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

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ABOUT THIS HOME
4 Bedroom Homes for Sale in Winter Park, FL
Charming traditional ranch located in the desirable “Hills” neighborhood of Winter Park! Step into a welcoming foyer that opens to a spacious floor plan accented by mid-century glass block dividers. The comfortable family room features an entertainment wall, a wood-burning fireplace, and a seamless connection to the well-designed kitchen with a peninsula island. Generous, ceiling-height maple cabinetry provides excellent storage, and the built-in oven and microwave add convenience. Just off the kitchen are the laundry room and powder bath, with direct access to the garage. The current garage has been divided to make a space for an office/flex space which can easily be removed if

$799,900

4 beds2.5 baths2,441 sq ft

2632 Mandan Trl, Winter Park, FL 32789

Hills neighborhood • Peninsula island • Built-in oven

ABOUT THIS HOME
4 Bedroom Homes for Sale in Winter Park, FL
Lovingly Maintained by original owner. This is a true 4 bedroom home with 2 bathrooms and a single car garage. Located in desirable Winter Park with easy access to major roads, convenient to shopping, the post office, restaurants, higher education, and airports. This solid built home features a split plan, large living room with a wall of closet space, easy access walk - through kitchen, screened porch overlooking the fenced back yard and beautiful oak tree for shade. Updates include fresh interior paint, new electrical panel, newer windows, and sewer line replaced in 2023. This home awaits your creative vision. Make it your own!

$349,000

4 beds2 baths1,242 sq ft

5047 Ferncrest Dr, Winter Park, FL 32792

Sewer line replaced • Newer windows • New electrical panel

ABOUT THIS HOME
4 Bedroom Homes for Sale in Winter Park, FL
Beautiful home in Winter Park, located in a quiet neighborhood with no homeowner association fees. This 4-bedroom, 2-bathroom home has been recently remodeled, including new bathrooms, new flooring, new quartz countertops, new kitchen cabinets, a new 2025 central air conditioning unit, a 2023 roof, and a new 2025 water heater. It features a 2-car garage and ample parking, as well as a renovated facade, fresh interior and exterior paint, modern stainless steel appliances, and an attractive porch. The plumbing and electrical panel have also been updated. Located minutes from Park Avenue, top-rated schools, shopping, restaurants, and hospitals, with easy access to Orlando theme parks, Brightli

$455,000

4 beds2 baths1,776 sq ft

2206 Bonanza Ave, Winter Park, FL 32792

Recently remodeled • New flooring • Quiet neighborhood

NEW CONSTRUCTION3D WALKTHROUGH

ABOUT THIS HOME
4 Bedroom Homes for Sale in Winter Park, FL
Under Construction. Location, location, location! Nestled in Winter Park, this home is convenient to the best in shopping, dining and entertainment! The two-story Easterly design hosts four bedrooms, four full bathrooms, one half baths, study and sits on an oversized homesite. The open concept living area flows beautifully from the family room and dining room to the kitchen with laminate floors throughout. The owner’s retreat offers privacy, a HUGE walk-in closet with extra storage and a luxurious master bath with free standing tub, shower and dual sinks. The first floor also has a secondary bedroom and full bath that would serve perfectly as a private guest room. Upstairs features a

$1,450,000

4 beds4.5 baths3,565 sq ft

1807 Yorkshire Dr, Winter Park, FL 32792

Oversized homesite • Huge walk-in closet • Private guest room

3D WALKTHROUGH

ABOUT THIS HOME
4 Bedroom Homes for Sale in Winter Park, FL
Just two blocks from East End Market and the Audubon Park K8 campus, this thoughtfully renewed four bedroom home sits in one of the area’s most loved walkable pockets. The renovation was approached with care, intention, and a focus on comfortable everyday living. The layout has been reworked to create an easy sense of flow, highlighted by a newly formed primary suite and a kitchen designed with both function and quiet style in mind. Natural light fills the interior through new windows, complementing warm finishes throughout: 20 mil vinyl plank flooring, soft close cabinetry with quartz countertops, and modern yet understated tilework in the kitchen and baths. Behind the kitchen, a fle

