$2,950 per month
779 W Lyman Ave, Winter Park, FL 32789
Charming 3BR/2BA Home in the Heart of Winter Park – Walk to Park Ave & Hannibal Square!Rent: $2,950/monthAvailable: 8/1/2025Location: Winter Park, FL 32789Discover this cozy and well-maintained 3-bedroom, 2-bathroom home nestled in one of Winter Park’s most desirable neighborhoods. Just a short stroll to Park Avenue and Hannibal Square, you'll enjoy premier shopping,
$2,999 per month
101 S Lakemont Ave, Winter Park, FL 32792
Welcome to this beautifully renovated 3-bedroom, 2-bathroom single-family home, perfectly positioned just minutes away from shopping, dining, and all the charm of Winter Park. This home combines modern luxury with everyday convenience. As you step inside, you're greeted by the elegance of Calacatta Quartz countertops, sleek waterproof flooring, and top-of-the-line appliances that set the tone for
Robert Isaac Rodriguez RE/MAX DOWNTOWN
$2,100 per month
1381 Viburnum Ln, Winter Park, FL 32792
We are currently making final preparations for this home to be available. We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be
$3,350 per month
1816 Mizell Ave, Winter Park, FL 32789
Welcome to this charming 3-bedroom, 2-bath home in the heart of Winter Park, complete with a 1-car garage and unbeatable location. Just minutes from Park Avenue, Winter Park Hospital, top-rated shopping, and dining, convenience is at your doorstep. Start your mornings with peaceful strolls through the beautiful Windsong neighborhood and take in the serene views of Lake Mizell. Whether you're
Nicole Howell FANNIE HILLMAN & ASSOCIATES
$2,325 per month
5351 Cypress 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 $2469.90. That covers your base rent, $2325.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,380 per month
2717 Amsden Rd, Winter Park, FL 32792
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, nestled
Nico Silva Vanegas MAIN STREET RENEWAL LLC
$2,285 per month
7423 Antietam Ct E, 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 $2429.90. That covers your base rent, $2285.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,815 per month
7431 Portside Ct, Winter Park, FL 32792
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, nestled
Nico Silva Vanegas MAIN STREET RENEWAL LLC
$2,899 per month
881 Julian St, Winter Park, FL 32789
This home is currently undergoing exciting renovations and will be ready for you soon. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,300 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a
$3,100 per month
424 Dunraven Dr, Winter Park, FL 32792
Location! Schools! Community! Convenience! Corner lot! Don't miss this great Winter Park home
Julia Magnani LOKATION
$2,020 per month
1407 Chilean Ln, Winter Park, FL 32792
We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home
$2,350 per month
5323 Poinsetta Ave, Winter Park, FL 32792
Winter Park and NO HOA!! Newly remodeled 3/2 1,500 sqft $2,350/mo. Just a 1 minute car ride or 5-7 minute walk to Eastbrook Elementary. Remodeled kitchen with all the bells and whistles (new cabinets, countertops, backsplash, faucet, lights, and appliances - you get the idea, it's fancy!). Remodeled bathrooms with subway tiles, new tub, new vanities, new countertops, new toilets, new lighting &
Ginnie England MAGNOLIA PROPERTY SALES
$2,090 per month
5335 N Orange Ave, Winter Park, FL 32792
We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home
$2,650 per month
2831 Lion Heart Rd Unit 1, Winter Park, FL 32792
" A " Winter Park School District. The well-kept 3-bedroom, 2-bath home features an open floor plan and a spacious bonus storage room. The upgraded gourmet kitchen flows seamlessly into the living room, which opens to a bright and cheerful Florida room—perfect for relaxing or entertaining. Enjoy added privacy with a fully fenced yard.
Liu Zhang JOY ESTATE ENTERPRISE INC
$2,780 per month
630 N Lakemont Ave, Winter Park, FL 32792
We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home
$2,100 per month
1902 Azalea Ave, Winter Park, FL 32792
Welcome to 1902 Azalea Street, a beautifully maintained 3-bedroom, 2-bathroom home in the heart of Winter Park. This delightful property blends classic Florida charm with modern updates, offering a bright and inviting interior. Nestled on a quiet, tree-lined street, the home is perfect for relaxing or entertaining. Just minutes from Park Avenue, Rollins College, and top-rated schools, you’ll
Alison Ashby CORCORAN PREMIER REALTY
$2,275 per month
7457 Blue Jacket Place E, 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 $2539.90. That covers your base rent, $2275.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,730 per month
460 Cambridge Blvd Unit A, Winter Park, FL 32789
Fully renovated 3-bedroom, 2-bath home in the heart of Winter Park—available for immediate move-in! This charming unit features an updated kitchen with stainless steel appliances, durable vinyl plank flooring throughout, and a full-sized washer and dryer for added convenience. Enjoy private parking and an oversized fenced backyard, perfect for entertaining or relaxing outdoors. Located near
Amy Fouraker 4 ACRE REALTY LLC
$2,349 per month
324 Lake Fair Ln, Winter Park, FL 32789
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 $2493.90. That covers your base rent, $2349.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$3,700 per month
1946 Strathaven Rd, Winter Park, FL 32792
$100 OFF THE FIRST 6 MONTHSFor Rent – Spacious 3BR Home in Prime Winter Park Location!LOCATION, LOCATION, LOCATION! This spacious 3-bedroom, 2-bath home with a large den and cozy wood-burning fireplace sits on an oversized lot in Kenilworth Shores – Sec 7, with deeded access to Lake Berry.Zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary, and just
Youbel Montesino LPT REALTY, LLC
$2,170 per month
1061 Portsmouth 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.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent
$4,340 per month
332 N Phelps Ave, Winter Park, FL 32789
Discover the allure of this Winter Park retreat! Nestled in a prime location, this delightful 3 bedroom, 2 bathroom abode boasts a sunlit open floor plan that invites comfort and relaxation. Adorned with warm wood flooring and custom millwork, the home exudes charm at every turn. The heart of this residence is its inviting kitchen, complete with ample counter space, abundant storage, and a
David Drawdy KELLER WILLIAMS REALTY AT THE PARKS
$2,190 per month
1305 Viburnum 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 $2334.90. That covers your base rent, $2190.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,850 per month
957 Dupont Ave, Winter Park, FL 32789
Nestled in the heart of Winter Park's most desirable zip code, this beautifully maintained 3-bedroom, 2.5-bath home is a rare find. Located at 957 Dupont Ave, Winter Park, FL 32789, this charming residence offers 1,289 sq. ft. of living space on a generous 7,875 sq. ft. lot, complete with a 1-car attached garage. This home is move-in ready and brimming with updates. Step inside to discover an
Stephanie Barber HOME & HIVE REALTY
$2,275 per month
2001 Nottingdale 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 $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
$2,595 per month
3976 Waterview Loop, Winter Park, FL 32792
3 bedrooms, 2 bathrooms and a two car garage offering 1,444 square feet. Open floor plan with neutral colors, high ceilings. This home has a nice and open kitchen with an over abundance of cabinets, plenty of counter space granite and stainless steel appliances. Open to the kitchen you’ll find a large eat in nook and a family room/ dining room combination floor plan with sliding glass doors
Courtney Davis ABSOLUTE REALTY GROUP, LLC
$2,249 per month
1752 W Cheryl 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 $2393.90. That covers your base rent, $2249.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,300 per month
641 S Lakemont Ave, Winter Park, FL 32792
This delightful Winter Park home could be the perfect fit for you! Conveniently located near excellent public schools, shopping centers, and essential healthcare facilities, this remodeled 1450 square foot residence features 3 bedrooms and 2 full baths. The kitchen is brand new, boasting updated appliances, while the bathrooms have been tastefully modernized with new fixtures. Throughout the main
Alisa Hildebrand WEICHERT REALTORS HALLMARK PROPERTIES
$2,480 per month
1729 Puritan Ave, 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 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.
$5,000 per month
2227 Howard Dr, Winter Park, FL 32789
Zoned for Audubon K-8 and Winter Park High. Move in just in time for the school year!! Single-story LAKEFRONT gem in Winter Park! This beautifully renovated mid-century home sits on an oversized waterfront lot minutes from downtown Winter Park, Audubon Park, and Baldwin Park. Enjoy access to top public and private schools. Step into nearly 2,200 square feet of beautifully maintained living space.
Julian Correa REALTY ONE GROUP MAGIC CITY
$6,000 per month
860 N Denning Dr, Winter Park, FL 32789
AVAILABLE NOW !! 30 Day minimum! Fully furnished all utilities included and high speed internet !! You can't beat it!! NEW CONSTRUCTION Luxury Home north of Downtown Orlando in the heart of Winter Park steps from Winter Park Village near the Famous Park Ave where you'll find unlimited entertainment choices including dining, shopping, nightlife, axe throwing etc You WILL LOVE this custom home!! NO
$2,900 per month
648 W Swoope Ave, Winter Park, FL 32789
FOR RENT - 648 W. SWOOPE AVENUE, WINTER PARK | OFFERED AT $2,900/MO - Stunning Home, Completely Remodeled, and Professionally Designed! Super cute 3 bedroom, 1 bath home in downtown Winter Park. Updated flooring, paint, windows, newer HVAC unit, updated kitchen cabinets, stainless steel appliances, Quartz countertops, beautiful bathroom tile work & fixtures, and interior washer/dryer. Open
Kelly Price KELLY PRICE & COMPANY LLC
$2,695 per month
1509 Springtime Loop, Winter Park, FL 32792
This beautiful 3 bedroom, 2 bath home is located in the desirable Autumn Glen neighborhood in Winter Park. Newly Renovated bathrooms and ceramic tile floor bedrooms and freshly painted interior. Vaulted ceilings throughout the home with skylights. Nice recently renovated kitchen with Stainless appliances.Brand new roof completely replaced in 2023 with new fascia, soffits, and gutters.
$3,040 per month
333 Cambridge Blvd, Winter Park, FL 32789
Welcome to your dream home in Winter Park, Florida! Nestled in the heart of sunshine and sophistication, this charming 3-bedroom, 2-bathroom residence offers the perfect blend of comfort and style. Step inside to discover an inviting living space flooded with natural light, perfect for relaxing with loved ones or entertaining guests. The spacious kitchen boasts modern appliances and ample
David Drawdy KELLER WILLIAMS REALTY AT THE PARKS
$4,500 per month
336 Blue Heron Dr, Winter Park, FL 32789
AVAILABLE NOW!!! Charming Waterfront home in Winter Park's established community featuring 3 bedrooms, 2 full bathrooms and 1 half bathroom. Boasting open floor plan with bamboo flooring. Enjoy a renovated kitchen and stunning lake views. Mature trees surround this serene property on Lake Kearney. Embrace classic charm with modern comforts. Conveniently located near Winter Park Village Shopping
Claudia Montes LPT REALTY, LLC
$2,400 per month
2101 Oakhurst Ave, Winter Park, FL 32792
Immaculately maintained, this three-bedroom, two-bathroom home is nestled in the heart of Winter Park. Sitting on just under a quarter-acre lot, it boasts a new AC system and a charming stone fireplace. You’re only minutes away from downtown Winter Park and the vibrant shopping and dining options along Park Avenue. Enjoy the nearby perks of the YMCA Fitness Center, just blocks away, and the
Peter Dang ALLIANCE RENTAL HOMES
$3,400 per month
532 Darcey Dr, Winter Park, FL 32792
This 3 bedroom/1.5 bathroom CORNER lot home is located in the desirable Brookshire Heights neighborhood. The home was redesigned in 2020 and has since been upgraded even further! No detail was overlooked in this adorable midcentury home. Brand new roof completely replaced in 2023 with new fascia, soffits, and gutters. Exterior just painted in 2023. Newly remodeled kitchen features Quartz
Wenwen Wang JWJ REALTY LLC
$6,800 per month
2237 Howard Dr, Winter Park, FL 32789
We are focused on short term rentals. Contact owner / agent for dates already booked. You will be amazed by the natural beauty of the waterfront and century oaks that welcome you every time you come through your front door. Come see this fully furnished, masterfully remodeled, 3 bedroom, 2 bath, with a hidden half bath in the office. A Mid-modern home that represents everything that is lakefront
Ryan Feely COLEDEV REAL ESTATE LLC
$6,995 per month
2875 Dorell Ave, Orlando, FL 32814
BALDWIN PARK Home. Elegant home with pond view! This gorgeously maintained home with 3/4-bedroom, 4.5-bath boasts an open floorplan and plenty of space. The home has a formal living and dining rooms and a family room that is open to the kitchen and sizable eat in kitchen area. Beautiful hard-wood floors throughout. The master suite boasts a jacuzzi tub, double sinks and a walk-in shower. The
Mo Jabr RE/MAX 200 REALTY
$2,800 per month
110 Gem Lake Dr, Maitland, FL 32751
Fantastic Maitland lakefront location! This home sits on a large lot overlooking Lake Gem. As you enter the home, you are greeting by expansive lake views and gorgeous wood floors. There is a separate dining room, as well as an eat-in area off the spacious kitchen with updated appliances. Off the living room, you can descend to the walkout basement that can be used as a game room, tv room, or
James Rouadi CARLISLE REALTY, LLC
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