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Apartments for Rent in Windsong, Winter Park, FL

Average rent

$2,236

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Azul Baldwin Park - Photo 1 of 1
Rent special

8h ago

10

Excellent

Our team has verified this company

Verified

Azul Baldwin Park

4460 Lower Park Rd, Orlando, FL 32814

In-unit laundry | Garage parking | Swimming pool

1–3 beds

1–3 baths

$1,853–$3,950

Apartment for rent

Call

The Fisher Apartments | Modern 1 & 2 Bedrooms in Winter Park, FL - Photo 1 of 1

22h ago

8.5

Very good

The Fisher Apartments | Modern 1 & 2 Bedrooms in Winter Park, FL

2001 Glenridge Way, Winter Park, FL 32792

Air conditioning | On-site laundry | Swimming pool

2 beds

1 bath

$1,799

Apartment for rent

Description

Call to schedule your tour today, (407)859-0220! Welcome to The Fisher Apartments - your new home in Winter Park! Our fully renovated, pet-friendly apartments are located in one of the most sought-after neighborhoods in the area, just across from beautiful Lake Baldwin and minutes away from Park Avenue's shops and restaurants. And with all of the incredible features and amenities we offer, you won't find a better deal anywhere else. Step inside your new home and you'll immediately notice the attention to detail that sets The Fisher apart from the rest. Our apartments fea

502 Dunraven Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

502 Dunraven Dr, Winter Park, FL 32792

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

3 beds

2 baths

$2,995

House for rent

Description

Property Status: Active Discover the perfect blend of comfort and convenience in this delightful 3-bedroom, 2-bathroom home nestled in the sought-after Kenilworth Shores neighborhood of Winter Park. With over 1,600 square feet of thoughtfully designed living space, this property offers everything you need for comfortable Florida living. The home features two separate living spaces that are perfect for entertaining or creating distinct areas, along with a modern kitchen complete with stainless steel appliances. You'll appreciate the convenience of a dedicated interior laund

2128 Sycamore Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

2128 Sycamore Dr, Winter Park, FL 32789

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

3 beds

2 baths

$3,300

House for rent

Description

Property Status: Active MOVE-IN READY! Don’t miss this fantastic opportunity to rent a beautiful 3-bedroom, 2-bathroom home situated on a spacious .23-acre corner lot. This property has undergone a complete upgrade inside and out, making it perfect for those looking for a fresh start. Key Features: • Newer Septic Tank: Ensures peace of mind and efficiency. • 2016 Roof: A reliable roof that adds to the home’s longevity. • New Gutters and Fascia: Enhance the exterior and protect your investment. This home is located in a highly sought-after school district, making it an exce

1661 Hillcrest Ave - Photo 1 of 1

5d+ ago

Virginia Heights house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1661 Hillcrest Ave, Winter Park, FL 32789

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

4 beds

3 baths

$11,000

$10,000

Price drop

House for rent

Description

Property Status: Active Owner open to 9+ month lease period. Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to rent a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5 baths, and a 2 car garage. As you step inside, you are greeted by a bright open, airy ambiance that invites you to effortlessly call it your home. The first

4392 Wardell Pl #303 - Photo 1 of 1

5d+ ago

Baldwin Park condo for rent in Orlando

4392 Wardell Pl #303, Orlando, FL 32814

In-unit laundry | Garage parking | Elevator

3 beds

2 baths

$3,495

$2,995

Price drop

Condo for rent

Description

Welcome home to this Baldwin Park Beauty! This stunning 3rd floor condo, located in the heart of Orlando, FL, offers a luxurious living experience. With 3 spacious bedrooms and 2 full bathrooms, this condo is designed with a split plan for optimal space utilization. The open kitchen, equipped with stainless steel appliances and spacious countertops, is perfect for culinary enthusiasts. The condo features walk-in closets, providing ample storage space. The master bedroom comes with a walk-in shower, adding a touch of luxury to your daily routine. The condo is bathed in natu

