Homes for Rent in Winter Park, FL with 2-Bedrooms

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  /23

  $1,500 Per Month

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

  1695 Lee Rd Unit B114, Winter Park, FL 32789

  The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo brand new refrigerator , and lovely patio that leads to the community pool and playground. .This well-maintained unit features a spacious living area filled with natural light Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great

  Yigit Orer EMPIRE NETWORK REALTY

  1695 Lee Rd Unit B114, Winter Park, FL 32789
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  /16

  $1,749 Per Month

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft
  • Condo for Rent

  3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792

  3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792
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  /24

  $3,200 Per Month

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • House for Rent

  438 Lakeview Ave, Winter Park, FL 32789

  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

  Alex Scures COLONIALTOWN REALTY

  438 Lakeview Ave, Winter Park, FL 32789
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  /14

  $1,575 Per Month

  • 2 Beds
  • 2 Baths
  • 1,018 Sq Ft
  • FOR RENT! Beautiful 2/2 Winter Park Pool View Condo in front of Full Sail!

  2911 Antique Oaks Cir Unit 12, Winter Park, FL 32792

  Beautifully Remodeled 2 Bed / 2 Bath Condo – Second Floor | Prime LocationCharming and fully remodeled second-floor condo located just steps from the pool. Perfect for those seeking a low-maintenance lifestyle.This bright and inviting unit features fresh paint, new wood and ceramic tile flooring, and updated bathrooms and kitchen with granite countertops and new appliances,

  2911 Antique Oaks Cir Unit 12, Winter Park, FL 32792
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  /12

  $2,299 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,550 Sq Ft
  • Townhouse for Rent

  2648 Galliano Cir, Winter Park, FL 32792

  This property will not last long! Schedule a showing today! Winter Park Two Story 2/2.5 Townhome located in the Private - Gated Community of Vistas at Lake Howell. All Stainless Steel Kitchen Appliances Included (Dishwasher, Range, Refrigerator, and Microwave). Living & Dining Room Combo. All bedrooms are located on the second floor. Primary Bedroom has custom closet design and ensuite bathroom.

  Elizabeth Santiago ALLEGIANT MANAGEMENT GROUP INC

  2648 Galliano Cir, Winter Park, FL 32792
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  /17

  $1,650 Per Month

  • 2 Beds
  • 2 Baths
  • 1,003 Sq Ft
  • Townhouse for Rent

  1000 S Semoran Blvd, Winter Park, FL 32792

  This newly update and freshly painted. First floor condo in Winter Park offers a perfect blend of comfort and style and outdoor access ..It features two spacious bedrooms and two bathrooms, providing ample space for relaxation and privacy. The open plan living room and updated kitchen create a welcoming atmosphere, ideal for both entertaining and everyday living.. A standout features of this home

  1000 S Semoran Blvd, Winter Park, FL 32792
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  /19

  $1,995 Per Month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  1942 Conifer Ct, Winter Park, FL 32792

  Leasing nicely furnished 2 bedrooms, 1 bath, living room, dining room and kitchen in 3 bedroom / 2 bath home. Each bedroom has queen size bed and closet. The kitchen is fully equipped including dishes. The living room has a sofa and tv.The dining room has a table with 4 chairs. The porch has some chairs and a small table. Outside in the back yard is a talbe with 4 chairs - picnic in your own park

  Scott Banta BLACKFIN REALTY LLC

  1942 Conifer Ct, Winter Park, FL 32792
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  /21

  $1,595 Per Month

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft
  • SPACIOUS 2BR CONDO | MOVE-IN READY | LIMITED AVAILABILITY

  1695 Lee Rd, Winter Park, FL 32789

  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

  1695 Lee Rd, Winter Park, FL 32789
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  /9

  $1,975 Per Month

  • 2 Beds
  • 1 Bath
  • 1,029 Sq Ft
  • House for Rent

  1803 Pineview Cir, Winter Park, FL 32792

  This beautiful 2 bed / 1 bath 1,029 square foot home in Winter Park is totally refurbished and available for immediate occupancy. Newer kitchen cabinets. Newer bathroom. With a single car carport. This property features wood floors throughout, tile floors in the kitchen, dining room and bathroom, large open yard. Washer/dryer, shed & lawn care included! Application Fee: $50 each adult

