$1,465 Per Month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- Condo for Rent
2500 Lee Rd Unit 244, Winter Park, FL 32789
2500 Lee Rd Unit 244, Winter Park, FL 32789
42
Winter Park, FL Homes for Rent under $1,500
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Starting at $1,295 Per Month
- 1 - 3 Beds
541 Oak Reserve Ln, Winter Park, FL 32792
541 Oak Reserve Ln, Winter Park, FL 32792Welcome home to Oak Reserve at Winter Park Apartments, a quiet community where your needs and wishes are our priority. Covering all the bases for a comfortable living experience, our apartments in Winter Park, FL, are completed by lifestyle-oriented amenities, fantastic services, and a well-connected location within walking distance of Full Sail University. Short-term leases are available,
Oak Reserve at Winter Park
(689) 220-7702
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Starting at $1,163 Per Month
- 1 - 2 Beds
3114 Terry Brook Dr, Winter Park, FL 32792
3114 Terry Brook Dr, Winter Park, FL 32792The Seabrook Apartment community is located near the 408 Expressway, close to shopping and dining areas 1/4 mile away, just minutes away from the downtown areas of Orlando and Winter Park. Several renowned schools such as Brookshire Elementary, Glenridge Middle School and Winter Park High School are nearby as well. We offer spacious one and two-bedroom apartments. All of our homes have been
Seabrook
(689) 220-6237
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Starting at $1,295 Per Month
- 1 - 3 Beds
3440 N Goldenrod Rd, Winter Park, FL 32792
3440 N Goldenrod Rd, Winter Park, FL 32792Experience the perfect blend of comfort and convenience at Cranes Landing Apartments in Winter Park, Florida. Our beautifully designed one-, two-, and three-bedroom apartment homes feature open-concept layouts, modern finishes, and premium appliances to complement your lifestyle.Enjoy a community that’s built around connection and comfort. Relax by the resort-style pool, challenge friends
Cranes Landing Apartments
(689) 219-5442
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Starting at $1,499 Per Month
- 1 - 2 Beds
3924 Calibre Bend Ln, Winter Park, FL 32792
3924 Calibre Bend Ln, Winter Park, FL 32792Calibre Bend Apartments offers a wide variety of apartment styles designed to accommodate the demands of today's sophisticated professional, while offering the setting and charm of yesteryear. You can expect unsurpassed amenities that will delight your senses, and a cozy community that makes coming home a breeze. Imagine your meals coming together perfectly in your gourmet kitchen, relaxing on
Calibre Bend Apartments
(689) 220-7836
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Starting at $1,093 Per Month
- 1 - 3 Beds
349 Scottsdale Square, Winter Park, FL 32792
349 Scottsdale Square, Winter Park, FL 32792This community boasts a prime location that effortlessly combines charm with convenience. Nestled in a well established neighborhood, it offers residents easy access to an array of amenities, including local shops, cafes, and restaurants, all just a short stroll away. The mature landscaping creates a tranquil atmosphere, inviting residents to take leisurely walks and enjoy the scenery.
