Zumper

Apartments for Rent in Winter Park, FL

348 rentals

3074 Riverbrook Drive - Photo 1 of 1
3D tour

5d+ ago

House for rent in Winter Park

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

3074 Riverbrook Drive, Winter Park, FL 32792

Swimming pool | Storage | Outdoor space

3 beds

2 baths

$2,310

$2,195

Price drop

House for rent

Bright & Spacious Home with Relaxing Outdoor Space

Embrace comfort in this pet-friendly, 3-bed, 2-bath home featuring a functional layout and modern finishes. The open and airy design is filled with natural light, while ample storage in the kitchen and closets makes living easy. Enjoy outdoor gatherings or gardening in the spacious yard. Located in a vibrant neighborhood with access to schools, parks, and dining, it's a perfect blend of convenience and homey charm. Experience hassle-free living with tech-enabled maintenance services.

650 Trinidad Ct - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

650 Trinidad Ct, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,750

Condo for rent

Available Dec 16

Vibrant 2-Bedroom Condo with Community Amenities

This inviting 2-bedroom, 2-bath condo offers spacious living across two levels, perfect for roommates. Enjoy the benefits of a vibrant community with a refreshing pool, well-equipped gym, and tennis courts. Located in the heart of Winter Park, it promises a comfortable lifestyle with modern conveniences. Also includes an option for a security deposit-free lease. Make this your home today and embrace the Winter Park way of living!

929 Dupont Avenue - Photo 1 of 1

5d+ ago

House for rent in Winter Park

3 beds

2 baths

$2,550

$2,400

Price drop

House for rent

Charming Winter Park Home with Elegant Design

This beautifully designed 3-bedroom, 2-bathroom home boasts 1,371 square feet of elegance and comfort. Featuring an inviting open layout that maximizes natural light, every detail reflects quality craftsmanship. Enjoy a fully fenced backyard and the convenience of top-rated schools and local amenities nearby. Perfect for both entertaining and relaxing, this welcoming retreat presents an ideal balance of functionality and charm.

654 Trinidad Court #654 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

654 Trinidad Court #654, Winter Park, FL 32792

In-unit laundry | On-site laundry | Walk-in closets

2 beds

2 baths

$1,800

Condo for rent

Bright & Spacious Winter Park Condo Awaits You!

Discover this well-maintained 2-bedroom, 2-bath condo with approximately 1,120 sq ft of inviting living space. Featuring an open layout filled with natural light, updated flooring, and walk-in closets, this unit is perfect for comfortable living. The kitchen includes essential appliances, and the in-home laundry area adds convenience. Located in a quiet community with easy access to shopping and dining, this condo is ready for quick move-in.

3014 Antique Oaks Circle - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3014 Antique Oaks Circle, Winter Park, FL 32792

In-unit laundry | Air conditioning | Swimming pool

1 bed

1 bath

$1,300

Condo for rent

Charming Condo with Pool and Quick Move-In Special

This cute 1-bed, 1-bath condo in the desirable Parkview Village community offers tile flooring throughout and a spacious walk-in closet. Relax on the screened porch or enjoy the community pool and playground. Rent includes water and is conveniently located near shopping and groceries. Enjoy a quick move-in special with half off the first month's rent and pet-friendly amenities! Perfect for a comfortable Florida lifestyle in a prime location.

3020 Antique Oaks Circle #132 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3020 Antique Oaks Circle #132, Winter Park, FL 32792

In-unit laundry | Swimming pool | Residents lounge

2 beds

2 baths

$1,599

Condo for rent

Stylish Condo with Pool Near Full Sail University

Remodeled second-floor 2-bedroom, 2-bath condo offering 1,018 sq ft of modern living. Features include a nice patio, in-unit laundry, and access to a beautiful pool and hot tub. Located in A-rated Winter Park school district, with easy proximity to Park Avenue, Baldwin Park, Winter Park Hospital, and close to Valencia, Rollins College, Full Sail, and UCF. Ideal for those seeking convenience and quality living in a vibrant community. Pet-friendly!

633 Trinidad Court #633 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

633 Trinidad Court #633, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,799

Condo for rent

Bright Condo with Private Outdoor Oasis & Amenities

This charming 2-bedroom, 2-bath condo features vaulted ceilings and a cozy wood-burning fireplace, enhancing its inviting atmosphere. The open layout is accentuated by 18" tile flooring and a centrally located kitchen equipped with modern appliances. Enjoy a private fenced patio, perfect for outdoor relaxation. Community amenities include a pool, clubhouse, and sports courts. This home is close to shopping, dining, and top-rated schools, making it both convenient and comfortable.

