Newest Properties by Winter Park Neighborhood

  • HIDDEN OAKS CONDO PH 09 - O6424930 - 3374 CEDAR SPRINGS PL #155, WINTER PARK, FL 32792
    Just Added on 07/14/2026 10:20AM

    $1,750 | Townhouse 2 bedrooms, 2.5 bathroom

    2br 2.5ba UPDATED home in Hidden Oaks, Winter Park!!! Kitchen UPDATED with GRANITE counters and solid wood cabinets, upgraded toilets throughout, updated sinks & faucets in all baths. TILE FLOORS downstairs with neutral tone carpet on stairs and second floor. Dry bar area in living room. Both bedrooms are upstairs, each with their own full bathroom! Half bath downstairs off the living/dining room combo. Eating space in kitchen. PRIVATE PATIO in rear, and no rear neighbors! Washer and dryer included. Location in WINTER PARK allows for easy access to University Blvd, FL-408. Short commute to DOWNTOWN ORLANDO. Community pool and playground area. Sorry, no pets. Tenant to register with HOA and purchase parking decal(s) at tenant's expense. Don't wait! Schedule your appointment TODAY. Tenants will be required to obtain renter's insurance that includes $300,000 of liability coverage.

    Contact Yellowkey Agent

    This listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

  • FLAMINGO SHORES - O6424771 - 344 STARLING RD, WINTER PARK, FL 32789
    1 Day on yellowkey

    $4,500 | Single Family Home 3 bedrooms, 3.0 bathroom

    For Rent – Beautifully Updated Home Near Lake Killarney! Located just minutes from Downtown Winter Park, Park Avenue, I-4, and Maitland, this beautifully updated home offers convenient access to nearby shops and dining. The 3-bedroom, 3-full-bath layout features open living spaces and modern finishes throughout. LVP flooring flows through the entire home, complemented by fresh paint, abundant natural light, and designer fixtures. The kitchen boasts a large island and nicely appointed stainless steel appliances, perfect for everyday living and entertaining alike. The primary bedroom offers plenty of space and direct access to the covered patio. Its en suite bath is a true spa retreat, featuring a floating vanity, luxurious soaking tub, walk-in shower, and an expansive walk-in closet. Two comfortably sized guest bedrooms share an updated hall bath. Situated on a spacious quarter-acre lot, the home includes a large fenced backyard with a deck, ideal for outdoor entertaining and relaxation. Lawncare is included. Available August 1, 2026. Rent is $4,500/month with a $5,000 security deposit. Pets will be considered and are subject to owner approval; a $500 non-refundable pet deposit is required. Application fee is $50 per adult. Schedule your showing today!

    Contact Yellowkey Agent

    This listing is courtesy of: KELLY PRICE & COMPANY LLC

  • LAKE KILLARNEY CONDO - O6424654 - 151 N ORLANDO AVE #203, WINTER PARK, FL 32789
    1 Day on yellowkey

    $2,200 | Condo 2 bedrooms, 1.0 bathroom

    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 pets allowed per complex rules. One reserved parking space plus ample visitor parking. Residents will enjoy the private lakefront park, picnic tables and Adirondack chairs, and waterfront swimming pool. Located adjacent to the Trader Joe's plaza and only one mile to Park Avenue.

    Contact Yellowkey Agent

    This listing is courtesy of: SAND DOLLAR REALTY GROUP INC

  • KAROLINA ON KILLARNEY - O6424087 - 1830 STAUNTON AVE, WINTER PARK, FL 32789
    4 Days on yellowkey

    $3,200 | Single Family Home 2 bedrooms, 2.5 bathroom , 1 car carport

    STYLISH, STUNNING AND RENOVATED TO THE NINES. This 3-bedroom, 2.5-bath Winter Park home has great access to Interstate-4 and both Winter Park and Orlando downtown areas. With all interior spaces updated, this fantastic home is almost totally rebuilt with brand new electrical, plumbing, heating and air, ductwork, roof, flooring and Energy Star doors and windows. In addition to the 3 upstairs bedrooms, the downstairs has a bonus room which is perfect for a den or playroom and a convenient interior laundry room. The lot is 6,750 sqft and is fenced and gated (electronic with remotes) offering a nice new patio of clay pavers, a carport, and large backyard. This 1,774 sqft of living space is perfect for the tenant who wants quality, style and convenient location. This one is MOVE IN READY AND WAITING FOR YOU. There is a $99 for each adult application fee and once approved the first & last month’s rent will be due along with the security deposit and any applicable pet fee and deposit.

    Contact Yellowkey Agent

    This listing is courtesy of: COLDWELL BANKER REALTY

  • VILLAS OF CASSELBERRY PH 1 - R4911573 - 3050 AUTUMN CT, WINTER PARK, FL 32792
    5 Days on yellowkey

    $1,995 | Townhouse 3 bedrooms, 2.0 bathroom

    One story Winter Park home with 3 Bedroom , 2 full bath. AVAILABLE now ! Great accessible location close to shopping, major roadways, schools and a short drive to Downtown Orlando. This Home has tile and laminate flooring throughout, easy maintenance clean modern appearance. Kitchen comes with all major appliances, large family room with high ceilings. Unit Feature an in-unit washer and dryer. Primary suite with his & hers closets and private bathroom. Property is on a large corner lot with a great deal of outdoor space, a screened/cover rear patio. Community offer quite atmosphere and a community pool . Conveniently located just off 436 in Winter Park, this home offers the perfect mix of comfort, convenience, and community living. Easy to see call today

    Contact Yellowkey Agent

    This listing is courtesy of: KIMBRIDGE REALTY, LLC

  • KENILWORTH SHORES SEC 03 - WINTER PARK, FL 32792
    5 Days on yellowkey

    $1,997 | Apartment 1 bedrooms, 1.0 bathroom

    Gorgeous FULLY FURNISHED 1 Bedroom/1 Bath apartment with private entrance, in Winter Park. This attached apartment has been thoughtfully renovated with beautiful Luxury European Design. This apartment features a private courtyard and private entrance. Upon entering you will be greeted by a spacious living room fitted with a sofa chase, 55” Flat Screen Television, a small dining table/desk, modern storage cabinetry and a mini-split AC system. The kitchenette features Refrigerator/Freezer (located in an alcove), 2 burner hot plate, full-size sink, cookware and dinnerware, microwave, Keurig coffee maker, plenty of cabinet space and a full-size LG Thin Q Washer Dryer Unit. The master bedroom provides ample space including 2 Wardrobers with Drawers, King Size Bed, Antique English Desk/Hutch and a separate Mini-Split AC for maximum comfort. The Private Bath features luxurious finishes including a beautiful soaker tub, double vanity and shower with dual rain shower with body jets, sprayers and ample storage for linens. This location provides easy access to Baldwin Park, Downtown Winter Park, local walking trails, restaurants and more!!! Call today to schedule your private viewing.

    Contact Yellowkey Agent

    This listing is courtesy of: GATE PROPERTIES & MANAGEMENT INC

  • WRENWOOD UNIT 3 3RD ADD - O6423855 - 5418 ARDMORE DR, WINTER PARK, FL 32792
    5 Days on yellowkey

    $2,495 | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage

    WELCOME HOME - MOVE-IN READY 3-bedroom, 2-bath home in the desirable Wrenwood community of Winter Park! Thoughtfully maintained and upgraded, this property offers the timeless character and modern touches you have been searching for. Inside, the home showcases TILE & WOOD FLOORING THROUGHOUT, versatile living spaces, crown molding and charming architectural touches like arched entryways that add warmth and personality. The large UPDATED KITCHEN is a true standout, designed with solid wood cabinetry (soft-close doors!), granite countertops, STAINLESS STEEL APPLIANCES, built-in pantry storage and elegant overhead cabinet accent lighting – creating a space that feels both stylish and functional for everyday living with family or entertaining friends. The layout offers spacious rooms and abundant storage, while the PRIMARY SUITE includes its own private en-suite bath and a WALK-IN CLOSET with a CUSTOM SHELVING SYSTEM. Step outside to enjoy Florida living on the LARGE SCREENED LANAI overlooking the fully fenced backyard, offering plenty of room for pets, play or future outdoor additions. The property also includes a 10x12 storage shed, and separate potable and irrigation water meters for added efficiency. This home delivers the solid feel and craftsmanship that’s hard to find today – paired with modern updates and undeniable charm! Located in the established Wrenwood neighborhood of Winter Park, with easy access to 426, 436 and SR 417 – you will enjoy convenient access to shopping, dining, parks, and all that the Central Florida area has to offer. A well-built, beautifully maintained home with thoughtful upgrades throughout. Two-car garage and Washer/Dryer included. *Bonus Amenity Included* - All residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application. Pet friendly home (possible with approval and non-refundable pet fee).

    Contact Yellowkey Agent

    This listing is courtesy of: RE/MAX 200 REALTY

  • GOLFSIDE VILLAS CONDO - S5153133 - 1000 S SEMORAN BLVD #715, WINTER PARK, FL 32792
    5 Days on yellowkey

    $1,200 | Condo 1 bedrooms, 1.0 bathroom

    Enjoy comfortable living in the highly sought-after Winter Park area! Close to shopping, dining, and major roadways, this well-located rental provides exceptional value in one of Central Florida's most desirable communities. This first-floor condo is ideally located just steps from the community pool and on-site laundry facilities, offering convenience and easy access to everyday amenities. Don't miss this opportunity to make it your next home.

    Contact Yellowkey Agent

    This listing is courtesy of: LPT REALTY, LLC

  • KENILWORTH SHORES SEC 03 - O6423719 - 508 DUNBLANE DR, WINTER PARK, FL 32792
    5 Days on yellowkey

    $2,900 | Single Family Home 3 bedrooms, 2.0 bathroom , 1 car carport

    Wonderful 3 bedroom, 2 bath rental in the heart of Winter Park. Location is amazing! Central to Rollins College, UCF, Winter Park Schools, Baldwin Park, and more! Be sure to schedule a private showing.

    Contact Yellowkey Agent

    This listing is courtesy of: COMPASS FLORIDA LLC

  • GEORGETOWN ESTATES - O6423443 - 3131 LOWNDES DR, WINTER PARK, FL 32792
    6 Days on yellowkey

    $3,995 | Single Family Home 4 bedrooms, 2.0 bathroom

    Occupied until July 31 2026. [August 1st 2026 house will be available for in-person showings and Vacant on SentriKey.] Beautiful 4 Bedroom Furnished House with a Pool! This home has an Eat-In Updated Kitchen. There are 3 bedrooms and a bathroom on one side and a large master suite on the other side with a fireplace. The master bathroom has an extra large walk-in shower with a double mirrored dressing area. There is a family room/ FLex Space/ Office Area with a Roku TV, Desk, and Wi-Fi. There is no garage. It has 2 sheds for storage in the back. The neighborhood is nice and quiet. It is conveniently located near Hospitals, Businesses, Restaurants, Schools and Shopping.

    Contact Yellowkey Agent

    This listing is courtesy of: A +ROI PROPERTY

  • VISTAS AT LAKE HOWELL - WINTER PARK, FL 32792
    8 Days on yellowkey

    $2,325 | Townhouse 3 bedrooms, 2.5 bathroom, 1 car garage

    MOVE-IN SPECIAL-$230 OFF THE 1ST MONTH'S RENT!!!! Welcome home to this beautiful 3-bedroom, 2.5-bath end-unit townhome with a one-car garage, located in the highly desirable gated community of Vistas at Lake Howell in Winter Park. This rare rental opportunity offers a spacious and inviting floor plan with a large living room featuring laminate flooring and a built-in entertainment center. The fully equipped kitchen includes stainless steel appliances, solid-surface countertops, and solid wood cabinetry. All bedrooms are located upstairs for added privacy. The spacious primary suite features a large walk-in closet. The versatile third bedroom can serve as a traditional bedroom, home office, guest room, or flex space to suit your lifestyle. The upstairs laundry closet adds everyday convenience by keeping everything on one level. All Keller Williams residents are enrolled in the Resident Benefits Package (RBP). The RBP includes HVAC air filter delivery, renters' insurance, credit building to help boost your credit score with timely rent payments, $1M Identity Protection, utility concierge service to make utility connections a breeze during your move-in, our best-in-class resident rewards program, and much more. More details are available upon application. Renters' insurance is required, and proof of coverage must be provided. Conveniently located near shopping, dining, Full Sail University, Rollins College, and UCF, with easy access to SR 408, SR 417, SR 426 (Aloma Avenue), and SR 436 (Semoran Boulevard), making commuting throughout Central Florida quick and convenient. This exceptional townhome won't last long!

    Contact Yellowkey Agent

    This listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS

  • PERLE DU LAC - O6420593 - 660 OSCEOLA AVE #101, WINTER PARK, FL 32789
    8 Days on yellowkey

    $9,500 | Condo 3 bedrooms, 3.5 bathroom

    Experience the best of Winter Park waterfront living in this beautifully updated ground-floor residence at Perle du Lac, ideally located just a short stroll from the boutiques, restaurants, and cafés of Park Avenue. Even more rare, this exceptional residence includes a private covered boat slip on the pristine waters of Lake Virginia, offering direct access to the renowned Winter Park Chain of Lakes. Offering just over 2,700 square feet of thoughtfully designed living space, the home features freshly painted interiors, hardwood and travertine flooring, and elegant custom millwork throughout. The gourmet kitchen is equipped with custom cabinetry, hardwood countertops, and premium Sub Zero, Wolf, Dacor, and Bosch appliances. A versatile library with custom built ins provides the perfect space for a home office, reading room, or additional living area. The spacious primary suite is a peaceful retreat featuring picturesque lake views and a spa inspired bath with dual vanities, a soaking tub, walk in shower, private water closet, and a generous walk in closet. Two additional bedrooms, two full bathrooms, a powder room, and a dedicated laundry room are thoughtfully situated on the opposite side of the residence, offering exceptional privacy for family and guests. Just off the living room, a covered lakeside patio provides the perfect setting for morning coffee or evening sunsets overlooking Lake Virginia. From here, enjoy easy access to your private covered boat slip, making it effortless to spend the day exploring the Winter Park Chain of Lakes. Additional highlights include two assigned garage parking spaces, a private storage room, and access to Perle du Lac's exceptional amenities, including a heated pool, hot tub, beautifully landscaped grounds, and double gated security. Combining the convenience of a walkable Park Avenue lifestyle with the luxury of private lakefront boating, this residence offers one of Winter Park's most desirable living experiences.

    Contact Yellowkey Agent

    This listing is courtesy of: CORCORAN PREMIER REALTY

  • - O6420696 - 641 S LAKEMONT AVE, WINTER PARK, FL 32792
    8 Days on yellowkey

    $2,250 | Single Family Home 3 bedrooms, 2.0 bathroom , 1 car carport

    Welcome home to this charming, move-in-ready residence in the heart of Winter Park! Ideally located near top-rated public schools, shopping, dining, and healthcare facilities, this beautifully updated 3-bedroom, 2-bath home offers approximately 1,450 square feet of comfortable living space. The remodeled kitchen features modern cabinetry, updated appliances, and plenty of space for cooking and gathering. Both bathrooms have been tastefully renovated with stylish fixtures and finishes. Tile flooring extends throughout the main living areas, while the bedrooms feature durable vinyl flooring for added comfort and easy maintenance. Additional highlights include a spacious laundry room, a large tiled Florida room that provides flexible living space, and a fully fenced backyard—perfect for pets, outdoor entertaining, or simply relaxing. Call today for a showing!

    Contact Yellowkey Agent

    This listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES

  • WINTER PARK WOODS CONDO - O6422391 - 123 SCOTTSDALE SQ #123, WINTER PARK, FL 32792
    10 Days on yellowkey

    $1,200 | Condo 1 bedrooms, 1.0 bathroom

    Virtually Staged. One or more photos are virtually staged. Conveniently located in the Winter Park Woods Condominium community, 123 Scottsdale Square #123 offers a blend of comfort and convenience in the heart of Winter Park, Florida. This cozy first floor unit features an open floor plan with kitchen, dining, living and a spacious bedroom. Washer and dryer are in a separate laundry room. Resident can also relax and have outdoor activities in a private rear patio with conservation view. Convenient located on Semoran Blvd and close major interstates 408 East/West Expressway and 417 with easy access to lots of restaurants, fast food chains, shops, gym, Wal-Mart, Costco, Publix and Full Sail University. Monthly Condo Fee includes: water, sewer and trash with amenities: two swimming pools, tennis courts, playground and mailbox center. Schedule a private tour and make this beautiful condo your new residence...

    Contact Yellowkey Agent

    This listing is courtesy of: KN PREMIER REALTY, INC

  • PARKVIEW VILLAGE - O6422284 - 2942 ANTIQUE OAKS CIR #86, WINTER PARK, FL 32792
    11 Days on yellowkey

    $1,400 | Condo 1 bedrooms, 1.0 bathroom

    Welcome home to this beautiful, bright, and well maintained rental in Winter Park. Enjoy a comfortable layout, plenty of natural light, and a warm, inviting feel from the moment you walk in. Conveniently located near shopping, dining, UCF, Full Sail University, and major highways. This is a place you'll love coming home to. Schedule your showing today!

    Contact Yellowkey Agent

    This listing is courtesy of: EMPIRE NETWORK REALTY

  • WATERFALL COVE - WINTER PARK, FL 32789
    11 Days on yellowkey

    $1,550 | Condo 2 bedrooms, 1.0 bathroom

    2 Bedrooms, 1 Bathroom located on the first floor. IGalley kitchen (with a dishwasher, microwave, range, refrigerator, and a washer/dryer combo), walk-in closet in the primary bedroom, and an open living/dining room combo filled with natural light. A private patio, playground, and park. It includes 1 assigned parking space.

    Contact Yellowkey Agent

    This listing is courtesy of: TRUSTHOME PROPERTIES INC

  • KILLARNEY BAY CONDO - O6421961 - 630 KILLARNEY BAY CT #3, WINTER PARK, FL 32789
    12 Days on yellowkey

    $2,695 | Condo 2 bedrooms, 2.5 bathroom , 1 car carport

    Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath. A convenient half bath is on the main level for guests. Enjoy community amenities including a swimming pool and a waterfront deck just 30 feet away, ideal for soaking in sunsets and lakeside breezes. All of this in an unbeatable location, just minutes from Winter Park Village, Trader Joe’s, Whole Foods, Park Avenue, dining, and shopping, with easy access to major roads for commuting.

    Contact Yellowkey Agent

    This listing is courtesy of: FLORIDA ONE REAL ESTATE LLC

  • EASTBROOK SUB - WINTER PARK, FL 32792
    12 Days on yellowkey

    $2,099 Reduced | Single Family Home 3 bedrooms, 2.0 bathroom, 1 car garage

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 1,266 car garage and approximately 1,266 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated.

    Contact Yellowkey Agent

    This listing is courtesy of: TAH FLORIDA LLC

  • KILLARNEY BAY CONDO - O6421106 - 150 KILLARNEY BAY CT #5-5, WINTER PARK, FL 32789
    13 Days on yellowkey

    $2,450 | Condo 2 bedrooms, 2.0 bathroom , 1 car carport

    Welcome to this beautifully updated first-floor 2-bedroom, 2-bath condo in the highly desirable Killarney Bay community in Winter Park, offering a perfect blend of comfort, style, and lakefront living. Step inside to an inviting open-concept layout filled with natural light and designed for both everyday living and entertaining. The modern kitchen features upgraded cabinetry, sleek countertops, and newer appliances, making it as functional as it is stylish. The spacious living and dining areas flow seamlessly, leading to a relaxing setting just steps from Lake Killarney, a fishing dock, and serene water views—perfect for enjoying Florida living at its best. The primary suite offers a private retreat with a custom-tiled walk-in shower, while both bedrooms feature cozy carpet flooring for added comfort. The main living areas are finished with durable vinyl flooring, combining style and easy maintenance. Additional highlights include a full-size washer and dryer in a dedicated laundry room, generous storage, and the convenience of first-floor access. Located just minutes from shopping, dining, and major roadways, and zoned for sought-after schools, this home offers both lifestyle and location. Residents can enjoy a community pool overlooking Lake Killarney, along with kayak and paddleboard storage for easy access to the water. Just minutes from Winter Park Village, Trader Joe’s, and a wide selection of dining and shopping, with quick access to I-4, this location truly stands out. Schedule your showing today! Top Rated Schools* Killarny Elementary School Collage Park Middle School Edgewater High School *Please verify schools with Orange County School District Criteria for approval: • $100 application fee per adult • HOA approval required • 580+ credit score (Low score thanks to medical or student loans? You may still qualify with a higher deposit. (Please refer to the flyer for specific information.) • Income must be 2.5x rent • No evictions or unpaid rent • Background checks are done on all adults. We are HUD compliant in our review process. For details refer to Qualification Criteria Flyer included in photos. Move-In Cost Breakdown: • $2450 Security Deposit (Due immediately! Home is only held for you after deposit has been paid!) • $2450 First month’s rent+ fees due (Due 10 days before move-in) Proration applies to month #2. • $125 Admin Fee - This fee will increase if you need to rush the move in. Monthly Fees (in addition to rent): • $65 Internet (1 Gig!) Discounted rate for Supercharged Spectrum WiFi courtesy of Rent Prosper perks( Optional) • $55 Resident Benefit Package - Includes the required renter’s insurance, as well as pest control, AC filters, and other magical adulting tools. • $2 Transaction Fee • Pet Rent (if applicable) — Pets must be approved through petscreening and Community association). ? All pet/ESA/no-pet declarations go through petscreening Total Monthly Charges: $2,622 Includes Rent, Electric Fee, Resident Benefit Package, Lawncare and Transaction Fee)

    Contact Yellowkey Agent

    This listing is courtesy of: RP INVESTMENT REALTY LLC

  • KAROLINA ON KILLARNEY - O6421429 - 521 OHIO ST, WINTER PARK, FL 32789
    13 Days on yellowkey

    $2,500 | Single Family Home 3 bedrooms, 3.0 bathroom , 2 car carport

    WINTER PARK! 3 bedroom/2 bathroom single family home blocks from I-4. Newer luxury vinyl floors installed throughout home. Stainless steel refrigerator and range, new SS dishwasher, separate dining room, family room, living room, and 2 bonus rooms for offices or storage. 2-car carport with private drive. Big yard (1/3 acre lot) corner lot, rear patio. Inside laundry room with washer / dryer hookups. Lawn care included. Great value and great location!

    Contact Yellowkey Agent

    This listing is courtesy of: RE/MAX CENTRAL REALTY

  • VISTAS AT LAKE HOWELL - O6420611 - 2561 GALLIANO CIR, WINTER PARK, FL 32792
    14 Days on yellowkey

    $2,250 | Townhouse 2 bedrooms, 2.5 bathroom, 1 car garage

    Virtually Staged. Available for Rent in the Gated Community of Vistas at Lake Howell! Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome in the desirable gated community of Vistas at Lake Howell in Winter Park. Featuring tile and luxury vinyl flooring throughout—no carpet—this home offers easy maintenance and a clean, modern feel. The open-concept floor plan creates an inviting space for everyday living and entertaining, with the living and dining areas flowing seamlessly to a private screened patio, perfect for enjoying your morning coffee or relaxing after a long day. Upstairs, you'll find two spacious bedroom suites, each offering large walk-in closets for abundant storage. Separating the bedrooms is a generous open loft, ideal for a home office, media room, study area, or fitness space. The primary suite features a walk-in closet complete with built-in organizer shelving to maximize storage and organization. Ideally located just minutes from shopping, dining, parks, and entertainment, this home also offers quick access to major roadways, making commuting a breeze. Convenient to UCF, Full Sail University, Winter Park, Downtown Orlando, and more, this location truly puts everything Central Florida has to offer within easy reach. Don't miss this opportunity to enjoy low-maintenance living in a sought-after Winter Park community!

    Contact Yellowkey Agent

    This listing is courtesy of: COLDWELL BANKER REALTY

  • ORANGE TERRACE - O6421116 - 240 ORANGE TERRACE DR, WINTER PARK, FL 32789
    14 Days on yellowkey

    $3,000 | Single Family Home 4 bedrooms, 2.0 bathroom

    Spacious 4 bedroom, 2 bath home in a quiet neighborhood just minutes from I-4 and Fairbanks. Convenient to downtown Orlando, Winter Park Village, shopping, dining, and schools. Open split floor plan, with three comfortable bedrooms on one side and a large master suite on the other. Inside laundry room, ample parking spaces, fenced in side yard, all updated with modern finishes and move in ready.

    Contact Yellowkey Agent

    This listing is courtesy of: A+ REALTY PROFESSIONALS, INC

  • HIDDEN OAKS CONDO PH 11 - S5150258 - 3220 OAK LAWN PLACE PL #210, WINTER PARK, FL 32792
    15 Days on yellowkey

    $1,900 | Townhouse 3 bedrooms, 2.5 bathroom

    This beautiful corner-unit townhouse offers comfort, space, and convenience in a highly desirable location. This home features 3 bedrooms and 2.5 bathrooms, providing plenty of space for families and professionals. The kitchen flows seamlessly into the living, dining áreas and private patio offering a practical design for everyday living. All bedrooms are located upstairs for added privacy, including a comfortable primary suite with its own private bathroom.Conveniently situated near shopping, dining, schools, colleges and roadways, this property offers both comfort and accessibility to everything you need while still providing a peaceful residential setting.

    Contact Yellowkey Agent

    This listing is courtesy of: AGENT TRUST REALTY CORPORATION

  • WRENWOOD CONDO - O6420610 - 4812 TANGERINE AVE #4812, WINTER PARK, FL 32792
    15 Days on yellowkey

    $1,700 | Half Duplex 2 bedrooms, 2.0 bathroom , 3 car carport

    Enjoy comfortable living in this well-maintained condo in a highly desirable Winter Park location. The home offers 2 spacious bedrooms and 2 full bathrooms, making it a great fit for families, professionals, or roommates. The bright open living and dining area creates a welcoming space for relaxing or entertaining. The kitchen includes all appliances, plus a washer and dryer for added convenience. Water is included in the rent, adding extra value. Both bedrooms offer generous space, natural light, and ample closet storage. The thoughtful layout provides privacy between the bedrooms, which is ideal for remote work or shared living. Located near Full Sail University, UCF, major highways, shopping, and everyday conveniences, the condo also offers easy access to Downtown Orlando. Residents can enjoy a community pool and fitness center in a quiet, private community. This property combines comfort, convenience, and a great location. It is an excellent rental opportunity in Winter Park.

    Contact Yellowkey Agent

    This listing is courtesy of: SAND DOLLAR REALTY GROUP INC

  • VISTAS AT LAKE HOWELL - O6420636 - 2529 GALLIANO CIR, WINTER PARK, FL 32792
    16 Days on yellowkey

    $2,250 Reduced | Townhouse 3 bedrooms, 2.5 bathroom, 1 car garage

    Fantastic end corner unit with Seminole County Winter Park address. Gated community, 3/2.5 - 2 story townhome with open floor plan. Very convenient location just off Semoran Blvd, with Walmart super center, Publix and abundant of shopping and dining facilities nearby.

    Contact Yellowkey Agent

    This listing is courtesy of: HONEST REAL ESTATE COMPANY

  • - O6416050 - 301 S CAPEN AVE, WINTER PARK, FL 32789
    18 Days on yellowkey

    $2,400 Reduced | Single Family Home 3 bedrooms, 2.0 bathroom, 1 car garage

    Welcome to 301 S Capen, a 3-bedroom, 2-bath home located just minutes from Park Avenue. Inside, you'll find a bright and inviting kitchen featuring large bay windows and ample space for a breakfast table. The adjoining family room provides a comfortable gathering space and offers convenient access to the laundry room and attached one-car garage. Down the hall, you'll find three bedrooms with brand-new carpeting and easy access to the spacious backyard, offering plenty of room to relax or entertain outdoors.

    Contact Yellowkey Agent

    This listing is courtesy of: CORCORAN PREMIER REALTY

  • SUBURBAN HOMES SEC 2 - O6414464 - 5212 N INDIANA AVE, WINTER PARK, FL 32792
    18 Days on yellowkey

    $2,200 | Single Family Home 3 bedrooms, 1.5 bathroom , 1 car carport

    Welcome to this beautifully remodeled 1,000-square-foot Mid-Century Modern home offering the perfect blend of timeless design and modern updates. This charming residence features 3 spacious bedrooms and 1.5 updated bathrooms, creating a comfortable and functional layout for everyday living. The heart of the home is the stunning new kitchen, showcasing crisp white shaker cabinets, elegant quartz countertops, and modern finishes that make both cooking and entertaining a delight. Original terrazzo floors flow throughout the home, adding character, durability, and classic Mid-Century appeal. The bathrooms have been tastefully remodeled with stylish fixtures and contemporary touches, while the home's bright and inviting interior provides a warm, move-in-ready atmosphere. Ideally located near major roadways, shopping, dining, and everyday conveniences, this home offers easy access to everything you need while maintaining the charm and character that make Mid-Century Modern homes so desirable. Don't miss the opportunity to own this beautifully updated gem in a highly convenient location.

    Contact Yellowkey Agent

    This listing is courtesy of: CREEGAN GROUP

  • CONWILL ESTATES - O6420234 - 1791 SPRUCE AVE, WINTER PARK, FL 32789
    18 Days on yellowkey

    $4,900 | Single Family Home 3 bedrooms, 2.0 bathroom

    Beautifully renovated 3 bedroom, 2 bath pool home in one of Winter Park's most desirable neighborhoods. Designed with an open floor plan, this home features wood flooring throughout the main living areas, crown molding, and an incredible chef's kitchen with Quartz countertops, a large breakfast bar, custom cabinetry, floating wood shelves, gas range, stainless steel appliances, and abundant storage. The spacious Florida room overlooks a private backyard complete with a sparkling pool, expansive deck, covered seating area, mature landscaping, and a fully fenced yard. Mango and lime trees, landscape lighting, and a powered storage shed with workbench make the outdoor space just as enjoyable as the inside. Additional features include hurricane impact windows, plantation shutters, updated lighting and ceiling fans, a Nest thermostat, surround sound, and a circular paver driveway. Ideally located just minutes from Park Avenue, Rollins College, the Winter Park Racquet Club, Winter Park Golf Club, Phelps Park, and the YMCA, with easy access to top rated schools, dining, shopping, and everything charming about Winter Park.

    Contact Yellowkey Agent

    This listing is courtesy of: CORCORAN PREMIER REALTY

  • EASTBROOK SUB - O6420055 - 887 EASTBROOK BLVD, WINTER PARK, FL 32792
    19 Days on yellowkey

    $2,650 | Single Family Home 4 bedrooms, 2.0 bathroom

    Come see this 4 bedroom 2 bath in the beautiful Winter Park neighborhood of Eastbrook. This home is completely move in ready with granite counter-tops and stainless steel appliances in the kitchen and new microwave. Large open kitchen/living room. Spacious bedrooms with lots of closets and storage space. Updated modern light fixtures and fans adorn the rooms throughout the home. Home is tiled and has new laminate throughout. Fenced backyard with huge screened in back porch.

    Contact Yellowkey Agent

    This listing is courtesy of: ABSOLUTE REALTY GROUP, LLC

  • WINDWARD SQUARE SEC 2 - O6418670 - 2657 EXUMA WAY, WINTER PARK, FL 32792
    19 Days on yellowkey

    $2,100 Reduced | Townhouse 3 bedrooms, 2.0 bathroom

    Freshly remodeled and move-in ready, this 3-bedroom, 2-bath townhome offers comfortable living in a highly desirable Winter Park location. The open-concept living and dining areas create a welcoming space for everyday living and entertaining, while the convenient pass-through window connects the kitchen and dining room for added functionality. The brand-new kitchen remodel features granite countertops and all-new stainless steel appliances. The spacious primary suite includes a walk-in closet and private en suite bath with a walk-in shower. Two additional bedrooms and a full bath offer ample room for everyone. Tile flooring throughout provides easy maintenance and durability. Enjoy time relaxing outdoors on the covered patio in the privacy of the fenced backyard. Additional recent updates include a new roof, all-new Low-E energy-efficient windows, and a new vanity, toilet, and faucets in the guest bath. Residents enjoy access to the community pool and clubhouse, along with a prime location close to shopping, dining, entertainment, and major roadways. EV parking with outlet for your charger. With its combination of recent upgrades, community amenities, and sought-after Winter Park address, this is the perfect place to call home.

    Contact Yellowkey Agent

    This listing is courtesy of: HAVEN PROPERTY GROUP LLC

  • WATERFALL COVE - O6419704 - 1695 LEE RD #A101, WINTER PARK, FL 32789
    20 Days on yellowkey

    $1,695 | Condo 3 bedrooms, 2.0 bathroom

    Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center, Basic tenant requirements: 650+ credit score, no BAD history, no BAD rental history, income 3 times monthly rent as a household. FIRST, LAST and SECURITY DEPOSIT MAY required.

    Contact Yellowkey Agent

    This listing is courtesy of: CINO INTERNATIONAL INC

  • TANGLEWOOD SEC 3 REP - O6419550 - 5117 LAKE HOWELL RD, WINTER PARK, FL 32792
    20 Days on yellowkey

    $2,395 | Single Family Home 3 bedrooms, 1.0 bathroom , 1 car carport

    3/1, Carport, Single Family Home, Living Room, Dining Room, Eat in Kitchen, Stainless Steel Appliances Included: Stove, Microwave, Refrigerator, Dishwasher, Disposal, Inside Utility Room with Washer and Dryer Hookups, Laminate Wood Flooring & Ceramic Tile Throughout, Fenced Backyard, Pets Ok Upon Owner's Approval, NO SMOKING, Year Built: 1957/1300 Sqft.

    Contact Yellowkey Agent

    This listing is courtesy of: LEGENDS REALTY

  • LAUREL SPGS - O6419181 - 7522 LAUREL SPRINGS DR, WINTER PARK, FL 32792
    21 Days on yellowkey

    $2,200 | Single Family Home 3 bedrooms, 2.0 bathroom, 1 car garage

    Located in the highly sought-after Winter Park High School district, this beautifully maintained 3-bedroom, 2-bath home in Laurel Springs provides comfort, space, and convenience. The bright and inviting living area features tile and an open, welcoming feel. Enjoy year-round indoor-outdoor living in the expansive 400+ sq. feet. enclosed patio overlooking a fully fenced backyard—perfect for entertaining, relaxing, or family gatherings. Ideally situated with easy access to shopping, dining, parks, and major highways. Move-in ready!!!!

    Contact Yellowkey Agent

    This listing is courtesy of: JOY ESTATE ENTERPRISE INC

  • LAKE FOREST PARK S/20 LOT 26 BLK B - O6419042 - 2234 HOWARD DR, WINTER PARK, FL 32789
    22 Days on yellowkey

    $8,295 | Single Family Home 4 bedrooms, 5.5 bathroom, 2 car garage

    Welcome to an extraordinary two-story, 4-bedroom, 5.5-bath executive estate nestled in one of Winter Park's most sought-after neighborhoods. Designed with timeless elegance and modern convenience, this expansive home effortlessly blends luxury, comfort, and versatility. Inside, vaulted ceilings create a grand sense of space, while multiple living areas offer flexibility for both formal entertaining and casual gatherings. The gourmet kitchen is a chef's dream, complete with an enormous walk-in pantry, high-end appliances, and seamless flow into the dining area. Entertain in style with a wet bar and food service station, perfect for hosting elegant dinners or festive celebrations. Master Suite is an expansive sanctuary that features a spa-like bathroom equipped with a soaker tub, walk-in shower, His and Her vanities Step outside to your private heated lap pool, perfect for fitness or relaxation. The backyard retreat is surrounded by lush landscapingan ideal oasis for quiet relaxation or sunny Florida afternoons. A first-floor bedroom with en-suite bath adds convenience for guests or multi-generational living. Perfectly situated near Audubon Park and Baldwin Park, this home offers unbeatable access to top-rated schools, including Audubon Park K-8 & Winter Park H.S. Ideally situated near Downtown Orlando, Rollins College, hospitals, renowned restaurants, and boutique shopping, making it a prime location for those seeking convenience and accessibility. Explore numerous community parks, perfect for those who enjoy an active outdoor lifestyle. An area rich in culture with nearby museums to explore and learn. This is more than just a homeit's a lifestyle. Experience the best of Winter Park living: elegant, elevated, and effortlessly connected. Pets negotiable with owner approval. Additional fees may apply.

    Contact Yellowkey Agent

    This listing is courtesy of: COLDWELL BANKER REALTY

  • VILASA TWNHMS - O6418569 - 501 W CANTON AVE, WINTER PARK, FL 32789
    25 Days on yellowkey

    $6,500 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage

    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 countertops, Wolf gas cooktop, and Subzero appliances! On the second floor there are three bedrooms, 2 full bathrooms, utility room and the spacious primary bedroom is equipped with an oversized walk-in closet, opulent tub, walk-in shower, and Quartz countertops. Schedule your private showing today!

    Contact Yellowkey Agent

    This listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • WINTER WOODS UNIT 04 - S5152229 - 2028 SUSSEX RD, WINTER PARK, FL 32792
    25 Days on yellowkey

    $2,900 | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage

    Welcome home to Winter Park living at its finest in this beautifully updated one-story home where comfort, convenience, and charm come together. From the moment you enter, you'll notice the bright, freshly painted interior, spacious layout, and modern touches throughout—including new updated bathrooms, landscaping enhancements and brand-new stainless-steel appliances. The attached two-car garage adds everyday ease, while the included washer and dryer. Step outside to your private backyard retreat, where a peaceful water view and inviting fire pit creates the perfect setting for morning coffee, weekend gatherings, or quiet evenings under the stars. Professional landscaping and pest control are also included, so you can spend less time on upkeep and more time enjoying your home. Ideally located near Downtown Winter Park, Park Avenue, local coffee shops, restaurants, grocery stores, entertainment, and daily conveniences, this home also offers quick access to Maitland, Casselberry, Orlando, I-4, and SR-417. Zoned for Seminole Country Schools. If you're searching for a stylish, low-maintenance rental in a prime location, this Winter Park home is ready to welcome you. Schedule your showing today!

