Winter Park, FL Houses for Rent

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  /24

  $2,350 per month

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft
  • House for Rent

  206 Tyree Ln, Winter Park, FL 32792

  Modern midcentury for lease! Enjoy location and lifestyle in this professionally managed property. You will love this recently renovated, one-story, two-bedroom and one-bath home situated on a large fenced-in lot with a pool. Tile and wood laminate floors throughout! This well-designed home offers plenty of communal living spaces with a formal living area at the front of the house, large windows

  Bruce Kalin

  JC FLORIDA REALTY LLC

  (321) 467-7673

  206 Tyree Ln, Winter Park, FL 32792
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  /22

  $2,550 per month

  • 3 Beds
  • 1.5 Baths
  • 1,207 Sq Ft
  • House for Rent

  2310 Atomic Ct, Winter Park, FL 32789

  $500 OFF FIRST MONTHS RENT IF YOU SIGN BY APRIL 24TH! Please fill out an application prior to scheduling a tour! If convenience was a house, this would be it!Welcome to 2310 Atomic Court, a beautifully updated 3-bedroom, 1.5-bathroom home nestled in a quiet, family-friendly neighborhood in Winter Park. This residence offers an open floor plan, perfect for modern living, and a

  2310 Atomic Ct, Winter Park, FL 32789
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  /27

  $3,500 per month

  • 3 Beds
  • 2 Baths
  • 1,809 Sq Ft
  • House for Rent

  2530 Franklin Ave, Winter Park, FL 32789

  Come and enjoy the comfort and modern upgrades in this beautifully renovated and well-maintained 3-bedroom, 2-bath home, perfectly situated just minutes from Winter Park Village, Park Avenue, and I-4, a prime location with access to everything imaginable.Set on a spacious -acre lot with mature landscaping and a generous driveway, this home blends timeless charm with thoughtful updates. The open

  Carole Blake CHARLES RUTENBERG REALTY ORLANDO

  2530 Franklin Ave, Winter Park, FL 32789
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  /16

  $2,565 per month

  • 3 Beds
  • 2 Baths
  • 1,671 Sq Ft
  • House for Rent

  1937 Houndslake Dr, Winter Park, FL 32792

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2709.90. That covers your base rent, $2565.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

  1937 Houndslake Dr, Winter Park, FL 32792
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  /21

  $4,400 per month

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • House for Rent

  820 W Canton Ave, Winter Park, FL 32789

  Welcome to 820 W Canton Ave — a brand-new home in a classic shell, completely reimagined from the foundation up by acclaimed architect Mark K. Straite. This stunning residence blends modern luxury with timeless design, all just steps from Winter Park Village, Park Avenue, and Hannibal Square. Expanded from under 1,000 sq ft to over 1,440 sq ft, this light-filled home features:Block foundation for

  Maximiliano Garcia MIAMI BEACH REAL ESTATE GROUP

  820 W Canton Ave, Winter Park, FL 32789
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  /12

  $2,320 per month

  • 3 Beds
  • 2 Baths
  • 1,441 Sq Ft
  • House for Rent

  2520 Eastbrook Blvd, Winter Park, FL 32792

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2464.90. That covers your base rent, $2320.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

  2520 Eastbrook Blvd, Winter Park, FL 32792
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  /27

  $2,500 per month

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

  2101 Oakhurst Ave, Winter Park, FL 32792

  Immaculately maintained, this three-bedroom, two-bathroom home is nestled in the heart of Winter Park. Sitting on just under a quarter-acre lot, it boasts a new AC system and a charming stone fireplace. You’re only minutes away from downtown Winter Park and the vibrant shopping and dining options along Park Avenue. Enjoy the nearby perks of the YMCA Fitness Center, just blocks away, and the

  Peter Dang ALLIANCE RENTAL HOMES

  2101 Oakhurst Ave, Winter Park, FL 32792
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  /16

  $2,425 per month

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft
  • House for Rent

  1739 Willa Cir, Winter Park, FL 32792

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  1739 Willa Cir, Winter Park, FL 32792
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  /10