690 Osceola Ave #407 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

690 Osceola Ave #407, Winter Park, FL 32789

In-unit laundry | Garage parking | Balcony

1 bed

1 bath

$2,250

Condo for rent

Description

Property Status: Active Welcome to breathtaking waterfront living at Lake Virginia Condo community in Winter Park. Gorgeous water views from every room in this fourth floor, 915 sqft, 1-bedroom, 1.5-bathroom end unit overlooking Lake Virginia and the Lake Virginia-Osceola Canal. Step inside and immediately you’re greeted by Lake Virginia through the large floor to ceiling sliders. The roomy bedroom and bathroom provide comfort and convenience, while a private balcony off the master bedroom invites you to unwind by the water. The L-shaped kitchen is large enough to cook and

2011 Meeting Pl - Photo 1 of 1

5d+ ago

Baldwin Park townhouse for rent in Orlando

2011 Meeting Pl, Orlando, FL 32814

In-unit laundry | Swimming pool | Dishwasher

3 beds

3 baths

$3,500

House for rent

Description

Luxury living at its finest! This 3 bedroom/3.5 bathroom, fully remodeled, 3-story townhome, located in the sought-after neighborhood of Baldwin Park, could be your family’s new home today! Home offers a completely split floor plan with all 3 bedrooms having their own bathroom, as well as a half bath on the main floor. The kitchen has been fully upgraded including all stainless appliances, 18” tile, dark cherry wood cabinetry, granite countertops, and all new light fixtures! There is new paint throughout, a view of the community pool from the terrace, and it is ready for y

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1946 Strathaven Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1946 Strathaven Rd, Winter Park, FL 32792

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

3 beds

2 baths

$3,250

$3,000

Price drop

House for rent

Description

Property Status: Active $100 OFF THE FIRST 6 MONTHS For Rent – Spacious 3BR Home in Prime Winter Park Location! LOCATION, LOCATION, LOCATION! This spacious 3-bedroom, 2-bath home with a large den and cozy wood-burning fireplace sits on an oversized lot in Kenilworth Shores – Sec 7, with deeded access to Lake Berry. Zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary, and just minutes from Cady Way Trail, Baldwin Park, Park Avenue, YMCA, Rollins College, Full Sail, and more—you’ll be at the center of it all. This home features separate livi

690 Osceola Ave #502 - Photo 1 of 1

4d ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

690 Osceola Ave #502, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

2 beds

2 baths

$3,300

$2,950

Price drop

Condo for rent

Description

Property Status: Active Immaculate renovated lakefront condo with partial views of Lake Virginia and the Downtown skyline. Location, location, location!! Walking distance to Winter Park’s iconic Park Avenue and Rollins College. Open concept living space includes new chef’s kitchen with quartz counter tops, stainless steel Samsung appliances, recessed lighting and expansive bar seating. The large living space allows for multiple furniture layouts depending on your needs, as well as abundant natural light from large windows spanning the full width of the room. Spacious Maste

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3851 Ethan Ln #3851 - Photo 1 of 1

1h ago

Baldwin Park townhouse for rent in Orlando

Baldwin Park Townhome

3851 Ethan Ln #3851, Orlando, FL 32814

In-unit laundry | Air conditioning | Garage parking

2 beds

2 baths

$3,650

House for rent

Available Nov 1

Description

Light and bright 2 bedroom, 2.5 bathroom, detached 2 car garage townhouse in Orlando. Private brick patio. Amenities included: high speed internet, central air, central heat, refrigerator, dishwasher, black stainless steel appliance, touchless kitchen faucet, washer, dryer, yard, and 3 Baldwin Park community pools, 2 fitness centers, many green spaces. Dedicated 20 Amp circuit in garage which can be used for Tesla charging. Utilities not included. Date Available: Nov. 1 2025 (earlier availability possible) $3,650/month rent. $3,650 security deposit required. Please submit

MACCALLUM SUB A/98 - Photo 1 of 1

2d ago

8.3

Very good

MACCALLUM SUB A/98

2045 S Lakemont Ave, Winter Park, FL 32792

In-unit laundry | Dishwasher | Microwave

2 beds

1 bath

$1,800

Apartment for rent

Description

Live in the Historic Baldwin Park where it offers residents a suburban mix feel, lots of restaurants, coffee shops, parks, walking, biking, and running trail. This property is located right across from the Lake Baldwin’s dog park where a running trail and lake surrounds the park. You do not need to go anywhere if you do not want to, this community offers it all, from CVS, Publix, boutiques, hair and nail salons, just to mention a few. Let us not forget the public schools which are highly rated! Minutes to Winter Park, Downtown Orlando, Malls, Disney and major highways!!!

