Student housing in Winter Park Heights near Rollins College

Student housing in Winter Park Heights

Near Rollins College · $1,500–$2,350/mo · best for Freshmen, commuters, anyone who wants zero commute

The closest neighborhood to Rollins College's main entrance. Walk to class in minutes — coffee shops and convenience stores line the main strip.

Vibe: Freshmen

Listings in Winter Park Heights

147 S Interlachen Ave, Apt 250, Winter Park, FL 32789

3 bed · 5 bath · 0.3 mi from campus · 3,320 sq ft · Apartment

$9,500/mo

~$3,167/person split 3 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

69/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Budget stretch · 35Est. $10,640/mo (rent + utils)

Drive commute

~12 min

~2 min bike · ~4 min transit

Rent vs campus

Above avg

$9,500/mo base

Student fit

Social & nightlife

Safety

Walkability

Per person

~$3,167/mo

If split evenly

Study76

Nightlife87

Affordability35

<1 mi to campusWalkable areaGrocery nearbyCoffee nearbyTransit accessRoommate-friendly35% furnished likelihood

690 Osceola Ave, Apt 405, Winter Park, FL 32789

1 bed · 1.5 bath · 0.4 mi from campus · 850 sq ft · Apartment

$2,795/mo

View details

Student activity

Be the first student to save this listing.

Student Housing Match

70/ 100Good Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Budget stretch · 35Est. $3,130/mo (rent + utils)

Drive commute

~12 min

~3 min bike · ~8 min transit

Rent vs campus

Above avg

$2,795/mo base

Student fit

Balanced student fit

Safety

Walkability

Per person

—

Study92

Nightlife89

Affordability35

<1 mi to campusWalkable areaGrocery nearbyCoffee nearbyTransit access63% furnished likelihood

1119 S Pennsylvania Ave, Winter Park, FL 32789

4 bed · 3 bath · 0.6 mi from campus · 3,000 sq ft · Single Family

$5,750/mo

~$1,438/person split 4 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

63/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Budget stretch · 35Est. $6,440/mo (rent + utils)

Drive commute

~15 min

~5 min bike · ~5 min transit

Rent vs campus

Above avg

$5,750/mo base

Student fit

Social & nightlife

Safety

Walkability

Per person

~$1,438/mo

If split evenly

Study68

Nightlife90

Affordability35

<1 mi to campusWalkable areaGrocery nearbyCoffee nearbyTransit accessRoommate-friendlyNew listing86% furnished likelihood

853 W Lyman Ave, Winter Park, FL 32789

3 bed · 1 bath · 0.8 mi from campus · 820 sq ft · Single Family

$3,300/mo

~$1,100/person split 3 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

58/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Budget stretch · 35Est. $3,696/mo (rent + utils)

Drive commute

~19 min

~6 min bike · ~9 min transit

Rent vs campus

Above avg

$3,300/mo base

Student fit

Social & nightlife

Safety

Walkability

Per person

~$1,100/mo

If split evenly

Study68

Nightlife90

Affordability35

<1 mi to campusGrocery nearbyCoffee nearbyTransit accessRoommate-friendly17% furnished likelihood

1500 Gay Du Lac Rd, Unit Chateaux, Winter Park, FL 32789

2 bed · 2 bath · 1.3 mi from campus · 1,026 sq ft · Condo

$1,850/mo

~$925/person split 2 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

61/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 58Est. $2,072/mo (rent + utils)

Drive commute

~28 min

~10 min bike · ~16 min transit

Rent vs campus

Above avg

$1,850/mo base

Student fit

Social & nightlife

Safety

Walkability

Per person

~$925/mo

If split evenly

Study67

Nightlife78

Affordability58

Near campusGrocery nearbyGym nearbyTransit access65% furnished likelihood

1807 N Park Ave, Winter Park, FL 32789

3 bed · 3 bath · 1.4 mi from campus · 1,747 sq ft · Single Family

$2,950/mo

~$983/person split 3 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

54/ 100Low Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Budget stretch · 35Est. $3,304/mo (rent + utils)

