Skip to navigationSkip to main contentSkip to footer
Zumper

Cheap Apartments for Rent in Highlands, Winter Springs, FL

25 rentals available

Reserve at Lake Irene - Photo 1 of 1

4d ago

8.3

Very good

Reserve at Lake Irene

1450 Sunshadow Dr, Casselberry, FL 32707

Affordable | In-unit laundry | Dishwasher

1–2 beds

1–2 baths

$1,199–$1,744

Apartment for rent

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
Storage
Swimming Pool
The Avenues at Winter Springs - Photo 1 of 1

4h ago

8.6

Very good

The Avenues at Winter Springs

1 Laurel Oaks Dr, Winter Springs, FL 32708

Affordable | Carpet

1–3 beds

1–2 baths

$1,214–$1,900

Price drop

Apartment for rent

112 Cory Ln - Photo 1 of 1

1d ago

Cheap apartment for rent in Winter Springs

112 Cory Ln, Winter Springs, FL 32708

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,500

$1,395

Price drop

Apartment for rent

Top amenities
In-Unit Laundry
Microwave
213 S Moss Rd #213 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Springs

213 S Moss Rd, Winter Springs, FL 32708

213 S Moss Rd #213, Winter Springs, FL 32708

Affordable

2 beds

1.5 baths

$1,495

House for rent

Available May 25

213 S Moss Rd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Springs

213 S Moss Rd, Winter Springs, FL 32708

Affordable

2 beds

1.5 baths

$1,495

House for rent

207 S Moss Rd - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

207 S Moss Rd, Winter Springs, FL 32708

Affordable | In-unit laundry | Dishwasher

2 beds

1.5 baths

$1,495

House for rent

Top amenities
In-Unit Laundry

Nearby rental good for eco-living

$2,305

North Orlando

Nearby rental good for pet owners

137 Garden Dr - Photo 1 of 1

5d+ ago

Cheap North Orlando townhouse for rent in Winter Springs

137 Garden Dr, Winter Springs, FL 32708

Affordable | Microwave

2 beds

2 baths

$1,515

House for rent

133 Garden Dr - Photo 1 of 1

5d+ ago

Cheap North Orlando apartment for rent in Winter Springs

2BR/1.5BA

133 Garden Dr, Winter Springs, FL 32708

Affordable | Microwave

2 beds

1.5 baths

$1,515

Apartment for rent

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
80 Moree Loop #9 - Photo 1 of 1

4d ago

Cheap Highlands condo for rent in Winter Springs

Condominium - WINTER SPRINGS, FL

80 Moree Loop #9, Winter Springs, FL 32708

Affordable | In-unit laundry | Assigned parking

3 beds

2 baths

$1,700

Condo for rent

Top amenities
Assigned Parking
In-Unit Laundry
Swimming Pool
10 Sheoah Blvd #8 - Photo 1 of 1

5d+ ago

Cheap Highlands condo for rent in Winter Springs

10 Sheoah Blvd #8, Winter Springs, FL 32708

Affordable | Swimming pool | Outdoor space

2 beds

2 baths

$1,700

Condo for rent

Advertisement

Find sweet deals near Highlands

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,700

Highlands

$1,395

Winter Springs

$1,495

Winter Springs

$1,495

Winter Springs

542 Colonnades Cv - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

542 Colonnades Cv, Casselberry, FL 32707

Affordable | Outdoor space

2 beds

2 baths

$1,775

House for rent

Available May 29

1250 N Brassie Dr #NA - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Springs

$1,975 - 2 Bedroom 1 Bathroom House In Winter Springs With large lot

1250 N Brassie Dr #NA, Winter Springs, FL 32708

Affordable | In-unit laundry | Assigned parking

2 beds

1 bath

$1,975

House for rent

Available Jun 20

Top amenities
Assigned Parking
Central Heat
In-Unit Laundry
118 Sundance Ct - Photo 1 of 1

3d ago

Cheap house for rent in Winter Springs

118 Sundance Ct, Winter Springs, FL 32708

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,149

House for rent

Available Jun 4

Top amenities
Garage Parking
In-Unit Laundry
On-Site Management
Package Service
Storage
105 Keith Ct - Photo 1 of 1

