Winter Park FL Real Estate & Homes for Sale

Welcome to this stunning bungalow featuring 3 bedroom, 2 bathrooms with a Pool situated in the historic and charming area of Winter Park. This beautiful home features a brand-new kitchen with white shaker cabinets, quartz countertops and stainless-steel appliances. The entire house has been upgraded with luxury vinyl flooring throughout for an elegant yet modern touch that is sure to impress.As you explore the exterior of this home, you will quickly take note of its extra wide lot surrounded by million-dollar homes as well as its white vinyl fencing surrounding the pool in the backyard. You can also enjoy a circular drive or stroll down one of its brick streets while taking advantage of being mere steps away from Park Avenue's many shops and restaurants.This property offers A rated schools nearby so you can ensure your children receive only the best educational opportunities available today! And with a spacious 1672 square feet interior space, there is plenty of room for everyone to grow and thrive in comfort - truly giving you all the necessary elements for an idyllic lifestyle here at this stunning home!

Elegant and classic one-story home with an unbelievable downtown Winter Park location, walking distance to Park Avenue's shops, restaurants, and 9-hole Winter Park Golf Course. Total square footage of 2543sf includes 2296sf of main living space with 2/2.5 plus office and 247sf bonus room above the garage. Great curb appeal with meandering brick paver walkways and courtyard surrounding the home. Formal entry foyer is flanked by office with high-end built-ins (that can be converted to 3rd bedroom), and an open concept great room with den, dining room, and kitchen. The kitchen was renovated with granite counters, beautiful wood cabinetry with abundant storage, stainless steel appliances, and breakfast bar adjacent to sun filled eat-in nook. The owners' suite is inviting with arched doorway and French doors overlooking private & picturesque patio, as well as 2 walk-in closets, additional wall closet, and bathroom with dual vanities and oversized shower. Secondary bedroom suite includes walk-in closet and bathroom with shower/tub combo. The interior laundry room is light & bright with storage cabinets, sink and hanging rod. Upstairs bonus room is great flex space for gym, studio, or potentially a guest room. Two car garage with epoxy floors, storage closet, and a wall of built-in cabinets. Features include tall ceilings, real wood floors, wood shutters, crown molding, fireplace, built-ins with lighted glass shelves, and French doors.

Well maintained 3 Bedroom / 2 Bath Townhome w/ loft and attached 2-Car Garage in the heart of Winter Park with low monthly HOA! Found in the highly sought after and quiet Park Green community, which offers a large community pool and community center. Conveniently located within a short driving distance to to downtown Winter Park, Park Ave, Rollins College, fine dining, shopping, entertaining and more. Easy access to major roads and hwys only minutes to Downtown Orlando and surrounding areas. This corner-unit home has been well cared for and offers a New Roof, wood-burning fireplace, fully enclosed back patio for extra living space that enters into a fully fenced-in, private back yard sitting on a cul-de-sac. Your wait is over...Call today to schedule a private showing or click on the link for the virtual tour.

Wow! Just where do we start to describe this amazing house in sought after Winter Park. Is it the fully updated interior with fresh paint, new lux vinyl flooring, custom cabinetry wet-bar in the living room, or could it be the dream kitchen and walk in pantry that any Chief would want? The large Owners Retreat features a custom closet, a spa like bath with separate soaking tub and walk in shower. Main House features 4 Bedrooms 2.5 baths and a large laundry with built ins. Let's not forget the screened pool & oversized lanai, 21x20 open patio (relax by the firepit) 16x14 covered deck, 18x15 Work Shoppe and the best yet is a separate 500 sq ft 1 Bedroom 1 Bath Apartment/Mother In Law Suite. All this on a double lot! Sprinklers on well. NO HOA! Excellent top-rated schools! Easy Access to the best Winter Park shopping. Make your appointment today and turn this home into your new address.

LOCATION, LOCATION, LOCATION! Welcome home to this charming, first floor 2/2 Condo in WINTER PARK! The Oaks is a quaint 11 unit community on a quiet street close to all. This condo has wood and tile flooring throughout, no carpet for easy care. The large Living Room is open to the separate Dining Room, which is where you enter the Galley Kitchen. The kitchen has light cabinets, with newer appliances. In the back of the condo there is a Primary Bedroom, which has an ensuite bath and a nice size walk-in closet. There are French doors that open to a screened back porch, which has a pool view. The second bedroom has a large closet, and both bedrooms have ceiling fans. There is a 2nd full bath that is accessed from the hallway. The windows all have nice plantation shutters throughout. Enjoy the quiet complex on your screened in back porch, which overlooks the community pool. The Oaks has a Laundry Room with coin operated washers and dryers. There is a pool in the center of the community. Centrally located near Winter Park Hospital, Baldwin Park & Park Avenue with plenty of shopping/restaurants for your enjoyment PLUS walking distance to Dog Park. Zoned for Brookshire, Glenridge & Winter Park High! Extras include: 2 designated parking spaces and BRAND NEW electrical panel. Don't miss this amazing opportunity to live in Winter Park!

This Winter Park bungalow sits on DOUBLE LOT, spacious 2 bed 1 bath with large Den that could be used as a 3rd bedroom. This Winter Park home has an updated kitchen with real wood cabinets, granite countertops, and stainless appliances. French door from kitchen onto your wooden deck for a view of the huge backyard perfect for BBQs and entertaining. Zoned for Dommerich, Maitland Middle, and Winter Park High. Short drive to many shops and stores including Publix, Costco, gym.

Imagine coming home to this gorgeous, one-story, Winter Park pool home! The bright and open living space has rich wood flooring, 10ft ceilings, and a charming fireplace with a graceful, curved hearth. French doors open onto an expansive, private, paver patio with bubbling fountain - perfect for entertaining and barbecues. There is so much flexibility in how to use the living spaces to meet your family needs! The sunny kitchen boasts leaded-glass display cabinets, granite countertops, SS appliances, breakfast bar and a cozy breakfast nook with built-in bench. True 3-way split layout of 4 bedrooms and 3 full baths. Owner's retreat enjoys a private, en-suite bath with jetted tub, separate shower, dual bowl vanity, and walk-in closet. On the other side of the home, 2 bedrooms share a Jack & Jill bathroom while the 4th bedroom has direct access to the 3rd bath and is tucked behind a privacy door making this space perfect for the home office or in-law suite. Relax on your shady, covered patio that overlooks the sparkling, saltwater pool with pebble finish that can be heated in the winter and cooled in the summer! The pool is surrounded by paver decking and lush landscaping that glows in the evening with an extensive lighting system. Some of the many recent updates include new roof, new ductwork, new French doors and sliding glass door, new paint inside and out, epoxy garage floor, garage built-ins and wall system, paver driveway, upgraded irrigation system and landscaping. Ask for the Feature List! Park Pointe is a cozy cul-de-sac community with tree lined streets conveniently located to all that Winter Park has to offer. Minutes from Park Ave restaurants and shops and top rated schools. Transferable termite bond. Don't miss this one! Call today for your private showing.

Incredible opportunity on this meticulously maintained, and fully updated 3-bedroom, 2-bathroom Winter Park home. This home features vaulted ceilings, and a wonderful split floorplan, with plenty of space for entertaining, and even a separate bonus room area / home office nook. The renovated kitchen contains newer stainless-steel appliances, granite counters, and incredible painted wood cabinets, designed with unique, hidden storage spaces. The family room off the kitchen / dining area contains a wood burning fireplace, with enormous decorative stone wall and mantle. All bedrooms are generously sized, and have been updated with LVP flooring. Outside, you will find an enormous 10' x 32' screened patio area, overlooking the impeccably landscaped and spacious backyard living area, which includes additional hardscaped space and firepit area. All major components of the home have been updated, including a brand new roof installed in 2022! Garden Lake Estates has NO HOA, and is convenient to shopping, restaurants, major highways, and highly rated Seminole County Schools. If you have been looking for a tastefully designed, move in ready home, don't wait to schedule your private showing!

As you step foot inside, a warm and inviting feeling of "WELCOME HOME!" embraces you. You'll be awestruck by the sheer elegance of this single family home, as it boasts every possible detail one could desire. With an expansive 2,589 sq ft of living space, you'll have plenty of room to stretch out and unwind. This stunning Taylor Morrison MODEL HOME was thoughtfully constructed in 2019 with over $200,000 in upgrades, and not a single detail missed.With 4 bedrooms and 4 bathrooms, this home offers ample space for your family and guests to relax in comfort and style.The FIRST floor MASTER bedroom boasts of a tastefully designed interior. A loft area provides additional living space, while an office area allows you to work from home with ease. The interior design of the house exudes a harmonious blend of style and comfort, featuring a flooring scheme that is both visually pleasing and functionally efficient. The bathrooms are adorned with exquisite ceramic tiles that exude a sense of refinement and sophistication, while the bedrooms offer a warm and inviting ambiance, with their plush and cozy carpeting. top to bottom, this home has been meticulously designed to exceed your expectations.Prepare to be dazzled by the exquisite finishes and top-of-the-line appliances that await you. The open-concept design of the main living area is perfect for entertaining, with a spacious kitchen that will make meal preparation on exquisite GRANITE countertops a breeze. And when it's time to retreat to your own private oasis, you'll be delighted to find that every bedroom is a sanctuary unto itself.In short, this home truly has it all - from the perfect location to the finest finishes, this is a place you'll be proud to call your own. Come see it for yourself and discover the true meaning of luxury living.ALL FURNITURE IS FOR SALE OUTSIDE OF CLOSING.

Welcome home to the Winter Park Pines with its beautiful tree-lined streets and where the mailman still delivers to your doorstep! This hard-to-find, SPACIOUS 5 bedroom, 3 bath, pool home features a SPLIT floor plan, plenty of natural light and over $150,000 of upgrades and updates making it perfect for both relaxation and entertainment. Every detail has been thoughtfully designed and executed to perfection, creating a truly remarkable living experience. The crown jewel has to be the amazing Florida room and RESORT STYLE POOL. The pool underwent a total overhaul including new gunite, new pool equipment, installation of a sun shelf and swim-outs and the addition of new water features. The pool enclosure was also re-screened. NEW pavers surrounding the pool and NEW sod really make the backyard pop. Sunlight pours into the Florida room via floor-to-ceiling windows. The rest of the home was also outfitted with NEW Andersen double pane windows. Other recent projects include a total kitchen remodel that included new cabinetry, gleaming granite countertops, stainless Samsung and Bosch appliances and NEW lighting. Newer and easy to maintain wood laminate flooring flows throughout and highly durable for pets, activities and more! The interiors and exteriors were painted in 2019 as well as the addition of gutters and gutter guards. Please see the attached features sheet for a FULL LIST of improvements and investments in the home as there are too many to list here. Monmouth is a peaceful, tree-lined road that is not a cut-through street. Feels like a private street as this section of The Pines has only one way in and one way out. Within the neighborhood are top schools in the county, Winter Park High School, Brookshire Elementary and Aloma Elementary Schools. In addition to great schools, the Winter Park Pines enjoys Cady Way Park, playground, tennis courts, pools and the famous bike trail. Also, just around the corner from the home is the Winter Pines Golf Course an 18-hole public golf course with a fantastic club house and restaurant! With this home there is ample room for growth, this home is a RARE FIND and a MUST-SEE for anyone seeking a comfortable and convenient lifestyle where you can move in, with zero projects and just start enjoying your home. HVAC-2014, Roof-2018, Plumbing-2001, Electrical box upgrade-2014.

***MULTIPLE OFFERS RECEIVED*** Please submit all offers by Friday, March 31 at 8:30 PM. Awesome location! Walk to everything in downtown Winter Park- shops, restaurants, cafes, entertainment, library, parks - all are within a few blocks of this newer home located in historic Hannibal Square and only 2 blocks to Park Avenue! Well-maintained 3/2 with high ceilings situated on a lovely corner lot with side and rear privacy fencing. The kitchen was recently updated with modern white cabinets, stainless appliances, and quartz countertops. Ceiling fans throughout. Central air. Laundry room/pantry. Concrete driveway. Low-maintenance landscaping. Showings by appointment only.

The adorable bungalow that is 1217 Kenwood Ave is located a couple houses off of famed Park Avenue andsteps from the Winter Park Village which is undergoing a $50 million makeover. This home was completelyrebuilt from the foundation up in 2018 including HVAC, electrical, plumbing, flooring and subflooring. The kitchen hasdark blue cabinetry, gold hardware, and quartz countertops, gas range with hood and tankless water heater! Amazing lot to lotfrom Kenwood with rear entry 2 car garage off of Denning. The gas and water is also plumbed for an outdoorkitchen and one could build a pool in the spacious backyard. Inquire about this rare opportunity today!

Welcome to this stunning 3 Bed 2 Bath Pool home in the heart of Winter Park! Everything has been done in this home, the only thing left to do is move in. The kitchen is a chefs dream updated with new shaker cabinets, stainless steel range & dishwasher, upgraded Quartz countertops and a large eat in island. New Floors throughout, New Interior & Exterior Paint, Both Bathrooms fully updated, New roof, New HVAC, and more! This home is light, bright, and open with the kitchen and dining room overlooking the living room making this home perfect for entertaining. Sliding glass doors lead out to one of two covered & screened lanais where you can enjoy Florida living in your very own backyard oasis. Enjoy relaxing in the glistening blue pool all summer long surrounded by lush tropical landscaping. Located in Winter Park just minutes from Park Avenue shopping and dining with easy access to the 417, 17-92, 408, & I-4. Schedule your private showing today!

This is a well maintained, quiet 2 bedroom, 2 bathroom ground floor end-unit in the Gallery View condo community, located off Semoran Road & Aloma, and convenient to shopping, fine dining restaurants, colleges such as Rollins College, Full Sail, UCF, and Keiser, as well as Park Avenue, historic downtown WP, Sunrail station, cultural/art centers, churches, Cady Way trail, Ward Park, WP Hospital, library, OIA airport, and major roads. The property features tile floors throughout, a nice size kitchen with a full suite of appliances, a primary suite with a large walk-in closet, as well as a spacious second bedroom.

Casa Aloma community, 3 bed/2 bath ranch home. Split floorplan features master suite with double closets and full bath, formal dining & living room, family room with sliding glass doors opening out to a large screened in patio, private fenced backyard. Eat in kitchen with nook area. Conveniently close to Interlachen Country Club, downtown Winter Park, Park Ave, shopping centers, restaurants, Publix, YMCA, Phelps Park, Cady Way Trail, hospitals, Rollins College, Full Sail, and more.

Welcome home! Check out this beautifully renovated 4 Bedroom 2 Bath home located in the heart of Winter Park. Brand New ROOF, New AC, and Newly updated Electrical system. No house like this will be found under $500k in Winter Park and this one is definitely not going to last for long.This lovely home features a large floorplan with LVP flooring, a lovely kitchen, formal dining room, living room, and additional bedrooms. Once you step in, you'll be delighted to see that all new flooring and fresh paint have been done throughout the house. This lovely property has all new doors and light fixtures installed throughout. The large bedrooms and closets will wow you! Entirely new Italian porcelain tiles have been put to the bathrooms, giving them a stunning defined look. The house also comes with brand new stainless steel appliances. When you go into the backyard, you will notice that the pool has been refinished and is ready for use! Perfect timing for the summer! This property is located in the middle of Winter Park, near retail shopping, restaurants, Rollins College, Park Avenue attractions, schools, museums, YMCA, Farmer's Market, and much more! There is plenty of entertainment available for you and your family; come check it out now before it's gone!

Welcome home to this charming 2 bedroom, 2 bathroom home in Winter Park, FL! The property features a large living room with classic Parquet flooring and neutral paint colors. The kitchen is large and open to both the living room and dining room with solid wood cabinets and granite counter tops! The dining space leads you to the outside patio that is a relaxing screened-in space with tons of privacy with your back yard view. Both bedrooms are great size, with large closet space. Put your finishing touches on this great Winter Park home! This neighborhood is lake front with community access, and has tennis courts for you to live the ideal Florida lifestyle. The location here is amazing, because you are 10 minutes to Winter Park's Park Avenue for shopping and dining, yet still in Seminole County for the low taxes and great school system. From here you are also close to 417 highway, Oviedo, Winter Springs, and Altamonte. Roof from 201, New A/C, replumbed, updated kitchen! Fenced yard, Large Patio and lots of pavers!

Welcome to your dream home in the exclusive, gated community of Cypress Reserve in Winter Park! This stunning 4 bedroom, 2.5 bath pool home is perfectly located for your convenience, just minutes from Park Avenue in downtown Winter Park and a variety of restaurants, shops and schools such as Trinity Prep and the Master's Academy. The light and open floorplan features volume and vaulted ceilings, skylights, a ton of natural light, and luxurious tile and engineered hardwood floors that make it feel like a model home.The heart of the home is the beautiful chef's kitchen, complete with a Blanco double sink, 42" solid wood, raised and stained cabinetry, granite counters, stainless appliances, and a built-in wine cooler. It's open to the family room, which is highlighted by a fireplace with a striking antique slate mantle and a bluestone hearth - perfect for cozy gatherings. The smart split-floor plan design includes carpet in the secondary bedrooms, one of which features a coffered ceiling with hand-carved wood accents. The spacious master bedroom includes a sitting area and two organizer walk-in closets, and the remodeled master bath is like your own personal spa with a contemporary garden tub, large shower and dual sinks with Carrera marble counters. But the real showstopper is the stunning pool area, complete with stone work and a waterfall. It's perfect for entertaining or just relaxing with family and friends. And if you need some relaxation, there's a peaceful garden area in the back as well.This move-in ready home has it all, including a newer roof, resurfaced pool, double-pane windows, gutters, newer water heater, exterior paint, and interior paint. Plus, the oversized garage features a full 3rd bay that's perfect for a workshop or storage. Don't miss your chance to make this great family home your own - schedule a private tour today!

Well stablish community of single-family homes close to the heart of all, while yet you feel the peace and quiet of a small community. No! HOA fees. nice and spacious backyard with inground pool for the entertainments. This home invites you to relax, enjoy pool time or a favorite book in your own personal oasis.This is great investment opportunity for a first-time home buyer or investor to add to your portfolio. Check out the comps and submit your offer today

WHAO LOCATION! GROUND FLOOR CONDO 1018 SQUARE FEET!. Two bedrooms and two full bathrooms with an open floor plan and walk-in closet in Master bedroom! Includes Fridge, Range, Microwave, Washer & Dryer. Relax in the Resort Style Community Pool or warm up in the Hot Tub under the Gazebo, Private Screened Patio. Conveniently located across FULL SAIL School off of 436 (Semoran Blvd.) or a quick drive to Dining, Shopping, Siemens, Rollins College, UCF or Valencia Community College.

Multiple offers- Deadline Thursday 3/30 at 2:30pm. Perched on a hill, and a corner lot, nestled between Sylvan and Bonita along the brick streets of Winter Park, this home has so much to offer. With a privacy wall along Maiden Lane, this home truly feels like a secluded oasis. Beyond the 3-car garage, you'll be greeted by a charming gated porch that leads into a spacious living area filled with natural light, where the French doors lead to a screened patio and a resort-style pool that will take your breath away. The dining room, with tall, graceful windows on one end, leads to the kitchen, offering stone counters, a cooking island, 2nd prep sink, wine refrigerator, double built-in ovens, a water purifier, and a dinette with a large bay window. The breakfast bar offers additional seating, and overlooks the family room, with vaulted ceilings and a wood-burning fireplace, plus additional French doors to access the screened-in patio. Off the kitchen/living combo, there is a full bath that also services the pool. The spacious downstairs master suite, with plantation shutters and French doors to the screened patio, features a double-sided fireplace separating the bedroom from the master bath, with a large soaking tub, glass shower, private water closet with a bidet, and large walk-in closet. A laundry room with a utility sink and laundry chute, and a front powder bath for guests, complete the 1st floor. Upstairs includes 3 bedrooms, all with walk-in closets, 2 full bathrooms, and a balcony overlooking the sprawling backyard. Outside, you'll enjoy lush landscaping and the soothing sound of the pool fountains! The large pool deck offers lounging, with additional seating and dining space within the screened patio. Surrounded by A-rated schools, convenient stores such as Walgreens, Publix, & Sprouts, the YMCA, the AdventHealth Hospital, Phelps Park, and around the corner from Park Avenue - this location cannot be beat!

Cozy Winter Park Pool Home in Orange County - Move-in Ready! Experience the outdoor oasis by relaxing in your screened Lanai or take a dip in the private pool. Great for hosting BBQS with family and friends. This charming home includes 4 beds and 2 baths. The kitchen features granite countertops, stainless steel appliances, tile backsplash and a modern pull-down spray kitchen faucet. For interior design lovers this home features a color palette inspired by HGTV along with newer LUXURY PLANK VINYL FLOORING. Stay cool and comfortable NEW AC unit NEW DOUBLE PANED ENERGY EFFICIENT WINDOWS THROUGHOUT and NEW ELECTRICAL PANEL all in 2022. This move-in ready home is a must-see for anyone seeking a Florida lifestyle! Great Location! Winter Park School district, near Full Sail University and only a 10 minute drive to the trendy Park Ave that has shopping, casual and fine dining, museums, galleries and great parks.

Fully remodeled home in Winter Park with no association and huge backyard space. This three-bedroom, two-bath, one-car garage home has new laminate throughout the entire home and offers a living-dining area combo. Sliders off the living room lead to the screened-in patio and private, fully-fenced backyard. Updates include a brand-new kitchen with granite countertops, brand-new bathrooms, fresh interior and exterior paint, and the list goes on. A rare find at this price in Winter Park, come take residency one of Central Florida's most desirable areas and be next to the best schools, local dining, shopping, entertainment, and easy access to major roadways.

Welcome to this exquisite French Modern home that seamlessly blends classic architecture with modern amenities. With 4 bedrooms, 4.5 bathrooms, 4,055 s/f, and a detached art studio, this stunning, single story property offers the ultimate in luxury living.The open floor plan of the main living area effortlessly flows from the gathering room with a cozy fireplace to the dining and sitting room. The kitchen features Wolf, Sub-Zero appliances, custom cabinetry, and a large center island perfect for entertaining guests.Step outside into this stunning oasis, where every detail has been meticulously designed to create the ultimate in relaxation and entertainment. With a pool, Casita, fire feature, and summer kitchen, this outdoor space is the perfect retreat for enjoying the warm weather. The oversized lot extends to another highlight of this home, a separate art studio. This studio is bathed in natural light and will provide the perfect space for creative pursuits or as an office. Located in Winter Park, this stunning French Modern home offers the perfect combination of luxury and functionality. Don't miss the opportunity to make this your dream home!

Wanting to live in Winter Park in a newer and beautiful property? Here it is. This beautiful property is so centrally located that has it all near by within less than 10 mins away Publix, Costco, Baldwin Park, Lake Eola, Restaurants, etc. Its modern and elegant vibe makes this 3/2.5 home a cozy and comfortable living place that features a 1 car garage and green area in the back of the property. The kitchen displays beautiful cabinetry and an island that integrates with the living area. The bedrooms are all upstair allowing for more privacy and access to the laundry closet also on the second floor. The master bedroom is great size as well as its bathroom and walk in closet. Make your appointment today!