Drive commute

~26 min

~11 min bike · ~10 min transit

Rent vs campus

Above avg

$2,950/mo base

Student fit

Social & nightlife

Safety

Walkability

Per person

~$983/mo

If split evenly

Study77

Nightlife90

Affordability35

Near campusGrocery nearbyCoffee nearbyTransit accessRoommate-friendlyNew listing13% furnished likelihood

1695 Lee Rd, Apt B107, Winter Park, FL 32789

1 bed · 1 bath · 1.8 mi from campus · 638 sq ft · Single Family

$1,299/mo

View details

Student activity

Be the first student to save this listing.

Student Housing Match

59/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 63Est. $1,455/mo (rent + utils)

Drive commute

~38 min

~14 min bike · ~16 min transit

Rent vs campus

Near avg

$1,299/mo base

Student fit

Quiet study

Safety

Walkability

Per person

—

Study77

Nightlife56

Affordability63

Near campusGrocery nearbyTransit accessNew listing80% furnished likelihood

1803 Pineview County Cir, Unit Orange, Winter Park, FL 32792

2 bed · 1 bath · 1.8 mi from campus · 1,029 sq ft · Single Family

$1,975/mo

~$988/person split 2 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

53/ 100Low Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 55Est. $2,212/mo (rent + utils)

Drive commute

~36 min

~14 min bike · ~12 min transit

Rent vs campus

Above avg

$1,975/mo base

Student fit

Balanced student fit

Safety

Walkability

Per person

~$988/mo

If split evenly

Study69

Nightlife76

Affordability55

Near campusGrocery nearbyGym nearbyCoffee nearbyTransit accessNew listing58% furnished likelihood

1695 Lee Rd, Apt E107, Winter Park, FL 32789

1 bed · 1 bath · 1.8 mi from campus · 725 sq ft · Apartment

$1,300/mo

View details

Student activity

Be the first student to save this listing.

Student Housing Match

58/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 62Est. $1,456/mo (rent + utils)

Drive commute

~39 min

~14 min bike · ~13 min transit

Rent vs campus

Near avg

$1,300/mo base

Student fit

Quiet study

Safety

Walkability

Per person

—

Study72

Nightlife64

Affordability62

Near campusGym nearbyTransit access67% furnished likelihood

1213 Formosa Ave, Winter Park, FL 32789

3 bed · 3 bath · 1.8 mi from campus · 2,530 sq ft · Single Family

$5,500/mo

~$1,833/person split 3 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

48/ 100Low Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Budget stretch · 35Est. $6,160/mo (rent + utils)

Drive commute

~34 min

~14 min bike · ~16 min transit

Rent vs campus

Above avg

$5,500/mo base

Student fit

Quiet study

Safety

Walkability

Per person

~$1,833/mo

If split evenly

Study74

Nightlife49

Affordability35

Near campusGrocery nearbyGym nearbyCoffee nearbyTransit accessRoommate-friendly56% furnished likelihood

1695 Lee Rd, Apt B114, Winter Park, FL 32789

2 bed · 1 bath · 1.8 mi from campus · 881 sq ft · Condo

$1,500/mo

~$750/person split 2 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

59/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 66Est. $1,680/mo (rent + utils)

Drive commute

~34 min

~14 min bike · ~20 min transit

Rent vs campus

Near avg

$1,500/mo base

Student fit

Quiet study

Safety

Walkability

Per person

~$750/mo

If split evenly

Study78

Nightlife51

Affordability66

Near campusTransit access76% furnished likelihood

2326 Wellington Blvd, Winter Park, FL 32789

1 bed · 1 bath · 2.0 mi from campus · 755 sq ft · Condo

$1,024/mo

View details

Student activity

Be the first student to save this listing.

