$8,650 per month
- 5 Beds
- 5 Baths
- 4,953 Sq Ft
- House for Rent
2851 Dorell Ave Unit 10, Orlando, FL 32814
2851 Dorell Ave Unit 10, Orlando, FL 32814
78
Winter Park, FL Houses for Rent
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Explore Winter Park
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$2,000 per month
- 2 Beds
- 1 Bath
- House for Rent
1399 Miller Ave, Winter Park, FL 32789
1399 Miller Ave, Winter Park, FL 32789Property Id: 1795045Charming 1926 bungalow. 2 bedroom/1 bathroom house in prime location of Winter Park. Wood floors throughout the home, cast iron bathtub, hexagon tile in bathroom. Short drive to I-4, Park Ave, Rollins College, shopping, restaurants, downtown Orlando, hospitals, and more. Extra large front porch, fireplace, full kitchen, and washer and dryer.Renter responsible
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$2,800 per month
- 3 Beds
- 2 Baths
- 1,119 Sq Ft
- House for Rent
5224 N Woodcrest Dr, Winter Park, FL 32792
5224 N Woodcrest Dr, Winter Park, FL 32792This beatifully renovated 3 bedroom, 2 bath home is located in a quiet, friendly neighborhood within the highly rated Seminole County School District. The home features tile flooring throughout and boasts new upgrades including a roof, A/C, water heater and a modern kitchen with newer appliances. Enjoy Florida living at it's best with a private screened in covered lanai and a sparkling pool
Stacia Stephenson FLORIDA HOME TEAM REALTY LLC
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$2,780 per month
- 3 Beds
- 2 Baths
- 1,553 Sq Ft
- House for Rent
630 N Lakemont Ave, Winter Park, FL 32792
630 N Lakemont Ave, Winter Park, FL 32792We 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
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$2,750 per month
- 2 Beds
- 1 Bath
- 1,132 Sq Ft
- House for Rent
300 W Lake Sue Ave, Winter Park, FL 32789
300 W Lake Sue Ave, Winter Park, FL 32789Lovely two bedroom, one bath bungalow in great Winter Park neighborhood. This home features over 1,100 square feet of living space with a great open plan. Light and bright with lots of windows and wood floors. Gorgeous, updated kitchen with newer appliances, quartz counters and huge island. Spacious bath with dual sinks. Large bonus room with Mexican tile and French doors that lead to the deck
Jackie O'Leary FANNIE HILLMAN & ASSOCIATES
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$6,000 per month
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
860 N Denning Dr, Winter Park, FL 32789
860 N Denning Dr, Winter Park, FL 32789AVAILABLE 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
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$2,750 per month
- 3 Beds
- 1 Bath
- 1,349 Sq Ft
- House for Rent
955 Minnesota Ave, Winter Park, FL 32789
955 Minnesota Ave, Winter Park, FL 32789Welcome to your new home at 955 Minnesota Avenue, nestled in the heart of charming Winter Park. This beautiful 3 bedroom, 1 bathroom home perfectly balances timeless character and thoughtful updates while offering incredible proximity to Park Avenue, Orange Avenue, Hannibal Square, and the city’s historic district. Step inside to a light-filled living room showcasing gleaming wood floors and a
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
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$4,350 per month
- 4 Beds
- 3.5 Baths
- 2,503 Sq Ft
- House for Rent
2804 Dike Rd, Winter Park, FL 32792
2804 Dike Rd, Winter Park, FL 32792This house centrally located between Winter Park, Winter Springs and very accessible but secluded at the same time. The main areas featured in section 1 is the house which is for rent and section 2 could additionally be rented as needed.
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$2,140 per month
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- House for Rent
1666 Tremont Ln, Winter Park, FL 32792
1666 Tremont Ln, Winter Park, FL 32792Welcome to your Florida retreat! This beautifully maintained 3-bedroom, 2-bath home offers a bright, open floor plan perfect for both relaxing and entertaining. Enjoy a spacious living area filled with natural light, a modern kitchen with sleek finishes, and a serene primary suite with a private bath. Step outside to your fenced backyard—ideal for weekend BBQs or simply soaking up the Florida
David Drawdy KELLER WILLIAMS REALTY AT THE PARKS
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$2,750 per month
- 3 Beds
- 2 Baths
- 1,118 Sq Ft
- House for Rent
779 W Lyman Ave, Winter Park, FL 32789
779 W Lyman Ave, Winter Park, FL 32789Charming 3BR/2BA Home in the Heart of Winter Park – Walk to Park Ave & Hannibal Square!Discover 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, dining, and entertainment right at your doorstep.This home features a private, fully
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$7,495 per month
- 4 Beds
- 5 Baths
- 3,948 Sq Ft
- House for Rent
1205 Mayfield Ave, Winter Park, FL 32789
1205 Mayfield Ave, Winter Park, FL 32789Great rental opportunity in Winter Park, FL! This two-story residence is located in the TEMPLE HEIGHTS neighborhood. This large well maintained family home comes with 5 bedrooms and 4 baths in the main home with over 3,900 sqft. The home also features a separate large pool home or in-law suite. The Pool home / In-Law Suite comes with its own bathroom and kitchenette. The home has wood / vinyl
Mo Jabr RE/MAX 200 REALTY
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$3,850 per month
- 3 Beds
- 3 Baths
- 1,920 Sq Ft
- House for Rent
423 Ololu Dr, Winter Park, FL 32789
423 Ololu Dr, Winter Park, FL 32789Welcome to your dream rental in the highly sought-after Lake Killarney area! This stunning modern HOME features a spacious gated yard with ample parking, ideal for children, pets, and outdoor entertaining. Beautifully updated entire home offers comfort, style, and privacy in a quiet, & safe upscale residential neighborhood. Step into a warm and inviting entry that opens into a spacious
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$3,195 per month
- 4 Beds
- 2 Baths
- 1,843 Sq Ft
- House for Rent
8162 Lazy Bear Ln, Winter Park, FL 32792
8162 Lazy Bear Ln, Winter Park, FL 32792*20K PRICE DROP* 4 bedroom, 2 bath home set on a perfectly manicured 1/4 acre corner lot, located in the new Winter Park gated community Enclave at Aloma. Open floor plan is enhanced by the Hardwood Floors throughout living areas, volume ceilings, light and bright kitchen, family room with lots of windows, and slider that opens onto the spacious lanai. Energy efficient double pane insulated
Elio Serpa AUTHENTIC REAL ESTATE TEAM
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$2,170 per month
- 3 Beds
- 2 Baths
- 1,204 Sq Ft
- House for Rent
1061 Portsmouth Ln, Winter Park, FL 32792
1061 Portsmouth Ln, Winter Park, FL 32792Please 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.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 Want to tour on your own? Click the “Self
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$3,600 per month
- 6 Beds
- 3 Baths
- 2,722 Sq Ft
- House for Rent
1288 Michigan Ave, Winter Park, FL 32789
1288 Michigan Ave, Winter Park, FL 327895 bedrooms, 3 bathrooms super close to Winter Park Village and conveniently located close to all Winter Park activities. Lots of remodeling!! No garage, large treed backyard!
Eric Weigand CQ ORLANDO REALTY INC
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$2,499 per month
- 3 Beds
- 2 Baths
- 1,633 Sq Ft
- House for Rent
5139 Ardmore Dr, Winter Park, FL 32792
5139 Ardmore 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 $2643.90. That covers your base rent, $2499.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$3,000 per month
- 2 Beds
- 1 Bath
- 920 Sq Ft
- House for Rent
430 Ololu Dr, Winter Park, FL 32789
430 Ololu Dr, Winter Park, FL 32789Interested in trying out the lake life in Winter Park? 430 Ololu is available FOR RENT beginning October 1st on Lake Killarney! This 2 bedroom, 1 bath home has a brand new metal roof, a newly renovated kitchen with new appliances, a newer washer and dryer, and a DREAM backyard with views of and private access to Lake Killarney. Bring your kayak, jet ski, boat, or even a seaplane and make your way
Ellen Hencken MILLER GRANT AND COMPANY
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$2,210 per month
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- House for Rent
7457 Blue Jacket Place E, Winter Park, FL 32792
7457 Blue Jacket Place 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 $2474.90. 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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$3,200 per month
- 4 Beds
- 3 Baths
- 2,170 Sq Ft
- House for Rent
5255 Seminole Ave, Winter Park, FL 32792
5255 Seminole Ave, Winter Park, FL 32792Stunning 4-bedroom, 3-bath home in one of the most desirable locations—Winter Park! This property features fully permitted updates including Electrical (2024), Plumbing (2024), Water Heater (2024), Roof (2024), and HVAC (2024). Designed with abundant windows for natural light and tile flooring throughout, this home combines style and functionality. The primary bedroom, along with an additional
Nohora Gomez COLDWELL BANKER RESIDENTIAL RE
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$2,659 per month
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- House for Rent
881 Julian St, Winter Park, FL 32789
881 Julian St, Winter Park, FL 32789This 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 Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your
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$2,700 per month
- 4 Beds
- 2 Baths
- 1,756 Sq Ft
- House for Rent
3149 Nicholson Dr, Winter Park, FL 32792
3149 Nicholson Dr, Winter Park, FL 32792Discover this stunning, move-in-ready home nestled in the desirable Winter Park neighborhood. This spacious residence boasts a thoughtful split floor plan, featuring a welcoming living room, formal dining area, and a cozy family roomperfect for entertaining and family gatherings. The modern kitchen is equipped with sleek stainless steel appliances, elegant granite countertops, a convenient
Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT
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$2,990 per month
- 4 Beds
- 2 Baths
- 2,088 Sq Ft
- House for Rent
7145 Timber Dr, Winter Park, FL 32792
7145 Timber 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 $3254.90. That covers your base rent, $2990.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$4,750 per month
- 4 Beds
- 3.5 Baths
- 2,589 Sq Ft
- House for Rent
1368 Blue Stem Ln, Winter Park, FL 32792
1368 Blue Stem Ln, Winter Park, FL 32792Available December 1st, 2025 - Distinctive, private, unique and full of character is what sets this estate apart from all other properties on the market. Welcome home to your freshly built and highly updated Anastasia plan in the fabulous newer Winter Park community of Hawk's Crest. Located only minutes from the iconic and historic Winter Park Avenue with plentiful shopping, amazing venues, epic
Stephen Downes ECO LUXE REALTY
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$2,265 per month
- 3 Beds
- 2 Baths
- 1,408 Sq Ft
- House for Rent
324 Lake Fair Ln, Winter Park, FL 32789
324 Lake Fair Ln, Winter Park, FL 32789Lease 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 $2409.90. That covers your base rent, $2265.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,600 per month
- 3 Beds
- 1.5 Baths
- 1,192 Sq Ft
- House for Rent
1955 Bering Ave, Winter Park, FL 32789
1955 Bering Ave, Winter Park, FL 32789Welcome to this beautifully updated single-story home in sought-after Winter Park. Features 3 bedrooms and 1.5 baths, set on an oversized lot with gorgeous mature landscaping and inviting curb appeal. Inside, you'll find luxury vinyl and tile flooring throughout [no carpet] paired with recessed lighting, ceiling fans, and an abundance of natural light that enhances the bright, open living
Linda Guzman LIV AT NONA
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$1,560 per month
- 3 Beds
- 1.5 Baths
- 1,701 Sq Ft
- House for Rent
1304 Viburnum Ln, Winter Park, FL 32792
1304 Viburnum Ln, Winter Park, FL 32792Property Id: 2082878Welcome to Your New Home!This beautiful [3] bedroom, [2] bathroom home offers [highlight key features: spacious living areas, updated kitchen, hardwood floors, large yard, etc.]. You'll love the [unique selling points: natural light, modern finishes, quiet neighborhood, convenient location, etc.].Enjoy [extra amenities: in-unit laundry, private balcony,
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$2,395 per month
- 3 Beds
- 2 Baths
- 1,526 Sq Ft
- House for Rent
731 Bongart Rd, Winter Park, FL 32792
731 Bongart Rd, Winter Park, FL 32792This 3 bedroom, 2 bath pool home with 2 car garage includes: Living Room, Dining Room, Family Room, Carpet & Vinyl on a nice corner lot! Great Location! Pool service is included with monthly rent!. *Bonus Amenity Included* - All RE/MAX 200 Realty Property Management Division residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit
Mo Jabr RE/MAX 200 REALTY
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$1,999 per month
- 3 Beds
- 2 Baths
- 1,030 Sq Ft
- House for Rent
123 Oak Grove Rd, Winter Park, FL 32789
123 Oak Grove Rd, Winter Park, FL 32789Lease 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 $2143.90. That covers your base rent, $1999.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,600 per month
- 4 Beds
- 2.5 Baths
- 1,701 Sq Ft
- House for Rent
2886 Carew Ave, Winter Park, FL 32789
2886 Carew Ave, Winter Park, FL 32789What a location! Available now for rent! Close to downtown Orlando! This charming home has 4 bedrooms, 2.5 baths, gorgeous wood flooring, family room with fireplace, one car garage, all appliances included! Fenced back yard! Schedule your private tour today!
Chris Watts THE TEAM REAL ESTATE GROUP INC
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$2,875 per month
- 4 Beds
- 2 Baths
- 1,970 Sq Ft
- House for Rent
2843 Riddle Dr, Winter Park, FL 32789
2843 Riddle Dr, 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, nestled
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$9,500 per month
- 4 Beds
- 3.5 Baths
- 3,174 Sq Ft
- House for Rent
1420 Magnolia Ave, Winter Park, FL 32789
1420 Magnolia Ave, Winter Park, FL 32789This beautiful 1420 Magnolia Avenue in Winter Park is a spacious sanctuary that promises both comfort and style. This elegant 4-bedroom home, with its 3 full baths and an additional half bath, offers the perfect blend of functionality and luxury. Spanning a generous 3,172 square feet, every corner of this residence invites you to experience a lifestyle of ease and sophistication whether you
Lukasz Sokolowski, PA HOST MANAGEMENT GROUP LLC
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$1,920 per month
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- House for Rent
5335 N Orange Ave, Winter Park, FL 32792
5335 N Orange Ave, Winter Park, FL 32792Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool
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$5,300 per month
- 4 Beds
- 4 Baths
- 3,714 Sq Ft
- House for Rent
1710 Oakhurst Ave, Winter Park, FL 32789
1710 Oakhurst Ave, Winter Park, FL 32789Gorgeous 4 bed + 4 bath custom built home with numerous upgrades throughout. Separate formal living & dining rooms plus kitchen opens to family room for entertaining. Fantastic kitchen with solid wood cabinets, granite counters, stainless appliances, 5 burner stove & double ovens. Indoor laundry room with newer washer & dryer provided. Spacious & private downstairs master suite with closet
Jackie O'Leary FANNIE HILLMAN & ASSOCIATES
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$2,899 per month
- 3 Beds
- 2 Baths
- 1,628 Sq Ft
- House for Rent
384 St Dunstan Way, Winter Park, FL 32792
384 St Dunstan Way, 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 $3043.90. That covers your base rent, $2899.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,995 per month
- 3 Beds
- 1 Bath
- 1,058 Sq Ft
- House for Rent
1037 N Virginia Ave, Winter Park, FL 32789
1037 N Virginia Ave, Winter Park, FL 32789THE best kept secret in WP! Newly renovated charming bungalow located directly on famed 4th Fairway on WP9 – Winter Park Golf Course! Quiet, private & secluded setting with gorgeous views on dead end street. Walk or bike to Park Avenue, dining and shopping, Rollins College and Winter Park Village. New roof and water heater 2023, refinished hardwood floors, new kitchen with stainless appliances,
Lisa Gould KELLER WILLIAMS WINTER PARK
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$2,255 per month
- 3 Beds
- 2 Baths
- 1,701 Sq Ft
- House for Rent
1315 Viburnum Ln, Winter Park, FL 32792
1315 Viburnum Ln, Winter Park, FL 32792Property Id: 2075428Who said the perfect house doesn't exist. It's right here! This layout makes it easy to entertain, cook, or relax when you need a break. The tile flooring will surely catch your eye. Pull your friends into this breathtaking kitchen. They will surely compliment the granite countertops, stainless steel appliances, and premium cabinets. Outside, the attractive fenced
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$3,300 per month
- 4 Beds
- 3 Baths
- 2,064 Sq Ft
- House for Rent
2680 Fitzhugh Rd, Winter Park, FL 32792
2680 Fitzhugh Rd, Winter Park, FL 32792Beautifully remodeled and ideally located, this 4-bedroom, 3-bathroom home in Winter Park Pines offers the perfect blend of comfort, style, and convenience. Situated on a quiet, tree-lined street, the home welcomes you with spacious living areas, including a separate family room and living room—perfect for entertaining or relaxing. The heart of the home is the expansive kitchen, boasting
Troy Hensley BHHS FLORIDA REALTY
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$3,499 per month
- 4 Beds
- 2 Baths
- 2,018 Sq Ft
- House for Rent
2536 Eastbrook Blvd, Winter Park, FL 32792
2536 Eastbrook Blvd, Winter Park, FL 32792A Pool Maintenance Fee of $150 per month applies to any home with a private pool.Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms,
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$2,500 per month
- 3 Beds
- 2 Baths
- 1,950 Sq Ft
- House for Rent
7733 Fox Knoll Place, Winter Park, FL 32792
7733 Fox Knoll Place, Winter Park, FL 32792Welcome to this stunning 3-bedroom, 2-bathroom home in the wonderful Winter Park! Step inside and discover a beautiful living space with freshly painted walls, giving the home a modern and inviting atmosphere.This home has no carpet throughout. Instead, the floors are adorned with elegant and easy-to-maintain flooring, adding a touch of sophistication to every room.The home boasts a second
Jason Hamilton THE REALTY MEDICS
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$2,499 per month
- 3 Beds
- 2 Baths
- 1,827 Sq Ft
- House for Rent
1601 Aster Dr, Winter Park, FL 32792
1601 Aster 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 $2763.90. That covers your base rent, $2499.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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