Apartments for Rent in Winter Park, FL

Beautiful Vintage Condo Home For Rent! 2 Bed 2 Bath ( AVAILABLE MOVE IN NOW! ) Come View This Amazing 2 Bed 2 Full Bath Condo home for Rent in Orlando, FL! - HOME SWEET HOME! Welcome home to this spacious 2 bed 2 Full bath home! Wood Flooring all through out the home great for entertaining family and friends. The Open kitchen highlights a beautiful open concept. There is also 2 Full Bathrooms located in the home, makes it wonderful for a guest to come over and have access to their own private bathroom. As you make your way around the house you will find a spacious master s

A Virtual Tour Video Is Available On Our WEBSITE! This property is managed by Amy Spano at ext. 224. 2-bedroom, 2-bathroom, 1st floor Winter Park Apartment. Conveniently located near Minnesota Avenue and Fairbanks Avenue, just minutes from Park Avenue, dining, shopping, and entertainment. This spacious apartment features a unique layout with a private bathroom connected to each bedroom. The front of the unit offers a comfortable living room, while the dining area is located just off the kitchen toward the rear of the apartment. The unit includes two assigned parking spaces

Welcome to your dream rental home! Two separate master suites Electric car charger hook up Expansive open-concept floor plan Gorgeous quiet conservation area Located in a highly desirable, premier gated community, this spectacular 5-bedroom property offers luxury living with ultimate privacy. The backyard backs up directly to a protected conservation area, meaning you will enjoy serene, natural views with absolutely no rear neighbors. Inside, you will find an expansive, open-concept floor plan designed for modern living and effortless entertaining. Every single bedroom in

Beautifully upgraded 2-bedroom, 2-bath condo in the heart of Winter Park! Located in a sought-after 55+ community surrounded by mature, lush landscaping, this charming condo offers the perfect blend of comfort and convenience. Enjoy a short walk to Mead Botanical Garden or the shops, dining, and entertainment along Park Avenue. With easy access to I-4, downtown Orlando, hospitals, shopping, and everything Central Florida has to offer, this is Winter Park living at its finest!

Property Status: Active Welcome to 3005 Casselwood Street, a charming single-story villa in the desirable Winter Park. Recently updates include brand new luxury plank vinyl flooring throughout. The bonus room had been recently converted into and 3rd bedroom. This beautiful home offers an open floor plan with vaulted ceilings & natural lighting. Inside laundry closet for convenience and a screened patio & fully fenced backyard - perfect for relaxing or entertaining. Move-in ready, this home offers comfort, convenience, and style in one of Central Florida's most sought-after

RENT:$2995 FOR 12 MO YEAR LEASE RENT $2895 FOR AN 18 MO LEASE SPECIAL!! $500 OFF THE 1ST MO RENT IF YOU SIGN A LEASE BEFORE NOV 30! This charming custom built rock solid block home features 2 bedrooms, 2 full bathrooms, formal living and dinning room separate, family room or bonus room. It has many updates throughout and beautiful wooden floors! Large lanai overlooking spacious and private back yard. One car electric garage and parking pad. A must see home! The City of Winter Park is full of culture, quaint antique shops, dining, shopping and so much more! Enjoy the lif

Welcome home to Parkview Village, a quiet 21-unit community in Winter Park just minutes from Orlando. This spacious 2-bedroom, 2-bathroom unit offers 1,022 square feet of comfortable living space — plenty of room to spread out. Enjoy the ease of a well-maintained community with responsive on-site management, and rest easy knowing this home is enrolled in our filter replacement program, so a fresh air filter is delivered right to your door. Conveniently located in Orange County, Parkview Village puts you close to Winter Park's shops and dining, with easy access into Orlan

1/1 1st floor Condo with separate living & dining rooms, All Tile flooring, fresh paint. All kitchen appliances, Washer dryer facilities in the complex. Walk to shopping, supermarket, restaurants. Water & sewer included....... Don't miss it. Will not Last! RV / LB

Property Id: REDT55J4 Welcome to your dream home at 258 Balfour Street! This stunning 3 bed, 2.5 bath single-family property in Winter Park features modern amenities including dishwasher, washer, dryer, and more. With a spacious garage and central heatpump, this home is perfect for you. Don't miss out on this opportunity - schedule a viewing today! Call Ben 407-474-3485

Townhouse in Winter Park! Totally Renovated 3 bed 2 bath townhouse. Large Living room. Dinette off of kitchen. Updated kitchen with stainless steel appliances. Wash and dryer hook ups inside closet. Big master suite. Good size covered porch in back. Enjoy the 2 community pools, playground, tennis and shuffleboard courts! Good schools. Zoned for Lake Howell High School. Must see! This property offers an option of a security deposit-free lease using Obligo’s billing authorization technology for qualified tenants and well as a mandatory Tenant Benefit Package. *** Hoa requi

Move right into this beautifully updated 1-bedroom, 1-bathroom home in the quiet, tree-lined Parkview Village community — 750 sq. ft. at an unbeatable Winter Park address. Wood-look plank flooring flows through the open living and dining area, leading to a private screened-in patio. The updated kitchen features white cabinetry, stainless steel appliances, and a breakfast bar, while the spacious bedroom offers a large walk-in closet. Enjoy mature landscaping, brick-paved streets, and on-site parking, all just minutes from Winter Park's shops and dining. Rental Requirement

Property Status: Active Virtually Staged. STUNNING FULLY REMODELED CORNER-UNIT TOWNHOME IN THE HEART OF WINTER PARK! AVAILABLE FOR IMMEDIATE MOVE-IN - WATER INCLUDED IN THE RENT! Welcome to this beautifully renovated 2-bedroom, 2.5-bathroom, two-story Townhome featuring high-end finishes, gorgeous flooring, a modern kitchen with stainless steel appliances, and stylish upgrades throughout! The first floor offers a spacious living area, convenient half bathroom, and indoor laundry closet, while upstairs you'll find two comfortable bedrooms with full bathrooms. Enjoy the comm

Welcome home to this beautiful 2-bedroom, 2-bath, 2nd-floor condo in the desirable Parkview Village community near Semoran and Aloma! Offering an expansive and inviting layout, the kitchen opens seamlessly to the spacious living and dining areas, creating a comfortable space for both everyday living and entertaining. Off the living area, a sliding glass door leads to your private patio—the perfect spot to enjoy your morning coffee or unwind at the end of the day. The kitchen overlooks the living and dining rooms and features a full suite of upgraded appliances, including a

Waterfront Living in Winter Park — Welcome Home Tucked away in the Villas of Casselberry, this 3-bedroom, 2.5-bath home has one of those settings you appreciate a little more every day. Water just beyond the backyard, a screened lanai to enjoy it from, and a layout that feels comfortable the moment you walk through the door. Inside, cathedral ceilings bring height and natural light into the main living space, while the kitchen with stainless steel appliances opens naturally into the dining and living areas. It’s open without losing that warm, at-home feeling. The first-

Property Status: Active Virtually Staged. Looking for a 3-bedroom rental in the Winter Park/Casselberry area? This home in Villas of Casselberry offers 2.5 bathrooms, a downstairs primary suite, and a fenced backyard with a screened patio. At approximately 1,397 square feet, the home features vaulted ceilings and large windows that bring natural light into the living and dining areas. The downstairs primary bedroom includes a private bathroom and walk-in closet. Upstairs, two additional bedrooms share a full bathroom, while a half bath downstairs serves guests. The kitchen

Property Status: Active PRICE ADJUSTMENT. Cozy two badroom two bathroom condo for rent with Specious living room and Updated kitchen. This Unit futures a huge balcony that runs the length of the condo. The master bedroom has balcony access, walk in closet and ensuite bathroom. The second bedroom has access to the other full bathroom. conveniently located close to Shopping center, airport, UCF, Valencia College, Full Sail University and more! Office Phone: (407) 621-1253 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker

1381 Orchid Ave is a beautiful 3-bedroom, 2.5 bath townhome in Winter Park! This home welcomes you into the main living area which features an open floor plan feel with the kitchen overlooking the spacious living area. The kitchen has an entire suite of stainless-steel appliances including the refrigerator, range, microwave and dishwasher. Continuing upstairs, all bedrooms and both full baths are located on the second floor. The master suite features a walk in closet and en-suite bathroom, with dual vanities and glass enclosed shower. Additional bedrooms feature spacious c

Property Status: Active Enjoy the best of Winter Park living at 1751 Westchester Avenue! Ideally situated in the charming Orwin Manor neighborhood, just minutes from Park Avenue, this move-in-ready 3-bedroom, 2-bath residence offers the perfect blend of comfort, privacy, and convenience. Inside, an inviting single-story layout features updated vinyl flooring, fresh interior paint, updated fixtures, and a refreshed kitchen complete with new appliances. Step outside to a screened lanai overlooking a private, fenced backyard, offering an inviting space to relax and unwind. Ad

Property Status: Active Prime Winter Park rental opportunity! Conveniently located near top universities, shopping centers, restaurants, and major highways, this well-kept apartment delivers exceptional comfort and accessibility. Community amenities include a swimming pool and landscaped common areas. Pets considered on a case-by-case basis with size approval. Prompt scheduling is recommended, reach out today to set up your private walkthrough! Office Phone: (407) 587-9241 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/brok

Charming 2 Bed / 2 Bath Condo in Winter Park Villas – Water Included in rent! Welcome home to this charming 2-bedroom, 2-full-bathroom condo located in the desirable Winter Park Villas community. Designed for comfortable and convenient living, this bright and inviting home features durable tile flooring throughout, ceiling fans, and large windows that fill the space with abundant natural light. The fully equipped kitchen comes complete with an electric range, refrigerator, dishwasher, microwave, garbage disposal, and plenty of cabinet storage. Enjoy the ultimate convenie

Property Status: Active Lakefront 3 Bed/2 Bath Home on pristine 137-acre private ski and fishing lake in sought-after Winter Park (Seminole County) with a newly renovated dock. Located on a quiet, dead-end road, adjacent to Bear Gully Point with a private boat ramp, renovated dock, and huge, open backyard. Faces east for amazing sunrises and perfect views of Cape Canaveral launches and is 5 min walk to access Seminole County Bike and Running Trails. Located conveniently to the most exclusive private schools, Trinity Prep, Master's Academy,and Seminole County's best public

Property Status: Active Welcome to your Florida retreat! This beautifully maintained 3-bedroom, 2-bath home offers a bright, open floor plan perfect for both relaxing and entertaining. Enjoy a spacious living area filled with natural light, a modern kitchen with sleek finishes, and a serene primary suite with a private bath. Step outside to your fenced backyard-ideal for weekend BBQs or simply soaking up the Florida sunshine. Conveniently located near top-rated schools, shopping, dining, and Orlando's world-famous attractions, this home offers the perfect balance of comfor

Welcome to luxury living in the heart of Winter Park! Located in the prestigious Douglas Grande, this stunning 3-bedroom, 3-bathroom residence at 100 S. Virginia Ave #320 offers an incredible layout, beautiful views, and an unbeatable location just steps from Park Avenue's bustling shops, world-class dining, and vibrant local events. Home Highlights Spacious Layout: 3 full bedrooms and 3 full bathrooms providing comfort and privacy. Picturesque Views: Enjoy beautiful scenic views right from your living space. Dedicated Parking: Includes two private parking spaces. Conv

SPECIAL!1 $300 OFF THE 1ST MO RENT IF YOU SIGN A LEASE BEFORE 11/30! This Spacious 3bd/2ba home with a fenced yard is located in the community of Winter Green in Winter Park. The Home has a Livingroom/dining room combo with tile and carpet flooring throughout. Kitchen appliances include: Refrigerator, range and dishwasher. Large master bedroom that has a walk-in closet and spacious master bath. Community amenities include: Community pool and tennis courts. VIRTUAL TOUR:https www insidemaps com app walkthrough-v2 ?projectId=twiThpsWDc&env=production To apply for this

Property Status: Active 450 Canton Avenue - Winter Park, FL | $3,000/mo Charming and spacious, this beautifully located rental sits just 2 blocks from Park Avenue, offering walking-distance access to Winter Park's best restaurants, boutique shopping, and Winter Park Village - plus easy access to the Winter Park Train Station for effortless commuting. Step inside to find a thoughtfully laid-out floor plan featuring a front living room with a cozy wood-burning fireplace, a separate family room, formal dining room, and a versatile den just off the dining area - perfect for a

Property Status: Active A charming community in the heart of Winter Park. Spacious, modern interiors welcome you inside, as a collection of convenient resident amenities allows you to relax and enjoy residential life in style. Fully equipped kitchen opens into a spacious living room. Throughout your community, you'll find elevated amenities designed to complement your day-to-day. Enjoy a relaxing happy hour in the central Zen Garden, or a lively afternoon barbecue with neighbors at the outdoor grills. You'll also have access to on-site washer and dryer facilities for seaml

