$2,525 per month
2029 Taylor Ave, Winter Park, FL 32792
Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently
$3,895 per month
1409 Lone Feather Trail, Winter Park, FL 32792
Beautiful tile roof single-family house is available in Hawks Crest, the only newal gated community in Winter Park! No rear neighbors! Landscape/Lawn Care and Reclaimed Water Bill are paid by landlord. UV sanitizing lights installed in all bathrooms. Water filter system installed in kitchen sink. This 4 bed 3.5 bathrooms plus an office and second floor loft is ready to move-in . When you enter
Yan Zuo EAST PEARL REALTY
$2,670 per month
2141 Ridge Dr, Winter Park, FL 32792
Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.
$3,995 per month
3131 Lowndes Dr, Winter Park, FL 32792
Beautiful 4 Bedroom Furnished House with a Pool! This home has an Eat-In Updated Kitchen. There are 3 bedrooms and a bathroom on one side and a large master suite on the other side with a fireplace. The master bathroom has an extra large walk-in shower with a double mirrored dressing area. There is a family room/ FLex Space/ Office Area with a Roku TV, Desk, and Wi-Fi. There is no garage. It has
Rene' Fossey A +ROI PROPERTY
$2,735 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.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
$12,000 per month
1041 Tuscany Place, Winter Park, FL 32789
Nestled along a quiet brick-lined street in Winter Park’s coveted Via’s neighborhood, 1041 Tuscany Place offers a rare blend of elegance, comfort, and breathtaking natural beauty. From nearly every room, this exceptional residence captures tranquil views of the private backyard and picturesque Lake Temple beyond. Inside, a thoughtfully designed open floor plan is enhanced by soaring vaulted
Brad Barnett COMPASS FLORIDA LLC
$3,800 per month
1313 Buckingham Rd, Winter Park, FL 32789
**Move-in ready starting June 1st!! | Schedule your tour today! **Welcome to your new home! This charming 4 bed, 2 bath home in beautiful Winter Park is waiting for you to make it yours. The beautiful hardwood floors throughout the house give it a cozy and inviting feel. Enjoy the sunshine in the sunroom, or step outside and relax in the spacious yard with a fence. You'll love the
$3,500 per month
2115 Sycamore Dr, Winter Park, FL 32789
Updated Charming 4 Bed/2 Bath mid-century home located in Northwood Terrace/Audubon Park (just across the street from Baldwin Park). You will love the large lot .34 Acres with it botanical garden, meditation area, a patio with a raised HOT Tub (perfect for a starry night) and plenty of privacy with all the lush foliage. The front door opens to a great room where the kitchen, living area, dining
John Goggin STOCKWORTH REALTY GROUP
$3,895 per month
1409 Lone Feather Trail, Winter Park, FL 32792
Beautiful tile roof single-family house is available in Hawks Crest, the only newal gated community in Winter Park! No rear neighbors! Landscape/Lawn Care and Reclaimed Water Bill are paid by landlord. UV sanitizing lights installed in all bathrooms. Water filter system installed in kitchen sink. This 4 bed 3.5 bathrooms plus an office and second floor loft is ready to move-in . When you enter
$7,800 per month
1701 Walnut Ave, Winter Park, FL 32789
Meticulously maintained home with a Highly-Flexible floor plan offering 4 bedrooms, two bonus room areas that would be perfect for a home gym, nursery or media room. In one of Winter Park's most sought after areas. Enjoy the enjoyment of local parks, restaurants, convenient shopping, easy commutes and some of the best walkability around. This traditional home sits on a very private corner lot.
