Homes for Sale in Winter Park

Lovely updated, pristinely maintained downtown Winter Park unit with pool and LAKE VIEW. This 2 bed 2 bath large unit offers 1267 square feet of living space. Enjoy your expansive views of the picturesque lawn, pool, and LAKE OCSEOLA. Your updated kitchen boasts beautiful upgraded granite, white solid wood cabinets, stainless steel Kitchen Aid appliances, instant hot water dispenser, Ferguson fixtures, and Casablanca fan. All the bathrooms have been updated as well with granite, glass doors, heater/exhaust fans, Ferguson fixtures and safety bars. The secondary bedroom includes a built-in queen size murphy bed for added functionality. The Bosch washer/dryer are located in the primary bedroom closet area. Add hurricane windows, Primus bump-proof locks, burglar bars, a covered parking space, a 2022 CARRIER AC system to the fact that unit can be purchased FURNISHED- including high-end, newer, furnishings make this a true move-in-ready property. The Cloister's is a well manicured and maintained community, located in downtown Winter Park. It offers a heated pool, putting green, fitness center, on site manager, clubhouse, not to mention private lake front park, dock and boat slips on the Winter Park chain of lakes. All this combined with your downtown Winter Park neighborhood. Two blocks from Park Avenue shops, restaurants, Art Festivals, concerts, farmers markets, and events equals the dream lifestyle.

Under contract-accepting backup offers. Amazing renovations have been performed over the past seven years. Once entering you will be amazed. The ceilings have been raised in the family room and kitchen to cathedral style. All new light fixtures throughout the home with additional adjustable can lighting. New double pane windows, French doors, and slider. Beautiful plantation shutters to allow you the ability to regulate the amount of light you prefer. Salt pool conversion was performed in 2017 to enhance your enjoyment. New fence, luxury vinyl plank flooring. All matching Samsung appliances featuring a self-induction stove. The attention to detail when designing the kitchen has a special touch for sure. Right down to the refrigerator compartment was pushed back to house the deep dimension. Enormous waterfall countertop island sits 6 and has a matching kick plate just like the breakfast bar backsplash. You are going to love living in the exclusive, well-maintained community of Lake Waunatta Woods! “Beautifully kept” is the right description for this neighborhood. Here’s your introduction to good neighbors and great living. Picture coming home from work and relaxing while tending your backyard garden, and then taking a dip in your pool or unwind in the spa. With no rear neighbors, a fenced backyard, and a lot that is just over a quarter acre. new lawn sprinklers along with flora tan in the front and citra blue in the backyard. You will look forward to your “quiet hours” in surroundings and will be excited to get home from a long day out. If you like to entertain and host intimate dinner parties, or pool parties, there is plenty of parking for guests. Imagine enjoying mangos from tree in your own backyard. Act quickly! Drive out today and see the home you’re dreaming of before it’s gone. Make the first step to better living and start your new life now!

COMPLETELY RENOVATED - BRAND NEW ROOF! This residence is nestled in highly sought-after Winter Park, FL. This luxurious 3-bedroom, 2-bathroom home offers the perfect combination of elegance and functionality, making it ideal for a family who desires the best of both worlds. Upon entering, you will immediately be captivated by the stunning porcelain tile floors that seamlessly flow throughout the open floor plan. The spacious living area boasts vaulted ceilings and a striking brick fireplace, creating the ultimate ambiance for entertaining guests or enjoying quiet evenings at home. The kitchen is a chef's dream, featuring stainless steel appliances, new kitchen hardware, and an abundance of storage and counter space. With three generously sized bedrooms, including a lavish master suite, there is ample room for everyone in the family to unwind and relax. Outside, you will find a resort-style pool surrounded by stone accents and a lush, tropical landscape. The screened-in patio offers the perfect space for al fresco dining and enjoying the beautiful Florida weather year-round. Situated in the business district of town, this home is just minutes away from Winter Park's premier shopping, dining, and entertainment options. Don't miss this opportunity to own a piece of paradise in one of Central Florida's most desirable communities. Schedule a private tour today and experience luxury living at its finest at 220 Blossom Lane.

Under contract-accepting backup offers. Welcome to 610 S Ranger Blvd in Winter Park, Florida! This spacious 5-bedroom, 3-bathroom home offers versatility and an inviting layout perfect for a variety of lifestyles. Whether you're looking for extra room or a flexible floor plan to accommodate your growing needs, this home has it all. As you step inside, you're greeted by a bright living room filled with natural light from the large bay window, creating a warm and open atmosphere. The layout flows seamlessly into the heart of the home, where a functional kitchen awaits your personal touch. One of the highlights of this property is the enclosed Florida Room—a versatile space offering year-round comfort. This airy retreat opens directly to the large in-ground pool and spacious backyard, making it an ideal spot for both relaxation and entertaining. The home’s layout is designed for privacy and flexibility. The primary bedroom, tucked off the dining room, provides added seclusion, while two additional bedrooms are located on the opposite side of the home. The back wing features two more bedrooms and a versatile office or craft room, perfect for use as a guest suite, home office, or multi-generational living space. With a new roof, updated major mechanicals, and a solid foundation, this home is ready for you to make it your own. Situated in the sought-after Winter Park Pines neighborhood, you're just minutes away from Winter Park Pines Golf Course, Orlando International Airport, Advent Winter Park Hospital, Rollins College, University of Central Florida, Full Sail University, local parks, and the shopping and dining of Park Avenue.

Welcome Home to Winter Woods! This beautifully upgraded move in ready home at 1981 Japonica Road offers modern living with a wonderful feeling of home sweet home. Every inch of this property has been thoughtfully updated, starting with a new roof, new electrical and new windows to ensure energy efficiency and peace of mind. At first glance you will see this spectacular gourmet kitchen featuring new high-end appliances such as a LG refrigerator and stunning LG double wall oven, perfect for culinary enthusiasts. As you step inside to admire the new floors that flow throughout, creating a warm and inviting atmosphere. Outdoors, the expansive space truly shines with newly installed interlocking pavers covering 4,485 sqft, offering ample room to park up to 14 cars! Enjoy the convenience of a Level 2 EV charger and the ambiance of solar lights adorning the fence, setting the stage for evening gatherings. Whether you're hosting a large gathering or enjoying a quiet evening, this home features a new outdoor grill perfect for BBQs and entertaining. This home combines style, functionality, and luxury, making it a must-see in the desirable Winter Woods community. Truly, one-of-a-kind home, a show stopper and ready to start making memories. No HOA & Everything renovated in 2022! Don’t miss out on this exceptional property!

Location! Location! Education! Sounds like a worn out expression in Real Estate but that is Exactly what the lucky buyer gets with this Winter Park Pool home and there are probably few better with this combination in Central Florida. To start the New owners will have Private access to Lake Berry about 2 blocks away which features a Boat ramp and Fishing dock. Skiing OK. From your New home head South about 5 miuntes to popular Baldwin Park which offers many choices in restaurants, shops and recreational areas such as baseball fields, soccer fields and open areas to walk and jog.Very nice Dog park. About 6 to 8 blocks to the North is well respected Advent Health hospital. Travel about 5 minutes to Aloma and about 5 more minutes West on Aloma and you are in Downtown Winter Park. East on Aloma there are also many choices to shop and dine. Winter Park high is about 4 blocks from home. Once home for the weekend invite the family and friends to enjoy this open floor plan as they relax in the 34 x 17 Pool or perhaps mingle in the 40 x 12 screen porch as you cook at the 26 x 07 Outdoor kitchen. Do not overlook the 18 x 10 wood shed as it has electric and surround sound and certainly can be developed into office, getaway or playroom for kids with an A/C unit and some paint. A few other features include a inside Laundry room and built in pullout drawers in pantry and kitchen. Built in Hutch. Primary bedroom has sliding doors with direct access to pool. Home has been and should be about your Family gatherings as it will accommodate them Perfectly !!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

**This property qualifies for a closing cost credit up to $4,400 through the Seller’s preferred lender.** Welcome home to this charming 4-bedroom, 2-bathroom pool home zoned for top-rated schools in the Seminole County District of Winter Park! Sitting on almost ½ an acre, this spacious lot provides room for your boat, trailer, RV and more! Make your way inside to find the formal living and dining room up front with the floor to ceiling accent mirror wall. This split floor plan features the primary bedroom to the left with the pass-through updated bathroom connecting to a guest bedroom that would make the perfect nursey or at home office. The kitchen located at the heart of the home is the perfect space for family and friends to gather year-round with the dinette on the side, granite countertops, stainless steel appliances, and floor to ceiling cabinetry. Skylights in this open concept space draw in the natural light while creating a cozy feel in the living room tucked up at the back. The fireplace on one side with the sliding glass doors with serene views out back are the perfect setting for frequent movie nights at home. Step out back to the covered patio looking out to the new screened porch with your private solar heated pool and newly resurfaced deck. This fully fenced yard provides ample amounts of privacy while lounging in the pool or running around in the grassy area out back with the little ones. Recent upgrades include new windows, new fence, AC 2020, water softener, new duct work, new insulation, replumbed 2024, interior paint 2024, new bathrooms, new kitchen soft close cabinets, led lighting and under cabinet lighting, new appliances, new washer and dryer, and termite bond. Conveniently located in the coveted Winter Park neighborhood, this home offers easy access to top-rated schools, upscale shopping destinations, gourmet restaurants, and a vibrant cultural scene. Don't miss the opportunity to experience the best of Florida while living in this exceptional property. Schedule your private showing today!

