Homes for Sale in Winter Park

SELLER MOTIVATED. Condo Villa located in the very aesthetic Raintree Village a 55+ Community a 55+ giving the opportunity to live in a very special environment boasting its very clean, shaded, aesthetic and peaceful area. While driving thru this community or walking the area you will notice the feeling of being in a quaint village, very elegant with natural landscapes that will please the nature lovers mindsets. Unique chosen trees are set up in various places giving protective shaded areas that come very handy in warmer seasons, as you will notice and feel their coolness while walking by. Great tall trees along with bushes and flower beds, paved streets, one can walk along and head forward towards the Community pool area with well kept amenities as the Club House plus a well kept pristine pool and surrounding pleasing area. Take a stroll along the community as you wish while relaxing after a busy day. As a 55+ community it has its unique cachet noticeable by its typical architecture, particular property styles and various stylish overall properties. Taking a look of this exact subject property, you will find right away a sense of pride of homeownership right away as you take a look at some of the upgrades details that have taken place right from the start of taking possession of this property. Craftsmanship is demonstrated in all parts of the condo villa as you will see and notice while touring the unit right from the start. Very unique and high attention to details were made throughout the upgrades process while also choosing quality items added to the property such as great lighting additions, fixtures, wall preparations for a finer classic look wall painting finish and many other upgrades. Discover the details of other upgrades as you tour this property. This unique condo villa is ready for its new owner to acquire, live in and enjoy this particular Florida living style in this very unique setting of its own located at the Raintree Village Clearwater FL, close by the main streets leading to the Clearwater North and South Beaches and surrounding areas along the Gulf of Mexico for you to explore. Be part of this new journey that is opening up for you to enjoy now. Welcome to your new home. Please contact Management/Board for any dogs related questions as there are some exceptions. They are very helpful.

Under contract-accepting backup offers. Stunning transitional modern home located in the heart of Winter Park. This immaculate residence features a bright open floor plan and boasts a chef's kitchen with a large center island and a prep sink, custom cabinetry, quartz counter tops, top of the line Wolf and Sub-Zero appliances, a walk-in pantry. The kitchen has an abundance of natural light that creates an inviting atmosphere for culinary creativity and entertaining, it opens to a spacious great room with a fireplace and a wall of glass that pockets into the wall combining the indoor and outdoor living spaces. The primary bedroom suite features a separate sitting area overlooking the backyard and a spa bath with a walk-in shower and large tub for soaking away the stresses of the day. The walk-in closet even has washer and dryer hookups for the ultimate convenience. Additional features include a home office, 2nd floor loft area, 3 additional bedrooms, and a 2nd floor laundry. Step outside to discover a private backyard oasis, complete with a covered lanai with retractable screens, a summer kitchen, and a sparkling pool surrounded by travertine pavers. The pergola adds a touch of elegance to this outdoor retreat, perfect for relaxing or hosting gatherings with friends and family. For those with multiple vehicles, the property features an extra-long driveway and an oversized 2-car garage with electric vehicle charger. This home truly embodies modern luxury and indoor-outdoor living, offering a perfect blend of comfort, style, and functionality. Located a short golf cart ride from Park Ave’s incredible restaurants and shopping, and walking distance to Phelps Park and the YMCA, the location is impossible to beat.

Fantastic opportunity for investors or those with a keen eye for design, situated in the sought-after and well-established area of Winter Park, located in the desirable Sylvan Heights neighborhood, offers a generous 5993 square feet lot ready for your creative vision. The existing structure is slated for demolition, with electrical utilities already connected. The true value lies in the land itself. Benefiting from an R-1A zoning designation, this property opens doors to a range of possibilities. Its prime location places it within the top-rated school district, near esteemed institutions like Rollins College, and just minutes from the charming downtown Winter Park area. Don't miss out on this promising investment opportunity!

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 Construction. Located in the heart of Winter Park this exquisite modern residence is being built by Vimaro Homes and features almost 5,000 square feet of luxury living space. As you step through the glass front doors, you’re immediately greeted by the grandeur of the marble entry floors and custom archways, setting the tone for the exceptional finishes throughout this stunning home. From the gorgeous wood floors laid in a herring bone pattern, to the designer light fixtures, arched doorways, and beautiful mill work, no expense was spared in the construction of this remarkable residence. The chef’s kitchen features exquisite custom cabinetry, porcelain countertops, a massive walk-in pantry, top of the line appliances including a ILVE Nostalgie range, and a wine cellar. The great room features a wall of glass that opens to the spacious covered lanai blending the indoor and outdoor spaces. The primary bedroom suite overlooks the private back yard and features a spa bath that would rival even the most prominent spas. Last but not least there is a massive walk in closet with separate his and hers sections, and a washer and dryer. Additional features include a first-floor game room, home office, formal dining room, a second floor loft area, 4 additional bedrooms, and second floor laundry room. Situated on a spacious lot, this property features a circular driveway, and a large, fenced yard with mature landscaping, perfect for outdoor activities and entertaining. The highlight of this home is the inviting pool, providing a refreshing oasis for those hot summer days. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park has to offer. Don’t miss your opportunity to own this stunning Winter Park home.

2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! Don't miss your opportunity to win this extraordinary move-in ready new residence situated amidst the tranquil shores of Lake Spier and Lake Compton, within the exclusive Lake Spier Crossing community centrally located in Winter Park. Consisting of 10 impeccably designed two-story townhomes, this enclave of contemporary living is brought to you by Meridian Homes, Winter Park's premier builder. Anticipate modern architectural brilliance and carefully planned floor layouts that prioritize stylish, hassle-free living. Meticulous attention to detail is evident both indoors and outdoors. Your kitchen boasts state-of-the-art stainless steel appliances and elegant stone countertops, complemented by luxurious hardwood flooring throughout. Convenience is key, with in-unit laundry facilities and a two-car garage ensuring seamless daily routines. Residents of Lake Spier Crossing relish exclusive access to three private docks, ideal for launching paddleboards, kayaks, or enjoying a spot of fishing. This exceptional locale offers proximity to Lake Baldwin Dog Park and the picturesque Cady Way Trail, catering to an active outdoor lifestyle. Enjoy the convenience of strolling to Downtown Baldwin Park for dining, shopping, and lively entertainment, or embark on a leisurely 10-minute bike ride to the iconic Park Avenue. Benefit from access to Winter Park's esteemed school district, enhancing the allure of this exceptional community.

NEW PRICE! Located in the highly sought-after and desirable Winter Park Pines neighborhood with its beautiful tree-lined streets where the mailman still hand delivers the mail. It is very uncommon for properties in this neighborhood to become available as the housing supply in this immediate micro market is currently under two months. The home is within walking distance to Cady Way Trail, Cady Park W/ pool, pickleball/tennis courts, playground, sports fields, Winter Park Hospital and the all-new Peggy & Philip Crosby Wellness Center. The home is situated in the Winter Park High School district, Glenridge Middle and Brookshire Elementary making it an ideal choice for those seeking the top-rated education options in Winter Park, all within walking distance of the home. Park Avenue shopping, restaurants and Interlachen Country Club are 5 minutes away. This 1715 square foot, 3 bedroom, 2 bath single family block home is absolutely stunning. The home is nestled on 8200sq ft Plus lot with mature trees and striking landscape. Step inside this meticulously renovated gem is a perfect blend of modern luxury and timeless charm. A seamless open floor plan that effortlessly flows from room to room, creating an inviting and spacious atmosphere. The fully renovated interior boasts custom features at every turn, showcasing the attention to detail. The gourmet kitchen is a culinary delight, featuring quartz countertops and high end, state of the art appliances. Custom shaker style cabinets with soft close doors/drawers, farmhouse sink, solid core 6 panel interior doors, crown molding, oversized bar top counter and beautiful natural sunlight windows. Everything in this home is essentially brand new including the roof that was put on August of 2023. Brushed Jessup Oak wood flooring throughout the home make it light and bright. The bathrooms are adorned beautifully creating a spa-like retreat within the comfort of your home. The luxury doesn't stop inside, step outside to your private and secluded fenced in yard. A large, oversized brick paver patio provide the perfect retreat for a morning cup of coffee or entertaining guests in this delightful space, surrounded by lush greenery and natural light. This home is tastefully done and stands out well with its smooth stucco finish, black double pane insulated windows/doors and brand-new black roof. This home is one of a kind and will not last long.

***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and comfort without HOA constraints. Its fresh stucco facade and welcoming patio lead to a beautifully landscaped oasis. Inside, recessed lighting illuminates a captivating accent wall and a step-down entertainment area, perfect for relaxation or gatherings. The kitchen features luxurious shaker-style cabinetry, calacatta waterfall countertops, and high-end stainless steel appliances. The primary bedroom is a tranquil retreat with natural light, while the en-suite bathroom boasts a glass shower and freestanding soaking tub. Outside, a newly paved patio and lush landscaping extend the home’s luxury. Discover refined elegance at 2612 Lafayette Avenue in Winter Park

Newly updated home perfect for all-year round entertaining. The home has been tastefully updated throughout. 3 bedroom 2 bath ranch style split floor plan home with bonus room in much sought after Winter Park. Recent upgrades include a new roof, new plumbing, new windows and patio door, resurfaced in-ground pool, remodeled bathrooms, new flooring throughout home, new electric water heater and updated kitchen. Enjoy outdoor entertainment in your Spacious patio and lounge area. Welcome in and be impressed!

What’s better than being steps away from Park Avenue and all of the shopping, dining, and charm that downtown Winter Park has to offer? Being able to retreat to your first floor corner unit condo, complete with a designated covered parking spot, Safestep accessible bathtub, natural light in every room, and private patio to enjoy your morning coffee. Andalucia, on the corner of Interlachen and Swoope, is a .2 mile walk from Winter Park Country Club and a .4 mile walk from Central Park! This small community offers residents an unparalleled living experience in the heart of historic Winter Park, while providing a secluded, quiet atmosphere. Enjoy the mature landscaping right outside your backdoor as well as a peaceful courtyard for residents. Updates to this unit include fresh paint (2024), newer flooring, appliances, and kitchen cabinetry (2019), and new light fixtures (2024). Come take a look at your new home today!

Under contract-accepting backup offers. Incredible opportunity to own a property in the sought-after Winter Park 32792 area for the $500,000 RANGE The value here is truly in the land, with the house included for free – making this a perfect handyman or investor special OR build your dream home on this unique, oversized double lot, surrounded by beautiful, mature trees on a charming street. Enjoy a prime location just across from Ward Park and minutes from Winter Park’s best shops, dining, and Advent Health. Don’t miss your chance to create something exceptional on this remarkable property! Land will not be sold subject to a lot split. Buyer is responsible for doing any research and contacting the city of Winter Park on splits, zoning, building codes, permits, etc.

Welcome to this beautifully UPDATED two-bedroom condo, conveniently located minutes from Full Sail University. With a NEW 2024 electrical panel and NEW plumbing throughout, this residence offers modern comfort and convenience. The AC unit, only five years old, ensures year-round comfort, while all NEW appliances continue to add to the appeal of this move-in ready condo. Situated just minutes away from the vibrant Baldwin Park and a mere half-hour from the Orlando International Airport, this spacious condo offers both tranquility and accessibility. Enjoy the serene ambiance of the back sitting area, perfect for relaxation, or take a short walk to the refreshing pool. With an array of nearby dining options, this condo provides endless culinary adventures. Schedule your showing today!