  $1,695 per month

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

  2532 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

  2532 Kamnic Ct, Winter Park, FL 32792
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  /14

  $2,870 per month

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft
  • House for Rent

  504 St Dunstan Way, Winter Park, FL 32792

  We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

  504 St Dunstan Way, Winter Park, FL 32792
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  /18

  $2,290 per month

  • 3 Beds
  • 2 Baths
  • 1,669 Sq Ft
  • House for Rent

  Unlisted Address

  Updated 3 BED, 2 BATH HOME IN ESTABLISHED WINTER PARK NEIGHBORHOOD! This lovely 1,669 sq ft home has beautiful ceramic tile and wood flooring, crown molding, ceiling fans throughout. Kitchen has all stainless appliances & an eat-at breakfast bar that overlooks eating space in the kitchen. Formal dining room offers extra space for entertaining. Large family room has sliding glass doors that lead

  David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

  Unlisted Address
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  /16

  $2,425 per month

  • 4 Beds
  • 2 Baths
  • 1,609 Sq Ft
  • House for Rent

  7042 Green Needle Dr, Winter Park, FL 32792

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2569.90. That covers your base rent, $2425.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

  7042 Green Needle Dr, Winter Park, FL 32792
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  /14

  $2,550 per month

  • 4 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • House for Rent

  887 Eastbrook Blvd Unit 2, Winter Park, FL 32792

  Come see this 4 bedroom/2 bath in the beautiful Winter Park neighborhood of Eastbrook. This home is completely move in ready with granite counter-tops and stainless steel appliances in the kitchen and new microwave. Large open kitchen/living room. Spacious bedrooms with lots of closets and storage space. Updated modern light fixtures and fans adorn the rooms throughout the home. Home is tiled

  Courtney Davis ABSOLUTE REALTY GROUP, LLC

  887 Eastbrook Blvd Unit 2, Winter Park, FL 32792
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  /12

  $2,115 per month

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft
  • House for Rent

  5485 Park Vale Blvd, Winter Park, FL 32792

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2259.90. That covers your base rent, $2115.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

  5485 Park Vale Blvd, Winter Park, FL 32792
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  /16

  $3,100 per month

  • 3 Beds
  • 2 Baths
  • 1,329 Sq Ft
  • House for Rent

  424 Dunraven Dr, Winter Park, FL 32792

  Location! Schools! Community! Convenience! Corner lot! Don't miss this great Winter Park home

  Julia Magnani LOKATION

  424 Dunraven Dr, Winter Park, FL 32792
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  /16

  $2,335 per month

  • 3 Beds
  • 2 Baths
  • 1,493 Sq Ft
  • House for Rent

  5206 Tangerine Ave, Winter Park, FL 32792

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2599.90. That covers your base rent, $2335.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

  5206 Tangerine Ave, Winter Park, FL 32792
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  /20

  $3,800 per month

  • 3 Beds
  • 1.5 Baths
  • 1,409 Sq Ft
  • House for Rent

  532 Darcey Dr, Winter Park, FL 32792

  This 3 bedroom/1.5 bathroom CORNER lot home is located in the desirable Brookshire Heights neighborhood. The home was redesigned in 2020 and has since been upgraded even further! No detail was overlooked in this adorable midcentury home. Brand new roof completely replaced in 2023 with new fascia, soffits, and gutters. Exterior just painted in 2023. Newly remodeled kitchen features Quartz

  Wenwen Wang JWJ REALTY LLC

  532 Darcey Dr, Winter Park, FL 32792
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  /16

  $2,590 per month

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft
  • House for Rent

  5576 Garden Grove Cir, Winter Park, FL 32792

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  5576 Garden Grove Cir, Winter Park, FL 32792
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  /14

