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Apartments for Rent in Virginia Heights, Winter Park, FL

Average rent

$2,845
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1221 Richmond Rd - Photo 1 of 1
New construction

5d+ ago

Virginia Heights house for rent in Winter Park

House (Detached) - Winter Park, FL

1221 Richmond Rd, Winter Park, FL 32789

In-unit laundry | Garage parking | Swimming pool

5 beds

5.5 baths

$19,000

House for rent

1130 Washington Ave #11C - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

1130 Washington Ave #11C, Winter Park, FL 32789

In-unit laundry | Garage parking | On-site laundry

3 beds

2.5 baths

$5,495

Condo for rent

Description

Property Status: Pending Unbeatable Location! Don't miss this very rare and exquisite 3 bedroom, 2.5 bath, two-story Executive-Style condo in Winter Park-ideally located just around the corner from N. Orange Avenue, Park Avenue and Rollins College. Nestled in a prime, tucked-away setting, this home has been extensively remodeled with all new plumbing, electrical, duct work, flooring, appliances, and a natural gas line. In addition, two newer HVAC systems were installed in November 2022, offering modern efficiency and reliability. The gated front courtyard, thoughtfully de

782 S Pennsylvania Ave #1 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

782 S Pennsylvania Ave #1, Winter Park, FL 32789

In-unit laundry | Garage parking | Ceiling fan

3 beds

2.5 baths

$5,490

Condo for rent

Description

Property Status: Active Welcome to this charming condominium in Winter Park! This home features a spacious living area with ample natural light, a modern kitchen with sleek appliances, and large bedrooms. Enjoy the convenience of nearby shopping, dining, and entertainment. The community provides well-maintained amenities for residents to enjoy. With its prime location, this condo provides easy access to all that the vibrant Winter Park area has to accord. Don't miss the opportunity to make this your new home! Office Phone: (844) 239-2663 Copyright © 2026 Stellar MLS. All r

2011 Howard Dr - Photo 1 of 1

2d ago

House for rent in Winter Park

2011 Howard Dr, Winter Park, FL 32789

In-unit laundry | On-site management | Outdoor space

3 beds

2 baths

$2,999

House for rent

Available Apr 16

Description

Check out this Winter Park gem near Lake Sue! This 3br/2ba home features a modern kitchen with granite and stainless steel, wood floors, and a private backyard oasis (landscaping included). Perfect for commuters or remote workers, it boasts an oversized 3rd bedroom/office and is minutes from Park Ave and Audubon Park. Zoned for Audubon K-8 and Winter Park High. Every applicant should apply separately. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy

540 W Comstock Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

540 W Comstock Ave, Winter Park, FL 32789

Ceiling fan

3 beds

1 bath

$2,900

House for rent

Description

Property Status: Active Newly Renovated | Prime Winter Park Location | Move-In Ready Opportunity Positioned in one of Central Florida’s most desirable and high-demand areas, this newly renovated residence at 540 W Comstock Ave offers a rare opportunity for tenants seeking both location and lifestyle in the heart of Winter Park. Thoughtfully updated with modern finishes, the home features a clean, refreshed interior designed for today’s renter, delivering comfort, functionality, and style in a true turnkey living experience. Ideally located just minutes from Park Avenue,

2900 N Mills Ave - Photo 1 of 1

5d+ ago

Orwin Manor house for rent in Orlando

Single Family Residence - ORLANDO, FL

2900 N Mills Ave, Orlando, FL 32803

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

5 beds

3 baths

$3,040

House for rent

Description

Property Status: Active Rare opportunity to rent a spacious 5-bedroom, 3-bath home in Orlando’s vibrant Mills 50 District. This two-story home offers plenty of space and character, featuring a decorative fireplace, formal living room, 2-car garage, screened porch, and a fully fenced yard. Lawn care is included, making maintenance easy. The home is available immediately. Pets will be considered on a case-by-case basis with a pet fee and monthly pet rent. Residents enjoy an unbeatable location directly across from Lake Estelle, with easy access to some of Orlando’s favorit

