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Newest Homes for Rent in Winter Park, FL

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  • 7446 Wynnewood Square Unit 190, Winter Park, FL 32792
    7446 Wynnewood Square Unit 190, Winter Park, FL 32792
    7446 Wynnewood Square Unit 190, Winter Park, FL 32792
    /22

    $1,850 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,031 Sq Ft
    • Townhouse for Rent

    7446 Wynnewood Square Unit 190, Winter Park, FL 32792

    Newly updated 2-bedroom, 1.5-bath townhouse located in the highly desirable Hidden Oaks community in Winter Park.. this property offers 990 sq ft of open living space. The First floor features a spacious living area that can be used for living and/or dining. Kitchen has all appliances and room for a breakfast table which allows you to look out over the rear patio. Laundry closet and sliding glass

    Scott Butts KIMBRIDGE REALTY, LLC

    7446 Wynnewood Square Unit 190, Winter Park, FL 32792
  • 2307 Kestrel Perch Place, Winter Park, FL 32792
    2307 Kestrel Perch Place, Winter Park, FL 32792
    2307 Kestrel Perch Place, Winter Park, FL 32792
    /36

    $3,595 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,619 Sq Ft
    • House for Rent

    2307 Kestrel Perch Place, Winter Park, FL 32792

    Come see this beautiful tile roof single-family home on a corner lot in the gated Hawks Crest community in Winter Park. It is the newest gated community in the area and has no rear neighbors. Landscaping and lawn care, are paid for by the landlord. The home has UV sanitizing lights installed in all bathrooms and a water filter system in the kitchen sink. With 4 bedrooms, 2.5 bathrooms, and a

    2307 Kestrel Perch Place, Winter Park, FL 32792
  • 2526 Tahoe Cir Unit 2526, Winter Park, FL 32792
    2526 Tahoe Cir Unit 2526, Winter Park, FL 32792
    2526 Tahoe Cir Unit 2526, Winter Park, FL 32792
    /25

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Condo for Rent

    2526 Tahoe Cir Unit 2526, Winter Park, FL 32792

    Must-See WINTER PARK CONDO, beautifully remodeled 2BR / 2BA + LOFT / potential office / 3rd BR or office. Formal Living Room w / wood-burning fireplace & Dining Room w/ wet-bar, beautiful open kitchen w/ island and stainless-steel appliances, laundry closet w/ washer & dryer, enclosed patio, bamboo & porcelain tile floors. Centrally located near SR 417 and 20 minutes from airport, zoned for great

    Elizabeth Beaudoin PR REAL ESTATE SERVICES

    2526 Tahoe Cir Unit 2526, Winter Park, FL 32792
  • 2353 Winter Woods Blvd, Winter Park, FL 32792
    2353 Winter Woods Blvd, Winter Park, FL 32792
    2353 Winter Woods Blvd, Winter Park, FL 32792
    /39

    Starting at $1,002 Per Month

    • 1 - 3 Beds

    2353 Winter Woods Blvd, Winter Park, FL 32792

    Come home to San Jose Apartments and enjoy the advantages of spacious apartments and ample parking. We have a wide variety of living spaces to choose from, all with large closets and modern amenities. You'll love our beautiful swimming pool and clubhouse. Call today to make San Jose Apartments your new home.TDD:711 for hearing impaired assistance.

    San Jose Apartments

    2353 Winter Woods Blvd, Winter Park, FL 32792
  • 162 Moyses Rd, Winter Park, FL 32792
    162 Moyses Rd, Winter Park, FL 32792
    162 Moyses Rd, Winter Park, FL 32792
    /20

    $1,895 Per Month

    • 2 Beds
    • 2 Baths
    • 1,098 Sq Ft
    • Townhouse for Rent

    162 Moyses Rd, Winter Park, FL 32792

    Property Id: 2563758 Be the first to live in this beautifully renovated home that has been completely remodeled from top to bottom! Everything is brand new, giving you the feel of moving into a new home with modern finishes throughout. This home features 2 spacious bedrooms and 1 full bathroom upstairs, creating a private and comfortable living space. The first floor offers an open

