Winter Park FL Real Estate & Homes for Sale

GREAT OPPORTUNITY! MOBILE HOME AND SEPERATE BLOCK HOME ON 4.93 LEVEL ACRES. LAND IS PERFECT FOR BUILDING DREAM HOME OR POSSIBLE MULTI FAMILY HOMES.CLOSE TO UCF, SHOPPING, OIA, AND ALL ORLANDO AREA HAS TO OFFER!

Fabulous 2 bedroom 2 bath ground floor, end unit condo in sought after Winter Park Gardens Community. Amazing location, walk to Hannibal Square, Rollins College and Park Avenue. Step into this beautifully maintained condo with tile floors throughout the main living areas. Nice and bright kitchen with second entryway. Large living room with an additional Florida room with floor to ceiling windows overlooking the serene gardens out front. Master suite with a private bathroom plus a second bedroom and bathroom down the hall. This is a 55+ Community where you can enjoy the community pool and leisurely walks around the gardens. If you enjoy tennis the Winter Park Tennis Center is right next door. Also convenient to Shopping and Great Restaurants. Schedule your showing today!

Builder's dream lot! This very large lot, 77x151.42, is located on one of the very desirable "tree streets" of Winter Park. Extremely convenient location, walking distance to Lakemont Elementary, the Winter Park YMCA, and lovely parks. Excellent school district. Surrounded by new homes by some of the areas finest builders, this is one of the last lots of it's size in the neighborhood. Perfect for building your dream home!

Stately custom Winter Park estate on Lake Maitland spans over 10,000 sq ft, offers 6-bed,7-baths,2-half for gracious living and refined comfortable entertaining.Two-story grand foyer leads to a welcoming living and dining room on either side of the library with a double-sided fireplace and views of the lake.Gourmet dine-in kitchen overlooks family room and lake is ideal for home chef includes top-end appliances, walk in pantry, granite counters, large island and butler’s pantry with beverage service. Nearby is guest suite, laundry room & spacious desk/drop zone. East wing offers entertainment with gym, full theater and game room inclusive of long bar, pool table & doors to covered outdoor kitchen gazebo with fireplace. Private spaces of the upper level begin with a luxurious master retreat with sitting area, fireplace and balconies, large bath with spa tub & walk-in shower, morning kitchen, walk-in closets & dressing areas. 3-bedroom suites with balconies, open workspace area, living room, office and laundry area. Above 2-car garage is bonus room, full bath, storage and kitchenette. Above 3-car garage is spacious 1 bedroom private apartment. Property encompasses majestic Cypress trees along the 175 ft of Lake Maitland shoreline with covered boat house, lift for sport boat +2 jet skis, large dock for fishing & beach. Salt water pool/spa including covered lanai is situated to enjoy the views of the lake. Located in the heart of Winter Park to enjoy the best of Florida schools, shops, dining, & entertaining.

Unique ONE-STORY build on oversized lot. Brand new construction offered by Rex-Tibbs Construction, one of Winter Park's premier custom home builders for over 35 years. This sprawling Modern Farmhouse boasts an open and flexible split floor plan with private master retreat featuring spa-like bath with dual vanities & walk-in shower and an expansive walk-in closet. The gourmet chef's island kitchen features Wolf appliances & Sub-Zero refrigeration, a breakfast area and opens to the great room with views overlooking the exceptional outdoor gathering space with large patio centered around the pool with landscaping by Signature Landscape. There are two additional dining/living spaces near the entry and three additional bedrooms separate from the master suite. Other features include tall ceilings, extensive moldings & built-ins, gas fireplace, gorgeous wood floors, metal roof, plenty of storage space, including a mudroom, laundry & exclusive storage area. Perfectly located just minutes from Park Avenue, Rollins College, YMCA, Interlachen Country Club, and just minutes from Downtown Orlando.

Just a short stroll to Winter Park's shops and restaurants, this updated large quality home features high ceilings, hardwood flooring, crown molding and spacious master bedroom suites on both the first and second floors. French doors from a modernized gourmet kitchen with dine-in area open to a private, enclosed, outdoor brick paved patio area, perfect for year round Florida entertaining. Freshly painted inside and out, this beautiful home includes a dining room, living room with gas fireplace, two additional roomy bedrooms and a sizable loft space. A new architectural shingle roof and two new A/C units are just a few months old.

This beautiful Spanish Casita style home is located in highly desirable Winter Park. It is a short distance to Park Avenue, Hannibal Square, and Winter Park Village. Enter this gated home with private courtyard and a separate in-law/guest suite which surrounds the pool and summer kitchen. This makes a gorgeous area for entering and relaxing. The main house has a master suite, 2nd bedroom, 3 baths, a loft(approx. 248 sq ft is not included in total square footage) , family room , formal dining and kitchen. The great floor plan is properly designed with high ceilings and natural lighting. The kitchen opens to the family room and has a chef's gas cook top, granite counter tops and solid wood cabinets. Under the stairs is a generously sized wine cellar. The master suite has a large walk-in closet, double vanities, shower booth, and roman tub. The separate guest suite(1 bed/1 bath) is perfect for out of town guests. The well maintained beautiful landscaped yard has a large deck and a private area to enjoy the great Florida weather year-round. House has a New Roof in 2018, New humidity control high efficiency AC in main house by Carrier- 2017, New Impact/Energy Efficient/Self Clean Windows in Family Room & guest suite in 2019, New Vinyl Fence in 2018, New Pool Motor & Filter, Skylight by Velux with solar remote, Sound Speakers throughout the house, CAT 5 in every room, Whole house water filter system, Temperature controlled walk-in wine cellar, Rain barrel, Aluminum gutter, New paint inside.

This beautiful 7 bedroom pool home features a traditional layout with formal living and dining rooms, an open kitchen and family room, and downstairs guest bedroom. From the moment you step inside the foyer, you’ll find that the home is complemented by hardwood floors, high ceilings, and bright natural light. The gourmet kitchen has a large granite island and a built-in desk that overlooks the outdoor living space. Top grade appliances include: Bosch - 6 burner gas range, dishwasher, side-by-side Sub-Zero refrigerator, KitchenAid - double oven, and Thermador - warming drawer. The second floor features an en-suite bedroom, 3 additional bedrooms and utility room. The owner’s retreat offers privacy, a walk-in closet and a master bath with tub, walk-in shower and dual sinks. A true In-Law suite gives the occupant a private entrance. A few other things to note about this property are as follow: two new AC units (2017), recently painted interior (2019), new fan and light fixtures, spray foam insulation in attic, tankless water heaters. Enjoy Florida living at its finest in the backyard that features an in ground pool. Additional upgrades throughout the home include custom kitchen cabinetry, plantation shutters, mature landscaping, and more. This premiere location is walking distance to the shops and restaurants on Corrine Drive. Zoned for the new Audubon Park K-8 school and Winter Park High School. Enjoy being on one of Winter Park’s quaintest streets. Don't miss out on this opportunity – this home has it all!

INVESTOR ALERT! Great tenants in place and occupied until 5/15/20. Owner has moved out of state and looking to sell. Beautifully remodeled home in A-rated school district with great positive cash flow and annual rent raise of between 3-5%. Due to the proximity to Rollins and Park Ave, the home rents easily to Rollins scholars or single families with an extremely high occupancy rate. Close proximity to Park Ave, walking distance to YMCA, elementary school, shops, restaurants, Walgreens, hospital, etc. Half block from corner of Aloma and Lakemont. Newer roof installed 2017 along with new wood flooring and updated kitchen. Large covered patio area leads to beautiful open pool with landscaping and fenced yard.

INVESTOR ALERT! Great tenants in place and occupied until 5/12/20. Owner has moved out of state and looking to sell. Beautifully remodeled home in A-rated school district with great positive cash flow and annual rent raise of between 3-5%. Due to the proximity to Rollins and Park Ave, the home rents easily to Rollins scholars or single families with an extremely high occupancy rate. Home features a large screened in pool, large covered patio/entertaining area, and fenced in back yard. Wood flooring, stainless steel appliances, and updated amenities with washer/dryer in unit. Two bedrooms have their own private bathrooms. Newer roof installed June 2018.

INVESTOR ALERT! Great tenants in place and occupied until 5/12/20. Owner has moved out of state and looking to sell. Beautifully remodeled home in A-rated school district with great positive cash flow and annual rent raise of between 3-5%. Due to the proximity to Rollins and Park Ave, the home rents easily to Rollins scholars or single families with an extremely high occupancy rate. Spacious and open with hardwood floors, stainless steel appliances, and updated amenities. Great location with close proximity to Park Ave, walking distance to shops, restaurants, Walgreens, hospital, etc. Half block from corner of Aloma and Lakemont. Large front yard and fenced back yard patio area with covered parking. Ample parking spaces available due to corner lot location that includes entrances from both streets. Two bedrooms have their own private bathrooms and all rooms have larger closets.

2 Bedroom condo on the second floor with move in ready, future is free to investor. Kitchen overlooks dining and living area. Great open floor plan with two balconies overlooking green area, high vaulted ceilings, lots of natural light and fresh interior paint throughout. Association has 2 pools, 2 tennis courts, playground, laundry and club house. Less than 1 mile from Full Sail University and 12 minutes from UCF. Near Baldwin Park and Orlando International Airport . Great for investors or families looking to get into Winter Park's A-rated schools!

***WONDERFUL WINTER PARK*** NEW QUALITY CONSTRUCTION!!! This Fabulous 5 Bedroom, 3 and 1 Half Bath New Build has it all! Huge First Floor Master Suite with Walk In Closet and Walk In Dual Head Shower with Mosaic Tile, and Frameless Glass Door. The Gourmet Kitchen has Up Scale Stainless Steel Appliances, Walk In Pantry, Large Granite Island, Solid Wood Soft Close Cabinets with Crown Moulding and Under Counter Lighting. The First Floor also features a Large Flex Bedroom/Office and a Huge Family Room with 1/2 Bath and Cleveland Gris Wood Plank Porcelain Tile in the traffic areas. The Second Floor boasts of a Large Media Room with CGWPP Tile Floors including 3/4" Advantech Flooring and Spray Foam Soundproofing Insulation. Second Floor also has 3 Large Bedrooms of which two are joined with a Jack and Jill Bath. This Impeccable home also features a Grand Covered Front Porch as well as a Large Lanai at the rear of the home. In addition, Crown Moulding, Spray Foam Insulation with Cell Fill in the Block Walls and Dual Zoned AC are some of the many UPGRADES that separate this New Build from the others. Conveniently situated near Downtown Winter Park and Baldwin Park with all that these communities have to offer. This DESIRABLE AREA is close to the NEW AUDUBON PARK K-8 School! ALL OF THIS and SO MUCH MORE! WELCOME HOME!!!

Under Construction. "Under Construction" Brand NEW energy-efficient townhome ready April 2020! The lofty two-story foyer of this Corona home impresses upon entry. Extra windows allow plenty of natural light into the main living areas, including the open kitchen and upstairs loft. Enjoy relaxing or entertaining outdoors on the covered patio. Located along the southern shores of beautiful Lake Howell, Hawk’s Crest provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Ave and Winter Park Village. Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills.

Under Construction. "Under Construction" Brand NEW energy-efficient townhome ready March 2020! The Kingsburg offers two large closets downstairs and a walk-in closets in each bedroom provide plenty of storage for everyone. Classic cabinets, granite countertops, gray wood laminate floors, and mosaic tile backsplash in our Refined package. Located along the southern shores of beautiful Lake Howell, Hawk’s Crest provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Ave and Winter Park Village. Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills.

Brand New Construction just completed in Winter Park! These gorgeous townhomes were built by award-winning Osprey Custom Home Builders and are Florida Green Certified. Multiple units available. This particular unit is a very desirable, end unit. Offering an open-concept floorplan with outdoor living space and an attached 2-car garage. Inside youâll find beautiful woodgrain tile floors, high ceilings, designer finishes, and an exquisite kitchen. The corner unit offers amazing natural light that compliments the homeâs light aesthetic. The chefâs kitchen features gorgeous waterfall quarts counters and a Samsung stainless steel appliance package. The upstairs master bedroom is oversized and features a relaxing en suite bath and walk-in closet. The two guest bedrooms are each comfortably sized and they share a Jack and Jill bathroom. Located just minutes from Park Avenue, Downtown Orlando, Rollins College & more. This home is move-in ready and easy to show. Schedule a showing today!

One or more photo(s) has been virtually staged. A luxurious lakeside lifestyle awaits you in this exquisite 5 bedroom 5.5 bathroom 6,000+ sq ft Winter Park waterfront estate. With a lot comprising of just under 3/4 of an acre and nestled on the shores of serene and beautiful LAKE Berry. Magnificently beautiful travertine floors throughout the living area. A gourmet Michelin chef caliber kitchen featuring stunning cabinets, high end appliances, and an oversized granite island. Temperature controlled wine cellar built under the kitchen staircase, but also the expansive built-in solid wood bar area located in the relaxing living area right off the kitchen. In addition, the state of the art movie theatre, game room, and library are just a few of the additional features. Step outside and immediately be taken back with the idea of enjoying the breathtaking view of picturesque Lake Berry from the immaculate pool and spa. Relax and take in the sunset while cooking dinner in the stone and granite outdoor kitchen. Take a short stroll from the pool deck and down to the lake to reach the custom build dock with build in seating and motorized lift for boats and jet skis alike. This stunning home provides the framework for quintessential waterfront luxury living.

Stunning new townhome community in the Heart of Winter Park! Multiple units available. This particular unit is the model home. Built by award-winning Osprey Custom Home Builders, this 3 bedroom, 2.5 bath home has been designated a Florida Green Certified Home and offers a highly-desirable, open-concept layout with designer finishes throughout. On the first floor you’ll find your living and dining room areas and the gourmet kitchen with maple cabinets and waterfall quartz countertops, as well as Samsung stainless steel appliances. A French door leads to the private courtyard and attached 2-car garage. Upstairs are the three bedrooms, including the master suite that has been beautifully appointed with a luxurious bath and large walk-in closet. The additional two guest room are comfortably sized and share a hall bath wit the same high-end finishes as the master bath. Located just minutes from Park Avenue, Downtown Orlando, and many other Central Florida attractions, this Smart Home is a must see and is move-in ready. Home Warranty included.

Come see this spacious 2 bedroom, 2 bath condo in downtown Winter Park located just one block off of Park Avenue. This 1,306 sqft condo offers a large living room and dining room that is great for entertaining, custom chair rail and crown molding have been added throughout the condo. The spacious kitchen has lots of counter space, matching appliances, new backsplash and upgraded lighting, ceiling fans, and a spacious laundry room. This is a corner unit offering more privacy as well as 2 separate balconies with garden views. Park West is a gated community that offers beautiful landscaping, a clubhouse and community pool as well as tennis courts. This condo comes with an assigned parking space in the garage located very close to the elevator. Extra parking is available for guests in the open parking lot.

Gorgeous 2/2 condo at The Gallery tucked away in the heart of Winter Park. The condo has eco-friendly shutters on all windows, screened in lanai and a covered carport parking space.This condo is convenient to shopping, walk to Publix and nearby Restaurants. Located a short drive to Baldwin Park, Rollins College, Park Avenue, Trader Joe's, Hospitals, Downtown Orlando, and the trendiest Restaurants in Central Florida, and so much more. The Gallery of Winter Park has a nice community pool and tennis court. Make this Amazing unit your next home.

Classic Winter Park home combines character and quality. Planned with entertaining in mind, the recently remodeled high-end (to the studs) chef's kitchen with large center island, custom wood-mode cabinets, and large walk-in pantry with dual wine refrigerators. One story home with nearly $400,000 in recent renovations, including tile roof, new double pane windows, new AC, new kitchen, and updated plumbing and electrical. Perfect for those who work at home, as one of the bedrooms has been converted into a great office space with built-in cabinets. Generous room sizes, split plan, wood floors, stone fireplace. Large laundry room/craft room with amazing storage. Secluded resort style pool off of master, outdoor summer kitchen, charming patios, fountains, and beautiful landscaping on 1/3 acre corner lot (backs up to Phelps Park for ultimate privacy) create a wonderful outdoor experience. The 2-car garage has an exercise room and a temperature controlled wine room. Walk to Phelps park and Winter Park YMCA. Perfectly situated between Park Avenue and Interlachen Country Club. This is an amazing opportunity to enjoy the best of Winter Park. Well priced and waiting for you, so that you can be the next one to enjoy the lifestyle that this home offers.

This extraordinary, one-of-a-kind home, just 3 blocks from Park Avenue offers a luxury Winter Park lifestyle in a low maintenance easy living package - and it lives BIG! Just completed, this whole house renovation on this two-bedroom home has custom details, features and materials you will only see in multi-million dollar properties. Features include reclaimed European oak floors throughout, cedar TnG vaulted ceiling, Visual Comfort designer lighting package, and a 7.2.1 surround sound package. The kitchen boasts exotic level granite with a massive island, brand new shaker cabinets, brand new stainless appliances, and is open to the living room that showcases the outdoor illuminated tree garden through it's custom wood-clad floor to ceiling windows by Jeld-Wen. The bath is finished with marble floors, marble shower, marble countertops, and Koehler fixtures. Other features include landscaping package installed by Keller, Chicago brick driveway, natural gas exterior coach lighting by Bevolo, designer landscape lighting, and huge fenced in backyard. This home is perfectly located just a short walk to the shops and restaurants on Park Avenue in downtown Winter Park.

Meticulously constructed 4 bedroom, 5.5 bath pool home in The Vias. Encompassing over 6,200 square feet of beautiful interior space, this home sits on an oversized .42 acre lot on a quiet street just steps away from Lake Maitland. Large (over 1,000 sf) first floor Master Suite w/ fireplace, kitchenette w/ Thermador refrigerator, dishwasher and sink, huge walk in closet and separate master laundry room. Master bath has separate vanities, period marble throughout, a soaking tub, large walk in shower and fireplace. Gourmet kitchen w/ top of the line Thermador commercial style stainless steel gas appliances, dual dishwashers, custom cabinetry, granite and marble counter tops and walk in pantry. Billiard/Game room has a fireplace, wet bar w/ wine refrigerator (200+ bottles), Thermador refrigerator/freezer and dishwasher. Additional amenities include: 30 Bevolo light fixtures (11 gas), antique Chinese elm reclaimed wood floors, fabulous ceiling details throughout, extensive custom millwork (over 6 miles of trim) and built ins, Windsor double insulated energy efficient windows, 2 covered porches and 2 covered balconies, 3 gas fireplaces, ICF (insulated concrete form) construction, Baldwin Estate hardware, Kohler plumbing fixtures, Elevator and 3 laundry rooms. This amazing home is loaded w/ upgrades and extras. Great attention has been paid to the architectural detail and style and should be viewed in person to truly appreciate the quality throughout.

LIKE NEW Winter Park home, completed in January 2018! 5 oversized bedrooms and 5 full baths, plus 1 half bath, with plenty of BACKYARD SPACE! The open floor plan for this home was meant for entertaining with sliding glass doors that slide into the wall in the main living area and master bedroom! Entire home features plantation shutters on each window, and custom blinds for sliding doors. Upgraded kitchen with top of the line Thermador appliances including gas stove, double oven, crushed ice maker, wine fridge, and granite counter tops. The master bath has a large free standing tub, and six shower heads! There is a laundry room upstairs and downstairs, including brand new oversized washer and dryer! Salt water pool includes waterfall feature, and hot tub under the covered porch! Porch can be closed off with motorized screens that hold in up to 97% of your air or heat. Porch area also has an outdoor kitchen with fridge, grill, and outdoor shower! Porch is wired for surround sound with a custom area for projector, that will convey to buyer with projector screen. This smart home includes thermostats, cameras, surround sound, door locks, and pool features that can all be controlled from your phone or smart device! Upstairs porch features gorgeous travertine, that wraps around the back of the home and includes a gas fire pit! This home has lots of unique upgrades! Zoned for A+ Schools, Brookshire Elementary, Glenridge Middle, and Winter Park High!

Fabulous Winter Park premier zip code 32789 with brick roads. This house has an excellent floor plan, large bedrooms and a large fenced in back yard. Minutes from all that Winter Park has to offer from fabulous Dining to shopping on Park Ave. Ready for move in or build your own dream home. **Please note - property may be under Interior and Exterior Audio/Video Surveillance **