$1,350 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
57
Winter Park, FL Condos for Rent under $3,000
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$1,675 Per Month
- 1 Bed
- 1 Bath
- 835 Sq Ft
- Condo for Rent
200 St Andrews Blvd Unit 316, Winter Park, FL 32792
200 St Andrews Blvd Unit 316, Winter Park, FL 32792Property Id: 2751801 Beautiful 1-Bedroom Condo for Rent in Winter Park Available Now! Enjoy comfortable living in this beautiful 1-bedroom, 1-bathroom condo located in the highly desirable Four Seasons Condominium Community in Winter Park. Conveniently situated at 200 St. Andrews Blvd, Winter Park, FL 32792, this condo offers an unbeatable location just minutes from
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$2,000 Per Month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Condo for Rent
1250 S Denning Dr, Winter Park, FL 32789
1250 S Denning Dr, Winter Park, FL 32789Property Id: 346094 Spacious living area, large master bedroom w/ private bathroom & linen closet. Wide Closets in each bedroom. Quiet neighborhood. Lots of sunlight enters the apartment. Shaded and screened patio faces a courtyard/garden w/ seating. Brand new sliding glass patio door. Incredible location short distance to Park Avenue, Trader Joes/Whole Foods/Publix, I4 exit, & shopping
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$2,499
Total Monthly Price
- 2 Beds
- 1 Bath
- 882 Sq Ft
- Condo for Rent
662 Callahan St Unit SI ID1545989P, Winter Park, FL 32789
662 Callahan St Unit SI ID1545989P, Winter Park, FL 32789The advertised rate of $2,500/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 6, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$1,730 Per Month
- 2 Beds
- 2 Baths
- 1,037 Sq Ft
- Condo for Rent
659 Montego Bay Ct, Winter Park, FL 32792
659 Montego Bay Ct, Winter Park, FL 32792Welcome to your dream condo in Winter Park! This charming **2-bedroom, 2-full bathrooms** home offers the perfect blend of comfort, convenience, and an unbeatable location, making it an ideal place to call home. With 1,037 square feet of well-designed living space, you'll enjoy modern conveniences, desirable community amenities, and easy access to everything you need for everyday
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$2,450
Total Monthly Price
- 1 Bed
- 1 Bath
- 582 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 262, Winter Park, FL 32789
151 N Orlando Ave Unit 262, Winter Park, FL 32789Modern furnished waterfront 1bdrm/1bath condo rental, move-in ready. Fully renovated, equipped kitchen with smooth stone countertops, stainless steel-appliances (Fridge/Stove/Dishwasher), a sleek under-mount sink, and minimalist cabinetry. In unit full-size stacked washer & dryer, walk-in closet. Remote control blinds throughout, including blackout one in the bedroom.Fresh, modern interior
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$1,245
Total Monthly Price
- Studio - 1 Bed
- 1 Bath
- 615 Sq Ft
- Condo for Rent
2037 Linden Rd, Winter Park, FL 32792
2037 Linden Rd, Winter Park, FL 32792Mother in law suite 1 bd /1 bath 613 Sqf Nice neighborhood, washer and dryer. Parking Garage Cable, internet, Electricity. Include in the rent Not Smoking. Small pet. Cat. Independent Entrance Door
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$2,100
Total Monthly Price
- 2 Beds
- 2 Baths
- 1,295 Sq Ft
- Condo for Rent
2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792
2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792Welcome to this charming and beautifully updated home in the serene Cedarwood Village community! Tucked away in a peaceful location, this unit offers a quiet retreat from traffic noise and features a private backyard with no rear neighbors perfect for enjoying the spacious, enclosed lanai. The modern kitchen features sleek granite countertops and matching cabinets, with the bathrooms and dining
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$1,950
Total Monthly Price
- 2 Beds
- 2 Baths
- 1,236 Sq Ft
- Condo for Rent
1920 Woodcrest Dr Unit 13, Winter Park, FL 32792
1920 Woodcrest Dr Unit 13, Winter Park, FL 32792Unit 13 is a direct pool front unit. Large (1,236 sq. ft.), quiet first floor 2 bedroom 2 bathroom condo in smaller community with only 18 units in the City of Winter Park, Florida. The Floor plan has a double primary bedroom layout. Ceramic tile flooring in the foyer, living/dining area, kitchen, and both bathrooms. Both bedrooms have new easy-care luxury vinyl wood-look flooring. Primary bath
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$1,245
Total Monthly Price
- Studio - 1 Bed
- 1 Bath
- 615 Sq Ft
- Condo for Rent
2037 Linden Rd, Winter Park, FL 32792
2037 Linden Rd, Winter Park, FL 32792Mother in law suite 1 bd /1 bath 613 Sqf Nice neighborhood, washer and dryer. Parking Garage Cable, internet, Electricity. Include in the rent Not Smoking. Small pet. Cat. Independent Entrance Door
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$1,100
Total Monthly Price
- 1 Bed
- 1 Bath
- 305 Sq Ft
- Condo for Rent
2333 E Winter Park Rd Unit Guest House, Winter Park, FL 32789
2333 E Winter Park Rd Unit Guest House, Winter Park, FL 32789Charming one-bedroom guest house located in a beautiful Winter Park neighborhood. Enjoy a peaceful setting just steps away from local shops, dining, and everyday conveniences. This inviting space offers both comfort and walkability in one of the area’s most desirable locations, along with the convenience of private parking.
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$2,000
Total Monthly Price
- 2 Beds
- 2 Baths
- 911 Sq Ft
- Condo for Rent
1250 S Denning Dr Unit 127, Winter Park, FL 32789
1250 S Denning Dr Unit 127, Winter Park, FL 32789Updated 2BR/2BA First-Floor Condo in Winter Park – Pool View, Water Included!1250 S. Denning Drive – Winter Park, FLEnjoy comfortable, low-maintenance living in this beautifully updated 2-bedroom, 2-bathroom condo located in one of Winter Park's most convenient neighborhoods.This 910-square-foot, first-floor unit features luxury vinyl plank flooring throughout, a modern
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$2,100 Per Month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 203, Winter Park, FL 32789
151 N Orlando Ave Unit 203, Winter Park, FL 32789FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condooffers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installedbathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no
Robert Arnold SAND DOLLAR REALTY GROUP INC
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$2,100 Per Month
- 2 Beds
- 2 Baths
- 1,050 Sq Ft
- Condo for Rent
955 Aragon Ave Unit A, Winter Park, FL 32789
955 Aragon Ave Unit A, Winter Park, FL 32789Property Id: 1217869 Spacious 1,055 Sq Ft Duplex - Winter Park Move-In Date: August 1st! Rent: $2,100/month Message me to schedule an appointment or to request a full video walkthrough sent directly to your phone! Key Features Fully renovated 2-Bed / 2-Bath front duplex layout (Unit A) on a tree-lined brick street. Nearly 10-foot ceilings create a bright, airy
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$1,650 Per Month
- 3 Beds
- 2 Baths
- 1,149 Sq Ft
- Condo for Rent
1695 Lee Rd Unit A101, Winter Park, FL 32789
1695 Lee Rd Unit A101, Winter Park, FL 32789Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center, Basic tenant requirements: 650+ credit score, no BAD history, no BAD rental history, income 3 times monthly rent as a household. FIRST, LAST and SECURITY DEPOSIT MAY required.
Daniel Zheng CINO INTERNATIONAL INC
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$2,500 Per Month
- 1 Bed
- 1 Bath
- 950 Sq Ft
- Condo for Rent
130 N Center St Unit NCEN130#1, Winter Park, FL 32789
130 N Center St Unit NCEN130#1, Winter Park, FL 32789Welcome home to this SPACIOUS living/kitchen combo. You will feel right at home. The GORGEOUS kitchen is perfect for entertaining family and friends. The great sized bedroom features beautiful flooring throughout. The large windows and neutral colors allow for an ample amount of light flow throughout the space. MUST SEE!!! Conveniently located to shopping, restaurants and more.Enjoy the
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$1,500 Per Month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit B204, Winter Park, FL 32789
1695 Lee Rd Unit B204, Winter Park, FL 327892 bedroom, 1 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. New tile floor was installed and freshly painted. Washer & Dryer in the unit. No min credit score is required. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village, shopping, dining, and more. Community amenities include a pool, dog park, and mature
Mauricio Toro MTRE GROUPE LLC
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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
3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792 -
$1,650 Per Month
- 2 Beds
- 2 Baths
- 1,062 Sq Ft
- Condo for Rent
3045 Aaron Burr Ave Unit 12, Winter Park, FL 32792
3045 Aaron Burr Ave Unit 12, Winter Park, FL 32792Condominium located in The Colonies in Winter Park. Conveniently situated near UCF (University of Central Florida) and Full Sail University, with easy access to shopping centers, major highways, restaurants, and Orlando's world-famous theme parks. Just 11 minutes from Orlando International Airport (Orlando International Airport).This cozy 2-bedroom apartment is perfectly located for quick access
Angel Ramirez LPT REALTY, LLC
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$1,450 Per Month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Condo for Rent
151 N Orlando Ave, Winter Park, FL 32789
151 N Orlando Ave, Winter Park, FL 32789Discover comfortable living in this charming 1-bedroom, 1-bathroom residential condo at 151 N Orlando Ave, Winter Park, FL. Spanning 600 sq ft, this unit features modern hardwood flooring, large closets, and a private patio perfect for relaxing or entertaining. The kitchen is equipped with a range and refrigerator, complemented by air conditioning for year-round comfort. Water and trash services
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$2,600 Per Month
- 2 Beds
- 1 Bath
- 768 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 238, Winter Park, FL 32789
151 N Orlando Ave Unit 238, Winter Park, FL 32789Experience lakefront living at its finest in this exceptional Winter Park condo overlooking beautiful Lake Killarney. Enjoy breathtaking sunset views from your private waterfront retreat, complete with access to a community dock, private boat ramp, and a fenced lakeside pool perfect for relaxing and entertaining. Ideally located just minutes from the heart of Winter Park, this home offers
Alex Scures COLONIALTOWN REALTY
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$1,799 Per Month
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
- Fabulous 2/2 Condo @ Winter Park x Rent Next to Full Sail.
610 Saint Johns Ct Unit 610, Winter Park, FL 32792
610 Saint Johns Ct Unit 610, Winter Park, FL 32792Amazing Winter Park Condo for Rent – Prime Location!Welcome home to this beautifully maintained 2-bedroom, 2-bathroom condo in the heart of Winter Park, conveniently located just minutes from Park Avenue, Full Sail University, shopping, restaurants, and entertainment.This spacious home features a modern kitchen with granite countertops and stainless steel appliances, beautifully
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$1,445 Per Month
- 2 Beds
- 2 Baths
- 756 Sq Ft
- Condo for Rent
7302 Swallow Run, Winter Park, FL 32792
7302 Swallow Run, Winter Park, FL 32792This 2 bedroom, 2 bathroom condo is located in Winter Park's Whisperwood community near local shops, restaurants, and schools. Features include a spacious living area with dining room, lovely kitchen with granite countertops, a wonderful primary suite, and outdoor patio. Community amenities include a swimming pool. Pets under 35 lbs. Schedule a showing or submit an application online. All Real
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
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$1,850 Per Month
- 2 Beds
- 2 Baths
- 1,043 Sq Ft
- Condo for Rent
419 Warrenton Rd Unit 419, Winter Park, FL 32792
419 Warrenton Rd Unit 419, Winter Park, FL 32792AVAILABLE NOW! Please call or text to schedule a showing. This 2 bedroom, 2 bathroom townhome is located in Winter Park's desirable Winter Park Pines community. Enjoy all Winter Park has to offer, Park Avenue's shops and restaurants, Winter Park Village, highly rated schools, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more.
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$2,000 Per Month
- 3 Beds
- 2 Baths
- 1,149 Sq Ft
- Condo for Rent
1695 Lee Rd Unit E115, Winter Park, FL 32789
1695 Lee Rd Unit E115, Winter Park, FL 32789Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the
Yigit Orer EMPIRE NETWORK REALTY
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$2,000 Per Month
- 2 Beds
- 2 Baths
- 902 Sq Ft
- Condo for Rent
2404 Gallery View Dr, Winter Park, FL 32792
2404 Gallery View Dr, Winter Park, FL 32792Fantastic condo! Ready move-in Aug 1st!! Super Location: 2nd floor 2/2 condo in sought-after Winter Park, walking distance from restaurants, grocery stores, etc... Convenient to Rollins College. You will love living in this small luxury complex that has been kept in superb condition. The condo is in a quiet setting with wood floors, vaulted ceilings, wood blinds, and a split floor plan. Enjoy the
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$1,150 Per Month
- 1 Bed
- 1 Bath
- 735 Sq Ft
- Condo for Rent
1000 S Semoran Blvd Unit 715, Winter Park, FL 32792
1000 S Semoran Blvd Unit 715, Winter Park, FL 32792Enjoy comfortable living in the highly sought-after Winter Park area! Close to shopping, dining, and major roadways, this well-located rental provides exceptional value in one of Central Florida's most desirable communities. This first-floor condo is ideally located just steps from the community pool and on-site laundry facilities, offering convenience and easy access to everyday amenities. Don't
Lety Morales LPT REALTY, LLC
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$1,645 Per Month
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- Condo for Rent
7526 University Garden Dr, Winter Park, FL 32792
7526 University Garden Dr, Winter Park, FL 32792Fantastic 3 Bedrooms & 2 Bathrooms Home in Orlando ***Available 08/15/26***Located at 7526 University Garden Dr Winter Park, FL 32792Limited-time offer! Enjoy $150 off the base rent of $1,795 during months 2, 3, and 4 — advertised rent reflects this temporary discount.Tile Throughout Main Parts of Property and Master Bedroom.Carpet in Bedrooms.Private Covered Patio and One Car
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$2,000 Per Month
- 2 Beds
- 1 Bath
- 1,500 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 118, Winter Park, FL 32789
151 N Orlando Ave Unit 118, Winter Park, FL 32789Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix,
Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC
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$1,175 Per Month
- 1 Bed
- 1 Bath
- 656 Sq Ft
- Condo for Rent
3035 George Mason Ave Unit C, Winter Park, FL 32792
3035 George Mason Ave Unit C, Winter Park, FL 32792Water/Sewer INCLUDED! Second floor perch where price and location put you right where you want to be, with no noisy neighbors above you! Walking distance to grocery and commerce. Washer & Dryer included! Cool, easy-to-clean laminate flooring, and ceiling fans. Community pool, playground. Perfect for first time renter! Plan to see this condo and get your application in today!For A 3D Tour
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$2,695 Per Month
- 2 Beds
- 2.5 Baths
- 1,428 Sq Ft
- Condo for Rent
630 Killarney Bay Ct Unit 3, Winter Park, FL 32789
630 Killarney Bay Ct Unit 3, Winter Park, FL 32789Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath. A convenient half bath is
Anthony Consalvo FLORIDA ONE REAL ESTATE LLC
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$1,745 Per Month
- 3 Beds
- 2 Baths
- 1,149 Sq Ft
- Condo for Rent
1695 Lee Rd Unit Apartment D215, Winter Park, FL 32789
1695 Lee Rd Unit Apartment D215, Winter Park, FL 32789*** TENANT OCCUPIED UNTIL 7/31/26 - Showings by appointment ONLY! MOVE-IN SPECIAL! 50% off one month's rent for approved and signed leases by 7/31/2026!! ***This fabulous 3BD/2BTH second-floor condominium end unit. The kitchen features stainless steel appliances, oak cabinets and stunning wood floors greeting you as you enter the unit. Flowing from the living room to the dining room
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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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$1,595 Per Month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- SPACIOUS 2BR CONDO | MOVE-IN READY | LIMITED AVAILABILITY
1695 Lee Rd, Winter Park, FL 32789