1480 Broad Wing Lane - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

1480 Broad Wing Lane, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

3 beds

2 baths

$2,800

House for rent

Bright Townhome with Spacious Lanai & Nature Views

Enjoy serene conservation views from this spacious 3-bedroom, 2.5-bath townhome, boasting 2,042 sq ft of inviting living space. High ceilings and abundant natural light create a welcoming atmosphere. The largest covered lanai in the community is perfect for gatherings. An open-concept design seamlessly blends the family room and kitchen area. With a secondary loft ideal for an office or play area, this move-in-ready home is just minutes from shopping and major employment hubs.

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616 Montego Bay Court #616S - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

2 BR, 2 BA in Winter Park

616 Montego Bay Court #616S, Winter Park, FL 32792

2 beds

2 baths

$1,800

Apartment for rent

Available Nov 5

Bright & Open 2-Bed Winter Park Retreat

This charming 2-bedroom, 2-bath home offers 1,037 sq ft of comfortable living space with a spacious layout. Enjoy a cozy living room, functional kitchen with ample storage, and private patio for relaxation. Conveniently located near shopping and dining, this pet-friendly residence is perfect for those seeking comfort and accessibility in an ideal Florida setting.

148 Oak Grove Road #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Park

(LO) 148 Oak Grove Road Winter Park, FL 32789 - 1

148 Oak Grove Road #1, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,195

House for rent

Available May 22

Upgraded Winter Park Oasis with Cozy Back Patio

Experience modern comfort in this beautifully upgraded 3-bedroom, 2-bath home with high ceilings and new laminate flooring throughout. The inviting open kitchen is perfect for gatherings, while the spacious master bathroom features a separate tub and shower. Enjoy the naturally shaded back patio for dining al fresco. Added conveniences include a new roof, AC, and an attached garage. This pet-friendly home is ideally located near employment hubs and main roads.

2181 Linden Road #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Park

2181 Linden Road - 1

2181 Linden Road #1, Winter Park, FL 32792

5 beds

3 baths

$3,000

House for rent

Available Oct 27

Modern Home with Private In-Law Suite

Experience contemporary living in this fully renovated 5-bedroom, 3-bathroom home featuring a charming in-law suite. Ideal for families or professionals, the layout prioritizes both style and function within 1,442 square feet. Enjoy a vibrant lifestyle in this desirable Winter Park location, with ample space for guests or multi-generational living. This property combines modern design with practicality, offering a harmonious retreat. Live your best life in this stunning rental!

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1622 Arbor Park Drive #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1622 Arbor Park Drive - 1

1622 Arbor Park Drive #1, Winter Park, FL 32789

Ceiling fan | Controlled access

3 beds

1 bath

$2,500

House for rent

Available Oct 10

Bright & Spacious Home with Large Fenced Yard

This inviting 3-bed, 1.5-bath residence spans 1,351 sq. ft. and offers a large living room bathed in natural light, connecting to a spacious backyard with a deck. Enjoy the tranquility of the fenced yard bordered by a serene watercourse. Conveniently located near schools, parks, and restaurants, this pet-friendly home comes with a washer/dryer and boasts no HOA. With a move-in incentive of $500 for a December move, it’s a perfect opportunity for a fresh start!

3032 Antique Oaks Circle #149 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3032 Antique Oaks Circle #149, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,350

Condo for rent

Charming First-Floor Condo with Private Patio

Enjoy this inviting 1-bedroom, 1-bath condo with 749 sqft of modern living space, featuring brand-new vinyl flooring and an open layout. The kitchen boasts stainless steel appliances and ample cabinet space. A sliding glass door leads to a cozy private patio, perfect for relaxing. The spacious master bedroom includes a walk-in closet, while in-unit laundry adds convenience. Residents benefit from a community pool and outdoor spaces, making this pet-friendly gem a lovely place to call home.

