Winter Park FL Real Estate & Homes for Sale

Welcome home to Winter Park Woods! Charming renovated second-floor unit is a 2 bed 2 bath condo with all stainless steel appliances, dishwasher, microwave, refrigerator, and stove! Newer A/C! Winter Park Woods offers residents two community pools, a tennis court, and a playground. Conveniently located near Full Sail, UCF, Valencia College, and Downtown Orlando.

Explore this exceptional property in the thriving Maitland, Florida area. This Charming cottage-style home is ideal for first-time home buyers or investors seeking portfolio expansion. Centrally located just minutes from downtown, it resides in a quiet neighborhood with promising long term growth potential.

Nestled in the heart of Maitland, just steps from the acclaimed Dommerich Elementary, you'll find 750 N Thistle Lane. This charming split-plan home boasts 4 bedrooms, 2 baths, and over 2300 square feet of living space, complete with a spacious pool. Upon entering the foyer, you'll be greeted by a generous living room, formal dining area, open kitchen, and a separate family room. The family room is a cozy retreat with a wood-burning fireplace, built-in shelving, and access to the enclosed screen porch.Moving through the home, you'll discover a thoughtfully updated first bathroom and 3 bedrooms, each with large closets and abundant natural light. Tucked away for privacy, the primary bedroom offers a large ensuite with 2 closets and an updated bathroom. Step outside to find a friendly backyard, large pool, spa, and an open pool deck - perfect for entertaining, gardening, and enjoying the fabulous Florida weather.The home's spacious 2-car garage includes an air-conditioned laundry room. With a new roof installed in 2021 and insulated double-pane windows, this home offers peace of mind and undeniable appeal. The close-knit community is home to the award-winning Dommerich Elementary, Maitland Community Park, and some of the friendliest streets in Orlando. Maitland's central location provides easy access to Michelin rated restaurants, major highways, Sunrail, urban trails, tennis, golf, and a variety of outdoor activities.This home is brimming with cherished memories, joy, and character. Don't miss the opportunity to make this delightful residence your own and experience the best of Florida living. Schedule your showing today and envision the possibilities of calling this charming property "home." Brought to you by

Welcome home to your 4 bed, 2 bath updated home with a pool, spa and creek flowing through your backyard, you will not be disappointed! This home is situated in a prime location within Dommerich, renowned for its charming fishing dock, Winter Park Chain of lake access, and legendary Halloween celebrations, this property offers an idyllic setting for family living. You will instantly be drawn in by its inviting curb appeal when you drive up as it has a spacious front yard, new exterior paint, picturesque front porch and paver driveway & sidewalk to greet you. When you walk in foyer you will notice the the beautiful hardwood floors throughout, natural light, crown moulding, new plantation shutters and custom shades on the windows and doors. To the right is your spacious formal living room, dining room combo. Then step into the kitchen and you will instantly notice stunning brick floors, the updated cabinets (6/2023), stainless Samsung appliances, under cabinet lighting, undermount large single sink, beautiful new quartz countertops (2023) and blue/gray backsplash (2023). Off of the kitchen is a great breakfast nook with more natural light from the above skylight which rolls into the welcoming, large family room. Off of this space you can enjoy your serene pool and patio view from the french doors as well as access to the oversized garage. To the left of the foyer is a hallway that leads to your 4 generously sized bedrooms, including the primary bedroom with remodeled en suite (2023) and hall bathroom. The primary bedroom features beautiful french doors with plantation shutters, custom walk-in closet and a beautiful updated ensuite bath. This bathroom features a newly installed tub, sophisticated marble top vanity and new light fixtures. Do not miss the view from your bedroom! In 2022, the pool was renovated featuring a diamond brite finish, pool lights, saltwater system, and a new pool heater. The property is further enhanced by a newer propane tank and updated lines, specifically designed for the Jacuzzi. Pavers have been recently cleaned and sealed in 2022, adding to the overall aesthetic appeal.The garage features a mini split HVAC, EV charging station and is used as another playroom. From the pool deck you can overlook your magical backyard with a stunning creek that flows to Lake Minnehaha, with a picturesque wood bridge which leads you to your own "island" and woods to play, put a fire pit or play-set to enjoy... nothing short of what your imagination desires! Not only is the home for you, the location is supreme due to deeded lake access to Lake Minniehaha to launch your boat and other nearby conveniences. Nearby Maitland Community Park, Kewannee Park, Seminole bike trail, and top-rated schools, including Dommerich Elementary, Maitland Middle, and Winter Park High. Homeowners had drawings completed to convert the oversized garage to another primary bedroom (5th bedroom) with en suite as well as add another garage at the end of the long driveway, available upon request. Roof: 2007, HVAC: 2019, Plumbing: 2008.

Everything is NEW. Flooring, kitchen, baths. Granite counters in kitchen and baths. Back splash is new marble. New plumbing. New outlets. New fans. New plumbing fixtures including toilets, marble vanities. New SS appliances including microwave. complex includes Clubhouse, tennis court, 2 swimming pools. Playground for kids. 4 Universities under 4 miles drive. Full Sail University is right next door. Shopping center and fast food are within walking distance MCO is 15 minutes. High ceilings and chandeliers. (no popcorn)This condo has designer touches throughout. Upgraded baseboards. Light grey tile. New nickel finish handles and locks. all ceiling lights ae LED. Rectangular SS deep sink with upgraded Delta faucet. Master bedroom has balcony and Cathedral ceilings. Roof is 9 months old. New wahser and dryer. Seller will give full warranty on HVAC, Electrical, Plumbing for 4 nonths including appliances

Welcome to your dream home! Set in the scenic Winter Park community, this corner-lot property boasts an interior as beautiful as its exterior. Enjoy recently updated roof, energy efficient skylight, remodeled bathrooms and kitchen, and luxury vinyl floors throughout. Enter the welcoming living room, accented with laminate flooring and natural light, that leads to a cozy dining space and well-equipped kitchen. Upstairs, the spacious Owners' Suite features his and hers sinks, granite countertops, his and hers walk-in closets, and a large adjoining bathroom. The split plan means two more bedrooms, each with views over the inviting patio, and a full bathroom, complete with large mirrors and granite countertops - all the ingredients for a perfect home. And with an internal fire sprinkler system that helps lower home insurance premiums. Step outside and enjoy under the shadow of its amazing trees, a 24x24 deck and fenced backyard creating a perfect place for the mild Florida winter and summer. Enjoy sunny days at the community pool, or take a walk around the tranquil community lake. Not to mention the convenient location - near Park Avenue, Downtown Orlando, airport, universities and colleges. Nothing else to do but schedule a tour and call this stunning home yours!

INVESTOR SPECIAL! Price reflects this! This unit is rented and cash flowing! It only needs some TLC (A/C, W/H & Carpet need replacement) to bring it to its maximum potential. Excellent investment property! Pictures taken when the unit was vacant. This unit is tenant occupied and is in need of love. There lies the opportunity. Don't miss it!

Welcome to this stylish Dommerich pool home with gorgeous wood floors through out. This home is situated in the highly desirable Dommerich neighborhood and boasts an open kitchen and family room area with a wood burning fireplace for a cozy feel. The living room/dining room and den/office/lanai provide ample space! The kitchen showcases plenty of cabinet space, stainless steel appliances and a breakfast bar. Enjoy Florida living as you step outside to an outdoor oasis featuring a large pool deck, beautiful pool, mature landscaping, and fenced yard. Other features includes a newer roof, new HVAC with Nest Thermostat, brand new exterior paint, brand new pool pump, brand new sod, and brand new sprinklers. Renovated kitchen & baths. This property is walking distance to Dommerich Elementary & Maitland Middle School. There are several community parks with playgrounds, tennis courts, and boardwalks that meander through nature trails. Close to shopping, restaurants, hospitals and professional medical centers. Don't miss out on this one!

One or more photo(s) has been virtually staged. This PICTURE PERFECT 3 BR- 2BA ground floor CORNER unit is in impeccable condition. Located in a small, close-knit community in Maitland this unit boasts almost 1,700 SF of open living space. HAD 2 SMALL SCREENED PORCHES ENCLOSED WHICH PROVIDES COZY, BRIGHT AREA FOR OFFICE, READING OR WHATEVER YOUR NEEDS ARE! Has formal living and dining areas, lots of windows bring in natural light. Electric fireplace with mantle accents formal living room. Kitchen is equipped with wood cabinets, granite and breakfast bar. Newer laminate floors in bedrooms. Lovely Owner's Retreat with sitting area or office, walk in closet and large bath with walk in tub. Newer water heater, THIS IS A RARE FIND AT THIS PRICE AND LOCATION. Complex has LUSH, MATURE LANDSCAPING AND CONVENIENT TO SHOPPING, RESTAURANTS, ETC.HOME FEELS MUCH LARGER THAN IT IS. 1 car carport. Unit located just steps from the pool. SELLER WILL CONTRIBUTE $5000 towards condo fees with full price offer. Call today for your private viewing of this wonderful Condo!

IF YOU ARE LOOKING FOR THE BEST DEAL IN MAITLAND FOR A 2/2 CONDO...THIS IS IT! This Wonderful 2nd floor condo with tranquil views is ready for a new owner! If you are looking for location this condominium, has it. Minutes to I4, shopping, entertainment and so much more. This small community provides the lifestyle you have been searching for. Well-appointed living room with FIREPLACE, laminate flooring, vaulted ceilings, tons of natural light form skylights and your private balcony. Cute dining area leads to your kitchen with tons of cabinet space for all the cooks in the home. Both bedrooms have great space and come with upgraded PLANTATION SHUTTERS. This is a SPACIOUS condo with plenty of closets; 6 louvered doors in primary vanity area leads to closet space and attic. The porch off living room has a built-in storage locker, as well as CARPORT, which also has a built in private, storage locker. Each dwelling permits 2 cars and there's guest parking too! NEWER STAINLESS-STEEL appliances, NEWLY INSTALLED ELEC PANEL, hard wired smoke detector, as well as LED RECESSED LIGHTS in Kitchen, Dining and bathroom vanities. Newer tub & DUAL SINKS in the primary bath area. WATER HEATER 2015, HVAC 2010. 2 CARPETED, SCREEN ENCLOSED PORCHES are accessed by sliders off. Seller has also added ELECTRONIC DOOR LOCK and RESIDIO THERMOATAT. The only thing missing from this wonderful unit is you. NEW ROOF 2023, OUTSIDE PAINTED 2012, AND STAIRS PAINTED 2019. WOODED DOG PARK, COMMUNITY POOL and Roads resurfaced 2018!

Outstanding condo in Maitland, this HUGE 3-bedroom, 2-bathroom condo offers an inviting open floor plan, with a wood-burning fireplace and high, vaulted ceilings. The kitchen features stainless steel appliances and abundant cabinet space for all of your storage needs. The primary suite and 2nd guest bedroom are down the hall, separate from the living area. Indoor laundry, along with plenty of storage throughout the home. Ultra Vista features a swimming pool area and a convenient dog park. The location of this condo is the BEST, with everything you could want near by including Winter Park, Park Ave, Trader Joe's, Sprouts and Whole Foods, the YMCA, Maitland interchange, I4, 436, Altamonte and Casselberry, PLUS hospitals, restaurants, the sunrail, coffee shops, UCF, movie theaters. It's in the heart of everything and also is a short drive to the attractions, and the sun-kissed shores of the nearby beaches. Don't miss out on this wonderful condo in a perfect location! Call to see it today!

GORGEOUS, SPACIOUS AND MOVE-IN READY! This fully renovated, second floor Condo has an open floor plan and tons of upgrades. The kitchen has been beautifully designed with new counter tops and cabinets, large walk-in pantry next to the kitchen. Large master bedroom with walk-in closet. Beautiful, upgraded Bathroom. New carpet installed throughout. This community has 3 pools, fitness center, playground and laundry facilities. Conveniently and centrally located, Walk to Publix, Starbucks, and all shops in Casselberry Commons Shopping Plaza next door. Close to major highways (436, 408), 5-min drive to Winter Park, 7 mins to Full Sail, 15 mins to UCF, 20 mins to Downtown Orlando

