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Apartments for Rent in Highlands, Winter Springs, FL

Average rent

$2,025
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651 Macduff Ln Apt B #Apt B - Photo 1 of 1

1d ago

Highlands house for rent in Winter Springs

651 Macduff Ln Apt B #Apt B, Winter Springs, FL 32708

Garage parking | Carpet | Outdoor space

3 beds

2 baths

$1,950

House for rent

Description

Welcome to the newly renovated Charming Duplex in Winter Springs, FL! This delightful 3-bedroom, 2-bathroom home is brimming with modern updates and amenities. Step inside to find fresh paint and new carpeting throughout, creating a warm and inviting atmosphere. The kitchen is a home chef's dream, boasting new appliances and cabinets. The private fenced yard and patio offer ample space for outdoor activities or simply enjoying the Florida sunshine. For those who love water activities, the property provides lake access. A two-car garage offers plenty of storage and parking

10 Sheoah Blvd #8 - Photo 1 of 1

2d 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

$1,850

Condo for rent

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

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

$2,050

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

$2,000

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

Find rentals with popular amenities

Swimming Pool

Outdoor Space

Dishwasher

In-Unit Laundry

647 Redwood Dr - Photo 1 of 1

5d+ 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

102 Kristi Ann Ct - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Springs

House for rent

Description

Charming two-story townhome available for rent in Winter Springs in the Moss Cove Townhome Community. This home offers two spacious bedrooms and one and a half bathrooms, with the kitchen and bathrooms recently remodeled for a fresh, modern feel. Located in a small, quiet neighborhood, the property provides a peaceful living environment while still being conveniently close to 1792, 434, Highway 417 and I-4, making commuting simple and efficient in any direction. This is a wonderful opportunity to enjoy comfort and convenience in a desirable location. Please call or email

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40 N Fairfax Ave - Photo 1 of 1

5d+ ago

North Orlando house for rent in Winter Springs

40 N Fairfax Ave

40 N Fairfax Ave, Winter Springs, FL 32708

In-unit laundry | Air conditioning

2 beds

1 bath

$1,600

House for rent

Description

Welcome to this clean and inviting 2-bedroom, 1.5-bath home in the heart of Winter Springs. Enjoy a comfortable layout and a convenient location close to shopping, dining, and beautiful local parks. With easy access to major highways, commuting to Orlando is a breeze. Perfect for anyone looking for a relaxed lifestyle with everything nearby!

46 N Fairfax Ave #40 - Photo 1 of 1

5d+ ago

North Orlando apartment for rent in Winter Springs

Apartment - WINTER SPRINGS, FL

46 N Fairfax Ave #40, Winter Springs, FL 32708

In-unit laundry | Ceiling fan | Dishwasher

2 beds

1 bath

$1,600

Apartment for rent

Description

Property Status: Active Welcome home to this cozy 2-bedroom, 1.5-bath apartment in Winter Springs. Enjoy living in a family-friendly community with good schools and beautiful parks like Central Winds just minutes away. You’ll love the easy access to shopping, dining, and major highways, plus a quick drive to Orlando—offering the perfect mix of comfort and convenience. Office Phone: (407) 829-2418 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 verifi

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122 Lori Anne Ln - Photo 1 of 1

5d+ ago

North Orlando house for rent in Winter Springs

2 beds

1 bath

$1,250

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

276 San Gabriel St - Photo 1 of 1

5d+ ago

House for rent in Winter Springs

Single Family Residence - WINTER SPRINGS, FL

276 San Gabriel St, Winter Springs, FL 32708

In-unit laundry | On-site laundry | Swimming pool

3 beds

2 baths

$1,850

House for rent

Description

Property Status: Active Don't look further!! This house is 3/2 with upgraded kitchen and in doors laundry closet make it good for your family daily needs, fenced backyard with storage closet. A+ rated Seminole county public schools, also you will enjoy your weekends and free time either at the gated community swimming pool or at Torcaso Park. Ready for Rent, Schedule your showing today!! Office Phone: (407) 545-6430 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

326 San Rafael St - Photo 1 of 1
No deposit

5d+ ago

House for rent in Winter Springs

326 San Rafael St, Winter Springs, FL 32708

In-unit laundry | Swimming pool | Ceiling fan

1 bed

1 bath

$1,400

House for rent

Description

Super cute, 1 bed/1 bath villa with an enclosed porch to enjoy year round. Laminate and tile flooring in living areas and carpet in the bedroom. Washer and dryer included, small fenced area and a shed. Conveniently located. Call today! ONLY apply via CFRP. com not any other site EQUAL HOUSING OPPORTUNITY C F R P Realty is proud to offer no deposit move-ins to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents. When you move in with us, you can skip paying a security deposit and keep t

309 San Gabriel St - Photo 1 of 1

5d+ 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

$2,025

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

Find sweet deals near Highlands

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

181 Garden Dr - Photo 1 of 1

4d 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

$1,200

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.

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

5d+ 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

3 baths

$3,145

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 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

805 Lewis Pl - Photo 1 of 1

5d+ ago

House for rent in Longwood

Single Family Residence - LONGWOOD, FL

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

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

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1374 Tarflower Dr - Photo 1 of 1

1d 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

1260 Seminola Blvd #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

RARE RENT-TO-OWN OPPORTUNITY WITH SPECIAL OFFICE/RESIDENTIAL ZONING! (Grandfathered-In)

1260 Seminola Blvd #NA, Casselberry, FL 32707

In-unit laundry | Air conditioning | Assigned parking

3 beds

2 baths

$2,500

House for rent

Available Sep 12

Description

Imagine having the convenience of living and work from home in the same location. This move-in ready completely renovated LAKEFRONT POOL property 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, such as a Law or CPA office, or the newly added Medical use. With so much to love, this property won't

493 Lancers Dr - Photo 1 of 1

16h ago

Our team has verified this company

Verified

493 Lancers Dr, Winter Springs, FL 32708

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,280

$2,125

Price drop

House for rent

Available Sep 23

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. The charming arch

356 Amethyst Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

356 Amethyst Ct, Lake Mary, FL 32746

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,435

House for rent

Available Sep 22

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

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

$2,130

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 $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. $1000 off first full month's rent with

Showing 1 - 25 of 25 results
Home > Apartments in Winter Springs > Highlands Apartments For Rent
Updated: October 15, 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 2 bedroom apartments for rent in Highlands, FL?

The average rent for 2 bedroom apartments for rent in Highlands is $1449 per month.

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 $2299 per month. As of today, there are 7 3 bedroom apartments for rent in Highlands, FL.

How expensive is it to rent an apartment in Highlands, FL?

The average rent price in Highlands, FL for a 2 bedroom apartment is $1449 per month. Highlands average rent price is below the average national apartment rent price which is $1750 per month for a 2 bedroom apartment. Aside from rent price, the cost of living in Highlands is also important to know. Cost of living includes but is not limited to: groceries, gas, utilities, water, and electric.

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

The average size of a 2 bedroom apartment rental in Highlands is 1052 square feet. The average size of a 3 bedroom apartment rental in Highlands is 1386 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