Winter Park FL Real Estate & Homes for Sale

SPACIOUS, RECENTLY Remodeled Townhome in Winter Park, on quiet street near the Hospital. Newer Kitchen and baths. Vaulted ceilings, Tile flooring in living areas, generous sized bedrooms. Enjoy the Enclosed/Screen Patio with green View and Courtyard, Solar Boosted Water Heater, 2 car garage. Close to shopping, restaurants and parks. Call today for showing.

RIPE FOR DEVELOPMENT in central Winter Park. Value is the LOCATION ! House needs rehab. Surrounded by new & rehabbed homes. Priced for quick sale.

completely renovated Mid-century Bungalow in highly sought-after Winter Park Village. property featuring new flooring, a new kitchen with stainless steel Samsung appliances, and much more. It has a huge bonus room that could be used as an Office, Family room, or Third Bedroom. It is a block away from the Park avenue, has a great school district, and is close to restaurants, shops, and universities.

Spacious and inviting, move in ready 3 bedrooms + office/4th bedroom, 2.5 bath home with bonus room office on 1st floor and loft on the 2nd floor. Split bedrooms plan, screened patio, one car garage. 42 inch wood kitchen cabinets, stainless steel appliances, granite countertop, newer High efficiency A/C 2020, fresh paint inside and out. This townhome is approximately 1900 square feet with one car garage. The downstairs has an office/den with living room and dining room. The custom shelving in the dining room can be illuminated to highlight your family pictures. There is a beautifully decorated half bath on the first floor. The upstairs has two additional full-size bathrooms, bonus room and laundry room. The master bedroom is large with a huge finished walk in closet. The master bathroom suite features a garden tub with a separate shower stall. The additional bedrooms with custom shelving are on the opposite end down the hall and share the second full bathroom. HOA takes care of the roof, building, landscaping, pressure washing of the driveways etc. Gated community. Close to Shopping, medical centers, Winter Park Memorial Hospital, Baldwin Park is literally across the street, Winter Park's Park Ave. 12 min drive, downtown Orlando 15 min, UCF 16 min, Full Sail University 3 min, easy hub to Orlando International Airport ~25 min. Located in the Gated Community of Via Lago in the highly sought-after Winter Park School District.

Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more.Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace.Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer.The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table.The real surprise lies in the lower level"a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck.Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

Gorgeous house in the heart of Winter Park on a cul-de-sac. Custom home with open floor plan and modern kitchen. 4 full bedrooms and a bonus room. 3 of the bedrooms have attached bathrooms. Master bedroom is on the first level. 4 and a half full bathrooms. Ceiling Fans throughout the house. Beautiful backyard with a built in spool(pool/spa) and completely fenced. Very tall ceilings. Lots of storage. Beautiful open staircase. All appliances transfer with the house including a big screen tv and sound system. Built in Alarm system.

NEW ROOF AND VINYL FENCE 2023! PAID OFF SOLAR PANELS! EV, RV AND WHOLE HOME GENERATOR PLUG! HUGE YARD! HUGE DETACHED WORKSHOP! Welcome to your dream home in the heart of the highly coveted Winter Park neighborhood! This exquisite property offers the perfect blend of modern luxury, energy efficiency, and thoughtful design. Boasting 3 bedrooms, 2 bathrooms, and a versatile office/den, this home provides a comfortable and functional living space for every lifestyle.One of the standout features of this home is its commitment to sustainability. The property comes equipped with paid-off solar panels, ensuring energy efficiency and reducing your carbon footprint. Say goodbye to high electricity bills and hello to environmentally conscious living. Additionally, for those environmentally conscious car owners, a dedicated electric car plug-in station is conveniently located on the property.The exterior of the home is equally impressive, with manicured landscaping and a spacious backyard, providing the perfect backdrop for outdoor activities and gatherings. Imagine hosting barbecues, gardening, or simply enjoying the Florida sunshine in your own private oasis.Located in the desirable Winter Park neighborhood, this home offers not only a serene and family-friendly environment but also easy access to top-rated schools, parks, shopping, and dining. Immerse yourself in the vibrant community and take advantage of all the amenities this sought-after neighborhood has to offer.Don't miss the opportunity to make this exceptional property your own. Experience the perfect blend of comfort, style, and sustainability in this 3-bedroom, 2-bathroom home with an office/den in Winter Park - where luxury living meets eco-friendly innovation.

Welcome home to this beautifully renovated 3BR/2BA mid-century modern POOL home, a perfect blend of style and comfort, nestled on a spacious 0.24-acre corner lot. Step inside and fall in love with this newly updated home boasting a contemporary kitchen with granite countertops, stainless steel appliances, and modern cabinetry - a dream for any home chef.Freshly painted inside and out. You'll find new floors, fans and light fixtures throughout. Each bedroom, including a serene master suite, provides a cozy, personal retreat, while the updated bathrooms offer a contemporary, functional design.Step outside to enjoy the expansive backyard with a HUGE pool, promising endless fun and relaxation in your private outdoor haven. The fenced area is perfect for gatherings, pets, and play. A convenient shed adds to the ample storage space.The home's oversized 2-car garage with ample storage and the freedom of no HOA further enhance its appeal. Bring your toys! Situated in the Eastbrook community's Orange County section, this home benefits from top-rated schools including Lakemont Elementary, Maitland Middle, and Winter Park High School. Its prime location offers easy access to shops and restaurants. Plus, close to Winter Park's boutique shopping, trendy dining, Rollins College, UCF, and Full Sail University. Situated on a generous corner lot, this property is waiting for you to call it home. Call today for a private showing.

Downstairs unit next to the community pool and tennis courts. One car carport goes with the unit. Unit was remodeled in 2018. Tenant must be approved by the association. The unit comes with a washer and dryer. Very close to shopping, hospital and downtown Winter Park.

Available now, this cozy 4 bed, 2 bath home is ready for move in! Kitchen features white cabinets and granite countertops with stainless steel appliances. Spacious backyard featuring mature trees and is fenced! Close to shopping and restaurants. Easy application and pet friendly!"Now offering 1% Cash Back on rent with Stake" "Enjoy 1% Cash Back on Rent Each Month with Stake! Receive Rewards for Paying Your Rent! That's Real Cash Back, Not Points! Rent is most likely your biggest expense. Now you can receive a reward just by paying it. Earn Cash Back in your pocket, to save or spend - it is yours!"

Once in a lifetime opportunity! 1/3 acre Winter Park lakefront. Over 100 feet on the water with dock and boathouse. Just imagine beautiful sunrises from your spacious lanai and most of the other rooms in the home as well. Then a quick dip in your pool before the day gets rolling OR maybe cast your line out from the dock and land a nice bass for your dinner OR you could boat over to Hillstones for a gourmet dinner or Shake Shack for a casual meal and watch an amazing sunset. It is on an approximately 300 acre private lake with no public access so you don't have a lot of boat traffic at all hours of the day or night. Occasionally you may see a seaplane land for lunch or dinner. Now a little about the home. It is the epitome of mid-century modern. Custom built in 1958 for the National Sales Director of Dale Carnegie, so price was no object. No cutting corners on anything! There was no annual "Street of Dreams" event at that time, but if there had been, this spacious and well planned home would have been the hands down winner, with its stainless appliances and screened in pool with covered lanai. Intercom with music throughout and much much more.But, that was then and this is now. New roof November of 2023. Entire home replumbed, electric upgraded including new main breaker box. Living area has a 12 foot tall brick fireplace, huge laundry room that is also plumbed for a 3rd bath if you wish. Master suite has a walk in closet as does the den. The one in the den is presently set up as a wine cellar. (Sorry, the wines don't stay.) Oversize 2 car garage with built in cabinets.You really need to see it to believe it. Very possibly it will be "Love at First Sight"!

Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood ceiling and a wall closet, adjoining bath with a shower, dual sinks and the laundry closet for the washer and dryer. The two other bedrooms share the hall bath which is light and bright and has a tub shower. A 12 x 16 sq ft enclosed porch is off the kitchen overlooking the large backyard with an adjacent patio. Two storage sheds in the backyard convey with the property. Home Updates: New Roof in August of 2017, New Electrical panel in August of 2023, Septic System located in the back was Inspected and cleaned out in August of 2023 and the HVAC System in 2018. This home is located minutes from Interstate 4, Downtown Winter Park, Advent Health Hospital and Downtown Orlando.

Nestled in the charming community of Winter Park, 1949 Strathaven Rd. seamlessly blends classic elegance with modern comfort. This four-bedroom, two-bathroom home offers a warm and inviting atmosphere, featuring a new roof, stucco, AC, and water heater. The well-appointed kitchen boasts stainless steel appliances, upgraded cabinetry, and quartz countertops, ideal for both casual meals and entertaining guests. Tile flooring throughout the home. Bathrooms feature beautiful porcelain tile and new vanities. With a spacious backyard and a convenient location near to Lake Baldwin Park, schools, and shopping, this property presents an excellent opportunity to enjoy the quintessential Florida lifestyle in a sought-after neighborhood with no HOA.

Welcome to Winter Park, FL! This charming one-bedroom, one-bathroom apartment is perfectly situated close to shopping and dining options, making it an ideal location for those seeking convenience. The community offers a refreshing pool where you can relax and unwind, and the lawn care service ensures a well-maintained and picturesque environment. With laundry facilities conveniently located on-site, you can easily take care of your laundry needs. Additionally, this apartment provides lake access, allowing you to enjoy the serene beauty of the nearby lake. Don't miss out on this fantastic opportunity to experience the best of Winter Park living.

Under Construction. Look no further than this beautiful modern farmhouse being built on a generous one-acre lot. Tucked back toward the end of a quiet road, the lush green lawn is bordered by picket fences and horse farms. You'll love the private country feel, while enjoying all the conveniences that Winter Park has to offer. The open-concept floor plan features 4 spacious bedrooms and 3 full bathrooms, plus a large upstairs bonus room and 3 car garage. If a pool is right for your family, there's plenty of room to add the pool of your dreams. Don't miss the opportunity to select your finishes to truly make it your own! Home is being sold As-Is and not the completed home.

Newly Renovated 4-bedroom 3-bath pool home in Virginia Heights Winter Park neighborhood. Zoned for Audubon k-8 School.

Nestled in a cozy Winter Park neighborhood, this 3 bedroom/2 bath home is just steps away from Park Avenue, Rollins College, UCF and 436. It's been updated with a newer roof and A/C and has a family-friendly open plan. The family room has sliding glass doors leading to the spacious fenced backyard with a large patio. The kitchen has granite countertops, wood cabinets and stainless steel appliances. Flooring throughout is either ceramic tile or classic vinyl plank--no carpet!! Bathrooms have also been updated with new vanities and the master bathroom features a large walk-in shower. Oversized garage with extra storage space. Enjoy the top-rated Winter Park schools and no homeowners association!

This sophisticated New York-style condo, located on the fifth floor, offers picturesque tree-top and lake views. The one-story unit, spanning over 2000 square feet, has been beautifully updated with custom millwork throughout. It delivers an open layout featuring oversized living and dining areas that lead to an outdoor porch, perfect for indoor/outdoor entertaining. The stylish kitchen is well-equipped with custom wood cabinets, stainless steel appliances, granite countertops, and center island with breakfast bar. The condo includes a spacious guest suite with double closets and a dramatic guest bath with custom designer vanity & lighting plus large walk-in shower. The very generous Owner's suite offers plenty of additional lounging areas and treetop views. The spa-like owner's bath boasts dual custom vanities, a soaking tub, and a large walk-in closet with built-ins. Additional features include specialty glass panels doors throughout, automated blinds in the living room, and an indoor laundry closet. The well-maintained complex, located on the shores of Lake Osceola, provides underground parking and a storage closet, along with amenities such as a pool and community room. Notably, the property comes with a deeded boat slip to the Chain of Lakes. Situated just steps away from Winter Park's vibrant Park Avenue, residents can easily enjoy cafes, eateries, museums, and boutiques, as well as the convenience of Sun Rail/Amtrak. Overall, this condo offers a luxurious and convenient lifestyle in a sought-after location. The Condo fee includes: ELECTRIC, GAS, WATER, SEWER, MAINTENANCE, ON SITE MANAGER, POOL, GROUNDS MAINTENANCE, ROOFS, INSURANCE EXTERIOR and more. Mail and packages delivered to your front door - Easy Living!

Come and see this beautiful efficient fully equipped

One or more photo(s) has been virtually staged. This charming Orwin Manor POOL home in Winter Park is ready for a new owner! This home has 2 bedrooms with another room that could be an office or third bedroom, along with two full bathrooms. The front door entry is filled with light from 3 large arched windows. As you enter the living and dining spaces, you will notice the original hardwood floors and beautiful gas fireplace for those cozy evenings. The Kitchen is open to the Family room with high ceilings and both overlook the back yard with Screened Porch and open Pool. The Master bedroom has 2 large closets and adjoins a full bathroom with double sinks and tub/shower. The Second bedroom can share this bathroom. Toward the back of the house is another large room that could be used as a 3rd bedroom or office with the second full bathroom nearby. There is an interior Laundry room off of the Kitchen. With a screened Porch leading to the Pool area, there is plenty of room for lounging and relaxing with friends and family. Don't miss the large storage/utility room with laundry tub. Recent upgrades include: Roof replaced 2023, HVAC replaced 2022, electrical panel has been updated and home has fresh interior paint and new carpet. This location is conveniently nestled between downtown Orlando, College Park and Winter Park with easy access to shopping and restaurants. This home has been listed in the City of Winter Park historic register.

A NEWLY RENOVATED, FOUR bedroom/2 bath POOL home in Winter Park! This lovely ranch style house offers lots of pleasant surprises from the brand new roof to the beautiful wood-look ceramic tile floors. As you arrive at the paver driveway, and step inside through the front door entry, notice the open floor plan and gorgeous updated kitchen. Continue to roam through the house and observe the many upgrades including a fully renovated primary and hallway bath. Meander out to the back of the house and catch a glimpse of the screened patio extension, huge private back yard, and the fabulous in ground pool complete with a large pavered sundeck. This delightful home can also be leased furnished for an increased monthly rental amount. Conveniently located near Advent Health Winter Park, Phelps Park, Winter Park YMCA, Park Avenue, and Interlachen Country Club. Call for your showing appointment today!

STUDIO CONDO LOCATED IN WINTER PARK PERFECT FOR SOLO LIVING OR FOR COUPLES. GROUND FLOOR UNIT WITH 549 SQFT. HAS A COMBO LIVING AREA/BEDROOM WITH NEW KITCHEN CABINETS AND GRANITE. COMMUNITY OFFERS A POOL WITH A DOG PARK. CALL WITH ANY QUESTIONS.

Welcome to the heart of Winter Park! This beautiful first floor condo is located in one of the town's most iconic buildings, Park Aire. Nestled between the famous Winter Park Golf Course and downtown area where shopping and dining are a must! Other close by attractions include, the Morse Museum, Central Park, Hannibal Square and Scenic Boat Tours. This updated condo features beautiful wood floors, updated kitchen, and nice view from oversized windows. Park Aire has a beautiful private pool area and lush garden area as well as reserved underground parking. This is a great opportunity to live on one of the most well known streets in Central Florida! Call for your showing today!

Beautiful newly built corner unit townhome, located in the heart of Winter Park. This open floor plan will please the most demanding resident. Enjoy natural light throughout every room and notice the MODERN DESIGN and UNIQUE FINISHES. Elegant GOURMET kitchen with STAINLESS STEEL appliances, WALK-IN pantry, DESIGNER soft-close WOOD CABINETS, easy-care QUARTZ COUNTER-TOPS in Kitchen & Bathrooms. The New Cairo oak wide plank wood flooring throughout the home and carpeted bedrooms upstairs provide comfort and style. Every bedroom includes an extended closet and is custom-made California Closets in the Main suite. Wide alley grey paver driveway, attached two-car garage with windows, and street parking. Control your daily air conditioning needs from your smartphone with your fully programmable Nest Thermostat. LOCATION AT ITS BEST!!! You are minutes away from downtown Winter Park and Park Avenue's unique shopping with local and international restaurants, nearby Rollins College, Winter Park Tennis Courts, and many parks to enjoy the outdoors. This WELL-MAINTAINED COMMUNITY is surrounded by beautiful MATURE LANDSCAPING and TREES providing a lush canopy of greenery, which is both aesthetically gorgeous. Within biking distance to the unique eateries, upscale shopping, and exciting cultural activities of PARK AVENUE and WINTER PARK VILLAGE, you can immerse yourself into the full Winter Park lifestyle right away. In addition to your opulent dining and shopping options, you're only a short drive from Orlando Museum of Art, Orlando Science Center, Dr. Phillips Center for the Performing Arts, Audubon Park Garden District, Leu Gardens, and Downtown College Park. Also, just minutes from Advent Health Hospital, Rollins College, Amway, Sunrail, Orlando City Stadium, I-4, and 408. Stay active and enjoy a morning walk/run or bicycle ride on the nearby Cady Way Trail. For art lovers, marvel at all the treasures and artworks featured at the world-famous Winter Park Art Festival. Washer and dryer are present but in as/is condition and for tenant convenience only. Small pets allowed (2 pet max, 40lb weight limit) with approval, additional pet fee per pet, and additional security deposit per pet. There is also an additional $20 pet application fee for the first pet, $15 for the second pet. Please review our full pet policy here: https://rentcare.petscreening.com/**FIVE STARS ***** RESIDENTS BENEFIT PACKAGEResidents are enrolled in the Resident Benefits Package. There is an additional $35.00 a month charge for this added to the advertised rent and is considered additional rent. This (RBP) includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application.**RENTERS INSURANCE REQUIRED

LOCATION! LOCATION! LOCATION! - WINTER PARK, the most desirable area in Central Florida. GATED NEW community HAWK'S CREST, Three bedroom townhome in a gated community with swimming pool, playground and park.