$675,000

4 beds2 baths1,752 sq ft

1613 Oriole Ave, Orlando, FL 32803

Sunken firepit • Thoughtfully renewed • 6,999 sq ft lot

Property at 1408 Chapman Cir, Winter Park, FL 32789, 4 beds, 4 baths

$1,525,000

4 beds4 baths3,237 sq ft

1408 Chapman Cir, Winter Park, FL 32789

Property at 2015 Summerfield Rd, Winter Park, FL 32792, 4 beds, 4 baths

$1,375,000

4 beds4 baths3,024 sq ft

2015 Summerfield Rd, Winter Park, FL 32792

Property at 1421 Sunnyside Dr, Maitland, FL 32751, 4 beds, 2.5 baths

$1,300,000

4 beds2.5 baths2,116 sq ft

1421 Sunnyside Dr, Maitland, FL 32751

Property at 1092 Wading Waters Cir, Winter Park, FL 32792, 4 beds, 3 baths

$1,195,000

4 beds3 baths3,057 sq ft

1092 Wading Waters Cir, Winter Park, FL 32792

Property at 2299 Via Tuscany, Winter Park, FL 32789, 4 beds, 3.5 baths

$2,345,000

4 beds3.5 baths3,986 sq ft

2299 Via Tuscany, Winter Park, FL 32789

Property at 2189 Sussex Rd, Winter Park, FL 32792, 4 beds, 2.5 baths

$535,000

4 beds2.5 baths1,776 sq ft

2189 Sussex Rd, Winter Park, FL 32792

Property at 210 Laurel Park Ct, Winter Park, FL 32792, 4 beds, 3 baths

$950,000

4 beds3 baths2,838 sq ft

210 Laurel Park Ct, Winter Park, FL 32792

Property at 1712 Golfside Dr, Winter Park, FL 32792, 4 beds, 2 baths

$750,000

4 beds2 baths2,111 sq ft

1712 Golfside Dr, Winter Park, FL 32792

Property at 1245 Wading Waters Cir, Winter Park, FL 32792, 4 beds, 3 baths

$1,065,000

4 beds3 baths3,050 sq ft

1245 Wading Waters Cir, Winter Park, FL 32792

Property at 422 S Ranger Blvd, Winter Park, FL 32792, 4 beds, 2 baths

$529,000

4 beds2 baths1,680 sq ft

422 S Ranger Blvd, Winter Park, FL 32792

Property at 1324 Indiana Ave, Winter Park, FL 32789, 4 beds, 2.5 baths

$745,000

4 beds2.5 baths1,692 sq ft

1324 Indiana Ave, Winter Park, FL 32789

Property at 4019 Quenita Dr, Winter Park, FL 32792, 4 beds, 2.5 baths

$689,000

4 beds2.5 baths2,824 sq ft

4019 Quenita Dr, Winter Park, FL 32792

Property at 102 Bell Pl, Winter Park, FL 32792, 4 beds, 3.5 baths

$1,499,000

4 beds3.5 baths2,459 sq ft

102 Bell Pl, Winter Park, FL 32792

Property at 2955 Lolissa Ln, Winter Park, FL 32789, 4 beds, 3 baths

$749,000

4 beds3 baths3,538 sq ft

2955 Lolissa Ln, Winter Park, FL 32789

Property at 132 Burks Cir, Winter Park, FL 32789, 4 beds, 4.5 baths

$1,675,000

4 beds4.5 baths3,022 sq ft

132 Burks Cir, Winter Park, FL 32789

Property at 3917 Lake Mira Dr, Orlando, FL 32817, 4 beds, 2 baths

$619,900

4 beds2 baths2,436 sq ft

3917 Lake Mira Dr, Orlando, FL 32817

Property at 1422 Tierra Cir, Winter Park, FL 32792, 4 beds, 2 baths

$499,000

4 beds2 baths1,827 sq ft

1422 Tierra Cir, Winter Park, FL 32792

Property at 633 Balmoral Rd, Winter Park, FL 32789, 4 beds, 2.5 baths

$1,875,000

4 beds2.5 baths2,674 sq ft

633 Balmoral Rd, Winter Park, FL 32789

Property at 1016 Howell Branch Rd, Winter Park, FL 32789, 4 beds, 3 baths

$1,836,000

