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Apartments for Rent in Highlands, Winter Springs, FL

Average rent

$2,000
increased by6%

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Great for

Pet owners
Social life
Wellness

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640 Macduff Lane, Unit A - Photo 1 of 1

4h ago

Highlands apartment for rent in Winter Springs

640 Macduff Lane, Unit A

640 Macduff Ln, Winter Springs, FL 32708

3 beds

2 baths

$2,499

Apartment for rent

670 Macduff Ln #A - Photo 1 of 1

1d 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

Description

Property Status: Active Spacious, updated townhouse style half-duplex with 2 car garage and yard in the highly desirable Highlands Community! Open floor plan with high ceilings & fireplace. Ample front and back yards! Updates include fresh interior neutral paint & LPV floors throughout, granite counters and updated vanities. Located across the street from one of the community parks! Community features multiple parks, walking trails, clubhouse with pool, playgrounds & tennis courts. Application fee $50 per person over 18. Monthly pet fee of $35 per pet. Great schools! Offic

424 Club Dr - Photo 1 of 1

5d+ ago

Highlands townhouse for rent in Winter Springs

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 #1, Winter Springs, FL 32708

In-unit laundry | Storage

2 beds

1 bath

$1,449

House for rent

Available Sep 17

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

$2,300

$2,200

Price drop

House 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

$1,950

Price drop

House for rent

Find rentals with popular amenities

In-Unit Laundry

Swimming Pool

Outdoor Space

Dishwasher

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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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.

156 Lori Anne Ln - Photo 1 of 1

4d ago

North Orlando townhouse for rent in Winter Springs

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

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705 Woodlawn Dr - Photo 1 of 1

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

$2,200

$2,100

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

309 San Gabriel St - Photo 1 of 1

9h ago

House for rent in Winter Springs

Updated & Upgraded 3 Bed, 2 Bath, Community Pool!

309 San Gabriel St, Winter Springs, FL 32708

In-unit laundry | Swimming pool | Storage

3 beds

2 baths

$1,995

House for rent

Description

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. Call Today to View, or visit www daporerealty com for a complete list of our rental inventory. Our properties are NEVER listed on or Facebook. If you see any of our properties on either platform, it is a scam and please let us know. Also, do NOT Apply thru Zillow applications as we can not accept their application, we have our own application pr

117 Cory Lane - Photo 1 of 1

2d ago

Apartment for rent in Winter Springs

117 Cory Lane

117 Cory Ln, Winter Springs, FL 32708

2 beds

2 baths

$1,449

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.

Listings within 5 miles
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

$2,130

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 $2274.90. That covers your base rent, $2130.00 + 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

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

Find sweet deals near Highlands

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

110 Elderwood St - Photo 1 of 1
Rent special

2d ago

Foxmoor house for rent in Winter Springs

3 beds

2 baths

$2,295

$2,195

Price drop

House for rent

Description

**BEAUTIFUL POOL** This home is exclusively offered by Brandywine Homes USA on a first-come, first-approved basis until the lease is signed and the security deposit is paid. Rental Qualifications: www bwhusa com qualifications Rental Fees: www bwhusa com fees Security Deposit: Varies based on credit, with a standard deposit equal to 1 month's rent. Security Deposit Alternatives available - $150 fee (subject to approval). Additional mandatory fees: $60 application fee per applicant, $100 lease admin fee, and $25 Empower Program fee. Additional fees may apply, in

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

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225 Arnold Ln #1 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

225 Arnold Ln #1, Winter Springs, FL 32708

In-unit laundry | Air conditioning | Balcony

2 beds

1 bath

$2,000

$1,800

Price drop

Apartment for rent

Available Sep 6

Description

All wood floor, high ceilings with screened back porch overlooking the lake. Walk-in shower with washer and dryer or bring your own. Quiet neighborhood and Utilities: Plus $150 for water., garbage, electric included, internet Application fee and background checks Available September 6.

520 Georgia Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

520 Georgia Ave, Longwood, FL 32750

Swimming pool | On-site management

4 beds

2 baths

$2,040

$1,785

Price drop

House for rent

Description

Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool maintenance, if applicable. HOA application and amenity fees, where applicable, are paid directly to the HOA. Get rewarded for rental payments and more through FirstKey Homes Rewards - a re

245 Bridle Path - Photo 1 of 1

3d ago

Our team has verified this company

Verified

245 Bridle Path, Casselberry, FL 32707

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,390

$2,145

Price drop

House for rent

Available Aug 12

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. Some images have

472 Winding Oak Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

472 Winding Oak Ln Longwood, FL 32750

472 Winding Oak Ln, Longwood, FL 32750

Garage parking | Walk-in closets | Outdoor space

3 beds

2 baths

$1,899

House for rent

Available Jun 30

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 $2043.90. That covers your base rent, $1899.00 + 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. Who said the perfect house doesn't exi

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

$2,220

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 $2364.90. That covers your base rent, $2220.00 + 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

1360 Sterling Oaks Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1360 Sterling Oaks Dr Casselberry, FL 32707

1360 Sterling Oaks Dr, Casselberry, FL 32707

Garage parking | Fireplace | High ceilings

3 beds

2 baths

$2,090

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 $2234.90. That covers your base rent, $2090.00 + 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. Welcome to your new house. The basics

Showing 1 - 25 of 25 results
Home > Apartments in Winter Springs > Highlands Apartments For Rent
Updated: September 12, 2025

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Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Springs, and more.

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 $2450 per month. As of today, there are 8 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 1042 square feet. The average size of a 3 bedroom apartment rental in Highlands is 1418 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