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Apartments for Rent in Highlands, Winter Springs, FL

Average rent

$1,690
decreased by3%

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Great for

Pet owners
Social life
Eco-living

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615 Anhinga Road #NA - Photo 1 of 1

5d+ ago

Highlands house for rent in Winter Springs

$2,700 - 3 Bedroom 2 Bathroom House In Winter Springs With Great Amenities

615 Anhinga Road #NA, Winter Springs, FL 32708

Air conditioning | Garage parking | Assigned parking

3 beds

2 baths

$2,700

House for rent

Available Jan 1

624 Huntly Lane - Photo 1 of 1

5d+ ago

Highlands townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

624 Huntly Lane, Winter Springs, FL 32708

Garage parking

2 beds

2 baths

$1,680

House for rent

640 Macduff Ln #A - Photo 1 of 1

5d+ ago

Highlands apartment for rent in Winter Springs

640 Macduff Ln #A, Winter Springs, FL 32708

In-unit laundry | Garage parking | High ceilings

3 beds

2 baths

$2,300

Apartment for rent

640 Macduff Ln #B - Photo 1 of 1

5d+ ago

Highlands apartment for rent in Winter Springs

640 Macduff Ln #B, Winter Springs, FL 32708

In-unit laundry | Garage parking | High ceilings

3 beds

2 baths

$2,400

Apartment for rent

429 Sheoah Blvd #12 - Photo 1 of 1

5d+ ago

Highlands condo for rent in Winter Springs

Condo for rent

10 Sheoah Blvd #8 - Photo 1 of 1

5d+ ago

Highlands condo for rent in Winter Springs

Condominium - Other City - In The State Of Florida, FL

10 Sheoah Blvd #8, Winter Springs, FL 32708

2 beds

2 baths

$1,700

Condo for rent

Find rentals with popular amenities

Outdoor Space

In-Unit Laundry

Dishwasher

Garage Parking

424 Club Drive - Photo 1 of 1

5d+ ago

Highlands townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

424 Club Drive, Winter Springs, FL 32708

In-unit laundry | Swimming pool | Ceiling fan

3 beds

2 baths

$2,000

House for rent

302 Bridie Ct - Photo 1 of 1

5d+ ago

Highlands house for rent in Winter Springs

302 Bridie Ct, Winter Springs, FL 32708

Swimming pool | Residents lounge

3 beds

2 baths

$2,450

House for rent

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647 Redwood Dr - Photo 1 of 1

22h ago

Our team has verified this company

Verified

647 Redwood Dr, Winter Springs, FL 32708

Garage parking | Ceiling fan | High ceilings

3 beds

2 baths

$1,895

$1,780

Price drop

House for rent

Available Nov 14

Description

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at rentprogress com smarthome Rent this home by December 31, 2025 and receive $500. Want to tour on your own? Click the “Self Tour” button on this home’s RentProgress. com listing or call (407) 848-1919 to register for a self-guided showin

543 Willow Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

543 Willow Way Winter Springs, FL 32708

543 Willow Way, Winter Springs, FL 32708

Garage parking | Outdoor space

4 beds

2 baths

$2,265

House for rent

Available Nov 26

Description

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2409.90. That covers your base rent, $2265.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. Loving where you live is easy when you

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Nearby rental good for pet owners

130 Edgemon Avenue - Photo 1 of 1

4d ago

Our team has verified this company

Verified

130 N Edgemon Ave Winter Springs, FL 32708

130 Edgemon Avenue, Winter Springs, FL 32708

Outdoor space

4 beds

3 baths

$2,249

$2,080

Price drop

House for rent

Available Nov 26

Description

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2224.90. That covers your base rent, $2080.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. Taking time for yourself will be even

314 San Rafael Court - Photo 1 of 1
No deposit

5d+ ago

Condo for rent in Winter Springs

314 San Rafael Court, Winter Springs, FL 32708

In-unit laundry | Swimming pool | Ceiling fan

1 bed

1 bath

$1,350

Condo for rent

Description

AVAILABLE NOW! Adorable 1 bedroom, 1 bath villa with fenced area, open patio, shed, all tile flooring, washer and dryer included. Living room/dining area combined, all appliances except microwave. Enjoy the pool and tennis courts too! EQUAL HOUSING OPPORTUNITY FEATURES: All Kitchen Appliances EXCEPT microwave Family Room Tile Flooring Inside Utility with Washer and Dryer Ceiling Fans Open Patio Open Parking Fenced Shed Tenants are REQUIRED to have renters insurance with 100k of liability insurance or landlord’s liability policy ONLY apply via CFRP. com not any other sit

122 Lori Anne Ln - Photo 1 of 1

5d+ ago

North Orlando house for rent in Winter Springs

House for rent

Description

Welcome to 122 Lori Anne Ln, a home that redefines what it means to live in serenity, style, and sophistication. Tucked away in the heart of Seminole County, this remarkable residence seamlessly blends modern design with warm touches of comfort, creating an inviting sanctuary for families and individuals alike. Every detail, from the expansive floor plan to the thoughtfully designed finishes, reflects a commitment to quality living. Step inside and be greeted by soaring ceilings and a flood of natural light that illuminates every corner of the home. The spacious open-conc

20 20 North 2nd Street - Photo 1 of 1

5d+ ago

North Orlando house for rent in Winter Springs

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

20 20 North 2nd Street, Winter Springs, FL 32708

Swimming pool | Storage | Outdoor space

4 beds

2 baths

$2,125

House for rent

Description

Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled in a great neighborhood with access to schools, parks, dining and more. Don't miss a chance to make this house your next home! Beyond the home, experience the ease of our technolog

1662 Orrington Payne Place #1662 - Photo 1 of 1

5d+ ago

Townhouse for rent in Casselberry

3 BR, 3 BA in Casselberry

1662 Orrington Payne Place #1662, Casselberry, FL 32707

Hardwood floor | Walk-in closets

3 beds

3 baths

$2,250

House for rent

Available Dec 11

Description

Welcome to your dream townhome in the heart of Casselberry, FL. This stunning 3-bedroom, 2.5-bathroom property offers a perfect blend of comfort and style. The two-story layout features beautiful wood floors throughout, adding a touch of elegance to the spacious living areas. The fully equipped kitchen boasts modern stainless-steel appliances, ready to inspire your inner chef. The primary suite is a true retreat, complete with a walk-in closet and a primary bathroom featuring double sinks and a walk-in shower. The townhome also includes a one-car garage with a paved brick

227 San Gabriel Street #227 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Springs

3 BR, 2 BA in North Orlando

227 San Gabriel Street #227, Winter Springs, FL 32708

In-unit laundry | Hardwood floor

3 beds

2 baths

$1,995

Apartment for rent

Available Oct 23

Description

This charming 3-bedroom, 2-bathroom home located in the heart of Winter Springs, FL. The interior features a modern kitchen with stainless steel appliances, granite countertops, and ample cabinet space. The home offers tile and laminate wood flooring throughout, washer and dryer hookups inside the home, and a neutral color palette that complements any décor.

Find sweet deals near Highlands

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

1142 Landmark Lane #1142 - Photo 1 of 1

5d+ ago

Apartment for rent in Casselberry

2 BR, 1 BA in Casselberry

1142 Landmark Lane #1142, Casselberry, FL 32707

In-unit laundry | On-site laundry

2 beds

1 bath

$1,350

Apartment for rent

Available Dec 1

Description

This property located at 1142 Landmark Ln features 2 bedrooms and 1 bathroom within a total of 864 square feet. The bathroom is equipped with a tub/shower combination. 2 Bedrooms, each bedroom provides sufficient room for furnishings and personal storage. The property includes washer/dryer hookups for laundry convenience.

300 North 3rd Street #300 - Photo 1 of 1

5d+ ago

North Orlando apartment for rent in Winter Springs

4 BR, 2 BA in North Orlando

300 North 3rd Street #300, Winter Springs, FL 32708

Walk-in closets

4 beds

2 baths

$2,300

Apartment for rent

Available Oct 29

Description

One or more photo(s) has been virtually staged. Discover the perfect combination of comfort and convenience in this beautifully upgraded 4-bedroom, 2-bathroom home, offering over 1,500 sq. ft. of inviting living space in the heart of Winter Springs. Step inside to find a stylish, modern kitchen featuring granite countertops, sleek cabinetry, and ample room for both cooking and entertaining. The master bath has been tastefully remodeled with a contemporary shower, creating a refreshing, spa-like retreat. Each of the four bedrooms offers generous space and includes walk-in c

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1142 Landmark Lane - Photo 1 of 1

5d+ ago

House for rent in Casselberry

Single Family Residence - CASSELBERRY, FL

1142 Landmark Lane, Casselberry, FL 32707

In-unit laundry | On-site laundry | Storage

2 beds

1 bath

$1,350

House for rent

Description

Property Status: Active This property located at 1142 Landmark Ln features 2 bedrooms and 1 bathroom within a total of 864 square feet. The bathroom is equipped with a tub/shower combination. 2 Bedrooms, each bedroom provides sufficient room for furnishings and personal storage. The property includes washer/dryer hookups for laundry convenience. Office Phone: (407) 960-6145 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

