Winter Park FL Real Estate & Homes for Sale

This exquisite, 5-bedroom, 4.2-bath new Mediterranean-style home is just a short stroll from Park Avenue's shops and restaurants in Winter Park's exclusive Park Grove neighborhood. No details have been spared in this Gallimore-built masterpiece, with12-ft. ceilings, crown molding and custom accents throughout. A grand foyer opens into a spacious living room with a beautiful chandelier, with gorgeous marble-style flooring throughout adding to the luxurious feel. A gourmet kitchen includes a large island, top-end appliances, a large walk-in pantry, lots of cabinets and a large dining area overlooking a private, fenced back yard and pool. The first floor features a large master retreat with large walk in closets and custom cabinetry, a beautiful master bath with dual sinks, spa bath and separate entrance to an outside shower. Just down the hall is an executive office and entrance to a 1-car garage, with a separate 2-car garage, all with insulated doors and walls, on the other wing of the first floor. This side features a spacious great room equipped with the latest technology, another bedroom, a full-size laundry room and even a pet shower. The second floor includes 3 additional ensuite bedrooms and a loft, with two of the bedrooms overlooking the private backyard with access to a large patio/balcony. Also upstairs is a small room perfect for a photo workroom or storage area. The home features exceptional curb appeal with a pavered driveway and lush landscaping. Great for entertaining, it includes a summer kitchen, pool bath and waterfall pool feature. Move-in ready, this new home has been pre-wired for a generator, 7 security cameras, and includes lightning rods for added protection.

Centrally located townhome in Winter Park between Park Avenue and downtown Orlando. Close to Park Avenue, Winter Park Village, AdventHealth, Rollins and I-4. Steps from shops, restaurants, coffee shops, banks and Publix. Light and bright open floor plan with flexible living spaces. Updated kitchen with 5 burner natural gas range and stainless steel appliances for the chef in you. Beautiful wood floors throughout the main level, stairs and upstairs hall. Master bedroom with bay window sitting area and walk in closet. Inside laundry room with utility sink leads to two car attached garage. French doors from the kitchen/family room area lead to courtyard patio with gas grill hook up. Brand new A/C installed June 2020 and carpets professionally cleaned. New exterior building paint July 2020. Home is move in ready.

Large single family pool home fronting a beautiful fountain pond in a Winter Park cul-de-sac. Take a dip in the pool or lounge on the deck! This split floorplan features 5 bedrooms, 3.1 baths with an oversized rear 2 car garage, front and rear porch, eating space in kitchen, walk-in closet, vaulted ceilings and more. It's minutes away from several parks, shopping areas, schools and hospitals.

*Buyer financing fell through.* Stunning new townhome community in the Heart of Winter Park! Multiple units available. Built by award-winning Osprey Custom Home Builders, this 3 bedroom, 2.5 bath end unit home has been designated a Florida Green Certified Home and offers a highly-desirable, open-concept layout with designer finishes throughout. On the first floor you’ll find your living and dining room areas and the gourmet kitchen with maple cabinets and waterfall quartz countertops, as well as Samsung stainless steel appliances. A French door leads to the private courtyard and attached 2-car garage. Upstairs are the three bedrooms, including the master suite that has been beautifully appointed with a luxurious bath and large walk-in closet. The additional two guest room are comfortably sized and share a hall bath wit the same high-end finishes as the master bath. Located just minutes from Park Avenue, Downtown Orlando, and many other Central Florida attractions, this Smart Home is a must see and is move-in ready. Home Warranty included. *Matterport Walk Thru Tour Available*

Desirable Winter Park location, location. Easy walk to Lakemont Elementary School, WP YMCA, Phelps Park and just minutes from Park Ave. 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. Large lanai overlooking spacious and private back yard.One car electric garage and parking pad. This adorable home welcomes you to beautiful hard-wood flooring throughout this gem. A must see home! NO HOA. The City of Winter Park is full of culture, quaint antique shops, dining, shopping and so much more! Enjoy the lifestyle perks of a truly sought after location. Pure potential. Prime for new construction. Sold "AS IS".

One or more photo(s) has been virtually staged. Price reduction. Priced to sell. Historic Downtown Winter Park prime location on Lake Osceola, part of the famous Winter Park Chain of Lakes. Just steps to outstanding restaurants and shopping on Park Avenue. Close to Morse Museum, library, Rollins College, parks, churches, Sun Rail, Winter Park Golf Course and much more. Light and airy condominium. Freshly painted interior, master bedroom with private master bath. 3rd bedroom used as office with sitting area overlooking the beautiful grounds and pool. Access to spacious lanai from living room. Condominium is first-floor end-unit. Very private. Spacious rooms and large mirrored closets throughout, an abundance of storage provided. Upgraded sliding doors and energy efficient windows, updated plumbing, new refrigerator and new (2020) air conditioning. Community features heated pool, fitness room, sauna, clubhouse and putting green. There is a boat dock for full-time residents to use when available. Assigned covered parking. Surrounded by million dollar plus condominiums in this premier location. Your opportunity to own this outstanding private residence with easy access to all amenities awaits.

Beautifully updated 3 bedroom 2 bath Home with all the upgrades including Crown Molding throughout! Beautiful new flooring throughout and tons of upgrades. Great attention to detail in this Beautiful upgraded home with Stainless Steel appliances and Granite countertops. Soft close solid wood cabinets in kitchen. This home also has a beautiful swimming pool and deck has been redone with new pavers surrounding the deck. **** New Roof**** built in 1969/2019 sprinklers are on a well to save you money!! Come and tour this Beautiful home now as it will not last !! Home will come with a brand new AC system.

Pre-Construction. To be built. Perfectly located between the tranquility of nature and the best in local shopping, restaurants and bars. Lake Killarney Townhomes offer private boat slips and peaceful views of the lake. A short walk from Whole Foods and shopping and dining at Winter Park Village, these exquisite townhomes are also only a quick bike ride from Park Avenue – an excellent spot to meet with friends and family for boutique shopping, brunch and cocktails. A waterfront enclave of 30 contemporary urban townhomes nestled on the shores of Lake Killarney, elegant, modern design, coupled with the coveted Winter Park address, make Lake Killarney townhomes a hot commodity in a much sought-after area.

Pre-Construction. To be built. Pre-Construction. To be built. Perfectly located between the tranquility of nature and the best in local shopping, restaurants and bars. Lake Killarney Townhomes offer private boat slips and peaceful views of the lake. A short walk from Whole Foods and shopping and dining at Winter Park Village, these exquisite townhomes are also only a quick bike ride from Park Avenue – an excellent spot to meet with friends and family for boutique shopping, brunch and cocktails. A waterfront enclave of 30 contemporary urban townhomes nestled on the shores of Lake Killarney, elegant, modern design, coupled with the coveted Winter Park address, make Lake Killarney townhomes a hot commodity in a much sought-after area.

Under Construction. This custom 5-Bd/5-Ba/2-HBa contemporary/transitional pool home has been uniquely designed with an exceptional selection of neutral materials, finishes, and lighting to create a warm and elegant atmosphere. Situated on a generous 75' x 170' lot, this stunning 4,398 SF under air and 5,429 total SF open floor plan residence boasts 5 full en-suite baths, 2 half baths, great room, office, loft, bonus room and an over-sized 3-Car garage. The main level is centered around a natural light-filled great room with soaring ceilings, feature fireplace wall with built-in shelves, brick decor wine room with ambient and chilled wine storage, and stately engineered hardwood floors throughout. Large glass sliding doors overlook the covered lanai, pool and outdoor living space, providing the perfect flow for indoor-outdoor entertaining areas. The state-of-the-art open gourmet kitchen features custom-built hardwood cabinetry, rich 3cm quartz countertops, Thermador refrigerator, 6-burner natural gas cook top, two convection ovens, stainless steel appliances, a magnificent island bar with impressive quartz top, and walk-in pantry. The main floor master suite boasts an exquisite bath with spacious custom shower, elegant freestanding tub, quartz counter tops, and abundant walk-in closet. Additional luxuries include a laundry on both floors, smart-home capabilities, insulated Low-E windows, whole-house water purification and solid wood interior doors. Energy costs will be kept to a minimum with the high efficiency zoned HVAC units, LED lighting throughout and on-demand gas tankless water heaters. Exterior accented with painted brick entrance, impressive and durable brick-paved driveway with poured in place concrete curbs, and unrivaled estate landscaping. Conveniently located and only a short distance to the vibrant downtown Winter Park which offers an array of fine shops, restaurants, museums, and more! Under construction, move in ready in October 2020. Private tours can be accommodated as the builder works to complete this gorgeous property. [The plan, elevation, and rendering are an artist's conception intended to serve as a general guide which may vary from the actual plan and home as built. The price shown does not include optional features or upgrades, which may be included with an additional cost and subject to construction delays.]

Located in the heart of Winter Park this home is one of the LOWEST PRICED per square foot you will find! EXTENDED FAMILY? Fabulous 3-way split floor plan with spacious master retreat on main floor along with two other bedrooms provides plenty of privacy for everyone. Front bedroom with en-suite has separate side entrance, making it ideally suited for the extended family, an office or nanny quarters. Soaring ceilings and windows allow natural light to spill into the living areas and the open design is an entertainer’s delight, providing an easy flow throughout the main floor. A double-sided, wood-burning fireplace is the centerpiece dividing the formal living room and family room. The functional kitchen opens to the family room and is sure to please the cook in the family, with upgraded appliances and huge flex room adjoining it. Perfect for a mud room, crafts or awesome pantry! Plenty of closet space and storage, wood flooring and recessed lighting thru-out, Italian stone fireplace, granite, marble and slate finishes, custom built-ins, crown molding, coffered ceilings, and so much more. Relaxing backyard with large patios and tropical fruit trees has plenty of room for a pool. Separate gardening/potting area, outdoor shower and shed with electricity. This home has it all, including NEW hurricane impact windows in 2015, self-cleaning, whole house water purifier system, an A+ location, great schools, and just minutes away from Park Avenue, Advent Health Winter Park campus, Baldwin Park and great shopping and dining. Available immediately, this home will not disappoint.

One or more photo(s) has been virtually staged. Under Construction. We are less than 2 weeks away from completion! Welcome to your Brand-New Winter Park modern-transitional residence with luxury finishes, a superb layout, and an incredible location on a brick-lined street! With over 4,100 square feet under air and 5,100 total square feet, this custom home on a 0.26 acre oversized lot makes a statement with its circular driveway and side-entry garage, laser-cut wrought-iron railing details, and stately elevation. Located within walking distance to Winter Park Hospital, Lakemont Elementary school, the YMCA, and less than 5 minute drive to Park Avenue, you'll be in the heart of it all on a charming brick-lined street with beautiful homes. Step inside to find towering 11-foot ceilings and smooth-finish level 5 drywall, 24x48 porcelain tile IMPORTED from Spain installed with zero grout lines (no Carpet in this home!), modern LED-backlit ceiling detail, and 10-foot glass sliding doors leading out to your covered lanai and SWIMMING POOL, all fenced in with mature landscaping. A formal office with walk-in closet and french doors greets you as you walk in, followed by a huge open great room and kitchen with double-waterfall natural quartz island, gourmet appliances, double upper cabinets and industrial range hood, and custom backsplash. The Downstairs master suite is your private oasis overlooking the pool and features a spa-bath with more imported italian tile floor-to-ceiling, a free standing tub, dual vanities, and huge master closet measuring over 11 x 10 feet with built-in storage. An additional downstairs guest suite with marble tile bath sits adjacent to the downstairs laundry (plus there's an upstairs laundry too!). As you climb the oak-wood tread staircase you'll notice the wrought-iron railings are one-of-a-kind laser cut. The natural light in this home is superb with southern exposure across the rear of the home, and open loft upstairs with 3 large picture windows overlooking the pool and backyard. Upstairs you'll find three large bedrooms, one of them an en-suite with walk-in closet, plus a nook space overlooking the front of the home and the additional laundry space. Extra foam insulation was used in this concrete block constructed home to provide more energy-efficient living. Just a short drive to Rollins college, Winter Park High School, Trinity Catholic prep, St. John's elementary and tons of restaurants, shops, and the Winter Park Chain of Lakes... You can have it all with a brand-new, energy efficient home in the heart of 32789 winter park! Call today.

Brand New Construction! This Just Completed, Open Florida (with a hint of modern farmhouse) style 5 bedroom 4 1/2 bath custom home has 3064sqft of living area with both the master bedroom AND an in-law suite downstairs for true multigenerational living! Designed by 2017 Parade of Homes winner RBE Construction with both a formal dining room and.....a private HOME OFFICE. The Master suite overlooks the large covered rear patio and Master Bath has a spa-like vessel tub, a separate shower, custom finished cabinetry, and large walk-in closet. Kitchen is open and overlooking the family and breakfast with a huge island, stainless steel Samsung upgrade wifi appliances, 42” upper all wood cabinets with soft closing doors, and stone countertops. Extensive use LED recessed lighting and Wide Luxury Plank flooring throughout most of the entire first floor. Highly Energy efficient windows, insulation, and AC with wifi thermostat, and “Ring” doorbell. 2 car garage with wifi opener, and covered front entry porch. There is a SECOND MASTER UPSTAIRS along with an open loft PERFECT FOR YOU VIRTUAL HOMESCHOOLER and a rear upper screened patio. This lot has mature trees in the front yard and room for a pool in the rear yard. Within walking or biking distance of top rated Winter Park schools and beautiful Baldwin Park. Close to Park Ave shopping and dining. Deep In the heart of Winter Park, Kenilworth Shores has become the latest trendy, highly desired area due to the location, trees, and large lot sizes of the existing 1950’s style homes. This lot enjoys gated access to Lake Berry with it’s private boat ramp and boat dock for exclusive use of members of this small voluntary HOA only! Winter Park schools, Lake access, close to Park Ave, Walk to Baldwin Park…..all this in an established Winter Park Neighborhood for under $290/sqft! Just waiting for you! Approved Builder Centricity/Bonded Builders 10 year new home warranty included! Builder offering $3000 Decore Credit with acceptable offer! Fl License #CGC053577

Charming and one of a kind home in sought after Winter Park-offering a detached garage with a guest retreat to include a full bath. Sellers have just installed a brand-new roof and new quartz kitchen counters, this home provides many other updated features. You will fall in love with the character of this home from the leaded glass doors, glass doorknobs and great living space with incredible natural lighting, two fireplaces and a plethora of French Doors. With new ways of having work from home and school spaces needed, this home offers separate rooms for office, library or schoolwork. Kitchen offers brick accent walls, stainless appliances and wood cabinets with great storage space. Family room is welcoming with a wood burning fireplace and views of the courtyard. Flex/bonus room on main floor for an extra media space, den, play area or exercise room.Dual staircases lead you upstairs to your bedrooms which are very nice sized and room for desk or larger furniture. This home features a finished basement and wonderful storage spaces. Enjoy your traditional sized pool that has plenty of room for floating or play. Beautifully landscaped grounds and fenced in yard. Utilize the guest space above the garage for work from home, game room, fitness or media space. This home is located a short drive to Adventhealth Winter Park, Park Avenue, Rollins College, boutique shopping, fine dining and entertainment. Work downtown? Less than a 15 minute drive away. Buy with peace of mind with a one year home warranty being offered to the buyer through American Home Shield. Call today for your private tour of this amazing oasis.

One or more photo(s) has been virtually staged. Great value condo located in beautiful Winter Park, FL- spacious and great location. New roof to be installed. This property is a two bedrooms, two bath condo with a separate loft area upstairs. You will immediately feel welcomed, at peace and free once you enter this spacious condo with tall ceilings throughout. This property has Master ensuite downstairs and split bedroom plan with second master bedroom away from family room. Upstairs loft you can turn into third bedroom, office space, crafts room or yoga/reading area. Enjoy the welcoming and bright light shining through the sky lights as you relax upstairs. Or snuggle up and enjoy the fireplace located in the open floor plan downstairs. It definitely doesn't feel like you are in a condo at all; plenty of space for relaxing, and changing up the routine. Wet bar located near kitchen and dining area, thus offering another area available for enjoyment. Kitchen provides separate breakfast eating area as well. This condo has porch area located in the back which serves as a great space for entertaining, gardening or for grilling. Minor updates needed to make this place a dream come true. If all of this wasn't enough, this condo community has tennis courts, clubroom and pool area available for its residents. This condo meets it all: it has beautiful light/layout/ potential, has amenities, great price and conveniently located. Easy access to both Seminole County and Orange County restaurants, shopping, colleges and parks. Minutes away from I-4, Altamonte Mall and Hospitals. Don't miss this opportunity to call this your new HOME. Schedule your showing today!

Under Construction. The epitome of the Winter Park lifestyle has been lavishly designed through this custom DREAM home! This luxurious, meticulously detailed 4 bedroom/4.5 bathroom home is a paradigm of classic Winter Park living- from its brick & siding exterior elevation to the exquisite details inside from floor to ceiling. Beyond a functional entryway space with a helical staircase, the home flows into a luminous, open-concept living, dining, kitchen and patio area. The family-style kitchen is equipped with a large island with quartz countertops with a waterfall edge, herringbone backsplash, solid wood cabinets, wet bar and custom wine bar, and a suite of high-end stainless steel Thermador appliances including a 48-inch duel-fuel Pro-Harmony gas range with griddle, and a pro-series Thermador dishwasher and refrigerator. This opulent home boasts an array of sleek finishes such as solid core wood doors, coffered ceilings, wood flooring, double-paned casement windows, accordion doors, Samsung front-load washer/dryer, interior & exterior wood burning fireplaces, canned lighting, bonus room with temperature controlled storage, tongue & groove ceiling details and many more! There are 2 master bedrooms, one upstairs, one downstairs and each are adorned with large walk-in closets, custom shelving and gorgeously designed ensuites. Each bedroom throughout the home boasts its own large closet and ensuite! With walkability and bike-ability to Park Avenue, this superb market location is close to shopping, dining and doing!

ROOM TO ROAM! Highlighted by an in-law suite, this 4 bedroom 3 bath home hold lots of flexibility! From the recently updated kitchen to the wide open spaces in the great room and enclosed patio, you will enjoy a peaceful breakfast nook, fenced yard, ceramic tile floors and oversized, detached 2 car garage which, as it is attached to the home by a breezeway, could also me modified as a secondary in-law apartment making this THE ULTIMATE CHOICE for your growing or multi-generational living situation. As portions of the property are located in both Orange and Seminole Counties, you can CHOOSE YOUR SCHOOLS! Lake Howell High School and Winter Park High School are both options for you!

Move in Ready!! Amazing one story, FULLY Renovated home located in one of the most beautiful streets in Winter Park.New Metallic Roof, New electrical, new AC Unit, new landscape, new kitchen, new flooring, new bathrooms, this is a MUST SEE! This home has a very modern style to it and an open floor plan, being everything that a family home should be. Big laundry room and loads of space for storage as well. OVERSIZED Lot with HUGE Swimming pool ideal for enjoying the Florida summer. Centrally located near Downtown Orlando, Baldwin Park, Baldwin Dog Park and so much more, making this an ideal location to raise a family. More pictures to come soon!!

This Winter Park Pines pool home is move in ready. This 3 bedroom 2 bath home offers built in book shelves, a large guest bath, and granite in kitchen. This home offers the flexibility to meet your lifestyle needs with 2 extra rooms that can be used as offices, exercise rooms, or whatever you need. There is plenty of storage space with a work room in the garage and a large storage closet for all your outdoor toys off the back of the house. You will enjoy your private backyard oasis featuring a great patio area, sparkling pool and vinyl fenced backyard. Super clean. Close to Winter Park Hospital, Cady Way Trail, Rollins College, Full Sail. Park Avenue shops and restaurants are only a short drive away. Great schools. All bedrooms now have carpet. Room dimensions are approximate and must be verified by Buyer.

Welcome home to 948 Poinciana Lane in Winter Park’s most sought-after neighborhood, the Vias. This four-bedroom, three-and-one half bath pool home offers a sophisticated interior with formal living and dining, yet a modern and open design for every day living. At the heart of the home is the beautifully updated kitchen with custom cabinetry, black granite counters, stainless steel appliances, an island and a breakfast nook large enough for a full-size table. French doors and large windows along the back of the home provide fantastic natural light throughout the downstairs living areas and allow for seamless transition between indoor/outdoor entertaining. The oversized master bedroom suite is located on the first floor. Offering private access to the pool, the master suite offers a luxurious spa bath with jetted tub, double vanities, and his and hers walk-in closets. Take the stairs to the second floor to find three spacious bedrooms, two full baths, and a bonus/game room. Above the two-car garage is another large room, ideal for a home office, home gym, playroom, storage or any number of uses. Perhaps the best thing about this gorgeous home is the outdoor living space. Fully fenced in, the backyard is a private, tropical oasis where you will want to spend many summer evenings. A covered lanai overlooks the tranquil pool, spa, and reserved corner with outdoor fireplace. Additional features throughout the home include hardwood floors, high ceilings, crown molding, fireplace, and so much more. Located in minutes from Park Avenue, residents of this community enjoy access to the Winter Park Chain of Lakes through Lake Maitland, as well as A-rated schools (Dommerich/Maitland/Winter Park High) and convenient access to restaurants, shops, the Raquet Club, parks, trails, and so much more. Video tour available. Schedule a showing today.

COME LOOK AT THIS!!! It is a charming 3-Bedroom/2 Bathroom home sitting in a highly sought-after area of Winter Park. The home features beautiful hard-wood flooring throughout the living room, dining room and bedrooms. The City of Winter Park is full of culture, quaint antique shops, dining, shopping and so much more! This is an excellent location as you will be just minutes away from magnificent Lake Baldwin Park which has a dog park for your furry friend and picnic areas to enjoy. The home is near local schools and local hospitals AdventHealth Winter Park and Orlando VA Medical Center. Property is occupied so take a drive by the property, without disturbing the tenant, and check out the area. CALL TODAY TO SCHEDULE YOUR APPOINTMENT!

Brand New Park Ave Custom Residence. Just steps from fine restaurants, shopping, golf and museums. This "Organic Transitional" home offers a modern feel with warm natural elements and the finest finishes with luxurious details. All of the living areas and bedrooms are on the first floor with 17' tall vaulted ceilings and stunning beams. Plus there is a bonus media room above the garage. The open floor plan allows you to to connect with all parts of the house. This home provides 2 master bedroom suites with large bathrooms and walk in closets, a Guest suite with private entrance and kitchenette, and two bedroom suites with a jack and jill bath, a private office near the front foyer, an open air atrium, pool room and bath. The exterior back yard is a spacious outdoor living area with a summer kitchen, a fire pit gazebo, heated large saltwater pool and spa, extensive landscaping and landscape lighting.

Brand NEW energy-efficient townhome ready NOW! The Kingburg's two large closets downstairs and a walk-in closets in each bedroom provide plenty of storage for everyone. Espresso cabinets, granite countertops, ceramic tile flooring, and natural taupe carpet in our Essential Package. Located along the southern shores of beautiful Lake Howell, Hawk’s Crest provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Ave and Winter Park Village. Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills.

One or more photo(s) has been virtually staged. Opportunity to own a wonderful first floor unit at the Cloisters. This condo features two bedrooms and two full baths with generous room sizes. In addition to the eat-in kitchen, the living/dining room combo opens to a Florida room with amazing views! The front door faces West so the morning sun greets you in the Florida room each morning for coffee, news, etc. The primary bedroom features private bath and walk-in closet. The hall bath serves bedroom 2 and guests. This is a long-time owner ready to hand over the keys.....Create exactly what you want in your own style - here is that special space to invest time and talent making your home in downtown Winter Park a reality. There is a deeded parking space (B5) under carport as well as a dedicated storage space (#01 on 2nd floor) for this unit. With long views that greet you as you enter, this unit feels like a lifetime vacation! Just steps to famed Park Avenue! New A/C and interior paint JULY 2020.

WHISPERING WATERS: 3 beds, 2 1/2 baths totally remodeled ON THE GROUND FLOOR! OVERLOOKING LAKE OSCEOLA! Only a few steps from Park Avenue, this 2350sf condo has been tastefully remodeled: new floors, ceilings, kitchen and bathrooms. Move in ready. All rooms are oversize with extra storage rooms. Laundry inside the unit (and additional washroom in the basement). DEEDED BOAT HOUSE and 2 CAR UNDERGROUND PARKING with elevator to your front door. Short walk to the Alfond Inn, major restaurants and shopping, Farmers Market and the Sun Rail. HOA fee includes: POWER, WATER, GAS, SEWER, TRASH! Enjoy maintenance free living in downtown Winter Park, on the Chain of Lakes with lake view.