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Apartments for Rent in Highlands, Winter Springs, FL

Average rent

$1,690
decreased by13%

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Great for

Pet owners
Social life
Eco-living

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419 Harbor Winds Ct - Photo 1 of 1

1d ago

Highlands townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

419 Harbor Winds Ct, Winter Springs, FL 32708

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,850

House for rent

427 Sheoah Blvd #33 - Photo 1 of 1

5d+ ago

Highlands condo for rent in Winter Springs

2 beds

1 bath

$1,900

Condo for rent

429 Sheoah Blvd #11 - Photo 1 of 1

5d+ ago

Highlands condo for rent in Winter Springs

Condominium - WINTER SPRINGS, FL

429 Sheoah Blvd #11, Winter Springs, FL 32708

In-unit laundry | Balcony | Assigned parking

3 beds

2 baths

$1,650

Condo for rent

624 Huntly Ln - Photo 1 of 1

5d+ ago

Highlands townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

624 Huntly Ln, Winter Springs, FL 32708

Garage parking

2 beds

2 baths

$1,680

House for rent

640 Macduff Ln #A - Photo 1 of 1

5d+ ago

Highlands apartment for rent in Winter Springs

640 Macduff Ln #A, Winter Springs, FL 32708

In-unit laundry | Garage parking | High ceilings

3 beds

2 baths

$2,300

Apartment for rent

640 Macduff Ln #B - Photo 1 of 1

5d+ ago

Highlands apartment for rent in Winter Springs

640 Macduff Ln #B, Winter Springs, FL 32708

In-unit laundry | Garage parking | High ceilings

3 beds

2 baths

$2,400

Apartment for rent

Find rentals with popular amenities

Outdoor Space

In-Unit Laundry

Swimming Pool

Dishwasher

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

$1,700

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

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314 San Rafael Court - Photo 1 of 1
No deposit

5d+ ago

Condo for rent in Winter Springs

314 San Rafael Court, Winter Springs, FL 32708

In-unit laundry | Swimming pool | Ceiling fan

1 bed

1 bath

$1,350

Condo for rent

Description

AVAILABLE NOW! Adorable 1 bedroom, 1 bath villa with fenced area, open patio, shed, all tile flooring, washer and dryer included. Living room/dining area combined, all appliances except microwave. Enjoy the pool and tennis courts too! EQUAL HOUSING OPPORTUNITY FEATURES: All Kitchen Appliances EXCEPT microwave Family Room Tile Flooring Inside Utility with Washer and Dryer Ceiling Fans Open Patio Open Parking Fenced Shed Tenants are REQUIRED to have renters insurance with 100k of liability insurance or landlord’s liability policy ONLY apply via CFRP. com not any other sit

122 Lori Anne Ln - Photo 1 of 1

5d+ ago

North Orlando house for rent in Winter Springs

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

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Nearby rental good for social life

Nearby rental good for eco-living

The Avenues at Winter Springs - Photo 1 of 1

9h 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

$1,288–$1,900

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.

1538 Orrington Payne Pl - Photo 1 of 1

5d+ ago

Townhouse for rent in Casselberry

Townhouse - CASSELBERRY, FL

1538 Orrington Payne Pl, Casselberry, FL 32707

In-unit laundry | Garage parking | Dishwasher

4 beds

2 baths

$2,200

House for rent

Description

Property Status: Active Great 4 bedrooms 2.5 bathrooms with 2 car garage townhouse in a gated community. Spacious living area open to the kitchen and neutral vinyl floor throughout. Living & dining room. Modern scheme, open floor plan w/ Kitchen boasts breakfast bar, pantry, solid wood cabinets with shaker style handles, Granite counter tops. ALL 4 BEDROOMS UPSTAIRS, including the master suite which offers plenty of room for king size bed and leads to the master bath with double vanities, corner garden tub and separate shower. Close to shopping, major road and schools. Off

1662 Orrington Payne Place #1662 - Photo 1 of 1

5d+ ago

Townhouse for rent in Casselberry

3 BR, 3 BA in Casselberry

1662 Orrington Payne Place #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

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.

1142 Landmark Ln #1142 - Photo 1 of 1

5d+ ago

Apartment for rent in Casselberry

2 BR, 1 BA in Casselberry

1142 Landmark Ln #1142, Casselberry, FL 32707

In-unit laundry | On-site laundry

2 beds

1 bath

$1,350

Apartment for rent

Available Dec 1

Description

This property located at 1142 Landmark Ln features 2 bedrooms and 1 bathroom within a total of 864 square feet. The bathroom is equipped with a tub/shower combination. 2 Bedrooms, each bedroom provides sufficient room for furnishings and personal storage. The property includes washer/dryer hookups for laundry convenience.

