Homes for Sale in Winter Park

MOTIVATED SELLERS! PRICE IMPROVEMENT!!!! This home won't last at this price! Walk into this gorgeous home with Equity in your pocket! Home RECENTLY APPRAISED at $1,200,000! Discover luxury living in this completely renovated, move-in ready 1-story home located in the Popular And Prime location of Winter Park! You won't believe all this home has just from looking at it from the outside! This property boasts a unique combination of comfort and luxury. This 3834 sq ft property features 4 spacious bedrooms and 3 renovated bathrooms, offering modern fixtures and finishes. With engineered wood floors throughout it adds a feeling of warmth and elegance! The chef’s kitchen is a culinary delight, featuring light cabinets, quartz countertops, and newer stainless steel appliances. The extended-length island with bar-height seating is ideal for casual meals and entertaining! Both Formal and Informal living and Dining Spaces make this the perfect home for entertaining! Large informal living Room Features a gorgeous brick fireplace to cozy up to while watching Movies with loved ones!  In addition, this home has an expansive enclosed patio perfect for pool table and/or sitting area! a great way to enjoy the Florida indoor/outdoor lifestyle! Bonus work out room/flexspace located next to enclosed patio! Perfect for the car enthusiast, a unique 4-CAR GARAGE configuration, with a 2-car garage attached to the front of the house AND an oversized 2-car garage at the back , including a large storage area on the side. Set on nearly 15,000 sq ft of beautifully landscaped grounds, this home provides ample space for outdoor enjoyment! Located where Winter Park meets College Park, this home is ideally located near downtown Orlando and just minutes from Dubsdread Golf Course. Enjoy the convenience of being a short 20-30 minute drive to Universal Studios, Disney World, Rollins College and the University of Central Florida (UCF).Experience the finest in modern living with this exquisite property in Winter Park. Schedule your private tour today and make this dream home yours!

This stunning David Weekly home, built in 2017, perfectly captures the luxurious Winter Park lifestyle, just four blocks from the sophistication of Park Avenue and one block from the vibrant Winter Park Village. Stroll to renowned restaurants, boutique shops, and entertainment venues, all steps from your front door. Designed for the ultimate in hosting and entertaining, the open-concept living space is adorned with elegant finishes and designer touches, offering a seamless blend of style and comfort. The first floor boasts three generously sized bedrooms and two full baths, including a primary suite with a spa-like bathroom and spacious walk-in closet. Upstairs, the expansive living and dining areas invite effortless gatherings, with a gourmet kitchen featuring high-end stainless steel appliances, granite countertops, an island, and a natural gas cooktop—perfect for preparing gourmet meals while entertaining guests. Sliding glass doors open to a large balcony with new trek decking, ideal for alfresco dining or evening cocktails under the stars. The HOA provides complete lawn/shrub care, maintenance of the perimeter wall, and water for the irrigation system, ensuring your outdoor spaces are always pristine without the hassle. Built for both beauty and energy efficiency, the home includes double-pane low-E windows, R-38 insulation, and a tankless water heater..This move-in-ready masterpiece offers not just a home but an elevated lifestyle in one of Winter Park’s most sought-after locations. Schedule your private tour today!

Special financing or closing cost credits available to qualified buyers. 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! Don't miss your opportunity to win this extraordinary move-in ready new residence located between the tranquil shores of Lake Spier and Lake Compton, within the exclusive Lake Spier Crossing community in Winter Park. Featuring 10 impeccably designed two-story townhomes, this enclave of contemporary living is crafted by Meridian Homes, Winter Park's premier builder. Expect modern architectural brilliance and thoughtfully planned floor layouts for stylish, hassle-free living. Meticulous attention to detail is evident indoors and outdoors. The kitchen includes state-of-the-art stainless steel appliances and elegant stone countertops, complemented by luxurious hardwood flooring throughout. Convenience is prioritized with in-unit laundry facilities and a two-car garage. Residents of Lake Spier Crossing enjoy exclusive access to three private docks, perfect for paddleboarding, kayaking, or fishing. This exceptional location offers proximity to Lake Baldwin Dog Park and the picturesque Cady Way Trail, ideal for an active outdoor lifestyle. Enjoy the convenience of walking to Downtown Baldwin Park for dining, shopping, and entertainment, or taking a leisurely 10-minute bike ride to the iconic Park Avenue. Access to Winter Park's esteemed school district enhances the allure of this exceptional community.

Welcome to this stunning modern, custom-built home in the heart of Winter Park, FL! This beautifully remodeled 3-bedroom, 2.5-bath residence offers 1,898 sq ft of inviting living space. The home features an eat-in kitchen with custom bench seating, earthy wood-tone cabinets, a large waterfall island, and elegant countertops. Sleek black appliances perfectly complement the modern design. All bedrooms are located on the second floor, with the primary suite boasting cool contemporary lines, a walk-in shower, double sink vanity with quartz countertops, and plenty of natural light. The suite also includes a spacious walk-in closet, fully built-in for optimal organization. The home’s outdoor space is equally impressive, with gorgeous landscaping that enhances the fenced, private yard—perfect for entertaining guests or enjoying quiet moments with loved ones. The 1-car wide garage extends two cars deep, providing ample storage, while the paved driveway offers room to securely store a boat or RV behind the fence. With only two original block walls retained, the rest of the home is entirely new, including updated sewer pipes, plumbing, electrical systems, and a fully installed irrigation system. Located in an excellent A+ rated school district, this home is just minutes from Winter Park Hospital, Park Avenue, Rollins College, museums, galleries, shopping, restaurants, and major highways—everything you need is close by. Call today to schedule your private showing and make this dream home yours! Pool renderings are only showed as an illustration of what is possible and can be built for additional cost.

NEW PRICE! Sellers have added over $84k+ in UPGRADES since purchasing just over a year ago believing that this would be their forever home. As life goes, a job relocation out of state has called. Now, the fortunate new homeowners have nothing left to do but move in! Timeless elegance awaits as you discover the perfect blend of charm and modern luxury in this stunning 3-bedroom, 2-bathroom, plus OFFICE, POOL home, located in the highly sought-after “Tree Streets” neighborhood of Winter Park. From the moment you step inside, you'll be welcomed by an open-concept kitchen, dining, and living area designed for both style and functionality. The beautifully updated kitchen features TOP-Of-THE-LINE GE Café stainless steel appliances, including an induction cooktop, double oven, and a Bosch ultra-quiet dishwasher, all installed in 2023. Complemented by professionally painted cabinetry with pull-out shelving, a spacious island extension, quartzite countertops and backsplash, and premium Kohler fixtures, this space is a chef’s dream. The primary bedroom exudes tranquility with its serene ambiance and custom-designed walk-in closet. Adjacent to this private retreat, an OFFICE OVERLOOKS the sparkling pool, offering a peaceful workspace. Both bathrooms have been meticulously remodeled to deliver a luxurious, spa-inspired experience. The EXPANSIVE FAMILY ROOM is ideal for entertaining or unwinding, featuring new French doors that open to the pool area. The entire interior has been professionally painted. Outdoors, you'll find a sprawling deck perfect for lounging or hosting, alongside the shimmering SALTWATER POOL, newly added in 2022. Lush tropical landscaping surrounds the space, providing privacy and a resort-like atmosphere. This home is packed with with even more upgrades, including, new doors, trim and baseboards throughout, designer light fixtures, dimmable recessed lighting, and a state-of-the-art HVAC system (installed in 2023) with a 22 SEER variable speed unit and humidity control. The back living room also boasts a 20.5 SEER mini-split system, both covered by a 10-year warranty. OWNED SOLAR PANELS, and ROOF (both new in 2019) provide energy savings. Double-paned windows with plantation shutters, a FULL HOME RE-PIPE AND RE-WIRE have been completed in recent years ensuring value and efficiency. Additional outdoor improvements include a new sprinkler system, fresh sod, landscaped garden beds, a paver pathway, a retaining wall, and new gutters. Nestled on a quiet, tree-lined street, this neighborhood offers easy walkability to Phelps Park (with tennis and pickleball courts) and the serene Kraft Azalea Garden. Downtown Winter Park and the Winter Park Village are both less than two miles away. Take moment to visualize yourself in this beautiful property and then make an appointment to see it in person, you won't be disappointed!

**MUST SEE! ** Don’t miss this fantastic investment opportunity or put the final touches on this beautiful 3-bedroom, 2-bathroom home situated on a .23-acre corner lot. This property features an upgraded septic tank, fresh paint, a 2016 roof, new gutters, and fascia, making it a great choice for those looking to move in or enhance its value. With its prime location and recent upgrades, this home is ready for a personal touch. Act fast—opportunities like this don’t last long! Contact me for more details or to schedule a showing!

This is Winter Park's hidden gem of a neighborhood. The Hills of Winter Park entrance welcomes you through a mature oak tree canopy to secluded and quiet streets lined with manicured lawns in this established community. This spit story home offers both upstairs and downstairs primary suites with bathrooms en suite. Upstairs bedroom features shiplap vaulted ceiling, 3 walk in closets and overlooks backyard pool oasis from a covered balcony and deck. Secondary ground floor bedrooms share updated full bathroom. New kitchen updated include 5' x 10' oversized stone top island, new stainless appliances including Kenmore 42 range, stainless hood, warming drawer, Kitchen Aid dishwasher and GE stainless refrigerator. Covered and screened lanai overlooks large swimming with separate spa with full fence enclosure for seclusion and privacy. Wood burning fireplace and built in entertainment area open to large, eat in kitchen and expansive dining space. Large recreational room perfect for owners who love to entertain. Create a home theater or set up indoor games that open up through French Doors to the patio. Indoor laundry room with plenty of storage makes everyday chores more convenient. New roof complete in 2023. American Shield Home Warranty offered with purchase. Don't miss this opportunity to live, work and play in Winter Park just 4 miles away from downtown Park Avenue shops, restaurants and recreation.

Special financing or closing cost credits available to qualified buyers. 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! Don't miss your opportunity to win this extraordinary move-in ready new residence located between the tranquil shores of Lake Spier and Lake Compton, within the exclusive Lake Spier Crossing community in Winter Park. Featuring 10 impeccably designed two-story townhomes, this enclave of contemporary living is crafted by Meridian Homes, Winter Park's premier builder. Expect modern architectural brilliance and thoughtfully planned floor layouts for stylish, hassle-free living. Meticulous attention to detail is evident indoors and outdoors. The kitchen includes state-of-the-art stainless steel appliances and elegant stone countertops, complemented by luxurious hardwood flooring throughout. Convenience is prioritized with in-unit laundry facilities and a two-car garage. Residents of Lake Spier Crossing enjoy exclusive access to three private docks, perfect for paddleboarding, kayaking, or fishing. This exceptional location offers proximity to Lake Baldwin Dog Park and the picturesque Cady Way Trail, ideal for an active outdoor lifestyle. Enjoy the convenience of walking to Downtown Baldwin Park for dining, shopping, and entertainment, or taking a leisurely 10-minute bike ride to the iconic Park Avenue. Access to Winter Park's esteemed school district enhances the allure of this exceptional community.

SPECTACULAR WINTER PARK OPPORTUNITY! This oversized corner lot in Fairbanks Park overlooking Lake Midget and Lake Midget Park is a rare opportunity to build your dream home in Winter Park. The 2-bedroom/1-bath home, original owners since 1941, is available for renovation or new construction. Serene views of Lake Midget from the front porch, that can’t be beat. New restaurant and retail space is being developed across the street on Fairbanks Ave. Close proximity to Rollins baseball field, and less than a mile from Park Avenue, Rollins College, restaurants, shopping, and so much more. Don’t miss this diamond in the rough – call today for your showing!!!

Under contract-accepting backup offers. Elegant Spanish 4 bedroom, 2.5 bathroom home. Beautifully updated Winter Park home. Enjoy all the luxuries and upgrades this home has to offer including triple crown molding, tall baseboards, refinished original hard wood floors, recessed lighting, French doors, paver driveway and newer windows though out with new plantation shutters. Large living room has a fabulous brick wood burning fireplace. There is extra living space in the front family room which has three huge beautiful windows that let in tons of natural light with new wood floors. The kitchen is updated with stainless steel appliances, solid wood cabinets, solid counter tops, marble backsplash, under cabinet lighting, wainscoting and gourmet 4-chair island kitchen features a stainless steel induction/convection stove, solid wood cabinets with solid stone countertops and Carrera marble backsplash. There is also a lovely eat-in area off the kitchen that is perfect for a kitchen table. There is a large dry bar complete with solid wood cabinets, stone counter tops and backsplash and wine fridge. The first floor master bedroom has a large walk in closet and plenty of space and natural light. The master bathroom has a built in jacuzzi tub, separate shower with multiple sprayers, pedestal sink and marble top vanity and separate commode. There is a door that leads to the back yard that has plenty of room for a pool. The wood staircase leads you to the other three bedrooms and second full bathroom. Each bedroom has a large walk in closets. The upstairs bathroom has been recently renovated with a large walk in shower, tile floors. There is also a linen closet for additional storage in the hall. The very large back yard can be accessed through the kitchen through a beautiful pair of French doors. There is also a storage shed, patio area off of the kitchen and patio off of the master bedroom. Newer triple pane low E-windows, roof: 2011 tile. ac: 2008, 16 seer, electrical: 2009, plumbing: pex. Centrally located to Rollins College and Park Avenue.

Under contract-accepting backup offers. Welcome to The Mondrian Winter Park, an exquisite waterfront community of 30 contemporary townhomes gracefully perched along the shores of picturesque Lake Killarney. This stunning residence is a true gem, featuring exceptional finishes that stand out in both quality and value. Step inside to discover fresh interior paint and updated flooring that enhance the home’s modern allure. Enjoy the convenience of solar shade window coverings, chic light fixtures, and ceiling fans that elevate the ambiance. The chef-inspired kitchen boasts a natural gas cooktop and designer tile, while the luxurious master suite features a walk-in glass shower, a separate water closet, and ample closet space. The oversized rooftop terrace is your personal oasis, complete with a hot tub spa, summer kitchen, and generous lounge area perfect for entertaining or unwinding under the stars. Expansive storefront-style windows and soaring 10’6 ceilings fill the space with natural light, creating a bright and inviting atmosphere. Each of the three spacious bedrooms comes with its own en suite bath, ensuring privacy and comfort for you and your family or guests. Nestled in the heart of beautiful Winter Park, just north of downtown Orlando, this luxury enclave offers an unparalleled lifestyle. Enjoy breathtaking views of Lake Killarney from the newly completed dock or relax in the lakeside Pavilion as the sun sets. If purchased separately, from your private boat slip, you can easily cruise across the lake to visit Trader Joe’s or savor a meal at Shake Shack. For those who love the outdoors, kayaks and paddleboards can be conveniently stored in the community racks, providing perfect opportunities for fishing, exercising, or simply soaking in the tranquil waters. Nearby, Winter Park Village presents an array of shopping and fine dining options, while the vibrant Farmer’s Market and renowned Enzian Theater offer local culture and entertainment. Experience the ultimate blend of luxury, comfort, and convenience at The Mondrian Winter Park—where every detail has been crafted for your enjoyment and every moment offers the potential for adventure. Welcome home.

Professionally landscaped multi-generational 3-car garage Home loaded with upgrades including a custom Swimming Pool w/Beach entry located in the desirable 10 homes community of Seranza Park in Winter Park. Porcelain Tile & Crown Molding Throughout. Beautiful Stone Facade w/covered front Porch & custom Entry Door leads to the large Foyer providing a Drop Zone w/Cabinets, Under-Stairs walk in storage & access to the Formal Dining Rm offering Tray Ceilings, Upgraded Window Treatments & Wet Bar. Kitchen boasts Quartz counter tops, Island/Breakfast Bar, Upgraded Cabinets Lazy Susan, Spice Rack, Pull Out Bottom Shelving, SS appliances include a built-in Oven and plenty of Upgraded 42 Cabinet space plus large Walk-In Pantry & separate Dinette area. Oversized Family Rm overlooks Swimming Pool perfect for Entertaining. Multigenerational Suite includes separate rear outdoor access, large 16x15 room with complete bathroom including single Vanity, Upgrade Shower, stackable Washer/Dryer & oversized room which can server as a Closet, Office or Storage room. Guest 1/2 Pool Bath located on first floor also. The Engineered Wood Stairs w/Spindles showcases the custom Lighted Accent Wall and leads to the 2nd Floor. The 16x15 primary suite also offers Engineered Wood floors, Dual walk-in Closets & upgraded Window Treatments. The Primary Bathroom boasts Dual Quartz top Vanities, separate Make-Up area, plenty of Cabinets, Porcelain Floors, Private Water Closet, Towel Closet and a custom Shower with upgraded Designer Tile. The spacious bedrooms 3 & 4 are joined by a beautifully decorated Jack-and Jill full Bathroom including Tub/Shower Combo. The main 2nd Floor Laundry includes upgraded Cabinets, Utility Sink & separate Washer/Dryer. The 25 Ft long Enclosed/Screened with Sun Shades rear Lanai leads to the Pavered custom Salt Water Swimming Pool with Beach Entry, Self Cleaning equipment and Fire Pit for buyers to enjoy the peaceful setting of the upgraded yard Landscaping...enclosed by Vinyl Fencing. The 32x20 three car garage provides you with 2 Garage Openers and offers you plenty of space for cars and storage. The small and peaceful 10 homes community has no thru traffic and includes a Cul-de-Sac...Centrally located to major Hwys: 436, 417, Red Bug Lake Road, Aloma Ave which lead to innumerable restaurants/shopping stores & Hospitals close by. Orlando Intl Airport, Downtown Winter Park & Downtown Orlando just an easy drive away. This is your chance to take advantage of a turn-key Home on an Oversized Lot ready for a quick Closing. Bonus: 3 Separate Air Conditioning Unit with separate Controls for efficiency!!! New Exterior Paint 2021. Call to schedule an appointment to view this marvelous Home TODAY!!!