  Kenneth Warren PREMIER MANAGEMENT GROUP INC

  1803 Pineview Cir, Winter Park, FL 32792
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  /25

  $2,250 Per Month

  • 2 Beds
  • 1 Bath
  • 1,131 Sq Ft
  • House for Rent

  1671 Dale Ave, Winter Park, FL 32789

  SMALL PETS ACCEPTEDNestled in a quiet, established neighborhood, this beautifully maintained 2-bedroom, 1-bath home offers 1,131 square feet of comfortable living space with timeless charm and modern conveniences. The refinished original hardwood floors add warmth and character throughout, while abundant natural light enhances every room.A spacious bonus room provides the perfect

  1671 Dale Ave, Winter Park, FL 32789
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  /34

  $1,650 Per Month

  • 2 Beds
  • 2 Baths
  • 1,037 Sq Ft
  • Condo for Rent

  625 Trinidad Ct Unit 625, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Move right into this CLEAN & WELL-MAINTAINED 2 BEDROOM / 2 BATH ONE-STORY CONDO offering 1,037 SF OF COMFORTABLE LIVING SPACE in the heart of WINTER PARK! This MOVE-IN READY home features a SPACIOUS LAYOUT, NATURAL LIGHT, and a functional floor plan perfect for comfortable everyday living. Enjoy a SMALL & COZY BACKYARD PATIO AREA, perfect for

  Nydia Marrero ZEN LIVING HOMES LLC

  625 Trinidad Ct Unit 625, Winter Park, FL 32792
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  /12

  $1,825 Per Month

  • 2 Beds
  • 2.5 Baths
  • 960 Sq Ft
  • Gorgeous, Completely Remodeled 2/2.5 Condo in Sandlewood Creek- Winter Park!

  303 Sandlewood Trail, Winter Park, FL 32789

  Welcome home to this beautifully renovated two-story condo in desirable Sandlewood Trails. This 2-Bedroom, 2.5 Bath condo home is ideally located in Winter Park and is one of the few condo communities where residents are close enough to bike or walk to Dommerich Elementary and Maitland Middle School.As you enter, you are welcomed by a spacious Great Room and attractive gray-toned laminate

  303 Sandlewood Trail, Winter Park, FL 32789
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  /17

  $1,650 Per Month

  • 2 Beds
  • 2 Baths
  • 1,003 Sq Ft
  • Condo for Rent

  1000 S Semoran Blvd Unit 815, Winter Park, FL 32792

  This newly update and freshly painted. First floor condo in Winter Park offers a perfect blend of comfort and style and outdoor access ..It features two spacious bedrooms and two bathrooms, providing ample space for relaxation and privacy. The open plan living room and updated kitchen create a welcoming atmosphere, ideal for both entertaining and everyday living.. A standout features of this home

  Scott Butts KIMBRIDGE REALTY, LLC

  1000 S Semoran Blvd Unit 815, Winter Park, FL 32792
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  /19

  $1,595 Per Month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Newly Renovated Small 2BR w/Den Guest House

  7004 Mills Rd, Winter Park, FL 32792

  This Guest house is in great condition. Just renovated last year. Rent includes Electric & Water. Unincorporated, Orange Co, Winter Park address. Shared driveway and 1 designated carport.New Stainless Steel Gas Range/Oven, Refrigerator, & Dishwasher. New Luxury Vinyl Plank Flooring and LED lighting throughout!