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 m

Property Status: Active PERFECT FOR ROOMMATES AND SMALL FAMILIES! Spacious 2-bedroom townhome-style condo in desirable Winter Park; each bedroom has its own bathroom for added privacy and convenience. Enjoy NEW APPLIANCES, in-unit washer & dryer, central A/C, designated parking, community pool, playground, and a PRIVATE FULLY FENCED PATIO perfect for relaxing or entertaining. Excellent location, approximately 5 minutes to Full Sail University and convenient to Barry University Dwayne O. Andreas School of Law, UCF, Valencia College, and Rollins College. Close to shopping, r

Property Status: Active Welcome to breathtaking waterfront living at Lake Virginia Condo community in Winter Park. Gorgeous water views from every room in this fourth floor, 915 sqft, 1-bedroom, 1.5-bathroom end unit overlooking Lake Virginia and the Lake Virginia-Osceola Canal. Step inside and immediately you're greeted by Lake Virginia through the large floor to ceiling sliders. The roomy bedroom and bathroom provide comfort and convenience, while a private balcony off the master bedroom invites you to unwind by the water. The L-shaped kitchen is large enough to cook and

Property Status: Active A charming community in the heart of Winter Park. Spacious, modern interiors welcome you inside, as a collection of convenient resident amenities allows you to relax and enjoy residential life in style. Fully equipped kitchen opens into a spacious living room. Throughout your community, you'll find elevated amenities designed to complement your day-to-day. Enjoy a relaxing happy hour in the central Zen Garden, or a lively afternoon barbecue with neighbors at the outdoor grills. You'll also have access to on-site washer and dryer facilities for seaml

1st Floor Condo In Winter park Florida

You will receive an Email Response within 24 Hours of your Online Inquiry Please Check your Email! Great End Unit 3/2 Townhome, Open Floor Plan on First Floor, One car garage, View of Pond and Conservation area in back. Close to Shopping, Restaurants. Sorry- no smokers, no pets, no college students. Available to See Soon.

Property Status: Active This active, single-family rental listing at 7033 Easter St, Winter Park, FL 32792. This spacious residence features a 4-bedroom, 3-bathroom split floor plan spanning 2,151 heated square feet, situated on an expansive, fenced 0.76-acre lot down a quiet, unpaved lane. The exterior highlights include a private, screen-enclosed swimming pool (with chemical and pool maintenance fully covered by the landlord), a massive backyard, and three dedicated storage sheds perfect for equipment or hobbies. Inside, the home offers open-concept living spaces, dual m

This updated Winter Park gem offers a bright, inviting layout in a highly sought-after location just minutes from Park Avenue. Unit G features a comfortable living area with plenty of natural light, a well-appointed kitchen, and a spacious bedroom designed for easy everyday living. The community has a clean, well-kept feel, with convenient access to shopping, dining, Rollins College, and major roadways. If you’re looking for a charming, move-in-ready space in one of Central Florida’s most desirable neighborhoods, this unit delivers a great blend of comfort and convenience.

Property Id: FYSP5VU5 QUIET. CLEAN. CLOSE. Welcome to 741 Minnesota Ave at The Crossing at Winter Park, a spacious 3-bedroom, 4-bathroom, two-story single-family home in a quiet, well-maintained Winter Park community. With a modern open-concept floor plan, private bedroom suites, excellent storage, and a convenient location near Park Ave, UCF, Full Sail University, Rollins College, AdventHealth, Orlando Health, parks, shopping, dining, and recreation, this home offers space, privacy, and convenience in one great location. The first floor features a bright open-concept liv

Property Status: Active Welcome to 800 W. Canton Avenue, a very cute and very clean 2 bedroom, 1 bath home in the heart of downtown Winter Park! This charming rental offers a comfortable living room plus a separate den that works beautifully as a home office, family room, or flex space. Fresh paint, tile flooring throughout, and updated appliances give the home a bright, move-in ready feel. The full bath features a tub/shower combo, and a dedicated indoor laundry room adds everyday convenience. Step outside to a little back patio overlooking a nice, big backyard with plent

Welcome to this beautifully updated 3-bedroom, 2-bathroom home, thoughtfully designed with modern finishes, abundant natural light, and comfortable spaces for everyday living and entertaining. The entire home features luxury vinyl flooring, creating a stylish and cohesive look throughout. The recently updated kitchen is truly the heart of the home, showcasing crisp white cabinetry, elegant white quartz countertops, and stainless-steel appliances, a perfect setting for anyone who enjoys cooking and entertaining. The living room provides plenty of room to welcome family an

Move in ready condo for rent at Parkview Village Condominiums in Winter Park This unit boasts: -Carpet Throughout -Stainless steel appliances -Granite Counter tops in the Kitchen -Washer and dryer -Second floor unit -Community is conveniently located across the street from Full Sail University, and just minutes from Downtown Winter Park 12 - Month Minimum Lease $85 Non-refundable Application Fee (18+) Please note, we require all applicants to have - a combined monthly, net household income of 3x the monthly rent, - good standing credit - minimum score of 600, - and no p

Property Status: Pending Nestled within the gated community of Hawks Crest, this meticulously maintained 4 bedroom 3 bath ONE story home offers a timeless design, modern comfort, and effortless Florida Living. This stunning home presents an exceptional opportunity to enjoy one of Winter Park's most desirable lifestyle communities. A welcoming entry opens to light-filled interiors where soaring ceilings, elegant finishes and a thoughtfully designed open-concept floor plan creating a seamless flow throughout the home. Luxurious white ceramic tile spans the home, enhancing th

55+ Senior Living in Winter Park 100% off rent for 2 month(s) on a 12 mo lease Other Concessions: Up to 2 Months base rent free on select units, Enjoy comfort, style, and an active lifestyle in a beautiful 55+ community in Winter Park! ✨ Explore modern one- and two-bedroom apartment homes featuring stylish finishes, contemporary appliances, and thoughtfully designed living spaces. Residents can enjoy a welcoming clubhouse, fitness center, engaging activities, and a vibrant social calendar—all supported by a dedicated onsite management team. 📍 Winter Park, Florida 🏡

Property Status: Active Virtually Staged. Move right into this beautifully updated pool home in the highly desirable Winter Park Estates community, offering an exceptional combination of storage space, flexibility, and location. New A/C (2026), Freshly painted throughout (2026), New Kitchen Countertops coming soon (2026) this move-in-ready home features an open-concept layout filled with natural light, seamlessly connecting the living, dining, flex room and kitchen areas for effortless everyday living and entertaining. The spacious kitchen offers ample cabinetry, generous

Property Status: Active Welcome to this beautifully renovated 2-bedroom, 1-bathroom second-floor condo on picturesque Lake Killarney. This move-in-ready gem offers the perfect blend of modern conveniences and serene lakefront living. The stylish kitchen features granite countertops, a contemporary backsplash, and new stainless-steel appliances, including a dishwasher and a convenient combination washer/dryer. The bathroom is tastefully designed with a walk-in shower, while new luxury vinyl flooring flows seamlessly throughout the condo. A screened-in patio provides lake vi

This charming 2-bedroom, 2-bathroom condo offers 1,018 sq. ft. of comfortable living space on the first floor in the desirable Parkview Village community. The unit features an open-concept living and dining area, a screened-in rare porch perfect for relaxation, and an inside utility closet with washer/dryer. Located just steps from the community pool, this condo is also ideally situated near shopping, dining, and top-rated schools. Enjoy easy access to Full Sail University, Rollins College, Baldwin Park, and major roadways like SR 436 and SR 50, making commuting a breeze.

Property Status: Active Discover refined living in the heart of Winter Park in this beautifully appointed 4-bedroom, 2.5-bathroom single-family pool home. Immediately to the right of the entryway, a beautiful private office provides a convenient and quiet space for working from home or studying. Filled with natural light, the home features an inviting open layout, and a spacious living area centered around a cozy fireplace. The stylish kitchen showcases light gray cabinetry, sophisticated gold-tone accents, a center island, and generous space for cooking and entertaining.

Property Id: S8YGFDJA First floor, spacious living area, quiet neighborhood, shaded and screened patio faces a courtyard/garden w/ seating. Incredible location short distance to Park Avenue, Rollins College, Trader Joes/Whole Foods/Publix, I4 exit, & shopping plazas. Ten minute drive to Downtown. -One reserved parking spot in front of unit door. Several visitor parking spots along side unit -Ramp or stair access -Community pool -On-site laundry facility with several machines -Zoned for Killarney Elementary School, Glenridge Middle School and Winter Park High School. FE