Between $500,000 - $600,000 Winter Park FL Real Estate, Homes, Condos for Sale

4 Beds ⋅ Slovak Village SubDv. ⋅ 32792 Zip Code

Opportunity awaits, this duplex is located in the desirable Winter Park area, each unit features 2 bedroom and 2 full bathrooms, a covered carport, and off street parking, a dedicated laundry closet with washer and dryer included, a large living room, a dining room, and a large kitchen with patio. This property was fully renovated from the ground up in 2022! All work permitted. The renovations consisted of all-new plumbing including all plumbing fixtures, new ducts, AC and Air handlers, a new roof, all new roof, all new windows, sliders and doors, insulated walls and ceilings, frameless glass shower doors, brand new cabinets with quartz countertops, all brand new appliances and a brand new septic tank. Duplex occupied by original tenants since 2022***DO NOT DISTURB TENANTS** Call Listing Agent for Rental Info and Showing instructions.***

2605 Holly Road, Winter Park

$580,000

4 Beds ⋅ 2 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code

Nestled within the desirable family community of Lake Waunatta Woods, this home is beautifully updated and meticulously maintained. The fenced back yard is spacious with a patio and gazebo that is perfect for relaxing, BBQ's and entertaining. Enjoy the benefits of top rated Winter Park schools and the convenience of nearby amenities. State Road 417, the University of Central Florida, Full Sail University, downtown Winter Park, and Downtown Orlando! NEW ROOF! NEW AC! NEW KITCHEN APPLIANCES! NEW WASHER AND DRYER! NEW FENCE! NEW GAZEBO AND LANDSCAPING! Preferred lender offering appraisal credit! Bring all offers as homes in this neighborhood rarely go on the market and don't last long! All rooms sizes should be confirmed by buyer.

4025 Quenita Drive, Winter Park

$569,999

3 Beds ⋅ 1 Baths ⋅ Orangewood Park SubDv. ⋅ 32789 Zip Code

Wonderful Winter Park location with NO HOA. This beautiful 3 bedroom/1 bath home is an amazing find that will not last long. This property sits on a large lot with 2 patio areas outside for enjoying Florida's weather. The backyard is fully fenced in with mature landscaping that provides plenty of shade. This property has fresh paint inside and was replumbed in August of 2024. Stroll through the neighborhood and land at East End Market, Kelly’s Homemade Ice Cream, along with all the shops and restaurants on Corrine Drive. Venture North just 2.5 miles to the cultural delights of Park Avenue in downtown Winter Park. Some photos have been virtually staged. If you are looking to land just a few minutes from Downtown Orlando and easy Access to I-4…this is the location for you. Embrace the convenience of urban amenities in this fabulous neighborhood. This home will not last long.

2821 Eastern Parkway, Winter Park

$579,000

2 Beds ⋅ 1 Baths ⋅ Selwyn Heights SubDv. ⋅ 32789 Zip Code

Discover the potential of 1411 Ridgewood Avenue, a charming 1949 bungalow located in the heart of Winter Park, walking distance to Park Avenue. This 2-bed, 1-bath home is set on a massive lot, offering a unique opportunity to either enjoy the vintage charm or create your dream home from the ground up. With plenty of space for expansion or a complete rebuild, this property is perfect for those looking to invest in one of Winter Park’s most desirable neighborhoods. Just minutes from top schools, shopping, and dining, this location offers both convenience and the chance to design your perfect oasis.

1411 Ridgewood Avenue, Winter Park

$539,000

Aloma SubDv. ⋅ 32792 Zip Code

Great opportunity to own property in Winter Park, 32792 for under $600,000! Opportunities like this don't come around often so snag this one quick! Here is your chance to build your dream home on an oversized lot. Gorgeous tree lined property and street. Prime location in Winter Park, across the street from Ward Park, ball field, park and just minutes from dining, shops & Advent Health center. Existing home has no value, buyer is responsible for tear down costs and permits. Land will not be sold subject to lot split. Buyer is responsible for doing any research and contacting the city of Winter Park on splits, zoning, building codes, permits, etc.