  7004 Mills Rd, Winter Park, FL 32792
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  /74

  $2,350 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,550 Sq Ft
  • Townhouse for Rent

  1508 Florentino Ln, Winter Park, FL 32792

  Nestled in the heart of Winter Park just off Howell Branch Rd., in the gated community of VISTAS AT LAKE HOWELL awaits this charming,spacious well equipped 2bedroom/2.5bathroom/1car garage with a loft and screen enclosed patio. This townhome features a modern aestheticfrom upgraded recessed lighting and ceiling fans, upgraded wall switches, granite counter-tops, stainless steel

  Barbarite Adams REALTY HUB

  1508 Florentino Ln, Winter Park, FL 32792
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  /11

  $1,495 Per Month

  • 2 Beds
  • 2 Baths
  • 1,045 Sq Ft
  • Condo for Rent

  1000 S Semoran Blvd Unit 806, Winter Park, FL 32792

  LB/O - Nice 2 bedroom 2 bathrooms, 2nd Floor Unit, Open Floor Concept, Living Area, Breakfast Area, Community Pool, Water Included! Apply Today!TO SCHEDULE A SHOWING YOU MUST EMAIL US WITH YOUR CONTACT INFORMATION AND THE PROPERTY YOU WISH TO SEE AT AND AN AGENT WILL RESPOND BACK WITH THE AVAILABLE SHOW TIMES.HOW TO APPLY/ABOUT OUR APPLICATION PROCESS: Our application process

  1000 S Semoran Blvd Unit 806, Winter Park, FL 32792
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  /15

  $1,745 Per Month

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

  1941 Lanier Ct, Winter Park, FL 32792

  This first floor, 2 bedroom, 1 bathroom condo is located in the heart of Winter Park. Enjoy all 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 an open main living area, lovely kitchen with granite countertops and stainless steel

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  1941 Lanier Ct, Winter Park, FL 32792
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  /11

  $1,500 Per Month

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft
  • 2 bed 2 bath in winterpark!

  7328 Swallow Run, Winter Park, FL 32792

  2 bed 2 bath in winterpark!

  7328 Swallow Run, Winter Park, FL 32792
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  /19

  $1,450 Per Month

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

  3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792

  Beautiful 2-bedroom, 2-bath condo available for rent in the highly desirable Winter Park area. This inviting home is thoughtfully designed for comfortable family living and features no carpet, with durable laminate flooring throughout perfect for easy cleaning and everyday use. The condo offers a spacious and functional layout, including a bright living area ideal for family time and

  Praveen Setty RIGHTHOUSE REALTY LLC

  3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792
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  /11

  $1,595 Per Month

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Condo for Rent

  3011 George Mason Ave Unit 1-2E, Winter Park, FL 32792

  Great location! Spacious SECOND FLOOR 2 bedroom + 2 full bath condo featuring an open living room/dining room combo and large kitchen. Conveniently located across from the pool. Stackable washer/dryer in unit. NEW CARPET in bedrooms! Parking permit required. Two pet max permitted. Available now! NOTE: Petscreening required on all applications, whether tenant has a pet or not. . $30 per pet to

  3011 George Mason Ave Unit 1-2E, Winter Park, FL 32792
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  /14

  $1,360 Per Month

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

  3651 N Goldenrod Rd Unit 204, Winter Park, FL 32792

  This is a 2 bedroom, 2 bathroom, second floor condo in the Lancelot at Winter Park community near local shops, restaurants, and schools. Features include a spacious main living area, a lovely kitchen, vaulted ceilings, spacious bedrooms, and a laundry closet. Community amenities include a pool, gym, and clubhouse. Schedule a showing or submit an application online. All Real Property Management &

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  3651 N Goldenrod Rd Unit 204, Winter Park, FL 32792
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  /11

  $1,550 Per Month

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • 2 Bedroom 2 Bath Winter Park Condo for Rent, Near Full Sail & UCF!