    162 Moyses Rd, Winter Park, FL 32792
  • 3086 Bluebrook Dr, Winter Park, FL 32792
    3086 Bluebrook Dr, Winter Park, FL 32792
    3086 Bluebrook Dr, Winter Park, FL 32792
    /23

    $2,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,399 Sq Ft
    • House for Rent

    3086 Bluebrook Dr, Winter Park, FL 32792

    Minimum Deposit $2,200. Monthly Rent $2,200. Available August 10th!Contact Polina at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Welcome home to this charming 3-bedroom, 2-bathroom single-family home in the highly desirable Winter Park

    3086 Bluebrook Dr, Winter Park, FL 32792
  • 1351 Merrydale Way, Winter Park, FL 32792
    1351 Merrydale Way, Winter Park, FL 32792
    1351 Merrydale Way, Winter Park, FL 32792
    /46

    $2,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft
    • Townhouse for Rent

    1351 Merrydale Way, Winter Park, FL 32792

    Fantastic, Modern townhome WITH 3 beds & 2.5 baths. Hawk's Crest is a gated community in Winter Park. This home is has a very spacious open floor plan with a water view! The kitchen has granite countertops and is fully equipped with stainless steel Whirlpool appliances; oven, stove, microwave, refrigerator, dishwasher, and garbage disposal. The kitchen area also has a large pantry! This energy

    1351 Merrydale Way, Winter Park, FL 32792
  • 151 N Orlando Ave, Winter Park, FL 32789
    151 N Orlando Ave, Winter Park, FL 32789
    151 N Orlando Ave, Winter Park, FL 32789
    /9

    $2,750 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    151 N Orlando Ave, Winter Park, FL 32789

    Overlooking Lake Killarney, enjoy the beautiful sunsets from your living room! Updated kitchen and bathroom. Located just steps to the Winter Park Village, Trader Joe’s, and 1st Watch!

    151 N Orlando Ave, Winter Park, FL 32789
  • 1667 Mizell Ave, Winter Park, FL 32789
    1667 Mizell Ave, Winter Park, FL 32789
    1667 Mizell Ave, Winter Park, FL 32789
    /20

    $3,795 Per Month

    • 3 Beds
    • 3 Baths
    • 1,715 Sq Ft
    • House for Rent

    1667 Mizell Ave, Winter Park, FL 32789

    Minimum Deposit $3795. Monthly Rent $3795. AvailableNOW!Contact Polina at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Welcome to your dream Winter Park home! This charming 3-bedroom, 3 full bathroom gem is the epitome of comfort and style.

    1667 Mizell Ave, Winter Park, FL 32789
  • 301 S Capen Ave, Winter Park, FL 32789
    301 S Capen Ave, Winter Park, FL 32789
    301 S Capen Ave, Winter Park, FL 32789
    /26

    $2,300 Per Month

    • 3 Beds
    • 2 Baths
    • 1,158 Sq Ft
    • House for Rent

    301 S Capen Ave, Winter Park, FL 32789

    Welcome to 301 S Capen, a 3-bedroom, 2-bath home located just minutes from Park Avenue.Inside, you'll find a bright and inviting kitchen featuring large bay windows and ample space for a breakfast table. The adjoining family room provides a comfortable gathering space and offers convenient access to the laundry room and attached one-car garage.Down the hall, you'll find three

    301 S Capen Ave, Winter Park, FL 32789
  • 1695 Lee Rd Unit E116, Winter Park, FL 32789
    1695 Lee Rd Unit E116, Winter Park, FL 32789
    1695 Lee Rd Unit E116, Winter Park, FL 32789
    /36

    $1,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit E116, Winter Park, FL 32789

    Beautiful 3-bedroom, 2-bath corner unit in Winter Park featuring brand-new flooring and fresh interior paint throughout. The bright interior offers abundant natural light, spacious living and dining areas, and generously sized bedrooms. A separate laundry room with washer and dryer provides added convenience and storage space. The unit is within walking distance of the community pool and

