$6,995 Per Month
- 5 Beds
- 4 Baths
- 2,918 Sq Ft
- House for Rent
2075 Jewell Ave, Winter Park, FL 32789
2075 Jewell Ave, Winter Park, FL 32789
68
Winter Park, FL Houses for Rent
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$2,495 Per Month
- 3 Beds
- 2 Baths
- 1,530 Sq Ft
- House for Rent
6877 Jackman Blvd, Winter Park, FL 32792
6877 Jackman 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 $2639.90. That covers your base rent, $2495.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
(689) 314-6885
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$2,385 Per Month
- 3 Beds
- 2 Baths
- 1,100 Sq Ft
- House for Rent
2313 Dunbury Ct, Winter Park, FL 32792
2313 Dunbury 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 $2529.90. That covers your base rent, $2385.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
(321) 205-9980
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$2,645 Per Month
- 4 Beds
- 2 Baths
- 1,646 Sq Ft
- House for Rent
2141 Ridge Dr, Winter Park, FL 32792
2141 Ridge Dr, Winter Park, FL 32792Beautiful, 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.
(689) 220-1676
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$3,025 Per Month
- 3 Beds
- 2 Baths
- 1,624 Sq Ft
- House for Rent
504 St Dunstan Way, Winter Park, FL 32792
504 St Dunstan Way, 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
(321) 339-1052
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$1,350 Per Month
- 1 Bed
- 1 Bath
- 400 Sq Ft
- House for Rent
5319 N Orange Ave, Winter Park, FL 32792
5319 N Orange Ave, Winter Park, FL 32792Property Id: 2494175Great location for getting around the greater Orlando area and avoiding traffic. Close to many hospitals, easy access to both airports. Close to groceries, Sprouts, Publix, CVS, Walgreens, Costco, Walmart all within a mile plus countless great restaurants. Whole Foods and Trader Joe’s are about 6 miles away. Nice neighborhood. Friendly neighbors. New paint, new
(425) 521-6919
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$2,495 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 $2639.90. That covers your base rent, $2495.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
(321) 285-1423
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$3,300 Per Month
- 3 Beds
- 1 Bath
- 820 Sq Ft
- House for Rent
853 W Lyman Ave, Winter Park, FL 32789
853 W Lyman Ave, Winter Park, FL 32789Property 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
(386) 267-8041
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$2,675 Per Month
- 3 Beds
- 2 Baths
- 1,525 Sq Ft
- House for Rent
1721 Shasta Ct, Winter Park, FL 32792
1721 Shasta Ct, Winter Park, FL 32792Beautiful, 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.
(407) 641-3217
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$2,530 Per Month
- 3 Beds
- 2.5 Baths
- 1,482 Sq Ft
- House for Rent
3313 Hamlet Loop, Winter Park, FL 32792
3313 Hamlet Loop, 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.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
(689) 329-3269
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$2,175 Per Month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
3091 Crane Strand Dr, Winter Park, FL 32792
3091 Crane Strand Dr, Winter Park, FL 32792We 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
(689) 399-2369
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$2,350 Per Month
- 3 Beds
- 2 Baths
- 1,355 Sq Ft
- House for Rent
1931 Staunton Ave, Winter Park, FL 32789
1931 Staunton Ave, Winter Park, FL 32789Available for rent! Tucked onto a desirable corner lot just steps from Lake Killarney, this beautifully updated 3 bedroom, 2 bath single-family home puts you in one of the area's most sought-after spots. Walkable, quiet, and moments from the water. Inside, the home is move-in ready with a full suite of brand-new appliances (dishwasher, range, and refrigerator) plus washer/dryer hookups ready for
Zach Mitchell SAND DOLLAR REALTY GROUP INC
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$2,525 Per Month
- 4 Beds
- 3 Baths
- 1,856 Sq Ft
- House for Rent
2029 Taylor Ave, Winter Park, FL 32792
2029 Taylor Ave, Winter Park, FL 32792Please 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
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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
Joseph LaRosa La Rosa Realty Llc
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$2,125 Per Month
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
- House for Rent
1407 Chilean Ln, Winter Park, FL 32792
1407 Chilean Ln, Winter Park, FL 32792We 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
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$2,599 Per Month
- 3 Beds
- 2 Baths
- 1,535 Sq Ft
- House for Rent
3465 Balsam Dr, Winter Park, FL 32792
3465 Balsam Dr, Winter Park, FL 32792Welcome to this charming 3-bedroom, 2-bathroom home located in a well-established Winter Park neighborhood. This property offers a comfortable single-story layout with inviting living spaces, ideal for everyday living and entertaining. The home features a functional floor plan with a bright living area, an eat-in kitchen, and well-sized bedrooms, including a primary suite with a private bath.
Steve Simpson 407 PROPERTIES
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$1,000
Total Monthly Price
- 1 Bed
- 1 Bath
- 408 Sq Ft
- House for Rent
5058 Seminole Ave Unit Seminole Unit 1, Winter Park, FL 32792
5058 Seminole Ave Unit Seminole Unit 1, 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 4 rooms has its own electronic keypad lock for your privacy and security. The extra large common areas provide the perfect space for dining and living. Spacious laundry and kitchen provide you with plenty of space
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$3,900 Per Month
- 4 Beds
- 3 Baths
- 2,130 Sq Ft
- House for Rent
1542 Sugarwood Cir, Winter Park, FL 32792
1542 Sugarwood Cir, Winter Park, FL 32792Spacious, fully remodeled 4-bedroom, 2.5-bath single-family home located in the desirable Amberwood community in Winter Park. This one-story property offers approximately 2,130 sq ft of living space, featuring vaulted ceilings, a functional layout, and a bright living and dining area. The home showcases luxury finishes throughout, a brand-new roof, central A/C, and a 2-car attached garage. Enjoy
Dayana Perez Moreno AROD PARTNERS REALTY
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$1,750 Per Month
- 2 Beds
- 1 Bath
- 854 Sq Ft
- House for Rent
2304 Inagua Way, Winter Park, FL 32792
2304 Inagua Way, Winter Park, FL 32792Welcome 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
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$3,895 Per Month
- 4 Beds
- 4.5 Baths
- 2,553 Sq Ft
- House for Rent
1409 Lone Feather Trail, Winter Park, FL 32792
1409 Lone Feather Trail, Winter Park, FL 32792Beautiful 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
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$2,500 Per Month
- 3 Beds
- 2 Baths
- 1,676 Sq Ft
- Beautiful Home in Winter Park, Florida!
7508 Glenmoor Ln, Winter Park, FL 32792
7508 Glenmoor Ln, Winter Park, FL 32792One or more photo(s) has been virtually staged. Welcome to this beautifully refreshed 3-bedroom, 2-bath home nestled in a highly desirable Winter Park location — offering comfort, style, and convenience with no HOA restrictions. With 1,676 square feet of thoughtfully designed living space, this home is the perfect blend of modern updates and timeless character. Step inside to discover brand-new
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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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$2,050 Per Month
- 3 Beds
- 2 Baths
- 1,317 Sq Ft
- Winter Park 3 Bedroom 2 Bath Renovated!
5171 N Orange Ave, Winter Park, FL 32792
5171 N Orange Ave, Winter Park, FL 32792You don't want to miss out on this Winter Park Beauty! This lovely, RENOVATED, 3/2 block home, is situated on a large, fenced in lot and has been recently renovated ! The house has a nice open floor plan, with a great room and family room. The great room even has a wood burning fireplace. Renovations include...laminate wood floors throughout, interior paint, almost new kitchen appliances,
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$7,900 Per Month
- 4 Beds
- 3 Baths
- 2,476 Sq Ft
- House for Rent
300 Killarney Dr, Winter Park, FL 32789
300 Killarney Dr, Winter Park, FL 32789Exceptional 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
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$3,750 Per Month
- 4 Beds
- 2 Baths
- 1,565 Sq Ft
- House for Rent
1313 Buckingham Rd, Winter Park, FL 32789
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
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$2,950 Per Month
- 3 Beds
- 2 Baths
- 1,747 Sq Ft
- House for Rent
1807 N Park Ave, Winter Park, FL 32789
1807 N Park Ave, Winter Park, FL 32789Welcome to 1807 N Park Ave, a beautifully maintained 3-bedroom, 3-bathroom home offering 1,747 sq. ft. of bright, open living space in the heart of desirable Winter Park. This charming home features a spacious layout with a warm and inviting living area, a functional kitchen with plenty of storage, and comfortable bedrooms — each with its own bath, offering added privacy and convenience. Step
Jason Hamilton THE REALTY MEDICS
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$1,050 Per Month
- 1 Bed
- 1 Bath
- House for Rent
525 S Lakemont Ave, Winter Park, FL 32792
525 S Lakemont Ave, Winter Park, FL 32792Room Rental Listing: Room 01 – Master Bedroom with Attached BathroomThis listing is for Room 01, the Master Bedroom with an attached bathroom, in a fully furnished 3-bedroom, 2-bathroom house.Location: SW Zone @ 525 S Lakemont Ave, Winter Park, FloridaProperty Features: Preliminary Information :Appliances Provided:Cooking range with
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$3,200 Per Month
- 2 Beds
- 1 Bath
- 1,250 Sq Ft
- House for Rent
438 Lakeview Ave, Winter Park, FL 32789
438 Lakeview Ave, Winter Park, FL 32789Bring your boat and discover this charming Winter Park gem, perfectly nestled on a quiet, desirable brick-lined street. This inviting 2-bedroom, 1-bath home features beautiful hardwood floors and a warm, welcoming feel throughout. Enjoy a lakefront yard feet from the house that offers peaceful water views and the perfect setting for outdoor living. Step outside to an amazing backyard complete
Alex Scures COLONIALTOWN REALTY
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$2,195 Per Month
- 3 Beds
- 2 Baths
- 1,627 Sq Ft
- House for Rent
3238 Black Pine Ave, Winter Park, FL 32792
3238 Black Pine Ave, Winter Park, FL 327923 bed, 2 bath 1,625 sqft, Single Family Home, double garage, all kitchen appliances NO PETS!! Deposit is the same as the rent amount. CARPET floors and tile. Located off Goldenrod Blvd. Schools Near Full Sail University, UCF and these public schools; Winter Park High School, Glenridge Middle School, and Aloma Elementary. Great neighborhood. Available in May. SHOWINGS BY APPOINTMENT ONLY contact
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$1,995 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 talbe with 4 chairs - picnic in your own park
Scott Banta BLACKFIN REALTY LLC
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$4,195 Per Month
- 4 Beds
- 3 Baths
- 2,134 Sq Ft
- WINTER PARK POOL HOME WITH WINTER PARK SCHOOLS! (Orange County Winter Park Schools)
1625 Tioga Trail, Winter Park, FL 32789
1625 Tioga Trail, Winter Park, FL 32789AVAILABLE FOR MOVE-IN EARLY JUNE 2026.A RARE FIND IN WINTER PARK!! 4 BEDROOMS, 3 BATHROOMS, POOL, AND FENCED BACKYARD.Very seldom do such nice rental homes come available in the school district of Dommerich, Maitland Middle and Winter Park High! People love The Hills of Winter Park with this home located on a cul-de-sac street.This home features 4 Bedrooms and 3 Full
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$1,975 Per Month
- 2 Beds
- 1 Bath
- 1,029 Sq Ft
- House for Rent
1803 Pineview Cir, Winter Park, FL 32792
1803 Pineview Cir, Winter Park, FL 32792This beautiful 2 bed / 1 bath 1,029 square foot home in Winter Park is totally refurbished and available for immediate occupancy. Newer kitchen cabinets. Newer bathroom. With a single car carport. This property features wood floors throughout, tile floors in the kitchen, dining room and bathroom, large open yard. Washer/dryer, shed & lawn care included! Application Fee: $50 each adult
