$2,750 Per Month
- 3 Beds
- 2 Baths
- 1,302 Sq Ft
- House for Rent
1627 Orange Ave, Winter Park, FL 32789
1627 Orange Ave, Winter Park, FL 32789
59
Winter Park, FL Houses for Rent under $3,000
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$2,099 Per Month
- 3 Beds
- 2 Baths
- 1,921 Sq Ft
- House for Rent
1546 Peruvian Ln, Winter Park, FL 32792
1546 Peruvian Ln, Winter Park, FL 32792Lease 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 $2243.90. That covers your base rent, $2099.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,625 Per Month
- 3 Beds
- 2 Baths
- 1,648 Sq Ft
- House for Rent
4040 Waterview Loop, Winter Park, FL 32792
4040 Waterview Loop, Winter Park, FL 32792Lease 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 $2769.90. That covers your base rent, $2625.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,510 Per Month
- 3 Beds
- 2 Baths
- 1,384 Sq Ft
- House for Rent
3016 Village Hill Place, Winter Park, FL 32792
3016 Village Hill Place, Winter Park, FL 32792Please 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 is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist
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$2,395 Per Month
- 5 Beds
- 2 Baths
- 1,600 Sq Ft
- House for Rent
3628 Datura Ct, Winter Park, FL 32792
3628 Datura Ct, Winter Park, FL 32792Lease 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 $2539.90. That covers your base rent, $2395.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,210 Per Month
- 3 Beds
- 2 Baths
- 1,285 Sq Ft
- House for Rent
1710 Puritan Ave, Winter Park, FL 32792
1710 Puritan Ave, Winter Park, FL 32792Lease 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 $2354.90. That covers your base rent, $2210.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,390 Per Month
- 3 Beds
- 2 Baths
- 1,992 Sq Ft
- House for Rent
7423 Antietam Ct E, Winter Park, FL 32792
7423 Antietam Ct E, Winter Park, FL 32792Lease 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 $2534.90. That covers your base rent, $2390.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,480 Per Month
- 3 Beds
- 2 Baths
- 1,726 Sq Ft
- House for Rent
3908 Woodglade Cove, Winter Park, FL 32792
3908 Woodglade Cove, Winter Park, FL 32792Lease 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 $2624.90. That covers your base rent, $2480.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,340 Per Month
- 3 Beds
- 2.5 Baths
- 1,277 Sq Ft
- House for Rent
2866 Euston Rd, Winter Park, FL 32789
2866 Euston Rd, Winter Park, FL 32789Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,
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$2,645 Per Month
- 4 Beds
- 2.5 Baths
- 1,792 Sq Ft
- House for Rent
2218 Winter Woods Blvd, Winter Park, FL 32792
2218 Winter Woods Blvd, Winter Park, FL 32792Lease 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 $2789.90. That covers your base rent, $2645.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,275 Per Month
- 4 Beds
- 2 Baths
- 1,351 Sq Ft
- House for Rent
3362 Bougainvillea Dr, Winter Park, FL 32792
3362 Bougainvillea Dr, Winter Park, FL 32792Lease 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 $2419.90. That covers your base rent, $2275.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$1,000
Total Monthly Price
- 1 Bed
- 1 Bath
- 400 Sq Ft
- House for Rent
5312 Poinsetta Ave Unit 2, Winter Park, FL 32792
5312 Poinsetta Ave Unit 2, Winter Park, FL 32792Attention 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
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$2,400
Total Monthly Price
- 3 Beds
- 2 Baths
- 1,350 Sq Ft
- House for Rent
530 Byron Rd, Winter Park, FL 32792
530 Byron Rd, Winter Park, FL 32792Charming 3 bedroom, 2 bath, quiet neighborhood with nearby Wintee Park schools, Rollins college, Publix, Winter Park Hospital, YMCA. Freshly painted inside, new blinds, bathroom upgraded, fenced backyard, brand new washer and dryer
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$2,000
Total Monthly Price
- 3 Beds
- 2 Baths
- 1,519 Sq Ft
- House for Rent
2810 Sandwell Dr, Winter Park, FL 32792
2810 Sandwell Dr, Winter Park, FL 32792The home features gorgeous travertine flooring and a huge laundry room with extra storage. This exceptionally cared for home has character, charm and warmth. The fenced backyard and patio offer peaceful privacy. It's great outdoor space for entertaining or relaxing. The kitchen is bright and sunny with granite countertops and updated cabinets, along with a pass-through window to the patio. The
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$2,685 Per Month
- 4 Beds
- 2 Baths
- 1,409 Sq Ft
- House for Rent
2366 Coldstream Dr, Winter Park, FL 32792
2366 Coldstream Dr, Winter Park, FL 32792Welcome to this beautiful 3-bed, 2-bath home featuring solid wood cabinets, crown molding, and ceramic tile flooring in the kitchen. Enjoy plenty of space for relaxing and entertaining with a spacious living and dining room combination accented by hardwood floors, a versatile bonus room just off the kitchen, and generously sized bedrooms, including a primary suite with dual closets and a large
Summer Hornburg BELMONT REALTY
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$1,600 Per Month
- 2 Beds
- 2 Baths
- 1,018 Sq Ft
- House for Rent
3043 Antique Oaks Cir, Winter Park, FL 32792
3043 Antique Oaks Cir, Winter Park, FL 32792Discover this spacious 2-bedroom, 2-bath condo in the heart of Winter Park. Perfectly located just steps from Full Sail University and minutes from UCF and Valencia, this home offers unmatched convenience to schools, restaurants, shopping, and major highways—making daily commutes simple and stress-free.This property offers reliable comfort with essential features already in
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$1,600 Per Month
- 2 Beds
- 1.5 Baths
- 825 Sq Ft
- House for Rent
2523 Alexa Ct, Winter Park, FL 32792
2523 Alexa Ct, Winter Park, FL 32792Enjoy 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
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$2,650 Per Month
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
5119 Ferncrest Dr, Winter Park, FL 32792
5119 Ferncrest Dr, Winter Park, FL 32792Stunning 3-Bedroom Home with Pool and Custom Features in Winter Park, FLDiscover your new oasis in the vibrant community of Winter Park! This exceptional 3-bedroom, 2-bathroom home is designed for comfort and luxury, offering an array of custom features that set it apart.Enjoy the warm Florida sunshine in your own backyard paradise, complete with a sparkling pool, artificial
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$1,750 Per Month
- 2 Beds
- 2 Baths
- 1,037 Sq Ft
- House for Rent
612 Trinidad Ct Unit 612, Winter Park, FL 32792
612 Trinidad Ct Unit 612, Winter Park, FL 32792Beautiful 2 bed/2 bath condo villa in Winter Park Villas. Over 1000 sq.ft. with two large bedrooms with walk-in closets, two nicely renovated bathrooms, renovated kitchen, large living room and dining area. Ceramic tile flooring throughout, granite countertops in kitchen and bathrooms. All appliances including washer and dryer inside unit. End unit with covered front patio and back porch area
Carolina Barriento JEXOR LLC
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$1,250 Per Month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- House for Rent
2500 Lee Rd, Winter Park, FL 32789
2500 Lee Rd, Winter Park, FL 32789Serene scenes surround the Lakeside Manor, absolutely beautiful through all the seasons. Waterfront Complex on Lake Killarney. Found on the ground floor, the unit opens up to the living room and dining room. Tile is laid all throughout the property, easy to clean and maintain! The bedroom and bathroom are toward the back of the unit. The bedroom features two closets! The community amenities
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$2,900 Per Month
- 3 Beds
- 1 Bath
- 1,056 Sq Ft
- House for Rent
540 W Comstock Ave, Winter Park, FL 32789
540 W Comstock Ave, Winter Park, FL 32789Newly Renovated | Prime Winter Park Location | Move-In Ready Opportunity Positioned in one of Central Florida’s most desirable and high-demand areas, this newly renovated residence at 540 W Comstock Ave offers a rare opportunity for tenants seeking both location and lifestyle in the heart of Winter Park. Thoughtfully updated with modern finishes, the home features a clean, refreshed interior
Fredrick Jacobs KELLER WILLIAMS GAINESVILLE REALTY PARTNERS
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$1,665 Per Month
- 3 Beds
- 2.5 Baths
- 1,151 Sq Ft
- House for Rent
3372 Riverview Way, Winter Park, FL 32792
3372 Riverview Way, Winter Park, FL 32792Welcome home to this ADORABLE 3 bed 2.5 unit for rent in Winter Park, FL! You will feel right at home the moment you step in. LOVELY kitchen features an ample amount of cabinetry. Quiet neighborhood. SPACIOUS living area, great for entertaining family and friends. MUST SEE!!! Conveniently located minutes from local shops, restaurants, , and more. Zoned for Aloma Elementary School,
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$2,350 Per Month
- 4 Beds
- 2 Baths
- 1,701 Sq Ft
- House for Rent
887 Eastbrook Blvd Unit 2, Winter Park, FL 32792
887 Eastbrook Blvd Unit 2, Winter Park, FL 32792Come 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 and
Courtney Davis ABSOLUTE REALTY GROUP, LLC
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$2,295 Per Month
- 3 Beds
- 2 Baths
- 1,602 Sq Ft
- House for Rent
3340 Alena Ct, Winter Park, FL 32792
3340 Alena Ct, Winter Park, FL 32792Charming 3 Bed 2 Bath Home for Rent in Winter Park, FL! Welcome home to the neighborhood of Eastbrook! BEAUTIFUL upgraded wood flooring throughout the main living areas. Charming kitchen features an ample amount of cabinetry, breakfast bar and NEAT light fixtures. stainless fridge and dishwasher. The family room has direct access to the LARGE screened-in patio, where you can kick back and relax
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$2,100 Per Month
- 3 Beds
- 1.5 Baths
- 975 Sq Ft
- House for Rent
5212 N Indiana Ave, Winter Park, FL 32792
5212 N Indiana Ave, Winter Park, FL 32792Welcome to this beautifully remodeled 1,000-square-foot Mid-Century Modern home offering the perfect blend of timeless design and modern updates. This charming residence features 3 spacious bedrooms and 1.5 updated bathrooms, creating a comfortable and functional layout for everyday living. The heart of the home is the stunning new kitchen, showcasing crisp white shaker cabinets, elegant quartz
Edward Diamond CREEGAN GROUP
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$2,150 Per Month
- 3 Beds
- 2 Baths
- House for Rent
727 Halifax Ave, Winter Park, FL 32792
727 Halifax Ave, Winter Park, FL 32792This Three Bedroom 2 Bath Home is Located in desirable Winter Park. This Home Offers Neutral Paint Through-out. Carpet in the 3 Bedrooms that offer Ceiling Fans, Neutral laminate Wood Floors through-out the Main Living Space and in the Large Eat in Kitchen. A Nice Size Screened in Porch and Large Fenced Yard. Separate Laundry and Lots of Storage Space located off of porch. Washer and Dryer
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$1,750 Per Month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- House for Rent
1942 Conifer Ct, Winter Park, FL 32792
1942 Conifer Ct, Winter Park, FL 32792Leasing nicely furnished 2 bedrooms, 1 bath, living room, dining room and kitchen in 3 bedroom / 2 bath home. Each bedroom has queen size bed and closet. The kitchen is fully equipped including dishes. The living room has a sofa and tv.The dining room has a table with 4 chairs. The porch has some chairs and a small table. Outside in the back yard is a table with 4 chairs - picnic in your own park
Scott Banta BLACKFIN REALTY LLC
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$1,249 Per Month
- 2 Beds
- 2 Baths
- 840 Sq Ft
- House for Rent
3651 N Goldenrod Rd, Winter Park, FL 32792
3651 N Goldenrod Rd, Winter Park, FL 32792Move-in ready 2-bedroom, 2-bathroom condo just minutes from UCF and Full Sail University! This bright, open-plan unit features stylish wood plank flooring, a kitchen equipped with stainless steel appliances, and a dedicated dining area. Enjoy the convenience of an in-unit washer/dryer and a private patio perfect for outdoor relaxation. Community amenities include a refreshing pool, ideal for
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$2,250 Per Month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
1340 Paradise Ln, Winter Park, FL 32792
1340 Paradise Ln, Winter Park, FL 32792Welcome home to this charming residence tucked away on a quiet cul-de-sac in a welcoming neighborhood. Situated on an oversized 0.23-acre lot, this home offers plenty of outdoor space to relax, entertain, or simply enjoy the peaceful surroundings.Inside, the thoughtfully designed split-bedroom floor plan provides both comfort and privacy. The updated kitchen features beautiful granite
Robert Dion D & D PROPERTY MANAGEMENT SOLUTIONS LLC
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$1,895 Per Month
- 3 Beds
- 2 Baths
- 1,083 Sq Ft
- House for Rent
2700 Tortoise Cove, Winter Park, FL 32792
2700 Tortoise Cove, Winter Park, FL 32792* 3 Bedroom 2 bath with a 2 car garage, 1083 sq. ft.* Eat in kitchen, stove, fridge, dishwasher included* Kitchen newly remodeled* Blinds and Ceiling fans* Tile through out* Walk in closets* Rear yard privacy fence* All new paint, and fencing* Rear patio* Sliding glass doors off master to back yard* Pet Friendly* Washer dryer hookups in garage*
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$1,575 Per Month
- 2 Beds
- 2 Baths
- 1,024 Sq Ft
- House for Rent
2530 Kamnic Ct, Winter Park, FL 32792
2530 Kamnic Ct, Winter Park, FL 32792This 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
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$2,350 Per Month
- 2 Beds
- 2 Baths
- 1,074 Sq Ft
- House for Rent
700 Melrose Ave, Winter Park, FL 32789
700 Melrose Ave, 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
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$2,195 Per Month
- 3 Beds
- 1 Bath
- 1,300 Sq Ft
- House for Rent
5117 Lake Howell Rd, Winter Park, FL 32792
5117 Lake Howell Rd, Winter Park, FL 327923/1, Carport, Single Family Home, Living Room, Dining Room, Eat in Kitchen, Stainless Steel Appliances Included: Stove, Microwave, Refrigerator, Dishwasher, Disposal, Inside Utility Room with Washer and Dryer Hookups, Laminate Wood Flooring & Ceramic Tile Throughout, Fenced Backyard, Pets Ok Upon Owner's Approval, NO SMOKING, Year Built: 1957/1300 Sqft.
Tina Lopez LEGENDS REALTY
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$2,095 Per Month
- 2 Beds
- 1.5 Baths
- 988 Sq Ft
- House for Rent
937 Aragon Ave, Winter Park, FL 32789
937 Aragon Ave, Winter Park, FL 32789Beautiful home located on a quaint, tree lined, brick street in desirable Winter Park. You will walk in a large family room with a wood burning fireplace and an open kitchen with beautiful new granite countertops and backsplach. Two bedrooms with walk in closets and a split bathroom with 2 vanities and 2 toilets. All new interior paint throughout. Kitchen was updated with custom backsplash and
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$2,600 Per Month
- 4 Beds
- 2 Baths
- 1,677 Sq Ft
- House for Rent
7514 Laurel Springs Dr, Winter Park, FL 32792
7514 Laurel Springs Dr, Winter Park, FL 32792Welcome to this beautifully maintained 4-bedroom, 2-bathroom home offering 1,677 square feet of comfortable living space in a desirable Winter Park neighborhood. Featuring a split-bedroom floor plan, multiple living areas, and a spacious Florida room. The updated kitchen offers stainless steel appliances, wood cabinetry, and a cozy dining area. The private primary suite includes a walk-in closet
Nga Nguyen REAL BROKER, LLC
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$2,200 Per Month
- 3 Beds
- 2 Baths
- 1,399 Sq Ft
- House for Rent
3086 Bluebrook Dr, Winter Park, FL 32792
3086 Bluebrook Dr, Winter Park, FL 32792Minimum Deposit $2,200. Monthly Rent $2,200. Available August 10th!Contact Polina at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Welcome home to this charming 3-bedroom, 2-bathroom single-family home in the highly desirable Winter Park
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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
912 Carvell Dr, Winter Park, FL 32792Nestled 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.The spacious family room offers flexible living
Grace Feng INTOP REALTY LLC
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$2,099 Per Month
- 2 Beds
- 1 Bath
- 954 Sq Ft
- House for Rent
1261 Richmond Rd, Winter Park, FL 32789
1261 Richmond Rd, Winter Park, FL 32789Available on July 29th 2026!! CHARMING AND UNIQUE two bedrooms /one bath home in the heart of Winter Park down street from Mead Botanical Gardens. This home still has a lot of its original charm and features beautiful wood floors extending through out. Tons of natural light that flood the interior from all the windows that wrap the entire exterior, open and airy floor plan that makes it feel
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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
1751 Westchester Ave, Winter Park, FL 32789Move-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
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$1,795 Per Month
- 3 Beds
- 1 Bath
- 1,038 Sq Ft
- House for Rent
830 Carver St, Winter Park, FL 32789
830 Carver St, Winter Park, FL 32789Fabulous Winter Park home with upgraded kitchen. Super adorable 3 bedroom 1 bath home in Winter Park with all tile flooring, screened patio, bonus room and close to Winter Park Village, Park Ave., Rollins College. Fenced yard and plenty of parking. Home available for move-in now. Please call to schedule an appointment to view this wonderful home. All applicants whether you have a pet or not will
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Rental Home Trends in Winter Park, FL
There are currently 59 single-family homes available for rent in Winter Park, FL. The median rent is $2,599 per month, with 3-bedroom houses renting at $2,500, 4-bedroom houses at $3,850 and 5-bedroom houses at $6,000.
Rental Home Trends
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Number of Houses for Rent
59
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Median Single Family Home Rent
$2,599
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Median 3 Bedroom Single Family Home Rent
$2,500
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Median 4 Bedroom Single Family Home Rent
$3,850
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Median 5 Bedroom Single Family Home Rent
$6,000
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Houses for Rent by Price in Winter Park
Rentals in Winter Park
Houses for Rent by Bedrooms in Winter Park
More About Living in Winter Park
Houses for Rent in Nearby Neighborhoods
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