4 beds3 baths3,142 sq ft

1016 Howell Branch Rd, Winter Park, FL 32789

Property at 1923 Linden Rd, Winter Park, FL 32792, 4 beds, 3 baths

$515,000

4 beds3 baths2,117 sq ft

1923 Linden Rd, Winter Park, FL 32792

Property at 428 Selkirk Dr, Winter Park, FL 32792, 4 beds, 3 baths

$650,000

4 beds3 baths1,782 sq ft

428 Selkirk Dr, Winter Park, FL 32792

Property at 1306 Lindenwood Ln, Winter Park, FL 32792, 4 beds, 4.5 baths

$1,450,000

4 beds4.5 baths3,726 sq ft

1306 Lindenwood Ln, Winter Park, FL 32792

Property at 607 Ellen Dr, Winter Park, FL 32789, 4 beds, 4 baths

$1,630,000

4 beds4 baths2,812 sq ft

607 Ellen Dr, Winter Park, FL 32789

Property at 525 S Lakemont Ave, Winter Park, FL 32792, 4 beds, 3.5 baths

$2,350,000

4 beds3.5 baths3,330 sq ft

525 S Lakemont Ave, Winter Park, FL 32792

Property at 319 Santiago Dr, Winter Park, FL 32789, 4 beds, 4.5 baths

$1,990,000

4 beds4.5 baths3,515 sq ft

319 Santiago Dr, Winter Park, FL 32789

Property at 2514 Tuscarora Trl, Maitland, FL 32751, 4 beds, 2.5 baths

$849,000

4 beds2.5 baths3,000 sq ft

2514 Tuscarora Trl, Maitland, FL 32751

Property at 340 Alberta Dr, Winter Park, FL 32789, 4 beds, 4 baths

$1,598,000

4 beds4 baths3,226 sq ft

340 Alberta Dr, Winter Park, FL 32789

Property at 1816 Ivy Ln, Winter Park, FL 32792, 4 beds, 2 baths

$435,500

4 beds2 baths1,725 sq ft

1816 Ivy Ln, Winter Park, FL 32792

Property at 1166 Oaks Blvd, Winter Park, FL 32789, 4 beds, 3.5 baths

$1,649,999

4 beds3.5 baths2,860 sq ft

1166 Oaks Blvd, Winter Park, FL 32789

Property at 2758 Sandwell Dr, Winter Park, FL 32792, 4 beds, 2 baths

$560,000

4 beds2 baths2,303 sq ft

2758 Sandwell Dr, Winter Park, FL 32792

Property at Undisclosed address, Winter Park, FL 32792, 4 beds, 3 baths

$599,000

4 beds3 baths2,878 sq ft

Undisclosed address, Winter Park, FL 32792

Property at 1362 Tierra Cir, Winter Park, FL 32792, 4 beds, 3 baths

$399,000

4 beds3 baths2,179 sq ft

1362 Tierra Cir, Winter Park, FL 32792

Property at 702 Via Bella, Winter Park, FL 32789, 4 beds, 5.5 baths

$4,250,000

4 beds5.5 baths3,720 sq ft

702 Via Bella, Winter Park, FL 32789

Property at 1981 Blue Ridge Rd, Winter Park, FL 32789, 4 beds, 2 baths

$1,199,900

4 beds2 baths2,750 sq ft

1981 Blue Ridge Rd, Winter Park, FL 32789

Property at 3102 Heartleaf Pl, Winter Park, FL 32792, 4 beds, 3 baths

$625,827

4 beds3 baths2,672 sq ft

3102 Heartleaf Pl, Winter Park, FL 32792

Property at 2614 Parkland Dr, Winter Park, FL 32789, 4 beds, 3.5 baths

$1,950,000

4 beds3.5 baths3,307 sq ft

2614 Parkland Dr, Winter Park, FL 32789

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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.

4 Bedroom Homes for Sale in Winter Park

There are currently 97 4 bedroom 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, 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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