732 Willow Drive - Photo 1 of 1

5d+ ago

House for rent in Winter Springs

732 Willow Drive, Winter Springs, FL 32708

Air conditioning | Garage parking | Storage

2 beds

2 baths

$1,600

House for rent

Available Nov 22

Description

Property Id: 2245873 Discover comfort and convenience in this beautiful 2 bedroom, 2 bathroom rental home located in one of Central Florida's most desirable and accessible areas. Perfectly positioned near major highways, top-rated schools, top shopping centers, healthcare facilities, and local dining options — everything you need is just minutes away Property Highlights: • Bright and spacious 2BR / 2BA layout • Central air conditioning - perfect for Florida weather • Convenient carport + garage for parking and storage • Easy access to Hwy 417, 528, Turnpike, I-4, and loc

Listings within 5 miles
1968 Downs Ct - Photo 1 of 1

2d ago

Our team has verified this company

Verified

1968 Downs Ct, Lake Mary, FL 32746

Garage parking | On-site laundry | Walk-in closets

4 beds

2 baths

$3,205

$2,775

Price drop

House for rent

Available Nov 25

Description

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at rentprogress com smarthome Want to tour on your own? Click the “Self Tour” button on this home’s RentProgress. com listing or call (407) 848-1919 to register for a self-guided showing at a time that works best for you. Interested in thi

503 Evergreen Avenue - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

503 Evergreen Ave Winter Springs, FL 32708

503 Evergreen Avenue, Winter Springs, FL 32708

Outdoor space

4 beds

2 baths

$2,070

House for rent

Available Nov 19

Description

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2214.90. That covers your base rent, $2070.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. You deserve a quality home that you ca

312 Moss Road - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

312 S Moss Rd Winter Springs, FL 32708

312 Moss Road, Winter Springs, FL 32708

Garage parking | Walk-in closets | Outdoor space

3 beds

2 baths

$2,140

House for rent

Available Nov 20

Description

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2284.90. That covers your base rent, $2140.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. This is the house where needs and want

300 Colony Drive #3 - Photo 1 of 1

4d ago

House for rent in Casselberry

Quiet home in Casselberry

300 Colony Drive #3, Casselberry, FL 32707

In-unit laundry | Furnished | On-site laundry

1 bed

1 bath

$800

House for rent

Available Dec 13

Description

Property Id: 2271550 Spacious, fully furnished room located in a quiet neighborhood in Casselberry. House is updated and all utilities are included. Free indoor laundry. Conveniently located near SR 434, shopping and bus service. This is a shared house with three other roommates. We do require background checks.

Showing 1 - 25 of 25 results
Home > Apartments in Winter Springs > Highlands Apartments For Rent
Updated: December 20, 2025

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Learn more about renting in Highlands, Winter Springs, FL

Highlands, Winter Springs apartment availability

Highlands in Winter Springs offers a good selection of rental listings, with an average of about 9 rentals available each month. The majority of rentals in Highlands are 3-bedroom apartments, making it a great option for families or those looking for more space. Many apartments in Highlands offer desirable amenities, including a dishwasher, in-unit laundry, and outdoor space, which are available in over half of the apartments. With its range of amenities and spacious apartments, Highlands is a great choice for renters looking for a comfortable and convenient living experience.

Why Highlands, Winter Springs is a great place to live

Highlands in Winter Springs is a neighborhood that perfectly complements an active social lifestyle. Our analysis of local data reveals that the area's population density, frequent transit options, well-maintained street infrastructure, high walk score, and emphasis on safety create an ideal environment for those who value community interaction and social connections. With these amenities, residents can easily get around, meet new people, and engage in local activities, making Highlands an excellent choice for those seeking a vibrant social life. If you're looking for a neighborhood that fosters connections and community, Highlands is definitely worth considering.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Highlands Apartments for rent FAQ

What is the average size of an apartment in Highlands, FL?

The average size of a 2 bedroom apartment rental in Highlands is 1064 square feet. The average size of a 3 bedroom apartment rental in Highlands is 1391 square feet.

Can I afford an apartment for rent in Highlands, FL?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Highlands average rent prices.

What type of apartment rental is most common in Highlands, Winter Springs, FL?

3 bedroom apartments are the most common type of rentals in Highlands, Winter Springs, FL right now.

What type of apartment rental is least common in Highlands, Winter Springs, FL?

2 bedroom apartments are the least common type of rentals in Highlands, Winter Springs, FL right now.

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

🔑Available apartment rentals25
💰Best rent deal122 Lori Anne Ln
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos