Winter Park Apartments for Rent - 81 rentals

Remarks: Location!! Walking distance to Rollins campus and to downtown Winter Park. Beautiful 3-bedroom 2-bathroom home. Recently renovated kitchen and freshly painted. Nearby schools include Audubon Park elementary, Glenridge Middle School, and Winter Park education center school. This house is in the perfect location, close to great restaurants and within walking distance to Winter Park farmer's market.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Raquel Elliott (407-921-3772)

Remarks: 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.

Listing is courtesy of: COLONIALTOWN REALTY (407-896-7300)

Listing Agent: Alexander Scures (407-925-5338)

Remarks: 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. $1,600.00 Monthly Rent (MOVE IN BY JULY 31st) Pets Not Allowed! Tenant Liability Insurance **Required**

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Carissa Lawhun (407-207-2220)

Remarks: Welcome home to this spacious and beautifully maintained 3-bedroom, 2.5-bath townhome residence in Winter Park. Featuring modern fixtures and an open-concept layout, this home offers both comfort and functionality. The well-appointed kitchen overlooks generous living and dinning spaces, making it ideal for everyday living and entertaining. Separate sitting or living space as you enter the home. Enjoy Florida living year-round from the screened-in rear patio, perfect for relaxing or outdoor dining. Upstairs, a versatile loft area furnished with an L-shaped couch provides additional living space, home office potential, or media room flexibility. The split-bedroom floor plan offers privacy, with the expansive primary suite occupying one side of the home and featuring a spacious bathroom with an oversized walk-in closet. Across the loft area are two additional bedrooms, each equipped with ceiling fans and walk-in closets. A convenient upstairs laundry room includes washer and dryer units. Rent includes Wi-Fi service and routine A/C maintenance. Residents enjoy access to community amenities including a pool, playground, and picnic areas. Conveniently located off Howell Branch Road near shopping, dining, and everyday conveniences, with easy access to major roadways, Winter Park attractions, and surrounding Orlando destinations. Additional Application & Move-In Requirements: A non-refundable application fee of $75 for each applicant is required for all occupants age 18 and older. Renter's Insurance is required and must be obtained prior to move-in. Proof of coverage must be provided before possession of the property will be granted. No pets permitted. Any exceptions, if considered, must receive prior written approval from the Landlord before any animal is brought onto the property. No smoking or vaping is permitted inside the home or garage. Applicants requiring an immediate move-in should plan accordingly. Following application approval, the leasing office requires a minimum of 7 days to prepare lease documentation and receive all required move-in items, including proof of renter's insurance and utility account setup. Utility accounts must be activated and verified at least 24 hours prior to the scheduled move-in date. Once a security deposit is received, the property will be removed from the market. Any remaining move-in funds must be paid in full no later than 7 days prior to the move-in date. If the property is located within a Homeowners Association (HOA), applicants acknowledge that they may be subject to additional HOA application fees, deposits, lease registration fees, approval requirements, rules, regulations, processing timelines, and board review procedures. Applicants are responsible for complying with all HOA requirements. Zen Living Homes & Management is not responsible for HOA processing times, approval decisions, fees, or delays that may impact occupancy dates.

Listing is courtesy of: ZEN LIVING HOMES LLC (407-800-2717)

Listing Agent: Yarmmys Vargas (407-988-6364)

Remarks: 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!

Listing is courtesy of: MEP REALTY INVESTMENTS LLC (407-992-9155)

Listing Agent: Mary Walason (321-274-6724)

Remarks: 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. Water & pest control are included in rent. 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!

Listing is courtesy of: ZEN LIVING HOMES LLC (407-800-2717)

Listing Agent: Nydia Marrero (407-620-6221)

Remarks: Discover this beautifully updated 3-bedroom, 2-bathroom home located in a highly sought-after neighborhood in Winter Park, served by A-rated schools. This property features stunning ceramic tile flooring throughout, a modern kitchen equipped with stainless steel appliances and elegant quartz countertops, and luxurious upgraded bathrooms that offer both style and comfort. Relax on the inviting front screened patio or entertain friends and family in your spacious backyard, which is enclosed by a privacy fence for added enjoyment. Ideally situated, this home provides quick access to shopping, vibrant Downtown Orlando, and nearby colleges, making it a perfect choice for families and professionals alike. SCHEDULE YOUR VIEWING TODAY!!

Listing is courtesy of: DELUXE REALTY OF CENTRAL FLORIDA (407-904-4974)

Listing Agent: Haimdatt Sadoo (321-388-4128)

Remarks: 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!

Listing is courtesy of: TRANSCEND REALTY (407-518-7653)

Listing Agent: Jacob Hara (407-933-5478)

Remarks: 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.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Raquel Elliott (407-921-3772)

Remarks: Enjoy Florida living at its best. Perfectly situated just minutes from Downtown Winter Park, near an abundance of restaurants, movie theater, schools. Close to the I4 and 417, short drive to the beach, mins to Theme Parks, golf courses & airport makes this comfortable 2 bedroom 1.5 bath duplex a must see. The interior features tile flooring throughout for cooler summers and a private backyard that may become your favorite spot to watch the sunset or skip your morning coffee. The kitchen comes fully equipped with microwave, dishwasher, range/oven, and refrigerator. Good size closets provide lots of storage and a 1 car garage is perfect for big boy toys or an expensive auto. The home is conveniently located near top rated schools... Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High. Don't miss out, act now. All measurements are estimated

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Joseph La Rosa (407-592-4667)

Remarks: 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).

Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)

Listing Agent: Mo Jabr (407-571-1441)

Remarks: 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)**

Listing is courtesy of: PREMIER MANAGEMENT GROUP INC (407-370-4400)

Listing Agent: Ken Warren (407-370-4400)

Remarks: 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.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Denise Del Castillo (321-960-3110)

Remarks: 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!

Listing is courtesy of: EXPLORE FLORIDA REALTY SERVICES LLC (407-982-9709)

Listing Agent: Shannon Lee (407-982-9709)

Remarks: Leasing nicely furnished 2 bedrooms, 1 bath, living room, dining room and kitchen in 3 bedroom / 2 bath home. Each bedroom has queen size bed and closet. The kitchen is fully equipped including dishes. The living room has a sofa and tv.The dining room has a table with 4 chairs. The porch has some chairs and a small table. Outside in the back yard is a table with 4 chairs - picnic in your own park like back yard. Ready to move in immediately.

Listing is courtesy of: BLACKFIN REALTY LLC (407-947-9722)

Listing Agent: Scott Banta (407-947-9722)

Remarks: 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.

Listing is courtesy of: ALFANO PROPERTY MANAGEMENT (407-616-5343)

Listing Agent: Rafael Pierluisi (407-221-2185)

Remarks: 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.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Vincent Paige, Pa (407-256-8190)

Remarks: 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!

Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)

Listing Agent: David Carballo (813-767-4897)

Remarks: 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.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Andy Holland (407-948-7172)

Remarks: 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

Listing is courtesy of: ALLEGIANT MANAGEMENT GROUP INC (407-557-3164)

Listing Agent: Elizabeth Santiago Moyet (321-231-2105)