Welcome to the luxury of Winter Park condo living, just steps from the world famous Park Avenue! You will be delighted to step into elegance in this charming first-floor condo with 9' ceilings in the highly sought-after Villages of Winterset Condominiums. Picture this – a simple stroll from your doorstep leads you to Park Avenue's enticing shopping and dining delights, the Morse Museum's cultural treasures, the vibrant energy of Rollins College, the refreshing greenery of the Winter Park Golf course, and the convenience of Sun Rail's commuter train. Immerse yourself in the charm of Central Park, where art festivals, concerts, movies, and events unfold right before your eyes. The Winterset mid-rise building offers key-secured access and a convenient call box for welcoming visitors. The lobby extends a warm welcome with a lounge area, perfect for unwinding or greeting your guests. Indulge in the pristine amenities of this well maintained community – a generously sized private pool, sun deck, and a grilling area designed for your leisure. Now, let's talk about this freshly painted gem of a corner unit – bathed in natural light and adorned with stunning travertine floors. The fully remodeled kitchen (2024) features granite countertops, new cabinets, all new stainless steel appliances and overlooks the spacious dining space. The open-concept dining into living room leads you to the open-entry sunroom that features energy-efficient impact-resistant sliding glass doors that overlooks a paved patio and lush greenery. Both of the bedrooms feature brand new carpet and beautiful plantation shutters that offer privacy and energy efficiency. The welcoming primary suite, boasts a walk-in closet and elegant make-up vanity with a large walk-in tile shower, big enough for two! The guest bath exudes charm with warm wood cabinetry and a tub/shower combo. Live the carefree lifestyle you've been dreaming of in this exclusive Winter Park haven, surrounded by multi-million dollar condos and homes. A property like this will not be available long. Call for your private showing today!

Price Improvement! LOCATION, LOCATION, LOCATION PLUS SELLER OFFERING OWNER FINANCING! Single family residential, located near the best parts of Winter Park, Park Ave is only a few miles away. Desirable midcentury modern 3-bedroom open plan with dining area and Florida room, located near the medical arts district of Winter Park. 1st position Owner Financing, subject to acceptable terms. Property has been historically residential use, Zoning is O-2 allowing for continued residential, convert to medical office or your small business use, possible other uses, land is highly desirable in this Winter Park location. The immediate area has a brand-new state of the art wellness center and updated Advent Health Hospital Winter Park, both only around the corner. Would be exceptional for your medical specialty practice with similar uses nearby. Property features hardwood floors a full kitchen with all appliances including washer dryer. Property covered by tranferable termite bond. Buyer will need to confirm requirements with the city of Witner Park for their intended use, if other than residential. Don’t miss your opportunity to see it today. Buyer will be responsible for confirming room measurements.

Short Sale. Great Opportunity!!! Price reduced. COMPLETELY RENOVATED, Move-in ready! WINTER PARK SCHOOLS-- ...5 Bedroom 3 bathroom home on a cul-de-sac in beautiful Lake Waunatta Woods. This stunning home offers a wide open great room/kitchen floor plan, perfect for entertaining. The beautiful updated, bright kitchen features a large island, stainless steel appliances, and quartz countertops. The entire home has been meticulously designed to blend a new chic look with the homes original beauty. Glass double doors lead from the great room to an office (5th bedroom). The Primary bedroom has floor to ceiling windows overlooking the lush green front yard. The primary bath includes zero entry shower with handheld and rain shower heads. Two Sliding glass doors off the kitchen/great room lead to a covered screened patio and peaceful garden retreat fenced backyard. The garage is oversized and the large driveway easily fits 6 vehicles. Roof 2019, 2022 updates include: NEW PLUMBING, NEW ELECTRICAL and LIGHTING, 1 of 2 AC is NEW AC (2nd AC is not new but has recently been serviced), NEW Tankless WATER HEATER, ALL NEW APPLIANCES, NEW FLOORING, NEW BATHROOMS, NEW INTERIORS PAINT, NEW GARAGE DOOR and Opener, NEW BATHROOMS, NEW DOORS, NEW HARDWARE, NEW BASEBOARDS, Smooth surface ceilings and walls. This incredible home also boasts an ideal location and with top-rated schools: Lakemont Elementary, Maitland Middle and Winter Park High.

Under contract-accepting backup offers. SELLER MOTIVATED! Welcome to this mid-century gem in Winter Park, perfectly located just a five-minute drive from Park Ave and within reach of top shopping, restaurants, and excellent schools. This 4-bedroom, 3-bath pool home sits on just over 0.3 acres and boasts over 2,200 square feet of living space. Enjoy suburban living with a huge backyard, a front yard with a fenced-in garden area, and charming architectural details throughout the home. Inside, you'll find tiled flooring and gorgeous hardwood floors in three of the bedrooms, exposed beams, and modern updates that include a newer roof and newer A/C The kitchen and bathrooms have been tastefully updated, blending classic charm with contemporary conveniences like remote lighting. The master suite features a private entrance leading out to a newly replaced wood deck (2023), offering tranquil views of the backyard. Your home should be your oasis, and the previous owners had this in mind when designing the outdoor space. The vast backyard features a newly surfaced and tiled pool (2024) with a brand-new resort-style deck and patio (2024), perfect for relaxation or entertaining. The pool pump was also replaced in 2022. NOT TO BE MISSED is the oversized detached garage, which includes a versatile air-conditioned space below for storage, a home gym, or other needs. Above, you'll find an additional 600 sqft flex space with its own full bath, ideal for a man-cave, teen hangout, homeschooling, mother-in-law suite, rental property, art or music studio, home office, or whatever you can imagine. This home has been lovingly updated and maintained with the highest quality and care, making it a rare find in this sought-after area. Close to top-rated schools, parks, shopping, dining options, and major highways, making it an ideal location for families and professionals alike. Don’t miss out on this incredible opportunity – schedule your private showing today, as this home won’t be on the market for long!

Under contract-accepting backup offers. NO HOA. Dual Master Suites. One main, and one mother-in-law or guest suite. All single story, no stairs. NEW POOL DECK. NEW POOL PUMP. POOL RESURFACED.NEW ROOF (installation in progress). Totally renovated. NEW HOT WATER HEATER. NEW FLOORS. POOL RESURFACED. NEW POOL DECK. NEW POOL PUMP. NEW ALL TURF BACK LAWN (NO Mowing). NEW PUTTING GREEN (for your backyard golfer). Full Security system. Get ready to relax & have fun enjoying your new home!! Accessible and convenient, with a fabulous all-turf backyard to unwind, entertain, or make fantastic memories with those you love. Your deepwater private pool (that used to have a diving board) is the highlight of this sunny Florida oasis, including a Mini-golf putting green, outdoor dining, and plenty of space to lounge and relax when you're not on the go. Just 14 miles (30 mins) from Orlando International Airport. 20 mins to the Amway Center, Exploria Stadium, and the Dr. Philips Performing Arts Center for MLS soccer games, concerts, conferences, ballet, theater, NBA basketball games, and more. With both the University of Central Florida (UCF) and Valencia Campuses at similar proximity, this property is close to everywhere you want to be. Take the dogs for a walk around Lake Baldwin, just south, or enjoy the beachside dog park there. Ideal for a brisk run, a rejuvenating bike ride, or an invigorating rollerblade the Cady Way Train connects to the Lake Baldwin path, so you can expand your adventurous outings an additional 13 miles, beyond the 2.5 miles that wrap around the quaint peaceful lake. Baldwin Park is the best place to gather or getaway on your day-to-day. Visit the Winter Park Farmers Markets every Saturday, and take a stroll up Park Ave or take a world-class boat tour of the Winter Park Chain of Lakes after a fantastic Sunday Brunch at any of the local restaurants you know and love. Whether you're gathered around the dining room table laughing and playing board games after dinner, or cuddled up on the sofa in your open great room, watching the flickering fire on a brisk winter day, or streaming your favorite binge-worthy show, there is plenty of room for you to live your life in the best possible way. The split-floor plan gifts privacy from the master wing located off the kitchen and convenient to the backyard oasis/pool. The ensuite guest bath is a rare treat for company and residents alike. Kissed with glowing natural light in every room, this well-laid-out functional flow makes it easy to enjoy every tranquil moment your new home offers you. Turn these moments into memories and live your best life daily! POOL RESURFACED. TURN-KEY OPTIONAL (furniture optional in separate private purchase). Ring Camera. Security System. Updated/Renovated Bathrooms. Bright. Open. Airy. Comfortable. Welcoming. Fun. Cozy. Entertaining. Easy. Relaxing. Refreshing. Peaceful. Happy. Inviting. Private. Convenient.