$2,460 Per Month
3439 Allston Ln, Winter Park, FL 32792
Please 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.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve
$2,149 Per Month
3463 Arbutus Ln, Winter Park, FL 32792
This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,266 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental
$2,725 Per Month
7500 Waunatta Ct, Winter Park, FL 32792
Lease 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 $2869.90. That covers your base rent, $2725.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,768
Total Monthly Price
2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
The advertised rate of $2,769/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 21, 2026.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
$2,800 Per Month
5219 Ardmore Dr, Winter Park, FL 32792
Please 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
$2,585 Per Month
5563 Pats Point, Winter Park, FL 32792
Please 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.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve
$2,695 Per Month
705 Carvell Dr, Winter Park, FL 32792
Lease 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 $2839.90. That covers your base rent, $2695.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,445 Per Month
3628 Datura Ct, Winter Park, FL 32792
Lease 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 $2589.90. That covers your base rent, $2445.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$3,300 Per Month
853 W Lyman Ave, Winter Park, FL 32789
Property Id: 1403118Our home is convenient for your extended friends and family, remote workers, traveling nurses, Rollins College parents and alum, snowbirds, conference attendees, or exploring travelers who prefer to stay in our home away from home.Three bedrooms (one queen and two double beds) accommodate three couples, Living room has large sectional and flat screen TV (bring
$2,800 Per Month
3651 Oak Vista Ln, Winter Park, FL 32792
Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 3-bedroom, 2.5-bathroom rental home in Winter Park, FL, might be the perfect fit for your lifestyle.
$2,570 Per Month
3313 Hamlet Loop, Winter Park, FL 32792
Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3-bedroom, 2.5-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and
$2,150 Per Month
200 St Andrews Blvd Unit 1607, Winter Park, FL 32792
2 bedroom 2 bathroom condo located at Four Seasons Condominiums in Winter Park. Beautifully updated kitchen with marble countertops and custom cabinetry. Located about 10 minutes from Park Avenue shopping and less than 1 mile to AdventHealth Winter Park. 3 pools, 1 tennis court and gym on property
$2,390 Per Month
2866 Euston Rd, Winter Park, FL 32789
Welcome 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,
$2,200 Per Month
5212 N Indiana Ave, Winter Park, FL 32792
Property Id: 2594162Welcome 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
$2,435 Per Month
1546 Peruvian Ln, Winter Park, FL 32792
Lease 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 $2579.90. That covers your base rent, $2435.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,510 Per Month
1839 Blaine Terrace, Winter Park, FL 32792
Please 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.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve
$1,950 Per Month
520 Holt Ave, Winter Park, FL 32789
Property Id: 578482One-bedroom / one-bathroom cottage style apartment located within a five-minute walk to Rollins College, Park Avenue, and Hannibal Square. Newly-renovated interior includes condominium grade appliances, upgraded bathroom, and in-unit washer dryer. Unit includes off-street parking and private entry porch. Available for lease beginning of June 2026. Rent includes
$2,500 Per Month
1840 Bachman Way, Winter Park, FL 32792
Property Id: 502903Amazing 3 bedroom, 2.5 bathroom house in Winter Park. Freshly painted home with vaulted ceiling throughout! Tile floor on 1st floor and carpet on 2nd floor. Spacious living room area. Great neighborhood with A+ Seminole County schools. Great location and close to schools, shopping and restaurants. Easy access to 436 and major highways. Amenities included: central air,
$1,275
Total Monthly Price
2037 Linden Rd Unit 2037 linden rd unit A, Winter Park, FL 32792
Mother 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
$1,150
Total Monthly Price
200 Saint Andrews Blvd Unit 2402, Winter Park, FL 32792
Looking for a co-tenant. Four Seasons offers walkability that many Winter Park addresses simply don’t. You’re steps from the scenic Cady Way Trail and Ward Park. A short stroll takes you to Publix, Sprouts Farmers Market, Starbucks, and Panera Bread. Historic Park Avenue with its boutiques, restaurants, and charm is just five minutes by car. AdventHealth Winter Park and the Center for Health
$1,850
Total Monthly Price
2924 Antique Oaks Cir Unit 48, Winter Park, FL 32792
Close to Park Avenue Winter Park Restaurants and shopping near UCF and Full sail University also Rollins Colllege, Great Public schools. Close to the Orlando Airport and 30 minutes from Disney World and Universal Studios.
$2,950
Total Monthly Price
223 Sandlewood Trail, Winter Park, FL 32789
The townhouse has been renovated, including updates to the kitchen with modern countertops, cabinetry, and stainless steel appliances. The bathrooms are renovated with updated vanities, fixtures, and finishes. Includes community pool access and directly behind the property is a recreational area offering various amenities.
$1,300
Total Monthly Price
1360 Formosa Ave Unit 1360 Formosa, Winter Park, FL 32789
Centrally located 2/1 apartment. Near Shopping, gas, churches, golf, convenience store, park and much more. Across the street is Orlando. Hardwood floors. Over 100 restaurants within 1 mile. Easy on and off I-4. Good neighbors. No pets.
$2,000
Total Monthly Price
2810 Sandwell Dr, Winter Park, FL 32792
The 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
$1,650
Total Monthly Price
3004 George Mason Ave Unit George Mason Avenue, Winter Park, FL 32792
$1,675 Per Month
4616 N Goldenrod Rd, Winter Park, FL 32792
This 2-bedroom, 1-bathroom duplex, is perfectly located in the heart of Winter Park! This home offers the ideal blend of comfort, convenience, and tranquil living. With an open-concept living and dining area that makes entertaining effortless. The kitchen features ample storage and counter space, perfect for meal prep and daily use. Step outside to your private outdoor space, ideal for relaxing
Carissa Lawhun FLORIDA REALTY INVESTMENTS
$3,945 Per Month
1119 S Pennsylvania Ave, Winter Park, FL 32789
Welcome home to this beautifully updated Cherokee Park townhome offering a perfect blend of modern design, comfort, and an unbeatable Winter Park location.Step inside to a bright and airy open-concept living space featuring wood-style flooring, soaring vaulted ceilings, and a sleek minimalist fireplace that creates a warm yet modern focal point. Large windows throughout the home fill the
$1,598 Per Month
7338 Swallow Run Unit 7338, Winter Park, FL 32792
Beautiful and affordable 2-bedroom, 2-bath condominium for rent in desirable East Winter Park! This renovated and move-in-ready unit features an open floor plan with modern plank-style tile flooring throughout the living areas, neutral colors, and plenty of natural light.The updated kitchen offers newer cabinets, countertops, appliances, and a stylish backsplash, creating a modern and
Yuly Rodriguez DOUGLAS EDMUND REAL ESTATE LLC
$2,505 Per Month
504 St Dunstan Way, Winter Park, FL 32792
EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW LVP FLOORING AND NEW HARD SURFACE COUNTERTOPS. APPLY TODAY OR ASK YOUR LEASING SPECIALIST FOR MORE DETAILS! Apply now or schedule your self-tour today and take the first step toward getting more than just a
$3,200 Per Month
640 N Park Ave Unit 5, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Welcome to Park Aire, a small iconic condo community located on Park Avenue by the WP9 golf course. 1st floor unit with oversized window views of the golf course and Casa Feliz. This one bedroom unit has an updated kitchen and bath. Amenities include a covered parking space, swimming pool, social room, a guest room for rent, open air patios on the
Andy Holland PREMIER SOTHEBY'S INTL. REALTY
$1,399 Per Month
2500 Lee Rd, Winter Park, FL 32789
Serene 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
$2,495 Per Month
7628 Aloma Pines Ct, Winter Park, FL 32792
This 3 bedroom, 2.5 bathroom townhouse is located in the gated community of Aloma Trails near downtown Winter Park and local shops, restaurants, and schools. Features include an open floor plan with tile flooring throughout the downstairs main living area. The upgraded kitchen features 42" cabinets, granite counter tops, stainless steel appliances, tiled back splash, an island, and walk-in
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$2,250 Per Month
851 Carver St, Winter Park, FL 32789
Welcome home to this beautiful 3-bedroom, 2-bathroom residence located in the highly desirable Winter Park area. This inviting home offers a spacious and functional floor plan with comfortable living areas, a well-appointed kitchen, and generously sized bedrooms designed for everyday living.Enjoy the convenience of being close to shopping, dining, entertainment, major roadways, and
$2,400 Per Month
1603 Alabama Dr, Winter Park, FL 32789
FOR THE QUICKEST RESPONSE AND ASSISTANCE WITH ANY INQUIRIES, PLEASE CONTACT OUR OFFICE DIRECTLY BY PHONE. Application required prior to scheduling a showing. Available September 7th .Pet-friendly property. The Alabama, an iconic, historic Winter Park landmark on the shores of Lake Maitland. This meticulously fully renovated property perfectly blends timeless Mediterranean architecture with
Maria Ottinger Maria Ottinger R.E Broker
$1,750 Per Month
2304 Inagua Way, Winter Park, FL 32792
Welcome to this charming 2 bedroom, 1 bathroom corner unit in Winter Park, FL. This single-story home features ceramic tile flooring throughout, perfect for easy maintenance. The freshly painted interior complements the renovated kitchen and bathroom, giving the space a modern and updated feel. Enjoy the privacy of the fenced backyard, ideal for outdoor entertaining or relaxing. Located in the
$6,000 Per Month
301 W Comstock Ave, Winter Park, FL 32789
Under Construction. Beautiful 2 bedroom, 2.5 bath, laundry in unit, detached two (2) car garage with private guest suite located in Hannibal Square. New Construction.
Sydney Brownlee THE SYDGAN CORP
$1,600 Per Month
3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792
$1,800 Per Month
7420 Woodburn Ct Unit 25, Winter Park, FL 32792
Corner lot 3 bedrooms and 2.5 bathroom, 2 assigned parking spaces. NEW 3 bathrooms kitchen, washer dryer and stove and new AC. No carpet only wood floor. Near to Costco and highway.
He Gao U S GLORY REALTY
$1,450 Per Month
151 N Orlando Ave, Winter Park, FL 32789
Discover 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
$1,725 Per Month
620 Trinidad Ct Unit 620, Winter Park, FL 32792
Beautifully Renovated 2-Bedroom Home in Desirable Winter Park! Welcome to this charming newly renovated 2-bedroom, 2-bath home located in the highly desirable Winter Park area. Featuring modern upgrades and a warm, inviting layout, this home offers the perfect blend of comfort and style. Enjoy ceramic tile flooring throughout the first floor, brand-new carpet in the upstairs bedroom, and a
Jacob Hara TRANSCEND REALTY
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