Winter Park Woods Apartments
(689) 407-8026
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Starting at $1,396 Per Month
- 1 - 3 Beds
3207 Rosebud Ln, Winter Park, FL 32792
3207 Rosebud Ln, Winter Park, FL 32792These apartments for rent in Orlando are close to Full Sail University and the University of Central Florida. Offering pet-friendly apartments one, two, and three-bedroom floorplans, Summerlin at Winter Park envelops residents in convenience and fun. With one of the largest pools in this area, you can beat the heat and relax and then take a visit to our 24-hour fitness center, billiards table, or
Summerlin at Winter Park Apartments
(321) 415-0553
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Starting at $910 Per Month
- 1 - 3 Beds
2353 Winter Woods Blvd, Winter Park, FL 32792
2353 Winter Woods Blvd, Winter Park, FL 32792Come 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
(689) 207-3265
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Starting at $1,240 Per Month
- 1 - 3 Beds
7000 University Blvd, Winter Park, FL 32792
7000 University Blvd, Winter Park, FL 32792Central Place at Winter Park, where contemporary living meets convenience in a vibrant locale in Winter Park, FL. Our one, two, and three-bedroom apartment community offers a prime location on University Blvd. near Full Sail University and just moments away from the charming downtown Winter Park area. Experience the essence of modern living in our thoughtfully designed residences, featuring
Central Place At Winter Park
(689) 220-7951
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Starting at $1,302 Per Month
- Studio - 3 Beds
2000 Village Ln, Winter Park, FL 32792
2000 Village Ln, Winter Park, FL 327925 miles north of Orlando lies The Taylor at Winter Park. Experience true comfort and serenity in a newly renovated 1-, 2-, or 3-bedroom apartment. With spacious home layouts, sleek interior finishes, screened porches, private balconies, and stunning garden-style landscaping, you can enjoy a healthy, Zen lifestyle. Cut your commute and enjoy going out on the town with a prime location near
The Taylor at Winter Park
(562) 568-9229
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Starting at $1,000 Per Month
- Studio - 3 Beds
5590 Baldwin Park St, Orlando, FL 32807
5590 Baldwin Park St, Orlando, FL 32807Join us at District on Baldwin Park in Orlando, where you'll revel in luxurious apartment living and resort-style amenities minutes from shopping, entertainment, restaurants and recreation. Lounge by one of our three sparkling pools, sip a cup of coffee and surf the net in our Internet cafe?? or chat with neighbors over cards in our clubhouse. At District on Baldwin Park, you get the resort
District On Baldwin Park
(689) 220-6939
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Starting at $1,250 Per Month
- 1 - 2 Beds
2610-2617 Eastbrook Blvd, Winter Park, FL 32792
2610-2617 Eastbrook Blvd, Winter Park, FL 32792Nestled within the serene and picturesque neighborhood of Lake Howell, Eastbrook Apartments offers a peaceful lakeside living experience with all the conveniences of a big city. This charming community in the Winter Park area is ideal for those seeking a blend of tranquility and accessibility. With 29 exclusive units, Eastbrook provides an intimate living environment with spacious and
Eastbrook Apartments
(631) 740-8886
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Starting at $1,330 Per Month
- Studio - 2 Beds
311 N Knowles Ave, Winter Park, FL 32789
311 N Knowles Ave, Winter Park, FL 32789Park East Apartments, a charming community of studio, one, and two bedroom homes in the heart of Winter Park, FL. Spacious, modern interiors welcome you inside, as a collection of convenient resident amenities allows you to relax and enjoy residential life in style.Choose from a wide array of floor plans and layouts to find the home that meets your needs. Your fully equipped kitchen opens
Park East - Park Knowles Apartments
(689) 207-6470
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Starting at $1,300 Per Month
- 1 - 3 Beds
3040 Aloma Ave, Winter Park, FL 32792
3040 Aloma Ave, Winter Park, FL 32792La Aloma Apartments offers the ideal blend of comfort, convenience, and tranquility in the heart of Central Florida. Perfectly situated just minutes from downtown Winter Park, this centrally located community provides easy access to everything Orlando has to offer—including top attractions, dining, shopping, and entertainment. Whether you're a student or professional, you'll appreciate being just
La Aloma
(689) 207-3431
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Starting at $1,015 Per Month
- Studio - 3 Beds
300 Jamestown Dr, Winter Park, FL 32792
300 Jamestown Dr, Winter Park, FL 32792Carlton Arms of Winter Park is a well established community with lavishly maintained landscaping, rapid response maintenance, and attentive service staff. We offer an unusual atmosphere of peaceful, private home dwelling while simultaneously assuring comforts and conveniences of apartment living.
Carlton Arms of Winter Park
(689) 220-7887
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Starting at $1,480
Total Monthly Price
- Studio - 3 Beds
1701 Lee Rd, Winter Park, FL 32789
1701 Lee Rd, Winter Park, FL 32789There's no place like Westmount at Winter Park Apartments in Winter Park, FL. These stylish studio, one, two, and three bedroom apartment homes are thoughtfully designed with features like vinyl plank flooring, large closets, and in-home washers and dryers. With the option of sleek stainless steel or black appliances, your kitchen is as functional as it is modern. Step outside and enjoy the
Westmount at Winter Park
(321) 248-5471
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Starting at $1,155 Per Month
- 1 - 3 Beds
2500 Howell Branch Rd, Winter Park, FL 32792
2500 Howell Branch Rd, Winter Park, FL 32792Come home to the lifestyle you've been dreaming of in a pet-friendly apartment home at Signal Pointe Apartment Homes near Rollins College.Offering the ideal blend of modern apartment features and elevated community amenities, these garden-style Winter Park, Florida, apartments offer the convenience you've been looking for - all within the tranquility of the suburbs. Make your move to
Signal Pointe
(689) 207-5380
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Starting at $1,344 Per Month
- 1 - 3 Beds
550 W Denning Dr, Winter Park, FL 32789
550 W Denning Dr, Winter Park, FL 32789WINTER PARK VILLAGE, an established lifestyle center located just north of Orlando in the affluent community of Winter Park on 17-92 between Lee Road and Fairbanks Avenue. This is the area’s most exciting destination for upscale shopping, dining, entertainment and just an overall great place to spend time away from the mall madness.
Village Park Senior
(689) 220-5720
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Starting at $1,381 Per Month
- 1 - 2 Beds
3935 Sutton Place Blvd, Winter Park, FL 32792
3935 Sutton Place Blvd, Winter Park, FL 32792Live life better at Alvista Winter Park! Located in the sought-after neighborhood of Winter Park, Orlando, and just minutes from Full Sail University, Harbor Park and Winter Pines Golf Club, our community effortlessly blends the concepts of convenience and ease. Our collection of lifestyle amenities and interior details make our residents quickly feel right at home!Choose from spacious one and
Alvista Winter Park
(321) 316-5068
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Starting at $1,219
Total Monthly Price
- 1 - 2 Beds
7502 Sun Key Blvd, Winter Park, FL 32792
7502 Sun Key Blvd, Winter Park, FL 32792Property Tours AvailableWe are now welcoming virtual, self-guided, and agent led tours. Please contact us today to schedule your appointment.Solis at Winter Park, FL Apartments boast premier location great for both business and leisure. The wide selection of one and two bedroom apartments ensure you will find a layout that fits your needs perfectly. Every apartment home comes decked out with huge
Solis at Winter Park
(321) 399-2988
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Starting at $1,310
Total Monthly Price
- 1 - 3 Beds
3733 N Goldenrod Rd, Winter Park, FL 32792
3733 N Goldenrod Rd, Winter Park, FL 32792Welcome home to Atlas at Winter Park!
Atlas at Winter Park
(689) 219-8922
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Starting at $1,364 Per Month
- 1 - 2 Beds
3250 Bishop Park Dr, Winter Park, FL 32792
3250 Bishop Park Dr, Winter Park, FL 32792Your home oasis awaits at ARIUM Winter Park with our upscale amenities and open-concept 1 and 2-bedroom apartments for rent. Minutes from downtown Winter Park and Orlando's hot spots, our community provides the perfect place to call home.Soak up the sun at our resort-style pool and outdoor kitchen, de-stress in our fitness center, or bring your canine companion to explore our dog
ARIUM Winter Park
(321) 346-5593
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$1,350 Per Month
- 1 Bed
- 1 Bath
- 749 Sq Ft
- Condo for Rent
2942 Antique Oaks Cir Unit 82, Winter Park, FL 32792
2942 Antique Oaks Cir Unit 82, Winter Park, FL 32792Property Id: 1010517Second Floor one bedroom unit in the highly desirable Parkview Condominium Complex across from Full Sail University. The rent includes water and sewer. All floors are laminate.
(689) 210-4760
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$1,350 Per Month
- 1 Bed
- 1 Bath
- 400 Sq Ft
- House for Rent
5319 N Orange Ave, Winter Park, FL 32792
5319 N Orange Ave, Winter Park, FL 32792Property Id: 2494175Great location for getting around the greater Orlando area and avoiding traffic. Close to many hospitals, easy access to both airports. Close to groceries, Sprouts, Publix, CVS, Walgreens, Costco, Walmart all within a mile plus countless great restaurants. Whole Foods and Trader Joe’s are about 6 miles away. Nice neighborhood. Friendly neighbors. New paint, new
(425) 521-6919
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$1,290
Total Monthly Price
- 1 Bed
- 1 Bath
- 615 Sq Ft
- Condo for Rent
2037 Linden Rd Unit 2037 linden rd unit A, Winter Park, FL 32792
2037 Linden Rd Unit 2037 linden rd unit A, Winter Park, FL 32792Mother in law suite 1 bd /1 bath 613 Sqf Nice neighborhood, parking garage washer and dryer. Parking Garage Cable, internet, Electricity. Include in the rent Not Smoking. Small pet. Cat. Independent Entrance Door
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$1,300 Per Month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit D213, Winter Park, FL 32789
1695 Lee Rd Unit D213, Winter Park, FL 32789Adorable and cozy second floor condo, conveniently located off Lee Road in Orlando, minutes from SR I-4. This 2-bedroom 1 full bath condo is located in the quiet community or Waterfall Cove. Water is included with a community pool and playground for tenants to enjoy. Open floor plan with carpet and laminate in kitchen and bath. Fresh paint throughout. Balcony just outside the sliders in living
Rachel DeCamp RLL Real Estate Group
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$1,050 Per Month
- 1 Bed
- 1 Bath
- House for Rent
525 S Lakemont Ave, Winter Park, FL 32792
525 S Lakemont Ave, Winter Park, FL 32792Room Rental Listing: Room 01 – Master Bedroom with Attached BathroomThis listing is for Room 01, the Master Bedroom with an attached bathroom, in a fully furnished 3-bedroom, 2-bathroom house.Location: SW Zone @ 525 S Lakemont Ave, Winter Park, FloridaProperty Features: Preliminary Information :Appliances Provided:Cooking range with
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$1,400 Per Month
- 1 Bed
- 1 Bath
- 638 Sq Ft
- Condo for Rent
1695 Lee Rd Unit C110, Winter Park, FL 32789
1695 Lee Rd Unit C110, Winter Park, FL 32789Spacious first floor unit in Waterfall Cove 1 bedroom, charming residential unit , This inviting space offers a comfortable layout with plenty of natural light. Conveniently located near shops, restaurants and parks. It is perfect for enjoying the Winter park lifestyle.
Yigit Orer EMPIRE NETWORK REALTY
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$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
1000 S Semoran Blvd Unit 806, Winter Park, FL 32792LB/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
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$1,500 Per Month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit B114, Winter Park, FL 32789
1695 Lee Rd Unit B114, Winter Park, FL 32789The 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
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$1,200 Per Month
- 1 Bed
- 1 Bath
- 537 Sq Ft
- One bedroom apt 7 or 12 months furnish or unfurnished. Apartamento disponible amueblado o sin mue...
3075 Aaron Burr Ave, Winter Park, FL 32792
3075 Aaron Burr Ave, Winter Park, FL 32792Centrally located in Winter Park near Full Sail University, and check out this cute move-in ready, 1 Bed/1 Bath second-floor condo with a rear balcony. All tiled flooring, new paint, new toilets and light fixtures, new dishwasher and range. The community features a large swimming pool and a coined laundry room inside a community multipurpose room. This location is zoned for A-rated schools and
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$1,350 Per Month
- 1 Bed
- 1 Bath
- 753 Sq Ft
- Condo for Rent
4818 Tangerine Ave Unit 4818, Winter Park, FL 32792
4818 Tangerine Ave Unit 4818, Winter Park, FL 32792One or more photo(s) has been virtually staged. The 1 bed, 1 bath unit is ideally located in Winter Park, close to Full Sail and UCF. Rent includes water, and all appliances including washer & dryer. A spacious Living/Dining space and a Huge bedroom make this the best one bed/one bath you'll find. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet
Torey Eisenman BENCHMARK REAL ESTATE GRP INC
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$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
3651 N Goldenrod Rd Unit A104, Winter Park, FL 32792This 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
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$1,350 Per Month
- 1 Bed
- 1 Bath
- 678 Sq Ft
- Condo for Rent
296 Lewfield Cir, Winter Park, FL 32792
296 Lewfield Cir, Winter Park, FL 32792Experience effortless Winter Park living in this stylish, top-floor condo in the charming Stratford community. This move-in-ready gem features modern wood-look tile, a private balcony with serene landscape views, and the convenience of an in-unit washer/dryer. Enjoy resort-style perks like a sparkling pool, fitness center, and tennis courts—with water, trash, and maintenance all included.
