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Apartments for Rent in Highlands, Winter Springs, FL

Average rent

$1,838
increased by18%

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Great for

Pet owners
Social life
Eco-living

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424 Club Dr - Photo 1 of 1

5d+ ago

Highlands townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

424 Club Dr, Winter Springs, FL 32708

In-unit laundry | Swimming pool | Ceiling fan

3 beds

2 baths

$2,000

House for rent

220 Moree Loop #8 - Photo 1 of 1

5d+ ago

Highlands condo for rent in Winter Springs

220 Moree Loop #8, Winter Springs, FL 32708

In-unit laundry | Swimming pool | Residents lounge

1 bed

1 bath

$1,350

Condo for rent

407 Sheoah Blvd #13 - Photo 1 of 1

5d+ ago

Highlands condo for rent in Winter Springs

407 Sheoah Blvd #13, Winter Springs, FL 32708

In-unit laundry | Dishwasher | Microwave

2 beds

2 baths

$1,550

Condo for rent

451 Club Dr - Photo 1 of 1

5d+ ago

Highlands house for rent in Winter Springs

451 Club Dr, Winter Springs, FL 32708

In-unit laundry | Swimming pool | Dishwasher

3 beds

2 baths

$2,150

$2,000

Price drop

House for rent

542 Colonnades Cv - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2 beds

2 baths

$1,770

$1,765

Price drop

House for rent

Available May 25

Description

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist today. Interested in this home? You clearly have exceptional taste. This charming 2.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make every

709 Heather Ln - Photo 1 of 1

4d ago

Our team has verified this company

Verified

709 Heather Ln, Winter Springs, FL 32708

On-site laundry | Balcony | Swimming pool

3 beds

2 baths

$2,315

$2,165

Price drop

House for rent

Available May 11

Description

We are currently making final preparations for this home to be available. We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant

Find rentals with popular amenities

Outdoor Space

Swimming Pool

Dishwasher

In-Unit Laundry

The Avenues at Winter Springs - Photo 1 of 1

16m ago

8.6

Very good

The Avenues at Winter Springs

1 Laurel Oaks Dr, Winter Springs, FL 32708

Carpet

1–3 beds

1–2 baths

$1,116–$1,810

Apartment for rent

Description

Our pet-friendly community offers spacious 1, 2, and 3-bedroom apartment homes with modern finishes and everyday conveniences. Enjoy amenities like a resort-style pool with sundeck, 24-hour fitness and wellness center, tennis court, playground, and leash-free pet park. Stay connected with 400 Mbps internet, and take advantage of on-site management, garages, and short-term lease options. Select homes feature upgraded white cabinetry, stainless steel appliances, granite countertops, hardwood-inspired flooring, private patios/balconies, and wood-burning fireplaces.

312 San Gabriel St - Photo 1 of 1

5d+ ago

House for rent in Winter Springs

312 San Gabriel St, Winter Springs, FL 32708

On-site laundry | Balcony | Swimming pool

3 beds

2 baths

$1,995

House for rent

Available Mar 25

Description

Discover Deersong Single Family Home in Winter Springs, Fl: a refreshed 3-bedroom, 2-bath residence featuring brand new interior paint, blinds, stainless steel appliances and upgraded kitchen and bathroom cabinets. The home includes a fenced backyard and convenient exterior storage and residents have access to the community pool & Tennis Courts. Located within Seminole County Schools, this property offers modern finishes and low-maintenance outdoor space in a desirable neighborhood. This property offers an option of a security deposit-free lease using Obligo's billing auth

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775 Maple Leaf Loop - Photo 1 of 1

5d+ ago

House for rent in Winter Springs

Single Family Residence - WINTER SPRINGS, FL

775 Maple Leaf Loop, Winter Springs, FL 32708

In-unit laundry | Air conditioning | Garage parking

4 beds

4.5 baths

$3,700

House for rent

Description

Property Status: Pending Discover this stunning 4-bedroom + office/den home designed for comfort, efficiency, and modern living. Equipped with a solar energy system, you'll enjoy significantly reduced utility bills while being environmentally conscious. Upstairs features elegant, engineered wood flooring, while the garage includes its own air conditioning, perfect for a workshop, gym, or extra storage. The gourmet kitchen is a standout, offering an induction cooktop, double built-in ovens, spacious center island, and abundant cabinetry. The oversized owner's suite is a t

114 Cory Ln - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Springs

114 Cory Ln, Winter Springs, FL 32708

In-unit laundry | Dishwasher | Microwave

2 beds

2 baths

$1,650

Apartment for rent

Description

Welcome to 114 Cory Lane, a bright and spacious 2-bedroom, 2-bathroom apartment that perfectly balances comfort and convenience. Step inside to find an open-concept living and dining area, designed for seamless entertaining and a relaxed Florida lifestyle. Both bedrooms are generously sized with ample closet space, providing a quiet retreat at the end of the day. Property Highlights: Move-In Ready: Freshly prepared and available for immediate occupancy. Prime Location: Just a 7-minute walk to the Winter Springs Town Center, featuring Publix, local dining favorites like H

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Listings within 5 miles
837 Shell Ln - Photo 1 of 1

1h ago

Our team has verified this company

Verified

837 Shell Ln, Longwood, FL 32750

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,565

$2,465

Price drop

House for rent

Available May 27

Description

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve this home for a $500 non-refundable holding fee until it's ready for move-in. This fee must be paid within 24 hours of being pre-qualified and will be applied to your first month’s rent if

585 Walden Ct - Photo 1 of 1

4d ago

Our team has verified this company

Verified

585 Walden Ct, Winter Springs, FL 32708

On-site laundry | Swimming pool | On-site management

4 beds

3 baths

$2,805

House for rent

Available Jun 3

Description

We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home is currently occupied and coming soon; please respect the current resident’s privacy and do not disturb. Please note that the advertised price may exclude additional fees. These in

137 Garden Dr - Photo 1 of 1

5d+ ago

North Orlando townhouse for rent in Winter Springs

Garden 137

137 Garden Dr, Winter Springs, FL 32708

In-unit laundry | On-site laundry | Balcony

2 beds

1.5 baths

$1,650

House for rent

Available May 1

Description

MOVE IN SPECAIL: $200 OFF FIRST MONTH'S RENT. This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for relaxing or unwinding after a busy day. Conveniently located near parks, shopping, dining, and top‑rated Seminole County schools, this home blends comfort, convenience, and communi

137 Garden Dr - Photo 1 of 1

5d+ ago

North Orlando townhouse for rent in Winter Springs

2 beds

2 baths

$1,650

House for rent

Description

MOVE IN SPECIAL: $200 OFF FIRST MONTH'S RENT. This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for relaxing or unwinding after a busy day. Conveniently located near parks, shopping, dining, and top‑rated Seminole County schools, this home blends comfort, convenience, and communi

133 Garden Dr - Photo 1 of 1

5d+ ago

North Orlando townhouse for rent in Winter Springs

2 beds

1.5 baths

$1,650

House for rent

Description

MOVE IN SPECIAL: $200 OFF FIRST MONTH'S RENT. This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for relaxing or unwinding after a busy day. Conveniently located near parks, shopping, dining, and top‑rated Seminole County schools, this home blends comfort, convenience, and communi

142 Bayberry Ct - Photo 1 of 1

7h ago

North Orlando house for rent in Winter Springs

142 Bayberry Ct, Winter Springs, FL 32708

In-unit laundry | Dishwasher | Outdoor space

4 beds

2 baths

$2,450

House for rent

Description

Property Status: Active Well maintained 4 Bedroom/2 bath home includes a large bonus office/den. New Kitchen, Gas HVAC system, washer and dryer included. Large fenced rear yard on corner lot. Covered patio perfect for entertaining. Pets must be Owner approved (Dog $400 non-refundable pet deposit) Cat $200 non-refundable pet deposit. Spacious family home. Office Phone: (407) 442-0291 Copyright © 2026 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.

Find sweet deals near Highlands

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

537 Sunbranch Ln - Photo 1 of 1

5d+ ago

House for rent in Casselberry

537 Sunbranch Ln, Casselberry, FL 32707

Dishwasher | Oven | Microwave

3 beds

2.5 baths

$2,550

House for rent

Description

Welcome to this inviting 3-bedroom, 2.5-bathroom home located in the heart of Casselberry. Nestled in a charming, quiet neighborhood, this property offers comfort, convenience, and a great location. Enjoy being within walking distance to Foxtail Coffee Co. and just minutes from everyday essentials like Publix, with quick access to 434 and the 417 for an easy commute throughout Central Florida. The home features a functional layout with spacious living areas, comfortable bedrooms, and a well-designed floor plan suited for both relaxing and entertaining. Tthis is a great opp

207 S Moss Rd - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

207 S Moss Rd, Winter Springs, FL 32708

In-unit laundry | Ceiling fan | Dishwasher

2 beds

1.5 baths

$1,495

House for rent

Description

Property Status: Pending 2BD/1.5BA home for rent in Winter Springs on S Moss Rd. Features a bright, functional layout, spacious living area, kitchen with ample cabinet space, and well-sized bedrooms. Large yard for outdoor use. Conveniently located near parks, shopping, dining, SR-434, I-4, and Seminole County schools. Office Phone: (407) 829-2418 Copyright © 2026 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.

