Woodburn Ct #29, Winter Park, FL 32792

Property at 2500 Lee Rd #202, Winter Park, FL 32789, 2 beds, 2 baths

$239,990

2 beds2 baths956 sq ft

2500 Lee Rd #202, Winter Park, FL 32789

Property at 3011 George Mason Ave #3, Winter Park, FL 32792, 2 beds, 2 baths

$135,000

2 beds2 baths1,056 sq ft

3011 George Mason Ave #3, Winter Park, FL 32792

Property at 2500 Lee Rd #208, Winter Park, FL 32789, 2 beds, 2 baths

$200,000

2 beds2 baths956 sq ft

2500 Lee Rd #208, Winter Park, FL 32789

Property at Hallwood Plan, Winter Park, FL 32789, 2 beds, 2 baths

$819,400

2 beds2 baths1,590 sq ft

Hallwood Plan, Winter Park, FL 32789

Listing provided by Zillow

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Based on information submitted to the MLS GRID as of Sat Nov 29 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.

2 Bedroom 2 Bath Homes for Sale in Winter Park

There are currently 45 2 bedroom 2 bath homes in Winter Park. 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, Virginia Heights, Garden Acres, Winter Park Downtown Historic District, College Park, Winter Park Pines, Baldwin Park, Downtown Maitland, Orwin Manor, and North Orange. 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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