Multiple Cities, Zip Codes, Addresses, Streets, Neighborhoods, MLS IDs
(separate each with the word OR)
Ex.Miami OR Coral Springs OR Boca Raton 33319 OR 33321 OR 33467
J KRONENBERGER SUB - O6413560 - 1760 ALABAMA DR, WINTER PARK, FL 32789 1 Day on yellowkey
$10,900 | Single Family Home 3 bedrooms, 2.5 bathroom, 2 car garage
Behind a gated courtyard entrance in the Vias of Winter Park, just around the corner from Kraft Azalea Garden on the shores of Lake Maitland, this move-in ready residence offers privacy, thoughtful design and exceptional indoor-outdoor living. Surrounded by mature landscaping and accessed from both front and rear driveways, the property provides a rare sense of seclusion while remaining minutes from Park Avenue, Winter Park Racquet Club, dining, shopping and top-rated schools. Designed to maximize natural light, the home features vaulted ceilings, skylights, walls of windows and seamless connections to multiple outdoor living areas. The main level includes formal living and dining rooms, a spacious family room, dedicated home office and powder bath. Custom built-ins, extensive storage and carefully planned living spaces support both everyday living and entertaining. The chef's kitchen is appointed with custom wood cabinetry, stone countertops, premium appliances, a large center island with seating and generous preparation space. Open sightlines and direct access to outdoor gathering areas create a natural flow throughout the home. Upstairs, three bedrooms and two full baths include a spacious primary suite featuring vaulted ceilings, hardwood flooring, private balcony access and a renovated bath with marble finishes and a walk-in shower. Additional storage throughout the second level enhances functionality and organization. Outdoor living is a defining feature of the property. Multiple gathering spaces include a welcoming front courtyard, fire pit area and a fully equipped outdoor kitchen and dining space featuring a Wolf grill, brick pizza oven and market lighting. Mature hedges and professionally designed landscaping create privacy throughout the grounds. Additional highlights include hardwood flooring, an oversized garage with substantial storage capacity, dedicated utility room with laundry and utility sink, rear motor court access and multiple outdoor entertaining areas designed for year-round enjoyment. Available for a one-year lease. Unfurnished. Pets considered on a case-by-case basis subject to landlord approval.
This listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY
WINTER PARK PINES REP - O6413831 - 2730 PRINCE JOHN RD, WINTER PARK, FL 32792 1 Day on yellowkey
$2,495 | 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 RE/MAX 200 Realty Property Management Division 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).
This listing is courtesy of: RE/MAX 200 REALTY
TRINITY BAY - O6405799 - 5530 S LAKE BURKETT LN, WINTER PARK, FL 32792 1 Day on yellowkey
$3,000 | Single Family Home 3 bedrooms, 2.5 bathroom, 2 car garage
This charming two-story home situated on a serene conservation lot within the highly sought-after Trinity Bay community in Winter Park. The inviting entrance showcases a covered portico with decorative beams and brick accents. Inside, the spacious living room boasts soaring cathedral ceilings, distinctive round-top windows, and a cozy wood-burning fireplace. A second-story loft overlooks the living area, creating an open and airy feel. Tile flooring graces the foyer, formal dining room, and kitchen, while the eat-in kitchen includes a bright breakfast nook enveloped by bay windows for abundant natural light. The private backyard oasis features a large screened porch, mature shade trees for natural privacy, an automatic irrigation system, and beautifully established landscaping that minimizes maintenance. Residents enjoy an exceptional lifestyle without leaving the neighborhood. Relax by the community pool, take leisurely strolls through the park, or visit the nearby playground. The community also provides direct access to the pristine waters of Lake Burkett (approximately 75 acres) and the connected Lake Martha chain (approximately 30 acres), ideal for boating, fishing, and recreation. Trinity Bay is conveniently located adjacent to Trinity Preparatory School, the location is zoned for highly rated Seminole County public schools and offers easy access to major roadways, including SR 417, as well as proximity to the University of Central Florida (UCF), Full Sail University, premier shopping, and fine dining. This well-maintained residence offers a rare combination of character, comfort, and community amenities in a prime Winter Park location.
This listing is courtesy of: MNT INTERNATIONAL
- O6413563 - 2918 ANTIQUE OAKS CIR #26, WINTER PARK, FL 32792 2 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)**
This listing is courtesy of: PREMIER MANAGEMENT GROUP INC
GRAYSON SQUARE - O6412306 - 2817 BRIGHT BIRD LN, WINTER PARK, FL 32792 2 Days on yellowkey
$2,800 | 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.
This listing is courtesy of: LPT REALTY, LLC
LAZY OAKS CONDO - O6412797 - 5171 LAZY OAKS DR, WINTER PARK, FL 32792 3 Days on yellowkey
$2,250 | 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.
This listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC
WINTER WOODS UNIT 01 - O6411882 - 2242 KING JOHNS CT, WINTER PARK, FL 32792 3 Days on yellowkey
$2,395 | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage
This beautiful 3 bedroom, 2 bathroom home is located in the heart of Winter Woods in desirable Winter Park. This home offers a spacious split floor-plan with an open living/dining area. Features include tile throughout, a fenced-in backyard with patio area, 2 car garage, washer/dryer hookups, and is convenient to schools, recreational parks, restaurants, & the lovely downtown Winter Park. Please note the outdoor hot tub/spa does not work and will not convey. Pets under 50 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.
This listing is courtesy of: REAL PROPERTY MANAGEMENT AND REALTY
TROTTERS REP - O6412619 - 747 MARYLAND AVE, WINTER PARK, FL 32789 4 Days on yellowkey
$2,500 | Single Family Home 3 bedrooms, 2.0 bathroom
Welcome to this charming 3-bedroom, 2-bathroom house located in the heart of Winter Park. This lovely home features a spacious back yard and patio perfect for enjoying the outdoors. The kitchen and bathrooms have been remodeled. It is a convenient 4 minute walk to Rollins College, and a 10 minute walk to local shops and restaurants on Park Avenue.