Kenneth Warren PREMIER MANAGEMENT GROUP INC
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$2,095 Per Month
- 3 Beds
- 2 Baths
- House for Rent
5139 Oak Hill Dr, Winter Park, FL 32792
5139 Oak Hill Dr, Winter Park, FL 327923/2 home with updated kitchen, large yard & screen patio. 3/2 home with updated kitchen, large yard & screen patio. Lawn service included
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$6,000 Per Month
- 4 Beds
- 3.5 Baths
- 2,531 Sq Ft
- House for Rent
1441 Oneco Ave, Winter Park, FL 32789
1441 Oneco Ave, Winter Park, FL 32789Gorgeous 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
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$2,695 Per Month
- 3 Beds
- 2 Baths
- 1,444 Sq Ft
- House for Rent
3897 Waterview Loop, Winter Park, FL 32792
3897 Waterview Loop, Winter Park, FL 32792Welcome to 3897 Waterview Loop in beautiful Winter Park, FL. When you first walk into this amazing home you are immediately greeted with an open airy feeling by the vaulted ceiling and dual skylights. The open concept living and dining rooms have plenty of space for entertainment and family dinners. The kitchen features all stainless-steel appliances and granite counter tops. Adjacent to the
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$4,000 Per Month
- 4 Beds
- 2.5 Baths
- 2,196 Sq Ft
- House for Rent
1091 Wildmeadow Run, Winter Park, FL 32792
1091 Wildmeadow Run, Winter Park, FL 32792Newer 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
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$3,895 Per Month
- 4 Beds
- 3.5 Baths
- 2,600 Sq Ft
- Winter Park House for Rent
1409 Lone Feather Trail, Winter Park, FL 32792
1409 Lone Feather Trail, Winter Park, FL 32792Beautiful 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
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$2,195 Per Month
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
- House for Rent
5523 Cretan Way, Winter Park, FL 32792
5523 Cretan Way, Winter Park, FL 327923 bedroom, 2 bathroom townhouse in highly desired Winter Park. Small and quiet neighborhood with private driveway parking and a cul de sac with no neighbors on one side. Amenities include: central air, central heat, dishwasher, garbage disposal, side-by-side fridge, electric stove/oven, gas grill, Maytag full-size washer/dryer set, yard, shed for storage, and mini bar off of the living room, and
Shawn Beard RE/MAX 200 REALTY
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$1,900 Per Month
- 2 Beds
- 2.5 Baths
- 960 Sq Ft
- Gorgeous, Completely Remodeled 2/2.5 Condo in Sandlewood Creek- Winter Park!
303 Sandlewood Trail, Winter Park, FL 32789
303 Sandlewood Trail, Winter Park, FL 32789Welcome home to this beautifully renovated two-story condo in desirable Sandlewood Trails. This 2-Bedroom, 2.5 Bath condo home is ideally located in Winter Park and is one of the few condo communities where residents are close enough to bike or walk to Dommerich Elementary and Maitland Middle School.As you enter, you are welcomed by a spacious Great Room and attractive gray-toned laminate
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$2,150 Per Month
- 3 Beds
- 2 Baths
- 1,113 Sq Ft
- House for Rent
1931 Carrigan Ave, Winter Park, FL 32792
1931 Carrigan Ave, Winter Park, FL 32792An excellent place to call home. This newly renovated 3 bedroom 2 bath house offers a lot of entertainment options; it is sitting on an oversize lot which features ample backyard space which is completely fenced. This home has brand new AC, Plumbing and Electric and offers washer/dryer hookups. Close to A+ schools and is approximately 7 minutes from Park Ave shopping and dining. This will not
Amanda Beckman RED DOOR INVESTMENT GRP LLC
Showing Results 1 - 40, Page 1 of 2
Rental Home Trends in Winter Park, FL
There are currently 68 single-family homes available for rent in Winter Park, FL. The median rent is $2,650 per month, with 3-bedroom houses renting at $2,550, 4-bedroom houses at $3,775 and 5-bedroom houses at $6,500.
Rental Home Trends
Number of Houses for Rent
68
Median Single Family Home Rent
$2,650
Median 3 Bedroom Single Family Home Rent
$2,550
Median 4 Bedroom Single Family Home Rent
$3,775
Median 5 Bedroom Single Family Home Rent
$6,500
Houses for Rent by Price in Winter Park
Rentals in Winter Park
Rentals by Number of Bedrooms in Winter Park
More About Living in Winter Park
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