300 3rd St #300 - Photo 1 of 1

5d+ ago

North Orlando apartment for rent in Winter Springs

4 BR, 2 BA in North Orlando

300 3rd St #300, Winter Springs, FL 32708

Walk-in closets

4 beds

2 baths

$2,300

Apartment for rent

Available Oct 29

Description

One or more photo(s) has been virtually staged. Discover the perfect combination of comfort and convenience in this beautifully upgraded 4-bedroom, 2-bathroom home, offering over 1,500 sq. ft. of inviting living space in the heart of Winter Springs. Step inside to find a stylish, modern kitchen featuring granite countertops, sleek cabinetry, and ample room for both cooking and entertaining. The master bath has been tastefully remodeled with a contemporary shower, creating a refreshing, spa-like retreat. Each of the four bedrooms offers generous space and includes walk-in c

Find sweet deals near Highlands

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

326 San Rafael St #326 - Photo 1 of 1
No deposit

5d+ ago

Apartment for rent in Winter Springs

1 BR, 1 BA in North Orlando

326 San Rafael St #326, Winter Springs, FL 32708

In-unit laundry | Carpet

1 bed

1 bath

$1,350

Apartment for rent

Available Nov 11

Description

1 Bed/1 Bath Villa in Indian Ridge AVAILABLE NOVEMBER 11th! 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. ONLY apply via CFRP site 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, yo

1142 Landmark Ln - Photo 1 of 1

5d+ ago

House for rent in Casselberry

Single Family Residence - CASSELBERRY, FL

1142 Landmark Ln, Casselberry, FL 32707

In-unit laundry | On-site laundry | Storage

2 beds

1 bath

$1,350

House for rent

Description

Property Status: Active This property located at 1142 Landmark Ln features 2 bedrooms and 1 bathroom within a total of 864 square feet. The bathroom is equipped with a tub/shower combination. 2 Bedrooms, each bedroom provides sufficient room for furnishings and personal storage. The property includes washer/dryer hookups for laundry convenience. Office Phone: (407) 960-6145 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.

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314 San Rafael St #314 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Springs

1 BR, 1 BA in North Orlando

314 San Rafael St #314, Winter Springs, FL 32708

In-unit laundry

1 bed

1 bath

$1,350

Apartment for rent

Available Nov 19

Description

Available now! Adorable 1 bedroom, 1 bath villa with fenced area, open patio, shed, all tile flooring, washer and dryer included. Living room/dining area combined, all appliances except microwave. Enjoy the pool and tennis courts too! Equal housing opportunity

732 Willow Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Springs

732 Willow Drive, Winter Springs, FL 32708

732 Willow Dr, Winter Springs, FL 32708

Air conditioning | Garage parking | Storage

2 beds

2 baths

$1,600

House for rent

Available Nov 22

Description

Property Id: 2245873 Discover comfort and convenience in this beautiful 2 bedroom, 2 bathroom rental home located in one of Central Florida's most desirable and accessible areas. Perfectly positioned near major highways, top-rated schools, top shopping centers, healthcare facilities, and local dining options — everything you need is just minutes away Property Highlights: • Bright and spacious 2BR / 2BA layout • Central air conditioning - perfect for Florida weather • Convenient carport + garage for parking and storage • Easy access to Hwy 417, 528, Turnpike, I-4, and loc

1662 Orrington Payne Place - Photo 1 of 1

5d+ ago

Townhouse for rent in Casselberry

1662 Orrington Payne Place, Casselberry, FL 32707

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,250

House for rent

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

300 3rd St - Photo 1 of 1

3d ago

North Orlando house for rent in Winter Springs

Single Family Residence - WINTER SPRINGS, FL

300 3rd St, Winter Springs, FL 32708

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

4 beds

2 baths

$2,200

$2,000

Price drop

House for rent

Description

Property Status: Active One or more photo(s) has been virtually staged. Discover the perfect combination of comfort and convenience in this beautifully upgraded 4-bedroom, 2-bathroom home, offering over 1,500 sq. ft. of inviting living space in the heart of Winter Springs. Step inside to find a stylish, modern kitchen featuring granite countertops, sleek cabinetry, and ample room for both cooking and entertaining. The master bath has been tastefully remodeled with a contemporary shower, creating a refreshing, spa-like retreat. Each of the four bedrooms offers generous s

Listings within 5 miles
312 S Moss Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

312 S Moss Rd Winter Springs, FL 32708

312 S Moss Rd, Winter Springs, FL 32708

Garage parking | Walk-in closets | Outdoor space

3 beds

2 baths

$1,995

House for rent

Available Nov 20

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 $2139.90. That covers your base rent, $1995.00 + 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 where needs and want

300 Colony Drive #3 - Photo 1 of 1

5d+ ago

House for rent in Casselberry

Quiet home in Casselberry

300 Colony Drive #3, Casselberry, FL 32707

In-unit laundry | Furnished | On-site laundry

1 bed

1 bath

$800

House for rent

Available Dec 13

Description

Property Id: 2271550 Spacious, fully furnished room located in a quiet neighborhood in Casselberry. House is updated and all utilities are included. Free indoor laundry. Conveniently located near SR 434, shopping and bus service. This is a shared house with three other roommates. We do require background checks.

Reserve at Lake Irene - Photo 1 of 1

10h 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

$1,378–$1,780

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

Showing 1 - 25 of 25 results
Home > Apartments in Winter Springs > Highlands Apartments For Rent
Updated: January 15, 2026

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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 size of an apartment in Highlands, FL?

The average size of a 2 bedroom apartment rental in Highlands is 1064 square feet. The average size of a 3 bedroom apartment rental in Highlands is 1570 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 deal122 Lori Anne Ln
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos