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Apartments for Rent in Highlands, Winter Springs, FL

Average rent

$2,095
increased by8%

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Great for

Pet owners
Social life
Eco-living

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320 Macgregor Rd - Photo 1 of 1

1d ago

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Verified

320 Macgregor Rd, Winter Springs, FL 32708

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,545

House for rent

Available Feb 28

429 Sheoah Blvd #9 - Photo 1 of 1
3D tour

5d+ ago

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Verified

BAYTREE VILLAGE

429 Sheoah Blvd #9, Winter Springs, FL 32708

In-unit laundry | On-site laundry | Hardwood floor

3 beds

2 baths

$2,499

House for rent

Available Jan 1

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

805 Buckie Dr - Photo 1 of 1

5d+ ago

Highlands house for rent in Winter Springs

House for rent

427 Sheoah Blvd #33 - Photo 1 of 1

5d+ ago

Highlands condo for rent in Winter Springs

2 beds

1 bath

$1,750

$1,595

Price drop

Condo for rent

10 Sheoah Blvd #1 - Photo 1 of 1

5d+ ago

Highlands condo for rent in Winter Springs

10 Sheoah Boulevard #5 - 1

10 Sheoah Blvd #1, Winter Springs, FL 32708

2 beds

2 baths

$1,595

Condo for rent

Available Feb 19

Find rentals with popular amenities

Outdoor Space

Swimming Pool

In-Unit Laundry

Dishwasher

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

$1,650

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

$2,399

House for rent

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10 Sheoah Blvd #8 - Photo 1 of 1

5d+ 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

$1,600

Condo for rent

130 N Edgemon Ave - Photo 1 of 1

4d ago

Our team has verified this company

Verified

130 N Edgemon Ave Winter Springs, FL 32708

130 N Edgemon Ave, Winter Springs, FL 32708

Outdoor space

4 beds

3 baths

$2,240

House for rent

Available Feb 9

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 $2384.90. That covers your base rent, $2240.00 + 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

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Nearby rental good for eco-living

227 San Gabriel St #227 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Springs

3 BR, 2 BA in North Orlando

227 San Gabriel St #227, Winter Springs, FL 32708

In-unit laundry | Hardwood floor

3 beds

2 baths

$1,995

Apartment for rent

Available Oct 23

Description

This charming 3-bedroom, 2-bathroom home located in the heart of Winter Springs, FL. The interior features a modern kitchen with stainless steel appliances, granite countertops, and ample cabinet space. The home offers tile and laminate wood flooring throughout, washer and dryer hookups inside the home, and a neutral color palette that complements any décor.

The Avenues at Winter Springs - Photo 1 of 1

18h 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

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.

318 San Gabriel St - Photo 1 of 1

16h ago

House for rent in Winter Springs

2 beds

2 baths

$1,600

House for rent

Description

Welcome to this bright and freshly painted rental home — completely carpet-free for easy maintenance and modern living! Step inside to an open floor plan with high ceilings, an inviting living space, and a spacious primary suite featuring a private en-suite bath and a walk-in closet. Recent updates include fresh interior paint and new flooring in select areas, giving the home a clean, refreshed feel. Enjoy the convenience of indoor laundry, a screened side porch perfect for relaxing, a fenced yard, and an outdoor storage shed for additional storage space. Residents will

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

$1,700

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

46 N Fairfax Ave #46 - Photo 1 of 1

4d ago

North Orlando condo for rent in Winter Springs

Condominium - WINTER SPRINGS, FL

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

In-unit laundry | Walk-in closets | Ceiling fan

2 beds

1 bath

$1,450

Condo for rent

Description

Property Status: Active Welcome home to this move-in ready 2 bedroom, 1.5 bath second floor condo located in a quiet quadplex just northeast of Downtown Orlando. With 909 square feet of comfortable living space, this home offers a practical layout that feels both cozy and functional. You’ll appreciate the in-unit washer and dryer hookups for added convenience, along with the ease of ground-floor access. The kitchen and living areas flow nicely together, creating a welcoming space to relax or entertain. Both bedrooms are well-sized, and the half bath adds extra flexibili

46 N Fairfax Ave #44 - Photo 1 of 1

4d ago

North Orlando condo for rent in Winter Springs

Condominium - WINTER SPRINGS, FL

46 N Fairfax Ave #44, Winter Springs, FL 32708

In-unit laundry | Walk-in closets | Ceiling fan

2 beds

1 bath

$1,450

Condo for rent

Description

Property Status: Active Welcome home to this move-in ready 2 bedroom, 1.5 bath ground level condo located in a quiet quadplex just northeast of Downtown Orlando. With 909 square feet of comfortable living space, this home offers a practical layout that feels both cozy and functional. You’ll appreciate the in-unit washer and dryer hookups for added convenience, along with the ease of ground-floor access. The kitchen and living areas flow nicely together, creating a welcoming space to relax or entertain. Both bedrooms are well-sized, and the half bath adds extra flexibili

Find sweet deals near Highlands

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

46 N Fairfax Ave #40 - Photo 1 of 1

4d ago

North Orlando condo for rent in Winter Springs

Condominium - WINTER SPRINGS, FL

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

In-unit laundry | Walk-in closets | Ceiling fan

2 beds

1 bath

$1,450

Condo for rent

Description

Property Status: Active Welcome home to this move-in ready 2 bedroom, 1.5 bath ground level condo located in a quiet quadplex just northeast of Downtown Orlando. With 909 square feet of comfortable living space, this home offers a practical layout that feels both cozy and functional. You’ll appreciate the in-unit washer and dryer hookups for added convenience, along with the ease of ground-floor access. The kitchen and living areas flow nicely together, creating a welcoming space to relax or entertain. Both bedrooms are well-sized, and the half bath adds extra flexibili

1662 Orrington Payne Pl #1662 - Photo 1 of 1

5d+ ago

Townhouse for rent in Casselberry

3 BR, 3 BA in Casselberry

1662 Orrington Payne Pl #1662, Casselberry, FL 32707

Hardwood floor | Walk-in closets

3 beds

3 baths

$2,250

House for rent

Available Dec 11

Description

Welcome to your dream townhome in the heart of Casselberry, FL. This stunning 3-bedroom, 2.5-bathroom property offers a perfect blend of comfort and style. The two-story layout features beautiful wood floors throughout, adding a touch of elegance to the spacious living areas. The fully equipped kitchen boasts modern stainless-steel appliances, ready to inspire your inner chef. The primary suite is a true retreat, complete with a walk-in closet and a primary bathroom featuring double sinks and a walk-in shower. The townhome also includes a one-car garage with a paved brick

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Listings within 5 miles
Reserve at Lake Irene - Photo 1 of 1

19h 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

$1,199–$1,722

Price drop

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

119 N Alderwood St - Photo 1 of 1

3d ago

North Orlando house for rent in Winter Springs

119 N Alderwood St, Winter Springs, FL 32708

In-unit laundry | Garage parking | Microwave

4 beds

2 baths

$2,450

House for rent

Description

Spacious 4 Bed 2 Bath Home in Winter Springs – Huge Fenced Yard & Garage – No HOA – Move-In Ready April 1 or sooner Earliest move in 3/24 Welcome to your next home at 119 N Alderwood St in beautiful Winter Springs! This spacious 4-bedroom, 2-bathroom home offers 1,666 square feet of comfortable living space — ideal for a small family or roommates who want space, privacy, and convenience. I’ve proudly lived in this home for 9 years, and it has been thoughtfully updated with newly remodeled bathrooms and a renovated kitchen, giving it a fresh, modern feel while maintainin

1485 Oberlin Ter - Photo 1 of 1

4d ago

House for rent in Lake Mary

Single Family Residence - LAKE MARY, FL

1485 Oberlin Ter, Lake Mary, FL 32746

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

3 beds

2 baths

$2,350

House for rent

Description

Property Status: Active Welcome to 1485 Oberlin Terrace in beautiful Lake Mary! This well-located 3-bedroom, 2-bath home offers comfortable living with a functional layout and plenty of space to enjoy both indoors and out. The home features a spacious backyard—perfect for relaxing, entertaining, or enjoying Florida’s outdoor lifestyle. Interior renovations are currently underway, providing fresh updates and improvements that will enhance the home’s appeal and comfort. Conveniently located near shopping, dining, major roadways, and top-rated schools, this property off

142 Bayberry Ct - Photo 1 of 1

5d+ ago

North Orlando house for rent in Winter Springs

Single Family Residence - WINTER SPRINGS, FL

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.

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 baths

$2,625

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

132 Sundance Ct - Photo 1 of 1

5d+ ago

House for rent in Winter Springs

Single Family Residence - WINTER SPRINGS, FL

132 Sundance Ct, Winter Springs, FL 32708

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,200

House for rent

Description

Property Status: Active Beautiful 3-bedroom, 2-bath home located in the desirable Seasons at Mt. Greenwood community in Winter Springs. Offering 1,161 sq. ft. of living space, this well-maintained home features a freshly painted interior, granite countertops, rich cherrywood cabinetry, recessed lighting, and vaulted ceilings with a skylight that fills the great room with natural light. Enjoy relaxing on the spacious screened porch overlooking private conservation views. Additional highlights include 2” blinds, ceiling fans throughout, and a single-car garage. Residents hav

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 bath

$1,495

House for rent

Description

Property Status: Active 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.

Showing 1 - 25 of 25 results
Home > Apartments in Winter Springs > Highlands Apartments For Rent
Updated: March 2, 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 2 bedroom apartment rental in Highlands is 1056 square feet. The average size of a 3 bedroom apartment rental in Highlands is 1406 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 deal1 Laurel Oaks Dr
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos