18 houses for rent in Osceola Heights, Winter Park city Orlando CCD Orange County Florida

Don’t miss this rare chance to live on the picturesque brick streets of Olde Winter Park—just minutes from Park Avenue’s premier shopping and dining. This beautifully updated 5-bedroom, 4-bath home features a spacious downstairs primary suite with stunning hardwood floors and soaring vaulted ceilings. A flexible main-level office or guest room adds versatility to the layout. The renovated kitchen is a chef’s delight, showcasing wood cabinetry, granite countertops, ceramic tile flooring, and stainless steel appliances—all seamlessly opening to a generous family room with a cozy corner fireplace. Upstairs, you’ll find three well-sized bedrooms and a charming second-story balcony overlooking a large, private lot—perfect for relaxing or entertaining. Located within the desirable Winter Park school district and just a short bike ride to the zoned elementary school, this home also includes all appliances (washer & dryer included) and full lawn care for added convenience. First, last and secu

Exceptional opportunity to build new or renovate and expand on this desirable lot in Winter Park. Situated on a charming tree lined street and in a neighborhood that is experiencing a great deal of new development. The existing 1950s residence features parquet wood flooring and open living and dining spaces, which overlooks the backyard and open wooden deck. With generous space to work with, there are great possibilities to create your own custom residence. The property is zoned for long-established schools. Lakemont Elementary, which is just down the street from the property, as well as Maitland Middle and Winter Park High. Plus, ideally located within a short stroll to the Winter Park Y, Phelps Park, and minutes to downtown Park Ave's shopping and dining! Property is being sold AS IS

Move-In-Ready Home with a Pool in the Heart of Winter Park! This renovated 4-bedroom, 3-bathroom home offers spacious, comfortable living with thoughtful upgrades throughout. The home features all new windows, modern finishes, an oversized laundry room, and a 2-car garage, adding both style and efficiency. Inside, you’ll find beautifully renovated bathrooms, all fully updated. The primary suite provides a private retreat with a walk-in closet and a luxurious soaking tub, while one bathroom offers a convenient Jack-and-Jill layout, ideal for shared use between bedrooms. The kitchen is designed for both everyday living and entertaining, featuring quartz countertops, a large pantry, sleek cabinetry, and stainless-steel appliances, including a dishwasher, oven, a wine refrigerator, range hood and microwave. The dining area offers a warm and inviting setting for gathering, featuring an electric fireplace and custom wet bar. Additional highlights include ample storage with multiple closets t

Available now! Welcome to this beautiful 3-bedroom, 2.5-bathroom two-story townhome located in the desirable Enclave at Hawks Crest community in Winter Park. Built in 2021, this modern home offers a bright and functional layout with all living areas conveniently located on the first floor and all bedrooms privately situated upstairs. The spacious kitchen features a huge walk-in pantry, ample cabinetry, and an open layout that flows seamlessly into the living and dining areas — perfect for everyday living and entertaining. Upstairs, you'll find all three bedrooms along with a laundry room equipped with a new washer and dryer for added convenience. Enjoy the benefits of gated community living in a prime location within walking distance to Foxtail Coffee Co. And Kelly's Homemade Ice Cream, making it easy to enjoy some of Winter Park’s favorite local spots. This move-in-ready townhome offers modern comfort, a convenient location, and low-maintenance living in one of Winter Park’s most soug

Conveniently located townhouse in the heart of Baldwin Park. Located near the town’s epicenter, this two-story, three-bedroom, 2.5-bath townhome is tucked within a charming courtyard, offering exceptional privacy and a peaceful setting. Everything inside is bright and airy including the kitchen equipped with stainless steel appliances, walk in pantry and built in desk. Relax and unwind in your Primary Suite, with separate garden tub and shower, and double vanities. The home also includes brand new carpet and the ease of an in-unit washer and dryer on the second floor. Enjoy maintenance free living in beautiful baldwin park. The award-winning shopping (even a neighborhood Publix), dining, and entertainment of downtown Baldwin Park are all steps away from your door as well as three community pools, a fitness center, numerous parks and miles of beautiful walking trails. Access to downtown Orlando, Winter Park, I-4, and SR 408 is a breeze. Pet friendly and professionally managed. Call toda

Immaculate, light-filled home available for immediate occupancy. Recently painted throughout (including garage) and meticulously maintained. Book your private showing today. 3 bedu002F2.5 bath with TWO cars garage with 2-control remotes. Livingu002FDining areas, also studyu002Fextra separate area, laundry room with washer and dryer. Social half bathroom on the 1st floor. ALL 3 bedrooms and 2 full spacious bathrooms on the 2nd floor. You will love to have KITCHEN wood cabinets and renovated in 2021 with: granite counter tops, Backsplash, Peninsula ideal to add bar stools for a dining experience, kitchen stainless steel appliances, blinds, Modern Style Fan wu002Fcontrol remote on Master Bedroom and Living area. You will enjoy to have vanity dual sink and modern style faucets and LED lights in master bathroom plus granite counter top and New dual-flushing toilet, shower doors on each bathroom. You will love to have all wood effect laminate flooring and a spacious walk-in closet in bedroom

Welcome to Winter Park living at its finest. This beautifully updated 3-bedroom, 2-bath pool home is perfectly positioned in one of the area’s most desirable and safe neighborhoods, zoned for top-rated schools and just minutes from all major shopping, dining, and everyday conveniences. With a truly central location, everything you need is right at your fingertips. Inside, the home offers a bright, open split floor plan with fresh paint, upgraded flooring, and modern finishes throughout. The kitchen features, and a breakfast bar overlooking the living areas with direct views of the sparkling pool—perfect for both everyday living and entertaining. Step outside to an oversized backyard with a private pool and secure fencing, offering a safe and serene space for everyone, from morning swims to evening relaxation with loved ones and pets. In addition to the attached two-car garage, the property includes a very large storage shed in the backyard with an automatic door—perfect for tools, hobb

Welcome to 1629 Dauphin Ln, a charming home located on a lovely brick-lined street in the heart of Orlando. This residence offers two bedrooms, a spacious fully fenced backyard, and a versatile bonus room just off the kitchen—ideal for a home office, dining area, or flex space. The washer and dryer are conveniently housed in a detached storage shed, which also provides ample room for tools, sports equipment, and seasonal storage. Don’t miss the opportunity to live just minutes from Mills 50, Downtown Orlando, Ivanhoe Village, and more. This home is ready for move-in. Please call to schedule a viewing today!

One or More Photos have been digitally staged. New price! Beautiful three bedroom, two bath one-story home with two car garage located in desirable baldwin park. This home features beautiful wood floors, tile, 12 foot ceilings with crown molding. Inside Laundry Room with newer Washer and Dryer. Cherry Wood Kitchen Cabinets, Stainless Steel Appliances and Large Pantry. Primary Bathroom has dual sinks, soaking tub and separate shower. And Custom Large Walk In Closet. BALDWIN PARK is a well-maintained, vibrant Community easily accessible to CVS, Dining, Entertainment, Hospital, Publix, Restaurants and Shopping. You will enjoy this LIFESTYLE with the Community Amenities that include 2 Fitness Centers, 3 Pools, Community Meeting Space, and a number of Parks and Playgrounds. This location is conveniently located to airports, beaches, bike trails, boating, fishing, lakes, theme parks and all that Central Florida provides. You will love calling this your HOME! Owner may consider a small Non-Sh

Welcome to this affordable and charming 2-bedroom, 2-bath duplex in the peaceful Dover neighborhood of East Orlando. Offering nearly 1,000 square feet of living space, the home features an open floor plan with ample storage, modern stainless steel appliances, laminate flooring, and a beautifully updated interior and exterior. Bright windows fill the home with natural light, creating a warm and inviting atmosphere throughout. The primary suite includes its own private bath, while the second bedroom is perfect for guests, a home office, or a study. Conveniently located near the 408 and I-4 highways, downtown Orlando, restaurants, shopping, and more, this property also falls within the zoning for Dover Elementary, Roberto Clemente Middle, and Colonial High. Move-in ready, this home is ideal for anyone seeking comfort, convenience, and affordability in Orlando

2 Bedroom, 2 Bathroom Home with Office | Furnished or Unfurnished | Near Winter Park Now available with flexible rental options: $2,200/month. Unfurnished (tenant pays utilities). 2,450/month. Fully furnished with water, electricity, and high-speed internet included. Short-term stays may be considered at premium pricing. This spacious 2-bedroom, 2-bathroom home features a dedicated office, making it ideal for remote professionals, traveling healthcare workers, or anyone looking for a move-in-ready home. Conveniently located less than 5 minutes from Winter Park and just 10-15 minutes from Downtown Orlando, with quick access to I-4, Maitland, Altamonte Springs, and major hospitals, business centers, shopping, dining, and everyday essentials, including Walmart Neighborhood Market. Please include your desired move-in date, lease term, and whether you're interested in the furnished or unfurnished option when reaching out

Loving where you live is easy when you have a house like this. Tailor the living space to support the things you value. Bring your unique flair to this spacious floor plan made ready to accommodate your lifestyle. Quality is the first word that jumps to min. Get the best price at ListedBuy! Amenities: pets, dishwasher, washing_machine, internet, couples

Great opportunity to enjoy Downtown Orlando living in a charming piece of history showcasing classic 1925 Spanish Colonial architecture. Ideally situated across from the YMCA with a short walk to Lake Eola and the popular cafes and boutiques of Thornton Park, plus convenient access to local hospitals and major roadways. This detached residence offers two spacious bedrooms with hardwood floors connected by an en suite bath featuring travertine flooring and abundant storage. The inviting family room highlights a wood burning fireplace, original hardwood floors, and newer double pane windows, with French doors opening to the front porch. The full kitchen is well appointed with travertine tile, granite countertops, and stainless steel appliances including a French door refrigerator and dishwasher, and it also provides PRIVATE ACCESS TO YOUR OWN FENCED OUTDOOR SPACE. Residents enjoy use of an on site laundry center with high capacity washer and dryer at no cost, along with one assigned park

Your new home awaits! This modern Orlando home is waiting for you. This PadSplit has a Backyard and Dining area, and it’s newly-renovated and spacious. The kitchen comes equipped with a fridge, sink, oven, stovetop, as well as Upgraded appliances. The nei. Get the best price at ListedBuy!

This beautiful 3 bed, 2 1u002F2 bath townhome located near the Hourglass District offers a large gourmet style kitchen with plenty of cabinet space, granite counter tops, large island with additional sink and nice modern appliances. The primary bedroom has its own large private balcony & walk-in closet. The primary bath offers dual sink vanity, large walk-in shower with garden tub. Bedrooms 2 and 3 have doors leading to the front balcony. The oversized 2 car garage offers plenty of room for 2 cars + extra space for storage

Welcome to this beautifully crafted custom home built in 2004, located in the private, gated community of Spring Lake Pointe, just moments from the lake and convenient access to I-4, 436, Maitland, and Winter Park. Situated on a generous half-acre lot, this 4-bedroom, 5-bathroom home offers thoughtful design across three expansive levels. The main floor features the heart of the home: a warm and inviting living room, a formal dining room, a stunning chef's kitchen, and a secondary laundry area for added convenience. Also on the main level is the impressive primary suite, offering true privacy and comfort with two full bathrooms, two walk-in closets, a private kitchenette, and its own washer and dryer. A second bedroom with a full bath is also located on this floor, ideal for guests or flexible use. Upstairs you will find two additional bedrooms that each have their own private bathrooms, providing space and privacy for everyone. The third floor is a standout feature: a large bonus room

Enjoy peaceful lakefront living in this beautifully maintained, fully furnished (unfurnished option available) single-story home overlooking Lake Lancaster. Timeless character meets comfortable living with original hardwood floors, a wood-burning fireplace, and serene water views from the living room. The open layout connects the kitchen, dining area, and spacious family room—ideal for everyday living and entertaining. The kitchen features granite countertops, a gas range, and ample cabinetry, while built-in desks throughout the home provide flexible work-from-home spaces. A half bath and dedicated laundry room are conveniently located off the kitchen. The private bedroom wing includes three bedrooms and two full bathrooms. Outdoors, enjoy a covered brick patio overlooking the pool, spa, and fully fenced backyard with mature landscaping. Located in the established Lancaster Park neighborhood with easy access to downtown Orlando, ORMC, and I-4. Lawn and pool maintenance included—schedul

Great downtown Orlando location. Furnished, very nicely. The Grande Condominiums.Walk to lakes and parks. Secure, 2 assigned parking spaces

SCHEDULE A SHOWING ONLINE AT: showmojo.com/ltr/15721f3056

Your new home awaits! This newly-renovated Orlando home is waiting for you. This PadSplit has a large backyard and front view of Union Lake! It has a quaint dining area, and is cozy and modern. The kitchen comes equipped with new stainless steel applianc. Get the best price at ListedBuy!

SCHEDULE A SHOWING ONLINE AT: showmojo.com/ltr/2b4fb8804e - Single-family home built in 2014, located in the Waterview Ph 2A subdivision 4 bedrooms, 3 full bathrooms. 2,814?sq?ft across a spacious layout. Enter through a dramatic double-height foyer into a flexible living room that could serve as a den, office, or even a fifth bedroom—especially convenient with a full bathroom next door. The home offers a bright open-concept layout connecting the kitchen, dining area, and family room — perfect for entertaining or family time. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry. It opens to the dining and living areas that overlook the large, private backyard with conservation views. Upstairs, you'll find an open loft/living space, four additional bedrooms, including a master suite with stunning water views, a spacious walk-in closet, and a master bath with a large shower. There's also an upstairs laundry setup for optimal convenience. Interio

Enjoy your private piece of history while staying in Room 6 at the historic Arabella Inn in downtown Orange City, Fl. The Inn was built in 1876 and has a total of 39 rooms. Each room comes equipped with its own bathroom, mini fridge, microwave, coffee pot. Get the best price at ListedBuy!

Very nice 4 plex just one block off the lakefront in St. Cloud. Each unit is two bedrooms, one and half bath. There are two bedrooms and one bath upstairs and a half bath downstairs. The eat-in-kitchen is adjacent to the spacious living room. The kitchen has refrigerator, range and range hood. The utility closet is in the kitchen as well. There is also storage under the stairs. Each unit has sliding glass doors to the back yard with private fenced areas. The roof has been replaced 2025, it is freshly painted outside (building and fences) and it has three newer hot water heaters

SCHEDULE A SHOWING ONLINE AT: showmojo.com/ltr/76b9b830be - 2023 Welcome to 1151 Kingsbarn St, Davenport, FL 33896 — a beautifully maintained fully furnished home located in a desirable and fast-growing community near ChampionsGate. This turnkey property is perfect for tenants seeking comfort, convenience, and a move-in-ready living experience. The home features a bright and open floor plan with stylish furnishings throughout, a well-equipped kitchen, comfortable living and dining areas, and thoughtfully furnished bedrooms designed for relaxation. Enjoy modern finishes, ample storage, and a clean, welcoming atmosphere that feels like home from day one. Conveniently located just minutes from shopping, dining, golf courses, and major highways, with easy access to Disney, I-4, and surrounding Central Florida attractions. Ideal for professionals, relocating families, or anyone looking for a furnished long-term rental in a prime Davenport location. Key Highlights: Fully furnished – mo

SCHEDULE A SHOWING ONLINE AT: showmojo.com/ltr/ea717d70e1 - $500 OFF A MONTH OF RENT! Charming 3-bedroom, 2-bath home located in the heart of Minneola! This well-maintained property offers 1,159 square feet of comfortable living space with a functional layout perfect for everyday living. Enjoy the freedom of no HOA and the added savings of a septic system, helping keep monthly utility costs lower. The home features a bright living area, a practical kitchen setup, and nicely sized bedrooms throughout. Step outside to a spacious yard with plenty of room to relax or entertain—plus, pets are welcome, making it a great fit for animal lovers. Conveniently located near local shops, dining, and major roadways, this home offers both comfort and accessibility. Don’t miss out on this great opportunity—schedule your showing today! _ Frequently Asked Questions: How can I get started? Go to The Realty Medics website! Select the property you want on the Rentals page, click the blue “Schedule A