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Winter Park, FL Homes for Rent under $3,000

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  • /9

    $1,299 Per Month

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

    200 St Andrews Blvd Unit 206, Winter Park, FL 32792

    Beautiful Remodeled First-Floor Pool View Condo in Winter ParkWelcome to this beautifully remodeled first-floor condo in the highly desirable Four Seasons Condominium community in Winter Park. Offering peaceful pool views, an excellent location, and outstanding community amenities, this home is ready for you to move in and enjoy!The spacious floor plan features a separate living

    200 St Andrews Blvd Unit 206, Winter Park, FL 32792
  • /28

    $2,495 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft
    • Townhouse for Rent

    7601 Aloma Pines Ct, Winter Park, FL 32792

    Welcome to this spacious 3-bedroom, 2.5-bath townhome located in the gated community of Aloma Trails in Winter Park. Offering approximately 1,872 square feet of living space, this well-designed home features an open floor plan with a generous great room and a kitchen that flows seamlessly into the main living and dining areas—perfect for everyday living and entertaining. Upstairs, you’ll find all

    Noelle LeBlanc OLDE TOWN BROKERS INC

    7601 Aloma Pines Ct, Winter Park, FL 32792
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    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft
    • House for Rent

    521 Ohio St, Winter Park, FL 32789

    WINTER PARK! 3 bedroom/2 bathroom single family home blocks from I-4. Newer luxury vinyl floors installed throughout home. Stainless steel refrigerator and range, new SS dishwasher, separate dining room, family room, living room, and 2 bonus rooms for offices or storage. 2-car carport with private drive. Big yard (1/3 acre lot) corner lot, rear patio. Inside laundry room with washer / dryer

    521 Ohio St, Winter Park, FL 32789
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    $1,590 Per Month

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

    3374 Cedar Springs Place Unit 155, Winter Park, FL 32792

    2br 2.5ba UPDATED home in Hidden Oaks, Winter Park!!! Kitchen UPDATED with GRANITE counters and solid wood cabinets, upgraded toilets throughout, updated sinks & faucets in all baths. TILE FLOORS downstairs with neutral tone carpet on stairs and second floor. Dry bar area in living room. Both bedrooms are upstairs, each with their own full bathroom! Half bath downstairs off the living/dining room

    Greg Mann BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

    3374 Cedar Springs Place Unit 155, Winter Park, FL 32792
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    $1,600 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

    This charming 2-bedroom, 2-bath duplex is ready for immediate move-in, offering a warm and inviting atmosphere for comfortable living.Step inside to discover a thoughtfully designed space with tile flooring throughout, providing both durability and easy maintenance. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances and solid-surface countertops.

    3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792
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    $2,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Condo for Rent

    150 Killarney Bay Ct Unit 5-5, Winter Park, FL 32789

    Welcome to this beautifully updated first-floor 2-bedroom, 2-bath condo in the highly desirable Killarney Bay community in Winter Park, offering a perfect blend of comfort, style, and lakefront living.Step inside to an inviting open-concept layout filled with natural light and designed for both everyday living and entertaining. The modern kitchen features upgraded cabinetry, sleek

    Giovanna D'Alessandro RP INVESTMENT REALTY LLC

    150 Killarney Bay Ct Unit 5-5, Winter Park, FL 32789
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    $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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    $1,600 Per Month

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

    1695 Lee Rd Unit C103, Winter Park, FL 32789

    Charming condo for Lease! location , Location , location ! This 2-bedroom, 1-bathroom apartment offers an open layout with plenty of natural light, a spacious living area, and a well-equipped kitchen with brand new interior paint job.Enjoy the convenience of in-unit laundry and modern amenities throughout. The apartment is situated in a serene community, offering easy access to shopping, dining,

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit C103, Winter Park, FL 32789
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    $2,700 Per Month

    • 4 Beds
    • 3 Baths
    • 2,345 Sq Ft
    • House for Rent

    7872 Pleasant Pine Cir, Winter Park, FL 32792

    Spacious Winter Park Rental Home located in the Gated Community of Enclave At Aloma. Conveniently located minutes from the 417, UCF, Research Park, Great Shopping and Dining. This newer home was built in 2013 and offers 4 Bedrooms, 2 Bathrooms, 2 Car Garage, Kitchen/Family Room Combo, Upstairs Bonus Room, and Screened Lanai. Home also features an Inside Utility Room, Ceiling Fans, Wood Floors,

    7872 Pleasant Pine Cir, Winter Park, FL 32792
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    $1,700 Per Month

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

    205 Lewfield Cir Unit 205, Winter Park, FL 32792

    Virtually Staged. 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

    Eimi Moreno Carrera LPT REALTY, LLC

    205 Lewfield Cir Unit 205, Winter Park, FL 32792
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    $1,549 Per Month