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit E116, Winter Park, FL 32789
  • 2449 Grand Teton Cir Unit 2449, Winter Park, FL 32792
    2449 Grand Teton Cir Unit 2449, Winter Park, FL 32792
    2449 Grand Teton Cir Unit 2449, Winter Park, FL 32792
    /30

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,457 Sq Ft
    • Condo for Rent

    2449 Grand Teton Cir Unit 2449, Winter Park, FL 32792

    Virtually Staged. Welcome to Cedarwood Village in WINTER PARK. This 2BR/2BA condo is light & bright & has just been beautifully RENOVATED w/ newer appliances, new toilet in master bathroom, new solid wood shaker style cabinets, hardware, SS hood & quartz countertops. TREE-LINED STREETS lead you to this BLOCK-CONSTRUCTED condo. offering 1,457 sq ft of interior living space. This includes an

    Elizabeth Beaudoin PR REAL ESTATE SERVICES

    2449 Grand Teton Cir Unit 2449, Winter Park, FL 32792
  • 1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792
    1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792
    1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792
    /10

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Grdyn House

    1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792

    Beautiful one bedroom studio apartment for rent in Winter Park. This unit comes fully furnished and ready to move in. Rent includes water, electricity, and internet. This home is centrally located within minutes from UCF, Fullsail, restaurants, Costco, grocery stores and major highways.

    1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792
  • 1600 Indiana Ave, Winter Park, FL 32789
    1600 Indiana Ave, Winter Park, FL 32789
    1600 Indiana Ave, Winter Park, FL 32789
    /5

    $1,350 Per Month

    • 1 Bed
    • 1 Bath
    • 620 Sq Ft
    • Townhouse for Rent

    1600 Indiana Ave, Winter Park, FL 32789

    This 1 bedroom, 1 bathroom home is located in the heart of Winter Park. Enjoy the best of Downtown Winter Park, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include tile throughout the main living area, dining room, utility room with washer/dryer hookups, and a

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    1600 Indiana Ave, Winter Park, FL 32789
  • 1303 Canterbury Rd, Winter Park, FL 32789
    1303 Canterbury Rd, Winter Park, FL 32789
    /2

    $2,750 Per Month

    • 3 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • House for Rent

    1303 Canterbury Rd, Winter Park, FL 32789

    Welcome to this charming 3-bedroom, 2-bathroom home in the highly sought-after Orwin Manor neighborhood of Winter Park. This move-in ready home features an open floor plan, updated kitchen, luxury vinyl flooring, and abundant natural light throughout. Enjoy a spacious corner lot with a private patio and generous backyard, perfect for relaxing or entertaining. Conveniently located just minutes

    Paula Wells PRIMAC GROUP, INC

    1303 Canterbury Rd, Winter Park, FL 32789
  • 5489 Baldwin Park St, Orlando, FL 32814
    5489 Baldwin Park St, Orlando, FL 32814
    5489 Baldwin Park St, Orlando, FL 32814
    /19

    $3,590 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,806 Sq Ft
    • Townhouse for Rent

    5489 Baldwin Park St, Orlando, FL 32814

    Property Id: 2714618 Stunning 2-story townhome located in the highly desirable Baldwin Park community in Orlando. This elegant property features 3 spacious bedrooms, 2.5 bathrooms, and approximately 1,800 sq ft of living space, offering a well-designed and functional layout. The first floor showcases an open-concept design with combined living and dining areas, perfect for entertaining,

    5489 Baldwin Park St, Orlando, FL 32814
  • 151 N Orlando Ave Unit 207, Winter Park, FL 32789
    151 N Orlando Ave Unit 207, Winter Park, FL 32789
    151 N Orlando Ave Unit 207, Winter Park, FL 32789
    /20

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 207, Winter Park, FL 32789

    Welcome to your future home in the heart of Winter Park, located in the desirable Maitland district! This charming property offers a comfortable and convenient lifestyle, with easy access to an array of amenities and attractions.Experience the ease of living with central heating and cooling, complemented by air conditioning and ceiling fans for your comfort throughout the year. This

    151 N Orlando Ave Unit 207, Winter Park, FL 32789
  • 770 Annesley Place, Winter Park, FL 32789
    770 Annesley Place, Winter Park, FL 32789
    /2