Listings within 5 miles
200 Saint Andrews Blvd #1203 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3 Bedroom 2 Bathroom Condo In Winter Park With Wonderful Amenities and Top Schools - $2,250

200 Saint Andrews Blvd #1203, Winter Park, FL 32792

In-unit laundry | Air conditioning | On-site laundry

3 beds

2 baths

$2,250

Condo for rent

Available Sep 15

Description

Amazing 3 bedroom, 2 bathroom condo in The Four Seasons Condos in beautiful Winter Park. Walk to parks, playgrounds, fitness trails, pickleball courts, Crosby Wellness Center and WP Hospital. 5-min. drive to Park Avenue. Lots of restaurants, Publix and Sprouts literally a 1-minute drive. Condo has a serene screened-in porch with a courtyard and pool view, brand-new A/C unit, dishwasher, hardwood floors throughout, stainless steel appliances, updated kitchen, washer/dryer in unit plus 3 laundry facilities on property. Four Seasons Community has 3 pools, shuffleboard, tennis

200 Saint Andrews Blvd #903 - Photo 1 of 1

4d ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

200 Saint Andrews Blvd #903, Winter Park, FL 32792

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

1 bed

1 bath

$1,550

Condo for rent

Description

Property Status: Active Location Location Location! Beautifully remodeled 1bd 1bath unit in the desirable Four Seasons Condominiums. The kitchen is absolutely stunning with white shaker cabinets, stainless steel appliances, and beautiful granite counter tops. The bathroom is also completely remodeled from the shower to the finishes you will be awestruck. The location is minutes from Park Ave, Ward Park, Rollins College, and so many more great locations. Schedule your showing before it's gone. Office Phone: (407) 622-1111 Copyright © 2025 Stellar MLS. All rights reserved

4315 Corrine Dr - Photo 1 of 1

5d+ ago

Baldwin Park townhouse for rent in Orlando

Townhouse - ORLANDO, FL

4315 Corrine Dr, Orlando, FL 32814

In-unit laundry | Garage parking | Hardwood floor

3 beds

2 baths

$3,500

House for rent

Description

Property Status: Active Stunning 3 BR townhome in sought after Baldwin Park. Gorgeous wood floors in LR, DR & FR. Granite countertops in kitchen. Enjoy the conveniences of Baldwin Park only minutes from shopping & entertainment both in downtown Orlando & Winter Park. Fabulous kitchen boasting 42" maple cabinets, preparation island, granite countertops, built-in microwave & SS refrigerator. Separate living room & family room w/adjoining dining room. Each with wood flooring. Extensive ceramic tile in all wet areas & carpet in bedrooms. Private fenced courtyard with outstandi

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

1854 Meeting Pl - Photo 1 of 1

5d+ ago

Baldwin Park townhouse for rent in Orlando

Townhouse - ORLANDO, FL

1854 Meeting Pl, Orlando, FL 32814

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$4,500

House for rent

Description

Property Status: Pending Welcome to 1854 Meeting Place, a distinguished corner-unit townhome overlooking serene park views in the heart of Baldwin Park—one of Orlando’s most prestigious and walkable master-planned communities. Spanning 2,667 square feet, this elegant residence offers 3 spacious bedrooms, 2.5 bathrooms, and a generous second-floor loft, perfectly suited for a home office, media retreat, or additional guest space. Ideally located just steps from the Baldwin Park Village Center, Grace Hopper Hall, Corrine Commons, Publix, and Lake Baldwin Park, this home plac