Welcome to this beautifully remodeled 3-bedroom, 2-bathroom home in the heart of Maitland, boasting a bonus room perfect for a home office or den. Nestled on a generous lot, this property offers ample space for potential expansion opportunities. Recently renovated from top to bottom, every detail of this home has been enhanced with new electrical panels inside and out, complemented by contemporary laminate flooring throughout the main living areas and bedrooms. The bathrooms boast elegance with marble-look porcelain tiles, while fresh paint and modern lighting enhance the overall ambiance. Step into the stunning kitchen, equipped with soft-close cabinets, exquisite quartz countertops, and brand new Samsung stainless steel appliances, creating a functional space with style.This residence is conveniently located just minutes away from Lake Sybelia, the Maitland Art Center, and Lake Lily, with easy access to I-4, the Maitland SunRail Station, Park Avenue, Winter Park Village and a wealth of nearby shops and dining options.Don't miss the opportunity to make this your dream home - schedule a showing today!!

Welcome to this stunning designer remodel in a quiet townhouse community! This first floor unit boasts 2 bedrooms, 2 bathrooms, and a major wow factor. The property features a new roof and AC installed in 2023, as well as gorgeous baths and a top of the line Ikea kitchen with quartz counters. Luxury vinyl floors run throughout the home, leading to a cozy screen porch perfect for relaxing.The remodeled laundry nook includes a steam washer and dryer for added convenience. With three parking places and a tranquil location at the back of a cul-de-sac, you'll enjoy peace and privacy without any traffic noise. The property is super convenient to everything, including great neighborhood amenities.Don't miss out on this exceptional opportunity to own a beautiful, updated home in a desirable location!

Discover comfort and convenience at its finest with this beautifully renovated and tastefully furnished 1st floor condominium nestled within the centrally located community of Carrington Park. This charming abode boasts brand New tile thru-out along with an exquisitely designed kitchen featuring wood cabinets , top notch stainless steel Appliances , stylish Granite Counter Tops & spacious pantry perfect for all your storage needs..The generous sized Bedroom Includes a walk-in closet providing ample storage space .Additionally ,the community offers an array amenities Such as multiple swimming pool areas , fItness facility playGround and a peaceful Courtyard perfect relaxation. Situated only mere steps from shoppings center and convenient location near the crossroads of Howell Branch Rd and 436 leading on easy commute shopping, UFC,Valencia and Full Sail.

GORGEOUS, SPACIOUS, AND MOVE-IN READY! This fully renovated, first floor condo has an open floor plan, tons of upgrades, and a low HOA. Updates include plumbing, electrical, tankless water heater, in-unit Bosch washer and dryer, beautiful plank tile flooring, new drywall and paint, and all new windows and doors throughout. The kitchen features new stainless-steel appliances, farmhouse sink, all wood cabinetry, quartz countertops and backsplash. Extra-large master bedroom with walk-in closet. This community has 3 pools, fitness center, playground and laundry facilities. Conveniently and centrally located, Walk to Publix, Starbucks, and all shops in Casselberry Commons Shopping Plaza next door. Close to major highways (436, 408), 5-min drive to Winter Park, 7 mins to Full Sail, 15 mins to UCF, 20 mins to Downtown Orlando Great investment property or move in and enjoy!

Great investment opportunity to add this duplex in the heart of Maitland to your rental portfolio or enjoy living on one side and renting the other. Each side has 3 bedrooms and 2 bathrooms. Potential for capital appreciation, and with some renovations, even greater upside potential. Schedule a showing today.

Welcome to a captivating blend of comfort and style at 1888 Derbyshire Road. This charming residence, nestled in the heart of Maitland, offers a perfect balance of classic elegance and modern convenience. Situated in a sought-after neighborhood, this home is conveniently located near parks, schools, shopping, and dining, providing an ideal setting for both convenience and community. The exterior exudes curb appeal with its classic design, while the interior showcases a thoughtful layout that effortlessly combines functionality and aesthetics. Step inside to discover light-filled living spaces adorned with large windows that create an open and inviting atmosphere throughout the home. The heart of the home is the updated kitchen, featuring modern appliances, ample counter space, and stylish cabinetry. It's a chef's delight and the perfect space for culinary creativity. The bedrooms are well-appointed, providing a comfortable retreat at the end of the day. Each room is designed with relaxation in mind, offering a peaceful escape. The property boasts a private backyard oasis with a stunning open pool, ideal for outdoor gatherings and relaxation. Whether you enjoy morning coffee on the patio or evening barbecues, this space is perfect for entertaining. With its versatile layout, this home offers flexibility and potential for customization. Create a home office, playroom, or gym to suit your lifestyle. The property features ample parking space for more than 10 vehicles, ensuring convenience for residents and guests.This Maitland gem is a rare find, combining the best of location, charm, and functionality. Don't miss the opportunity to make this your home. Contact us today to schedule a private tour and experience the allure of 1888 Derbyshire Road.

*Priced Under Value* Come see this 3 bedroom, 3 1/2 bathroom, 2,136 square foot luxury townhome close proximity to downtown Orlando, Maitland and Winter Park. From the moment you walk in you are greeted by an open floor plan, tall ceilings, oversized windows allowing an abundance of natural light throughout. The kitchen features soft close shaker-style cabinet doors, quartz countertops, custom tile backsplash, large kitchen island, pantry and a gas stove cooktop. The house is also equipped with an energy efficient tankless water heater. Enjoy the privacy of an attached two-car garage, views from your spacious private pavered patio and backyard space as well as an upstairs balcony off the master suite.. Upstairs features a flex space, laundry room, and spacious bedrooms including three bedrooms all featuring large closets and full bathrooms! This townhome is also equipped with a build out to install an elevator. You will be one of only 8 owners in this small luxury townhome community so come take advantage of a low-maintenance lifestyle and modern upscale finishes nestled in a fantastic location - The Preserve At Maitland!

Welcome to your new home in the charming Eastbrook Community of Winter Park, offering the best in location and lifestyle! This 3-bedroom, 1.5-bathroom home is light and airy with plenty of windows for natural lighting. Step into the spacious living room, perfect for entertaining guests or enjoying quiet time. The kitchen is light and bright with a wall of floor-to-ceiling windows. Cooking is a pleasure with matching GE appliances, lots of counter space including an island for prep and seating, plenty of storage, and an eating nook. Moving on, you'll find the large family room with a brick, wood-burning fireplace and high ceilings. The bedrooms are roomy, and there is no lack of storage in the full bath. Enjoy the best of Florida Living in the privacy of the fenced yard on the covered back patio. There are TWO sheds, perfect for projects or storage. Conveniently located in Winter Park with easy access to shopping, dining, parks, and top-rated schools, you don't want to miss this opportunity!

First time on the market since 1976, this lovingly cared for home is awaiting its new owner. This 4 bedroom, 2 bathroom, spacious home offers plenty. Prepare to be impressed by the updated kitchen, with sleek quartz countertops, stainless steel appliances, and custom cabinetry with ample storage space. It is a chef's paradise waiting to be explored. Renovated bathrooms boast contemporary fixtures and luxurious finishes. The spacious, freshly painted living areas are perfect for both relaxation and entertaining guests. Hidden beneath the beautiful laminate floors, discover the timeless elegance of terrazzo that blend durability with classic style. Stepping outside, the expansive lanai offers a shaded retreat from the sun and serves as an ideal spot for al fresco dining or simply unwinding in the cool breeze. The resurfaced pool with its newly installed pump, beckons for refreshing dips on warm summer days. A new roof is scheduled for completion within the next 30 days. Conveniently located within the esteemed Dommerich School District, residents will enjoy access to top-rated schools, as well as a variety of shopping, dining, and recreational amenities just moments away. With its combination of modern upgrades and timeless charm, this home presents a rare opportunity to experience the best of Florida living in style.

Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 4 bedrooms, and 2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and storage. It's a canvas for your culinary creations. Whether you're a passionate collector or a lover of occasional indulgence, the built-in wine cooler transforms ordinary moments into extraordinary ones. Beyond elegant glass doors, unveil an expansive living room that is sure to captivate. Bathed in natural light, this grand space invites relaxation, entertainment, and cherished family moments. With 4 well-appointed bedrooms, there's ample space for everyone. The split floor plan ensures privacy and convenience for all members of the household. The master bedroom is a sanctuary of sophistication and comfort. With its spacious design and thoughtful layout, it provides an inviting escape from the world outside. The en-suite bathroom complements the master suite with its lavish features, double vanities, and a spa-like shower - experience the touch of rainfall from above and immerse yourself in the lap of luxury with the ceiling-mounted shower head. A dedicated bonus room adds an extra layer of versatility, it's ideal for a home office, playroom, or creative studio, the space adapts to your unique needs. Don't miss the chance to call this fully renovated gem your own. With its spacious layout, bonus room, and modern finishes, it's a haven waiting to transform your lifestyle. Schedule your tour today and embark on the journey to make this exceptional residence your home!

Discover the elegance of townhouse living where charm meets convenience in this stunning three bedroom, three bathroom residence nestled in the private gated community of Montacino. The Spanish style roof, arched entryway, and paver driveway invite you inside, leading to a one car garage perfect for secure parking or additional storage. As you step through the front door, foyer greets you with a convenient half bath perfect for accommodating guests. Tile flooring throughout the first level reflects an air of cleanliness and style, guiding you to the heart of the home. The kitchen is a home chef's delight, boasting shaker cabinets adorned with crown molding, chic tile backsplash, lustrous granite counters, stainless steel appliances, and a pantry closet for optimal storage. Bar top seating offers a casual dining experience, while the adjacent dining room illuminated by an elegant chandelier sets the stage for memorable meals. The spacious living room, a canvas for relaxation and entertainment, opens up to a covered back porch through a glass door, marrying indoor comfort with outdoor tranquility. Ascend to the second floor where the primary suite becomes a sanctuary of peace, featuring a ceiling fan with crystal chandelier accents, a walk in closet, a sun drenched balcony, and an en suite bathroom. The bathroom showcases dual vanities with ample counter space, wood style flooring, and a lavish rainfall shower with bench seating. Two additional bedrooms ensure comfort for family and friends, complemented by a full guest bath and a convenient laundry closet with cabinet storage. Outside, a large grassy common area beckons for leisurely walks with pets or impromptu picnics. The community itself offers a refreshing swimming pool, adding to the allure of this charming abode. Located with quick access to I-4, downtown Orlando, and Cranes Roost, shopping and attractions. Your options for recreation and entertainment are endless. Lace up your skates at the Orlando Ice Den, kayak down Wekiva Springs, take a walk through the botanical gardens, catch a concert at the nearby stadium, and savor the delicious restaurants in the area. Seize the opportunity to make this home your own"schedule a showing and experience the blend of luxury and convenience that awaits you!

Nestled within the gated community of Enclave at Maitland, this charming 3-bedroom, 2.5-bathroom townhome offers plenty of space and privacy. With all bedrooms upstairs, the expansive primary suite has its own private balcony and tray ceilings.Conveniently located minutes from Winter Park, great schools, easy access to Downtown Orlando, and MCO.Schedule your showing today!

One or more photo(s) has been virtually staged. PRICE REDUCTION! This charming townhome is located in the gated Lakeside Community of Montacino, boasting a meticulously kept Spanish/Mediterranean style. Spread across two stories, it offers an open layout that makes living and entertaining a joy. The first floor features a spacious great room, dining area, well-equipped kitchen with beautiful wood cabinets and modern stainless-steel appliances, and a convenient powder bath. Step outside to the covered back porch for a private retreat overlooking a peaceful privacy wall.Upstairs, the master suite awaits with a walk-in closet, balcony, and a luxurious master bathroom with dual vanities. Two additional bedrooms, a full secondary bath, and a laundry closet complete the second floor. Throughout the home, crown molding adds a touch of elegance, while a one-car garage with extra storage racks provides practicality.The community offers a sparkling resort-style pool and is situated by Lake Charity. Conveniently located near I-4, restaurants, shops, and all that Orlando has to offer, this townhome provides both comfort and convenience for a vibrant lifestyle.