Steve Simpson 407 PROPERTIES
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$1,250 Per Month
- 1 Bed
- 1 Bath
- Townhouse for Rent
138 Lewfield Cir, Winter Park, FL 32792
138 Lewfield Cir, Winter Park, FL 32792Charming 1-Bedroom Condo in the Heart of Winter Park!Welcome to 138 Lewfield Cir – a beautifully maintained 1-bedroom, 1-bath second-floor condo offering 678 sq ft of comfortable living in the desirable Lake Howell community. From the moment you walk in, you'll feel right at home with a spacious open layout, well-sized bedroom, and a cozy living area that opens up to a private balcony
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$1,400 Per Month
- 1 Bed
- 1 Bath
- 749 Sq Ft
- Condo for Rent
3032 Antique Oaks Cir Unit 145, Winter Park, FL 32792
3032 Antique Oaks Cir Unit 145, Winter Park, FL 327921 Bedroom/1 Bath condo in Winter Park's Parkview Village! Situated just off of 436/South Semoran Blvd & so convenient to UCF, Full Sail University, 417 & more! The living room, dining & kitchen layout flows easily with sliding doors that lead to the screened patio! Fresh interior paint, washer & dryer. Parkview Village offers a pool, clubhouse. Take a look today!
Barry Stephens MAINFRAME REAL ESTATE
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$1,299 Per Month
- 1 Bed
- 1 Bath
- 638 Sq Ft
- House for Rent
1695 Lee Rd, Winter Park, FL 32789
1695 Lee Rd, Winter Park, FL 32789Don't miss out on this cozy 1-bedroom, 1-bathroom condo at Waterfall Cove. The unit has been newly painted throughout and features kitchen appliances, upgraded blinds, ceiling fans, and a full-size washer and dryer. You can also enjoy your morning coffee on the private patio. The community offers excellent amenities, including a pool, playground, and picnic area. Waterfall Cove is ideally located
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$1,500 Per Month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Townhouse for Rent
1565 Michigan Ave, Winter Park, FL 32789
1565 Michigan Ave, Winter Park, FL 32789Cute and comfortable 1/2 of a duplex in the heart of Winter Park. This 2 bedroom 1 bath unit features ceramic tile throughout, ceiling fans in the bedroom, private washer and dryer and a full sized kitchen. The unit shares a back yard and there is limited storage on site as well. The unit is located minutes from I 4, shopping, restaurants and Rollins College.
Troy Hensley BHHS FLORIDA REALTY
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$1,450 Per Month
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Condo for Rent
3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792
3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792Beautiful 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
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$1,360 Per Month
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Condo for Rent
3651 N Goldenrod Rd Unit 204, Winter Park, FL 32792
3651 N Goldenrod Rd Unit 204, Winter Park, FL 32792This 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
Showing Results 1 - 40, Page 1 of 2
Rental Home Trends in Winter Park, FL
There are currently 42 homes available for rent in Winter Park, FL. The median rent is $2,095 per month, with single-family homes renting at $2,649, townhouses at $2,450 and condos at $1,650.
Rental Home Trends
Number of Homes for Rent
42
Median Rent
$2,095
Median Single Family Home Rent
$2,649
Median Townhouse Rent
$2,450
Median Condo Rent
$1,650
Rentals in Winter Park
Homes for Rent by Bedrooms in Winter Park
Rentals by Price in Winter Park
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