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Apartments for Rent in Highlands, Winter Springs, FL

Average rent

$2,000
increased by11%

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Great for

Social life
Eco-living
Wellness

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475 Macgregor Rd #NA - Photo 1 of 1

1h ago

Highlands house for rent in Winter Springs

475 Macgregor Rd #NA, Winter Springs, FL 32708

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,500

House for rent

Available Jul 1

Description

Amazing 3 bedroom, 2 bathroom house in Winter Springs. Amenities included: central air, central heat, dishwasher, appliance, storage, washer dryer hook-ups, yard, and community pool. No Utilities included. Is not pet friendly. Date Available: Jul 1st 2026. $2,500/month rent. $5,000 security deposit required. Please submit the form on this page or contact Vikas at 321-304-1732 to learn more. This property is managed by a responsible landlord using Avail landlord software.

80 Moree Loop #9 - Photo 1 of 1

4d ago

Highlands condo for rent in Winter Springs

Condominium - WINTER SPRINGS, FL

80 Moree Loop #9, Winter Springs, FL 32708

In-unit laundry | Assigned parking | Swimming pool

3 beds

2 baths

$1,700

Condo for rent

105 Keith Ct - Photo 1 of 1

5d+ ago

Highlands townhouse for rent in Winter Springs

105 Keith Ct, Winter Springs, FL 32708

Garage parking | Swimming pool | Dishwasher

3 beds

2.5 baths

$2,150

House for rent

Description

Fabulous. 3/2.5/2 Townhome, with new beautiful laminate flooring, all kitchen appliances Living room with fireplace dining room, fence yard. The Highlands is a carefully planned environmental community in the heart of Central Florida with nature trails, pickle ball / tennis courts, lakes, playgrounds, along with a welcoming community center with family-friendly pools and picnic areas. Some others the best schools, shopping and restaurants. Call to schedule you tour. Don't Miss It. Will Not Last! RV / LB

10 Sheoah Blvd #8 - Photo 1 of 1

5d+ ago

Highlands condo for rent in Winter Springs

10 Sheoah Blvd #8, Winter Springs, FL 32708

Swimming pool | Outdoor space

2 beds

2 baths

$1,700

Condo for rent

542 Colonnades Cv - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2 beds

2 baths

$1,775

House for rent

Available May 29

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. 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 everyday life more convenient and connected. Homes like this don’t stay on the market for long—don’t miss your chance to make it yours. Apply today! Some images have been virtually staged to help showcase the potential o

1250 N Brassie Dr #NA - Photo 1 of 1

4d ago

House for rent in Winter Springs

$1,975 - 2 Bedroom 1 Bathroom House In Winter Springs With large lot

1250 N Brassie Dr #NA, Winter Springs, FL 32708

In-unit laundry | Air conditioning | Assigned parking

2 beds

1 bath

$1,975

House for rent

Available Jun 20

Description

Updated 2 bedroom, 1 bathroom house in Winter Springs. Amenities included: central air, central heat, dishwasher, stainless steel appliance, updated kitchen, updated bathroom, and washer dryer. Utilities included: water and landscaping. Is not pet friendly. Date Available: Jun 20th 2026. $1,975/month rent. $1000 security deposit required along with first and last months rent. Please submit the form on this page or contact Natasha at 321-274-2017 to learn more. This property is managed by a responsible landlord using Avail landlord software.