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

    3391 Cedar Springs Place Unit 168, Winter Park, FL 32792

    A VIRTUAL TOUR VIDEO IS AVAILABLE ON OUR WEBSITE!This property is managed by Joseph English at ext. 219.This 2-bedroom, 2.5-bathroom condo is located within the Hidden Oaks Community. Upon entering this lovely home, you will notice the spacious living room with tile floors and a wet bar. The kitchen features plenty of cabinets, an eat-in nook, and sliding glass door leading to the private

    3391 Cedar Springs Place Unit 168, Winter Park, FL 32792
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    $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
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    $1,990 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • House for Rent

    825 Driver Ave, Winter Park, FL 32789

    COMING SOON: Dubsdread neighborhood...This clean & charming bungalow is located on a quiet street with updated & substantial homes in the Dubsdread neighborhood of Winter Park, less than 1/2 mile to I-4 ramp at Fairbanks. The home features an updated eat-in kitchen (with black stainless appliances) & updated bathrooms. New washer/dryer, a garage, extra parking pad & a covered patio. Faux wood

    825 Driver Ave, Winter Park, FL 32789
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    $2,300 Per Month

    • 3 Beds
    • 2 Baths
    • 1,068 Sq Ft
    • House for Rent

    1751 Westchester Ave, Winter Park, FL 32789

    Move-in ready 3-bedroom, 2-bath home in a convenient Winter Park location just off Orange Avenue and minutes from Park Avenue. The home features updated vinyl flooring, fresh interior paint and fixtures, a kitchen with new appliances included, comfortable single-story layout, screened lanai, covered carport, and private backyard. Enjoy quick access to Downtown Winter Park, Park Avenue’s shops,

    Ahmad Hassan COMPASS FLORIDA LLC

    1751 Westchester Ave, Winter Park, FL 32789
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    $1,450 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,079 Sq Ft
    • Condo for Rent

    3004 George Mason Ave Unit K5d, Winter Park, FL 32792

    This beautiful 2-bedroom, 2.5-bathroom, 2-Story condo located in the highly desirable Colonies community of Winter Park, Florida, offers 1,079 square feet of thoughtfully designed living space while featuring modern updates throughout, including durable tile flooring in the main living areas, crisp white cabinetry, and sleek stainless-steel appliances. The layout transitions seamlessly into a

    3004 George Mason Ave Unit K5d, Winter Park, FL 32792
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    $1,195 Per Month

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

    1000 S Semoran Blvd Unit 305, Winter Park, FL 32792

    Spacious ground floor 1/1 unit in Golfside Villas Community now available. Rent includes water and sewer. French doors off family room lead to covered screened in patio with view of community Pool. All rooms are spacious leaving room to spread out. Freshly painted with new flooring. Close to airport, restaurants, and shopping.

    Melissa Vance MAINFRAME REAL ESTATE

    1000 S Semoran Blvd Unit 305, Winter Park, FL 32792
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    $1,299 Per Month

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

    200 St Andrews Blvd Unit 206, Winter Park, FL 32792

    Beautiful Remodeled First-Floor Pool View Condo in Winter ParkWelcome to this beautifully remodeled first-floor condo in the highly desirable Four Seasons Condominium community in Winter Park. Offering peaceful pool views, an excellent location, and outstanding community amenities, this home is ready for you to move in and enjoy!The spacious floor plan features a separate living

    200 St Andrews Blvd Unit 206, Winter Park, FL 32792
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    $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
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    $1,450 Per Month

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

    1695 Lee Rd Unit Apartment A103, Winter Park, FL 32789

    2 Bedrooms, 1 Bathroom located on the first floor. IGalley kitchen (with a dishwasher, microwave, range, refrigerator, and a washer/dryer combo), walk-in closet in the primary bedroom, and an open living/dining room combo filled with natural light. A private patio, playground, and park. It includes 1 assigned parking space.This property offers an option of a security deposit-free lease

    1695 Lee Rd Unit Apartment A103, Winter Park, FL 32789
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    $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
  • /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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    $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
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    $2,049 Per Month

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

    2648 Galliano Cir, Winter Park, FL 32792

    ***New residents will receive three (3) complimentary months of the Resident Benefits Package (RBP). Take advantage of this exclusive offer and enjoy added benefits at no cost for your first three months!***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

    2648 Galliano Cir, Winter Park, FL 32792
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    $1,900 Per Month

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

    2510 Boyd Ave Unit b, Orlando, FL 32803

    Experience the allure of this meticulously renovated one-bedroom and bathroom apartment unit. This open-concept space features a granite countertop and stainless steel appliances, providing a modern and inviting atmosphere. Additionally, the unit includes an extra room, ideal for an office, with direct access to the private backyard. Conveniently located near Baldwin Park, downtown Orlando, and a

    Antonio Velazquez BP REALTY

    2510 Boyd Ave Unit b, Orlando, FL 32803

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