    Contact Yellowkey Agent

    This listing is courtesy of: CENTRAL FLORIDA REALTY MANAGEMENT LLC

  • LAKE KNOWLES TERRACE ADD 02 - O6413008 - 1540 ONECO AVE, WINTER PARK, FL 32789
    25 Days on yellowkey

    $2,500 | Single Family Home 3 bedrooms, 2.0 bathroom , 1 car carport

    Nestled on a picturesque, tree-lined brick street, this charming 3-bedroom, 2-bath home offers an unbeatable location just minutes from Park Avenue, Rollins College, shopping, dining, and entertainment. Inside, you'll find a spacious floor plan featuring a formal living room, dining room, and family room, providing plenty of space for both relaxing and entertaining. The kitchen is equipped with all appliances and includes a breakfast bar along with a cozy eat-in dining area. Tile flooring runs throughout most of the home, with carpeting in one bedroom for added comfort. Additional features include an inside utility room with washer and dryer hookups, a large screened-in back porch perfect for enjoying Florida's beautiful weather, and a backyard storage shed for extra convenience. A two-car carport provides covered parking, and lawn care is included, making maintenance easy and worry-free.. All of our residents are enrolled in the Resident Benefits Package (RBP) for $39.95/month, which includes renters insurance, *RentSpree applications will not be accepted. Residents are enrolled in the Resident Benefits Package (RBP) for $39.95/month. More details upon application. This home combines charm, space, and convenience in one of the area's most desirable locations. Schedule your showing today!

    Contact Yellowkey Agent

    This listing is courtesy of: WATSON REALTY CORP

  • WATERFALL COVE - O6418108 - 1695 LEE RD #B204, WINTER PARK, FL 32789
    26 Days on yellowkey

    $1,600 | Condo 2 bedrooms, 1.0 bathroom

    2 bedroom, 1 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. New tile floor was installed and freshly painted. Washer & Dryer in the unit. No min credit score is required. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village, shopping, dining, and more. Community amenities include a pool, dog park, and mature landscaping. Convenient access to I-4 and major employment centers. Please use showing instructions.

    Contact Yellowkey Agent

    This listing is courtesy of: MTRE GROUPE LLC

  • ATTILIO G PANACCIONES SUB - O6417917 - 1440 MICHIGAN AVE, WINTER PARK, FL 32789
    26 Days on yellowkey

    $2,400 Reduced | Half Duplex 2 bedrooms, 2.0 bathroom , 1 car carport

    Live in the heart of Winter Park, just steps from the city’s most loved restaurants, cafés, yoga studios, and boutique shops. This beautifully renovated unit offers the perfect blend of walkability, comfort, and style. Zoned for top-rated Winter Park schools and within walking distance to a renowned private school, the location alone makes this an exceptional find. Inside, the home features a double-master layout, ideal for roommates, families, or anyone wanting extra space and privacy. Enjoy the convenience of in-unit laundry and the peace of mind that comes with a fully renovated, move-in-ready interior. With no carpet anywhere, the home is easy to maintain—especially if you have pets. Modern finishes, clean lines, and thoughtful updates make this a standout property in one of Central Florida’s most desirable neighborhoods. Schedule your appointment today—this Winter Park gem won’t last.

    Contact Yellowkey Agent

    This listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO

  • WHISPERWOOD CONDO 04 - O6417858 - 7302 SWALLOW RUN #7302, WINTER PARK, FL 32792
    27 Days on yellowkey

    $1,495 | Condo 2 bedrooms, 2.0 bathroom

    This 2 bedroom, 2 bathroom condo is located in Winter Park's Whisperwood community near local shops, restaurants, and schools. Features include a spacious living area with dining room, lovely kitchen with granite countertops, a wonderful primary suite, and outdoor patio. Community amenities include a swimming pool. Pets under 35 lbs. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.

    Contact Yellowkey Agent

    This listing is courtesy of: REAL PROPERTY MANAGEMENT AND REALTY

  • GRAYSON SQUARE - O6417872 - 2737 BRIGHT BIRD LN, WINTER PARK, FL 32792
    27 Days on yellowkey

    $2,600 | Townhouse 3 bedrooms, 3.0 bathroom, 1 car garage

    DO not miss out on this thoughtfully designed townhome! This gorgeous end unit Marigold two-story townhome has no direct rear neighbors, water view and features a Craftsman exterior. Townhome offers 3 bedrooms, 2 full bathrooms, a powder room, a two-car garage and a covered lanai. The kitchen is fully equipped with a pantry, modern gray cabinetry, a Suite Arabesque ceramic tile backsplash, Lagoon quartz countertops and beautiful Positano Blanco porcelain tile flooring. Upstairs the primary Suite features a spacious walk-in closet, and the primary bathroom offers a double sink quartz-topped vanity, a linen closet, private water closet and walk-in shower. Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off Howell Branch Road! This neighborhood has gated access, a resort-style pool with cabana and 1GB high-speed fiber optic internet, along with 75 streaming cable and music channels included in rent!!! Schedule your showing today!

    Contact Yellowkey Agent

    This listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • WINDWARD SQUARE SEC 3 - O6416235 - 2304 INAGUA WAY #2304, WINTER PARK, FL 32792
    33 Days on yellowkey

    $1,695 Reduced | Condo 2 bedrooms, 1.0 bathroom

    Welcome 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 established community of Winward Square with access to a community pool and tennis courts, this home offers both convenience and comfort. Don't miss out on this opportunity to live in Seminole County in this lovely property. Sorry Pets are not permitted. *Washer and dryer are in as/is condition and for tenant convenience only *Tenant is required to carry Renters Insurance If approved for this home, new tenants must pay a $200.00 lease coordination fee due at the same time as the security deposit payment. *RESIDENTS BENEFIT PACKAGE* Residents are enrolled in the Resident Benefits Package (RBP). There is an additional $35.00 a month charge for this added to the advertised rent and is considered additional rent. RBP includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application

    Contact Yellowkey Agent

    This listing is courtesy of: CT HOMES REALTY CORPORATION

  • COLONIES - S5150999 - 3045 AARON BURR AVE #12D, WINTER PARK, FL 32792
    33 Days on yellowkey

    $1,650 | Condo 2 bedrooms, 2.0 bathroom

    Condominium located in The Colonies in Winter Park. Conveniently situated near UCF (University of Central Florida) and Full Sail University, with easy access to shopping centers, major highways, restaurants, and Orlando's world-famous theme parks. Just 11 minutes from Orlando International Airport (Orlando International Airport).This cozy 2-bedroom apartment is perfectly located for quick access to everything Orlando. Featuring new flooring and a clean, fresh interior, it is ideal for any lifestyle.

    Contact Yellowkey Agent

    This listing is courtesy of: LPT REALTY, LLC

  • LAKE KILLARNEY CONDO - O6415735 - 151 N ORLANDO AVE #238, WINTER PARK, FL 32789
    34 Days on yellowkey

    $2,600 Reduced | Condo 2 bedrooms, 1.0 bathroom

    Experience lakefront living at its finest in this exceptional Winter Park condo overlooking beautiful Lake Killarney. Enjoy breathtaking sunset views from your private waterfront retreat, complete with access to a community dock, private boat ramp, and a fenced lakeside pool perfect for relaxing and entertaining. Ideally located just minutes from the heart of Winter Park, this home offers unparalleled walkability. Stroll to Park Avenue's renowned boutiques, restaurants, and nightlife, catch a movie at Regal Cinemas, or conveniently shop at Publix and Trader Joe's. With countless restaurants, bars, and everyday amenities just steps away, you'll enjoy the perfect blend of tranquil waterfront living and vibrant urban convenience. Whether you're boating on the lake, lounging by the pool, or taking in the spectacular evening sunsets, this is a rare opportunity to enjoy one of Winter Park's most desirable waterfront lifestyles.