  $2,095 per month

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • House for Rent

  1445 Chilean Ln, Winter Park, FL 32792

  No security deposit required to qualified applicants! This property is enrolled with Obligo, allowing qualified renters to move in with a small monthly fee instead of a large upfront deposit—fast, easy, and flexible move-in!Updated Home. Professionally Managed. NO HOA FEES OR HOA APPLICATION. NEW STAINLESS STEEL APPLIANCES. Welcome to 1445 Chilean Ln, a cozy 3-bedroom, 2-bathroom home in the

  Salvatore Cavalieri RE/MAX TOWN & COUNTRY REALTY

  1445 Chilean Ln, Winter Park, FL 32792
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  /15

  $1,200 per month

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

  3065 George Mason Ave, Winter Park, FL 32792

  *ESTIMATED TOTAL MONTHLY LEASING PRICE: $1,249.95Base Rent: $1,200.00Filter Delivery: $5.00Renters Insurance: $10.95$1M Identify Protection, Credit Building, Resident Rewards, Move-In Concierge: $34.00 *The estimated total monthly leasing price does not include utilities or optional/conditional fees, such as: pet, utility service, and security deposit waiver fees. Our

  3065 George Mason Ave, Winter Park, FL 32792
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  /10

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,359 Sq Ft
  • House for Rent

  2101 Edwin Blvd, Winter Park, FL 32792

  3/2 with updated kitchen and stainless-steel appliances. Yard car included.

  Jennifer Tyre REALTY AND COMPANY INT., LLC

  2101 Edwin Blvd, Winter Park, FL 32792
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  /16

  $2,575 per month

  • 4 Beds
  • 2 Baths
  • 1,756 Sq Ft
  • House for Rent

  5219 Ardmore Dr, Winter Park, FL 32792

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  5219 Ardmore Dr, Winter Park, FL 32792
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  /36

  $1,400 per month

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

  5206 Seminole Ave, Winter Park, FL 32792

  Beautiful Property – 1 Bed / 1 Bath Home + Optional Studio!Welcome to this charming and spacious 1-bedroom, 1-bathroom home featuring an open-concept layout with plenty of natural light. Each area has its own independent A/C unit for maximum comfort. The modern kitchen is perfect for daily living and entertaining.The property is fully fenced, offering privacy and security, with a

  Mariana Rondon LPT REALTY, LLC

  5206 Seminole Ave, Winter Park, FL 32792
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  /18

  $2,602 per month

  • 5 Beds
  • 3 Baths
  • 3,642 Sq Ft
  • House for Rent

  1006 Manchester Cir, Winter Park, FL 32792

  Property Id: 1797038Address: 1006 Manchester Circle Winter Park, FL 32792WILLING TO NEGOTIATE!!!!!!!!"Property is Rent as is", accepting all clients. We offer month by month or week by week or day by day. We are willing to work with every individual situation that anyone has. . .... Contact today, Showing property. Privately Owned. And we Are Also Doing ROOM FOR ROOM IF

  1006 Manchester Cir, Winter Park, FL 32792
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  /10

  $1,350 per month

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

  200 Saint Andrews Blvd Unit 3403, Winter Park, FL 32792

  Live in this 1 bedroom, 1 bath, 2nd floor condo at Four Seasons in Winter Park. This condo includes 1 covered parking, living room, dining area, ceramic tile & carpet, community pool, clubhouse, tennis court, shuffleboard. *Bonus Amenity Included* -All RE/MAX 200 Realty Property Management Division residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes

  Mo Jabr RE/MAX 200 REALTY

  200 Saint Andrews Blvd Unit 3403, Winter Park, FL 32792
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  /10

  $1,100 per month

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

  5312 Poinsetta Ave Unit 1, 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 1, Winter Park, FL 32792
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  /12