    Call for Price

    • 3 Beds

    770 Annesley Place, Winter Park, FL 32789

    The Oxford at Winter Park

    770 Annesley Place, Winter Park, FL 32789
  • 5312 Poinsetta Ave Unit 2, Winter Park, FL 32792
    5312 Poinsetta Ave Unit 2, Winter Park, FL 32792
    5312 Poinsetta Ave Unit 2, Winter Park, FL 32792
    /12

    $1,000

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft
    • House for Rent

    5312 Poinsetta Ave Unit 2, Winter Park, FL 32792

    Attention Full Sail and UCF Students! This is the place for which you've been looking. This is a shared living space that is fully furnished with all utilities included. Each of the three rooms has its own electronic keypad lock for your privacy and security. The large common areas provide the perfect space for dining and living. A spacious laundry and kitchen provide you with plenty of space

    5312 Poinsetta Ave Unit 2, Winter Park, FL 32792
  • 2530 Kamnic Ct, Winter Park, FL 32792
    2530 Kamnic Ct, Winter Park, FL 32792
    2530 Kamnic Ct, Winter Park, FL 32792
    /10

    $1,575 Per Month

    • 2 Beds
    • 2 Baths
    • 1,024 Sq Ft
    • House for Rent

    2530 Kamnic Ct, Winter Park, FL 32792

    This 2 bedroom, 2 bathroom villa is located in Winter Park near local shops, restaurants, and schools. Features include a spacious split floor plan with tile flooring throughout, a lovely kitchen with breakfast bar, living room, a wonderful primary suite with a large walk-in closet, laundry room, additional storage room, a fenced yard, and private parking. Schedule a showing or submit an

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    2530 Kamnic Ct, Winter Park, FL 32792
  • 3651 N Goldenrod Rd, Winter Park, FL 32792
    3651 N Goldenrod Rd, Winter Park, FL 32792
    3651 N Goldenrod Rd, Winter Park, FL 32792
    /25

    $1,249 Per Month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • House for Rent

    3651 N Goldenrod Rd, Winter Park, FL 32792

    Move-in ready 2-bedroom, 2-bathroom condo just minutes from UCF and Full Sail University! This bright, open-plan unit features stylish wood plank flooring, a kitchen equipped with stainless steel appliances, and a dedicated dining area. Enjoy the convenience of an in-unit washer/dryer and a private patio perfect for outdoor relaxation. Community amenities include a refreshing pool, ideal for

    3651 N Goldenrod Rd, Winter Park, FL 32792
  • 302 Lewfield Cir, Winter Park, FL 32792
    302 Lewfield Cir, Winter Park, FL 32792
    302 Lewfield Cir, Winter Park, FL 32792
    /12

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft
    • Condo for Rent

    302 Lewfield Cir, Winter Park, FL 32792

    Welcome home to this charming and light-filled 1-bedroom, 1-bathroom condominium, offering the perfect blend of comfort and convenience. Featuring beautiful wood flooring throughout, this cozy residence boasts an open-concept living and dining area that creates a warm and inviting atmosphere. The kitchen is equipped with modern appliances, while ceiling fans throughout the home enhance year-round

    302 Lewfield Cir, Winter Park, FL 32792
  • 2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792
    2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792
    2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792
    /21

    $2,100

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,295 Sq Ft
    • Condo for Rent

    2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792

    Welcome to this charming and beautifully updated home in the serene Cedarwood Village community! Tucked away in a peaceful location, this unit offers a quiet retreat from traffic noise and features a private backyard with no rear neighbors perfect for enjoying the spacious, enclosed lanai. The modern kitchen features sleek granite countertops and matching cabinets, with the bathrooms and dining

    2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792
  • 2510 Boyd Ave, Orlando, FL 32803
    2510 Boyd Ave, Orlando, FL 32803
    2510 Boyd Ave, Orlando, FL 32803
    /25

    $1,800 Per Month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    2510 Boyd Ave, Orlando, FL 32803