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Garage Parking

Dishwasher

Walk-In Closets

In-Unit Laundry

362 S Pennsylvania Ave - Photo 1 of 1

19h ago

Apartment for rent in Winter Park

362 S Pennsylvania Ave, Winter Park, FL 32789

Air conditioning | On-site laundry | Balcony

2 beds

2 baths

$2,050

Apartment for rent

Description

Available immediately Located at 362 S Pennsylvania Ave (3rd floor) in the highly desirable Hannibal Square area of Winter Park, this spacious 2-bedroom, 2-bathroom apartment puts you right in one of the most walkable and vibrant neighborhoods in Central Florida. Steps away from the restaurants, cafés, and boutique shops around Hannibal Square, and only a short walk to Park Avenue, the Winter Park Farmers Market, the SunRail station, parks, and local cultural spots. The neighborhood is known for its historic charm, art scene, and great dining options. Apartment details

421 W Fairbanks Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

Apartment - WINTER PARK, FL

421 W Fairbanks Ave, Winter Park, FL 32789

In-unit laundry | Hardwood floor | Ceiling fan

3 beds

3 baths

$3,750

Apartment for rent

Description

Property Status: Pending Occupying the entire second floor of a landmark 1925 brick building in the heart of Winter Park, this fully reimagined residence offers a rare opportunity to lease a true designer 3 bedroom, 3 bathroom loft just two blocks from Park Avenue. The open concept interior features high ceilings, abundant natural light from skylights and brand new windows, and a refined industrial aesthetic anchored by hardwood flooring and sleek quartz countertops. A custom architectural lighting package with sculptural glass pendants and vertical LED sconces adds a dist

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1302 Michigan Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1302 Michigan Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | On-site laundry

3 beds

2.5 baths

$3,850

House for rent

Description

Property Status: Active This is a unique opportunity to live in this glamorous, impeccably maintained 3 bedrooms, 2.5 baths in the heart of Winter Park (Unfurnished). This beautiful home features formal living and dining rooms that open to the impressive gourmet kitchen fitted with wood cabinetry, stainless steel appliances, granite countertops, a breakfast bar, there is also room for a breakfast nook. Through the kitchen, French doors lead you to your own secluded large patio retreat. A spacious master bedroom upstairs features a large ensuite with two separate vanities,

147 S Interlachen Ave #250 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

Coming soon Walk to Park Ave. 3 Bedroom 5 Bathroom 3320 s.f. -Single level condo.

147 S Interlachen Ave #250, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

3 beds

5 baths

$9,500

Apartment for rent

Available Feb 1

Description

Coming soon, Enjoy Winter Park's most desirable location! One block from Park Avenue/Central Park. Spacious, bright and all on the second floor with private elevator access and secured underground parking. Luxury living all on ONE floor! This beautiful home offers a short walk to everything Winter Park has to offer. Natural light fills the central courtyard which features an iron water fountain. Private pool with heated spa and outdoor grilling and entertaining area are a perfect spot to entertain guests. Interior features include fireplaces in living room, 2 South West fa

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1565 Michigan Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Fairview Shores

Half Duplex - WINTER PARK, FL

1565 Michigan Ave, Fairview Shores, FL 32789

In-unit laundry | Ceiling fan | Storage

2 beds

1 bath

$1,500

Apartment for rent

Description

Property Status: Active Cute and comfortable 1/2 of a duplex in the heart of Winter Park. This 2 bedroom 1 bath unit features ceramic tile throughout, ceiling fans in the bedroom, private washer and dryer and a full sized kitchen. The unit shares a back yard and there is limited storage on site as well. The unit is located minutes from I 4, shopping, restaurants and Rollins College. Office Phone: (407) 406-5300 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 indep

438 Lakeview Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

House for rent

Description

Bring your boat and discover this charming Winter Park gem, perfectly nestled on a quiet, desirable brick-lined street. This inviting 2-bedroom, 1-bath home features beautiful hardwood floors and a warm, welcoming feel throughout. Enjoy a lakefront yard feet from the house that offers peaceful water views and the perfect setting for outdoor living. Step outside to an amazing backyard complete with a cozy firepit and large privacy bushes that create a secluded, tranquil retreat—ideal for relaxing evenings or entertaining guests. With a deeded dock and boat lift, you’ll have

151 N Orlando Ave #203 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

151 N Orlando Ave #203, Winter Park, FL 32789

In-unit laundry | Furnished | On-site laundry

2 beds

1 bath

$2,300

Condo for rent

Description

Property Status: Active FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condo offers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installed bathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no tenant pets allowed per complex rules. One reserved parking space plus ample visitor parking. Residents will enjoy the private lakefront park, picnic tables and Adir

