Homes for Sale in Winter Park

One or more photo(s) has been virtually staged. Pre-Construction. To be built. THIS HOME IS CURRENTLY UNDER CONSTRUCTION. TO BE COMPLETED MAY 2025. Some finishes may still be available for Buyer selection. This home is located on one of the most sought-after streets in Winter Park. Lincoln Circle is a quiet street next to Park Avenue restaurants and shopping. Easily walk to your favorite shops, restaurants, and the Winter Park Golf Course. Presented by an established, award winning luxury home builder, this bespoke home includes premium features, appliances, fixtures and finishes as follows: ELEVATOR, WOLF/SUB ZERO appliances, wine cooler tower, built-in coffee maker, AUTOMATED LIGHTING, AUDIO/VIDEO and SECURITY UPGRADES, first floor primary bedroom with ensuite washer/dryer and two-person shower, additional GUEST SUITE FIRST FLOOR, 11’4” FIRST FLOOR CEILINGS with 10’ DOORS, wet bar, large vaulted upstairs living room, large flex-space bonus room, three full suites upstairs, trey ceilings, “store-front” window and door system, two 10’x10’ full-view garage doors, circular driveway, heated pool with spa and wet sun deck, plenty of pool deck space, and exquisite landscaping. A 6’ masonry-stucco wall encompasses the property. A rear cabana houses the summer kitchen, a pool bar, pool-bath and outdoor shower. Enjoy two fireplaces: a linear electric fireplace in living room and natural gas fireplace by the pool deck. Life-like virtual renderings show sample finishes only. Call now to schedule your meeting with the Builder and get started on your new home!

One or more photo(s) has been virtually staged. SELLER MOTIVATED...JUST REDUCED $25,000!! Bring ALL OFFERS... Welcome to your dream home in the heart of Winter Park's Glencoe subdivision, Just a 5 minute walk to the BEAUTIFUL LAKE KILLARNEY, where luxury meets convenience with NO HOA fees! This FULLY renovated 4-bedroom, 3-bathroom residence sits majestically on over a quarter-acre lot, offering a sanctuary of modern comfort and style. From the moment you arrive, the curb appeal beckons with its custom pavers driveway and a 1-car garage, providing both parking convenience and additional storage space. Step inside to discover a harmonious blend of contemporary design and functionality, highlighted by BRAND NEW AC, roof, water heater, appliances & septic tank. The interior welcomes you with matching Wood look laminate flooring that flows seamlessly throughout the open floor plan, encompassing the living room, dining area, and kitchen. Natural light floods the space, accentuated by large windows and a back double sliding glass door leading to the expansive backyard. The kitchen is a chef's paradise, boasting brand new stainless steel appliances, elegant white cabinetry with gold accents, luxurious marble countertops, and a stunning tile backsplash. A massive center island serves as the focal point, ideal for effortless meal preparation and entertaining guests. Retreat to the master bedroom, where tranquility awaits with an attached master bathroom and a spacious walk-in closet. The master bathroom exudes opulence with a double sink vanity and a massive walk-in shower, complemented by matching white cabinetry, countertops, and chic black and gold accents echoing the home's sophisticated theme. Additional bedrooms offer ample space, natural light, and versatility, providing ideal accommodations for family members or guests. Step outside through the kitchen to the oversized backyard, a sprawling oasis perfect for hosting family gatherings, celebrating holidays, or simply unwinding in solitude. This exceptional property not only offers unparalleled comfort and style but also boasts an unbeatable location close to major roads, highways, restaurants, entertainment, and more. Don't miss your chance to make this unique residence your own!

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Located in the established, well-maintained subdivision of Georgetown Estates in beautiful Winter Park, this 4 bedroom, 2 bathroom split plan home is ready for you to move in and make it your very own! Walking into the home you are welcomed into a spacious foyer, and beyond that is an open concept living room and dining room layout. Around the corner from the foyer and adjacent to the dining room is a massive kitchen with more than enough room for an island and a table or breakfast bar. The kitchen pantry and ample cabinetry make it easy to tuck away groceries & kitchen essentials and the countertops provide plenty of prep-space for the home chef. Off of the kitchen is a large interior utility room, plenty big enough for a washer and dryer, extra storage or as a flexible work-space. An access door off of the utility room leads out to the one-car garage, making it very convenient when unloading groceries. Making your way back through the kitchen, you’ll find an accommodating primary bedroom with a walk-in closet and its own en suite. Across the home are 3 additional bedrooms, roomy enough for guests, kiddos or as a home office or hobby room. A secondary hall bath is convenient to all and features double-sinks and a shower/tub combo, making it easy for everyone to get up and out on busy mornings. An enclosed sun room provides additional living space and allows you to comfortably continue your Florida living, while the backyard is a blank slate with enough room for an expanded patio, a pool, a playset or to toss the ball around with Fido. This home boasts a brand new roof (April 2024), giving peace of mind to any buyer. Convenient to major roadways, dining & shopping and within 20 minutes of UCF’s main campus, this home’s location is absolutely perfect! Neighborhood schools include Lakemont Elementary, Maitland Middle and A-rated Winter Park High. Don’t miss out on the opportunity to have your very own piece of Winter Park!

Under contract-accepting backup offers. Condo in the heart of Winter Park! PRICE REDUCED FOR QUICK SALE (Others in area have sold in $260's!) Recently renovated with new bathroom fixtures and fresh paint. Clean and efficiently updated with lots of room, and lots of storage and cabinets! Owner willing to extend up to $7,000 for additional condo updating and new flooring. The best screened back porch Garden views offer privacy & shade - The perfect place to enjoy your coffee, or share a meal! Big screen TV easy-mount remains in large living room for your convenience! Interior laundry room (Washer/Dryer included!) PLEASE NOTE: This is one of only a few units that is allowed to have in-unit washer and dryer!! Stainless Streel Appliances, hard surface counters, extended kitchen counters and storage area--- Beautiful & Convenient (within a block or so) to the new Down Town Winter Park Movie-in-the-park infrastructure being built currently -which features open green areas, garden walkways, and an outside event venue. Condo is about 30 minutes to Orlando International Airport, and other smaller private and public airport(s), shopping malls, main artery roadways, Down Town Orlando and Down Town Winter Park! So much to do! Mead Gardens is in rear of this complex! Please note that NO DOGS are allowed in this complex. However, cats are allowed. Assigned Parking is #210, and plenty of visitor parking also available.

Under contract-accepting backup offers. Welcome to this RARE find on this beautiful brick covered street of Dana Way! This location is in Winter Park Proper and sits on a large 1/4 acre corner lot. The home boasts four bedrooms, three baths and is ready for you to remodel and make your dream home. This home is near Lake Sue, Leu Gardens, Mead Botanical Gardens and many more gems of Winter Park. Immerse yourself in the Winter Park lifestyle on this brick street while having the luxury of just being minutes from downtown Winter Park and Orlando. The last time a house sold on this street was four years ago.

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.

Presenting an exquisite property at 1251 Palmer Avenue, Winter Park, FL 32789. Built in the year 1948 and completely re-built/remodeled in mid-1990’s. Close to the vibrant Park Ave shopping and dining district, the location offers convenience and lifestyle. The four spacious bedrooms and three full bathrooms, along with a fireplace, are ideal for family gatherings, and the screened, heated pool offers year-round enjoyment. The property also boasts a 3-car garage with an easy access circle driveway and ample parking for residents and guests alike. From its well-planned layout to its prime location, this property offers a perfect blend of comfort and convenience. Experience the best of Winter Park living with this exceptional property. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

One or more photo(s) has been virtually staged. FREE REFINANCING / Interest Rate RESET with FBC Preferred Lender ... MOVE-IN READY condo boasting a Winter Park address! 2022 ROOF. Conveniently located near UCF & Full Sail University and just a short distance from downtown Winter Park and Orlando. This expansive two-bedroom condo offers the ease of low-maintenance living. The remodeled kitchen is equipped with pull out drawers and a closet pantry providing easy accessibility to tons of storage, creating the ideal space for all your culinary needs. The interior is spacious, featuring a LARGE great room, an elegantly designed half bath on the first floor, and two sizable bedrooms with walk-in closets. Relax and enjoy the surroundings from your private screened porch, overlooking a vast green area. INDOOR laundry. The neighborhood is well-kept, and the modest HOA fee covers building and grounds maintenance, water/sewer services, as well as access to the community pool and clubhouse. Schedule your showing today!

Experience unparalleled sophistication and tranquility with this extraordinary two-bedroom, two-bath condominium, boasting one of the rare and coveted water views in The Cloisters. Nestled on the serene shores of Lake Osceola, this residence offers a unique opportunity to enjoy stunning lake vistas that are available in only a small number of units within the complex. Spanning 1,351 square feet, this haven of light and serenity is designed to accentuate its breathtaking views. The primary suite is a harmonious retreat featuring an en-suite bath, a spacious dressing area with ample closet space, and potential for an added washer and dryer, ensuring both comfort and convenience. The separate kitchen opens to a generous living and dining area, offering picturesque views of glistening Lake Osceola – perfect for intimate gatherings or quiet evenings at home. More than just a place to call home, this condominium is a gateway to a lifestyle of elegance and ease. Exclusive amenities such as covered parking with a dedicated space conveniently close to the elevator, enhance the living experience. Additionally, boat docks, a gym, and an elegant community room within the complex provide leisure options. Managed expertly by FirstService Residential, this property promises a seamless and harmonious living experience. Located just steps from the vibrant shopping and dining of Park Avenue, the charm of Winter Park Village, nearby fitness centers, and the intellectual allure of Rollins College, this home places you at the center of Winter Park's most coveted attractions. Embrace the rare opportunity to own a unit with one of the most desirable water views in The Cloisters. Schedule your private viewing today and discover how this exceptional residence can become your canvas for an extraordinary life.

Seller Financing available. Located in the heart of Winter Park, this exquisitely redesigned custom home blends transitional elegance with Mediterranean architectural nuances. Designed by esteemed architect Gary Hancock and renewed by a longtime Winter Park designer. Every inch of this residence showcases unparalleled attention to detail. Set on a cobblestone street, this home offers a blend of community and privacy, making it a rare gem in one of the most desirable neighborhoods. This residence sits within a triangle of walkable lakefronts, Lake Sue, Lake Chelton, and Lake Virginia in the beautiful setting of Rollins College. A fusion of contemporary finishes is juxtaposed with Georgian wood windows and wrought iron railings lining the grand staircase. A circular foyer welcomes you with French doors leading to a private office/library. Chic living and formal dining rooms feature travertine marble floors, and smooth museum-quality walls all complemented by designer finishes. Arched hallways beckon you to the heart of the home and its open-concept kitchen and breathtaking family room, featuring wood beam ceiling, inlaid wood and marble floors, a stone fireplace, and a unique chandelier with Agate disks that sparkle above. A chef’s kitchen is equipped with high-end Wolf & Sub-Zero appliances, 42-inch custom wood cabinetry, and exquisite granite counters further enhanced by the subtle glow of alabaster pendant lighting & alabaster backlit backsplash. The center island, casual bar seating, and large informal dining area allow for any size gathering. The great room seamlessly extends into the outdoor spaces, offering privacy and serenity. Unobstructed views through multiple French doors that open to a courtyard filled with light. The veranda features wood ceilings, a stone gas fireplace & breezy ramada porches with lantern lights that reflect in the pool. The home’s design invites the outside in. The first-floor primary suite offers a secluded oasis, featuring doors that open onto the lanai, a gracious seating area designed for tranquility at day's end. The luxurious primary bath displays exquisite mother-of-pearl inlays within the flooring and walk-in shower, complemented by bespoke dual vanity and stunning light fixtures. A spacious closet offers endless room for an extensive wardrobe and room for an additional office, a Peloton, a fitness sanctuary, or a cozy nook for a newborn to nap. This expansive 4,692 square-foot home boasts versatile living with various entertainment opportunities. The upper level continues to impress with new wood flooring, three gracious en-suite bedrooms with walk-in closets, separated by a Juliet balcony with breathtaking views, an alternative primary suite, and an oversized family area. Additional highlights are an open-concept layout achieved by removing walls, smooth wall finishes, fresh interior and exterior paint, and a striking barrel tile roof. Plantation shutters, a walk-in pantry, updated baths, lighting, fixtures, and hardware, alongside solid doors, enhance the home’s appeal. Professional landscaping, artificial turf in the backyard for ease of maintenance, and two staircases, one stair from the laundry area for convenient housekeeping, and another front staircase. A short distance from Park Ave, Mills 50, Corrine Dr, downtown, Advent Health & more, perfectly situated for enjoying the best of Winter Park while offering an unmatched level of luxury and comfort. Zoned for Audubon K-8 & WP High School.

NEW ROOF INSTALLED 10/24! Welcome to the Winter Park Pines, with its tree-lined streets and where the mailman still delivers to your door! This is your opportunity to invest in a 2,000+ sq ft home, nestled within the Winter Park Pines, where home values are skyrocketing. This charming residence presents a canvas ready for your personal touch, offering a unique chance to craft your dream home in a coveted locale. Nestled on a tree-lined street, this home boasts undeniable curb appeal and an expansive yard that serves as your own private oasis. Low maintenance landscaping leaves more time for outdoor gatherings and tranquil moments alike. Stepping inside, you're greeted by a layout with tremendous potential. While in need of some updating, the home exudes a sense of promise with its well-structured bones and ample space. The 24’ x 11’ kitchen was fully renovated in 2007 with beautiful, custom oak cabinetry and granite countertops. Culinary enthusiasts will enjoy the GE double ovens, the GE 5-burner glass cooktop and a new Bosch dishwasher installed in 2023! The huge cooking island separates the kitchen from the dining room, providing a natural spot to cook while having fun with your guests. Extra storage was also added with the addition of a built-in butler’s pantry area with mullion cabinet doors and under cabinet storage. Just beyond the kitchen and dining room lies the 30’ x 15’ Florida room where you will spend lots of time relaxing in front of the tv, quietly enjoying a book or just gazing out at the charming backyard. French doors lead you outside where you will find a myriad of mature trees, plants and native flora and fauna. The yard is fully fenced, extremely private and even comes with a shed. Inside, you will find 3 bedrooms offering comfortable retreats. You will love relaxing in the oversized, jetted tub in the primary bath along with a sizable 11’ x 7’ walk-in closet. Property values in this area are rapidly appreciating and this home presents an exceptional investment opportunity. With a little creativity and a vision for the future, this residence offers the chance to create a masterpiece that not only fulfills your desires but also secures your foothold in one of the most coveted communities in Winter Park. HVAC - 2013, ROOF - 2006, PLUMBING - 1997, ELECTRIC - 1993. Don't let this opportunity pass you by, call and arrange for your private showing today!

One or more photo(s) has been virtually staged. Welcome home to this charming property with a natural color palette that creates a warm and inviting atmosphere. The kitchen boasts a nice backsplash, perfect for meal preparation. With other rooms for flexible living space, you'll have plenty of options to suit your lifestyle. The primary bathroom offers good under sink storage for all your essentials. Outside, enjoy the fenced backyard with a sitting area, ideal for enjoying the fresh air. This home also features a new roof and fresh interior paint, adding to its appeal. Don't miss out on this fantastic opportunity to make this house your own!