Find rentals with popular amenities

Outdoor Space

Dishwasher

Garage Parking

Swimming Pool

44 S Cortez Ave - Photo 1 of 1

5d+ ago

North Orlando house for rent in Winter Springs

44 S Cortez Ave, Winter Springs, FL 32708

Ceiling fan | Storage | On-site management

3 beds

2 baths

$2,495

$2,395

Price drop

House for rent

Available Jun 10

Description

Beautiful 3/2 Home in Winter Springs! This recently refreshed single-family home offers three bedrooms and two bathrooms with brand new flooring and fresh interior paint throughout. Both bathrooms feature new cabinets and brand new tile work, and the property includes a brand new air conditioner for added comfort. Ceiling fans are installed for improved circulation, and washer/dryer hook-ups are available for laundry convenience. Outside, a fenced backyard and an on-site shed provide extra storage. Located in Winter Springs, this home combines modern updates with practical

112 Cory Ln - Photo 1 of 1

20h ago

Apartment for rent in Winter Springs

112 Cory Ln, Winter Springs, FL 32708

In-unit laundry | Dishwasher | Outdoor space

2 beds

2 baths

$1,500

$1,395

Price drop

Apartment for rent

Description

Welcome to 112 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. Availability Note: Current residents vacate June 30th. The property will be fully turned, refreshed, and available for move-in on July 10th! (Note: Photos and layout are of a neighboring mirror unit. Finishes are

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The Avenues at Winter Springs - Photo 1 of 1

2h 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

$1,214–$1,900

Price drop

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.

Nearby rental good for eco-living

Nearby rental good for social life

Listings within 5 miles
224 Bitterwood St - Photo 1 of 1

1d ago

North Orlando house for rent in Winter Springs

224 Bitterwood St, Winter Springs, FL 32708

In-unit laundry | On-site management

3 beds

2 baths

$2,399

$2,299

Price drop

House for rent

Available Jun 5

Description

Welcome home! This charming 3-bedroom, 2-bath home is available for immediate move-in. Located in Winter Springs, the property offers a functional layout, spacious living areas, generously sized bedrooms, and a well-equipped kitchen with plenty of cabinet and counter space. The first bedroom is scheduled to be painted next week, providing a fresh update for the new resident. All applicants are required to complete a credit and background screening. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per mo

213 S Moss Rd #213 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Springs

213 S Moss Rd, Winter Springs, FL 32708

213 S Moss Rd #213, Winter Springs, FL 32708

2 beds

1.5 baths

$1,495

House for rent

Available May 25

Description

Property Id: 2567526 Here is a professional, conversion-focused TurboTenant description tailored to the specific details of the property at 213 S Moss Rd. It uses clear spacing and bullet points for high readability on mobile devices, with absolutely no emojis. Charming 2-Bedroom Rental in the Heart of Winter SpringsWelcome to 213 S Moss Road, a well-designed 2-bedroom property offering the perfect blend of comfort and convenience in Winter Springs. This rental features a highly functional layout that optimizes space and natural light, making it an excellent choice for an

213 S Moss Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Springs

House for rent

Description

Sweet Home

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137 Garden Dr - Photo 1 of 1

5d+ ago

North Orlando townhouse for rent in Winter Springs

2 beds

2 baths

$1,515

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 apartment for rent in Winter Springs

2BR/1.5BA

133 Garden Dr, Winter Springs, FL 32708

Microwave

2 beds

1.5 baths

$1,515

Apartment for rent

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.

228 Bitterwood St - Photo 1 of 1

5d+ ago

North Orlando house for rent in Winter Springs

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

228 Bitterwood St, Winter Springs, FL 32708

Swimming pool | Storage | Outdoor space

3 beds

2 baths

$2,305

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

828 Shell Ln - Photo 1 of 1

5d+ ago

House for rent in Longwood

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

828 Shell Ln, Longwood, FL 32750

Swimming pool | Storage | Outdoor space

3 beds

2 baths

$2,270

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

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

212 S Cortez Ave #NA - Photo 1 of 1

5d+ ago

North Orlando house for rent in Winter Springs

Winter Springs Pool Home

212 S Cortez Ave #NA, Winter Springs, FL 32708

In-unit laundry | Furnished | Air conditioning

4 beds

3 baths

$2,400

House for rent

Available Jun 15

Description

Amazing 4 bedroom, 3 bathroom Furnished house in Winter Springs. Huge fenced in backyard in a safe neighborhood and large screend in patio perfect for summer in Central Florida! This house is NOT Fully furnished, bed frames and some outdoor furniture available. Amenities provided: central air, central heat, dishwasher, hardwood floors, pool, stainless steel appliance, updated kitchen, washer dryer, and yard. Tenant pays electric, water and Wifi. (water bill can be high due to pool -so budget for around $3k/mo total expenses -but landlord pays for lawn care, pest control an