Student Housing Match

55/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Good fit · 68Est. $1,147/mo (rent + utils)

Drive commute

~38 min

~16 min bike · ~17 min transit

Rent vs campus

Below avg

$1,024/mo base

Student fit

Quiet study

Safety

Walkability

Per person

—

Study70

Nightlife56

Affordability68

Gym nearbyCoffee nearbyTransit accessNew listing60% furnished likelihood

2942 Antique Oaks Cir, Apt 82, Winter Park, FL 32792

1 bed · 1 bath · 2.3 mi from campus · 749 sq ft · Condo

$1,350/mo

View details

Student activity

Be the first student to save this listing.

Student Housing Match

55/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 61Est. $1,512/mo (rent + utils)

Drive commute

~41 min

~18 min bike · ~23 min transit

Rent vs campus

Near avg

$1,350/mo base

Student fit

Quiet study

Safety

Walkability

Per person

—

Study77

Nightlife61

Affordability61

Grocery nearbyGym nearbyTransit access74% furnished likelihood

300 Jamestown Dr, Winter Park, FL 32792

0 bed · 1 bath · 2.4 mi from campus · 475 sq ft · Apartment

$991/mo

View details

Student activity

Be the first student to save this listing.

Student Housing Match

54/ 100Low Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Good fit · 69Est. $1,110/mo (rent + utils)

Drive commute

~46 min

~19 min bike · ~14 min transit

Rent vs campus

Below avg

$991/mo base

Student fit

Quiet study

Safety

Walkability

Per person

—

Study72

Nightlife53

Affordability69

Grocery nearbyTransit access31% furnished likelihood

704 Carnation Dr, Winter Park, FL 32792

3 bed · 2 bath · 3.0 mi from campus · 1,324 sq ft · Single Family

$2,095/mo

~$698/person split 3 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

51/ 100Low Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 52Est. $2,346/mo (rent + utils)

Drive commute

~56 min

~24 min bike · ~25 min transit

Rent vs campus

Above avg

$2,095/mo base

Student fit

Quiet study

Safety

Walkability

Per person

~$698/mo

If split evenly

Study82

Nightlife58

Affordability52

Gym nearbyTransit accessRoommate-friendlyNew listing56% furnished likelihood

3924 Calibre Bend Ln, Winter Park, FL 32792

1 bed · 1 bath · 3.6 mi from campus · 773 sq ft · Apartment

$1,499/mo

View details

Student activity

Be the first student to save this listing.

Student Housing Match

51/ 100Low Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 57Est. $1,679/mo (rent + utils)

Drive commute

~65 min

~33 min transit

Rent vs campus

Near avg

$1,499/mo base

Student fit

Quiet study

Safety

Walkability

Per person

—

Study77

Nightlife58

Affordability57

Coffee nearby38% furnished likelihood

3011C George Mason Ave, Unit 1-2, Winter Park, FL 32792

2 bed · 2 bath · 3.7 mi from campus · 1,104 sq ft · Condo

$1,595/mo

~$798/person split 2 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

52/ 100Low Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 63Est. $1,786/mo (rent + utils)

Drive commute

~67 min

~33 min transit

Rent vs campus

Above avg

$1,595/mo base

Student fit

Balanced student fit

Safety

Walkability

Per person

~$798/mo

If split evenly

Study74

Nightlife72

Affordability63

Gym nearbyNew listing66% furnished likelihood

7421 Daniel Webster Dr, Apt A, Winter Park, FL 32792

1 bed · 1 bath · 3.7 mi from campus · 809 sq ft · Condo

$1,250/mo

View details

Student activity

Be the first student to save this listing.

