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Explore Similar Homes Within 2 Miles of 32790, FL

  • /65

    $6,995 per month

    • 5 Beds
    • 4 Baths
    • 2,918 Sq Ft
    • House for Rent

    2075 Jewell Ave, Winter Park, FL 32789

    FULLY FURNISHED 5br/4b +bonus loft GEM! Welcome to 2075 Jewel Avenue, an exceptional residence nestled in the heart of Winter Park, 32789—one of Central Florida’s most sought-after communities. Ideally situated just minutes from the vibrant shops and dining along Park Avenue and the scenic beauty of Rollins College, this home offers the perfect blend of charm, convenience, and lifestyle. Set on a

    Agent Photo

    Paul Jimenez

    URBANISTA BROKERS

    (321) 483-3119

    2075 Jewell Ave, Winter Park, FL 32789
  • /15

    $2,970 per month

    • 3 Beds
    • 2 Baths
    • 1,195 Sq Ft
    • House for Rent

    1891 Oglesby Ave, Winter Park, FL 32789

    Beautifully maintained home in the highly desirable Winter Park 32789 neighborhood. This charming property offers an inviting floor plan with abundant natural light, spacious living and dining areas, and a well-appointed kitchen with generous counter space and modern finishes. Comfortable bedrooms provide ample storage, and the primary suite offers a private and peaceful retreat. Flexible bonus

    Agent Photo

    Paul Jimenez

    URBANISTA BROKERS

    (321) 977-5674

    1891 Oglesby Ave, Winter Park, FL 32789
  • /26

    $1,465 per month

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft
    • Condo for Rent

    2500 Lee Rd Unit 244, Winter Park, FL 32789

    Discover easy living at 2500 Lee Road, Unit 244, Winter Park, FL 32789. This charming spacious 1 bedroom, 1 full bathroom condo is located in the heart of Winter Park, offering comfort, convenience, and access to everything you need. Bright kitchen with plenty of storageand an Open living area with natural light Community features may include: Swimming pool, Assigned parking, Landscaped

    Agent Photo

    Rustina Gibson

    RE/MAX VANTAGE

    (321) 336-5615

    2500 Lee Rd Unit 244, Winter Park, FL 32789
  • /29

    $1,799 per month

    • 2 Beds
    • 1 Bath
    • 804 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 101, Winter Park, FL 32789

    Welcome home to this beautiful 2-bedroom, 1-bath gem in the heart of Winter Park! Nestled on the ground floor of theLake Killarney Condominiums, Unit 101 offers a seamless blend of comfort, style, and lakeside living. Bright & openlayout that flows from the living space into a modern kitchen with a large center island — perfect for entertaining orcasual family meals. Granite

    Agent Photo

    Elizabeth Fowler

    THE FLORIDA PROPERTY SHOP SALE

    (689) 588-1599

    151 N Orlando Ave Unit 101, Winter Park, FL 32789
  • /61

    $2,081 - $4,681 per month

    Gables Baldwin Park

    Studio - 3 Beds

    2050 Jake St, Orlando, FL 32814

    Life at Gables Baldwin Park is an ode to the limitless possibilities that await around each corner of this private community. Its a haven of superior service, and a destination within a live-work-play paradise, where the remarkable becomes part of your everyday life.

    2050 Jake St, Orlando, FL 32814
  • /17

    $1,400 per month

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit D213, Winter Park, FL 32789

    Adorable and cozy second floor condo, conveniently located off Lee Road in Orlando, minutes from SR I-4. This 2-bedroom 1 full bath condo is located in the quiet community or Waterfall Cove. Water is included with a community pool and playground for tenants to enjoy. Open floor plan with carpet and laminate in kitchen and bath. Fresh paint throughout. Balcony just outside the sliders in living

    Rachel DeCamp RLL Real Estate Group

    1695 Lee Rd Unit D213, Winter Park, FL 32789
  • /73

    $1,635 - $5,975 total monthly price

    The Village at Lake Lily

    1 - 3 Beds

    925 S Orlando Ave, Maitland, FL 32751

    The Village at Lake Lily offers the finest luxury apartment living in the Cultural Corridor of Downtown Maitland. Our newly renovated apartment homes are complete with California-style islands, stunning granite countertops, complete stainless steel or GE black appliance packages and two modern cabinet finishes to choose from are just the start. Our amenities package offers relaxing spaces that

    925 S Orlando Ave, Maitland, FL 32751
  • /10

    $2,695 per month

    • 2 Beds
    • 1.5 Baths
    • 1,149 Sq Ft
    • House for Rent

    1137 Oaks Blvd, Winter Park, FL 32789

    Rarely available neighborhood for rentals, this 2 bedroom 1 and a half bath house is surrounded by multi-million dollar homes. Large back yard is totally fenced for kids or pets. Zoned for Winter Park's finest schools and located just off Park Avenue for easy access to shopping and restaurants. Shorter term lease is negotiable. All appliances are in place, including washer/dryer. Don't miss this

    Jake Johnson SHORES REAL ESTATE

    1137 Oaks Blvd, Winter Park, FL 32789
  • /75

    $1,362 - $3,645 per month

    Bainbridge Winter Park

    1 - 3 Beds

    1400 Morgan Stanley Ave, Winter Park, FL 32789

    Celebrate the power of possibilities. Signature details enhance grand features in expansive homes, all a promise to your heightened prosperity at Bainbridge Winter Park. In the heart of Winter Park, Florida’s lush parks and gardens, museums, festivals, and events - you’re central to the finer things in life.

    1400 Morgan Stanley Ave, Winter Park, FL 32789
  • /21

    $2,300 per month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 203, Winter Park, FL 32789

    FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condo offers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installed bathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no tenant

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    151 N Orlando Ave Unit 203, Winter Park, FL 32789
  • /28

    $1,669 - $1,699 per month

    Elon Winter Park

    1 Bed

    712 Nicolet Ave, Winter Park, FL 32789

    Welcome to Elon Winter Park Apartments in Winter Park, Florida, where chic meets serenity in the heart of Winter Park's vibrant tapestry. Nestled within this charming community, our boutique one-bedroom apartments redefine urban living with spacious interiors, a contemporary aesthetic, and designer accents that elevate every moment. Immerse yourself in the allure of Winter Park's entertainment

    712 Nicolet Ave, Winter Park, FL 32789
  • /52

    $7,800 per month

    • 4 Beds
    • 4.5 Baths
    • 3,819 Sq Ft
    • House for Rent

    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

    1701 Walnut Ave, Winter Park, FL 32789
  • /20

    $1,687 - $4,092 per month

    The Adeline

    1 - 2 Beds

    304 Lake Ave, Maitland, FL 32751

    Find the perfect balance of sophistication and relaxation at The Adeline in urban Maitland. Our community offers 1, 2, and 3 bedroom residences with modern features and luxurious amenities. Whether you live alone, are happy in love, or enjoy having roommates, feel at home in our elegant, French-inspired units. In the heart of the Greater Orlando area, The Adeline provides a warm, engaging

    304 Lake Ave, Maitland, FL 32751
  • /47

    $3,300 per month

    • 4 Beds
    • 2 Baths
    • 2,096 Sq Ft
    • House for Rent

    1985 Japonica Rd, Winter Park, FL 32792

    "Charming family home available for rent in a quiet area of Winter Park! This property has a spacious design of 4 bedrooms, a private patio perfect for barbecues and an incredible pool to share with family, as well as an incredible patio in one of the quietest streets, wooded and familiar, you will have easy access to local parks, the farmers market and the center of Winter Park. Pets are

    Maria Monaco LA ROSA REALTY LLC

    1985 Japonica Rd, Winter Park, FL 32792
  • /53

    $1,818 - $8,726 per month

    Juno Winter Park

    Studio - 3 Beds

    1305 Morgan Stanley Ave, Winter Park, FL 32789

    Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of enviable amenities, our vibrant community invites you to elevate your everyday life. Plus, our prime location just six miles north of downtown Orlando puts you within arm's reach of top-notch shopping,

    1305 Morgan Stanley Ave, Winter Park, FL 32789
  • /53

    $5,150 per month

    • 3 Beds
    • 3 Baths
    • 1,875 Sq Ft
    • House for Rent

    870 Carver St, Winter Park, FL 32789

    Welcome to 870 Carver Street, a one-of-a-kind rental offering two distinct, private residences on a single fully fenced property in the heart of Winter Park. The main home is a 2 bedroom, 2 bath retreat featuring vaulted ceilings with exposed rafters, warm wood finishes, and industrial-inspired black metal ductwork. The open living area is anchored by a well-appointed kitchen with solid wood

