price-

1-41 of 74 Homes

2+ beds

$4,200 | 668 Overspin Drive, Winter Park, FL 32789

1/32

Listed By Compass

$4,200

4
Bedrooms: 3
Bathrooms: 2,509
Square Feet: 0.16
Acres

668 Overspin Drive, Winter Park, FL 32789

Unlock more homes you won't find anywhere else

Listings are only private online. All buyers & agents can access in our offices or by contacting Compass.

Listed By Compass

$3,950

3
Bedrooms: 3
Bathrooms: 1,866
Square Feet: 0.06
Acres

1275 Michigan Avenue, Winter Park, FL 32789

$3,650 | 1317 Medinah Court, Winter Park, FL 32792

1/39

New

$3,650

4
Bedrooms: 2
Bathrooms: 2,015
Square Feet: 0.26
Acres

1317 Medinah Court, Winter Park, FL 32792

$1,750 | 1695 Lee Road, Unit C206, Winter Park, FL 32789

1/17

$1,750

2
Bedrooms: 1
Bathrooms: 881
Square Feet

1695 Lee Road, Unit C206, Winter Park, FL 32789

$7,200 | 1016 Howell Branch Road, Winter Park, FL 32789

1/61

Virtual Tour

$7,200

4
Bedrooms: 3
Bathrooms: 3,142
Square Feet: 0.37
Acres

1016 Howell Branch Road, Winter Park, FL 32789

$2,890 | 524 Byron Road, Winter Park, FL 32792

1/33

New

$2,890

4
Bedrooms: 3
Bathrooms: 1,469
Square Feet: 0.19
Acres

524 Byron Road, Winter Park, FL 32792

$3,895 | 1430 Lone Feather Trail, Winter Park, FL 32792

1/26

New

$3,895

4
Bedrooms: 4
Bathrooms: 2,553
Square Feet: 0.11
Acres

1430 Lone Feather Trail, Winter Park, FL 32792

$2,550 | 110 Killarney Bay Court, Unit 1, Winter Park, FL 32789

1/12

$2,550

2
Bedrooms: 2
Bathrooms: 1,140
Square Feet

110 Killarney Bay Court, Unit 1, Winter Park, FL 32789

a front view of a house with a yard and potted plants

a view of empty room with wooden floor and windows

a view of empty room with wooden floor and fan

a view of a kitchen with wooden floor and a ceiling fan

a view of a kitchen with a sink and refrigerator

a kitchen with granite countertop a sink and a refrigerator

a kitchen with cabinets stainless steel appliances and a counter space

a kitchen with a sink and a stove top oven

a view of a room with wooden floor closet and windows

a view of a room with a hardwood floor and a ceiling fan

a bathroom with a sink toilet and shower

a bathroom with a granite countertop toilet sink and mirror

a white house with a white door and garden space

1/19

$1,450

2
Bedrooms: 2
Bathrooms: 840
Square Feet

3651 North Goldenrod Road, Unit 110, Winter Park, FL 32792

$2,200 | 7522 Laurel Springs Drive, Winter Park, FL 32792

1/30

$2,200

3
Bedrooms: 2
Bathrooms: 1,106
Square Feet: 0.19
Acres

7522 Laurel Springs Drive, Winter Park, FL 32792

$2,500 | 2846 Euston Road, Winter Park, FL 32789

1/25

$2,500

3
Bedrooms: 2
Bathrooms: 1,279
Square Feet: 0.19
Acres

2846 Euston Road, Winter Park, FL 32789

a view of a house with backyard and sitting area

a view of a house with a yard and sitting area

a front view of yellow house with garden

a living room with furniture and a large window

a large kitchen with stainless steel appliances a large counter top a stove and a large window

a kitchen with kitchen island a counter top space appliances and a window

a large white kitchen with granite countertop a sink and dishwasher a stove top oven with wooden floor

a large open kitchen with kitchen island a large counter top a sink a stove and a refrigerator