This listing is courtesy of: ALFANO PROPERTY MANAGEMENT
NONE - O6412456 - 503 KILSHORE LN, WINTER PARK, FL 32789 4 Days on yellowkey
$2,250 Increased | 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.
This listing is courtesy of: COLDWELL BANKER REALTY
- TB8514256 - 652 SAINT JHONS #652, WINTER PARK, FL 32792 4 Days on yellowkey
$1,900 | 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!
This listing is courtesy of: HOME PRIME REALTY LLC
GOLFSIDE GOLF COURSE SEC 01 - O6411994 - 2806 SUMMERFIELD RD, WINTER PARK, FL 32792 4 Days on yellowkey
$3,600 | Single Family Home 4 bedrooms, 2.0 bathroom, 2 car garage
This spacious 4-bedroom, 2-bath home offers serene golf course views from your privately screened pool and patio. As you enter the home, you are welcomed by an open living area that flows seamlessly into the kitchen. The kitchen features a breakfast bar, high-end countertops, and large windows overlooking the enclosed patio and pool area. This outdoor space is perfect for relaxing or entertaining while enjoying scenic golf course views. The primary bedroom includes a spacious en suite bathroom with dual vanities and a tiled shower. Additional features include a two-car garage, with washer/dryer hook-ups. Conveniently located near the Crosby Wellness Center, Ward Park, Cady Way Trail, Park Avenue, Winter Park Village, and major roadways, this home offers easy access to shopping, dining, and entertainment. This property includes pool service and is approximately 2,779 total square feet (1,961 under air). Pets subject to owner approval. Schedule your showing today! All information is deemed reliable, but not guaranteed. Listing Brokerage does not discriminate on the basis of race, color, religion, national origin, sex, disability or familial status. All residents are enrolled in the Resident Benefits Package (RBP) for $50.00/month as additional rent, which includes renters insurance, credit building to help boost your credit score with timely rent payments, our best-in-class resident rewards program, $1M Identity Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, online resident portal for easy online rent payments & maintenance reporting, HVAC air filter delivery (for applicable properties), and much more! More details available upon application.
This listing is courtesy of: WILSON MANAGEMENT GROUP
PARK AIRE CONDO - O6411306 - 640 N PARK AVE #5, WINTER PARK, FL 32789 7 Days on yellowkey
$3,200 | Condo 1 bedrooms, 1.0 bathroom, 1 car garage
One or more photo(s) has been virtually staged. Welcome to Park Aire, a small iconic condo community located on Park Avenue by the WP9 golf course. 1st floor unit with oversized window views of the golf course and Casa Feliz. This one bedroom unit has an updated kitchen and bath. Amenities include a covered parking space, swimming pool, social room, a guest room for rent, open air patios on the third floor, under building covered parking spot and laundry in building garage and 2nd floor. You are close by for shopping and dining along Park Ave area.
- O6411654 - 1119 S PENNSYLVANIA AVE, WINTER PARK, FL 32789 8 Days on yellowkey
$4,995 Reduced | Townhouse 4 bedrooms, 3.0 bathroom, 1 car garage
Welcome home to this beautifully updated Cherokee Park townhome, where modern elegance meets comfort in the heart of highly desirable Winter Park. Perfectly situated near some of the area’s best dining, shopping, and entertainment, this home offers both luxury and convenience in one exceptional location. Step inside to a bright and airy open-concept living space featuring wood-style flooring, soaring vaulted ceilings, and a sleek modern fireplace that creates a warm yet contemporary focal point. Large windows throughout flood the home with natural light, including a stunning arched window overlooking lush greenery for a peaceful and inviting atmosphere. The thoughtfully updated kitchen and bathrooms feature clean contemporary finishes, stone countertops, designer lighting, and premium frameless glass showers. Fresh interiors, updated fixtures, and organized closet shelving make this home completely move-in ready with both style and functionality in mind. Upstairs, spacious bedrooms offer comfort and privacy with abundant natural light and spa-inspired bathrooms designed for relaxation. Step outside to your own private backyard retreat featuring low-maintenance luxury landscaping, pristine white stone accents, and premium artificial turf that keeps the outdoor space vibrant year-round. The fully fenced yard is perfect for relaxing evenings, entertaining guests, or enjoying peaceful mornings outdoors. Located just minutes from the renowned shops and restaurants of Park Avenue, residents will enjoy easy access to boutique shopping, fine dining, local cafés, and everyday conveniences including Trader Joe's. You’re also close to scenic parks, Lake Virginia, and Rollins College, making this location ideal for those seeking an active and connected lifestyle. Zoned for highly rated Winter Park schools and professionally managed by Atrium Management, this home offers the perfect combination of style, location, and convenience.
- O6411443 - 184 SANDLEWOOD TRL #2, WINTER PARK, FL 32789 9 Days on yellowkey
$2,000 | Condo 2 bedrooms, 2.5 bathroom
Welcome to Sandlewood Trail Condo.
This listing is courtesy of: NOELKE REALTY
WINTER PARK VILLAS CONDO - S5150729 - 620 TRINIDAD CT #620, WINTER PARK, FL 32792 9 Days on yellowkey
$1,725 | Single Family Home 2 bedrooms, 2.0 bathroom
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!