1221 Richmond Road - Photo 1 of 1
New construction

5d+ ago

Virginia Heights house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1221 Richmond Road, Winter Park, FL 32789

In-unit laundry | Garage parking | Swimming pool

5 beds

5 baths

$19,000

House for rent

Award-Winning Architectural Marvel with Pool

This stunning custom residence spans 5,164 sq ft and showcases 5 bedrooms and 6 bathrooms, redefining luxury living with state-of-the-art technology and artful design. Highlights include a floating staircase, expansive outdoor living space with a resort-style pool, and a tranquil primary suite. Located in the desirable Virginia Heights neighborhood, this home offers deeded lake access and is a short stroll from Winter Park’s dining and shopping, embodying elegance and modern sophistication.

1275 Michigan Avenue #1275 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

3 BR, 3 BA in Winter Park

1275 Michigan Avenue #1275, Winter Park, FL 32789

On-site laundry | Walk-in closets | High ceilings

3 beds

3 baths

$3,950

House for rent

Modern Townhome with Luxury Finishes & Smart Features

This stunning 3-bedroom, 2.5-bath townhome radiates coastal charm and modern efficiency in an open-concept design. Highlights include a gourmet kitchen with quartz countertops, a spacious primary suite with a designer bath, and a private courtyard for outdoor entertaining. With features like smart home technology and a WiFi-enabled garage, this immaculate residence ensures comfort and convenience just minutes from dining and shopping in vibrant Winter Park.

1807 North Park Avenue #1807 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3 BR, 2 BA in Winter Park

1807 North Park Avenue #1807, Winter Park, FL 32789

Assigned parking | Outdoor space

3 beds

2 baths

$3,295

Apartment for rent

Available Jul 11

Private Oasis with Pool & Spacious Living

This beautifully maintained 3-bedroom, 3-bathroom home boasts 1,747 sq. ft. of bright, open living space. Each bedroom offers its own bath for added convenience. Enjoy entertaining in the fully fenced backyard with a sparkling private pool. An attached 2½-car garage and extra driveway parking spaces add practicality to this charming residence. Set in a prime Winter Park area, it's close to parks, shopping, dining, and top-rated schools, making it ideal for families and pets.

1730 Oneco Avenue #1730 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3 BR, 2 BA in Winter Park

1730 Oneco Avenue #1730, Winter Park, FL 32789

In-unit laundry | Carpet

3 beds

2 baths

$3,150

Apartment for rent

Available Nov 12

Freshly Renovated 3-Bed Retreat in Winter Park

This beautifully updated 3-bedroom, 2-bathroom home features a desirable split floorplan with luxury vinyl flooring and modern finishes. The spacious kitchen boasts stainless appliances and Quartz countertops. Enjoy effortless indoor-outdoor living with sliding doors leading to a screened patio. Unique to this property is a rare 2-car garage with a workshop. Lawn care is included, and the location is conveniently near parks, schools, shops, and dining.

1041 Aragon Avenue #1041 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

2 BR, 3 BA in Winter Park

1041 Aragon Avenue #1041, Winter Park, FL 32789

On-site laundry | Assigned parking | Outdoor space

2 beds

3 baths

$2,500

Apartment for rent

Available Dec 4

Spacious 2-Bedroom Retreat with Secluded Garden

Enjoy over 1,600 sq ft of living space in this beautiful 2-bedroom, 2.5-bath residence featuring two master suites and a bonus area perfect for recreation or study. The full kitchen and laundry make daily life a breeze, while the lovely secluded garden invites relaxation. An attached garage provides convenient parking, and a short walk leads to Park Ave dining and shops. Located in a desirable school district, this unfurnished home is ready for a new tenant!

519 Park North Court - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

519 Park North Court, Winter Park, FL 32789

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

4 beds

3 baths

$7,000

House for rent

Elegant Single-Story Oasis with Private Pool

Experience luxurious comfort in this stunning four-bedroom, three-and-a-half-bath home offering 3,302 sq. ft. of refined living space. The open layout connects a gourmet kitchen with granite counters to a cozy family room, leading to a screened patio and private pool. Enjoy a relaxing primary suite with an expansive en suite bath and custom closet. Beautiful Brazilian cherry wood floors, crown molding, and high ceilings enhance the elegant ambiance. Monthly rent includes grounds care and pool maintenance for a hassle-free lifestyle.

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2862 King's Deer Road #2862 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3 BR, 2 BA in Winter Park Pines

2862 King's Deer Road #2862, Winter Park, FL 32792

3 beds

2 baths

$3,200

Apartment for rent

Available Nov 17

Stylishly Renovated Winter Park Retreat

This beautifully updated 3-bedroom, 2-bath home offers modern finishes and an inviting open layout across 1,763 sq. ft. Ideal for relaxing or entertaining, it provides excellent proximity to UCF, Full Sail University, and Park Avenue's shopping and dining. Located in the top-rated Winter Park school zone, this residence is a rare find in a prime location, blending comfort and convenience in one vibrant setting. Pet-friendly!

3055 Autumn Court #3055 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3 BR, 2 BA in Casselberry

3055 Autumn Court #3055, Winter Park, FL 32792

Carpet | Outdoor space

3 beds

2 baths

$2,275

Apartment for rent

Available Nov 10

Modern Village Home with Fenced Backyard Retreat

This charming 3-bed, 2-bath village-style home offers an open-concept layout with stainless steel appliances and sleek laminate flooring. Cozy carpet in the bedrooms enhances comfort, while the fenced backyard provides a private outdoor space ideal for relaxation. Conveniently located near top-rated schools, shopping, and major roads, this residence is ready for comfortable living in the heart of Winter Park.

3060 George Mason Avenue #N10C - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3060 George Mason Avenue #N10C, Winter Park, FL 32792

In-unit laundry | On-site laundry | Balcony

1 bed

1 bath

$1,300

Condo for rent

Bright & Charming Condo with Private Balcony

This updated 1-bedroom, 1-bath condo features an open layout with abundant natural light and modern cabinetry in the kitchen. Enjoy in-unit laundry and a private balcony for outdoor relaxation. Ideally located near Full Sail University and UCF, this 803 sq ft home offers convenience for residents and investors alike in a vibrant community.

1998 Canny Cv - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

1998 Canny Cv, Winter Park, FL 32792

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

3 beds

2 baths

$2,600

House for rent

Modern Townhome with Scenic Water Views & Luxe Amenities

Move into this stunning 3-bedroom, 2.5-bath townhome featuring a beautiful water view at Grayson Square. Spanning 1,907 sq ft, it offers a well-appointed kitchen with stainless steel appliances and a spacious gathering room that flows to a covered lanai. The luxurious master suite boasts a walk-in closet and ensuite bath. Rent includes high-speed internet and streaming services. Enjoy resort-style amenities with a pool and cabana, all in a gated community near shopping and dining.

2809 Bower Road #2809 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3 BR, 2 BA in Winter Park Pines

2809 Bower Road #2809, Winter Park, FL 32792

Fireplace | Outdoor space

3 beds

2 baths

$2,995

Apartment for rent

Available Feb 15

Modern Mid-Century Home with Heated Pool Oasis

Embrace stylish living in this beautifully maintained mid-century modern home with 3 bedrooms and 2 updated baths. Enjoy the charm of terrazzo floors, a cozy wood-burning fireplace, and a bright kitchen with granite countertops. The inviting backyard features a heated pool, perfect for relaxation or parties. With energy-efficient solar panels, this delightful 1,488 sq. ft. residence promises both comfort and sustainability year-round. Pet-friendly and ready for new memories!

200 Saint Andrews Boulevard #601 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

200 Saint Andrews Boulevard #601, Winter Park, FL 32792

In-unit laundry | Air conditioning | Assigned parking

1 bed

1 bath

$1,500

Condo for rent

Available Dec 4

Bright & Stylish Condo with Poolside Oasis

This beautifully renovated 1-bedroom, 1-bath condo offers modern living in a vibrant community. Featuring fresh paint, new flooring, and a stunningly re-done bathroom, this 727 sq. ft. gem includes a walk-in closet and in-unit laundry for convenience. Enjoy warm evenings on the screened-in lanai and access to fantastic amenities like 3 pools, a tennis court, and clubhouse. Located just minutes from shopping and dining, this home perfectly blends comfort and Florida charm.

1500 Gay Road #3B - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

1500 Gay Road #3B, Winter Park, FL 32789

Carpet | On-site management | Package service

2 beds

2 baths

$1,850

Condo for rent

Available Sep 22

Renovated Lakefront Retreat with Stunning Sunsets

This beautifully renovated 2-bed, 2-bath first-floor end unit offers a serene lakefront lifestyle on Lake Killarney. Enjoy breathtaking sunset views from your deck, and take advantage of the community boat ramp for thrilling water activities. The cozy living and dining area features tile and carpet flooring, while the well-equipped kitchen provides ample space for culinary creations. A covered lanai adds to the outdoor enjoyment, making this a perfect retreat for relaxation and recreation.

2553 Galliano Circle - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

2553 Galliano Circle, Winter Park, FL 32792

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

3 beds

2 baths

$2,000

House for rent

Elegant Townhome with Screened Lanai Retreat

Experience comfort in this stylish 3-bedroom, 2.5-bath townhouse spanning 1,628 sq ft. Nestled in a gated community, this residence features a convenient laundry area and a one-car garage. Enjoy serene outdoor living on the screened-in lanai and explore beautiful walking paths nearby. The high ceilings and central air add to the home's inviting atmosphere, making it perfect for both relaxation and entertaining in the vibrant Winter Park area.

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7761 Country Pl - Photo 1 of 1

5d+ ago

House for rent in Winter Park

House for rent

Charming Home with Screened Patio & Modern Finishes

This lovely 3-bedroom, 2-bathroom home features tile flooring throughout, eliminating carpet worries. The kitchen boasts stainless steel appliances and granite countertops. The spacious master bedroom includes a walk-in closet, while both bathrooms feature granite countertops. Enjoy the outdoors on the screened patio and relax in the fenced backyard. Conveniently located near dining, shopping, and entertainment options, this pet-friendly residence is ready for new tenants!

1275 Michigan Avenue - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

1275 Michigan Avenue, Winter Park, FL 32789

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

3 beds

2 baths

$3,950

House for rent

Elegant Townhome with Smart Features & Courtyard

This stunning 3-bedroom, 2.5-bath townhome features an open-concept design, high ceilings, and stylish finishes throughout. The gourmet kitchen boasts waterfall quartz countertops and stainless steel appliances. A private walled courtyard is perfect for outdoor entertaining, while the spacious primary suite includes a luxurious bath and walk-in closet. Built for modern living with smart-home technology, this immaculately maintained residence offers convenience near vibrant local attractions.

2905 Antique Oaks Circle #6 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2905 Antique Oaks Circle #6, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,325

Condo for rent

Modern Condo with Pool Access in a Quiet Community

This beautifully remodeled 1-bedroom, 1-bath condo features elegant wood floors and fresh paint. Enjoy spacious living and dining areas leading to a screened patio. Located in Parkview Village, it's within walking distance to Full Sail University and minutes from UCF. Community amenities include a pool, sauna, and clubhouse, making it ideal for investors, students, or first-time buyers. Experience comfort and convenience in this vibrant community.

931 Cypress Avenue - Photo 1 of 1

5d+ ago

Garden Acres house for rent in Winter Park

3 beds

1 bath

$2,150

$1,995

Price drop

House for rent

Modern Winter Park Oasis with Bonus Space

This newly remodeled 3-bedroom, 1-bathroom home features a stylish kitchen with stainless steel appliances and updated cabinets. A bonus room perfect for an office and additional storage enhance functionality. Nestled in the heart of Winter Park, residents enjoy walking to nearby restaurants and shopping with easy access to I-4. Ideal for pet lovers, this charming residence combines comfort and convenience in a vibrant neighborhood.

640 North Park Avenue #26 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

640 North Park Avenue #26, Winter Park, FL 32789

Garage parking | Swimming pool

2 beds

2 baths

$2,600

Condo for rent

Chic Condo with Pool Views in Downtown Locale

This stylishly renovated 2-bedroom, 2-bath condo, overlooking the pool, offers modern living in downtown Winter Park. Recently updated in 2024, the 980 sq ft space features electric heating and central air for comfort. Enjoy the convenience of garage parking and a vibrant community atmosphere, all while adhering to a no-smoking policy. Ideal for those seeking a contemporary retreat in a prime location.

7620 Cranes Creek Court - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

House for rent

Bright & Spacious End-Unit Townhouse Retreat

This beautifully maintained end-unit townhouse features 3 bedrooms and 2.5 bathrooms within 1,429 sq ft of living space. Enjoy abundant natural light and a charming, open layout perfect for entertaining. A 1-car garage adds convenience, while the tranquil Cranes Creek community offers quick access to shopping, Full Sail University, and major roadways. Ideal for those seeking comfort and easy commuting in East Orlando.