Student Housing Match

56/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 63Est. $1,400/mo (rent + utils)

Drive commute

~73 min

~33 min transit

Rent vs campus

Below avg

$1,250/mo base

Student fit

Quiet study

Safety

Walkability

Per person

—

Study85

Nightlife66

Affordability63

Grocery nearbyGym nearbyNew listing24% furnished likelihood

7429 Daniel Webster Dr, Unit 14E, Winter Park, FL 32792

2 bed · 2 bath · 3.7 mi from campus · 1,036 sq ft · Single Family

$1,740/mo

~$870/person split 2 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

55/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 60Est. $1,949/mo (rent + utils)

Drive commute

~73 min

~27 min transit

Rent vs campus

Above avg

$1,740/mo base

Student fit

Quiet study

Safety

Walkability

Per person

~$870/mo

If split evenly

Study85

Nightlife65

Affordability60

Gym nearbyNew listing40% furnished likelihood

7350 Swallow Run, # 1, Winter Park, FL 32792

2 bed · 2 bath · 3.7 mi from campus · 774 sq ft · Townhouse

$1,650/mo

~$825/person split 2 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

49/ 100Low Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 62Est. $1,848/mo (rent + utils)

Drive commute

~74 min

~30 min transit

Rent vs campus

Above avg

$1,650/mo base

Student fit

Social & nightlife

Safety

Walkability

Per person

~$825/mo

If split evenly

Study64

Nightlife74

Affordability62

Grocery nearbyGym nearbyCoffee nearbyNew listing45% furnished likelihood

3651 N Goldenrod Rd, Apt A104, Winter Park, FL 32792

2 bed · 2 bath · 3.8 mi from campus · 840 sq ft · Condo

$1,450/mo

~$725/person split 2 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

57/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 66Est. $1,624/mo (rent + utils)

Drive commute

~75 min

~31 min transit

Rent vs campus

Near avg

$1,450/mo base

Student fit

Quiet study

Safety

Walkability

Per person

~$725/mo

If split evenly

Study84

Nightlife64

Affordability66

Gym nearbyCoffee nearbyNew listing85% furnished likelihood

3651 N Goldenrod Rd, Apt C110, Winter Park, FL 32792

2 bed · 2 bath · 3.9 mi from campus · 840 sq ft · Condo

$1,450/mo

~$725/person split 2 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

53/ 100Low Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 66Est. $1,624/mo (rent + utils)

Drive commute

~74 min

~26 min transit

Rent vs campus

Near avg

$1,450/mo base

Student fit

Quiet study

Safety

Walkability

Per person

~$725/mo

If split evenly

Study72

Nightlife58

Affordability66

Coffee nearbyNew listing90% furnished likelihood

1618 Legacy Park Dr, Maitland, FL 32751

1 bed · 1 bath · 4.0 mi from campus · 872 sq ft · Townhouse

$1,775/mo

View details

Student activity

Be the first student to save this listing.

Student Housing Match

55/ 100Average Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Budget stretch · 51Est. $1,988/mo (rent + utils)

Drive commute

~73 min

~28 min transit

Rent vs campus

Above avg

$1,775/mo base

Student fit

Quiet study

Safety

Walkability

Per person

—

Study93

Nightlife65

Affordability51

Grocery nearbyGym nearbyCoffee nearby25% furnished likelihood

701 23rd St, Holden Heights, FL 32805

3 bed · 2 bath · 5.7 mi from campus · 1,193 sq ft · Single Family

$1,900/mo

~$633/person split 3 ways

View details

Student activity

Be the first student to save this listing.

Student Housing Match

47/ 100Low Match

Confidence: High

Based on walkability, study environment, safety, and budget signals near campus.

Housing intelligence

Moderate stretch · 56Est. $2,128/mo (rent + utils)

Drive commute

~107 min

Rent vs campus

Above avg

$1,900/mo base

Student fit

Balanced student fit

Safety

Walkability

Per person

~$633/mo

If split evenly

Study64

Nightlife71

Affordability56

Grocery nearbyRoommate-friendly10% furnished likelihood

← Rollins College housing hub Off-campus housing guide Student discussions

Listings and compatibility scores are for planning only. Verify leases, landlords, and roommates independently. CollegeFind is not a broker or escrow service. Report suspicious posts via our support channels.