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Apartments for Rent in Highlands, Winter Springs, FL

Average rent

$2,200
increased by11%

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Great for

Pet owners
Social life
Wellness

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640 Macduff Lane, Unit B - Photo 1 of 1

3d ago

8.1

Very good

640 Macduff Lane, Unit B

640 Macduff Ln, Winter Springs, FL 32708

3 beds

2 baths

$2,599

Apartment for rent

640 Macduff Lane, Unit A - Photo 1 of 1

3d ago

8.3

Very good

640 Macduff Lane, Unit A

640 Macduff Ln, Winter Springs, FL 32708

3 beds

2 baths

$2,499

Apartment for rent

429 Sheoah Blvd #12 - Photo 1 of 1

5d+ ago

Highlands house for rent in Winter Springs

3 beds

2 baths

$2,100

$1,875

Price drop

House for rent

452 Harbor Winds Ct - Photo 1 of 1

5d+ ago

Highlands townhouse for rent in Winter Springs

Townhouse - Winter Springs, FL

452 Harbor Winds Ct, Winter Springs, FL 32708

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$2,200

House for rent

474 Club Dr - Photo 1 of 1

5d+ ago

Highlands townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

474 Club Dr, Winter Springs, FL 32708

In-unit laundry | Swimming pool | Fitness center

3 beds

2 baths

$2,200

$2,000

Price drop

House for rent

670 Macduff Ln #A - Photo 1 of 1

5d+ ago

Highlands townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

670 Macduff Ln #A, Winter Springs, FL 32708

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,150

House for rent

Find rentals with popular amenities

Swimming Pool

In-Unit Laundry

Dishwasher

Outdoor Space

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

$2,200

House for rent

250 Moree Loop #1 - Photo 1 of 1

5d+ ago

Highlands townhouse for rent in Winter Springs

250 Moree Loop Unit #6 - 1

250 Moree Loop #1, Winter Springs, FL 32708

In-unit laundry | Storage

2 beds

1 bath

$1,449

House for rent

Available Sep 17

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10 Sheoah Blvd #7 - Photo 1 of 1

5d+ ago

Highlands condo for rent in Winter Springs

10 Sheoah Blvd #7, Winter Springs, FL 32708

In-unit laundry | Swimming pool

2 beds

2 baths

$1,495

Condo 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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Nearby rental good for pet owners

Nearby rental good for social life

Nearby rental good for wellness

647 Redwood Dr - Photo 1 of 1

3d ago

Our team has verified this company

Verified

House for rent

Available Nov 21

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

181 Garden Dr - Photo 1 of 1

5d+ ago

North Orlando townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

181 Garden Dr, Winter Springs, FL 32708

In-unit laundry | Ceiling fan | Carpet

2 beds

1 bath

$1,295

House for rent

Description

Property Status: Active 181 Garden Dr. Winter Springs - Two story townhouse with two bedroom 1 1/2 bath, all bedrooms upstairs. Large back & Front yard. Minutes away from 17-92 and SR 417. Office Phone: (407) 673-1400 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.

309 San Gabriel St - Photo 1 of 1

2d ago

House for rent in Winter Springs

Single Family Residence - WINTER SPRINGS, FL

309 San Gabriel St, Winter Springs, FL 32708

In-unit laundry | Swimming pool | Ceiling fan

3 beds

2 baths

$1,995

House for rent

Description

Property Status: Active Updated Top to Bottom, this 3 Bedroom, 2 Bath Boasts NEW Cabinets, NEW Flooring, NEW Upgraded Appliances Including Washer/Dryer & Microwave. Also Includes a Screen Porch, Fenced Pavered Courtyard, Storage Shed, & Community Pool. Office Phone: (407) 324-9182 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.

156 Lori Anne Ln - Photo 1 of 1

5d+ ago

North Orlando townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

156 Lori Anne Ln, Winter Springs, FL 32708

In-unit laundry | On-site laundry | Ceiling fan

2 beds

1 bath

$1,350

House for rent

Description

Property Status: Active Charming Updated End-Unit Townhome – Winter Springs, FL Now available for rent! This beautifully maintained 2-bedroom, 1.5-bath end-unit townhome in Winter Springs offers no HOA and a convenient location near the Casselberry border. You’ll have quick access to 434, 17-92, shopping, dining, and top-rated Seminole County schools. Situated on a corner lot, the home provides extra privacy, a front and side yard, and proximity to the park. The interior features a bright, open floor plan with a spacious living area connected to the kitchen, which in

705 Woodlawn Dr - Photo 1 of 1
Rent special

5d+ ago

House for rent in Winter Springs

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

705 Woodlawn Dr, Winter Springs, FL 32708

Swimming pool | Storage | Outdoor space

3 beds

2 baths

$2,175

$2,075

Price drop

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 technology

117 Cory Lane - Photo 1 of 1

3d ago

7.7

Very good

117 Cory Lane

117 Cory Ln, Winter Springs, FL 32708

2 beds

2 baths

$1,349

Price drop

Apartment for rent

Description

*Move in now and enjoy your 1st month FREE with a 12-month lease* Welcome home! This fantastic 2-bedroom, 2-bath home is available for immediate move in! Located conveniently in the desirable community of Winter Springs, this property features a comfortable layout with well apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features such as in-unit laundry. Act now! This one won't last long! All applicants are required to do a credit and background check. Renters insurance is required.