a view of a dining room with furniture window and wooden floor

a view of a dining room with furniture and wooden floor

a living room with furniture and large windows

a bedroom with a bed and a view of kitchen

a bathroom with double vanity sinks and a mirror

a bathroom with a sink and mirror with toilet

a kitchen with white cabinets and stainless steel appliances

an aerial view of residential houses with outdoor space and ocean view

1/27

$17,000

4
Bedrooms: 5
Bathrooms: 3,658
Square Feet: 0.25
Acres

1742 Temple Drive, Winter Park, FL 32789

a front view of a house with glass windows and garage

a view of kitchen with stainless steel appliances kitchen island granite countertop a refrigerator and a stove top oven

a view of a kitchen with furniture and an entryway

a bathroom with a double vanity sink and a mirror

a kitchen with stainless steel appliances granite countertop a sink a stove and cabinets

a bathroom with a granite countertop sink a shower and a mirror

a bathroom with a granite countertop sink a toilet and shower

1/18

$2,600

3
Bedrooms: 3
Bathrooms: 1,755
Square Feet: 0.06
Acres

1534 Bantam Way, Winter Park, FL 32792

an empty room with windows and refrigerator

a bathroom with a sink a toilet and a mirror

a kitchen with granite countertop a sink and a stove

a view of a balcony with wooden floor and fence

1/15

$1,650

2
Bedrooms: 2
Bathrooms: 1,018
Square Feet: Unavailable
Acres

2936 Antique Oaks Circle, Unit 70, Winter Park, FL 32792

a kitchen with stainless steel appliances kitchen island granite countertop a stove a sink and a microwave

a living room with furniture and a flat screen tv

a living room with a table chair and a large window

a living room with furniture a table and a large window

a living room with furniture and a potted plant

a view of a workspace with furniture and a window

a living room with furniture and a flat screen tv with a large window

a living room with stainless steel appliances kitchen island granite countertop furniture and a large window

a bed sitting in a spacious bedroom next to a window

a bed sitting in a bedroom next to a window

a bathroom with a sink a toilet and shower

a white toilet sitting next to a bathroom sink and a shower

a bathroom with a toilet a sink and mirror

a bathroom with a double vanity sink toilet mirror and shower

a bedroom with a bed and a painting on the wall

a bedroom with a bed and painting on the wall

a bathroom with a granite countertop bathtub sink vanity mirror and toilet

a backyard of a house with lots of green space

a view of a chair and table in the garden

a view of patio with table and chairs under an umbrella with wooden floor

a view of a chair and table under an umbrella in backyard

a view of backyard of house with seating space

a house view with a seating space and garden view

a view of an outdoor sitting area with furniture and umbrella

a backyard of a house with outdoor seating and lake view

$4,000 | 1815 Barker Drive, Winter Park, FL 32789

1/89

$4,000

4
Bedrooms: 2
Bathrooms: 1,548
Square Feet: 0.29
Acres

1815 Barker Drive, Winter Park, FL 32789

wooden floor in an empty room with a window

a kitchen with granite countertop a sink a counter top space and cabinets

a view of living room with granite countertop furniture and a chandelier

an empty room with wooden floor and windows

1/7

$1,500

2
Bedrooms: 2
Bathrooms: 800
Square Feet

7326 Swallow Run, Unit 7326, Winter Park, FL 32792

a kitchen with stainless steel appliances white cabinets and a refrigerator

a bathroom with a shower sink and mirror

1/15

$3,600

4
Bedrooms: 4
Bathrooms: 2,589
Square Feet: 0.12
Acres

1461 Lone Feather Trail, Winter Park, FL 32792

a living room with furniture kitchen view and a table

a living room with furniture and a wooden floor

a bathroom with a bathtub and double vanity

a bedroom with furniture and a wooden floor

a bedroom with furniture and a flat screen tv

a bedroom with a bed and a dresser with mirror

a bedroom with a large bed and a flat screen tv

a bedroom with a bed and a walk in closet

a bathroom with a granite countertop sink a mirror and a

a living room with furniture and a floor to ceiling window

$6,995 | 2075 Jewell Avenue, Winter Park, FL 32789

1/65

$6,995

5
Bedrooms: 4
Bathrooms: 2,918
Square Feet: 0.25
Acres

2075 Jewell Avenue, Winter Park, FL 32789

a front view of a house with a yard and garage

a living room with furniture a chandelier and a flat screen tv

a bathroom with a sink mirror and vanity

a spacious bedroom with a bed and a couch

a bathroom with a double vanity sink a mirror and a bathtub

a large bedroom with a bed and wooden floor

a kitchen with sink stove and refrigerator

a kitchen with stainless steel appliances kitchen island granite countertop a sink and cabinets