  $2,350 per month

  • 3 Beds
  • 1.5 Baths
  • 1,227 Sq Ft
  • House for Rent

  2619 Ambergate Rd, Winter Park, FL 32792

  "Picture yourself living in the heart of Winter Park's desirable Winter Park Estates. This inviting home offers a wonderful opportunity to enjoy all that this fantastic location; Winter Park's fine dining to some of the local favorite stops, The Farmer's Market, Arts and Entertainment, Live music and events, Shopping centers, relaxing Spas, or take evening walks with friends or family. Minutes

  Keren Reyes CENTURY 21 CARIOTI

  2619 Ambergate Rd, Winter Park, FL 32792
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  /28

  $1,100 per month

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

  5058 Seminole Ave Unit Seminole Unit 4, 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 4 rooms has its own electronic keypad lock for your privacy and security. The extra large common areas provide the perfect space for dining and living. Spacious laundry and kitchen provide you with plenty of space

  5058 Seminole Ave Unit Seminole Unit 4, Winter Park, FL 32792
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  $3,399 per month

  • 3 Beds
  • 2 Baths
  • 1,438 Sq Ft
  • House for Rent

  1939 Gunn Rd, Winter Park, FL 32792

  Adorable 3 bedroom, 2 bathroom one story home in Winter Park. Minutes from Baldwin Park and downtown Park Ave. The home has been beautifully renovated. There is a large backyard with paver patio area. Inside utility room with access to kitchen and carport area. Kitchen and family room are open to each other and boast plenty of built in storage. Designer light fixtures throughout the home.

  Meg Dolan FANNIE HILLMAN & ASSOCIATES

  1939 Gunn Rd, Winter Park, FL 32792
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  /31

  $2,200 per month

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • House for Rent

  2848 Chantilly Ave, Winter Park, FL 32789

  Welcome to 2848 Chantilly Ave, Winter Park, FL 32789! This charming property offers a perfect blend of comfort and convenience. With 3 bedrooms and 1.5 bathrooms, this home provides 1440 sq ft of cozy living space perfect for individuals or small groups seeking a delightful residential experience.Key Features:Bedrooms: 3Bathrooms: 1.5Square Footage: 1440 sq ftParking:

  2848 Chantilly Ave, Winter Park, FL 32789
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  /43

  $4,200 per month

  • 3 Beds
  • 2.5 Baths
  • 1,345 Sq Ft
  • House for Rent

  344 Starling Rd, Winter Park, FL 32789

  For Rent - Beautifully updated home near the shores of Lake Killarney! Located just minutes from Downtown Winter Park, Park Avenue, I-4, Maitland, and more. Convenient access to the nearby shops and dining options. This home offers a 3 bedroom, 2.5 bath layout with open living spaces and modern finishes. LVP flooring flows throughout the home, complimented by fresh paint, natural light,

  Kelly Price KELLY PRICE & COMPANY LLC

  344 Starling Rd, Winter Park, FL 32789
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  /25

  $2,695 per month

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft
  • House for Rent

  642 Balfour Dr, Winter Park, FL 32792

  *** Newly Remodeled *** New Kitchen with solid wood cabinets and granite countertops *** New Primary Bath with solid wood cabinets, marble countertops, walk in shower and rains shower head *** New Secondary Bathroom with solid wood cabinets and marble countertops *** split floor plan *** large pantry & laundry room combo *** large back patio *** freshly painted interior ***

  Donna Peebles VIA PROPERTIES LLC

  642 Balfour Dr, Winter Park, FL 32792
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  /59

  $10,500 per month

  • 6 Beds
  • 3.5 Baths
  • 3,554 Sq Ft
  • House for Rent

  2234 Via Luna, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Newly Renovated Home in the Beautiful Via’s of Winter Park! Designed and built by Groninger Custom Homes. Privately located on a large wrap around corner lot. It is meticulously maintained with eye-catching curb appeal with mature magnolia trees and beautiful landscaping with newly installed lighting

  Iram Hashmi LOKATION

  2234 Via Luna, Winter Park, FL 32789
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  /21

  $5,800 per month

  • 3 Beds
  • 2.5 Baths
  • 2,008 Sq Ft
  • House for Rent

  2237 Howard Dr, Winter Park, FL 32789

  You will be amazed by the natural beauty of the waterfront and century oaks that welcome you every time you come through your front door. Come see this fully furnished, masterfully remodeled, 3 bedroom, 2 bath, with a hidden half bath in the office. A Mid-modern home that represents everything that is lakefront Winter Park history. Walk to downtown Winter Park, Baldwin Park, and East End Market.