  3651 N Goldenrod Rd, Winter Park, FL 32792

  This second floor 2 Bed 2 Bath upgraded condo, has split plan bedrooms, and updated style. Vaulted ceiling. Modern appliances with laminate wood flooring. It's all about location here, as this is closely situated to Full Sail & UCF and all major roadways and shopping. Community Pool! Washer & Dryer Included.

  3651 N Goldenrod Rd, Winter Park, FL 32792
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  /20

  $1,600 Per Month

  • 2 Beds
  • 1.5 Baths
  • 825 Sq Ft
  • Townhouse for Rent

  2523 Alexa Ct, Winter Park, FL 32792

  Enjoy Florida living at its best. Perfectly situated just minutes from Downtown Winter Park, near an abundance of restaurants, movie theater, schools. Close to the I4 and 417, short drive to the beach, mins to Theme Parks, golf courses & airport makes this comfortable 2 bedroom 1.5 bath duplex a must see. The interior features tile flooring throughout for cooler summers and a private backyard

  Joseph LaRosa LA ROSA REALTY LLC

  2523 Alexa Ct, Winter Park, FL 32792
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  /5

  $1,950 Per Month

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft
  • House for Rent

  4800 Tangerine Ave, Winter Park, FL 32792

  Beautiful & Spacious 2-Bedroom, 2-Bath Condo for Rent in Winter Park – $1,950/MonthDiscover the perfect blend of comfort, convenience, and lifestyle in this beautifully maintained condo located in the highly desirable Winter Park area. This home offers an exceptional layout with 2 spacious bedrooms and 2 full bathrooms, ideal for families, professionals, or roommates seeking a comfortable and

  4800 Tangerine Ave, Winter Park, FL 32792
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  /25

  $1,800 Per Month

  • 2 Beds
  • 2 Baths
  • 927 Sq Ft
  • Condo for Rent

  205 Lewfield Cir Unit 205, Winter Park, FL 32792

  Wonderful! Owners pays Water & Internet. Exceptional Winter Park location! Amenities include 2 pools, lighted tennis courts, fitness center, car care facilities & clubhouse, enjoy the simple life in this 2 bedroom, 2 bath, ground floor unit. Sip your morning coffee while admiring the garden landscaping from your screen enclosed patio. Host a barbeque with family and friends at the community

  Eimi Moreno Carrera LPT REALTY, LLC

  205 Lewfield Cir Unit 205, Winter Park, FL 32792
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  /15

  $1,740 Per Month

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft
  • Rent Special: Receive $100 in rent credit for the first three months with a 12-month lease!

  7429 Daniel Webster Dr, Winter Park, FL 32792

  Rent Special: Receive $100 in rent credit for the first three months with a 12-month lease! Welcome to this enchanting fully furnished 2-bedroom, 2-bathroom condo nestled in the heart of Winter Park, FL! Offering easy access to a plethora of attractions, this home invites you to immerse yourself in the magic of Disney, just 30 minutes away, or bask in the sun at picturesque Cocoa Beach, all

  7429 Daniel Webster Dr, Winter Park, FL 32792
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  /15

  $1,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft
  • Condo for Rent

  7429 Daniel Webster Dr Unit 14 (C), Winter Park, FL 32792

  Welcome to this enchanting fully furnished 2-bedroom, 2-bathroom condo nestled in the heart of Winter Park, FL! Offering easy access to a plethora of attractions, this home invites you to immerse yourself in the magic of Disney, just 30 minutes away, or bask in the sun at picturesque Cocoa Beach, all within reach of central Florida's vibrant offerings. Strategically positioned minutes from the

  David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

  7429 Daniel Webster Dr Unit 14 (C), Winter Park, FL 32792
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  /13

  $2,550 Per Month

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • **MOVE IN SPECIAL $500 off first months rent** Beautiful 2 bedroom, 2 bath Condo located in Winte...