a living room with furniture and wooden floor

a view of a hallway with workspace and living room

a bed room with two bed and a night stand

a living room with furniture and a chandelier

1/18

$6,750

4
Bedrooms: 4
Bathrooms: 3,276
Square Feet: 0.25
Acres

527 Langholm Drive, Winter Park, FL 32789

a view of a house with porch and furniture

a view of a car parked on the side of the road

a kitchen with stainless steel appliances granite countertop a refrigerator and a stove

a kitchen with granite countertop a sink and a stove top oven

a bathroom with a double vanity sink toilet and shower

wooden floor and an empty room with a fireplace

a bathroom with a granite countertop toilet and a sink

1/12

$6,000

2
Bedrooms: 3
Bathrooms: 1,500
Square Feet: Unavailable
Acres

301 West Comstock Avenue, Winter Park, FL 32789

a living room with furniture and a window

a kitchen with stainless steel appliances granite countertop a sink and cabinets

a kitchen with a stove sink and refrigerator

a kitchen with a stove top oven and cabinets

a bathroom with a granite countertop sink toilet and shower

a view of an chairs and table in the patio

1/21

$1,750

2
Bedrooms: 2
Bathrooms: 1,026
Square Feet

1500 Gay Road, Unit 18A, Winter Park, FL 32789

a kitchen with stainless steel appliances granite countertop a sink a stove and a wooden cabinets

a kitchen with stainless steel appliances granite countertop a sink a stove and a refrigerator

a kitchen with stainless steel appliances a sink a counter space and a refrigerator

a kitchen with a sink dishwasher and a fireplace with chair

a kitchen with stainless steel appliances a sink a stove and a microwave

a view of a room with wooden floor and a window

a bathroom with a double vanity sink and mirror

a view of outdoor space with seating area

a view of a chairs and table in the patio

a view of a white house with a small yard and wooden fence

$3,300 | 870 Carver Street, Unit A, Winter Park, FL 32789

1/39

$3,300

2
Bedrooms: 2
Bathrooms: 1,209
Square Feet: 0.14
Acres

870 Carver Street, Unit A, Winter Park, FL 32789

a front view of a house with yard and green space

a large kitchen with stainless steel appliances a sink and cabinets

a large kitchen with stainless steel appliances a stove and a refrigerator

a view of kitchen with wooden floor and window

a kitchen with a sink cabinets and stainless steel appliances

a view of a kitchen center island wooden floor and stainless steel appliances

a view of an empty room with wooden floor and a window

a view of a livingroom with wooden floor

a view of a room with a ceiling fan and a rug

a view of an empty room with wooden floor

a bathroom with a granite countertop toilet a sink and a bathtub

a view of an empty room with window and wooden floor

a view of a swimming pool with a lounge chair

a view of backyard with outdoor seating and trees

an aerial view of a house with yard and parking space

an aerial view of residential house with parking space

1/35

$4,500

4
Bedrooms: 3
Bathrooms: 1,808
Square Feet: 0.27
Acres

1802 Arbor Park Drive, Winter Park, FL 32789

a view of livingroom with hardwood floor and a ceiling fan

a view of a kitchen with kitchen island stainless steel appliances wooden floor and window

a kitchen with white cabinets and white appliances

a view of a kitchen with wooden floor and windows

a living room with stainless steel appliances wooden floors and kitchen view

an empty room with a chandelier fan and windows

a bathroom with a tub a sink shower and a mirror

a spacious bathroom with a tub sink and mirror

a bathroom with a granite countertop sink a toilet and a mirror

a view of a house with a big yard and potted plants

a front view of house with yard and green space

a view of a lake with a swimming pool and a yard

a view of a big house with a big yard and large trees

a view of a house with a yard and a fountain

1/34

$4,000

4
Bedrooms: 4
Bathrooms: 2,196
Square Feet: 0.11
Acres

1091 Wildmeadow Run, Winter Park, FL 32792

a kitchen with stainless steel appliances granite countertop a refrigerator a stove and a sink with wooden floor