Find sweet deals near Highlands

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

Listings within 5 miles
209 Sweetgum Court - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

209 Sweetgum Court, Winter Springs, FL 32708

In-unit laundry | Air conditioning | Central heat

3 beds

2 baths

$1,555

House for rent

Available Sep 14

Description

Luxury vinyl plank flooring runs throughout the home's living area. The living area gives you plenty of space for a dining room and entertainment area. The comfortable kitchen space is complemented with granite countertops, premium cabinets, and stainless-steel appliances. Meal times and household gatherings will be even sweeter in this kitchen space you can make your own. Turn this fenced backyard into your ideal outdoor space. Set outdoor meals on the patio

213 Sweetgum Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

213 Sweetgum Ct Winter Springs, FL 32708

213 Sweetgum Ct, Winter Springs, FL 32708

Garage parking | Outdoor space

3 beds

2 baths

$2,075

House for rent

Available Sep 10

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 $2219.90. That covers your base rent, $2075.00 + 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 you've been looking

805 Lewis Pl - Photo 1 of 1

3d ago

House for rent in Longwood

805 Lewis Pl, Longwood, FL 32750

In-unit laundry | Garage parking | On-site laundry

4 beds

2 baths

$2,850

House for rent

Description

Property Status: Active Set on a large corner lot in the sought-after Chelsea Place community, this four-bedroom home offers a bright, open layout designed for comfort and convenience. High ceilings, natural light, and a versatile split-bedroom floor plan create the perfect balance between privacy and shared living. The kitchen with breakfast nook flows seamlessly into the family room and includes modern appliances along with a built-in stereo system with speakers throughout the home. The primary suite features a walk-in closet, an en suite bath with jetted tub, and slidi

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914 Osceola Trl - Photo 1 of 1

5d+ ago

House for rent in Casselberry

914 Osceola Trl, Casselberry, FL 32707

Air conditioning | On-site laundry | Assigned parking

3 beds

2 baths

$2,000

House for rent

Description

Welcome to your new home on Lake Hodge in Casselberry, FL! This inviting property offers a fantastic opportunity for comfortable living in a vibrant neighborhood. There is a neighborhood fishing dock, playground and basketball court at the end of the street. The fenced yard and screened porch have sunset views of Lake Hodge. With nearby dining options and stores, convenience is at your doorstep. AdventHealth Altamonte Springs is just a short 16-minute drive away, making it easy to access quality healthcare. Key features of this property include spacious living areas desi

135 Cortez Ct - Photo 1 of 1

5d+ ago

North Orlando house for rent in Winter Springs

3 beds

2 baths

$1,970

House for rent

Description

Tucked away on a quiet cul-de-sac in the desirable Winter Springs area, this well-maintained home offers comfort, space, and a fantastic location — perfect for families or anyone seeking a peaceful lifestyle close to everything. Features include: Bright and welcoming interior with neutral paint tones Spacious screened-in porch, ideal for relaxing or entertaining Fully fenced backyard for added privacy and security Attached 2-car garage with plenty of storage Zoned for top-rated Seminole County schools Convenient access to major highways, shopping, dining, and parks This m

1374 Tarflower Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Springs

House for rent

Description

New Construction 3/2.5, 2 Car Rear Garage, Two Story Townhome, Covered Front Porch, Living Room, Dining Room, Large Gourmet Kitchen with Breakfast Bar with Stainless Steel Appliances: Fridge, Stove, Microwave & Dishwasher, All Bedrooms Upstairs, Inside Utility Room with Washer & Dryer, Tile 1st Floor & Carpet Upstairs, Community Pool, Playground and Dog Park, NO PETS, NO SMOKING, Lawn Care Included through HOA, Year Built 2025, 1476 Sq Ft Located Nestled in Winter Springs Town Center. Walking distance to a variety of local restaurants like Spill Wine and Craft Beer, Huey

633 Alton Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

633 Alton Rd Winter Springs, FL 32708

633 Alton Rd, Winter Springs, FL 32708

Garage parking | Outdoor space

3 beds

2 baths

$2,299

$2,175

Price drop

House for rent

Available Aug 29

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 $2319.90. That covers your base rent, $2175.00 + 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

403 Cidermill Pl - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

403 Cidermill Pl Lake Mary, FL 32746

403 Cidermill Pl, Lake Mary, FL 32746

Garage parking | Walk-in closets | Fireplace

3 beds

2 baths

$2,325

$2,190

Price drop

House for rent

Available Sep 10

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 $2334.90. That covers your base rent, $2190.00 + 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

1260 Seminola Boulevard - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1260 Seminola Boulevard, Casselberry, FL 32707

In-unit laundry | Air conditioning | Swimming pool

3 beds

2 baths

$2,600

House for rent

Available Sep 11

Description

RARE RENT-TO-OWN OPPORTUNITY WITH SPECIAL OFFICE/RESIDENTIAL ZONING! (Grandfathered-In) Imagine having the convenience of living and working in the same location. This move-in ready completely renovated LAKEFRONT POOL property sitting on .32 acres has so much flexibility. Special grandfathered-in zoning provides endless opportunities, featuring 3 rooms and 2 full bathrooms that could actually be split into 2 separate rentable spaces. This allows you to reside on half of the property and lock-off the other half (with separate entrance) to be utilized for business purposes,

Showing 1 - 25 of 25 results
Home > Apartments in Winter Springs > Highlands Apartments For Rent
Updated: September 23, 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 rent for 3 bedroom apartments for rent in Highlands, FL?

The average rent for 3 bedroom apartments for rent in Highlands is $2200 per month. As of today, there are 9 3 bedroom apartments for rent in Highlands, FL.

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

The average size of a 2 bedroom apartment rental in Highlands is 1024 square feet. The average size of a 3 bedroom apartment rental in Highlands is 1447 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 deal181 Garden Dr
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos