Winter Park FL Real Estate & Homes for Sale

Introducing Windward Square and Winter Park living under $300k! This meticulously updated townhome offers modern living at an affordable price. With a NEW ROOF installed in 2022 AND NEW HVAC , this turnkey property ensures peace of mind. Enjoy privacy with a charming front porch and fenced backyard, perfect for relaxation or entertaining. The spacious primary bedroom features a fireplace, walk-in closet, and en-suite bathroom, while the additional bedrooms offer ample space. Plant enthusiasts will appreciate the private atrium, adding a touch of greenery to the home. Complete with a shed in the backyard, this cozy abode has everything you need. With HOA fees under $100 per month, residents have access to a community pool just steps away. Situated in a prime location close to Winter Park's finest amenities, this home is a must-see!

Welcome to your beautiful Winter Park retreat with NO HOA!This fully renovated residence offers 3 bedrooms, 2 bathrooms, a 2-car garage, and comes complete with a newly screened back patio and an expansive backyard.Every aspect of this home has been meticulously remodeled. The home features freshly painted interior and exterior and beautiful new flooring throughout. Essential components like the HVAC (2018), Windows (2018), and Roof (2020) have been replaced, ensuring peace of mind for the new owner.The heart of the home lies in its newly designed open-plan kitchen, creating an inviting atmosphere with new cabinets, beautiful butcher block countertops, and an added island providing extra storage. Ample space adjacent to the kitchen allows for a sizable dining area, perfect for gatherings. As you continue to the spacious great room you are greeted by a beautiful stone fireplace and wood mantel, creating a cozy place for relaxing. New lighting fixtures illuminate the space throughout, complemented by freshly done ceilings. Step outside to relax on the newly painted back patio, surrounded by freshly landscaped grounds in front and back.With close proximity to restaurants, retail, and a short drive to the vibrant Park Avenue, residents have easy access to a variety of shopping and dining options. Additionally, the convenient distance to Trinity Prep and the nearby Cross Seminole Trail offers opportunities for education and outdoor activities. With its modern updates and attention to detail, this Winter Park home presents an exceptional opportunity for those seeking a high-quality and well-maintained living space in a desirable location.Renovations just completed in April 2024.

WOW FACTOR!!! Absolutely stunning POOL home and rare find in Winter Park FL with 3 car garage under 650K. Welcome to your 4 bedrooms 2 bathrooms home with 3 car garage oasis. This showstopper features a Resort style backyard with a screened in pool, built-in bar & kitchen! Every corner of this home has been meticulously maintained and oozes elegance. Stunning features include beautiful luxury plank flooring softly flowing throughout the house and a gorgeous NEW KItchen with extended Quartz countertops, waterfall edge and full backsplash, built-in oven, and cooktop with a POT FILLER for the home chef! The Shaker style kitchen cabinetry offers a ton of storage and a sleek look, along with a cozy Bar area and stackable full sized washer and dryer. The comfortable home floor plan features a three-way split, ideal for everyone. The owners used the front bedroom as a dining room, so the door frame has been widened. The patio slider was upgraded for noise reduction and energy savings. The unreal BACKYARD paradise will absolutely blow you away!!!! A custom pool with a waterfall and fountain is just a few years old and features color changing lighting, built-in-speakers in the ceiling, the roof and gutters are only 3 years old, and the pool enclosure was expanded last year with brand new pavers. The perimeter of the home has pavers added as well for optimal entertaining space. The exterior of the home was painted last year with premium Sherwin Williams paint. Owners replaced the front sod in 2023 and the property has a functioning irrigation system with numerous zones for front and back, not to mention is fully fenced in for pet lovers! Exceptional neighborhood with low HOA. Come and see this beautiful home before it's gone!

Location, Location, Location! After you enter the door from the peaceful patio, you will be surprised by the open floor plan this home has to offer. Granite countertops, Upgraded Cabinets, Tile flooring, and a Walk-In Closet blending durability with modern aesthetics. Boasting of 2 bedrooms, 2 bathrooms, and a versatile BONUS room. Enjoy a spacious screened in patio, perfect for savoring your morning coffee or hosting evening gatherings. The property was replumbed in 2022. Water Heater replaced 2021. TRANE A/C System installed 8 years ago with an Advanced AC panel for adjustable humidity control. The Windward Square community features 2 pools, 1 kiddie pool, tennis courts, shuffleboard, playground and prides itself with a very low HOA fee of $93 per month. There are 3 parking spaces in front of property and guest parking throughout the community. Conveniently situated off SR 436 and Howell Branch, this home offers easy access to shopping, dining, and major highways, making it a prime location. An excellent opportunity for First-Time homebuyers or Investors alike. This home is in great condition and move-in ready. Schedule your showing today!

Step into a realm of timeless elegance and modern luxury with this custom-built Mediterranean-style estate in the heart of Winter Park. From the moment you enter, a grand foyer welcomes you with Turkish Travertine stone and wood floors, setting the tone for the exquisite craftsmanship and attention to detail that defines every corner of this home. The soaring 12-foot ceilings adorned with intricate molding create a sense of grandeur, while the spacious open floor plan bathes the interiors in natural light. Delight in the seamless integration of technology and comfort, with an intercom system, built-in speakers throughout, and electronic blackout curtains for effortless ambiance control. Indulge your senses in the culinary haven of the gourmet kitchen, boasting state-of-the-art stainless steel appliances, white cabinets, granite countertops, and a Butler's pantry with a wine refrigerator and bar area. The kitchen flows seamlessly into the family room, where a wood-burning fireplace with a gas starter invites cozy gatherings. The master bedroom suite is a sanctuary of luxury, featured in Florida Home Magazine for its custom-designed bath. Enjoy backlit floor-to-ceiling mirrors, a floating tub, a self-cleaning smart toilet with a bidet, a custom Barclay tub with a black matte exterior, Brizo hardware finished in Brilliance Polished Gold, and bathroom floor tiled in an oversized chevron pattern by Crossville in Ice White. The black and white penny round tiled shower floor is laid in a throwback diamond pattern, complemented by a Kuzco LED chandelier. Entertain in style with outdoor amenities that rival a five-star resort. Lounge by the heated saltwater pool and spa, practice your putting skills on the mini-golf green, or retreat to the Nikki Beach cabana for a moment of relaxation. The summer kitchen with a tongue and groove wood ceiling is perfect for al fresco dining, while the outdoor shower adds a touch of indulgence. Every detail has been carefully curated to enhance your lifestyle, from the custom-built closet systems to the self-cleaning smart toilet with a bidet. Enjoy the convenience of a surveillance system, electronic private gated access, and a Mosquito NIX misting system for outdoor comfort. Escape to your tropical oasis with this highly energy-efficient natural gas home equipped with Velux solar-powered skylights with an acoustic rain sensor that automatically closes the skylight at the first sign of rain. The average utility bill is $560 a month. The property also features premium artificial grass and a premium landscaping and lighting package throughout the entire property. Enjoy the serenity of no rear neighbors and indulge in the luxury of your private retreat. This Winter Park estate is not just a home; it's a masterpiece of design and functionality, offering a lifestyle of unparalleled luxury. Don't miss your chance to experience the epitome of gracious living in one of Florida's most coveted neighborhoods.

FEATURED ON HOUSE HUNTERS LAKEFRONT EDITION! Indulge in the epitome of LAKEFRONT luxury living on the shores of stunning Lake Killarney. Nestled within the vibrant heart of Winter Park, this exceptional residence offers a serene retreat on the largest private lake in Winter Park. Lake Killarney, a cherished gem, spans 259 acres of pristine, ski-able waters, ensuring exclusive tranquility for residents, with no access for non-residents. Convenience meets sophistication with this prime location, mere minutes from premier amenities including Whole Foods, Trader Joe's, REI, and the charming boutiques of Park Avenue Winter Park. Downtown Orlando, Maitland, Lake Mary, and the upscale shopping paradise of the Mall at Millenia are all within effortless reach, promising a lifestyle of unparalleled convenience. Step inside this bespoke custom home and be captivated by its distinctive features. With 10-foot ceilings, designer finishes throughout, and a meticulously crafted kitchen and baths, every detail exudes elegance. Boasting 3 bedrooms and a versatile loft that can easily transition into a fourth bedroom, along with 2.5 baths, this residence caters to every need. Embrace outdoor bliss with a dark bottom swimming pool, a private BOAT DOCK complete with a cradle, and lifts for both jet skis and paddle boards, ensuring effortless access to the water. Lavish low maintenance backyard landscaping with luxury turf surrounds the pool & lake, creating a picturesque oasis for relaxation and entertainment. Additional highlights include an upstairs balcony offering panoramic lake views, a secluded private courtyard, a spacious 2-car garage, and deluxe amenities such as a wine cooler, mini-fridge, and wet bar in the master suite. Granite and marble adorn the countertops and showers, while an oversized tub in the master bath provides the ultimate in indulgence. With an unrivalled level of craftsmanship and attention to detail, this home offers a lifestyle of unparalleled luxury. The value of this exquisite property surpasses its asking price, making it a wise investment in a rapidly appreciating area. Envision a life spent lounging by the pool, paddle boarding on the lake, or cruising to Hillstone for a waterfront dining experience. Create lasting memories with family and friends in your own slice of paradise at 580 Ololu Drive. Experience the epitome of lakeside living and make this dream home yours today.

Welcome to 1852 Maywood Road, a charming 4 bedroom 2 bathroom home, just under 1,600 SqFt, nestled in Winter Park! Featuring a NEWER ROOF (2021), NEWER A/C (2021), and a NEWER HOT WATER HEATER. Let's take a look through this captivating home: As you step through the front door, you're greeted by the inviting ambiance of a spacious family room with luxury vinyl plank flooring. The generously sized kitchen boasts ample cabinetry space, beautifully tiled backsplash, and plenty of counter space. With its open layout, the kitchen seamlessly transitions into the dining area, perfect for casual family meals and entertaining. The primary suite offers a serene retreat, while the additional bedrooms provide versatility for guests, home offices, or hobbies. Outside, the charm continues with a large yard and screened-in covered patio, offering a tranquil oasis for outdoor relaxation. Conveniently located in Winter Park, this home offers easy access to a wide variety of shopping, popular and trendy restaurants to dine, and access to parks, ensuring that all of life's essentials are just moments away. Don't miss your chance to make 1852 Maywood Road your new home! Schedule your private tour today and discover the perfect blend of comfort, style, and convenience!

Explore the serene beauty of this hidden gem situated on the picturesque shores of spring fed Lake Killarney in Winter Park's coveted 32789 area. Tucked away in a peaceful enclave, this charming 1 bedroom, 1 bath condominium offers 645 sq. ft. of cozy living space on the second floor of a quaint two story complex. Despite its tranquil surroundings, the property enjoys convenient access to I-4 and is nestled within a quiet, tree lined environment, providing residents with a serene retreat just moments away from major amenities and transportation routes. Lakeside Manor, renowned for its low HOA fees and strong HOA board, remains one of Winter Park's best kept secrets. The community boasts a clubhouse with a lakefront pool, perfect for relaxation or entertainment, along with onsite boat launch facilities, boat slips, and dockage, offering residents the opportunity to fully embrace the lakefront lifestyle. Reserved parking and onsite laundry facilities enhance convenience, while the ability to boat to popular local destinations such as Hillstone and Trader Joe's adds to the allure of this exceptional property. Discover the epitome of lakeside living in Winter Park-schedule a showing today to experience the tranquility and charm of Lakeside Manor firsthand.

BE THE HAPPY INVESTOR OR THE WORRY FREE HOMEOWNER! WINTER PARK POOL HOME WITH THE MOST VALUE, UPGRADES AND INCLUSIVE IMRPOVEMENTS. THIS BEAUTIFUL PROPERTY IS A MOVE IN READY AND IN LIKE NEW CONDITIONS! ALL RECENT UPGRADES ARE DONE IN APRIL 2024 WHICH INCLUDES: NEW ROOF, 3.5 TONS HVAC, WATER HEATER, DOUBLED PANELED WINDOWS, INTERIOR/EXTERIOR DOORS, DESIGNER COLORS, FLOORINGS, BEAUTIFUL KITCHEN WITH LARGE DOUBLE-SIDED CLOSET, DRAWER AND GOLD VEINED SOLID SURFACE COUNTERTOP, PENDENT LIGHTS. THERE ARE ALSO NEW KITCHEN APPLIANCES, NEW MANTEL, EXPENSIVE IMPROVEMENTS ON BOTH BATHROOMS, LAMINATE FLOORS, INSIDE LAUNERY ROOM, SEPARATE LIVING ROOM. THERE IS NO OTHER WINTER PARK HOME LISTED FOR @296 PER SQ FT THAT OFFERS AS MANY IMRPOVEMENTS, UPGRADES AND BEING IN A CONVENIENT LOCATION, WINTER PARK SCHOOL SYSTEMS. BE A HAPPY HOME OWNER, OR SHREWD INVESTOR!

Step into the heart of Winter Park, Florida, at 940 Moss Lane, where sophistication and vitality intersect, painting a portrait of vibrant living. This home embodies the essence of the quintessential Florida lifestyle, featuring 4 bedrooms plus a bonus room, 3 full baths, and a high-flex floor plan to cater to your every need. Upon entry, you will be drawn in by all the natural light and unobstructed view to the beautiful backyard. Enjoy the indulgence of hard to find 3-way split plan with spacious bedrooms. Whether unwinding after a long day or entertaining guests, this home sets the stage for creating cherished memories. Venture beyond the confines of this residence and discover a plethora of community treasures. Winter Park beckons with its tree-lined streets, charming boutiques, and culinary delights, attracting both locals and visitors alike. Imagine leisurely walks along Park Avenue, savoring culinary delights from around the world, or exploring the diverse array of shops adorning the streets. Immerse yourself in the cultural tapestry of the area with visits to the Morse Museum or revel in the serenity of nature at the picturesque Mead Botanical Garden. For outdoor enthusiasts, Winter Park offers boundless opportunities for adventure, from its sprawling parks to its tranquil lakes. Spend your weekends kayaking on Lake Virginia, enjoying a picnic in Central Park, or simply relaxing in the expansive privacy of your own backyard. Ideally situated just minutes from the bustling downtown of Orlando, Winter Park offers a harmonious blend of urban convenience and suburban tranquility. With its top rated schools, thriving businesses, and a dynamic arts scene at your doorstep, it's no surprise that Winter Park consistently ranks among Florida's most sought-after locales. Roof 2019 / New Hurricane Rated Windows and Doors 2022 / Don't let this opportunity pass you by. Experience the allure of Winter Park living at 940 Moss Lane, where each day unfolds with the promise of new adventures and endless possibilities. Schedule your private visit today.

WELCOME HOME!! Look no further than this gorgeous executive estate home in the gated community of Enclave at Aloma!! Boasting five true but six actual bedrooms, four full bathrooms, an enclosed office and a custom screened in salt water pool, you'll be sure to impressed with this remarkable home!! Through the front door and foyer, you'll be greeted by the luxurious dining room with enough space to seat twelve people and the private office to the right with French doors for privacy!! Just passed this elegant welcome to the home, you'll find the doorway leading to the private downstairs bedroom and full bathroom, with garage access and could be utilized as an in law suite!! Beyond, you'll pass into the open living/great room & kitchen!! To the left is the Chef's kitchen, featuring a breakfast bar island, stainless steel appliances including a double oven, a closet pantry, granite countertops and mahogany colored cabinets!! Additional dining space separates the kitchen from the expansive, comfortable living room, with more than enough room for the entire family to relax and enjoy each other's company!! Upstairs you'll find the oversized owner's suite, with added space for seating or further office space!! With dual walk in closets highlighted with built in shelves and a large bathroom with a walk in shower stall, separate tub and dual vanities, your private retreat will prove to be relaxing and peaceful!! The upstairs floor plan also includes a third bedroom with private bath. Bedrooms four and five are in their own private wing that also includes a shared bath. The builder's floor plan had the additional room labeled as a family room, but the current owners added a wardrobe to create a fully functional SIXTH bedroom! Out back, you're welcomed into your own private oasis of a fully screened in custom salt water pool, with a paver deck boasting more than enough space for outdoor dining and lounging! With lush landscaping and an outdoor shower, this fully vinyl fenced-in backyard offers privacy, comfort and opportunity for fun and family memories in the Florida sunshine!! With top rated schools nearby, loads of dining, shopping and recreation options and easy access to major highways, this neighborhood checks all of the boxes!! Don't wait to schedule your private showing of this home, call us NOW!!

Luxurious custom pool home in highly desired Winter Park on a beautiful brick street with mature trees! From the moment you walk into the grand entry, you will see that every detail was impeccably thought through from the custom carpentry, including extensive crown molding, to the 10' ceilings to the " hardwood oak flooring to the built-in living room and office bookshelves and cabinets to the spacious kitchen to multiple storage closets to the electronic lift for storing items in the attic in the garage. This four-bedroom, three-bathroom home has it all. The kitchen is equipped with stainless steel appliances, soft close Busby cabinets, gas cook top, double convection ovens, warming drawer, a custom-built Busby pantry, and a large island for food preparation and/or entertaining. Whether it is casual dining in the breakfast nook with pool views through the bay windows surrounded by beautiful wainscoting and bench seating with storage or entertaining in your formal dining room with an elegant tray ceiling, you, your family, and guests will feel at home. The Butler's Pantry, located between the kitchen and formal dining room, is equipped with a wine fridge and is the perfect place to stage food when entertaining or for use as a bar or coffee station. The first-floor bedroom can be used as a bedroom, library or office. It is equipped with a walk-in closet and has an ensuite bathroom with a curbless walk-in shower. A beautiful hardwood staircase leads you to the second floor where you will find the remaining bedrooms and laundry room, which includes a laundry tub, built-in storage, built-in ironing board and attic storage with plywood decking. The front of the home has a beautiful porch for relaxing and waving to the neighbors, while the back porch offers privacy and a summer kitchen with a beverage cooler and a DCS multipurpose grill that includes rotisserie and smoker options. The pool will invite you in on hot summer days and the hot tub will take all your worries away. The Plantation Shutters throughout the home let the natural light in or provide privacy. The grill, stove and fireplace are fueled by propane. The fireplace can be wood burning as well. There is a vinyl gate that can be closed across the driveway for additional privacy. The detached garage is oversized and will store two cars. There is lots of attic storage with plywood decking and is accessed by wood stairs and the electronic lift for ease of putting items in the attic! Pool/spa heater (2024). Water Heater (2020). Roof (2020). Two HVACs (2016 and 2019). Your stunning new Winter Park home is conveniently located between Park Avenue and Baldwin Park offering a wide array of restaurants and shopping options.This home is covered by a 2-10 Home Buyers Warranty during the listing period only. Buyer has opportunity to continue coverage at closing. Please ask your real estate agent for more details. See links for WALKTHROUGH VIDEO and MATTERPORT TOUR.

Presenting this absolutely stunning Winter Park home"a true gem that embodies luxurious living and exceptional entertainment opportunities. This impeccably remodeled residence boasts 3 bedrooms and 2 bathrooms, with nearly every aspect updated in 2017. From the roof, AC, and hot water heater, to the electrical, plumbing, and windows, every detail reflects modern comfort and offers peace of mind.Nestled on a tranquil street just one block from Lake Killarney, this home not only exudes beauty but also offers unparalleled convenience. The open-plan kitchen/dining/living room features vaulted ceilings, while the master suite showcases walk-in custom organized closets. French doors gracefully lead from the family room to the brand new deck, perfect for relishing the oversized and fully fenced backyard, complete with a heated built-in spa.Step inside the master bedroom, meticulously remodeled to feature a walk-in shower, frameless shower door, and custom shelving in the walk-in closet. On the opposite end of the home, discover two guest bedrooms providing privacy, with one impressively oversized, offering ample space.The kitchen/living room combo is an entertainer's delight, with large glass windows offering picturesque views of the expansive backyard. The kitchen itself is a chef's dream, boasting open shelving, exotic granite countertops, an under-mounted sink, under-cabinet lighting, and more.And speaking of space, the backyard is truly vast"a blank canvas awaiting your envisioned pool or outdoor sanctuary, perfect for hosting gatherings or simply basking in serene moments outdoors.Located in a sought-after residential area near Killarney Elementary School, Winter Park shopping, dining, and entertainment, with convenient access to I-4 for beaches and parks, this property is sure to capture hearts and sell swiftly. Don't miss out"schedule your showing today and seize the opportunity to make this dream home yours.

Under Construction. Completed SUMMER 2024! Offering an exquisite English Cottage by Floridian Custom Homes. This pool home will offer just over 2,700 s/f with 4 bedrooms, 3 and 1/2 bathrooms of luxury living. Step inside and discover the European influence in both classic design and luxury selections. Level 4 drywall, soft arches, Pyramid dining ceiling feature, and 1-3/4" solid core doors with Emtek hardware - just to name a few. The Anderson window and door package are oversized filling the space with natural warmth and light. Down stairs offers a strategic office/bedroom option at the front of the house, and an Owner's suite boasting custom features such as a furniture piece sink, full soaking tub with a satin Etch glass for privacy; plus a private bonus outdoor for evening enjoyment all crafted with breeze block for added privacy. The gathering and kitchen space are expansive and boast a Thermadore appliance package, custom cabinetry, Quartz tops and designer hardware, faucets, and lighting package. Plus a private dining room set off the kitchen with walls of windows and natural light. Upstairs are two additional on-suite bedrooms with 13.5' volume ceilings in each bedroom. Oversized closets that could also be converted to additional living space. Completing this house is the clean outdoor living space with a custom detailed ceiling and flooring creating a seamless transition from the living space to the pool entertainment space.

Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your needs, making your life better, happier and easier. This gorgeous Springdale II two-story townhome enjoys a homesite without rear neighbors and features our Florida Mediterranean exterior, 3 bedrooms, 2 full bathrooms, a powder room, a single-car garage, a covered lanai, washer, dryer, refrigerator, window blinds and our Premier Natural design package. The spacious first floor is ideal for entertaining, featuring a powder room, open concept gathering room, caf and kitchen equipped with a pantry, modern gray cabinetry, a stunning suite Arabesque ceramic tile backsplash, Lagoon quartz countertops and beautiful Positano Blanco porcelain tile flooring. Upstairs, the Owner's Suite features a spacious walk-in closet and en suite bathroom with a dual sink quartz-topped double vanity, private water closet and oversized shower. Two additional bedrooms, the secondary bathroom and the laundry are also on the second floor, offering privacy and space for everyone. Professionally curated design selections include our Move-In Ready appliance and window blinds package and our Premier Natural design package. Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off Howell Branch Road! This low-maintenance neighborhood will feature gated access, private homesites with pond views and no rear neighbors, a resort-style pool with cabana and 1GB high-speed fiber optic internet, along with 75 streaming cable and music channels - all with no CDD. Boasting an unbeatable location in coveted Winter Park, just one mile to 436, 434, and less than 3 miles from 417, your new home at Grayson Square offers all your daily conveniences, such as Starbucks and Publix, just minutes away! Plus, you'll have access to quality Seminole County Schools. And when it's time to change pace, you'll love your proximity to the famous shopping and dining of Park Avenue. Grayson Square is selling quickly so visit today!

Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your needs, making your life better, happier and easier. This gorgeous end unit Marigold two-story townhome features our Florida Mediterranean exterior, Premier Natural design package, Move-In Ready appliance and window blinds package, 3 bedrooms, 2 full bathrooms, a powder room, a two-car garage and a covered lanai. The spacious first floor is ideal for entertaining, featuring a powder room, open concept gathering room, caf and kitchen and a covered lanai. The kitchen is equipped with a pantry, modern gray cabinetry, a Suite Arabesque ceramic tile backsplash, Lagoon quartz countertops and beautiful Positano Blanco porcelain tile flooring. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and en suite bathroom with a double sink quartz-topped vanity, a linen closet, private water closet and walk-in shower. Two additional bedrooms, the secondary bathroom and the laundry are also on the second floor, offering privacy and space for everyone. Professionally curated design selections for this popular Marigold townhome include a washer, dryer, refrigerator, blinds, upgraded cabinetry with quartz countertops, designer tile accents in the kitchen and showers, Positano Blanco porcelain tile flooring in the living areas, bathrooms and laundry room, soft, stain-resistant Ornamental Gate carpet in the bedrooms and second floor living areas and so much more! Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off Howell Branch Road! This low-maintenance neighborhood will feature gated access, private homesites with pond views and no rear neighbors, a resort-style pool with cabana and 1GB high-speed fiber optic internet, along with 75 streaming cable and music channels - all with no CDD. Boasting an unbeatable location in coveted Winter Park, just one mile to 436, 434, and less than 3 miles from 417, your new home at Grayson Square offers all your daily conveniences, such as Starbucks and Publix, just minutes away! Plus, you'll have access to quality Seminole County Schools. And when it's time to change pace, you'll love your proximity to the famous shopping and dining of Park Avenue. Grayson Square is selling quickly so visit today!

WELCOME to this single story Winter Park Condo, with a 2 car GARAGE! Fresh paint throughout this ground floor unit make it light, bright and airy. There are two large sliding glass doors with Plantation Shutters. One slider is in the living room and another slider is in the Master Bedroom. These sliders lead you to a private fenced in patio and a screened porch. A perfect place to enjoy a good book!The skylights and two atriums enhance the brightness. One atrium is in the dining room and another in the kitchen. Both offer you a place to enjoy your favorite plants! New laminate floors are throughout the home along with tile in the foyer and bathrooms. The condo is conveniently located near Aloma Publix, Starbucks, CVS, Walgreens, Winter Park Advent Hospital and the Wellness Center. Ward Park and all the activities offered are just minutes away! You are only 5 minutes from many good Winter Park restaurant's and Park Avenue shops. Winter Park Pointe II is a 55+ community with no rentals allowed. This community is extremely quiet!

Welcome to your income-producing oasis in the heart of Winter Park! These exclusive townhomes complex boasts six units, providing a rare opportunity for full control with no HOA fees. Each unit offers three bedrooms and two and a half bathrooms, fully upgraded to meet the highest standards of modern living, In addition 2 car garage , large upper patio and a fenced backyard.Recent renovations include a brand-new roof, redone in March 2021, ensuring durability and peace of mind for years to come. Select units feature new HVAC systems and water heaters, adding to the appeal of this investment opportunity.Strategically positioned, this property is a mere 5-15 minutes away from Downtown Orlando, the Mills District, and Downtown Winter Park, offering unparalleled convenience and access to the vibrant pulse of the city. Despite its prime location, all leases are currently under market value, presenting a promising chance to maximize returns.Currently fully occupied, these units offer below-market rents, making them an attractive proposition for investors seeking immediate cash flow. The updated interiors ensure tenant satisfaction and minimal maintenance, allowing you to build your portfolio effortlessly.Situated in the bustling Winter Park area, this property is surrounded by a myriad of shopping, dining, and entertainment options, catering to the diverse needs of tenants. Additionally, its close proximity to Rollins College adds to its appeal, attracting a steady stream of potential renters seeking convenience and quality living.Don't miss out on this exceptional opportunity to own six income-producing properties in one of Winter Park's most sought-after locations. Seize the chance to secure your financial future with this lucrative investment. Schedule a viewing today and experience the essence of effortless property ownership!

Introducing 861 Bonita Drive, located within Winter Park's charming brick-lined streets. This exquisite custom estate spans nearly 7,000 square feet, boasting Mediterranean architecture complemented by lush landscaping, creating a serene oasis in the heart of the city. As you step through the grand double glass-paneled door you're led to an elegant parlor room divided by ornate cast stone columns. Every detail of the home has been custom-selected with luxurious designer finishes. The walls of the home are adorned with modern Venetian plaster, while Forbes and Lomax light switches, Waterworks faucets and custom vent covers add a touch of sophistication throughout the home.The gourmet kitchen is at the heart of the home featuring custom cabinetry, marble counter tops, and design elements from Portugal. A Lacanche range offers the convenience of gas and electric ovens. The kitchen is equipped with a spacious pantry room, two Sub-zero refrigerator drawers, a Sub-zero Pro 48 glass door refrigerator, a pebble ice machine, and paired with dual sinks and dishwashers.A butler's pantry, situated between the kitchen and dining area, offers a perfect space for entertaining, complete with a long marble counter for serving, a Sub-zero wine refrigerator, two additional Sub-zero refrigerator drawers, two warming drawers, and plaster shelving for storage.A generously sized primary bedroom is conveniently located off the main living area with privacy in mind, filled with natural light and complete with a sitting area and views of the pool. The primary bathroom suite, renovated in 2019, features designer touches from top to bottom. Connected to the bathroom is a thoughtfully designed closet equipped with custom shelving with plenty of room for storage and dressing.Upstairs is a state-of-the-art home theater, three additional bedrooms, and a dedicated laundry room with the largest capacity washer and dryer. A desk/office area caters to the needs of a home manager. Outside is a covered patio area overlooking the tranquil saltwater pool and spa. An in-law suite with a separate entry and guest quarters over the garage provides privacy and comfort for visitors. The rear garage, boasting three spaces and air conditioning, coupled with the front garage's single space, offers ample parking and storage options.The home has a four-zone air conditioning system ensuring year-round comfort. Additionally, the property is equipped with two tankless water heaters, one on each side of the house, a whole-house generator, and a water softener system.With its timeless elegance and modern amenities, this home offers a unique lifestyle of comfort and sophistication in the heart of Winter Park.

Experience luxury living at its finest with this custom-built masterpiece on the shores of Lake Virginia, proudly crafted by the renowned Phil Kean Design Group. Boasting five or six bedrooms, six full baths, and two half baths (plus library/office, second office, loft and lounge area, exercise room, theatre, bonus/flex room and lots of storage) sprawled across 8,188 heated square feet over three levels (includes high-quality residential elevator), every detail of this home exudes sophistication and elegance. Step through the grand entrance adorned with a custom steel front door from Cantera, where natural marble stone flooring leads you into a space illuminated by art lighting from Troy Lighting and picturesque views directly toward Rollins College Chapel. The wood-paneled walls and ceiling design perfectly complement the custom three-story Alan Mizrahi chandelier, setting the tone for opulent living. Entertain guests in the formal sitting room, complete with a custom Nero marble fireplace and a breathtaking 60" Alora chandelier. Eurowall 14-foot full collapsing doors seamlessly merge indoor and outdoor living spaces, while the kitchen beckons with Plato cabinetry, an Italian 60-inch range, and 4 slabs of Calacatta Italian marble. The double island, featuring countertops by Grothouse, is a chef's dream, accompanied by amenities like the Amuneal wine cabinet and Dacor full-height wine refrigerator. Relax in the family room under vaulted ceilings, where a 16-foot Eurowall opens to reveal views of the serene outdoors. A custom Nero Marquina marble fireplace adds warmth and charm, while automated draperies offer convenience at your fingertips. Retreat to the primary suite, complete with a beverage center and separate laundry room, before indulging in the luxurious primary bath featuring a bateau cast iron tub imported from London and heated floors. Additional bedrooms, all ensuite with walk-in closets, provide comfort and privacy for family and guests alike. Stay active in the fitness room equipped with wall-to-wall rubber gym flooring and a fully equipped "Mr. Steam" steam room. For entertainment, head to the third-floor theater boasting a 120-inch screen with a Sony projector and Triad surround sound speakers. Outside, professional hardscape and landscape design by Corey Mills and Signature Landscape create a picturesque backdrop for outdoor living. Enjoy 148 feet of lake frontage with seawall spanning property, a renovated boathouse, and a newly installed dock with Trex decking and boat lift. Experience resort-style living with a pool designed and installed by Paradise Pools, featuring knife edge and Infinity edge designs, Pentair equipment with mobile app control, and an outdoor kitchen equipped with DCS appliances, Sunbrite television, and more. Resting on an elevated (approximately 3/4 acre lot) on Lake Virginia of the Winter Park Chain of Lakes, this exceptional property offers unparalleled luxury and waterfront living. Don't miss the opportunity to make this your own private paradise.

JUST PAINTED IN DECEMBER 2023 and NEW A/C UNIT 2022. Great Opportunity to own an income-producing rental unit as it is currently rented. 2 bedrooms and 2 bathroom at Golfside Villas. This unit is located on the 2nd floor facing the interior of the building by the pool. One assigned parking space plus guest parking next to the unit. HOA fees includes grounds maintenance, water and sewer. Laundry room located by pool area. Spacious open style living area. Renovated master bathroom. Key access for the pool and laundry area. No washer no dryer hook up inside the unit. Walking distance to Full Sail University and Baldwin Park Emergency Room. Conveniently located minutes to Winter Park Hospital, shopping and dining areas. Approximately 10-15 minutes away to the airport, UCF, Baldwin Park, Downtown Winter Park.

Welcome to 1801 Legion Drive, a stunning Southern traditional with a huge front porch and white picket fence in one of the best neighborhoods in Winter Park. The main house has 4 bedrooms and 3.5 baths and a separate office. There is an additional bedroom and full bath in the detached guest quarters. A large gourmet kitchen with white cabinetry, a stainless steel Thermador gas range and GE Monogram built-in refrigerator and microwave. The adjacent family room that opens to the kitchen has custom-built in shelving surrounding the brick fireplace and is the perfect place for family night movies. French doors lead to the large covered porch with another brick fireplace and an open patio for dining al fresco and also leads to the detached guest quarters which makes a perfect place for a home gym. Take a cool dip in the saltwater pool that was installed in 2018 or after a long day jump in the hot tub! The living room is located off the porch as well with French doors and features a wet bar and yet another brick fireplace (3). The master bedroom has French doors and two custom built-shelved closets, one is a large walk-in. A central laundry room is conveniently located between the split bedroom plan. There is a secondary master with en-suite and two more bedrooms and a shared bath. Roof 2019. Conveniently located between Maitland and Winter Park, enjoy easy access to top-rated schools, upscale shopping, dining destinations, and recreational amenities. Embrace the quintessential Florida lifestyle in this prestigious community. Don't miss your opportunity to own this exceptional residence in Winter Park. Schedule your private tour today and discover the luxury and sophistication of 1801 Legion Dr.

One or more photo(s) has been virtually staged. This 3 bedroom, 2 bath, pool home has been lovingly maintained and is move-in ready! From the moment you drive up, you will be impressed by the curb appeal and the oversized driveway. This open floorplan provides tons of space for you to host family gatherings. The kitchen has been nicely renovated with granite countertops and a stainless steel appliances. The stove (not pictured) is brand new and has never been used! The kitchen and dining floors are a beautiful wood plank ceramic tile. Once you step into the large living room, your eyes will be drawn to the stunning wood beam across the ceiling and the engineered hardwood floors. The generously sized primary bedroom has doors that open to the back yard. Attached to the primary bedroom is your private bathroom with dual sinks, and a large travertine shower with 3 shower heads! There are also 2 walk-in closets! On the opposite side of the home you will find 2 more oversized bedrooms and a full bathroom with a jacuzzi tub. As an added surprise, there is a bonus room off the living room that adds another 200 sq ft (approx.) to the home! Use this space as a home office, play room, family room, bedroom, etc. - the options are limitless! Step out back to your beautiful backyard with your own personal solar heated lap pool. There is a custom built hardy board shed on the side of the house and there is also a car/RV parking pad with full hookup! The irrigation system is hooked up to a well pump. Roof is 2017. This home sits just minutes from Park Avenue, Rollins College, UCF, and tons of restaurants and shops. The only thing missing from this home is YOU. Schedule your private showing today!

Calling all builders/investors interested in the highly desirable Tree Streets of Winter Park! Don't miss this incredible opportunity to own a home for rental income until you're ready to build! You'll love living close by Phelps Park, the YMCA, Lake Knowles, and Lakemont Elementary. Plus, hop on your bike for a quick ride to downtown Winter Park and Park Ave for even more fun. Step inside to find a home that's been lovingly maintained, with backyard spaces perfect for enjoying the Florida sunshine. Relax with a cool drink on the front porch or host barbecues on the screened-in back patio. There's plenty of room in the spacious backyard for games and outdoor fun. Inside, original wood floors add warmth and character to the living areas and bedrooms. Need extra space? You've got it! There's a bonus room that's perfect for a home office, family room, playroom, or your own personal gym. Don't miss out on this fantastic opportunity!

Coming soon Studio and 1 bathroom condo located at The Colonies Condominium in Winter Park. Galley style kitchen with combination Bedroom, family room, and dining room and great closet space.The Colonies walking distance to grocery Market; Laundromat, and Ice cream Twisty Cone.