5d+ ago

Cheap Highlands townhouse for rent in Winter Springs

105 Keith Ct, Winter Springs, FL 32708

Affordable | Garage parking | Dishwasher

3 beds

2.5 baths

$2,150

House for rent

Top amenities
Microwave
Swimming Pool
109 N Alderwood St - Photo 1 of 1

5d+ ago

Cheap North Orlando house for rent in Winter Springs

3 Bedroom Pet-Friendly Home in Winter Springs, FL with Main Street Renewal

109 N Alderwood St, Winter Springs, FL 32708

Affordable | Storage | Swimming pool

3 beds

2 baths

$2,155

House for rent

828 Shell Ln - Photo 1 of 1

5d+ ago

Cheap house for rent in Longwood

3 Bedroom Pet-Friendly Home in Longwood, FL with Main Street Renewal

828 Shell Ln, Longwood, FL 32750

Affordable | Storage | Swimming pool

3 beds

2 baths

$2,270

House for rent

224 Bitterwood St - Photo 1 of 1

2d ago

Cheap North Orlando house for rent in Winter Springs

224 Bitterwood St, Winter Springs, FL 32708

Affordable | In-unit laundry | On-site management

3 beds

2 baths

$2,399

$2,299

Price drop

House for rent

Available Jun 5

Top amenities
In-Unit Laundry
On-Site Management
228 Bitterwood St - Photo 1 of 1

5d+ ago

Cheap North Orlando house for rent in Winter Springs

3 Bedroom Pet-Friendly Home in Winter Springs, FL with Main Street Renewal

228 Bitterwood St, Winter Springs, FL 32708

Affordable | Storage | Swimming pool

3 beds

2 baths

$2,305

House for rent

Advertisement
44 S Cortez Ave - Photo 1 of 1

5d+ ago

Cheap North Orlando house for rent in Winter Springs

44 S Cortez Ave, Winter Springs, FL 32708

Affordable | Storage | On-site management

3 beds

2 baths

$2,495

$2,395

Price drop

House for rent

Available Jun 10

Top amenities
On-Site Laundry
On-Site Management
Storage
212 S Cortez Ave #NA - Photo 1 of 1

5d+ ago

Cheap North Orlando house for rent in Winter Springs

Winter Springs Pool Home

212 S Cortez Ave #NA, Winter Springs, FL 32708

Affordable | In-unit laundry | Assigned parking

4 beds

3 baths

$2,400

House for rent

Available Jun 15

Top amenities
Air Conditioning
Assigned Parking
Central Heat
Hardwood Floor
In-Unit Laundry
Swimming Pool
337 Riunite Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

337 Riunite Cir, Winter Springs, FL 32708

Affordable | Garage parking | Walk-in closets

3 beds

2 baths

$2,455

House for rent

Available Jun 5

Top amenities
Garage Parking
475 Macgregor Rd #NA - Photo 1 of 1

11h ago

Cheap Highlands house for rent in Winter Springs

475 Macgregor Rd #NA, Winter Springs, FL 32708

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,500

House for rent

Available Jul 1

Top amenities
Air Conditioning
Assigned Parking
Central Heat
Garage Parking
In-Unit Laundry
Swimming Pool
537 Sunbranch Ln - Photo 1 of 1

5d+ ago

Cheap house for rent in Casselberry

537 Sunbranch Ln, Casselberry, FL 32707

Affordable | Dishwasher | Oven

3 beds

2.5 baths

$2,550

House for rent

116 S Moss Rd - Photo 1 of 1

2d ago

Cheap North Orlando house for rent in Winter Springs

4 Bedroom Pet-Friendly Home in WINTER SPRINGS, FL with Main Street Renewal

116 S Moss Rd, Winter Springs, FL 32708

Affordable | Swimming pool

4 beds

2 baths

$2,590

House for rent

509 Sunbranch Ln - Photo 1 of 1

5d+ ago

Cheap house for rent in Casselberry

509 Sunbranch Ln, Casselberry, FL 32707

Affordable | Dishwasher | Microwave

4 beds

3.5 baths

$2,725

House for rent

Showing 1 - 25 of 25 results
Home > Apartments in Winter Springs > Highlands > Highlands Cheap Apartments For Rent
Updated: June 23, 2026

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Springs, and more.
Atlanta ApartmentsAustin ApartmentsBaltimore ApartmentsBoston ApartmentsCharlotte ApartmentsChicago ApartmentsDallas ApartmentsDenver ApartmentsDetroit ApartmentsHouston ApartmentsLas Vegas ApartmentsLos Angeles ApartmentsMiami ApartmentsMinneapolis ApartmentsNew York ApartmentsPhiladelphia ApartmentsPhoenix ApartmentsPittsburgh ApartmentsPortland ApartmentsSan Antonio ApartmentsSan Diego ApartmentsSan Francisco ApartmentsSeattle ApartmentsTampa ApartmentsWashington DC Apartments

Looking for apartments in Highlands, Winter Springs, FL near you?

💸Lowest price$1,199
🔑Available apartment rentals25
💰Best rent deal1450 Sunshadow Dr
✨Popular amenities, ,
🍽With dishwasher
🏠With photos

For more in depth rent prices, check out our Highlands, Winter Springs, FL rent data, which covers average and median rents in Highlands, Winter Springs, FL.

To know how much rent you can afford in Highlands, Winter Springs, FL, use our rent affordability calculator.

If you're looking for a specific type of apartment near Highlands, Winter Springs, FL, use our helpful filters to find an apartment you will love!