1400 Pennsylvania Avenue - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1400 Pennsylvania Avenue, Winter Park, FL 32789

In-unit laundry | Garage parking | Hardwood floor

4 beds

3 baths

$7,000

House for rent

Modern Oasis with Inviting Outdoor Retreat

This fully remodeled 4-bedroom, 3-bath home boasts a chic open layout featuring high vaulted ceilings and designer porcelain tile throughout. A gourmet kitchen with Viking appliances and a lavish master suite with dual walk-in closets enhance luxurious living. The backyard is a true sanctuary, perfect for entertaining with a summer kitchen, wood-burning fire pit, and a cozy aluminum cabana. Enjoy the vibrant charm of Winter Park with restaurants, shops, and parks just moments away.

3197 Crown Jewel Court - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

3197 Crown Jewel Court, Winter Park, FL 32792

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

3 beds

2 baths

$1,995

House for rent

Modern Townhouse in a Prime Education Hub

This stylish 3-bedroom, 2.5-bath townhouse offers 1,406 sq ft of modern living in a top-rated school district. The first floor features a contemporary kitchen with stainless steel appliances and granite countertops, flowing into an inviting dining and living area. Upstairs, enjoy the convenience of an in-unit laundry and a master suite with a walk-in closet. Located minutes from UCF and other local colleges, this townhouse is perfect for those seeking both comfort and convenience.

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3057 Aaron Burr Avenue #1 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

3057 Aaron Burr Avenue #1, Winter Park, FL 32792

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$1,700

Condo for rent

Charming 2-Bed Condo with Pool Access

This inviting, furnished 2-bedroom, 2-bath condo offers a serene living experience in a quiet community. Spanning 1,066 square feet, it features modern amenities including in-unit laundry, a well-equipped kitchen, and a cozy atmosphere. Located just 1 mile from SAM Warehouse, it’s ready for immediate move-in and also offers an option to buy. Enjoy the fantastic on-site swimming pool for relaxation and leisure in this comfortable first-floor unit.

1695 Lee Road #B114 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

1695 Lee Road #B114, Winter Park, FL 32789

In-unit laundry | Swimming pool | Walk-in closets

2 beds

1 bath

$1,600

$1,500

Price drop

Condo for rent

Bright Condo with Pool Access and Spacious Living

This charming 2-bedroom, 1-bath condo features an open living/dining area filled with natural light, a galley kitchen, and a convenient washer/dryer combo. Enjoy a lovely patio leading to the community pool and playground, perfect for relaxation. With 881 sq ft of well-maintained space and a prime location near highways, schools, and a variety of shopping and dining options, this inviting home is a perfect blend of comfort and convenience.

1931 Carrigan Avenue - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1931 Carrigan Avenue, Winter Park, FL 32792

Air conditioning | Central heat | Dishwasher

3 beds

2 baths

$2,200

House for rent

Newly Renovated Home with Spacious Backyard Oasis

This charming 3-bedroom, 2-bath residence features fresh renovations and sits on an oversized, fully fenced lot, perfect for outdoor fun. Enjoy central AC, washer/dryer hookups, and proximity to A+ schools and Park Avenue's vibrant shopping and dining. An excellent choice for comfort and convenience, this pet-friendly home is ready for its next residents!

2458 Grand Teton Circle #1 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

$3 Bedroom 2 Bathroom Condo In Winter Park

2458 Grand Teton Circle #1, Winter Park, FL 32792

In-unit laundry | Air conditioning | Assigned parking

3 beds

2 baths

$2,200

Condo for rent

Available Oct 31

Stylishly Renovated Condo with Pool & Tennis Courts

This fully renovated 3-bedroom, 2-bathroom condo features a modern design with a heated lanai, brand new appliances, and ceramic flooring. Enjoy community amenities like a clubhouse, pool, and tennis courts. Located just a short walk from shopping essentials, it’s move-in ready and perfect for those seeking comfort and convenience in a peaceful setting. Don't miss this fantastic living opportunity!

1524 Florentino Lane #1524 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

3 BR, 3 BA in Casselberry

1524 Florentino Lane #1524, Winter Park, FL 32792

Carpet

3 beds

3 baths

$2,250

House for rent

Available Nov 19

Bright & Modern Townhouse in Gated Community

This beautifully maintained townhouse blends comfort with style in a gated community. Spanning 1,628 square feet, it features luxury vinyl plank flooring, a spacious kitchen with stainless steel appliances, and fresh carpet in all bedrooms. Enjoy an open layout perfect for family living, with easy access to LA Fitness and downtown Winter Park's dining and shopping. Ideal for a clean, caring family ready for a stress-free lifestyle in a convenient and vibrant area.

