Winter Park FL Real Estate & Homes for Sale

Unique opportunity to own a large home in Winter Park's Kings Cove subdivision. There are 4 bedrooms, 3.5 baths, an office, and a potential fifth bedroom. The entire backyard is fenced with plenty of room to add additional fruit trees. The great room has a fireplace and overlooks the beautiful screened pool with a self-cleaning system, telescoping Water Fountain, two underwater LED Lights, and a recently refurbished screen enclosure. The eat-in kitchen has a pantry and a breakfast bar that opens to the great room. The master suite is located on the first floor with access to the pool. Plenty of space upstairs with all other bedrooms and a loft. New roof and gutters in 2021. Spacious two-car garage. A very quiet neighborhood in a desirable school district and great proximity to restaurants, shopping, hospitals, SR 417, Airport, UCF, and beaches. View space launches from your front yard. Recently replaced windows with double pane argon filled with most having plantation shutters. Outdoor security cameras. Zoysia grass with automatic sprinkler system with remote control. Fenced backyard.

THIS IS A TRI-PLEX with a waterfront view of Baldwin Lake with a Winter Park address! NEW ROOF and new panel box. No HOA. Perfectly positioned across the street from Baldwin Lake and the infamous dog park. Enjoy beautiful sunsets while enjoying Baldwin Lake and close by to nearby restaurants, shops, and local business'. These three units include 2 studios and one 2-bedroom are perfect as an income-producing property. Each unit has their own bathroom and common laundry room for the three units.

WINTER PARK VIA’S!!! Incredible Oversized Lot is located in the “Heart” of Winter Park. Very Unique opportunity in Winter Park for a high-quality custom build. The brick lined lighted street with sidewalks is located across from the Winter Park Racquet Club. This location is a wonderful opportunity to build your Estate Home. The lot size is 112’ X 140’. Value is in the land.

Gorgeous custom Mediterranean 3-level townhome in the middle of Winter Park! The incredible design and details in this residence will have you feeling like you're living in the Tuscan countryside. A $10,000 custom wood, glass and wrought iron double front door welcomes you to the second and main level of the home where you'll find warm hardwood flooring, a home office, formal dining room, kitchen, butler's pantry and family room. Quartz counters and ample wood cabinetry span the kitchen where you can dine casually in the custom built-in restaurant style booth perfect for gourmet meals, take out and family game night. Just outside of the kitchen and family room, you'll find French doors leading to the expansive Travertine paver lanai and European style garden. An elegant staircase with wrought iron railings leads you up to the third level where you'll find all the bedrooms. The 15 x 14 master bedroom overlooks the rear courtyard with its own 12 x 9 private lanai, complete with artificial turf. The spacious en suite has dual vanities, a separate soaking tub, shower and water closet. The first level of the home is where you'll find the two-car-garage with separate parking bays, laundry room and plenty of storage. Other notable features include new KitchenAid Black Stainless appliances, a gas fireplace with stone mantle in the family room, new interior paint, two new Carrier HVAC units installed in 2019, plantation shutters on all windows and much more. From this ideal location you can walk to the brand new Progress Point Park, Rollins College, the shops and restaurants of Park Ave and Orange Avenue. The Orlando Museum of Art, Mills Avenue and Interstate 4 are minutes away. Zoned for Winter Park schools. Come and see for yourself why this home has it all!

Welcome home to this effortlessly bright and open, oversized, almost half-acre property with a beautiful lake view, located in one of the most precious and private spots in North Windong's Winter Park neighborhood. With a wide and spacious front yard and circular driveway set back from the road, the large front pillars make for impressive curb appeal. Through beautiful double doors, the open foyer provides ample viewing of the sizable lap pool and greenery of the backyard. The formal dining room dazzles with its stunning glass chandelier. An oversized executive office features two built-in granite-finished desks and cabinets. The formal living room bridges the indoor and outdoor spaces, with views of both the lake in front and the pool and pergola in back. The exquisite staircase unifies the great room and open floor plan with the vaulted wood-beam ceilings of the family room. The recently remodeled, nearly new kitchen is notable for its 48" Subzero refrigerator and True under-counter refrigerator, along with Thermador natural gas stove and Dolce Vita quartzite countertops with backsplash from Venice. The screened lanai 40-foot saltwater lap pool and spa with both gas and electric heaters, along with waterfall feature, provide a peaceful respite. The outdoor kitchen offers a natural gas grill and dedicated sink, along with a leathered finished granite top and backsplash. The spacious master suite on the second floor adjoins the large master bathroom with double vanity and separate shower and tub. Each floor has its own set of washers and dryers. The true three-car garage is accessed by its own additional driveway and has newly replaced wifi-control doors. Roof and AC units replaced in 2022. Windsong boat/water access, community pool, and playground are additional amenities. A-rated school district. Easy access to downtown Winter Park and Aloma shopping centers.

Beautiful Mediterranean Lakefront estate with 5 bedrooms, 3.5 bathrooms, sandy beach (one of a kind) and 127’ on lake Osceola. Enjoy captivating views of lake Osceola, part of winter park chain of lakes. Professionally updated to today’s standards and modern technologies with the authentic character maintained to keep the original charm and elegance. One of the original Winter Park Spanish Mediterranean estate homes built in 1930 for the Sinclair Oil family. Enter the home into a large foyer and the authentic quality of the construction is evident. The downstairs family room has spectacular cypress beams, built-ins carved out of the plaster walls, an original tiled fireplace and stunning dark hardwood floors. Also, downstairs you will find the Classically Chic Chef's Kitchen, large island, granite countertops, modern technology appliances and custom cabinetry. Kitchen is open to the family room with brand new Nana wall doors and picturesque view of the swimming pool and lake Osceola. The beautiful master retreat downstairs has walk in dressing suite for the owner’s wardrobe and a sitting space with a calm ambiance. Upstairs houses four spacious bedrooms with beautiful views of the lake. Outdoor space includes a covered lanai that has been professionally updated by well-known Phil Kean design group, surrounded by lush landscaping, a century old oak tree overlooking the sandy beach and the swimming pool. A perfect setting for entertaining family and friends. A recently renovated boat dock with power boat lift and storage closet. Vivint state of the art security system, transferrable termite bond, custom made double pane French windows throughout the house, 2 gas generators, whole house water softener, all new plumbing and insulation and much more recent upgrades ($258,000) completed in 2020. Enjoy the easy stroll to Park Avenue, Rollins College, and downtown winter park. Please call to schedule your private showing. This lovely home will not last.

A fantastic waterfront opportunity in Winter Park on the Lake Maitland Lagoon awaits. This 0.62-acre lot features 100-feet of frontage on Lake Maitland's quiet lagoon and easy access to the Winter Park Chain of Lakes. A new boat dock with a 10,000-pound lift capacity was added in 2021. The oversized lot is about 115-feet wide and about 238-feet deep. The existing structure is over 2,800 square feet and could be a renovation project or demolished to build the home of your dreams. Located in one of Winter Park's highly desirable neighborhoods, this home is just minutes from the Winter Park Racquet Club, Interlachen Country Club and a short drive to Park Avenue shops and dining. Zoned for A-rated Dommerich Elementary, Maitland Middle School and Winter Park High School.

*Bring your boat, your RV, your utility trailers, No HOA you may park in the side yard! 4 bedroom 3.5 bath 2 car garage home situated on 1/2 acre in Winter Park!! This is truly a rare and unique find. New roof, water heater, exterior paint, Well maintained has easy care/allergy free ceramic tile flooring throughout and a practical floorplan, great for entertaining! Cozy up next to the fireplace and read a good book. This home has a generator, fire alarm system, and sprinklers. Great shopping, churches schools and restaurants are close by. In addition, it is convenient to the University of Central Florida, Full Sail University, Rollins College, Oviedo Marketplace, and all of the attractions by way of the 417 expressway. Bike/Jogging trails are nearby as well. Whether your destination is Winter Park, Winter Springs, or Oviedo, this home is in the perfect location for you.

Contemporary living in the heart of Winter Park. This Phil Kean designed/built home is sure to be at the top of your list. Phil Kean's distinctive signature style features clean lines and extraordinary attention to design detail. A hallmark to their design are walls of glass that open to extensive indoor-outdoor living spaces. Known as blurring the line between inside and out, the effect is most evident in the front elevation of this home. With five bedrooms, five full baths and two half baths, this home continues that tradition. Automated shades close to give complete privacy. This feature is just one of the many levels of sophistication found. The residence is sold completely furnished with the finest Restoration Hardware furniture hand-selected along with rugs, lamps, and a themed art piece located at the landing of the floating staircase. Ten guests sit comfortably at the dining table in the expansive room. An open two-story living room features a designer couch with opposing art and custom chairs. Contemporary theming continues into the family room with a built-in television as well as rectangular fireplace and half wall painted brick. The kitchen with its modern flair features a Thermador appliance package complete with an induction cooktop, refrigerated columns and built-in multizone wine storage and chiller. The large walk-in pantry has many multileveled built-in organizers. The first-floor theater is thoughtfully placed and features blackout automated shades with surround sound and custom seating. Adjacent is a wet bar with refrigeration and an additional television. Contained in a hidden built-in, the Crestron Home unit provides all of the automation from a single app giving simple ease to extensive technology. Two guest rooms down, both en-suite, complete the first floor. Up that floating staircase is a second-floor gallery the peers down to the living room and out to the private pool area. Down the hall is the generously sized master suite with sitting room. Automated shades, two walkout terraces and a custom-sized closet are just a few of the amenities found. Built-in configurations are endless in the closet space as well as the master bath featuring two overhead rain showers and additional body sprays. A large soaking tub with handheld shower attachment adds to the spa-like treatment. Double vanities and expansive mirrors present that Ritz feeling. Just past the elevator is the gym room complete with an electric lava rock dry sauna, workout area and steam shower bathroom. An additional en-suite guest room is to the left. A French door leads to the upper terrace that showcases the rear pool/garden. Back downstairs, multiple sliding glass doors leads out to the covered and automatic screen lanai with outdoor living examples of Restoration Hardware furnishings. There is also a gas grill/ventilation and sink. A three-car garage accommodates for vehicles as does the automatic gated entrance and expansive driveway. Recent notable upgrades include reverse osmosis water system, electronic air purifiers (both mechanical units), whole-house water softener and gutter guards. This lovely 4 years new home is available to start living the Winter Park lifestyle!

Beautiful 1930's Winter Park Character Home on Oversized 0.42 acre lot with privacy gate, detached mother-in law apartment, screened pool, and so much more. Originally built in 1935 this charming farmhouse offers a brand-new roof, updated plumbing and electrical, and newer AC units. The interior has undergone gorgeous renovations as well, including a new marble bath off the master bedroom and a gourmet kitchen. There's no shortage of curb appeal from the moment you drive through the gates up the elongated driveway to the covered front porch of the home. Once inside you'll find a very spacious interior with plenty of gathering rooms to entertain friends and family. There's a formal dining room with designer walls, a sitting room with wood burning fireplace, a family room off the kitchen, and home office. The first-floor master bedroom has a new marble bath with his and her vanities, jetted tub, large shower, and walk-in closet. The gourmet kitchen features custom cabinetry with granite countertops, stainless steel appliances, double ovens, gas cooktop, and built-in workspace. Upstairs are three comfortably sized guest rooms, each with a full bath. A detached 23x15 mother in-law suite is ideal for long term guests as it features a full kitchen and bath. It's also perfect for use a workshop, home office, or pool house and it can be converted into a 2-car garage. Additional amenities at this home include RV electrical hook ups, smart car charging station, and boat parking. Located just minutes from Park Avenue, this home is an easy walk or bike ride to nearby shops and restaurants. Zoned for Brookshire Lakemont Elementary, Maitland Middle, and Winter Park High School.

Pre-Construction. To be built. This stunning new house in Winter Park features the perfect blend of textures and clean finishes with modern warmth and undeniable sleekness. Carefully thought-out living allows for the overall feel of spaciousness that invites nature into the home. The first floor boasts an open layout with double height ceiling to welcome you, followed by a chef's kitchen, dining room and living room complete with a fireplace. Open the impressive glass sliding doors to the backyard and expand your indoor-outdoor living experience. Complete with a summer kitchen, covered patio, saltwater pool and beautifully landscaped yard, the entertainment possibilities are endless. Also located on the first floor is the very generous master bedroom suite as well as an office complete with its own bathroom. The second level offers a media/family room and three additional ensuite bedrooms and terrace. This spectacular modern residence comes smart home ready and with other additional upgrades such as Italian tiles throughout, Wolf and Subzero appliances, Windsor windows as well as landscaping throughout and a three-car garage. About the builder: Parkland Homes has been building and renovating homes in the Winter Park area for over 30 years. Many of the custom homes seen on the Winter Park Chain of Lakes among other areas, exemplify their attention to quality craftmanship and architectural detail in building.

Some photos have been virtually staged. If you need LOTS of bedrooms and SPACE or want a separate MOTHER-IN-LAW SUITE, then this unique property may be for you! Just lock one door in between to divide the two living spaces for privacy. The main part of the property features an UPDATED KITCHEN with brand NEW STAINLESS STEEL APPLIANCES, unique master bedroom with skylight and connected room that could be considered a giant walk-in closet or dressing room, workout room, office or whatever you need. The master en suite features a soaker tub and separate shower. This side of the property has a total of four bedrooms and two full bathrooms. There is a large dining room/living room area plus a huge bonus enclosed patio and laundry room/storage. The other side of the house that could be a mother-in-law suite features a living room, two bedrooms with exterior door access, a full bathroom and kitchenette with dining area. You'll love that the house has a NEW 2021 ROOF, FRESH PAINT and NEW CARPET. Put any finishing touches on this cool property to suit your needs! There is a huge, fenced back yard with so much potential for a gardener or a couple of pups to enjoy. The covered patio is just begging for some patio furniture, a nice grill and lawn games! It's a short walk down to the end of the street where you can enjoy the view of beautiful Lake Killarney. You'll love this fabulous Winter Park location, it's less than five minutes to jump on I-4, less than 10 minutes to Winter Park Village and all the shops and restaurants, less than 15 minutes to downtown Orlando, about 25 minutes to Walt Disney World and about an hour to the beaches. NO HOA!

One or more photo(s) has been virtually staged. This Winter Park one-story home offers granite countertops.

LOWER PRICE, Great Investor Opportunity: Very desirable Tanglewood Winter Park neighborhood with many updated properties. This home sits on a corner lot with over 1/4 acre. 4 beds, 3 baths & a fenced in yard. Updated white & bright kitchen with solid stone countertops and stainless steel appliances. Huge 2nd master suite addition features French doors with built-in blinds that lead to the deck with pergola perfect for outdoor lounging. Master bath features a large soaking tub & walk-in closet. Large walk-in laundry room/mud room with loads of storage. Huge screened in patio with doggy door. Tile flooring throughout the home, no carpet. Blinds & ceiling fans throughout. Neutral interior paint color. Oversized lighted carport.

Pre-Construction. To be built. Take advantage of one of the last chances to live in Lake Killarney Shores, one of Winter Park's newest communities - a collection of 30 custom homes convenient to Winter Park Village & The "Golden Mile". Enjoy access to the Lake via a community boat ramp. Ziur Construction's Contemporary Home is 2,830 SF with 4 Bedrooms, 4.5 Baths with an additional spacious Family Room on the second floor! The Outdoor Entertaining area is enhanced by a large, covered Lanai and features a Saltwater Pool with sunning shelf, and travertine or paver coping. The Outdoor Entertaining area also includes LED lighting with a Summer Kitchen with a natural gas Grill/Grill Hood, a storage cabinet, and beverage cooler beneath the counter area. The Kitchen features custom 42" upper cabinets with under cabinet lighting, and stainless-steel under-mount sink. The high-end Thor Kitchen appliance package includes a 30" Gas Range, French Doors Refrigerator, Dishwasher, Microwave Drawer in Stainless Steel. All Bedrooms include spacious closets with custom closet system. The Owners Suite includes a walk out balcony where you can enjoy a beverage or a beautiful day outside. The spacious Owner's Suite Bathroom features a large walk-in shower with frameless glass doors, 66" x 36" freestanding tub, and over-sized mirrors with decorative lighting. Three additional Ensuite Bathrooms have large frameless glass walk-in showers, as well as custom cabinets, quartz counters, under-mount sinks, large mirrors, decorator Moen plumbing fixtures and hardware. The Powder Bath on the first floor has the same specifications. Designer plumbing fixtures and tiles are used throughout the home. Be sure to read the Feature Sheet in Attachments for more detailed information. Because the home is a spec on paper, all is subject to change.

Your private Mediterranean townhouse located in Winter Park is now available with the opportunity to purchase the other attached unit and 2 additional buildable parcels on land for your OWN COMPOUND. You will find attention to detail from the moment you step inside. Instantly you are greeted with a foyer and custom travertine stonework. Greet your guests at the built-in bar and wine cellar, or entertain in your grand kitchen, complete with stainless steel appliances, stone counters, farm sink, walk-in pantry, plenty of storage, and an island for gathering. Next, you will find the formal dining room and your living room with vaulted ceilings, engineered wood floors, and access to your backyard. Downstairs is a bedroom and bathroom ideal for a family or overnight guests or even a home office. Upstairs you will find the additional bedrooms, a spacious loft, multiple balconies, and the Master Bedroom Suite. The Master Bedroom is light and bright, has an electric fireplace and plenty of zen space. A walk-in closet and spa-like bathroom have everything you need for a day of self-care, including a garden soaking tub. Outside, enjoy your quiet area in a lovely lush yard. Only 7 minutes from Park Ave. and close to transportation, dining shopping, and highly coveted schools.

Beautiful Ray Coudriet built home on Lake Mizell. Greet your guests from the Balcony overlooking the Motor Courtyard. The Master Suite has extensive amenities including a sitting area and private 13*25 covered porch overlooking the pool and Lake Mizell. The Master Bathroom features a Jacuzzi tub & walk-in shower room. There are His & Her dressing suites that are furnished w/ cabinetry for the owners wardrobe! For those private evenings in the Master Suite, there is a wet bar located in the suite. Cross the Bridgeway to a second bedroom with private Bathroom. The 17*19 office is also located here and boasts a beautiful water view of Lake Mizell. The Kitchen is equipped w/ a walk-in Pantry that contains enough space to stock for even the biggest party & adjoins the Butler's Pantry & prep area. The Kitchen extends into the Family Room which opens onto the large 25*34 Covered Porch and large in-ground pool. Don't miss out on this awesome home located in the heart of Winter Park! Call and book your showing today!

Move in ready 4-bedroom, 2-bathroom home in the ideal Winter Park Neighborhood across from Winter Park High School.

A modern, European condo that has combined two 940 sf lakefront units into a sprawling 1875 sf 2br/2ba luxury second floor condominium, just an easy walk to Trader Joes, our new WP Library and Hillstone Restaurant - all within the heart of Winter Park. This unit has all new plumbing, wiring and a new HVAC system. Floor to ceiling sliding glass doors in the living room, master bedroom and secondary bedroom, offer full view of the beautiful sunsets setting over private Lake Killarney. Remodeled in 2008, your now private staircase takes you up to your private hideaway. The kitchen is designed with textured glass cabinets from Germany, granite countertops, and Miele appliances. The in-kitchen dining table is made of high gloss, Peacock blue lava stone and marble from France. The great room (family room/dining area) has a walkin closet that has been plumbed to be an extra bathroom. . A stackable Miele washer/dryer is located in the kitchen behind a tall cabinet door. The flooring throughout is of natural bamboo. The master bedroom has a walk-in closet along with a sitting area facing the lake and can be opened to join the sitting area in the study/ bedroom next door (see attached floor plan). The third room has an antique English armoire that can function as a closet. Boat slip rentals are available annually for $900; the condo comes with a private boat launch for boating, skiing and even allows for seaplane landings. Two parking spaces are dedicated for this unit. This condo, designed by a local artist and a local architect, is indeed One of A Kind........a quiet, peaceful touch of lakefront living

Stunning and completely renovated 2 bedroom, 1.5 bath, 1085 sq ft. modern condo in Winter Park. The amazing kitchen features new cabinetry, granite counter tops, mosaic white marble finish throughout the kitchen walls, new s/steel upgraded appliances. Brand new bathroom, lighted led mirror with hardwood white vanity with Carrera marble top. The ceiling and walls have textured finishes and freshly painted throughout the apartment. This condo has a designer touch throughout and much more that is not mentioned. Come and view this beautiful condo. The lovely condo has awesome access to Full Sail University, Barry Law school, Stratford, Keiser university and UCF. HOA includes water and sewer. The interior of condo comes with 100% full one year warranty. The Roof is under construction and will be completed in 2021.This Seller is renovating units 281, 325, 205, and 172. Unit 281 and 172 being being used as models to see the quality of materials and workmanship

Stunning and completely renovated 1 bedroom, 1 bath, 756 sqft. modern condo in Winter Park. The amazing kitchen features new cabinetry, granite counter tops, mosaic white marble finish throughout the kitchen walls, new s/steel upgraded appliances. Brand new bathroom, lighted led mirror with hardwood white vanity with carrera marble top. The ceiling and walls have textured finishes and freshly painted throughout the apartment. This condo has a designer touch throughout and much more that is not mentioned. Come and view this beautiful condo. The lovely condo has awesome access to Full Sail University, Barry Law school, Stratford, Keiser university and UCF. The interior of condo comes with 100% full one year warranty. The Roof was completed in 2021. HOA includes water and sewer. Owner is FL LIC RE Agent

Ideal condo located on first floor in Winter Park for an investor or primary resident. New A/C one week ago. Updated two bedrooms and two full baths, beautiful vanities with lamps and tiles. Spacious living-dining combo, in the kitchen high top bar, beautiful cabinets and countertop. There is a laundry closet included washer and dryer. Has floor tiles the entire condo. This condo complex is only a few minutes to downtown Orlando, UCF, Valencia College, Rollins College, Full Sail University, airport, beaches, theme parks, dining and shopping. Location, location, location. Great opportunity for first time buyers. Do not miss a chance to see this great home today.

Stunning and completely renovated 1 bedroom, 1 bath, 756 sqft. modern condo in Winter Park. The amazing kitchen features new cabinetry, granite counter tops, mosaic white marble finish throughout the kitchen walls, new s/steel upgraded appliances. Brand new bathroom, lighted led mirror with hardwood white vanity with carrera marble top. The ceiling and walls have textured finishes and freshly painted throughout the apartment. This condo has a designer touch throughout and much more that is not mentioned. Come and view this beautiful condo. The lovely condo has awesome access to Full Sail University, Barry Law school, Stratford, Keiser university and UCF.HOA includes water and sewer. The interior of condo comes with 100% full one year warranty. The Roof is under construction and will be completed in 2021.This Seller is renovating units 205, 289, 171,325, 172, 138, 249, 122, 281

Pre-Construction. To be built. Here is the perfect opportunity to purchase your very own private sanctuary in the heart of Winter Park. This exquisite transitional modern home by Parade of Homes award winning builder Clarkson Concepts was designed with incredible details that will not disappoint. As you drive up to the property you are greeted by a contemporary, West Coast Casual elevation. A private courtyard leads you through the entrance and into your contemporary, open great room with 12' ceilings. To the left, a relaxing living room with built-ins and fireplace. To the right you'll find an uncompromising gourmet chef's kitchen featuring all Subzero/Wolf appliances. The solid wood cabinets are accented by a designer backsplash and Legrand Addorne under cabinet outlets with lighting. The custom pantry features countertops for coffee station, appliances, and storage. You'll never want to leave your grand first floor owner's retreat with barrel vaulted ceiling and an en suite where you can soak away in your 6' freestanding tub. His and hers solid wood vanities along with his and hers closets mean plenty of space for clothing, shoes, handbags, makeup and jewelry. A full guest suite and laundry room complete the first floor. On the second level you will find a relaxing balcony to enjoy views of your backyard, a large bonus room with vaulted ceilings, 3 bedrooms with en suites and a secondary laundry room. The private backyard outdoor oasis will include a large undercover lanai, separate, fully outfitted summer kitchen, pool with hot tub and sun shelf. Relax your days away with privacy, comfort and the best parts of Florida living while being minutes from Park Avenue, Baldwin Park, Rollins College and Advent Health. Zoned for Winter Park Schools. Call today to set your appointment with the Builder!

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