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828 Shell Ln - Photo 1 of 1

4d ago

House for rent in Longwood

3 beds

2 baths

$2,275

House for rent

Description

Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply. We do not advertise on or ask for payments via check, cash, wire transfer, or cash apps. Contact us to schedule a showing.

509 Sunbranch Ln - Photo 1 of 1

5d+ ago

House for rent in Casselberry

509 Sunbranch Ln, Casselberry, FL 32707

Dishwasher | Microwave | Oven

4 beds

3.5 baths

$2,725

House for rent

Description

Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom two-story home located in the heart of Casselberry. Built in 2021, this newer construction offers modern finishes, thoughtful design, and plenty of space for comfortable living. Situated in a charming, quiet neighborhood, the home is conveniently within walking distance to Foxtail Coffee Co. and just minutes from shopping and dining like Publix, with easy access to 434 and the 417. Inside, you’ll find spacious living areas, a functional two-story layout, and generously sized bedrooms. This property combines mod

Reserve at Lake Irene - Photo 1 of 1

4h ago

8.8

Very good

Reserve at Lake Irene

1450 Sunshadow Dr, Casselberry, FL 32707

In-unit laundry | Swimming pool | Fitness center

1–2 beds

1–2 baths

$1,236–$1,704

Apartment for rent

Description

The Reserve at Lake Irene is Casselberry's premier destination where modern luxury meets comfort and charm. Choose from our spacious one- and two-bedroom apartment homes and step into a community designed to elevate your everyday, featuring a vibrant, state-of-the-art fitness center, two sparkling resort-style swimming pools, and a welcoming, pet-friendly atmosphere. Stop dreaming about the perfect Florida lifestyle and start living it. Situated in a prime location, you'll discover stylish interiors, lush outdoor spaces, and a dedicated team committed to making your exper

544 Tall Oaks Ter - Photo 1 of 1

5d+ ago

House for rent in Longwood

3 beds

2 baths

$2,325

House for rent

Description

3/2, 2 Car Garage, Single Family Home, Living Room and Dining Room Combo, Family Room, Eat-In Kitchen, Kitchen Appliances Included: Stove, Refrigerator, Disposal and Dishwasher, Kitchen Laundry with Washer and Dryer Included, Laminate Wood and Carpet Throughout Home, Master Bathroom has Dual Sinks and separate Garden Tub and Shower, Vaulted Ceilings, Walk-In Closets, Sprinkler System, Open Patio, Partially Fenced Backyard, Community Tennis and Playground, Pest Control Included by Owner, Dogs Ok - NO CATS, NO SMOKING, Year Built: 1995/ 1601 Sqft. Directions: I-4 WEST: Take

1182 Quintuplet Dr - Photo 1 of 1

5d+ ago

House for rent in Casselberry

House for rent

Description

3 Bedroom 2 Bathrooms, Crystal Blue POOL HOME with Screened Patio with a Huge fenced backyard. The front yard is spacious with an oversized driveway. The front entry welcomes a cozy living room that is perfect for a wall to wall television media center. The dining room is centrally located with a roomy frosted sliding glass pantry. The Kitchen is a Chef's dream updated with stainless steel appliances including Stove, Refrigerator, Dishwasher, Microwave, Disposal. Cathedral creates an airy atmosphere. This home features a split floor plan with the owner's retreat on one si

Kiwi Apartments - Photo 1 of 1

5d+ ago

7.7

Very good

Kiwi Apartments

829 E Wildmere Ave, Longwood, FL 32750

2 beds

1 bath

$1,400

Apartment for rent

Description

This beautiful apartment awaits you, 2 bedroom/1 bathroom, ground level with modern interior design! This opportunity will not last long! Apartment Features: Oak Cabinets and Neautral Countertops Throughout Ceramic Tile Throughout Ceiling Fans Full Black Appliance Package ( Refrigerator, Range, Dishwasher, And Microwave) Large Closet Private Enclosed Patio Washer / Dryer Hookup Private Entrances To Each Apartment Home High-Speed Internet Available Community: Single Story - No Noise From Upstairs, And Makes Unloading Groceries Is A Breeze. Private Patio With Each Apartmen

337 Riunite Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

337 Riunite Cir, Winter Springs, FL 32708

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,555

$2,455

Price drop

House for rent

Available Jun 16

Description

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant. 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 Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and res

Showing 1 - 25 of 25 results
Home > Apartments in Winter Springs > Highlands Apartments For Rent
Updated: May 5, 2026

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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 1 bedroom apartment rental in Highlands is 710 square feet. The average size of a 2 bedroom apartment rental in Highlands is 1028 square feet. The average size of a 3 bedroom apartment rental in Highlands is 1450 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?

1 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 deal1 Laurel Oaks Dr
Popular amenities, ,
🍽With dishwasher
🏠With photos