2313 Loch Lomond Drive, Winter Park

$579,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

OPPORTUNITY KNOCKS! To own and renovate this 4th floor unit with beautiful views of pool and lake from its large screened in patio! This 2 bedroom - 2 bath condo is located directly across from the elevator, includes storage space on property and 1 covered assigned carport space (C6). The Cloisters is located in the Heart of Downtown Winter Park: Just a short stroll to Alfond Inn, Sun Rail, Farmer's Market, Morse Museum, Scenic Boat Tour, Central Park plus all the boutiques, cafe's and everything else Park Avenue has to offer. Enjoy this delightful community featuring several elevators, heated pool, putting green, fitness center, on-site manager, lovely clubhouse & private LAKEFRONT PARK with boat slips (first come, first serve)

100 S Interlachen Avenue Unit 404D, Winter Park

$525,000

3 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code

Remodeled 3/2 pool home in Winter Park on a quiet street with a detached ADU for a home office/gym/studio adds to the appeal. An open bright custom kitchen is perfect for entertaining. The satisfactory 4pt inspection will help in lowering insurance costs. Being nestled between College Park and Downtown Winter Park with easy access to I4 and excellent schools, makes this a standout turnkey home a fantastic location. No HOA and priced below appraisal!

2877 Euston Road, Winter Park

$509,500

3 Beds ⋅ 2 Baths ⋅ Lakemont Heights SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Discover comfort and convenience in this charming 3 bedroom, 2 bath 1,734 single-story ranch, perfectly situated in central Winter Park. With 1,734 square feet of beautifully updated living space, this well-maintained home boasts a 2024 flat roof, new slider door, fresh interior paint, and a fully renovated hall bath. The modern amenities include a smart home system that lets you control the irrigation, thermostat, camera, and garage from your phone, plus an electric charging outlet in the 1-car garage. Other amenities include an interior laundry, plantation shutters, upgraded electric, and new shed for additional storage. The brick side screen porch off the master bedroom, paver driveway, and detached workshop with electric, water, and AC add to its appeal. Located just minutes from Park Avenue's vibrant shopping and dining scene, and within an excellent school district, this home offers the best of Winter Park living amidst mature landscaping and serene fountains. Quiet street with no thru traffic. Ideal property for an investor, first-time buyer, or a downsizing buyer. Walk to Lakemont Elementary or the Winter Park YMCA. Minutes from the shops and restaurants of downtown Winter Park. Don't miss out on this cozy haven!

1816 Palmer Avenue, Winter Park

$515,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Unit 05 SubDv. ⋅ 32792 Zip Code

Welcome to this spacious three-bedroom, two-bath home in the highly sought after tree-lined community of Winter Park Pines! You will find ample space in the garage with multiple areas of storage. Upon entering you are greeted into the main living area with beautiful parquet floors and unique floor to ceiling rectangular windows boasting tons of natural light. The separate formal dining room features a unique Spanish tile which spills into the open-concept kitchen. Down the hall, you will find three generous size rooms with expansive closets. The large second bathroom features ample counter space with a shower tub combination. Enjoy the privacy of the sizable master bedroom located in the rear of the home with en-suite bath. The massive backyard is fully fenced in with no rear neighbors for year-round entertaining. This home features a 2021 A/C and handler, 2021 roof, 2017 tankless water heater system, and replumbed with PVC to city line in 2023. Convenient to the 417, fantastic shopping, dining, top rated Orange County schools and steps away from the Cady Way Trail.

2758 Cady Way, Winter Park

$589,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code

***LOCATION, LOCATION, LOCATION!! Welcome to your newly updated 3 bed, 2 bath home in the heart of Winter Park! This charming home offers modern upgrades and classic Florida living. The home features a spacious floor plan with fresh updates, including a new kitchen with new countertops and stainless steel appliances, stylishly renovated bathrooms, and new flooring throughout! Located in the highly desirable Winter Park area, this home is just minutes from top-rated schools, beautiful parks, and a variety of dining and shopping options. You'll love being close to the scenic Winter Park Chain of Lakes, perfect for outdoor activities, and just a short drive to the renowned Park Avenue, known for its upscale shops and restaurants. The convenient access to major highways like I-4 and 417 makes travel to downtown Orlando, the airport, and other central Florida attractions a breeze. This is a fantastic opportunity to own a beautifully updated home in one of Winter Park's most sought-after neighborhoods. Don't miss out—schedule your showing today!

