Winter Garden, FL Homes for Rent under $2,000

• 

  

  

  /30

  $1,830 Per Month

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • Condo for Rent

  200 Southern Pecan Cir Unit 203, Winter Garden, FL 34787

  Welcome home to this bright and spacious 2-bedroom, 2-bath condominium in the desirable gated Southern Pines community. This second-floor residence offers approximately 1,276 square feet of comfortable living space with an open-concept floor plan, abundant natural light, and a functional split-bedroom layout that provides added privacy.The well-appointed kitchen features granite

  Hans Tank FLORIDA SCANDI REALTY LLC

  200 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
• 

  

  

  /23

  $1,800 Per Month

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

  341 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

  Your lifestyle deserves the right address!! and this one puts you in the heart of WINTER GARDEN. If you're a busy professional looking for a home that combines privacy, convenience, comfort, and location. This inviting one-bedroom apartment offers the kind of low-maintenance lifestyle that makes coming home easy, with the added convenience of your own private garage-a valuable feature for

  Elizabeth Rodriguez Bello La Rosa Realty Llc

  341 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
• 

  

  

  /22

  $2,000 Per Month

  • 3 Beds
  • 1 Bath
  • 814 Sq Ft
  • House for Rent

  1105 Lincoln Terrace, Winter Garden, FL 34787

  Beautifully updated 3-bedroom, 1-bathroom single-family home located in the desirable Winter Garden area. This move-in ready home offers 814 sq. ft. of living space and features a brand-new roof, newer A/C, fresh interior and exterior paint, a fully remodeled kitchen with a new refrigerator, and a beautifully remodeled bathroom. The single-story layout provides comfortable and functional living

  Simone Pinto de Almeida Santos NOVA REAL ESTATE SERVICES INC

  1105 Lincoln Terrace, Winter Garden, FL 34787
• 

  

  

  /14

  $1,950 Per Month

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • Condo for Rent

  417 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

  Stunning second floor 2B/2B located on the beautiful Southern Pines , This Unit is in move in ready conditions, featuring Laminate Flooring throughout all living area and Tile on wet areas such as Kitchen and Bathrooms, near major shopping areas and major roadways.

  Alejandro Hernandez HP PROPERTY SOLUTIONS, LLC

  417 Southern Pecan Cir Unit 204, Winter Garden, FL 34787
• 

  

  

  /11

  $1,500 Per Month

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

  430 Southern Pecan Cir Unit 203, Winter Garden, FL 34787

  Beautiful 1 bedroom 1 bath condo on second floor in gated community of Southern Pines. Features additional office/solarium room. Open floor plan concept with carpeted living areas and tiled wet areas. Kitchen and bathroom both have granite counter tops. Master bedroom with walk in closet. Community features pool, tennis, basketball, fitness room, playground and more. Great location close to

  Nicholas Horton BANNER INT'L REAL ESTATE

  430 Southern Pecan Cir Unit 203, Winter Garden, FL 34787
• 

  

  /9

  $1,600 Per Month

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

  15347 Gilligan Ct, Winter Garden, FL 34787

  This is an in-law on the top of the garage, ready to move in. The apartment is brand new and Electricity and water. Ready to move in.

  Chanel Munoz MOSAIC PARTNERS GROUP

  15347 Gilligan Ct, Winter Garden, FL 34787
• 

  

  /20

  $1,900 Per Month

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Condo for Rent

  1432 Broken Oak Dr Unit 31A, Winter Garden, FL 34787

  Will be available to show on 7/19/2026. Located in the City of Winter Garden, this move in ready, maintenance free 2/2 Condo with attached garage is in the sought after Tucker Oaks neighborhood. Location is key, and living in this West Orange County community puts you near the heart of everything! This 2/2 features a split plan, fridge, microwave, oven, washer, and dryer. Master features an

  Dan Thompson OPTIMA ONE REALTY, INC.

  1432 Broken Oak Dr Unit 31A, Winter Garden, FL 34787
• 

  

  /5

  $1,675 Per Month

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft
  • Townhouse for Rent

  502 Varsity St, Winter Garden, FL 34787

  Location, location, location! Hip patio villas situated on a quiet oak lined street featuring tile flooring throughout, granite counter tops. Huge rear yard with open brick patio & two parking pads. All located within close proximity of the picturesque historic downtown Winter Garden. Wonderful cafes, restaurants, theatre and the new Plant Street market and Crooked Can Brewing Company. AMAZING!!

  Angela Chapman CAPITAL REALTY GROUP FLORIDA

  502 Varsity St, Winter Garden, FL 34787
• 

  

  /10

  $1,650 Per Month

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

  92 Windtree Ln Unit L, Winter Garden, FL 34787

  CONDO FOR RENT IN WINTER GARDEN 2/2 SECOND FLOOR, ASSIGN 2 PARKINGS, ALLOW SMALL PETS,ALL APLIANCES INCLUDED, THE COMMUNITY HAVE A SWIMMING POOL AND BASKETBALL COURT, CLOSE TO MAYORS ROADS, SHOPPING CENTRS, HOSPITALS, RESTAURANTS , SCHOOLS AND MUCH MORE. IS AVAILABLE FOR OCTOBER.

  maria perez ROMAN'S PRO REALTY LLC

  92 Windtree Ln Unit L, Winter Garden, FL 34787
• 

  

  /14

  $1,595 Per Month

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

  Unlisted Address

  Move-in ready one-bedroom, one bath corner unit with an attached one-car garage in a private setting. Offering 738 sq ft. of comfortable living space. This unique home is situated above the garage, with no shared Living room, bedroom, kitchen, or bathroom walls with neighbors. Features include an in-unit Laundy closet, water, cable, and internet. Available for immediate occupancy once approved by

  Maria Lloret HOMESMART

  Unlisted Address
• 

  

  /9

  $1,695 Per Month

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

  430 Southern Pecan Cir Unit 106, Winter Garden, FL 34787

  New upgrades at move in:- All carpets to be replaced with LVP. Refer to sample picture that shows how the new floors will look.- All appliances to be upgraded to new Stainless Steel- Bathroom faucet to be replacedAmazing opportunity in the resort-style Southern Pines Condos in Winter Garden! Freshly painted 1-bedroom, 1-bath condo, ready for move-in. All new LVP flooring

  Seyed Azimi AFT PROPERTY LLC

  430 Southern Pecan Cir Unit 106, Winter Garden, FL 34787
• 

  

  /15

  $1,895 Per Month

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

  407 Douglas Way Unit 66, Winter Garden, FL 34787

  Welcome home to this beautiful 2-bedroom, 2-bathroom residence in the highly desirable Winter Garden area! This inviting home features a bright and open floor plan, spacious living areas, and comfortable bedrooms designed for easy everyday living. Enjoy a low-maintenance lifestyle with community-maintained exterior and grounds, giving you more time to relax and take advantage of the community

  Justin V LaManna HOMEVEST REALTY

  407 Douglas Way Unit 66, Winter Garden, FL 34787

Showing Results 41 - 53, Page 2 of 2