  110 Killarney Bay Ct, Winter Park, FL 32789

  **MOVE IN SPECIAL $500 off first months rent** Enjoy easy, lakefront living in this beautifully maintained 2-bedroom, 2-bath condo in the desirable Killarney Bay community in Winter Park! This spacious unit features an open-concept layout with abundant natural light, a well-appointed kitchen, and comfortable living and dining areas—perfect for both relaxing and entertaining.Both bedrooms

  110 Killarney Bay Ct, Winter Park, FL 32789
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  /17

  $1,595 Per Month

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

  1695 Lee Rd Unit C206, Winter Park, FL 32789

  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) -

  Yein Ross ROSS RENTALS LLC

  1695 Lee Rd Unit C206, Winter Park, FL 32789
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  /27

  $1,495 Per Month

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft
  • Condo for Rent

  2500 Lee Rd Unit 103, Winter Park, FL 32789

  Welcome to Lakeside Manor on beautiful Lake Killarney! This spacious 2-bedroom, 1-bath condo offers comfortable living in one of the most convenient locations in the Orlando/Winter Park area. The unit features a bright and open living space and generously sized bedrooms.Residents of Lakeside Manor enjoy access to community amenities including private Lake Killarney access, a community

  2500 Lee Rd Unit 103, Winter Park, FL 32789
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  /16

  $1,500 Per Month

  • 2 Beds
  • 2 Baths
  • 802 Sq Ft
  • Condo for Rent

  7340 Swallow Run Unit 7340, Winter Park, FL 32792

  Check out this 2nd floor 2-bedroom, 2 bathroom condo with brand new beautiful wood floors throughout. The condo is centrally located between UCF and Full Sail University and is just a short distance to major roadways, shopping, and several dining options.

  Bobby Mills METRO CITY REALTY

  7340 Swallow Run Unit 7340, Winter Park, FL 32792
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  /9

  $1,450 Per Month

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Newly remodeled 2/2 condo Winter Park $300. incentive for move in by 6/15/2026

  3651 N Goldenrod Rd Unit A104, Winter Park, FL 32792

  This 2 bedroom two bath condo has been remodeled with new tile flooring, new bathrooms and all new appliances including Washer and dryer as well as kitchen appliances, stove, fridge, dishwasher, and microwave. Community has a large community pool right outside your door. Great location with access to major roads, great dining venues and shopping possibilities. Ready for move in now. Come

  3651 N Goldenrod Rd Unit A104, Winter Park, FL 32792
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  /12

  $1,995 Per Month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Renovated 2/1 Fenced in Duplex - Mead Garden/Winter Park

  925 Mead Ave, Winter Park, FL 32789

  Newly renovated duplex in Winter Park, a must see! New kitchen, tiled floors and stainless steel appliances in this renovated home. Huge fenced in back yard and walking distance to Mead Gardens, WP tennis courts, Rollins Collage and Winter Park shops and restaurants. Central heat and air.Included:-Washer Dryer-Water-Weekly LawncareMinimum approval

  925 Mead Ave, Winter Park, FL 32789
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  /7

  $1,600 Per Month

  • 2 Beds
  • 2 Baths
  • 967 Sq Ft
  • 1/2 Duplex in Winter Park

  3012 Patel Dr, Winter Park, FL 32792

  Nice two bedroom, two bath home with spacious kitchen and living area. House is tiled throughout. Driveway accommodates 2 cars. Fenced in backyard with small shed. Close to Target, Costco Publix, Aldi. Winter Park Schools.

  3012 Patel Dr, Winter Park, FL 32792
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  /16

  $1,700 Per Month

  • 2 Beds
  • 2 Baths
  • 1,059 Sq Ft
  • Excellent location

  4968 Tangerine Ave Unit 4968, Winter Park, FL 32792

  This roomy condo is available for immediate occupancy. New Luxury Vinyl Plank floors just installed. The unit is ideally located in Winter Park, not far from Full Sail or UCF. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet community with plenty of privacy. Amenities include a pool and workout room. Call today for your private tour of this amazing

  4968 Tangerine Ave Unit 4968, Winter Park, FL 32792

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