1555 Michigan Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Fairview Shores

Half Duplex - WINTER PARK, FL

1555 Michigan Ave, Fairview Shores, FL 32789

In-unit laundry | Ceiling fan | Dishwasher

1 bed

1 bath

$1,450

Apartment for rent

Description

Property Status: Active Are you looking for a spacious 1 bedroom 1 bathroom unit to call home? This home features its own washer and dryer, a large bedroom and living room, a spacious kitchen with ample countertop space, plenty of cabinets. The back sunroom would make a great office or a bright sitting area. The home is located 1 mile from Park Avenue. In addition, the home is located within walking distance of restaurants and shopping. Office Phone: (407) 406-5300 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is de

151 N Orlando Ave #101 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

151 N Orlando Ave #101, Winter Park, FL 32789

In-unit laundry | Swimming pool | Dishwasher

2 beds

1 bath

$1,799

Condo for rent

Description

Property Status: Active Welcome home to this beautiful 2-bedroom, 1-bath gem in the heart of Winter Park! Nestled on the ground floor of the Lake Killarney Condominiums, Unit 101 offers a seamless blend of comfort, style, and lakeside living. Bright & open layout that flows from the living space into a modern kitchen with a large center island — perfect for entertaining or casual family meals. Granite countertops, stainless steel appliances, self-closing cabinets, and stylish finishes that reflect quality and fresh design. Newer insulated windows including large sliding do

1313 Buckingham Rd - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

1313 Buckingham Rd, Winter Park, FL 32789

In-unit laundry | On-site management | Outdoor space

4 beds

2 baths

$3,800

Apartment for rent

Available Jun 1

Description

**Move-in ready starting June 1st!! | Schedule your tour today! ** Welcome to your new home! This charming 4 bed, 2 bath home in beautiful Winter Park is waiting for you to make it yours. The beautiful hardwood floors throughout the house give it a cozy and inviting feel. Enjoy the sunshine in the sunroom, or step outside and relax in the spacious yard with a fence. You'll love the convenience of the great location - just minutes away from shops, restaurants, Rollins College, and more! Whether you're a Rollins student looking for the perfect home away from home or just lo

Find sweet deals near Virginia Heights

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

3867 Ethan Ln - Photo 1 of 1

5d+ ago

Baldwin Park townhouse for rent in Orlando

Townhouse - ORLANDO, FL

3867 Ethan Ln, Orlando, FL 32814

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$3,850

House for rent

Description

Property Status: Active Stylish, move-in ready townhome in the heart of Baldwin Park! This well-appointed two-story home offers three bedrooms, two and a half baths, and 1,632 SF of thoughtfully designed living space. The remodeled kitchen is a true showstopper — featuring modern finishes and sleek black stainless steel appliances, it opens seamlessly to a generous living room with warm hardwood floors throughout. Upstairs, the spacious primary suite includes an en suite bath with double sink vanity and a walk-in closet, while two additional guest bedrooms share a well-app

151 N Orlando Ave #118 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

151 N Orlando Ave #118, Winter Park, FL 32789

In-unit laundry | Swimming pool | Ceiling fan

3 beds

2 baths

$2,500

Condo for rent

Description

Property Status: Active Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix, Trader Joe's, Regal Movie Theater, and a variety of restaurants and bars. Join this vibrant community and make this beautiful condo your new investment property

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2663 Upper Park Rd - Photo 1 of 1

5d+ ago

Baldwin Park apartment for rent in Orlando

Garage Condo - ORLANDO, FL

2663 Upper Park Rd, Orlando, FL 32814

In-unit laundry | Garage parking | Swimming pool

1 bed

1 bath

$1,750

Apartment for rent

Description

Property Status: Pending Improved Price! What a wonderful garage apartment that comes with ALL Utilities including: electric, water, sewer, wifi, and cable! This one bedroom apartment is located off of Blue Jacket Park giving you access to everything that is wonderful about Baldwin Park. Inside you will find neutral wall color, wood flooring throughout, a number of windows providing lots of natural light. Most windows have wood shutters. The kitchen is well appointed with stainless appliances and there is a full size stackable washer and dryer inside this home. In addi