This listing is courtesy of: TRANSCEND REALTY
HENKELS ADD/WINTER PARK - O6407290 - 1415 HARMON AVE, WINTER PARK, FL 32789 9 Days on yellowkey
$3,060 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage
In the heart of Winter Park on a quiet cobbled street, this Mediterranean style 3-bedroom, 3-bathroom house is available to rent today. With beautiful Travertine floors throughout the downstairs of the home, granite countertop kitchen, marble countertop bathrooms, and limestone ornate pillars throughout the home, this home boasts character. Upstairs the home enjoys three bedrooms, two bathrooms, two balconies, and an upstairs utility room. The powder room is downstairs, and patio and a nice size back garden that the tenant can tend to as their own. The front of the house is a brick courtyard. New stainless-steel fridge 2023. 0.9 miles from Rollins College. Perfect for three tenants. Call today Weeks and Months Available
This listing is courtesy of: LA ROSA REALTY ORLANDO LLC
WHISPERWOOD CONDO 02 - O6411093 - 7338 SWALLOW RUN #7338, WINTER PARK, FL 32792 9 Days on yellowkey
$1,650 | Condo 2 bedrooms, 2.0 bathroom
Beautiful and affordable 2-bedroom, 2-bath condominium for rent in desirable East Winter Park! This renovated and move-in-ready unit features an open floor plan with modern plank-style tile flooring throughout the living areas, neutral colors, and plenty of natural light. The updated kitchen offers newer cabinets, countertops, appliances, and a stylish backsplash, creating a modern and functional space. Both bathrooms have been upgraded with newer vanities and finishes. The carpet was replaced in 2020 for added comfort. The spacious primary bedroom includes a large walk-in closet and a private en-suite bathroom. A stackable washer and dryer, only one year old, are also included for your convenience. Located just steps from the community pool, this well-maintained community is conveniently close to Full Sail University, Valencia College, and University of Central Florida. Enjoy easy access to major highways, shopping, dining, and entertainment, while being only a short drive from Park Avenue. Zoned for highly sought-after Winter Park schools.
This listing is courtesy of: DOUGLAS EDMUND REAL ESTATE LLC
WINTER PARK PINES - O6410976 - 517 LONDON RD, WINTER PARK, FL 32792 10 Days on yellowkey
$2,500 | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage
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.
This listing is courtesy of: ANNE ROGERS REALTY GROUP INC
MEADOWS AT HAWKS CREST - WINTER PARK, FL 32792 10 Days on yellowkey
$3,900 | Single Family Home 4 bedrooms, 2.5 bathroom, 2 car garage
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.
This listing is courtesy of: HONEST REAL ESTATE COMPANY
HIDDEN OAKS CONDO PH 10 - O6410726 - 7426 WYNNEWOOD SQ #195, WINTER PARK, FL 32792 11 Days on yellowkey
$1,800 | Condo 3 bedrooms, 2.0 bathroom, 2 car garage
3-bedroom and 2-bath condominium on Goldenrod Rd in Winter park . Newly renovated. Private end unit. Ground floor. Tile floor entirely. The unit features a functional layout and a highly desirable location near UCF, Full Sail University, Valencia College, and major shopping and dining. Landlord is looking for tenants with proof of income, credit and background checks. Schedule a tour.
This listing is courtesy of: SPRINGHILL PROPERTIES LLC
ORWIN MANOR WESTMINSTER SEC - O6410414 - 1404 CLAY ST, WINTER PARK, FL 32789 11 Days on yellowkey
$2,800 | Single Family Home 3 bedrooms, 2.0 bathroom
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!
This listing is courtesy of: MEP REALTY INVESTMENTS LLC
KENILWORTH ESTATES 1ST ADD - O6410619 - 2344 WOODCREST DR, WINTER PARK, FL 32792 11 Days on yellowkey
$4,100 | Single Family Home 4 bedrooms, 2.0 bathroom, 2 car garage
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!
This listing is courtesy of: EXPLORE FLORIDA REALTY SERVICES LLC
WINTER PARK VILLAS CONDO - O6410529 - 614 SAINT JOHNS CT #614, WINTER PARK, FL 32792 13 Days on yellowkey
$1,750 | Condo 2 bedrooms, 2.0 bathroom
Beautiful 2 bed/2 bath condo villa in Winter Park Villas. Over 1000 sq.ft. with two large bedrooms with walk-in closets, two nicely renovated bathrooms, renovated kitchen, large living room and dining area. Ceramic tile flooring throughout, granite countertops in kitchen and bathrooms. All appliances including washer and dryer inside unit. End unit with covered front patio and back porch area with small private courtyard. Cozy fireplace in the living room, lots of windows bring in the natural light of the Florida sunshine. Water/sewer is included in rent. Community pool and fitness room at the clubhouse only 2-3 minutes walking distance from the unit. Condo conveniently located near Colleges, Shopping and dining. Pets welcomed! (some restrictions apply)
This listing is courtesy of: JEXOR LLC
WATERS EDGE AT HAWKS CREST - O6409822 - 2019 SOARING OAK WAY, WINTER PARK, FL 32792 15 Days on yellowkey
$5,500 | Single Family Home 4 bedrooms, 3.0 bathroom, 3 car garage
Available from 6/1/2026, this premier gated community presents an exceptional opportunity for a fortunate family to reside in a stunning estate home, complete with included electric (up to $150.00/month), and trash removal services. Spanning over 3000 square feet, this well-designed floor plan caters to the demands of modern living, featuring large porcelain tile in the living areas and plush carpeting in the bedrooms, providing both comfort and functionality. Upon entry through the covered porch adorned with elegant stacked stone, you'll find a private home office followed by a separate formal living and dining area. Positioned discreetly off the living room, bedroom 4 boasts its own full bathroom, offering an ideal space for visiting guests. The hallway leads to bedrooms 2 and 3, equipped with a shared full bathroom providing convenient access to the lanai. The home seamlessly connects the formal dining area to the chef's kitchen via a Butler's pantry, adjacent to the expansive walk-in pantry. The elegant kitchen features a designer range hood, glass cooktop, wall oven microwave combo, island, and peninsula, complemented by designer granite counters and chic shaker-style cabinetry. The bright and airy great room, illuminated by triple sliding glass doors and French doors, adds to the home's inviting ambiance. The master retreat, situated on the opposite side of the house, offers ample space for large furniture sets. The master bath exudes a luxurious spa-like ambiance, featuring dual sinks, a garden tub, and a tiled shower. Step out to the covered lanai, providing a shaded spot for outdoor dining while overlooking the expansive fenced backyard, perfect for various outdoor activities. This gated community provides access to the community clubhouse, community pool & playground. Don't miss the chance to view this exquisite home - book your showing today!
This listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY
VISTAS AT LAKE HOWELL - S5150250 - 2648 GALLIANO CIR, WINTER PARK, FL 32792 16 Days on yellowkey
$2,250 Reduced | Townhouse 2 bedrooms, 2.5 bathroom, 1 car garage
This property will not last long! Schedule a showing today! Winter Park Two Story 2/2.5 Townhome located in the Private - Gated Community of Vistas at Lake Howell. All Stainless Steel Kitchen Appliances Included (Dishwasher, Range, Refrigerator, and Microwave). Living & Dining Room Combo. All bedrooms are located on the second floor. Primary Bedroom has custom closet design and ensuite bathroom. Ceiling Fans in Many Rooms. Half Bathroom Downstairs. Screened in Private Back Patio/Porch. Attached One Car Garage. Convenient to SR-436 & I-4. Laundry Room is upstairs near bedrooms. Washer and Dryer Convenience Only. Separate HOA Application & Approval Required. Schedule a showing today! All our residents are enrolled in our Resident Benefits Package for $55.00 per month, charged as additional rent. This package includes Pest Assurance powered by Pest Share, access to an online resident portal, and availability of a dedicated 24/7 maintenance portal. Additionally, it offers monthly reporting of rental payments to Experian RentBureau, bi-monthly home delivery of replacement HVAC filters, and the use of resident-completed inspection technology. Residents are entitled to one late fee waiver during their residency and have access to concierge utility services
This listing is courtesy of: ALLEGIANT MANAGEMENT GROUP INC
- O6409405 - 2024 LAKE DR, WINTER PARK, FL 32789 16 Days on yellowkey
$14,000 | Single Family Home 3 bedrooms, 5.0 bathroom, 2 car garage
This beautiful, furnished home on Lake Killarney offers a rare opportunity to lease a luxury property on a skiable lake, complete with a private dock for your boat and jet ski. Enjoy scenic rides to popular local dining spots like Hillstone's or Shake Shack, or simply unwind in your own backyard, lounging by the saltwater infinity pool and cozying up around the outdoor fire pit. Inside, the home features tile floors throughout, a chef-inspired kitchen with a propane gas stove, double oven, built-in coffee maker, and a wine fridge. The open-concept kitchen, living and dining area, with a gas fireplace, creates the perfect space for family gatherings or quiet evenings. Upstairs, you'll find a spacious bunk room with two queen beds and two twin beds—ideal for accommodating family and guests. For entertainment, the dedicated movie theater room is sure to impress, offering plush leather recliners, a popcorn machine, two refrigerators, and a selection of snacks for the ultimate movie night experience. The home is equipped with surround sound in key areas, including the living room, kitchen, primary bedroom and bathroom, as well as outside by the pool and fire pit. The flexible downstairs layout includes an office/bedroom with a Murphy bed and an expansive primary suite with a luxurious bathroom and walk-in closet. A water purification system ensures fresh, clean water throughout the home, while an app-controlled security system provides added peace of mind. Included in the rent are landscaping, pest control, and pool maintenance, making for a carefree, low-maintenance lifestyle. With easy access to Park Avenue, Winter Park Village, I-4, Publix, Trader Joe's, and more, this home offers the perfect blend of convenience and comfort. Pets are welcome.
This listing is courtesy of: CORCORAN PREMIER REALTY
ARROWHEAD COVE - O6406209 - 7864 BROKEN ARROW TRL, WINTER PARK, FL 32792 17 Days on yellowkey
$3,600 | Single Family Home 4 bedrooms, 2.5 bathroom, 2 car garage
Fabulous rental opportunity in the sought-after Winter Park School District. This 4-bedroom, 2.5-bath, 2219-square-foot home also boasts glorious lake views from the massive 1,000-square-foot Florida room, ideal for entertaining and enjoying the Florida lifestyle on an expansive ½ acre lot. Ready for move-in, the home is full of natural light pouring in and shining onto the wood flooring throughout the home. There are opportunities to create a multitude of spaces that serve your needs for a home office, craft room, or playroom. The updated open kitchen offers views of the family room, Florida room, and the dining room with solid maple cabinets, granite counters,china-front cabinetry, custom tile backsplash, and stainless steel appliances. The kitchen also has programmable “smart lights”. The master bedroom offers ample storage space, a walk-in shower, and a walk-in closet. There are three additional bedrooms and an additional bathroom. There is a large storage shed and well/pump system for irrigation and a massive backyard for a variety of activities. The 8-zone irrigation system is run by a ground well and pump system, which will equate to savings on the water bill. Start enjoying life in the quiet community known as Arrowhead Cove with Winter Park Schools, as well as charter and private schools in the area, including Trinity Prep, Full Sail, and UCF. 7864 Broken Arrow Trail is a house located in Orange County and the 32792 ZIP Code. This area is served by the Orange County Public Schools attendance zone.
This listing is courtesy of: LOKATION
PENNSYLVANIA STATION 01 CONDO - O6408937 - 784 S PENNSYLVANIA AVE, WINTER PARK, FL 32789 18 Days on yellowkey
$5,500 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage
Discover modern living in this beautifully designed townhome located in the heart of Winter Park. This residence has a spacious layout with contemporary finishes, high ceilings, modern light fixtures and shades, and abundant natural light. Enjoy the convenience of a well-appointed kitchen, an inviting living area, and a private patio for relaxing, and private access to the community pool! The property provides access to community amenities and is situated near local shops, dining, and entertainment venues. Experience the vibrant lifestyle Winter Park has to accord.
This listing is courtesy of: BEYCOME OF FLORIDA LLC
AUTUMN GLEN PH 2 - O6406909 - 1843 SHADYHILL TER, WINTER PARK, FL 32792 20 Days on yellowkey
$3,300 | Single Family Home 4 bedrooms, 2.5 bathroom, 2 car garage
Available for lease in the desirable Autumn Glen community of Winter Park. This spacious and well-maintained 4-bedroom, 2-bathroom single-family home offers comfort, space, and serenity in a peaceful neighborhood setting. Thoughtfully landscaped with lush greenery and tranquil water views, the home features an oversized kitchen with stainless steel appliances, ample storage, and a pass-through opening to the main living area. Enjoy multiple living and entertaining spaces including a formal dining room, a family room, and a cozy living room with a wood-burning fireplace. The primary suite is oversized with a walk-in closet and a private ensuite bath featuring double sinks, a garden tub, and separate shower. Additional features include recessed lighting throughout, carpeted bedrooms, a laundry room with utility sink, and a breakfast nook. Step into your own private oasis with a spacious enclosed patio that’s perfect for year-round entertaining. An expansive in-ground hot tub with powerful Jacuzzi- type jets, comfortably seating up to 10 guests. Whether you’re hosting a summer soirée or enjoying a quiet evening under the stars, the optional heat setting makes it the ideal retreat in any season." The side-entry garage and whole-house water filtration system add everyday convenience. Community amenities include two tennis courts, a tot lot, and a scenic walking path around the pond—ideal for active and leisurely lifestyles alike. With easy access to I-4, 408, and 417—and just 15 minutes to Downtown Winter Park and the iconic Park Avenue—you’re never far from top-tier dining, shopping, and entertainment. Don’t miss the opportunity to lease this gem in one of Central Florida’s most desirable areas. Schedule your private tour today!
This listing is courtesy of: METRO CITY REALTY
ENCLAVE AT HAWKS CREST - O6408378 - 1351 MERRYDALE WAY, WINTER PARK, FL 32792 21 Days on yellowkey
$3,150 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage
Fantastic, Modern townhome WITH 3 beds & 2.5 baths. Hawk's Crest is a gated community in Winter Park. This home is has a very spacious open floor plan with a water view! The kitchen has granite countertops and is fully equipped with stainless steel Whirlpool appliances; oven, stove, microwave, refrigerator, dishwasher, and garbage disposal. The kitchen area also has a large pantry! This energy star-certified home features , large two car garage and private driveway, tile flooring throughout the first floor, carpet on stairs and in bedrooms. The home has a large back patio that is partially covered and that overlooks the beautiful pond. The backyard is very private and quiet with no on-looking neighbors. The extra large primary is upstairs, features a walk-in closet. The primary bathroom boasts two sinks with beautiful granite countertops. The two guest bedrooms have large closets and views of the lake. The guest bathroom upstairs, has a shower/tub combo. The laundry room with a whirlpool washer and dryer. The home has a large two car garage with cabinets for extra storage. The garage entry way has a mudroom section for your jackets and coats. High-speed Spectrum Wifi is included in the rent. The community features a resort-style pool, outdoor grills, and a playground only one block away from the home. There is on-street parking for guests. Foxtail Coffee and Kelly's Ice Cream are a 5 minute walk away. Downtown Maitland and Park Avenue are both a quick 10 minute drive.
This listing is courtesy of: FANNIE HILLMAN & ASSOCIATES
DUBSDREAD HEIGHTS - O6408042 - 770 BAFFIE AVE, WINTER PARK, FL 32789 22 Days on yellowkey
$2,100 | Single Family Home 3 bedrooms, 1.0 bathroom
Adorable home by Dubsdread Golf Course! This 3 bedroom. 1 bathroom home has been nicely updated throughout. The kitchen has been renovated with new cabinetry, mosaic tile backsplash, stainless steel appliances and granite countertops! There is a formal living room and family room with fireplace. Entertain on the large back porch overlooking the beautiful fenced backyard. Lawn Care Included. Pets are accepted up to 35 lbs. Available for move in June 2026. Photos shown are taken prior to current tenant move in.
This listing is courtesy of: GATE PROPERTIES & MANAGEMENT INC
CORONATION ADD - O6407888 - 3232 ROYAL ST, WINTER PARK, FL 32792 22 Days on yellowkey
$1,795 | Half Duplex 3 bedrooms, 1.5 bathroom, 1 car garage
Very clean 1/2 duplex near Full Sail University. 2 initial bedrooms with third bedroom built out into the insulated and air conditioned garage. There is storage space in the garage but not enough to park a car. Located off of Forsythe Rd near University Blvd, this home is ideal for a student at Full Sail University or UCF. Very close to major roadways of Semoran Bv (SR436) and University Bv. Also, shopping, banking, restaurants within walking distance. Flooring is all ceramic tile with no carpet. The back yard is fully fenced.
This listing is courtesy of: CLASSIC 1 REALTY INC
EASTBROOK SUB UNIT 11 - O6407196 - 3463 ARNEL DR, WINTER PARK, FL 32792 23 Days on yellowkey
$2,950 | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage
Beautiful pool home for rent in Winter Park located in the established Eastbrook community with NO HOA. This home offers 3 bedrooms plus a versatile bonus room, 2 bathrooms, approximately 1,770 sq ft of living space, a 2-car garage, extended driveway, and a private screened pool with fully fenced backyard. Inside, you’ll find a bright and functional layout with comfortable living and dining areas, updated kitchen with granite countertops and modern cabinetry, plus updated bathrooms with clean finishes. The bonus room offers flexibility for a home office, gym, playroom, or additional living space. Major updates include roof replaced in 2018, fully paid solar panels installed in 2020, water heater 2019, and A/C replaced in 2013. Conveniently located near Park Avenue, Rollins College, Full Sail University, University of Central Florida, shopping, dining, and major highways. First month’s rent, last month’s rent, and security deposit required prior to move in. Background and credit check required through RentSpree at tenant expense ($50 x adult over 18 years old). Preferred credit score 550+. No prior evictions. Pet restrictions apply.
This listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY
STRATFORD A WINTER PARK CONDO - O6407086 - 296 LEWFIELD CIR #296, WINTER PARK, FL 32792 23 Days on yellowkey
$1,300 Reduced | Condo 1 bedrooms, 1.0 bathroom
Experience effortless Winter Park living in this stylish, top-floor condo in the charming Stratford community. This move-in-ready gem features modern wood-look tile, a private balcony with serene landscape views, and the convenience of an in-unit washer/dryer. Enjoy resort-style perks like a sparkling pool, fitness center, and tennis courts. Perfectly situated just 10 minutes from the upscale dining of Park Avenue and major campuses like Rollins and Full Sail, this home offers the ideal blend of relaxation and location. Schedule your showing today before this Winter Park beauty is gone! Credit and background check needed. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
This listing is courtesy of: 407 PROPERTIES
LAKEMONT ESTATES - O6404537 - 1941 LANIER CT, WINTER PARK, FL 32792 23 Days on yellowkey
$1,695 Reduced | Condo 2 bedrooms, 1.0 bathroom
This first floor, 2 bedroom, 1 bathroom condo is located in the heart of Winter Park. Enjoy all of Downtown Winter Park, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include an open main living area, lovely kitchen with granite countertops and stainless steel appliances, spacious bedrooms, and upgraded bathroom. This boutique community includes an on-site laundry facility. Pets under 40 lbs may be considered. 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.
GREEN OAKS REP - O6406982 - 1760 LEGION DR, WINTER PARK, FL 32789 25 Days on yellowkey
$9,700 | Single Family Home 4 bedrooms, 5.5 bathroom, 2 car garage
Winter Park 1964 Charmer! This wonderful ranch is located just minutes to Downtown Orlando as well as Park Ave. With over 4300 sq ft of living space, this, 4 bed/5.5 bath home is in the prime location. Upon entering you'll notice just how light and bright this home shows, to your right you will find a home office space. Rich dark wood, custom cabinetry and dramatic lighting provide the perfect space to start your morning or end your day. To the left of the entry, you will find the large formal living room with 1 of 2 gas fires places located in this home. The bay window lets you take in views of your lush landscaped front yard and fills the space with tons of sunlight. Stepping off the entry you are greeted with a large formal dining room space. Sliders lead to the patio and the unique courtyard patio gives you views of your pool from not only the dining but the primary and family room all with sliders making this the perfect patio for parties, social gatherings and events. Just off the dining room you will find the great room including the breakfast area with built in cabinetry, the family room and the kitchen. The heart of the home is your kitchen, and this space has been designed for the chef of the home. White cabinetry, island, solid surface counter tops, lighting, and a huge walk-in pantry are just a few of the special touches you will find. Stainless steel appliances: Sub-Zero refrigerator, Bosh dishwasher, double oven, and microwave all the tools needs to create amazing meals. The family room's jewelry is the barrel ceiling a special touch you won't find often. Gas fireplace, spacious, Sliders leading to the patio as well as a screened patio area. The family room also includes a wet bar with ice market and wine frig. Just off the living room is the half bath. A separate area off the living could be a mother-in-law suite, she or he cave or the options are endless. a large bonus room includes a full bath which also doubles as the pool bath, sliders leading to a private yard space and a sink area. Upstairs in this area you will also find a full bedroom with vaulted ceilings and a full bath. To the right of the dining room, you will find 2 additional rooms and 2 full baths. The primary suite includes a sitting room with double doors leading to the bedroom, massive suite with bay window and views of the pool. not 1 but 2 full baths and 2 walk in closet because why share when you can have your own. This home also includes 2 tankless heaters, newer roof, well for sprinklers, home generator, skylights, dog run circular driveway custom drapes, auto blinds, freshly painted, artificial turf and so much more.
This listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO
WINTER PARK VILLAS CONDO - O6406224 - 625 TRINIDAD CT #625, WINTER PARK, FL 32792 28 Days on yellowkey
One or more photo(s) has been virtually staged. Move right into this CLEAN & WELL-MAINTAINED 2 BEDROOM / 2 BATH ONE-STORY CONDO offering 1,037 SF OF COMFORTABLE LIVING SPACE in the heart of WINTER PARK! This MOVE-IN READY home features a SPACIOUS LAYOUT, NATURAL LIGHT, and a functional floor plan perfect for comfortable everyday living. Enjoy a SMALL & COZY BACKYARD PATIO AREA, perfect for relaxing outdoors and enjoying Florida living. PRIME LOCATION near FULL SAIL UNIVERSITY, MAJOR HIGHWAYS, SHOPPING, DINING, and COMMERCIAL RETAIL. Conveniently located just minutes from Downtown Winter Park, Baldwin Park, and Orlando attractions. READY FOR NEW TENANTS! Call today to schedule your private showing before it’s gone!
This listing is courtesy of: ZEN LIVING HOMES LLC
GRAYSON SQUARE - O6406363 - 1951 CANNY CV, WINTER PARK, FL 32792 28 Days on yellowkey
$2,800 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage
Enjoy comfortable Winter Park living in this freshly painted 3-bedroom, 2.5-bath townhome located in the gated community of Grayson Square. Thoughtfully designed for everyday living, this home features a spacious open-concept living and dining area, perfect for entertaining, with direct access to a covered lanai for relaxing outdoors. The kitchen offers stainless steel appliances, quartz countertops, and ample cabinet space for storage and functionality. Upstairs, the owner’s suite includes a large walk-in closet and a private bathroom with dual sinks, quartz counters, and a glass-enclosed shower. A washer and dryer are also included for added convenience. Additional highlights include a two-car garage with epoxy floors and ceramic tile flooring throughout the main living areas, providing both style and easy maintenance. Residents of Grayson Square enjoy gated access, a community pool with cabana, and 1GB high-speed fiber optic internet included in the rent, along with 75 streaming cable and music channels. Ideally located near downtown Winter Park, this home offers easy access to Howell Branch Road, 436, 434, and 417. Starbucks, Publix, and Walmart are just minutes away, while the shopping and dining of Park Avenue are approximately 15 minutes away. Top-rated Seminole County schools are also nearby. A wonderful opportunity to lease a well-maintained home in a convenient Winter Park location. ¡Hablo Español!
GRAYSON SQUARE - O6405946 - 2760 BRIGHT BIRD LN, WINTER PARK, FL 32792 29 Days on yellowkey
$2,675 | Townhouse 3 bedrooms, 2.5 bathroom, 1 car garage
Stunning 3 beds/2.5 bath/1car garage townhome ready to move-in June at Grayson Square, Winter park. RENT INCLUDES high-speed 1GB fiber optic internet & 75 streaming cable and music channels. The first floor is efficiently laid out with the kitchen, powder room, and spacious gathering room perfect for entertaining with a sliding glass door that opens to the covered lanai and patio that overlooks a pond. Enjoy indoor/outdoor entertaining in your new home. Well-appointed kitchen with top-of-the-line stainless steel appliances and a large quartz countertop. Ample storage throughout. Upstairs you will find a master suite with a spacious walk-in closet. Luxurious ensuite bathroom with glass-door shower and quartz countertop and double sinks. 2 additional bedrooms and a laundry closet with washer and dryer. Grayson Squares offers: Community Pool with Cabana, Zoned for Seminole County Schools, Gated Entry, Near Major Roadways Providing Easy Daily Commutes, Minutes to Shopping and Dining Options on Park Ave. in Downtown Winter Park, 3 Miles to SR 417, 20 Minutes to Downtown Orlando and Orlando Area Attractions. Welcome Home! Equal Housing Opportunity
This listing is courtesy of: P & C PROPERTIES
EASTBROOK SUB UNIT 07 - O6403270 - 3465 BALSAM DR, WINTER PARK, FL 32792 30 Days on yellowkey
$2,599 | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage
Welcome to this charming 3-bedroom, 2-bathroom home located in a well-established Winter Park neighborhood. This property offers a comfortable single-story layout with inviting living spaces, ideal for everyday living and entertaining. The home features a functional floor plan with a bright living area, an eat-in kitchen, and well-sized bedrooms, including a primary suite with a private bath. Additional upgrades and features include a whole-home water softener, premium appliances, spa-like showers, wood and tile flooring throughout, an efficient HVAC system, and pest control service included for added convenience. Step outside and enjoy the large patio area with pavers and a pergola, perfect for relaxing or entertaining guests. Additional highlights include central air conditioning, a spacious driveway, and a garage for added convenience. Enjoy a generous yard with plenty of space to relax or host gatherings, all within a quiet residential setting. Act now! This one won't last long! All applicants are required to complete a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
AMBERWOOD UNIT 1 - S5149170 - 1542 SUGARWOOD CIR, WINTER PARK, FL 32792 31 Days on yellowkey
$3,900 | Single Family Home 4 bedrooms, 3.0 bathroom, 2 car garage
Spacious, fully remodeled 4-bedroom, 2.5-bath single-family home located in the desirable Amberwood community in Winter Park. This one-story property offers approximately 2,130 sq ft of living space, featuring vaulted ceilings, a functional layout, and a bright living and dining area. The home showcases luxury finishes throughout, a brand-new roof, central A/C, and a 2-car attached garage. Enjoy a private screened-in pool, perfect for Florida living year-round. Situated on a generous 0.30-acre lot, this property provides ample outdoor space and privacy. Conveniently located near major roads, shopping, dining, and top-rated schools.
This listing is courtesy of: AROD PARTNERS REALTY
HIDDEN OAKS CONDO PH 01 - O6404333 - 7473 BELLE RIVER CT, WINTER PARK, FL 32792 34 Days on yellowkey
$1,750 Reduced | Townhouse 3 bedrooms, 2.5 bathroom
Welcome to this beautiful 3-bedroom, 2.5-bath townhome featuring modern finishes and a serene setting. Enjoy cooking in the kitchen with elegant granite countertops, durable tile flooring downstairs, and stylish luxury vinyl plank flooring upstairs. Step outside to your private fenced patio with peaceful conservation views, perfect for relaxing or entertaining. Water is included! Available NOW! **All Remi Emerson Residential tenants are enrolled in the Resident Benefits Package (RBP) for an additional $50 a month which includes your $100,000 tenant liability insurance, quarterly HVAC air filter delivery, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, plus on-demand pest control! If you have an animal/pet you must click on the Pet Screening link in the application.**Security deposit is due upon lease signing. The first full month's rent is due 1 week prior to move in date. The 2nd month of rent is prorated. Every person 18 yrs or older must fill out an application. Please upload your last 2 months of paystubs in your application. Only complete applications will be considered. A one time admin fee of $250 due upon approval. A lease renewal fee of $125 after 1 year.**
This listing is courtesy of: REMI EMERSON RESIDENTIAL
WHISPERWOOD CONDO 02 - O6402679 - 7340 SWALLOW RUN #7340, WINTER PARK, FL 32792 35 Days on yellowkey
$1,500 | Condo 2 bedrooms, 2.0 bathroom
Check out this 2nd floor 2-bedroom, 2 bathroom condo with brand new beautiful wood floors throughout. The condo is centrally located between UCF and Full Sail University and is just a short distance to major roadways, shopping, and several dining options.
HORTON AARON - O6400011 - 653 SYMONDS AVE, WINTER PARK, FL 32789 35 Days on yellowkey
$3,200 | Single Family Home 3 bedrooms, 2.5 bathroom, 2 car garage
Charming 3BR/2.5BA single-family home in desirable Winter Park! Interior features include ceramic tile & laminate flooring, ceiling fans, and a bright kitchen with breakfast bar/kitchen island and stainless-steel appliances. Washer/dryer and major kitchen appliances included. Conveniently located near Hannibal Square, Park Ave, Central Park, Rollins College, the Winter Park Community Center, and the Farmers’ Market. Enjoy classic Florida curb appeal with a welcoming front porch and balcony, plus a functional layout perfect for everyday living and entertaining. Lease term 12 months. $75 application fee each adult. Pets considered with owner approval (pet fees/deposit may apply). Renters Insurance required. Great opportunity to live in one of Central Florida’s most desirable areas. Schedule your showing today!