2717 Scarlet Road #2717 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3 BR, 2 BA in Winter Park Pines

2717 Scarlet Road #2717, Winter Park, FL 32792

Air conditioning | On-site laundry | Walk-in closets

3 beds

2 baths

$2,795

Apartment for rent

Available Dec 1

Upgraded Home with a Huge Yard & Prime Location

This beautifully upgraded 3-bedroom, 2-bath home features a modern split floor plan, new vinyl plank flooring, and a spacious indoor laundry room. Enjoy outdoor living with a screened patio, large fenced backyard complete with a fire pit and tree house. Direct access to Cady Way Trail and Park provides tons of recreation options. Located in a top-rated school district, this home combines comfort and convenience in the heart of Winter Park.

3107 Ash Park Loop #3107 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3 BR, 3 BA in Winter Park

3107 Ash Park Loop #3107, Winter Park, FL 32792

Outdoor space

3 beds

3 baths

$2,395

Apartment for rent

Available Nov 12

Charming 3-Bed Home with Spacious Backyard Oasis

This beautifully maintained 3-bedroom, 2-bath residence offers bright and inviting spaces, perfect for relaxation and entertaining. Enjoy a generous backyard for gatherings under the Florida sun. Ideally located near top-rated schools, shopping, and dining, this home provides an excellent blend of tranquil living and urban convenience, making it a perfect retreat for those seeking comfort in a vibrant community.

1690 Dale Avenue #1690 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

4 BR, 2 BA in Winter Park

1690 Dale Avenue #1690, Winter Park, FL 32789

4 beds

2 baths

$3,800

Apartment for rent

Available Nov 20

Family-Friendly Retreat Near Winter Park's Charm

This spacious 4-bedroom, 2-bath home spans 1,474 sq. ft. in a highly sought-after area, perfect for family living. Enjoy top-rated schools and a welcoming neighborhood, all just a mile from Park Avenue. Explore shops, delightful restaurants, and the unique charm of Winter Park while being close to everything you need for a vibrant lifestyle. Pet-friendly and conveniently located, this property is an ideal choice for families looking to enjoy all the best local amenities.

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1436 Minnesota Avenue #1436 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

2 BR, 1 BA in Winter Park

1436 Minnesota Avenue #1436, Winter Park, FL 32789

2 beds

1 bath

$1,299

Apartment for rent

Available Nov 12

Stylish Apartment in the Heart of Winter Park

This updated 2-bedroom, 1-bath apartment spans 805 sq. ft. and is perfectly situated near Advent Health, I-4, and downtown attractions. Enjoy convenient access to vibrant neighborhoods and local amenities. A fantastic option for those seeking a modern lifestyle in a prime location.

148 Oak Grove Road #148 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3 BR, 2 BA in Winter Park

148 Oak Grove Road #148, Winter Park, FL 32789

Air conditioning | On-site laundry | High ceilings

3 beds

2 baths

$2,195

Apartment for rent

Available Nov 1

Brightly Upgraded Home with Spacious Layout

Experience comfort in this upgraded 3-bedroom, 2-bath home featuring high ceilings and a bright open kitchen. New laminate flooring enhances the space, while the spacious master bathroom includes a separate tub and shower with double sinks. Enjoy outdoor dining on the cozy shaded patio. With a new roof, AC, and convenient one-car garage, this home combines modern living with a friendly atmosphere, ideally located near Winter Park’s main roads and I4.

1492 Broad Wing Lane - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

New Construction Townhouse in Winter Park

1492 Broad Wing Lane, Winter Park, FL 32792

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

3 beds

2 baths

$2,900

House for rent

Available Jan 1

Modern Townhouse in Upscale Gated Community

Experience spacious living in this 3-bedroom, 2.5-bathroom townhouse, only 5 years old and move-in ready. The master suite features a walk-in closet, while the generous floorplan invites comfort. Enjoy resort-style amenities, including a pool and playground, all located near top-rated schools, shopping, and dining. With flexible lease terms and included washer and dryer, this pet-friendly home is perfect for convenient living in a vibrant community.