a kitchen with granite countertop a stove and a refrigerator

a kitchen with stainless steel appliances cabinets and wooden floor

a view of walk in closet with clothes and shoes

a living room with furniture and a fireplace

a dining room with furniture a chandelier and wooden floor

a large bed sitting in a bedroom next to a window

a bedroom with a bed and a flat tv screen on wall

a bathroom with a sink toilet a mirror and shower

a bathroom with a granite countertop toilet and a shower

a bathroom with a sink a mirror a vanity and a shower

a view of a livingroom with workspace and a couch

a view of a workspace with furniture and wooden floor

a bedroom with a bed and a stove top oven

a front view of house and yard with green space

a view of house with yard and green space

an aerial view of residential houses with outdoor space

1/37

$5,900

4
Bedrooms: 3
Bathrooms: 2,741
Square Feet: 0.25
Acres

220 West Reading Way, Winter Park, FL 32789

a view of a white house next to a yard with big trees

a living room with fireplace furniture and a wooden floor

a kitchen with kitchen island granite countertop a stove a sink a dining table and chairs with wooden floor

a large white kitchen with a large island oven a stove and a wooden floor

a stove top oven sitting inside of a kitchen

a view of a livingroom with furniture and windows

a bathroom with a granite countertop sink mirror and a bathtub

a spacious bathroom with a double vanity sink a mirror and a bathtub

a bathroom with a granite countertop sink a toilet a mirror and shower

a spacious bedroom with a bed and a flat screen tv

a view of wooden floor in an empty room with a window

a spacious bathroom with a granite countertop sink a toilet a mirror and shower

a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator

a bathroom with a granite countertop toilet a sink and a mirror

a view of entryway and hall with a bath tub

an aerial view of a house with garden space and street view

an aerial view of residential houses with outdoor space and trees

an aerial view of residential houses with outdoor space and river

an aerial view of a house with a yard and large tree

$13,500 | 1860 Vía Contessa, Winter Park, FL 32789

1/90

$13,500

8
Bedrooms: 6
Bathrooms: 7,000
Square Feet: 0.26
Acres

1860 Vía Contessa, Winter Park, FL 32789

a view of a city with tall buildings and ocean view

a kitchen with stainless steel appliances granite countertop a refrigerator a stove a sink and a granite counter tops

a large kitchen with kitchen island white cabinets and stainless steel appliances

a kitchen with granite countertop white cabinets and stainless steel appliances

a kitchen with a sink stove and cabinets

a view of a chairs and table in patio with a lake view

a potted plant sitting in front of a house

a view of a swimming pool with an ocean view

a view of a swimming pool and an outdoor seating

a room with pool table and a potted plant

an aerial view of a house with a ocean view

an aerial view of a house with a lake view

1/29

$1,799

2
Bedrooms: 1
Bathrooms: 804
Square Feet

151 North Orlando Avenue, Unit 101, Winter Park, FL 32789

a front view of house with yard and trees

an empty room with wooden floor and fireplace

a view of an empty room with closet and mirror

a view of a kitchen with refrigerator and cabinet

a kitchen with granite countertop wood cabinets and stainless steel appliances

a white toilet sitting next to a bathroom sink

a bathroom with a sink a toilet and a bathtub

1/18

$2,167

4
Bedrooms: 2
Bathrooms: 1,411
Square Feet: 0.21
Acres

717 Denton Road, Winter Park, FL 32792

$1,895 | 295 Sandlewood Trail, Winter Park, FL 32789

1/16

$1,895

2
Bedrooms: 3
Bathrooms: 959
Square Feet: 0.29
Acres

295 Sandlewood Trail, Winter Park, FL 32789

a view of a brick house with large windows

a kitchen with granite countertop white cabinets and white appliances

a kitchen with stainless steel appliances granite countertop a refrigerator stove a sink and dishwasher