    Contact Yellowkey Agent

    This listing is courtesy of: COLONIALTOWN REALTY

  • WINTER PARK PINES REP - O6413831 - 2730 PRINCE JOHN RD, WINTER PARK, FL 32792
    40 Days on yellowkey

    $2,395 Reduced | Single Family Home 4 bedrooms, 2.0 bathroom, 2 car garage

    Fantastic 4 Bed 2 Bath Winter Park Home with 2-car garage! Located in a highly desirable Winter Park area. Large living room/dining room combo, a large separate den area. The home has a large fenced-in backyard. Lawn care is included. Walking distance to the Cady Way Trail. *Bonus Amenity Included* -All residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application. Pet Friendly Home (with approval and a non-refundable pet fee).

    Contact Yellowkey Agent

    This listing is courtesy of: RE/MAX 200 REALTY

  • - O6413563 - 2918 ANTIQUE OAKS CIR #26, WINTER PARK, FL 32792
    41 Days on yellowkey

    $1,575 | Condo 2 bedrooms, 2.0 bathroom

    This 2/2, 1,018 sq. ft. second story condo in Parkview Village features a living room & dining room combo! Screened in balcony, inside utility closet. This unit is close to community pool! Water/Sewer Included! Sorry, No Pets!! Application Fee: $50 / adult (18+) Full Credit/Skip/Eviction/Background check is done on all applicants. **Please have the following documents ready to attach as JPEG or PDF: Drivers License & Pay Stubs (3)**

    Contact Yellowkey Agent

    This listing is courtesy of: PREMIER MANAGEMENT GROUP INC

  • GRAYSON SQUARE - O6412306 - 2817 BRIGHT BIRD LN, WINTER PARK, FL 32792
    41 Days on yellowkey

    $2,700 Reduced | Townhouse 3 bedrooms, 2.5 bathroom, 1 car garage

    Welcome to Grayson Square in Winter Park. This beautifully maintained 3-bedroom, 2.5-bath townhome is located in one of the area’s newer gated communities and shows like new throughout. Exceptionally clean and well cared for, this home is truly move-in ready. The open-concept living and dining area offers a comfortable layout for both everyday living and entertaining. The covered lanai overlooks a peaceful pond, providing a relaxing outdoor space with a serene view. The kitchen features stainless steel appliances, quartz countertops, ample cabinetry, and generous storage. Upstairs, the spacious owner’s suite includes a walk-in closet and a private bathroom with dual sinks, quartz countertops, and a glass-enclosed shower. The second full bathroom includes a tub with shower combination. A washer and dryer are included for added convenience. Residents enjoy gated entry, a resort-style pool, and cabana amenities. Rent includes 1GB fiber-optic internet service along with 75 streaming cable and music channels. Conveniently located just minutes from Downtown Winter Park and Park Avenue, with easy access to SR 436, SR 434, and SR 417. Close to shopping, dining, and everyday essentials including Publix, Walmart, and Starbucks. Zoned for highly regarded Seminole County schools.HABLO ESPANOL.

    Contact Yellowkey Agent

    This listing is courtesy of: LPT REALTY, LLC

  • LAZY OAKS CONDO - O6412797 - 5171 LAZY OAKS DR, WINTER PARK, FL 32792
    42 Days on yellowkey

    $2,050 Reduced | Condo 2 bedrooms, 2.5 bathroom, 1 car garage

    This Winter Park condo features two bedrooms and three bathrooms, with an attached garage for convenient parking. The entrance welcomes you with a charming foyer. At the heart of the spacious open great room is the kitchen—highlighted by custom cabinets, quartz countertops, and stainless-steel appliances, all thoughtfully arranged on the first floor. An oversized counter provides space for dining, and the combined dining and living area provide access through French doors to the enclosed rear porch. The living room is enhanced by a decorative built-in electric fireplace. Upstairs you'll find two bedrooms, each with en suite baths. The master bedroom stands out with custom closets, a large window that fills the space with natural light and raised ceilings that add dimension. Two-tone contrasting colors create a cozy and inviting atmosphere, and the master bath includes a double sink vanity, walk-in shower, and linen closet. The second bedroom also boasts raised ceilings, custom closets, and its own private bathroom. Lazy Oaks Condominium is a highly sought-after community in Winter Park, located off Old Howell Branch Road. Residents enjoy amenities such as monthly pest control, guest parking, curbside garbage collection, and private mailboxes.

    Contact Yellowkey Agent

    This listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC

  • NONE - O6412456 - 503 KILSHORE LN, WINTER PARK, FL 32789
    43 Days on yellowkey

    $2,050 Reduced | Single Family Home 2 bedrooms, 1.0 bathroom, 1 car garage

    LOCATION! LOCATION! LOCATION! Home well positioned on large 0.28 acre lot in 32789. Gorgeous two bedroom home right in the heart of Winter Park , that just had a new roof put on.. At just a ten minute drive from Orlando, this home is in a very convenient location for anyone who wants to be in and out of the city whenever they'd like. Beautiful interior, with original wood flooring throughout. Tile in the spacious open kitchen that opens into the living room, giving this home a wide-open layout. Enjoy, the peaceful, secluded feeling when lounging on the deck in the generous backyard during warm summer nights. Large, fenced backyard. Lake Killarney access for kayaking and canoeing.

    Contact Yellowkey Agent

    This listing is courtesy of: COLDWELL BANKER REALTY

  • - TB8514256 - 652 SAINT JHONS #652, WINTER PARK, FL 32792
    43 Days on yellowkey

    $1,850 Reduced | Apartment 2 bedrooms, 2.0 bathroom

    Don't miss this opportunity! Beautiful apartment located in Winter Park, one of the most convenient and desirable areas in the Orlando region. Conveniently located near Full Sail University, Rollins College, shopping centers, restaurants, entertainment, and major highways. Enjoy the comfort of a well-maintained community featuring a swimming pool and common areas for relaxation. This apartment offers an excellent combination of location, comfort, and quality of life. Pets are welcome, subject to size restrictions and approval. Properties in this area rent quickly, so schedule your showing before it's gone!

    Contact Yellowkey Agent

    This listing is courtesy of: HOME PRIME REALTY LLC



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.