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118 Sundance Ct - Photo 1 of 1

3d ago

House for rent in Winter Springs

118 Sundance Ct, Winter Springs, FL 32708

In-unit laundry | Garage parking | Walk-in closets

3 beds

2 baths

$2,149

House for rent

Available Jun 4

Description

Introducing a delightful 3-bedroom, 2-bathroom home nestled in the heart of Winter Springs! This inviting residence features a spacious family room adorned with a blend of tasteful tile and plush carpet flooring throughout. The well-equipped kitchen comes complete with a refrigerator, range, dishwasher, and microwave, as well as a cozy eat-in area perfect for casual dining. Retreat to the generously-sized master bedroom, which boasts a walk-in closet and a private en-suite bathroom for added convenience and comfort. Additional amenities include a washer/dryer within the ho

116 S Moss Rd - Photo 1 of 1

2d ago

North Orlando house for rent in Winter Springs

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

116 S Moss Rd, Winter Springs, FL 32708

Swimming pool

4 beds

2 baths

$2,590

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.

109 N Alderwood St - Photo 1 of 1

5d+ ago

North Orlando house for rent in Winter Springs

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

109 N Alderwood St, Winter Springs, FL 32708

Swimming pool | Storage | Outdoor space

3 beds

2 baths

$2,155

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

Reserve at Lake Irene - Photo 1 of 1

3d ago

8.3

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

$1,199–$1,744

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

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

$2,480

House for rent

Available Jun 5

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. Interested in this home? You clearly have exceptional taste. This charming 3-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and connected. Homes like this don’t stay on the market for long—don’t miss your chance to make it yours. Apply today! The Homeowners Association (HOA) for this home may have a separate applic

Showing 1 - 25 of 25 results
Home > Apartments in Winter Springs > Highlands Apartments For Rent
Updated: June 22, 2026

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Learn more about renting in Highlands, Winter Springs, FL

What is the average rent for a 1-bedroom apartment in Highlands, Winter Springs, FL?

One-bedroom apartments in Highlands average around $1,400 per month in 2025. These units typically offer around 762 square feet of living space.

What is the average rent for a 2-bedroom apartment in Highlands, Winter Springs, FL?

Two-bedroom apartments in Highlands rent for around $1,600 per month in 2025. These units average approximately 1,046 square feet of space.

What is the average rent for a 3-bedroom apartment in Highlands, Winter Springs, FL?

Three-bedroom apartments in Highlands average around $2,100 per month in 2025. These larger units typically provide around 1,425 square feet of living space.

How much does it cost to rent an apartment in Highlands, Winter Springs, FL?

Highlands, a neighborhood in Winter Springs, averaged around $2,000 per month in 2025, with rent rising sharply from 2024. One-bedroom units provide the most affordable option at around $1,400 monthly, while three-bedroom apartments reach around $2,100.

What is the average apartment size in Highlands, Winter Springs, FL?

In Highlands, apartments average around 1,304 square feet across all unit types. Unit sizes range from around 762 square feet for one-bedroom apartments to approximately 1,425 square feet for three-bedroom units.

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

Three-bedroom apartments are the most common rental type in Highlands, with about 9 listings available monthly. The neighborhood sees a total of approximately 13 rental listings per month across all bedroom types.

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.

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

One-bedroom apartments have the fewest listings in Highlands, averaging about 1 per month. Two-bedroom units are also relatively limited, with approximately 3 listings available monthly.

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 2026 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.

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