Homes for Rent near Maitland Middle School

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  /22

  $2,800 per month

  • 4 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • House for Rent

  3326 Young St, Winter Park, FL 32792

  Available to view and rent Sept. 7th. Adorable, Newly Renovated 4 Bedroom, 2 Bathroom home with a large fenced yard. Fresh paint and brand-new vinyl flooring throughout. All new energy-efficient windows and doors. Lots of natural light with brand and new cabinets and quartz countertops in the kitchen along with Stainless Steel Appliances. Split bedroom floor plan. The primary bedroom features a

  

  Shelley Davis

  REMI EMERSON RESIDENTIAL

  (321) 250-5179

  3326 Young St, Winter Park, FL 32792
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  Explore Maitland Middle School

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  /42

  $1,295 - $1,825 per month

  Lakeside Villas

  1 - 2 Beds

  7950 Shoals Dr, Orlando, FL 32817

  SPECIALS: Select Units Starting at $1295

  7950 Shoals Dr, Orlando, FL 32817
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  /16

  $3,395 per month

  • 4 Beds
  • 2 Baths
  • 2,101 Sq Ft
  • House for Rent

  2400 Deloraine Trail, Maitland, FL 32751

  7 Month Lease Only. This 4-bedroom, 2-bath corner-lot home in the sought-after Dommerich neighborhood blends mid-century charm with thoughtful updates and room to grow. Set on a .27-acre lot with mature landscaping, a brick-paved walkway, and an oversized driveway, this home offers easy curb appeal and a warm welcome.Inside, vaulted ceilings, exposed beams, and large windows fill the

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  2400 Deloraine Trail, Maitland, FL 32751
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  /43

  $1,564 - $3,830 per month

  The Parker at Maitland Station Apartments

  1 - 3 Beds

  955 N Orlando Ave, Maitland, FL 32751

  Connect to what matters at The Parker at Maitland Station, Orlando's newest luxury apartment community. Located at the historic Parker Lumber Yard site, our Maitland, FL apartments provide easy access to the very best dining,shopping, jobs and outdoor activities Central Florida has to offer. The Parker at Maitland Station Apartments focuses on the old school friendliness while setting new

  955 N Orlando Ave, Maitland, FL 32751
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  /26

  $2,400 per month

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

  544 N Knowles Ave Unit 302, Winter Park, FL 32789

  Luxury Living in Historic Winter ParkAmazing location in the heart of Winter Park and nestled within the historic Barbour House—a symbol of timeless elegance. This chic apartment offers a luxurious retreat just one block from the famed Park Avenue, where Winter Park's finest dining, shopping, and cultural experiences await. Step inside this meticulously designed space to discover a blend of

  Richard Traynor FLORIDA ONE REAL ESTATE LLC

  544 N Knowles Ave Unit 302, Winter Park, FL 32789
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  /110

  $1,395 - $2,075 per month

  Oak Reserve at Winter Park

  1 - 3 Beds

  541 Oak Reserve Ln, Winter Park, FL 32792

  Welcome home to Oak Reserve at Winter Park Apartments, a quiet community where your needs and wishes are our priority. Covering all the bases for a comfortable living experience, our apartments in Winter Park, FL, are completed by lifestyle-oriented amenities, fantastic services, and a well-connected location within walking distance of Full Sail University. Short-term leases are available,

  541 Oak Reserve Ln, Winter Park, FL 32792
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  /20

  $1,725 per month

  • 2 Beds
  • 1.5 Baths
  • 1,281 Sq Ft
  • Townhouse for Rent

  4954 Tangerine Ave Unit 4954, Winter Park, FL 32792

  *Water Included* This spacious 2 bedroom 1.5 bath Town-home with over 1200 sq. ft. features living/dining combo, updated dining-area kitchen with all appliances, laminate wood downstairs and tile in kitchen and baths. Stack-able washer/dryer in unit, with assigned parking and community pool. Winter Park location offers close proximity to Local Orange County Schools and Universities, with casual

  Marcus Phillips REAL PROPERTY MANAGEMENT SUNSTATE

  4954 Tangerine Ave Unit 4954, Winter Park, FL 32792
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  /53

  $1,864 - $7,287 per month

  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
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  /28

  $2,700 per month

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft
  • House for Rent

  119 Bell Place, Winter Park, FL 32792

  This beautifully renovated 3-bedroom, 2-bath ranch-style home sits on an oversized corner lot in a desirable Winter Park neighborhood. With an open floor plan, abundant natural light, and original hardwood floors throughout, this home is a peaceful mid-century charmer with modern updates.The stunning kitchen features sleek cabinetry, a gas stove, and contemporary finishes—perfect for cooking

  Deb Fischbach KELLER WILLIAMS REALTY AT THE PARKS

  119 Bell Place, Winter Park, FL 32792
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  /47

  $1,755 - $3,010 per month

  400 North

  1 - 3 Beds

  400 N Orlando Ave, Maitland, FL 32751

  At?400 North, thoughtful home design meets effortless living in one of Maitland?s most connected neighborhoods. From the resort-style pool and fire pit lounge to the tranquil Zen courtyard, every outdoor space invites you to slow down and recharge. Inside, curated apartment features such as eat-in kitchen countertop seating and tiled baths meet spectacular lakeside views. With on-site?retail and

  400 N Orlando Ave, Maitland, FL 32751
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  /90

  $17,550 per month

  • 8 Beds
  • 6 Baths
  • 7,000 Sq Ft
  • House for Rent

  1860 Via Contessa, Winter Park, FL 32789

  Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Viasneighborhood,offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcomingatmosphere.Gorgeous hardwood floors flow throughout the main living areas, enhancing the home's inviting, warm ambiance. The

  Sylvester Harding SIERRA REALTY GROUP LLC

  1860 Via Contessa, Winter Park, FL 32789
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  /20

  $1,611 - $3,369 per month

  The Adeline

  1 - 3 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
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  /25

  $10,500 per month

  • 4 Beds
  • 3.5 Baths
  • 3,341 Sq Ft
  • House for Rent

  1530 Via Tuscany, Winter Park, FL 32789

  Newly Remodeled Pool home located on premier street in Winter Park. This 4 bedroom home has just been totally updated with very tasteful upgrades. Notable items include: new paint in and out, new flooring in foyer, kitchen, baths. All baths remodeled, new light fixtures, new pavers on rear patio and pool, new landscaping package. The kitchen features new stone counters and backsplash. Also there

  Dan Haber CORCORAN PREMIER REALTY

  1530 Via Tuscany, Winter Park, FL 32789
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  /43

  $1,399 - $3,090 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
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  /21

  $2,495 per month

  • 4 Beds
  • 3 Baths
  • 1,594 Sq Ft
  • House for Rent

  900 N Denning Dr, Winter Park, FL 32789

  LOCATION, LOCATION....4-bedroom, 3-bath home offers a blend of comfort, style, and convenience in a highly desirable Winter Park. The open-concept layout includes a bright living room, dining area, and kitchen with ample storage closets, cabinet space and durable countertops. A large sunroom area provides additional living space, perfect for entertaining or relaxing year-round.Split Bedroom

  Rachael Klinker DAHLIA REALTY GROUP

  900 N Denning Dr, Winter Park, FL 32789
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  /74

  $1,603 - $4,336 per month

  Vintage Winter Park Apartments

  1 - 3 Beds

  7490 Dwell Well Way, Winter Park, FL 32792

  Dwell well with us. Welcome to quintessential Vintage Winter Park, a residential community featuring One, Two & Three bedroom apartments in Winter Park, FL. Spacious layouts and amenities welcome you home, along with exceptional service and an ideal location within walking distance to shopping, dining and entertainment options.

  7490 Dwell Well Way, Winter Park, FL 32792
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  /23

  $6,995 per month

  • 5 Beds
  • 4 Baths
  • 4,254 Sq Ft
  • House for Rent

  1181 Woodmere Dr, Winter Park, FL 32789

  Welcome to this beautiful home nestled in one of Winter Park’s most desirable neighborhoods. This beautiful 2 story home offers the perfect blend of timeless elegance and modern comfort with 5 bedrooms, 4 bath rooms and an office, there is plenty of room to spread your wings in this 4254sqft home. It offers a gourmet kitchen, wood floors throughout fire place large master bedroom on the second

  Shawn Beard RE/MAX 200 REALTY

  1181 Woodmere Dr, Winter Park, FL 32789
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  /103

  $1,655 - $9,009 per month

  Trelago Apartments

  Studio - 3 Beds

  601 Trelago Way, Maitland, FL 32751

  The best way to enjoy life in Maitland, is from a vibrant lakefront community that replicates the indulgent atmosphere of a five-star resort. Trelago Apartments offers that, and much more. From the ultra-spacious one, two- & three-bedroom floor plans to the exceptional amenities, every feature of our Maitland apartments is designed to take your comfort to the next level. Your unique experience

  601 Trelago Way, Maitland, FL 32751
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  /27

  $5,150 per month

  • 3 Beds
  • 2 Baths
  • 1,636 Sq Ft
  • House for Rent

  2031 Temple Dr, Winter Park, FL 32789

  Discover Winter Park, a charming suburb that blends historic character with modern convenience, all just minutes from downtown Orlando. This spacious 3-bedroom, 2-bath home offers the perfect mix of comfort and lifestyle, featuring abundant natural light, a private pool, and a large, fenced backyard ideal for relaxation or entertaining. With tree-lined brick streets, boutique shops, trendy

  Summer Hornburg BELMONT REALTY

  2031 Temple Dr, Winter Park, FL 32789
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  /37

  $1,881 - $3,836 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
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  /6

  $950 per month

  • 3 Beds
  • 2 Baths
  • 1,906 Sq Ft
  • House for Rent

  Unlisted Address

  LOOKING FOR ROOMMATE! One fully furnished one-bedroom with a shared kitchen, living room, and bathroom in this 3/2 home for rent. Close to bus routes, restaurants, grocery stores, and other amenities. The listing price is for one fully furnished room. Electricity and Water included in rent. Unit is move-in ready. First and last month required along with security deposit. NO SMOKING ALLOWED! NO

  Marcus Golden LA ROSA REALTY ORLANDO LLC

  Unlisted Address
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  /55

  $1,876 - $2,730 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 deserve—our 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 ourMaitland luxury apartments and find the home

  160-190 Independence Ln, Maitland, FL 32751
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  /6

  $1,290 per month

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

  64 Taylor Ave Unit A, Maitland, FL 32751

  This charming 2 bed 1 bath is fully redone with all new laminate flooring updated kitchen and bathroom complete with a washer and dryer. This unit offers plenty of natural light. Keller Williams residents are enrolled in the Resident Benefits Package (RBP) which includes Renter insurance, HVAC air filter delivery, credit building to help boost your credit score with timely rent payments, $1M

  David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

  64 Taylor Ave Unit A, Maitland, FL 32751
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  /50

  $1,129 - $1,760 per month

  Winter Park Woods

  Studio - 3 Beds

  7200 Aloma Ave, Winter Park, FL 32792

  This community boasts a prime location that effortlessly combines charm with convenience. Nestled in a well established neighborhood, it offers residents easy access to an array of amenities, including local shops, cafes, and restaurants, all just a short stroll away. The mature landscaping creates a tranquil atmosphere, inviting residents to take leisurely walks and enjoy the scenery.

  7200 Aloma Ave, Winter Park, FL 32792
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  /32

  $4,550 per month

  • 3 Beds
  • 3.5 Baths
  • 2,589 Sq Ft
  • Townhouse for Rent

  1742 Ridgewood Ave Unit S, Maitland, FL 32751

  This extraordinary Santa Barbara-inspired townhome offers an unparalleled blend of elegance, comfort, and location, situated just moments from world-class shopping, fine dining, Park Avenue, and the iconic Enzian Theater. Designed and constructed by the esteemed Exclusive Collection Fine Homes, the residence showcases exceptional craftsmanship, an abundance of natural light, and an impressive

  Nicole Howell FANNIE HILLMAN & ASSOCIATES

  1742 Ridgewood Ave Unit S, Maitland, FL 32751
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  /50

  $1,389 - $2,772 per month

  ARIUM Winter Park

  1 - 2 Beds

  3250 Bishop Park Dr, Winter Park, FL 32792

  Your home oasis awaits at ARIUM Winter Park with our upscale amenities and open-concept 1 and 2-bedroom apartments for rent. Minutes from downtown Winter Park and Orlando's hot spots, our community provides the perfect place to call home.Soak up the sun at our resort-style pool and outdoor kitchen, de-stress in our fitness center, or bring your canine companion to explore our dog

  3250 Bishop Park Dr, Winter Park, FL 32792
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  /29

  $6,450 per month

  • 3 Beds
  • 2.5 Baths
  • 2,165 Sq Ft
  • Townhouse for Rent

  501 W Canton Ave, Winter Park, FL 32789

  Look no further, this luxury Modern Townhome offers premium location just minutes from Park Avenue, restaurants, shopping, Hannibal Square, and Rollins College just to name a few! Through the front door you are met with 13-foot ceilings, Modern finishes, Pella double windows, and wood flooring throughout. The Chef’s gourmet kitchen is complete with high-end flat panel cabinetry, Quartz

  Nicole Howell FANNIE HILLMAN & ASSOCIATES

  501 W Canton Ave, Winter Park, FL 32789
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  /44

  $1,319 - $3,165 per month

  Liv at Winter Park Apartment Homes

  Studio - 3 Beds

  4755 N Goldenrod Rd, Winter Park, FL 32792

  Welcome home to LIV at Winter Park, offering beautiful lakeside apartments for rent. Our Winter Park, Florida community offers your choice of studio, one-bedroom, two-bedroom, and three-bedroom apartment floor plans, with six distinct styles available. Experience the convenience of living just outside of the opportunities and excitement of Orlando, FL. Our spacious floor plans boast modern

  4755 N Goldenrod Rd, Winter Park, FL 32792
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  /10

  $2,100 per month

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

  632 Gaines Way, Winter Park, FL 32789

  Just blocks from Park Avenue and Rollins College, this newly built fully furnished charming 1 bedroom, 1 bath apartment offers the perfect mix of convenience and lifestyle. Step inside to find a light and bright living space with an efficient layout and comfortable flow. Enjoy the ease of living close to boutique shopping, top-rated dining, coffee shops, and beautiful parks.

  Nicole Sell WEMERT GROUP REALTY LLC

  632 Gaines Way, Winter Park, FL 32789
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  /27

  $1,236 - $2,599 per month

  Village Park Senior

  1 - 3 Beds

  550 W Denning Dr, Winter Park, FL 32789

  WINTER PARK VILLAGE, an established lifestyle center located just north of Orlando in the affluent community of Winter Park on 17-92 between Lee Road and Fairbanks Avenue. This is the area’s most exciting destination for upscale shopping, dining, entertainment and just an overall great place to spend time away from the mall madness.

  550 W Denning Dr, Winter Park, FL 32789
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  /28

  $3,250 per month

  • 4 Beds
  • 3 Baths
  • 2,621 Sq Ft
  • House for Rent

  4531 Seafarer Way, Orlando, FL 32817

  Orlando welcome to your dream home! This stunning, completely renovated one-story single-family house offers the perfect blend of luxury, comfort, and style. Nestled in a serene neighborhood, this property is an oasis of tranquility while still being conveniently close to all the amenities Orlando has. AVAILABLE NOW. This is a 4 bedroom with a large bonus room/office and 3 full bathrooms. Formal

  Mo Jabr RE/MAX 200 REALTY

  4531 Seafarer Way, Orlando, FL 32817
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  /31

  $1,399 - $1,724 per month

  POSTE Winter Park

  1 - 2 Beds

  800 Semoran Park Dr, Winter Park, FL 32792

  Welcome to Poste Winter Park, where the beauty of classic period architecture meets the modern comforts of today. Nestled in the heart of trendy Winter Park, Florida, our community is your gateway to a vibrant, convenient, and tranquil lifestyle. Poste Winter Park offers a boutique feel with newly remodeled facilities, spacious floor plans, and signature customer service. Located just across from