    Step into the allure of this meticulously renovated one-bedroom and bathroom apartment unit. The open-concept space boasts a granite countertop and stainless steel appliances, creating a modern and inviting ambiance. The unit also features an extra room, perfect for an office, with direct access to the private backyard. Conveniently situated near Baldwin Park, downtown Orlando, and a plethora of

    2510 Boyd Ave, Orlando, FL 32803
  • 7903 Pleasant Pine Cir, Winter Park, FL 32792
    7903 Pleasant Pine Cir, Winter Park, FL 32792
    7903 Pleasant Pine Cir, Winter Park, FL 32792
    /12

    $3,200 Per Month

    • 4 Beds
    • 3 Baths
    • 2,319 Sq Ft
    • House for Rent

    7903 Pleasant Pine Cir, Winter Park, FL 32792

    WINTER PARK 4 BR / 3BA + BONUS ROOM, built in 2014. Located in the GATED COMMUNITY of Enclave At Aloma. All bedrooms are on the FIRST FLOOR, including the master bedroom with space for a king size bed and a HUGE WALK-IN CLOSET. The family room opens to the kitchen with 42" wood cabinets, white QUARTZ counter tops, STAINLESS STEEL appliances, KITCHEN ISLAND with breakfast bar seating and a large

    Elizabeth Beaudoin PR REAL ESTATE SERVICES

    7903 Pleasant Pine Cir, Winter Park, FL 32792
  • 616 Ellendale Dr, Winter Park, FL 32792
    616 Ellendale Dr, Winter Park, FL 32792
    616 Ellendale Dr, Winter Park, FL 32792
    /23

    $4,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,405 Sq Ft
    • Property for Rent

    616 Ellendale Dr, Winter Park, FL 32792

    Virtually Staged. Move right into this beautifully updated pool home in the highly desirable Winter Park Estates community, offering an exceptional combination of storage space, flexibility, and location. New A/C (2026), Freshly painted throughout (2026), New Kitchen Countertops coming soon (2026) this move-in-ready home features an open-concept layout filled with natural light, seamlessly

    Elena Sanchez BALDWIN PARK REALTY LLC

    616 Ellendale Dr, Winter Park, FL 32792
  • 2500 Lee Rd, Winter Park, FL 32789
    2500 Lee Rd, Winter Park, FL 32789
    2500 Lee Rd, Winter Park, FL 32789
    /16

    $1,250 Per Month

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft
    • House for Rent

    2500 Lee Rd, Winter Park, FL 32789

    Serene scenes surround the Lakeside Manor, absolutely beautiful through all the seasons. Waterfront Complex on Lake Killarney. Found on the ground floor, the unit opens up to the living room and dining room. Tile is laid all throughout the property, easy to clean and maintain! The bedroom and bathroom are toward the back of the unit. The bedroom features two closets! The community amenities

    2500 Lee Rd, Winter Park, FL 32789
  • 2037 Linden Rd, Winter Park, FL 32792
    2037 Linden Rd, Winter Park, FL 32792
    2037 Linden Rd, Winter Park, FL 32792
    /10

    $1,245

    Total Monthly Price

    • Studio - 1 Bed
    • 1 Bath
    • 615 Sq Ft
    • Condo for Rent

    2037 Linden Rd, Winter Park, FL 32792

    Mother in law suite 1 bd /1 bath 613 Sqf Nice neighborhood, washer and dryer. Parking Garage Cable, internet, Electricity. Include in the rent Not Smoking. Small pet. Cat. Independent Entrance Door

    2037 Linden Rd, Winter Park, FL 32792
  • 622 Green Meadow Ave, Maitland, FL 32751
    622 Green Meadow Ave, Maitland, FL 32751
    622 Green Meadow Ave, Maitland, FL 32751
    /18

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,812 Sq Ft
    • House for Rent

    622 Green Meadow Ave, Maitland, FL 32751

    NOW AVAILABLE! Wonderful Seminole County 3/2/2 block home in a favorite established Maitland neighborhood with underground utilities and sidewalks. LAWN CARE INCLUDED TOO! Ranch style home with nicely covered front patio and court yard perfect for potted paints and outdoor furniture. Huge open concept floor plan with the kitchen, dining room and great room wide open with 2 sets of french doors

    Sheryl Webster VENTURE HOME REALTY

    622 Green Meadow Ave, Maitland, FL 32751
  • 1136 S Pennsylvania Ave, Winter Park, FL 32789
    1136 S Pennsylvania Ave, Winter Park, FL 32789
    1136 S Pennsylvania Ave, Winter Park, FL 32789
    /44

    $6,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,434 Sq Ft
    • Townhouse for Rent

    1136 S Pennsylvania Ave, Winter Park, FL 32789

    Welcome home to this beautifully appointed end-unit Georgetown townhome in the highly desirable Virginia Heights community. Ideally located just minutes from Rollins College, Park Avenue, and the best shopping, dining, and entertainment that Winter Park has to offer, this exceptional residence offers the perfect blend of elegance, comfort, and convenience. Step inside to discover a bright, open

    Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

    1136 S Pennsylvania Ave, Winter Park, FL 32789
  • 433 W New England Ave, Winter Park, FL 32789
    433 W New England Ave, Winter Park, FL 32789
    433 W New England Ave, Winter Park, FL 32789
    /35

    Starting at $1,475 Per Month

    • Studio - 3 Beds

    433 W New England Ave, Winter Park, FL 32789

    We have 9 beautiful, and unique buildings located in Hannibal Square: 400, 430, 433, 444, 470 and 558 W. New England Ave., 362 S. Pennsylvania Ave. and 402 W. Welbourne Ave. Onsite parking is available in our 7 story parking garage located at 362 S. Pennsylvania Ave. There are a limited number of storage and garage spaces available as well!Our apartment options include: studio, 1/1, 2/1, 2/2,

    Hannibal Square

    433 W New England Ave, Winter Park, FL 32789
  • 1627 Orange Ave, Winter Park, FL 32789
    1627 Orange Ave, Winter Park, FL 32789
    1627 Orange Ave, Winter Park, FL 32789
    /36

    $2,750 Per Month

    • 3 Beds
    • 2 Baths
    • 1,302 Sq Ft
    • House for Rent

    1627 Orange Ave, Winter Park, FL 32789

    Charming 3-bedroom, 2-bath bungalow located in the highly desirable, well-established Orwin Manor neighborhood in the City of Winter Park. Ideally situated between Downtown Orlando and Park Avenue, this home is just minutes from AdventHealth Hospital, Rollins College, and offers convenient access to I-4. The spacious retreat is located just across the hall from a beautifully renovated bathroom.

    Agent Photo

    Peter Dang

    ALLIANCE RENTAL HOMES

    1627 Orange Ave, Winter Park, FL 32789
  • 912 Carvell Dr, Winter Park, FL 32792
    912 Carvell Dr, Winter Park, FL 32792
    912 Carvell Dr, Winter Park, FL 32792
    /21

    $2,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft
    • House for Rent

    912 Carvell Dr, Winter Park, FL 32792

    Nestled in the sought-after Winter Park Estates neighborhood, this beautifully maintained 3-bedroom, 2-bathroom pool home offers the perfect blend of classic charm and modern updates. Step through the front door into a warm, welcoming living room that flows effortlessly into a dining area featuring updated kitchen finishes and quality appliances. Brand new flooring!The spacious family room

    Grace Feng INTOP REALTY LLC

    912 Carvell Dr, Winter Park, FL 32792
  • 1409 Michigan Ave, Winter Park, FL 32789
    1409 Michigan Ave, Winter Park, FL 32789
    1409 Michigan Ave, Winter Park, FL 32789
    /18

    $3,150 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,803 Sq Ft
    • Townhouse for Rent

    1409 Michigan Ave, Winter Park, FL 32789

    Available for September move-in! Welcome home to this spacious 3-bedroom, 2.5-bath townhome in the heart of Winter Park. Thoughtfully designed with an open and functional floor plan, this home offers comfortable living, stylish finishes, and abundant natural light throughout. The first floor features a spacious living area and a separate dining room/flex space, perfect for formal dining, a home

    Kyle Li UNIONE REALTY INC

    1409 Michigan Ave, Winter Park, FL 32789
  • 2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792
    2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792
    2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792
    /21