  Ryan Feely COLEDEV REAL ESTATE LLC

  2237 Howard Dr, Winter Park, FL 32789
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  /11

  $6,900 per month

  • 5 Beds
  • 3.5 Baths
  • 2,700 Sq Ft
  • House for Rent

  433 Carolina Ave, Winter Park, FL 32789

  A stunning two-story house with five bedrooms is now available. The house has ceramic tittle except for the bedrooms which have wood floors The kitchen is spacious and features an island and stainless steel appliances. All the bedrooms have ceiling fans and numerous upgrades. The house is conveniently located near Winter Park farmers, enjoy Park Avenue or Winter Park Village, and amazing night

  Valentina Rodriguez LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

  433 Carolina Ave, Winter Park, FL 32789
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  /9

  $1,895 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  1716 Miller Ave, Winter Park, FL 32789

  Welcome to this charming duplex nestled in the heart of Winter Park. This 2-bedroom one bathroom with a one car carport 800sqft. Has been totally remodeled with a well-designed floor plan. It includes all new appliances and washer and dryer hookups with tile floors throughout. Enjoy a bright and airy living space creating a welcoming atmosphere. Central heat and air. Nestled in a prime location

  Shawn Beard RE/MAX 200 REALTY

  1716 Miller Ave, Winter Park, FL 32789
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  /8

  $1,795 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  1714 Miller Ave, Winter Park, FL 32789

  Welcome to this charming duplex nestled in the heart of Winter Park. This 2-bedroom one bathroom with a one car carport 800sqft. has been totally remodeled with a well-designed floor plan. It includes all new appliances and washer and dryer hookups with tile floors throughout. Enjoy a bright and airy living space creating a welcoming atmosphere. Central heat and air. Nestled in a prime location

  Shawn Beard RE/MAX 200 REALTY

  1714 Miller Ave, Winter Park, FL 32789
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  /22

  $3,975 per month

  • 4 Beds
  • 3.5 Baths
  • 2,589 Sq Ft
  • House for Rent

  1344 Blue Stem Ln, Winter Park, FL 32792

  A beautiful home with open floor plan having 4 bedrooms and 3.5 baths. Master bedroom suite with walk-in closet is conveniently located on the first floor along with dining room, living room kitchen, laundry room, half bath and Den. 2nd floor have 3 more bedrooms, two full bathrooms and a loft. Nice outside lanai with pond view. washer and dryer included! "A" rated in Seminole County!.

  ChandraMohan Narayana Swamy DALTON WADE INC

  1344 Blue Stem Ln, Winter Park, FL 32792
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  /19

  $1,695 per month

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

  2522 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

  Bernardo Reynoso La Rosa Realty Llc

  2522 Alexa Ct, Winter Park, FL 32792
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  /34

  $3,400 per month

  • 3 Beds
  • 2 Baths
  • 1,670 Sq Ft
  • House for Rent

  1850 Whitehall Dr, Winter Park, FL 32789

  This is a wonderful, furnished, pool home located in the sought after neighborhood of Kenilworth Shores in Winter Park. This 3 bedroom 2 bath home has an open floor plan with family room/dining room combo, a wonderful family room overlooking the lush tropical landscape of the backyard with a state of the art in ground pool. Enjoy the weekends lounging around the black bottom pool and the lush

  Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

  1850 Whitehall Dr, Winter Park, FL 32789

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