  800 Semoran Park Dr, Winter Park, FL 32792
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  /17

  $3,900 per month

  • 4 Beds
  • 3 Baths
  • 2,218 Sq Ft
  • House for Rent

  2171 Chippewa Trail, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Welcome to this beautiful 4-bedroom, 3-bathroom pool home located in the coveted Dommerich Hills neighborhood. With 2,218 square feet of living space, a brand-new roof, and large windows that flood the interior with natural light, this residence offers comfort, spaciousness, and style.The formal living room features a stunning stone fireplace,

  Felipe Robayo GOYAL & DECOSTER REALTY

  2171 Chippewa Trail, Maitland, FL 32751
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  /30

  $1,777 - $2,691 per month

  Rosalia Winter Park 55+ Active Adult Commu...

  1 - 2 Beds

  3045 Aloma Ave, Winter Park, FL 32792

  Browse our 1 and 2-bedroom luxury 55+ apartments at Rosalia Winter Park, complete with modern appliances and stunning finishes. Stay connected and engaged with countless luxury amenities and activities designed for your lifestyle by our dedicated onsite management team and exciting amenities, including a clubhouse, fitness center, and robust social calendar-all with an attentive team at your

  3045 Aloma Ave, Winter Park, FL 32792
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  /15

  $3,595 per month

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • House for Rent

  1641 Chestnut Ave, Winter Park, FL 32789

  Welcome to your new home nestled along Winter Park’s coveted tree-lined Chestnut Avenue. This beautiful 3 bedroom, 3 bathroom home blends classic charm with modern updates and is perfectly situated near Park Avenue, Phelps Park, the YMCA, Winter Park golf course, and Lakemont Elementary School. Upon entering, you’ll be greeted by gleaming hardwood floors flowing through an inviting, light-filled

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  1641 Chestnut Ave, Winter Park, FL 32789
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  /35

  $1,499 - $1,899 per month

  The Vista at Winter Park

  2 Beds

  4704 Lucier Ct, Winter Park, FL 32792

  Move in special- 2nd Full Month Free!*Restricted units only*Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses!In a prime location of Winter Park, you will find our small and great community!Keeping the calm and great atmosphere, being able to relax by the lake, and being moments from shopping, dining, andmore, Set a tour today, and you will

  4704 Lucier Ct, Winter Park, FL 32792
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  /36

  $1,995 per month

  • 3 Beds
  • 1 Bath
  • 1,158 Sq Ft
  • House for Rent

  1805 Edwin Blvd, Winter Park, FL 32789

  Updated 3-Bedroom, 1-Bath Winter Park single family home is now available! This charming 1951 block home has been beautifully updated with a modern kitchen and new tile flooring throughout. It features a retro-style bathroom with a tub conveniently located off the hallway near the three bedrooms. Additional highlights include a single-car garage with washer and dryer hookups, a living and dining

  Amy Spano WMGI

  1805 Edwin Blvd, Winter Park, FL 32789
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  /43

  $1,595 - $1,795 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
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  /19

  $1,895 per month

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

  200 Sandlewood Trail Unit 4, Winter Park, FL 32789

  ovely, light and airy home with newer appliances, fresh paint through out and newer laminate flooring upstairs. The kitchen shines with natural light and eat-in space, large window that floods the room with natural light. The spacious living and dining features a corner fireplace - tile flooring and over-sized sliders that open to back patio and greens space...pool is short walk across the yard.

  Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

  200 Sandlewood Trail Unit 4, Winter Park, FL 32789
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  /35

  $1,130 - $1,516 per month

  Solis at Winter Park

  1 - 2 Beds

  7502 Sun Key Blvd, Winter Park, FL 32792

  Property Tours AvailableWe are now welcoming virtual, self-guided, and agent led tours. Please contact us today to schedule your appointment.Solis at Winter Park, FL Apartments boast premier location great for both business and leisure. The wide selection of one and two bedroom apartments ensure you will find a layout that fits your needs perfectly. Every apartment home comes decked out with huge

  7502 Sun Key Blvd, Winter Park, FL 32792

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