Homes for Sale in Winter Park

Welcome to this stunning 3,400+ square foot home, nestled in the prestigious gated community of Enclave At Aloma. Offering a perfect blend of luxury and comfort, this spacious 5-bedroom, 4-full bathroom residence is designed for both entertaining and everyday living. Downstairs, a dedicated home office provides the perfect setting for remote work or quiet study. The generous floor plan allows for a large dining table with seating for 10+ people, with plenty of room to move around comfortably, making it ideal for family and friends. Whether it’s a holiday feast or a casual dinner party, this dining room offers the perfect blend of style and functionality for any occasion. The chef’s kitchen is a culinary dream, featuring stainless steel appliances, granite countertops, a large island, generous storage space, The Kitchen seamlessly flows into the expansive living room designed with an open-concept layout, it provides ample space for relaxation and entertaining. Large windows flood the room with natural light, creating a warm and welcoming atmosphere. The primary suite, located on the second floor, is a private retreat with two large walk-in closet's and an en-suite bathroom complete with a soaking tub, walk-in shower, and dual vanities. Four additional generously sized bedrooms provide plenty of space for family and guests, Step outside to your own private oasis surrounded by beautiful, meticulously maintained landscaping. The screened-in salt water pool offer's a peaceful retreat where you can relax while enjoying the Florida sunshine in complete privacy. The outdoor space also includes a lanai, ideal for unwinding after a long day. Located in a highly sought-after gated community, while being just minutes away from top-rated schools, shopping, dining, and recreational amenities. Don’t miss the opportunity to make this dream home yours!

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Charming 3 Bedroom / 2 Bathroom BLOCK HOME on an large CORNER LOT (.23 ACRES) with BRAND NEW FULL INTERIOR PAINT, NEWER WINDOWS and an UPDATED ELECTRICAL PANEL, 2016 ROOF, BAMBOO WOOD FLOORS and MODERN BATHROOMS! The spacious living area flows naturally into the dining area and kitchen with French door access to the patio and FULLY FENCED BACKYARD. The family chef will appreciate a comfortable kitchen offering solid wood cabinetry for ample storage, STAINLESS STEEL APPLIANCES and a window over the sink that lets the light pour in. The bamboo floors continue into the bedrooms including a generous PRIMARY SUITE complete with a RENOVATED EN-SUITE BATH. Bedrooms two and three share a second full bath, also updated! The beautiful mature trees that surround this home create a park-like setting and add privacy for you to enjoy the outdoor space. There is a firepit, garden bed and shed for additional storage. No HOA and zoned for TOP RATED SCHOOLS, the friendly community of Eastbrook is located near SR 436, University Blvd and 417 and is less than 30 minutes to Downtown Orlando. Enjoy the amazing beauty and attractions that Winter Park offers from the Orlando Science Center to the Orlando Museum of Art, Leu Gardens, several lakes, parks, local restaurants, boutiques and so much more! Live, work & play in close proximity to everything you need - call today to schedule a tour!

This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Michael Weinrich. As you enter this sprawling residence, with views of both Lake Sue and Lake Chelton you'll be greeted by exquisite tile work with brass inlays, wood floors, drop down ceiling, crown molding, wainscoting and natural light that pulls the outside living in. The first floor was meticulously designed with your Owner’s suite, an additional en suite bedroom with walk in closet, large laundry room with full size washer and dryer and an abundance of cabinet and counter space, an eye catching drop zone, elevator, storage room, kitchen and great room. The kitchen truly is a chef’s dream with Quartz countertops, spacious island, custom cabinetry with a satin brass inlay, and modern appliances including Tru refrigerator, freezer, a dual zone 150 bottle wine fridge, 60 Wolfe range with a custom range hood. The custom cabinetry continues into hidden butlers pantry complete with ice maker, microwave drawer, additional sink and Bosch dishwasher. The great room will be your hot spot for entertaining! Located off the kitchen, offering plenty of space for friends and family to gather with easy access to the pool area. Floor to ceiling Anderson windows, bar and an electric fireplace for that added touch of ambiance. Continuing into the Owner's suite you will find more expansive Anderson windows, private access to the outdoor living area, luxurious en-suite bathroom and custom closet. Feast your eyes on the 3x10 large format porcelain tile flooring, dual undermount glass sinks, 24K plated brushed gold fixtures, towel warmer, free standing soaking tub, large walk in shower and private water closet with smart toilet in your Owner’s bathroom. And the closet is a feature in itself with lighted LED rods, custom built ins, full length door mirrors and island. Access the second floor via the private elevator or staircase with a glass railing that leads to 3 additional bedrooms, all en-suite with custom tile work and walk in closets with built ins. You'll also find an additional laundry room with a stackable washer and dryer, linen closet, mechanical room and the activity space complete with wet bar and wrap around balcony with a custom glass railing offering sunsets over Lake Sue. Step outside to your own private oasis featuring a sparkling pool with 3 built in stools, sunshelf and spa, fire pit, and cabana with a full summer kitchen, roll away screens, half bathroom and an outdoor shower - ideal for weekend gatherings or relaxing evening meals poolside. Attention to detail carries out to the oversized 3-car garage which features epoxy flooring and a custom LED light design on the ceiling. While a hand crafted iron gate to the front courtyard gives a nod to Winter Parks favorite resident peacocks. A standing seam metal roof and lush landscaping adds the final aesthetic touch on this FG Schaub masterpiece. Welcome home to one of the most exceptional properties on the market!

LOCATION, LOCATION, LOCATION! Tucked in a peaceful enclave of Winter Park, this distinctive 2-bedroom, 2.5-bathroom townhome blends mid-century modern charm with contemporary functionality. This home welcomes you inside with an open-concept floor plan featuring a charming wood-burning fireplace flanked by built-in shelving and classic brick flooring that seamlessly connects the living, dining, and kitchen areas, ideal for entertaining and everyday living. The spacious layout flows into the dining and kitchen area with a breakfast bar that invites casual dining, while the kitchen is outfitted with stainless steel appliances and countertops and plenty of cabinetry. The large windows allow for abundant natural light, especially in the upstairs bedrooms, where high ceilings create a sense of openness. Each bedroom offers a plethora of storage with a private ensuite framed by unique clerestory windows, providing privacy while welcoming sunlight and complementing the beautiful wood flooring. Outside, the private backyard offers a generous patio area perfect for hosting epic BBQs or simply relaxing. Experience the best of Winter Park living with this prime location, steps away from the Winter Park Tennis Club and a short stroll to Park Avenue’s acclaimed shops and restaurants, picturesque Rollins College campus, the vibrant Winter Park Farmers' Market, and the scenic shores of Lake Virginia. This home is also a stone’s throw from the exciting up-and-coming Seven Oaks Park, a 1.5-acre green space designed to promote community and wellness through its lush landscaping and thoughtfully curated spaces. Whether you are looking for a standout addition to your investment portfolio or a place to call your own, this property offers endless possibilities. Don’t miss the opportunity to make it yours—schedule a private showing today!

HUGE PRICE REDUCTION! Welcome to this charming beautiful well maintained single family home located in Winter Park, FL with NO HOA. This home has it all! This property features a breezeway entrance / Mudroom that leads you to the front door of the home or to the door to enter the backyard. Presenting 2 bedrooms, 1 bathroom, 1 car garage shared with laundry room space, moving along to the living-room & open eat in kitchen combo. Your large backyard is fenced in to give you privacy while entertaining. It also boasts a covered patio that allows you to enjoy watching the rainfall or sip some lemonade during the sunshiny days. The owner has recently painted the entire exterior and revamped the curb appeal. This home is perfectly situated near downtown Orlando and just minutes from Dubsdread Golf Course and amazing local restaurants. Less than 30 minutes away from your funnest attractions such as Disney, Universal Studios and some great colleges !! Property is currently tenant occupied. Rest assured it’s very easy to show. Here’s your opportunity to own property in Winter Park so schedule your showing today because this won’t last! HVAC: Replaced in 2014 and outdoor unit is rebuilt in 2023 (new compressor) PLUMBING Completely re plumbed in 2009 ROOF- Replaced in 2019 ELECTRICAL replaced in 2009/ Main panel upgraded in 2017 Back Porch built in 2019/ Front Windows replaced in 2018 Exterior Completely repainted: Sept. 2024

Under contract-accepting backup offers. South Carolina Low Country style manor home situated on 10.52 luxurious lake front acres just 10 minutes from the heart of downtown Winter Park! From the moment you enter the private gated entrance, and cruise down the newly paved drive, you will be in awe of this impressive estate! Passing by the newly fenced green pastures, and the state of the art 10-stall center aisle barn, you will notice a quaint guest cottage, and its perfect location on these premises, tucked toward the edge of the sprawling acreage and out of the line of sight of the breathtaking beauty that is the main house. Beyond the main home you will find the serenity of a forgotten “old Florida” with stately cypress trees surrounding a lagoon with fountain and beyond, the awe-inspiring panoramic view of 400-acre Lake Howell! The Main home boasts a fabulous 3-story design featuring wrap-around balcony style porches, a third-floor balcony and a newly added ground level back porch with retractable screens overlooking a gorgeous salt-water pool and spa. All 3 levels of this home have primary suites. The finely crafted interior finishes include 10 foot ceilings, solid wood flooring, impressive millwork and quintessential designer touches throughout. The ground floor level includes a large kitchen, a well appointed bedroom suite and spacious living and dining areas. Enter the main floor from the enchanting front steps of the home.The second level boasts spectacular views through french doors spanning the entire back of the home and offers spacious entertaining spaces to include charming living room with wood burning fireplace, a spacious dining room, a gorgeous farm-style eat-in kitchen, a well appointed butler's pantry, laundry room and impressive primary suite with it's private den and soothing bathroom. The uppermost level boasts 5 bedrooms and 3 full baths with a primary suite opening onto a balcony giving unparalleled views of the grounds and the private Lake Howell. The immaculate grounds have been manicured to perfection with a multitude of recent additions including the newly built pool/spa, a storybook bridge over the lagoon, a custom boat dock with lift, new irrigation and sod, grounds illumination, a charming roped/illuminated boardwalk, a new secure front gate system, a full house generator, complete fence replacement, brick pavers, complete asphalt surface renewal and more! The idyllic and well appointed barn has a tack room with shower, laundry facility, a newly installed roof, a wash station, fly spray station and all 10 stalls are fully irrigated and wired for electricity. In addition the front pastures have two covered polestalls adding additional livestock or equipment storage. This is truly a remarkable one of a kind offering in the enchanting town of Winter Park, Florida. Schedule your private tour today?

One or more photo(s) has been virtually staged. Welcome to this beautifully remodeled 4-bedroom, 2-bath home, nestled in a quiet neighborhood that perfectly balances comfort and convenience. As you approach, you’ll notice the fresh exterior paint and NEW ROOF, welcoming you inside where you’ll find a bright and inviting open living space, featuring brand new luxury vinyl plank flooring that flows seamlessly throughout the home. The thoughtfully designed floor plan creates a natural flow between the living, dining, and kitchen areas, making it ideal for both relaxing and entertaining. The heart of the home is a completely renovated kitchen boasting sleek quartz countertops, stainless steel appliances, and custom cabinetry. Adjacent to the kitchen is a cozy dinette area that leads into a versatile flex space, ideal for a home office, playroom, or fitness area, offering endless possibilities to suit your lifestyle needs. The split-bedroom layout ensures maximum privacy for the spacious primary suite, which is tucked away on its own side of the home just off the flex space. This retreat includes a generous walk-in closet and a stylishly renovated ensuite bathroom. On the opposite side of the home, three additional bedrooms share a beautifully updated bathroom, providing ample space for family or guests. The huge backyard offers plenty of room for outdoor activities or even adding a pool. Recent upgrades include a new roof, updated electrical, new sod, and fresh interior and exterior paint, ensuring peace of mind for the next homeowner. Located in a highly sought-after area, this home is zoned for top-rated Tuskawilla Middle School and Lake Howell High School. With easy access to Highway 436, a variety of shopping and dining options are just moments away, simplifying your daily routine. Don’t miss out on the chance to own this fully renovated gem that’s move-in ready and waiting for you to make it your own!

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!

WINTER PARK CONDO! This spacious condo is located just minutes from UCF, Rollins College and Full Sail University, walking distance to shopping center and conveniently located near restaurants, major roads and highways (417 & 408). Completely renovated and ready to move into 2 bed 2 bath has NO CARPET, NEW KITCHEN CABNIETS with STAINLESS STEEL APPLIANCES, NEW VANITIES in bathrooms, BRAND NEW AC and WATER HEATER! This beautiful unit is positioned on the second floor, has inside laundry and vaulted ceiling in the great room. The spacious kitchen offers a breakfast area, pantry, and overlooks living area. Each bedroom has it's own bathroom allowing for privacy along with nice sized closets for plenty of storage. Building has fresh exterior paint and new roof. Condo has a community pool and mail center. It is a must see!

Renovated Winter Park home offering 3 bedrooms 2 baths with 1646 sq feet. Nice size lot .24 acre, fenced with a large open pool featuring brand new pool equipment & newly screened patio. 2024 Updates include: Roof, Luxury vinyl flooring, 5 1/4 in. baseboards, popcorn ceilings removed & retextured, Full Kitchen renovation with SS appliances, Soft close cabinets & Quartz counter tops. Fresh paint, New interior doors. Electric updates with new Decora switches, & LED light fixtures. New Ceiling Fans with remote controls in every room. The Living room is anchored with a stone wood burning Fireplace with Custom Built-ins which flows to the dining room. Both bathrooms updated with Porcelain tile, new vanities & fixtures. Water Heater 2021, AC 2016 completely serviced. Gorgeous natural light throughout. New Garage Door opener with Keypad. The Shed in the backyard offers additional storage. No HOA! Highly desirable area with easy access to shopping & main roads.

Under contract-accepting backup offers. Discover a charming, single story home in the heart of Kenilworth Shores! This inviting three-bedroom residence offers a range of possibilities—live comfortably, expand, or build your dream home on a spacious 89 x 115 lot. As you step inside, you'll be greeted by beautiful original oak wood floors and a remodeled kitchen and bathroom featuring stunning, one-of-a-kind granite countertops designed by a top designer. Natural light pours into the kitchen through newer windows, enhanced by top-of-the-line window treatments, including $5,000 worth of plantation shutters. The spacious eat-in kitchen seamlessly connects to a separate dining room, making it perfect for both casual meals and entertaining. Enjoy the large screened-in back porch—ideal for birthday parties and barbecues—where you can relax and listen to the sounds of the WPHS marching band on fall nights. The expansive, fenced backyard is ready for pets and play, complete with mature landscaping and a newer irrigation system in the front to keep it looking its best. Well water for irrigation keeps utility bill $250-300 per month. Roof replaced in 2012. AC replaced in 2017. Tree work 2017. Professional inspection 2020. Professionally cleaned front and back porches, this home is truly move-in ready. Washer and dryer 2023 may be included with the sale of the home. Nestled on a quiet street wonderful with neighbors, you’ll find a welcoming community here, enhanced by an annual run organized by Track Shack. Located just minutes from Park Avenue, this home offers convenient access to some of the area’s best restaurants and is zoned for Brookshire, Glenridge, and WPHS. With increasing demand for larger homes in the neighborhood, this property also presents an excellent income-producing investment opportunity. Don’t miss your chance to own this lovely starter home in Kenilworth Shores—where charm meets potential!

Located in the Tuscany Place neighborhood in the heart of Winter Park, this home offers endless potential for those looking to create their dream residence. With its classic ranch architecture and original features, this property is a blank canvas awaiting your personal touch, or provides a great opportunity to build new on its 0.39-acre corner lot. The home includes 3 bedrooms and 2 bathrooms, a formal living room, separate dining room, family room, sunporch, and kitchen with a breakfast nook. It also has a two-car rear entry garage. The spacious backyard provides room for outdoor gatherings and gardening, with mature landscaping. The location is excellent, within walking distance to Winter Park Racquet Club, and just moments from Winter Park and Maitland's vibrant dining, shopping, and cultural scene. Zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. This home is perfect for investors or homeowners seeking a project in a sought-after neighborhood. Being sold AS IS, please see Realtor Remarks for comments.