This listing is courtesy of: FLORIDA CONNEXION PROPERTIES
SLOVAK VILLAGE - O6402855 - 3254 HOWELL BRANCH RD, WINTER PARK, FL 32792 38 Days on yellowkey
$1,695 Reduced | Half Duplex 2 bedrooms, 2.0 bathroom
This charming 2-bedroom, 2-bath duplex is ready for immediate move-in, offering a warm and inviting atmosphere for comfortable living. Step inside to discover a thoughtfully designed space with tile flooring throughout, providing both durability and easy maintenance. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances and solid-surface countertops. This kitchen effortlessly flows into the spacious living room, where a cozy wood-burning fireplace beckons for memorable gatherings and relaxing evenings. The large master bedroom is a true sanctuary, boasting an en-suite bath complete with dual vanities and a convenient walk-in closet. But the delights continue outdoors, as you'll be treated to a vast, fenced-in backyard adorned with plenty of shade – perfect for your family to savor outdoor moments and create lasting memories. 3254 Howell Branch Road enjoys an excellent location in desirable Winter Park, placing you close to everything you need. You'll find convenient access to SR436 shopping and dining, nearby hospitals, and the vibrant University of Central Florida campus. Pets Not Allowed! Tenant Liability Insurance **Required**
This listing is courtesy of: FLORIDA REALTY INVESTMENTS
WINDWARD SQUARE SEC 3 - O6402772 - 2379 FLAMINGO WAY, WINTER PARK, FL 32792 38 Days on yellowkey
$2,400 | Townhouse 3 bedrooms, 2.0 bathroom
Welcome to this beautifully maintained 3-bedroom, 2-bathroom townhome in the highly desirable area of Winter Park—perfect for renters seeking comfort, convenience, and a vibrant community lifestyle. Step inside to an open-concept layout designed for modern living, featuring stylish tile flooring and a spacious kitchen with granite countertops that flows effortlessly into the living and dining areas—ideal for entertaining or relaxing at home. The generous primary suite offers a private retreat with dual walk-in closets and an ensuite bathroom, while two additional bedrooms provide flexibility for roommates, guests, or a home office. Residents will love the resort-style community amenities, including tennis courts, pickleball courts, two sparkling pools, a playground, a putting green, and a clubhouse—giving you plenty of ways to unwind and stay active right at home. Location is everything, and this property delivers. You’ll be just 15 minutes from the shops, dining, and nightlife of Park Avenue, approximately 7 miles from University of Central Florida, and only 1.7 miles from Full Sail University—making it an excellent option for aspiring academics, faculty, or professionals alike. Don’t miss the opportunity to live in a well-appointed home with unbeatable amenities and a prime location!
This listing is courtesy of: STOCKWORTH REALTY GROUP
TUSCANY PLACE FIRST ADD - O6401030 - 1041 TUSCANY PL, WINTER PARK, FL 32789 45 Days on yellowkey
$12,000 | Single Family Home 4 bedrooms, 3.5 bathroom, 2 car garage
Nestled along a quiet brick-lined street in Winter Park’s coveted Via’s neighborhood, 1041 Tuscany Place offers a rare blend of elegance, comfort, and breathtaking natural beauty. From nearly every room, this exceptional residence captures tranquil views of the private backyard and picturesque Lake Temple beyond. Inside, a thoughtfully designed open floor plan is enhanced by soaring vaulted ceilings and an abundance of natural light, creating a warm yet sophisticated atmosphere. The gourmet kitchen is beautifully appointed with premium Wolf appliances, a Sub-Zero refrigerator, quartz countertops, imported Italian cabinetry, and a striking mother-of-pearl mosaic backsplash. The primary suite serves as a peaceful retreat, complete with serene landscape views and a spa-inspired bath featuring a spacious walk-in shower with skylights, body jets, and an oversized 40-inch rainfall showerhead. Upstairs, two generously sized bedrooms share a well-appointed Jack-and-Jill bath, offering comfort and privacy for family or guests. Outdoor living is just as impressive. A spacious deck invites you to relax and entertain while overlooking the sparkling pool and hot tub, while the lower decks bring you into nature with an inviting fire pit overlooking the water. The expansive, beautifully landscaped backyard provides a private setting to enjoy the best of Florida living. Ideally located just minutes from the Winter Park Racquet Club, Interlachen country club, Lake Maitland, and the shops and dining of Park Avenue, this home offers an extraordinary lifestyle in one of Winter Park’s most desirable settings.
This listing is courtesy of: COMPASS FLORIDA LLC
FERNBROOK TRAILS PH 3 - O6400973 - 5523 CRETAN WAY, WINTER PARK, FL 32792 45 Days on yellowkey
$1,995 Reduced | Townhouse 3 bedrooms, 2.0 bathroom
3 bedroom, 2 bathroom townhouse in highly desired Winter Park. Small and quiet neighborhood with private driveway parking and a cul de sac with no neighbors on one side. Amenities include: central air, central heat, dishwasher, garbage disposal, side-by-side fridge, electric stove/oven, gas grill, Maytag full-size washer/dryer set, yard, shed for storage, and mini bar off of the living room, and lawn service 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.
HIDDEN OAKS CONDO PH 10 - O6397874 - 7454 WYNNEWOOD SQ #188, WINTER PARK, FL 32792 49 Days on yellowkey
$1,950 | Townhouse 3 bedrooms, 2.5 bathroom
Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained unit is move in ready: two-story 3 Bedrooms 2.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of this space. Just off the dining room you will find the kitchen and eat in kitchen area.few stainless steel appliances and tons of storage. The eat in kitchen space is highlighted with a decorative wall and sliders leading to your fully fenced private backyard space. Upstairs you will find hardwood flooring, three bedrooms and master bathroom with a single vanity . Hidden Oaks community features on-site security, community pool & fenced playground area. Near Full Sail, UCF, Valencia & Rollins College, with easy access to shopping, Winter Park schools, Medical Facilities, Downtown Orlando, Downtown Winter Park, FL-408, FL-417 and the airport. This wonderful unit has it all...the only thing missing is YOU!
This listing is courtesy of: APPLE REALTY
KENILWORTH SHORES SEC 07 - O6396107 - 1947 SUMMERFIELD RD, WINTER PARK, FL 32792 49 Days on yellowkey
$2,599 Reduced | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage
Welcome home! This fantastic 3-bedroom, 2-bath home is available for immediate move-in! This property is a short drive from downtown Winter Park, the Crosby Center for Health and Wellbeing, Cady Way Park, and more! , this property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features. Act now! This one won't last long! All applicants are required to do a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.