Winter Park FL Real Estate & Homes for Sale

Pristine Mediterranean highend upgrades on quiet, private cul-de-sac. Hardwood floors, chef kitchen, large covered and opened deck overlooking huge private park. Grand 1st floor master opening onto deck and green space with 38 glorious trees. Incredible safe quiet living, walking distance to everthing!

Located in Winter Park, this condo is close to dining and shopping, within walking distance to Full Sail University. Association is working on updating community, just finished with replacing all roofs. Great ROI for investment or a place to live.

Proudly offering this beautiful mediterranean style home in highly desirable Winter Park boasting over 3000 sq ft of living space. This stunning home has so many remarkable features it can only be appreciated by viewing in person. Enter in through the foyer to find 30 foot vaulted tray ceilings, Brazilian Koa wood floors, wrought iron spiral stair case and railings encompassing expansive loft that overlooks the living area. The upper level can function as an office/library or a wonderful recreational area. Two sets of french doors lead from the loft to the 200sf covered balcony overlooking the pool and spa. Tremendous amounts of natural light pour through the massive windows climbing up the walls to the cathedral ceilings. A two-way gas fireplace is a feature piece of the living room, as well as separate dining area with huge sliding doors to the pool and sun deck. The perfect entertaining home boasts a giant kitchen equipped with stainless steel appliances, including a gas range, range hood, ample Kraftmaid custom cabinetry and seemingly endless granite counter space. The Master bedroom is located on the first floor featuring wood floors, an en suite, walk in closet, separate dual sinks, make-up and dressing area, jacuzzi tub, pedestal sink, shower stall, two separate linen and storage closets and vaulted ceilings. The two additional bedrooms are also located on the first floor and feature wood floors throughout. What Mediterranean style home would be complete without a beautiful pool, spa, water fall, outdoor shower and restroom, and a Trex sundeck surrounded by lush landscaping and flagstone pavers. Schedule your appointment to come see this one of a kind home, located in the charming historic Dubsdread Heights neighborhood that is just minutes away from Park Ave, College Park, Downtown, Dubsdread Golf Course and easy access to I-4. This neighborhood is quickly transitioning with Million Dollar homes going in all around. Enjoy Winter Park and College Park living without the Winter Park and College Park Taxes. This home is located in Unincorporated Orange County and is on the border of Winter Park and College Park. Truly a unique situation that won't last long! Welcome Home!

Don't miss this beautiful 2 bedroom 2 bathroom townhome located just off Howell Branch Rd. in Winter Park, FL just before you enter Maitland, FL. The spacious property features a large kitchen with modern appliances, tile floor, and passthrough window with bar top for an open concept. The living room includes a wonderful fireplace and dark laminate wood flooring. Upstairs features a large guest bedroom and a master suite with bathroom. The flooring upstairs is carpet with vinyl in the bathrooms. The full size washer and dryer along with linen closet is also located upstairs. The home is conveniently located near all major highways, shopping, and entertainment, downtown Maitland and Winter Park Village are just minutes away. Please know that this property is tenant occupied until 01/31/2022. Schedule your showing today!!!

New Price!! Owner Relocated Very Motivated!! A short walk to Park Avenue with all of its shops and restaurants, and just two blocks all the natural beauty and history of Rollins College..... We proudly present to the market this modern three-bedroom, three-bath townhome. Volume ceilings and oversized doors highlight this brick street home while affording the prestige of College Quarter. Solid hardwood flooring on the main level with mahogany inlay welcomes you. Copious amounts of natural light abound with stunning picture windows showcased with fine millwork and interior shutters. The kitchen is surrounded by solid wood oversized cabinetry, custom stone countertops and an open floor plan that includes dining/family and living space. The stainless steel appliances are completed by natural gas cooking. The convenient utility room is located just off the kitchen, and the washer and dryer remain. A large downstairs bath with designer tile and shower is completed by a generous-sized closet. Just off the bath is a main level bedroom featuring interior shutters and a large closet. The solid wood staircase with period style spindles leads you up to a split stair to bedrooms or interior storage space. The master bedroom features numerous windows flooding in natural light and overlooking the front garden. A separate tub/shower and a long rectangular walk-in closet adds a nice touch. Opposite, another bedroom is en-suite and features a double glass door shower with placed designed tile and interior shutters. There is a possible additional walk-in interior space that is currently used for storage but could be an additional living space or build-out. Outside, a breezeway connects you to the oversized two-car garage with a utility sink and above bike storage that remains. All landscaping lends to a carefree lifestyle and is practically maintenance-free. A short walk to the farmers market, shopping and restaurants complete that Winter Park lifestyle. This home is ready and available.

NEW PRICE OFFERED!! Bring your creativity and make this unique Winter Park home yours! Located just feet from popular shopping and dining, this quaint little home boasts all the charm that Winter Park is known for. 3 bedrooms, 2 bath rooms with a carport and outdoor storage shed.

Breathtaking, new-construction lakefront estate home in beautiful Winter Park, Florida. This stunning first place Parade of Homes winner was designed with family comfort and entertaining in mind for life on the lake. Boasting incredible curb appeal, the inviting brick drive and automatic private entry gate welcome friends and family. Upon entering, guests are greeted with soaring 23-foot ceilings, warm hardwood flooring and designer touches in every room. The gourmet kitchen features a 48-inch gas range, enormous island, built-in appliances and eye-catching coffered ceilings, which merge perfectly into the oversized family room, wet bar and dinette. All eyes are drawn to the pool and lake through large windows and doors, enjoying the westerly views and dramatic sunsets. The pocket sliders bring the outside in while the automatic screens keep the bugs out while watching TV on the lanai or cooking and entertaining in the summer kitchen area. Take a dip in the saltwater pool, relax on the oversized pool deck or have fun on the lake, starting with the custom boathouse, complete with a powered boat lift. Enjoy extended time with visiting friends and family thanks to the guest wing featuring three beds, two baths, a full kitchen and a separate garage. This amazing home is complemented by its impressive technical features, insulated concrete block construction, foam insulation, whole-house generator prewire, high-efficiency HVAC systems, tankless (endless) water heaters, thermal insulated windows and doors, buried propane tank and much more. This one-of-a-kind offering brings an incredible location close to everything, Dubsdread Golf Course, minutes to downtown Winter Park, downtown College Park, downtown Orlando, the attractions and the beaches.

This Winter Park one-story home offers granite countertops, and a one-car garage. This home has been virtually staged to illustrate its potential.

Located minutes from downtown Winter Park and Rollins College, this spacious 3 bed/ 3 bath, 1,983 sq ft end unit town home is a rare gem. Light and bright with volume ceilings, French doors, fireplace and open floor plan make this a cozy retreat. First floor features kitchen with granite counters and an island which opens to the formal dining room and great room, ideal for entertaining. Full bedroom and bath downstairs could be used as a 2nd master bedroom. Upstairs is the laundry closet, secondary bedroom and bath and the primary suite with a walk-in closet and large master bath with 2 sinks, walk-in shower and a jetted tub. First floor is engineered wood floors with carpet on the 2nd floor. A gas lantern and wrought iron fence, buffered with mature landscaping greet you upon entering the private courtyard - a perfect spot for pets or gardening. Attached 2-car garage with plenty of storage. Enjoy the flexibility of a lock and leave lifestyle within the convenience of an urban oasis. Welcome home!

One or more photo(s) has been virtually staged. BACK ON MARKET DUE TO LENDER ISSUE. HOME RECENTLY APPRAISED AT $625,000. Amazing opportunity to own this Taylor Morrison custom home in a gated community of Eden Point in Winter Park. The exterior features paver driveway to a 3-car garage and neatly landscaped yard. The beautiful interior of this home boasts 3,091 heated square feet, hardwood floors, and high ceilings. You'll appreciate the open island kitchen with granite countertops, stainless steel appliances, modern backsplash and attractive light fixtures. The downstairs owner's retreat features a spacious master bedroom, walk-in closet, double vanity sinks, freestanding tub and a shower. Large sliding door in the living room leads to a patio and enormous private backyard that provides plenty of space for activities or future pool. Three guest bedrooms and bathrooms, bright and airy office and a laundry room with washer and dryer complete the downstairs. A fifth bedroom, a full bath, and a flex-space/loft can be found upstairs. Excellent schools and just a short drive to Park Ave, Baldwin Park, Downtown Orlando. If you're looking for a move-in-ready home in a great neighborhood, this is the one. Schedule your appointment today!

Must sell!! Large 1st floor renovated 3/3 condo on Winter Park chain of lakes!! Beautiful lake view from living room. HOA includes electricity! New kitchen, white shaker cabinets & gray veined white quartz counters. Deeded boat dock! 2 car garage parking! 1/2 block walk to Park Ave, enjoy the shops & restaurants! -

Pre-Construction. To be built. To be built. This stunning Modern Dutch Masterpiece is being crafted by none other than, Floridian Custom Homes of Winter Park. This timeless piece will offer a private courtyard entrance adding to the aesthetic allure and grander of this home. Enter the home through the Windsor (window and door package) door and your senses will be overwhelmed with creative detail beyond your imagination. You are welcomed into the eating, gathering space with craft features such as: Custom Presidential-style 42” wood cabinets, 3cm quartz countertops, premium Subzero-Wolf appliances and a linear gas fire feature. The Cala wood flooring on the first floor will compliment the grace and flow of the architectural design. Windows and doors have been strategically designed and placed in the architecture allowing natural light to further highlight the exquisite detail of the living space. The first floor owner’s suite will have a private vestibule entering into the owner’s suite with sweeping views of the garden and pool area - large owner’s closet and an impressive owner’s bathroom with Presidential-style wood cabinets, designer porcelain tile floors, shower walls, premium faucets, fixtures and a floating soaking tub. A second junior suite/library on the first floor, ensuite, and equipped for your living requirements. The second floor has everything you are looking for with three additional - ensuite - bedrooms and a breathtaking wall of windows in the Game/Loft room and nook. If that wasn’t enough….the outdoor living and pool area will invite you into the space through the spacious outdoor gathering room with a fireplace, Coyote grill, hood and refrigerator. Retractable screens will allow you to extend your outdoor enjoyment throughout the year. The custom pool will have decorative pavers and coping and a pool house to complete your outdoor oasis. Call today to schedule a private appointment with the builder.

Remodeled home with great finishes. Open kitchen and great backyard with pool

Masterful design and modern luxury are uniquely embodied in this Spectacular Mid-Century Modern Estate. Stylish simplicity, extensive use of glass, and open design forge a connection with nature. Expansive entertaining spaces flow outside to the Grande Courtyard. Commercial grade Chef’s Kitchen with three stately islands and solid granite waterfall counters above the polished porcelain glass tile accentuate natural light. Dimmable lighting allows for opulent control of mood and ambiance. Private bedroom suites, all boast sleek en-suite baths, generous closets with elaborate built-ins, wonderful views, and private courtyard access. Every detail was carefully selected and quality crafted for efficient and luxurious living. An automatic shade system gifts seclusion at the touch of a button. The Spacious Master Bedroom is the ultimate retreat with spa-style amenities. A custom-designed 19+ car garage, with 20' ceilings, and ample space for lift installation awaits the exotic and classic car collector or RV enthusiast. This secured automotive palace also features temperature control and abundant lighting. Enjoy refined boutique shopping and fine dining as you stroll Park Avenue from home. Convenient access to Orlando’s entertainment venues, theme parks, cultural centers and coastline. Ask your CPA about the advantages of transitioning to Florida Homestead & schedule your exclusive private tour of this remarkable residence today.

LOCATION! LOCATION! LOCATION! Don't miss this amazing opportunity to live in the highly coveted neighborhood of Alabama Oaks in Olde Winter Park. With DEEDED ACCESS TO LAKE MAITLAND, this Frank Sheely designed home is spacious and well laid out, offering 4 bedrooms, 3 bathrooms and TWO 2 car garages. The tastefully updated gourmet kitchen features custom cabinetry, granite counter tops, a 5 burner gas cooktop, and high end stainless steel appliances. The bathrooms have been elegantly updated in modern finishes with the master bathroom featuring dual sinks, a frameless glass shower, and a stand alone soaking tub to unwind and relax at the end of the day. Nestled down a brick lined street lined with shady oak trees and only minutes away from upscale dining and shops on Park Ave., this isn't one you'll want to miss!

This last of a kind opportunity property is located at the corner of Lake Howell Road and Grand Rd. in southern unincorporated Seminole County, Winter Park, FL. 3.48 Acres with Frontage on both Howell Branch Rd and Grand Rd. Future Land Use is LDR and possible PUD and the property has just been appraised. There are two residences on the land but one is not habitable and the other does not contribute to the highest and best use of the property. This highly desired edge of Seminole County is nestled among the 4 corners of Winter Park, Oviedo, Winter Springs and Casselberry with easy access to 417, UCF and more. The property is expected to generate a lot of interest and, for safety reasons related to the buildings condition, access to the property MUST be accompanied by licensed agent.

This last of a kind opportunity property is located at the corner of Lake Howell Road and Grand Rd. in southern unincorporated Seminole County, Winter Park, FL. 3.48 Acres with Frontage on both Howell Branch Rd and Grand Rd. Future Land Use is LDR and possible PUD and the property has just been appraised. There are two residences on the land but one is not habitable and the other does not contribute to the highest and best use of the property. This highly desired edge of Seminole County is nestled among the 4 corners of Winter Park, Oviedo, Winter Springs and Casselberry with easy access to 417, UCF and more. The property is expected to generate a lot of interest and, for safety reasons related to the buildings condition, access to the property MUST be accompanied by licensed agent.

This 3 Bedroom, 3 bath, amazing mid-century modern home has some very unique features. A dramatic open, wood-burning fireplace that separates the living room and family room areas, renovated bathrooms, the Master bedroom, and second bedroom have ensuite baths. The kitchen is updated with granite countertops, stainless appliances, a center island, and a view to the landscaped backyard and pool. Sit out on the wood deck and take in the great view of the Lake and enjoy Florida living at its best. The garage is oversized with lots of storage including a separate, storage room. One of the great features of this home is the shared dock with private access to Lake Killarney.

Stunning Mid-Century flair meets Winter Park charm. This centrally located 3 bed, 2 bath plus office abode offers over 2,400 sq ft and sits on a large .31 acre lot within walking distance to Rollins College and Park Ave. Soaring ceilings in the light-filled foyer showcase large windows on either side and above the front door. Beautiful commercial grade wood-laminate flows throughout the spacious dining room and living room, all flanked by massive picture windows and surrounding the wood burning brick fireplace, perfect for cozy family meals. A set of French doors lead into the home office or den, a perfect quiet retreat to Zoom or read. A totally modern and updated kitchen with Silestone countertops, stainless steel appliances and recessed lighting leads into the family room, a garden-like space bringing the outside in. On the other side of the foyer entrance is the bedroom wing of the home with 2 guest bedrooms and a fully renovated shared hall bath with walk-in shower. The primary bedroom, also on this side of the home, has vaulted ceilings, period-accurate glass block windows and an amazing en-suite bathroom with zen-like soaking tub and double shower head pebble-tiled stall. Enjoy all the outside grassy backyard space, there’s even room for a small pool. There is plenty of parking and turn around space next to the large 2-car carport. Note the double pane windows, 2018 AC, updated electrical panel (2016) and the home has already been re-plumbed (2016). Come purchase your own piece of Winter Park and be close to all this charming city has to offer.

Pre-Construction. To be built. Excellent opportunity to purchase this new construction modern farmhouse built by Rare Builders. This home features 4,370 square feet of living space comprised of 5 bedrooms and 5.5 bathrooms. The main floor features an expansive kitchen/dining/great room combination looking out directly over the pool. The kitchen features an upgraded appliance package including a 48" gas range and built-in Refrigerator and Freezer columns. The separately zoned air-conditioned rear lanai features a wet bar and the optional Evo-Doors from Renlita, which will allow the space to fully open to the outdoors. Additionally, the master suite and a secondary bedroom/office are located on the ground floor. The upstairs includes 3 full bedrooms with on-suite bathrooms and a loft.

Location, Location, Location. Right in the heart of Winter Park. This property is the perfect opportunity to build a new home. Close to the Winter Park Village, Rollins College, Hannibal Square, Sun Rail, and many Fine Restaurants. Not far from Downtown Orlando. Excellent Schools. SOLD AS IS NO HOA Buyer to independently verify all measurements and condition.

Granite counter tops/Stainless steel appliances with natural gas burners. Living area features gas fireplace,bamboo hardwood floors and surround sound speakers. Private court yard/Great for entertaining. Large Master suite with walk in closet. Located near shopping and Park Ave entertainment. Home is located across the street from a city maintained pond and neighborhood park with oak trees and grass. Air Conditioning Type: Central. Heating Type: Forced Air. Exterior Details. Exterior Information. Building Construction Quality: Above Average. Exterior Wall: Concrete Block/Stucco. Roof Covering Type: Concrete Tile. Roof Shape Type: Gable/Hip. Building Type: Townhouse. Subdivision Name: FAIRBANKS PARK. Living Sq. Ft: 1,803. 2 Car attached garage 480 sq ft. County Use Description: CLASS II TOWNHOUSE.

Pre-Construction. To be built. Greens at Park. This address says it all…690 N. New York Avenue, where unparalleled luxury meets quintessential Winter Park lifestyle. Iconic English cottage architecture. This is a once in a lifetime opportunity to own a single family (fee simple) luxury real estate home in the heart of Winter Park. Located just steps from Park Avenue’s upscale shops and restaurants while providing stunning views of the famous Winter Park golf course. The 6 estate lots will be built by the distinguished, FG Schaub Custom Homes known for his Grand open space which has become synonymous with him and his architect David Larson, Ltd. These homes will be fully customizable yet offering several luxury features: -Energy-efficient homes with the latest in smart home technology -Interior features include 11’4’’ ceilings on the first floor and 9’4” on the second floor -Transitional room with a retractable screen and custom pool -Sub-Zero/Wolf appliance package including the washer and dryer -Fitness room with rubberized flooring, and many more high-end finishes -Each home will be equipped with a customized elevator As part of this exclusive community the exterior maintenance will be handled by the association, making the Greens at Park truly a sanctuary to call home. *Photos are not actual and are intended for inspirational purposes.

An exquisite European retreat on nearly an 3/4 of an acre with lake frontage featuring a private dock across the street, on Lake Osceola on the Winter Park Chain of Lakes. This location is unmatched in privacy, in one of the most pristine areas of Winter Park, a short distance to Park Avenue, and situated on a double lot tucked away on a dead-end street. A meandering brick walking path leads you to the recently renovated lakefront boat dock with plenty of room for entertaining or just soaking in the gorgeous sunsets. This custom home enjoys nearly 5,500 square feet and many possibilities to make the function suit your family, boasting 4-5 bedrooms, a downstairs master and an additional first-floor guest or in-law suite. In addition, formal dining, living spaces with hardwood floors, an open kitchen family plan with doors to the covered porch, pool and a generous backyard, with over 31,000 square feet in total. An expansive island is the focal point of the kitchen with exotic granite countertops, Wolf stainless steel appliances, an eat-in kitchen area and travertine floors. Outdoor living features beautiful slate decking, a breezy lanai, pool/spa a summer kitchen with an additional side patio, all add to the elegant lifestyle. The property is surrounded by a detailed brick wall adding to the beauty of the grounds. The details are endless, with meticulous craftsmanship in the intricate moldings, volume-detailed ceilings, hardwood floors, main and back staircases, slate roof and three masonry gas fireplaces with a hand-carved marble mantle in master. A three–way split plan offers incredible privacy for all. A three-car garage with two circle driveways, perfect set up for entertaining, are just more reasons to make this your home. This is a rare offering call today for a private showing.

** PRICE REDUCTION ** Behind the facade of this charming 1940's bungalow, here lies an alluring Winter Park oasis which is far more considerable in size and scale than it appears. Take advantage of a rare opportunity to live in a secluded residential enclave on the shores of pristine Lake Killarney. Brick-lined streets and brilliant oak canopies lead to the proverbial white picket fence, sweeping driveway, lakeview patio, and whimsical butterfly gardens. Discover sheer delight in a living room and office glistening with natural light, both offering tranquilizing views of the lake. The expansive owner's suite is adorned with plantation shutters and French doors which open out to the covered/screened-in lanai, with ceiling fans and market lights, which offers an additional 648 square feet of expanded outdoor living space. Here you will enjoy privacy and serenity amongst a lush urban forest of verdant oaks, blossoming magnolias, and towering cypress trees, providing sanctuary to Bald Eagles, Great Horned Owls, Blue Heron, and many more magnificent birds species. The backyard is home to mature fruit trees, including bananas, lime, and avocado, as well as a massive traveler's palm. After an arduous day, unwind in the chic marble-finished en-suite, soak in the garden tub and enjoy a spacious walk-in closet. You will find the generously sized second bedroom, which was originally built as the residence's main bedroom, illuminated by natural light which reflects off mirrored doors guarding two enormous closets. Additional upgrades include stainless steel appliances, stone countertops, a private outdoor shower, water softener, new AC in June 2020 with a full home dehumidifying system, surround sound in the living room, fresh paint throughout the interior and exterior, installed Nest and Ring. This home lays claim to the original plaster walls, hardwood floors, crown molding, and solid wood kitchen cabinets, all well maintained. Your Killarney Estates neighbors are highly active and involved in the beautification, prosperity, and preservation of this vibrant and historic community. A brand new high-end retail and fine dining plaza is due to be completed in early 2022 just outside the neighborhood, offering green space in the form of a parklet and bike path. Proximity to Whole Foods, Hillstones, Glass Knife, Trader Joe’s, MLK Park, and the brand new Library and Events Center puts you in the heart of one of Central Florida’s most desirable districts.