    $2,100

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,295 Sq Ft
    • Condo for Rent

    2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792

    Welcome to this charming and beautifully updated home in the serene Cedarwood Village community! Tucked away in a peaceful location, this unit offers a quiet retreat from traffic noise and features a private backyard with no rear neighbors perfect for enjoying the spacious, enclosed lanai. The modern kitchen features sleek granite countertops and matching cabinets, with the bathrooms and dining

    2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792
  • 1695 Lee Rd Unit Apartment D215, Winter Park, FL 32789
    1695 Lee Rd Unit Apartment D215, Winter Park, FL 32789
    1695 Lee Rd Unit Apartment D215, Winter Park, FL 32789
    /24

    $1,745 Per Month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit Apartment D215, Winter Park, FL 32789

    *** TENANT OCCUPIED UNTIL 7/31/26 - Showings by appointment ONLY! MOVE-IN SPECIAL! 50% off one month's rent for approved and signed leases by 7/31/2026!! ***This fabulous 3BD/2BTH second-floor condominium end unit. The kitchen features stainless steel appliances, oak cabinets and stunning wood floors greeting you as you enter the unit. Flowing from the living room to the dining room

    1695 Lee Rd Unit Apartment D215, Winter Park, FL 32789
  • 835 W Canton Ave, Winter Park, FL 32789
    835 W Canton Ave, Winter Park, FL 32789
    835 W Canton Ave, Winter Park, FL 32789
    /32

    $6,300 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,415 Sq Ft
    • House for Rent

    835 W Canton Ave, Winter Park, FL 32789

    Now available for lease in the highly desirable Gardens at Park West, this beautifully completed home offers luxury living in the heart of Winter Park. Ideally located within walking distance of Winter Park Village, Park Avenue's renowned dining and shopping, the Winter Park Farmers' Market, and more, this home combines convenience with an exceptional lifestyle.Designed with an open,

    Brian Hyser THE AGENCY FL

    835 W Canton Ave, Winter Park, FL 32789
  • 333 Cornwall Rd, Winter Park, FL 32792
    333 Cornwall Rd, Winter Park, FL 32792
    333 Cornwall Rd, Winter Park, FL 32792
    /40

    $3,650 Per Month

    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft
    • House for Rent

    333 Cornwall Rd, Winter Park, FL 32792

    Located in the heart of Winter Park, Winter Park Pines is a well-established neighborhood known for its convenience, school zoning, and access to outdoor living. A place to slow down, where evening walks feel like something out of a storybook, and the Cady Way Trail is just steps from your back door for morning runs, bike rides, and everything in between. One of the standout features is having

    Melissa Johnson EXP REALTY LLC

    333 Cornwall Rd, Winter Park, FL 32792
  • 1815 Barker Dr, Winter Park, FL 32789
    1815 Barker Dr, Winter Park, FL 32789
    1815 Barker Dr, Winter Park, FL 32789
    /88

    $4,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • House for Rent

    1815 Barker Dr, Winter Park, FL 32789

    Furnished turn-key luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath one story home features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. Ideally located just minutes from Orlando's top attractions, hospitals, airports, Winter Park's cultural gems,

    Benjamin Cole, IV SOTERA LIVING

    1815 Barker Dr, Winter Park, FL 32789
  • 622 St Johns Ct, Winter Park, FL 32792
    622 St Johns Ct, Winter Park, FL 32792
    622 St Johns Ct, Winter Park, FL 32792
    /7

    $1,900

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,158 Sq Ft
    • Townhouse for Rent

    622 St Johns Ct, Winter Park, FL 32792

    BRAND NEW LAMINATE FLOORING, FIREPLACE, ACROSS TENNIS COURT, COMMUNITY POOL, PARKING IN FRONT, RANGE, DISPOSAL, REFRIGERATOR, DISHWASHER, MICROWAVE, NEW CENTRAL AC UNIT, WALK IN CLOSETS, DEN, WASHER/DRYER HOOKUPS

    622 St Johns Ct, Winter Park, FL 32792

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