104 Interlachen Avenue - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2 BR, 2 BA in Winter Park

104 Interlachen Avenue, Winter Park, FL 32789

In-unit laundry | Ceiling fan | Outdoor space

2 beds

2 baths

$4,850

Condo for rent

Available Oct 1

Charming Lakefront Condo with Garden Access

This pet-friendly first-floor condo features 2 bedrooms and 2 baths in a well-designed open-concept layout. Enjoy cooking in the modern kitchen with a breakfast bar, and relax in the sunroom or on the garden patio. The primary suite offers private garden views and an en-suite bath. Residents have access to a heated pool, fitness centers, and a clubhouse by the lake. Leasing includes water, cable, internet, and more, making this the perfect retreat in a desirable community.

1580 Oakhurst Avenue #1580 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

4 BR, 3 BA in Winter Park

1580 Oakhurst Avenue #1580, Winter Park, FL 32789

On-site laundry | Hardwood floor | Fireplace

4 beds

3 baths

$4,950

Apartment for rent

Available Nov 19

Charming Two-Story Home with Lush Outdoor Retreat

This stunning 4-bed, 2.5-bath home features hardwood floors, a cozy fireplace, and a gourmet kitchen with granite countertops. Enjoy the serene front porch and spacious second-floor deck overlooking your beautifully landscaped backyard with fruit trees. Perfectly located near Winter Park's vibrant Park Avenue, this pet-friendly residence blends comfort and style in a delightful setting.

367 Holt Avenue #367 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

2 BR, 1 BA in College Quarter

367 Holt Avenue #367, Winter Park, FL 32789

2 beds

1 bath

$2,100

Apartment for rent

Available Nov 5

Charming Walkable Haven in Winter Park

Enjoy an ideal lifestyle in this inviting 2-bedroom, 1-bath retreat just steps from Rollins College and Park Avenue's vibrant shops and cafes. Spanning 850 square feet, this pet-friendly home offers convenience and comfort in a sought-after neighborhood. With landscaping, water bills, and pest control included, this is a perfect fit for college students, professionals, or anyone looking to embrace easy living in Winter Park. Two dedicated parking spots add to the convenience.

690 Osceola Avenue - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2 BR, 2 BA in Winter Park

690 Osceola Avenue, Winter Park, FL 32789

Hardwood floor

2 beds

2 baths

$3,400

Condo for rent

Available Nov 15

Luxe Lakefront Condo with Resort-Style Amenities

This stunning 2-bedroom, 2-bath luxury condo features beautiful raw wood floors and an open-concept layout, perfect for entertaining. Enjoy serene water views and access to a lakeside pool, fitness center, and elegant clubhouse. Located steps from Park Avenue's shopping and dining, this upscale retreat combines comfort, style, and modern convenience in a vibrant setting.

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Updated: December 18, 2025

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Learn more about renting in Winter Park, FL

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Local insights: What it's like to live in Winter Park, FL

Winter Park, FL, offers a blend of beautiful parks and lakes, making it a pleasant place for outdoor activities like jogging and biking. Residents appreciate the vibrant local arts scene, with frequent events and galleries to explore. The area is noted for its excellent schools, which is a significant draw for families. However, some locals mention frustrations with traffic and parking, especially around the popular Park Avenue shopping district, where congestion can be a hassle during peak times.

How much is the average rent in Winter-Park, FL for 1-bedroom and 2-bedroom apartments?

The median rent for a one-bedroom apartment in Winter Park, FL is $1,349, while a two-bedroom apartment averages $1,649.

Are rents going up or down in Winter-Park, FL?

Rents in Winter Park, FL have experienced a slight decline in 2024, with average monthly rents decreasing by 3.1% year-over-year.

When is the best time to look for an apartment in Winter-Park, FL?

The best time to look for an apartment in Winter Park, FL is during the less competitive months of April and January, when prices may be lower, although the selection might be limited.

Are there pet-friendly apartments in Winter-Park, FL?

Yes, approximately 62% of the listings in Winter Park, FL are pet-friendly with some restrictions.

Are utilities usually included in rent in Winter-Park, FL?

Only about 11% of the listings in Winter Park, FL include utilities in the rent.

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.

Looking for apartments in Winter Park, FL near you?

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💰Best rent deal1436 Minnesota Avenue #1436
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
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