1550 Michigan Ave - Photo 1 of 1

5d+ ago

House for rent in Fairview Shores

1550 Michigan Ave, Fairview Shores, FL 32789

Air conditioning | On-site laundry | Assigned parking

1 bed

1 bath

$1,650

House for rent

Description

Welcome to your future home in the charming district of Winter Park, FL! This inviting property offers a warm atmosphere perfect for relaxation and convenience, surrounded by a vibrant community. This residence boasts spacious living equipped with essential comforts. With ample bedrooms and bathrooms, it accommodates various lifestyles. You'll appreciate the central heating and cooling systems, alongside the refreshing ceiling fans, ensuring your comfort year-round. Nestled in a prime location, you'll be just a short walk away from delightful restaurants and beautiful ou

300 Killarney Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

300 Killarney Dr, Winter Park, FL 32789

In-unit laundry | Garage parking | Fitness center

4 beds

3 baths

$7,900

House for rent

Description

Property Status: Active Exceptional Lakefront Living in the Heart of Winter Park Welcome to 300 Killarney Drive, a stunning 2,476 sq ft lakefront residence offering the perfect blend of sophisticated living and prime location. This exquisite 4-bedroom, 3-bath home presents a rare opportunity to enjoy Winter Park's coveted lifestyle. Property Highlights: Situated on an oversized lot with coveted Lake Killarney frontage and a private boathouse, this elegant two-story home showcases engineered wood flooring throughout and an open-concept design flooded with natural light. Soa

Azul Baldwin Park - Photo 1 of 1
Rent special

19m ago

10

Excellent

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Azul Baldwin Park

4460 Lower Park Rd, Orlando, FL 32814

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–3 baths

$2,493–$3,720

Apartment for rent

Call

Westmount at Winter Park - Photo 1 of 1
Rent special

2d ago

9.6

Excellent

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Westmount at Winter Park

1701 Lee Rd, Winter Park, FL 32789

In-unit laundry | Air conditioning | Swimming pool

Studio–3 beds

1–2 baths

$1,471–$2,103

Apartment for rent

Call

The Ivy Residences at Health Village - Photo 1 of 1
Highly rated

3d ago

9.9

Excellent

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The Ivy Residences at Health Village

2650 Dade Ave, Orlando, FL 32804

In-unit laundry | Air conditioning | Garage parking

Studio–3 beds

1–3 baths

$1,670–$3,110

Apartment for rent

Call

1695 Lee Rd ##C206 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

In-unit laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,650

$1,595

Price drop

Condo for rent

Description

Beautiful and move-in ready 2 Bedroom / 1 Bathroom condo located on the second floor in a quiet, well-maintained community. This unit offers the perfect combination of comfort, space, and convenience — ideal for families or professionals looking for a clean and functional home ready for immediate move-in. PROPERTY HIGHLIGHTS: 2 Bedrooms / 1 Full Bathroom - Second-floor unit (added privacy) - 881 sq ft of living space - Open floor plan with high ceilings - Walk-in closet(s) COMFORT & FEATURES: Central Air Conditioning & Heating - Ceiling fans throughout - Bright and open

Showing 1 - 25 of 25 results
Home > Apartments in Winter Park > Virginia Heights Apartments For Rent
Updated: April 19, 2026

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Learn more about renting in Virginia Heights, Winter Park, FL

Virginia Heights, Winter Park apartment availability

Virginia Heights offers a limited selection of rental listings, with an average of about 2 rentals available each month. The majority of these listings are 1-bedroom apartments, followed by 2-bedroom and 3-bedroom options. Renters looking for a smaller, more intimate community may find Virginia Heights to be a good fit. With its limited but varied selection of rentals, Virginia Heights may appeal to those seeking a more low-key living environment.

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.

Virginia Heights Apartments for rent FAQ

Can I afford an apartment for rent in Virginia Heights, 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 Virginia Heights average rent prices.

What type of apartment rental is most common in Virginia Heights, Winter Park, FL?

4+ bedroom apartments are the most common type of rentals in Virginia Heights, Winter Park, FL right now.

What type of apartment rental is least common in Virginia Heights, Winter Park, FL?

4+ bedroom apartments are the least common type of rentals in Virginia Heights, Winter Park, FL right now.

Looking for apartments in Virginia Heights, Winter Park, FL near you?

🔑Available apartment rentals25
💰Best rent deal362 S Pennsylvania Ave
Popular amenities, ,
🍽With dishwasher
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