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    870 Carver St, Winter Park, FL 32789
  • /103

    $1,778 - $5,993 per month

    Paseo at Winter Park Village

    1 - 3 Beds

    940 W Canton Ave, Winter Park, FL 32789

    Ready for an apartment home that truly feels like home? With upscale finishes and modern amenities, Paseo's units are ready to welcome you. You (and your pet!) can relax in our palm-lined courtyard, lounge by the pool, or play in our on-site dog park. With the shopping of Winter Park Village, movies at the Regal Cinema, and the historic downtown all close by, there are endless opportunities to

    940 W Canton Ave, Winter Park, FL 32789
  • /31

    $2,175 per month

    • 2 Beds
    • 2.5 Baths
    • 1,133 Sq Ft
    • Condo for Rent

    148 Sandlewood Trail, Winter Park, FL 32789

    Welcome to this charming and well-maintained rental located in a quiet, centrally situated community in the highly desirable Maitland/Winter Park area. This spacious 2-bedroom, 2.5-bathroom home offers comfort, convenience, and a low-maintenance lifestyle. Inside, you’ll find a bright and open floor plan with a generous living and dining area that flows seamlessly into the kitchen, which is

    Brian Hyser THE AGENCY FL

    148 Sandlewood Trail, Winter Park, FL 32789
  • /33

    $1,755 - $3,528 per month

    The Ivy Residences at Health Village Apartment Homes

    Studio - 3 Beds

    2650 Dade Ave, Orlando, FL 32804

    Live lavishly at the The Ivy Residences at Health Village Apartment Homes in Orlando, FL. Where upscale design meets copious convenience, thats where youll find our gorgeous studio, one-, two-, and three-bedroom apartments complete with in-unit washers and dryers, vinyl plank flooring, and patios. As an exclusive community perk, youll also enjoy access to our swimming pool, fitness center, as

    2650 Dade Ave, Orlando, FL 32804
  • /12

    $1,995 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    2512 Musselwhite Ave Unit 1, Orlando, FL 32804

    Located in beautiful College Park between Winter Park and Downtown Orlando. This beautiful 2/1 furnished rental is the perfect option forrelocations, interns, or people traveling for work. There is a 3-month minimum; the rental rate includes all utilities (Cable, Electric, Water, &Wifi). You will enjoy the convenience of the great location close to major roadways like I-4 and SR-408.

    Edward Diamond CREEGAN GROUP

    2512 Musselwhite Ave Unit 1, Orlando, FL 32804
  • /109

    $1,821 - $3,720 per month

    Azul Baldwin Park

    1 - 3 Beds

    4460 Lower Park Rd, Orlando, FL 32814

    Live your dream at Azul Baldwin Park Apartments! Welcome to our luxury Baldwin Park apartments in Orlando. We offer spacious one, two, and three-bedroom apartments featuring a wealth of artfully designed amenities. Our pet-friendly apartments beckon you to take a closer look thanks to the resort-inspired common areas and professional services.Found next to Lake Baldwin and across the

    4460 Lower Park Rd, Orlando, FL 32814
  • /37

    $2,200 per month

    • 3 Beds
    • 3.5 Baths
    • 1,413 Sq Ft
    • Condo for Rent

    409 Sandlewood Cove Unit 3, Winter Park, FL 32789

    Welcome to this beautifully refreshed townhome nestled in a quiet cove community in the heart of Winter Park. Thoughtfully updated throughout, this light-filled home features new flooring downstairs, fresh carpet on the stairs, new paint throughout, and new light fixtures — move-in ready and waiting for you. The open floor plan flows seamlessly from the living and dining combination into the

    Dee Morgan KELLY PRICE & COMPANY LLC

    409 Sandlewood Cove Unit 3, Winter Park, FL 32789
  • /46

    $1,819 - $4,872 total monthly price

    Baldwin Harbor

    1 - 3 Beds

    1771-1887 Jake St, Orlando, FL 32814

    In-Person Tours Available We are now welcoming in-person and virtual tours by appointment only. Please contact us today to schedule your appointment Baldwin Harbor offers luxury Orlando apartments in the beautiful Baldwin Park neighborhood. Each of our one, two, and three bedrooms are specially designed to bring you maximum comfort and space. Our apartments are equipped with high end features to

    1771-1887 Jake St, Orlando, FL 32814
  • /9

    $1,450 per month

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Apartment for Rent

    2512 Musselwhite Ave Unit 3, Orlando, FL 32804

    Perfectly located near Downtown Orlando's Hotspots. Enjoy city culture while living in the park-like setting of the renowned College Park. Close to the stylish Eateries on Edgewater Drive and a few blocks to Orange Ave Night Life. This beautiful 1-bedroom rental is private and has everything you need. It is located on the first floor of the building and is fully furnished and includes all

    Edward Diamond CREEGAN GROUP

    2512 Musselwhite Ave Unit 3, Orlando, FL 32804
  • /37

    $2,108 - $3,849 per month

    Perla Gem Lake

    1 - 3 Beds

    100 Boucle Jeanne Cir, Maitland, FL 32751

    Drink in the waterfront views. Drop your kayak in for an evening cruise. Dip your toes in the saltwater pool. When you’re here, every day feels like a waterside retreat. Only it’s not a vacation, it’s your home. With nature-inspired interior design, multiple outdoor living spaces and direct lake access, Perla Gem Lake is luxury lakeside living.

    100 Boucle Jeanne Cir, Maitland, FL 32751
  • /21

    $2,900 per month

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • House for Rent

    540 W Comstock Ave, Winter Park, FL 32789

    Newly 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

    540 W Comstock Ave, Winter Park, FL 32789
  • /31

    $1,717 - $3,347 per month

    Maitland City Centre

    1 - 2 Beds

    160-190 Independence Ln, Maitland, FL 32751

    .custom-read-more #more {display: none;} Indulge in the upscale lifestyle you deserveour spacioushomes in the heart of Maitland have everything you need to make it happen.High-end amenities, elegant interiors, and an excellent location in the NorthOrlando area blend together to create a carefree experience. So check out our luxury apartments in Maitland, FL and find the home

    160-190 Independence Ln, Maitland, FL 32751
  • /24

    $3,400 per month

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • House for Rent

    438 Lakeview Ave, Winter Park, FL 32789

    Bring 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

    438 Lakeview Ave, Winter Park, FL 32789
  • /50

    $1,585 - $3,385 per month

    Seven41 Winter Park

    Studio - 2 Beds

    741 Clay St, Winter Park, FL 32789

    Welcome to Seven41 (Formerly known as Winter Park 2) featuring Winter Park, FL vibe with a gorgeous modern style. Brand new studio, one, and two bedroom apartments amplified by unrivaled finishes and amenities. Select Seven41 for its luxury.

    741 Clay St, Winter Park, FL 32789
  • /41

    $4,150 per month

    • 4 Beds
    • 3 Baths
    • 2,288 Sq Ft
    • House for Rent

    1711 Chestnut Ave, Winter Park, FL 32789

    Welcome home to the heart of Winter Park's coveted Tree Streets. This beautifully remodeled single-family home sits on an oversized lot just moments from Interlachen Country Club and Winter Park Racquet Club, and is zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School. Inside, natural light pours through windows in every room, giving the home a bright, airy feel throughout.

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    1711 Chestnut Ave, Winter Park, FL 32789
  • /36

    $1,285 - $2,024 per month

    The Taylor at Winter Park

    Studio - 3 Beds

    2000 Village Ln, Winter Park, FL 32792

    5 miles north of Orlando lies The Taylor at Winter Park. Experience true comfort and serenity in a newly renovated 1-, 2-, or 3-bedroom apartment. With spacious home layouts, sleek interior finishes, screened porches, private balconies, and stunning garden-style landscaping, you can enjoy a healthy, Zen lifestyle. Cut your commute and enjoy going out on the town with a prime location near

    2000 Village Ln, Winter Park, FL 32792
  • /24

    $2,500 per month

    • 2 Beds
    • 2 Baths
    • 1,301 Sq Ft
    • House for Rent

    540 Central Ave, Maitland, FL 32751

    Amazing Home for Rent in the Heart of Downtown Maitland! This beautifully updated home offers everything you need for comfortable and convenient living. With TWO full bedrooms & bathrooms, LAUNDRY ROOM, and a FULLY FENCED backyard, this property is perfect for those seeking a cozy retreat in a prime location. Rent includes weekly landscaping, so you can enjoy a pristine yard without the hassle.

    Jason Asa LPT REALTY, LLC

    540 Central Ave, Maitland, FL 32751
  • /50

    $1,538 - $5,462 per month

    Berkshire Winter Park

    Studio - 3 Beds

    1874 Harmon Ave, Winter Park, FL 32789

    Cultivated Living; Rooted in Style! Well-appointed Studio, One, Two, & Three Bedroom Apartment Homes in Winter Park, FL.Berkshire Winter Park is an ultra-luxury apartment community with thoughtfully curated features and enviable amenities. Select from a variety of studio, one, two, and three-bedroom floor plan schemes designed with excellence in mind. Escape ordinary; indulge in an apartment

    1874 Harmon Ave, Winter Park, FL 32789
  • /35

    $6,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,531 Sq Ft
    • House for Rent

    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

    1441 Oneco Ave, Winter Park, FL 32789
  • /50

    $1,786 - $9,974 total monthly price

    Vida at Health Village

    Studio - 3 Beds

    2680 N Orange Ave, Orlando, FL 32804

    Vida at Health Village is the new standard of refinement for Orlando apartment living. Our studio, one-, two- and three-bedroom apartment homes are designed to impress with two-toned cabinetry, premium quartz countertops, and wood-inspired plank flooring throughout. But it is the finer details- Nest thermostats, under-cabinet lighting, hideaway wastebaskets, and pull-out pet bowls that truly

    2680 N Orange Ave, Orlando, FL 32804
  • /78

    $11,000 per month

    • 5 Beds
    • 4 Baths
    • 4,200 Sq Ft
    • House for Rent

    1814 Barker Dr, Winter Park, FL 32789

    Stunning newer-construction luxury home in Winter Park offering 5 bedrooms, 4 baths, and 4,100 sq ft of modern living. Sleek architectural lines, abundant natural light, and seamless indoor–outdoor flow define this exceptional residence. The chef’s kitchen features premium stainless steel appliances, breakfast bar, custom cabinetry, and a large walk-in pantry. The spacious living area includes a

    Tab Bish LLC REAL BROKER, LLC

    1814 Barker Dr, Winter Park, FL 32789
  • /18

    $1,330 - $1,960 per month

    Park East - Park Knowles Apartments

    Studio - 2 Beds

    311 N Knowles Ave, Winter Park, FL 32789

    Park East Apartments, a charming community of studio, one, and two bedroom homes in the heart of Winter Park, FL. Spacious, modern interiors welcome you inside, as a collection of convenient resident amenities allows you to relax and enjoy residential life in style.Choose from a wide array of floor plans and layouts to find the home that meets your needs. Your fully equipped kitchen opens

    311 N Knowles Ave, Winter Park, FL 32789
  • /22

    $1,450 per month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Townhouse for Rent

    1555 Michigan Ave, Winter Park, FL 32789

    Are you looking for a spacious 1 bedroom 1 bathroom unit to call home? This home features its own washer and dryer, a large bedroom and living room, a spacious kitchen with ample countertop space, plenty of cabinets. The back sunroom would make a great office or a bright sitting area. The home is located 1 mile from Park Avenue. In addition, the home is located within walking distance of

    Troy Hensley BHHS FLORIDA REALTY

    1555 Michigan Ave, Winter Park, FL 32789
  • /35

    $1,695 - $1,825 per month

    The Lofts of Winter Park Village

    1 Bed

    520 N Orlando Ave, Winter Park, FL 32789

    Discover urban living at its best in Winter Park's The Lofts! Offering a unique 2-level loft, the allure of high ceilings, oversized windows, and industrial touches reminiscent of New York City's ambiance. Step into the heart of the action, surrounded by Regal Movie Theatre, Crisp & Greens, Jeni's Ice Cream, Cheesecake Factory, Bar Italia, Publix, Free People, and much more. This unique urban

    520 N Orlando Ave, Winter Park, FL 32789
  • /15

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit D116, Winter Park, FL 32789

    Welcome Home to Waterfall Cove in Winter Park! This spacious 3-bedroom, 2-bath ground floor corner unit is move-in ready with fresh paint and brand new carpet throughout. Corner placement means extra natural light and a layout that lives even larger than its generous footprint. Community Perks include a sparkling pool just in time for summer, secured building access, and a peaceful, park-like

    Ryan Hoppe ZEAL REALTY

    1695 Lee Rd Unit D116, Winter Park, FL 32789
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