1695 Lee Rd, Winter Park, FL 32789MOVE-IN SPECIAL – $1,000 RENT CREDIT*Beautiful and move-in ready 2 Bedroom / 1 Bathroom condo located on the second floor in a quiet, well-maintained community.Take advantage of a limited-time move-in special and receive a $1,000 rent credit applied toward your first month's rent. Certain terms and conditions apply.This unit offers the perfect combination of comfort,
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$2,350 Per Month
- 2 Beds
- 2 Baths
- 1,074 Sq Ft
- Condo for Rent
700 Melrose Ave Unit A5, Winter Park, FL 32789
700 Melrose Ave Unit A5, Winter Park, FL 32789Beautifully upgraded 2-bedroom, 2-bath condo in the heart of Winter Park! Located in a sought-after 55+ community surrounded by mature, lush landscaping, this charming condo offers the perfect blend of comfort and convenience. Enjoy a short walk to Mead Botanical Garden or the shops, dining, and entertainment along Park Avenue. With easy access to I-4, downtown Orlando, hospitals, shopping, and
Nicole Howell FANNIE HILLMAN & ASSOCIATES
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$1,400 Per Month
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Spacious 2/2 Condo In Lancelot at Winter Park
3651 N Goldenrod Rd Unit B203, Winter Park, FL 32792
3651 N Goldenrod Rd Unit B203, Winter Park, FL 32792AVAILABLE NOW!!! This beautiful 2 bedroom, 2 bathroom condo in the Lancelot at Winter Park community near local shops, restaurants, and schools. Features include tile throughout, vaulted ceilings, a fully equipped and remodeled kitchen with granite counters and a breakfast bar, updated bathrooms, and spacious bedrooms. Community amenities include a pool and clubhouse. MUST SEE! Won't last long!
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$2,600 Per Month
- 3 Beds
- 2.5 Baths
- 1,837 Sq Ft
- Condo for Rent
2530 Passamonte Dr Unit 10E, Winter Park, FL 32792
2530 Passamonte Dr Unit 10E, Winter Park, FL 32792REMODELLED - new flooring and freshly painted. Welcome home to this beautiful townhome centrally located in Winter Park, 15 miles away from Park Avenue, just outside of Baldwin Park. Enjoy beautiful water views on the back patio. This home is fresh ready to move in. Available for rent April 15 or later. Top schools, Glenridge middle school, Winter Park high school and Brookshire elementary
Livia Petraru EXP REALTY LLC
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$1,375 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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$1,250 Per Month
- 1 Bed
- 1 Bath
- 549 Sq Ft
- Condo for Rent
3035 George Mason Ave Unit 20, Winter Park, FL 32792
3035 George Mason Ave Unit 20, Winter Park, FL 32792Welcome to 3035 George Mason Avenue, Unit #20B—a cozy and inviting 1-bedroom, 1-bathroom retreat in the heart of beautiful Winter Park, Florida! This charming home offers a bright and comfortable living space, perfect for anyone looking for convenience and tranquility. Nestled within a friendly community, you'll enjoy access to a sparkling community pool, nearby shopping centers, supermarkets,
Myland Roo De Vargas EXP REALTY LLC
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$1,400 Per Month
- 1 Bed
- 1 Bath
- 678 Sq Ft
- Condo for Rent
302 Lewfield Cir, Winter Park, FL 32792
302 Lewfield Cir, Winter Park, FL 32792Welcome home to this charming and light-filled 1-bedroom, 1-bathroom condominium, offering the perfect blend of comfort and convenience. Featuring beautiful wood flooring throughout, this cozy residence boasts an open-concept living and dining area that creates a warm and inviting atmosphere. The kitchen is equipped with modern appliances, while ceiling fans throughout the home enhance year-round
Showing Results 1 - 40, Page 1 of 2
Condo Rental Trends in Winter Park, FL
There are currently 55 condos available for rent in Winter Park, FL. The median rent is $1,650 per month, with 1-bedroom condos renting at $1,350, 2-bedroom condos at $1,680 and 3-bedroom condos at $1,950.
Rental Home Trends
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Number of Condos for Rent
55
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Median Condo Rent
$1,650
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Median 1 Bedroom Condo Rent
$1,350
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Median 2 Bedroom Condo Rent
$1,680
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Median 3 Bedroom Condo Rent
$1,950
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Condos for Rent by Price in Winter Park
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