a bathroom with a sink a toilet and mirror

a bathroom with a toilet a sink and a bathtub

a view of a house with swimming pool and sitting area

a front view of a multi story building with yard

$1,750 | 200 St Andrews Boulevard, Unit 2302, Winter Park, FL 32792

1/23

$1,750

2
Bedrooms: 2
Bathrooms: 987
Square Feet

200 St Andrews Boulevard, Unit 2302, Winter Park, FL 32792

$2,500 | 252 Balfour Drive, Winter Park, FL 32792

1/24

$2,500

3
Bedrooms: 3
Bathrooms: 1,727
Square Feet: 0.07
Acres

252 Balfour Drive, Winter Park, FL 32792

$1,995 | 1924 Azalea Avenue, Winter Park, FL 32792

1/13

$1,995

3
Bedrooms: 1
Bathrooms: 1,000
Square Feet: 0.21
Acres

1924 Azalea Avenue, Winter Park, FL 32792

a kitchen with a refrigerator stove and microwave

a bathroom with a toilet a sink and shower

1/24

$2,200

3
Bedrooms: 2
Bathrooms: 1,500
Square Feet

151 North Orlando Avenue, Unit 118, Winter Park, FL 32789

$5,895 | 1235 Vía Estrella, Winter Park, FL 32789

1/14

$5,895

4
Bedrooms: 3
Bathrooms: 2,207
Square Feet: 0.27
Acres

1235 Vía Estrella, Winter Park, FL 32789

$1,850 | 609 Montego Bay Court, Unit 609, Winter Park, FL 32792

1/16

$1,850

2
Bedrooms: 2
Bathrooms: 1,120
Square Feet: 0.13
Acres

609 Montego Bay Court, Unit 609, Winter Park, FL 32792

a sign that is sitting in front of a house with a tree

a kitchen with stainless steel appliances granite countertop a sink refrigerator and microwave

a bathroom with a sink a toilet a mirror and shower

an open kitchen with a refrigerator and microwave

a bathroom with a double vanity sink mirror and shower

a view of empty room with a ceiling fan and window

1/21

$2,490

3
Bedrooms: 3
Bathrooms: 1,872
Square Feet: 0.05
Acres

7494 Aloma Pines Court, Winter Park, FL 32792

$3,475 | 1850 Whitehall Drive, Winter Park, FL 32789

1/31

$3,475

3
Bedrooms: 2
Bathrooms: 1,670
Square Feet: 0.28
Acres

1850 Whitehall Drive, Winter Park, FL 32789

$1,895 | 307 Sandlewood Trail, Winter Park, FL 32789

1/15

$1,895

2
Bedrooms: 3
Bathrooms: 960
Square Feet: 0.29
Acres

307 Sandlewood Trail, Winter Park, FL 32789

$2,500 | 2743 Sanbina Street, Winter Park, FL 32789

1/13

$2,500

3
Bedrooms: 2
Bathrooms: 1,226
Square Feet: 0.24
Acres

2743 Sanbina Street, Winter Park, FL 32789

a view of kitchen with wooden floor and electronic appliances

a view of kitchen with stainless steel appliances granite countertop a stove a sink dishwasher and a refrigerator

a view of a kitchen with electric appliances

a kitchen with stainless steel appliances granite countertop a sink stove and cabinets

a bathroom with a granite countertop sink and shower

an empty room with a empty space and a bathroom

an empty room with a window and a ceiling fan

a view of an house with backyard space and garden

a view of swimming pool with outdoor seating and trees in the background

a view of a street with a house and a yard

1/23

$2,730

3
Bedrooms: 3
Bathrooms: 1,755
Square Feet: 0.06
Acres

1611 Little Wren Lane, Winter Park, FL 32792

$2,650 | 1813 East Cheryl Drive, Winter Park, FL 32792

1/15

$2,650

4
Bedrooms: 2
Bathrooms: 1,858
Square Feet: 0.22
Acres

1813 East Cheryl Drive, Winter Park, FL 32792

For Rent:

Compass
FL
Orange County
Winter Park
2 Bedroom Apartments for Rent in Winter Park, FL

2 Bedroom Apartments for Rent in Winter Park, FL

Discover Your Perfect Home

Explore Nearby Homes

Looking for Homes For Sale?