Jackie O'Leary FANNIE HILLMAN & ASSOCIATES
$2,099 per month
717 Denton Rd, Winter Park, FL 32792
AVAILABLE: May 19, 2026Pets: OK (Dangerous Pets are not permitted, Pit Bulls, etc.)***EASY TO VIEW AT A CONVENIENT TIME******EASY TO APPLY*** Once ALL ADULTS have VIEWED this property, go here: SAVE MONEY ON THE APPLICATION FEES: We recommend that you not fill out an application if any of the following apply to you: Evictions, Unpaid balances due to landlords, a
$3,000 per month
4033 Yacht Ct, Winter Park, FL 32792
Experience the rare luxury of a high-performance, meticulously updated 3-bedroom sanctuary in a quiet Winter Park cul-de-sac, offering the perfect blend of modern utility and suburban serenity. Zoned for Winter Park High School, this versatile floor plan features both a dedicated private office for the remote professional and an expansive game room for premier entertaining. Every major system has
Brenden Rando NEXTHOME NEIGHBORHOOD REALTY
$6,000 per month
1441 Oneco Ave, Winter Park, FL 32789
Gorgeous Modern Home with 4 bedrooms + 3 and a half bath home with numerous upgrades throughout located in desirable Winter Park. This house has a large kitchen that opens to the family room for entertaining. Fantastic kitchen with solid wood cabinets, granite counters, walk-in pantry, stainless appliances, Gas 5 burner stove, built-in microwave, large island, big windows emanating a lot of
Wendy Calvet OLDE TOWN BROKERS INC
$2,167 per month
717 Denton Rd, Winter Park, FL 32792
Winter Park 4 Bedrm Home for Rent!Priced Low, Call Now!, 2 Car Carport, Bonus Room Too!, Eat In Kitchen, JUST 20 MINUTES To: Downtown Orlando, JUST 30 MINUTES To: The Orlando Airport, CONVENIENT To: 436, CONVENIENT To: Major Roads, Shopping & Schools, CONVENIENT To: Full Sail University, Stainless Steel Appliances INCLUDED, Blinds INCLUDED. The deposit amount is based upon the application
Jay Myers ORLANDO REALTY & PROPERTY MGNT
$4,000 per month
1091 Wildmeadow Run, Winter Park, FL 32792
Newer home for rent in the gated new community of Hawks Crest. The home offers both style and flexibility. The first floor is graced with an openness that invites you in and makes you feel welcome. The plan features options to help you personalize the home to your needs and preferences. Entering the home, you walk into an expansive space. A flex room with 2-story ceiling can be used as a formal
Maggie Walas FORTUNE INTERNATIONAL REALTY
$5,900 per month
220 W Reading Way, Winter Park, FL 32789
Welcome to your dream home! This recently renovated gem in the highly coveted Forrest Hills area of Winter Park is now available for rent. Surrounded by enchanting brick streets and majestic trees, this charming residence has been thoughtfully upgraded by the new owner, offering a perfect blend of modern amenities and classic charm. As you step onto the inviting front covered porch, you'll be
Thomas Hewitt HEWITT RESIDENTIAL, LLC
$4,000 per month
1815 Barker Dr, Winter Park, FL 32789
Furnished turn-key luxury lake-view home in Winter Park where comfort meets style. Pricing includes utilities/wifi. This beautifully designed 4-bedroom / 2-bath one story home features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. Ideally located just minutes from Orlando's top attractions, hospitals,
Benjamin Cole, IV SOTERA LIVING
$17,000 per month
1742 Temple Dr, Winter Park, FL 32789
An Enduring Work of Art: Winter Park’s Modern MasterpieceThis is more than just a property; it is an iconic masterpiece. Tucked within one of Winter Park’s most exclusive enclaves, this stunning four-bedroom, five-bathroom ground-up renovation offers a refined lifestyle where modern luxury and intelligent functionality converge.From the moment you enter it’s clear this home was designed
Mark Anthony Buot ROI AVE LLC
$4,300 per month
1580 Oakhurst Ave, Winter Park, FL 32789
Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5 bathroom home awaits you with recent interior and exterior paint updates, hard wood floors, granite countertops and upgraded stainless steel appliances. A grapefruit tree and lush landscaping create a serene setting to relax on your sprawling front porch. Upon entering you are
Lisa Gould KELLER WILLIAMS WINTER PARK
$7,900 per month
300 Killarney Dr, Winter Park, FL 32789
Exceptional Lakefront Living in the Heart of Winter ParkWelcome to 300 Killarney Drive, a stunning 2,476 sq ft lakefront residence offering the perfect blend of sophisticated living and prime location. This exquisite 4-bedroom, 3-bath home presents a rare opportunity to enjoy Winter Park's coveted lifestyle.Property Highlights:Situated on an oversized lot with coveted Lake Killarney
Kelly Price KELLY PRICE & COMPANY LLC
$6,995 per month
1420 Lyndale Blvd, Maitland, FL 32751
LOOK NO FURTHER! This completely remodeled POOL home boast a spacious 4 bedroom's and 2.5 bathroom's that are situated on an oversized corner lot. From the moment you enter the front door, you can notice the large new tile floors, complimented by all custom cabinetry, high end light fixtures and a spacious floor plan. A gourmet kitchen with beautiful, light quartz counters to compliment the navy
Jason Zinno RE/MAX ASSURED
There are currently 21 homes available for rent in Winter Park, FL. The median rent is $2,295 per month, with single-family homes renting at $2,649, townhouses at $2,450 and condos at $1,650.
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