2332 Smiley Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

2332 Smiley Ave, Winter Park, FL 32792

In-unit laundry | Dishwasher | Outdoor space

3 beds

2 baths

$2,795

Apartment for rent

Description

**Free application fee for Active and Retired Military** Discover this charming 3-bedroom, 2-bath home in the heart of Winter Park! Inside, you'll find stylish modern farmhouse touches, including upgraded finishes, stainless steel appliances, and generous kitchen storage. The beautifully updated kitchen and bathrooms, sleek laminate wood flooring, and fully fenced backyard make this home both comfortable and functional. Located just minutes from Advent Health, Park Avenue, local dining, shopping, Ward Park, Winter Pines Golf Course, and the Cady Way pool and trail—this ho

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

$10,500

Apartment for rent

Available Oct 8

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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NCEN130 - Photo 1 of 1

1d ago

8.1

Very good

NCEN130

130 N Center St, Winter Park, FL 32789

Dishwasher

1 bed

1 bath

$1,665

Apartment for rent

Description

Prime Winter Park location! Welcome home to this CHARMING home located off of Park Avenue in Winter Park! You will feel at home in this quaint home with its bright, and spacious, open floor plan! Enjoy the convenience of being within walking distance to Rollins College, SunRail station, top-rated shopping, dining, and charming coffee shops. Pets are negotiable with owner approval. An additional $150.00 per month covers your electric and water utilities, simplifying your monthly expenses. ***BONUS AMENITY INCLUDED*** A portion of Tenant's total amount due will be used t

2Majestic Two LP - Photo 1 of 1

1d ago

8.9

Very good

2Majestic Two LP

4884 New Broad St, Orlando, FL 32814

2 beds

2 baths

$2,250

Price drop

Apartment for rent

4Majestic Four LP - Photo 1 of 1

1d ago

8.7

Very good

4Majestic Four LP

4887 New Broad St, Orlando, FL 32814

2 beds

2 baths

$2,850

Price drop

Apartment for rent

Description

Baron

9h ago

9.9

Excellent

Our team has verified this company

Verified

Winter Park Woods

349 Scottsdale Sq, Winter Park, FL 32792

Air conditioning | On-site laundry | Balcony

Studio–3 beds

1–2 baths

$1,224–$1,815

Apartment for rent

Call

The Juliette | 1 Bedroom Apartments in Orlando, FL - Photo 1 of 1
3D tour

22h ago

8.3

Very good

The Juliette | 1 Bedroom Apartments in Orlando, FL

1225 Moselle Ave, Orlando, FL 32807

On-site laundry | Dishwasher

1 bed

1 bath

$1,499–$1,599

Apartment for rent

Description

Experience luxury living at The Juliette, where you'll be just a stone's throw away from the charming Baldwin Park and conveniently close to the 408. Our pet-friendly, recently renovated apartment homes boast a plethora of modern amenities, including smart home technology, stunning new flooring, recessed lighting, and fresh neutral paint to accommodate any style of interior decor. With the added convenience of in-home washers and dryers, your daily routine will be a breeze. Indulge in entertaining guests with ease, thanks to our fully equipped kitchens complete with gran

MAA Baldwin Park - Photo 1 of 1

3d ago

8.8

Very good

MAA Baldwin Park

4688 New Broad St, Orlando, FL 32814

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–3 baths

$1,695–$3,600

Apartment for rent

630 N Lakemont Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

630 N Lakemont Ave, Winter Park, FL 32792

Balcony | Swimming pool | Storage

3 beds

2 baths

$2,780

House for rent

Description

Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool maintenance, if applicable. HOA application and amenity fees, where applicable, are paid directly to the HOA. Get rewarded for rental payments and more through FirstKey Homes Rewards - a re

Showing 1 - 25 of 25 results
Home > Apartments in Winter Park > Windsong Apartments For Rent
Updated: September 19, 2025

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Learn more about renting in Windsong, Winter Park, FL

Windsong, Winter Park apartment availability

Windsong's rental market offers a limited selection of listings, with an average of 3 rentals available per month in 2024. This neighborhood accounts for about 1.1% of Winter Park's total listings. While specific data on bedroom counts is not available, Windsong's rentals may still offer a unique opportunity for those looking for a home in this Winter Park neighborhood.

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.

Windsong Apartments for rent FAQ

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

Looking for an apartment in Windsong, Winter Park, FL?

🔑Available apartment rentals25
💰Best rent deal2001 Glenridge Way
Popular amenities, ,