Winter Park Single Family Homes for rent by Neighborhood

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Newest Single Family Homes for Rent in Winter Park by Neighborhood

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  • 620 TRINIDAD CT #620, WINTER PARK, FL - MLS# S5150729

    WINTER PARK VILLAS CONDO - S5150729 - 620 TRINIDAD CT #620, WINTER PARK, FL 32792
    3 Days on yellowkey

    $1,725 | Single Family Home | 2 beds | 2.0 baths

    Beautifully Renovated 2-Bedroom Home in Desirable Winter Park! Welcome to this charming newly renovated 2-bedroom, 2-bath home located in the highly desirable Winter Park area. Featuring modern upgrades and a warm, inviting layout, this home offers the perfect blend of comfort and style. Enjoy ceramic tile flooring throughout the first floor, brand-new carpet in the upstairs bedroom, and a beautifully updated kitchen complete with new cabinets and appliances for a fresh contemporary feel. Step outside to your own private fenced yard—perfect for relaxing, entertaining, or enjoying peaceful outdoor living. Residents also have access to fantastic community amenities, including a swimming pool and tennis courts for recreation and leisure. Conveniently located near shopping, dining, parks, and everything Winter Park has to offer, this move-in-ready home is an opportunity you won’t want to miss. Schedule your showing today!

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    Listing is courtesy of: TRANSCEND REALTY

  • 517 LONDON RD, WINTER PARK, FL - MLS# O6410976

    WINTER PARK PINES - O6410976 - 517 LONDON RD, WINTER PARK, FL 32792
    4 Days on yellowkey

    $2,500 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Nestled in the highly sought-after Winter Park school district, this spacious 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and location. Featuring an expansive floor plan with generously sized living areas, this home provides plenty of room to relax, entertain, and enjoy everyday living. Ideally situated just minutes from premier shopping, popular restaurants, movie theaters, and everyday conveniences, you'll love having everything you need right at your fingertips. Outdoor enthusiasts will appreciate the close proximity to the scenic Cady Way Trail, offering miles of paved paths perfect for walking, jogging, and biking. Inside, the home boasts bright and inviting living spaces, a well-appointed kitchen with ample storage and workspace, spacious bedrooms, and two full baths. The large backyard provides additional space for outdoor gatherings, pets, or simply enjoying Florida's beautiful weather. Enjoy the best of Winter Park living in a home that combines size, location, and convenience in one exceptional rental opportunity.

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    Listing is courtesy of: ANNE ROGERS REALTY GROUP INC

  • WINTER PARK, FL - MLS# O6409507

    MEADOWS AT HAWKS CREST - WINTER PARK, FL 32792
    4 Days on yellowkey

    $3,900 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    This beautiful new two-story home, high ceiling and fully equipment kitchen, located in Winter Park’s exclusive gated community of Hawk’s Crest. Community has lake access with canon launch. This home was build by Taylor Morrison comes with 4-bedroom, 2.5 bathroom home has a great open floor plan that features open dining and living rooms that look out to the lanai and backyard. Home comes all premium appliances, chandeliers light fixtures with tractable fans in every room as well as smart home Alexa control switches. All of the existing security cameras and alarms can convey to you. Extended backyard with screened patio overseas a beautiful fountain pond view. The community features a resort style swimming pool, fitness center, splash pad, clubhouse, playgrounds, dog park, and access to a dock on Lake Howell where you can enjoy fishing and kayaking. Rental fee includes lawn care and irrigation for the best of maintenance free living. Come take a look.

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    Listing is courtesy of: HONEST REAL ESTATE COMPANY

  • 1404 CLAY ST, WINTER PARK, FL - MLS# O6410414

    ORWIN MANOR WESTMINSTER SEC - O6410414 - 1404 CLAY ST, WINTER PARK, FL 32789
    5 Days on yellowkey

    $2,800 | Single Family Home | 3 beds | 2.0 baths

    FOR RENT | Available June 1st | Winter Park – Orwin Manor Area | Washer & Dryer in-unit | Lawn Maintenance included. Charming 3-bedroom, 2-bathroom updated residence. Offering 1,440 sq ft of comfortable living space, this older home blends character with modern updates and an unbeatable location. Step inside to find updated kitchen, bathrooms, vinyl flooring, abundant natural light, and a functional layout designed for everyday living. The home features an interior laundry room with washer and dryer included for added convenience. Enjoy outdoor living in the large, fully fenced backyard, for play & dogs. Lawn maintenance is included! Location truly is everything. Situated just 2 minutes from I-4, this home provides quick access to Downtown Orlando while keeping you close to some of Central Florida’s favorite destinations. You'll be within 10 minutes from Publix, Trader Joe’s, Winter Park Village, and Park Avenue, where you can enjoy boutique shopping, dining, and nearby Rollins College. You’ll have a new place to go to every weekend! PLEASE NOTE: A separate mother-in-law suite is located on the property and is currently occupied by a tenant. Call today for application or more info!

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    Listing is courtesy of: MEP REALTY INVESTMENTS LLC

  • 2344 WOODCREST DR, WINTER PARK, FL - MLS# O6410619

    KENILWORTH ESTATES 1ST ADD - O6410619 - 2344 WOODCREST DR, WINTER PARK, FL 32792
    5 Days on yellowkey

    $4,100 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Resort Style Pool Home in KENILWORTH ESTATES! Conveniently located in Winter Park with a walking distance to Baldwin Park, Advent Health, Cody trail park! A short drive to Renown Rollin College, Park Ave, Full Sail University, downtown Orlando, theme parks, and UCF! Close to restaurants, shopping centers, bars, Publix, CVS and gas stations. Welcome Home! through the main door, you will be amazed by its modern and spacious floor plan! A lovely living room with a fireplace, an extra room for home gym or office, on the right, a sparkling pool in front of your eyesight through a modern glass sliding door, sitting under porch, enjoying family gathering in this resort style garden! There has a plenty closet space for storage. Spacious kitchen cabinets for cooking supplies. Be ready to live in a luxury and breath-taking Winter Park Pool home, while enjoying all Florida sunshine and outdoor biking, jogging and golfing at Winter Park Pine. Move in today!

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    Listing is courtesy of: EXPLORE FLORIDA REALTY SERVICES LLC





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