1941 Summerfield Road, Winter Park

$550,000

3 Beds ⋅ 3 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

NO HOA! Welcome to this charming home with huge garden located in Winter Park. This beautiful 2 story 3 bed 3 baths house is in the heart of the Orlando, Whole Food and Trade Joe market are 5 minutes away, Orlando downtown in 8 minutes by I4 at 87 & 88 exit. surround by the old historical town, private library with excellent book collection. Farmer's marker every weekend. House was fully remodeled in 2019, New windows, New Roof, New A/C, New porch, New kitchen, New electric wires, New pipes, New driveway and fully fenced yard with entry gate. All the permits can be found on orange county property permit website. Open kitchen concept, big living room family room space, Upstairs also has big covered porch with nice view. The property is a single family house. It can also be used as a duplex for 1 bedroom 1 bathroom with living room at downstairs and 2 bed 2 bath with family room at upstairs and kitchen at outside porch.

423 Ololu Drive, Winter Park

$599,000

Aloma SubDv. ⋅ 32792 Zip Code

PRIME MEDICAL OFFICE LOCATION, OFFERING OWNER FINANCING! Redevelopement opportunity! Single family residential or convert to office, located in a prime Winter Park locatioin. Desirable midcentury modern 3-bedroom open plan with dining area and Florida room, located in the medical arts district of Winter Park. 1st position Owner Financing, subject to acceptable terms. Property has been historically residential use, Zoning is O-2 allowing for continued residential, medical office or your small business use, possible other uses, land is highly desirable in this Winter Park location. The immediate area has a brand-new state of the art wellness center and updated Advent Health Hospital Winter Park, both only around the corner. Would be exceptional for your medical specialty practice with similar uses nearby. Property features hardwood floors a full kitchen with all appliances including washer dryer. Property covered by tranferable termite bond. Buyer will need to confirm requirements with the city of Witner Park for their intended use, if other than residential. Don’t miss your opportunity to see it today. Buyer will be responsible for confirming room measurements.

1955 Dundee Drive, Winter Park

$554,900

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Welcome to The Cloisters Condominiums, a sanctuary nestled between the serene Winter Park Chain of Lakes and the vibrant Park Avenue. This sophisticated condominium embodies the essence of Winter Park living, offering a perfect blend of elegance and convenience. As a resident, you'll enjoy a sought-after address that places you in the heart of this charming locale. This refined fourth-floor residence spans over 900 square feet and features two spacious bedrooms and one full bath. The moment you enter, you are greeted by a charming foyer that seamlessly connects to a well-appointed kitchen. Here, you will find stainless steel appliances, ample counter space, and abundant cabinetry, making it a dream for any culinary enthusiast. The inviting living area extends an open invitation to relax on the oversized balcony, covered in lush astroturf, where you can unwind while taking in the tranquil, scenic views. The Cloisters offers an array of amenities designed for the connoisseur of life. Enjoy leisurely days by the heated pool, surrounded by meticulously maintained grounds, or entertain in the social room. For boating enthusiasts, a boat dock with eight slips provides direct access to the picturesque Lake Osceola. Golfers can refine their skills on the private putting green. This exceptional home is just a short stroll from Park Avenue, where you can explore an array of dining and shopping options. Whether you prefer to meander through Hannibal Square or embark on a serene boat ride along the Winter Park Chain of Lakes, this location offers a lifestyle of sophistication and convenience. Notable features include European white oak wide-plank flooring, Carrera marble porcelain tile in the bath, new Kohler bath fixtures, designer light fixtures throughout, plantation shutters, and a Lutron system for select lights, all combining to create a harmonious living space. For the discerning buyer, The Cloisters offers a unique opportunity to experience the art of living in a serene yet connected environment. This is more than just a home – it's a statement of refined living. The condominium fee covers cable TV, common area taxes, an escrow reserves fund, building insurance, internet, maintenance (grounds, exterior, repairs, pool), a condominium association manager, sewer, trash collection, and water, ensuring a maintenance-free lifestyle.

100 S Interlachen Avenue Unit 410, Winter Park

$595,000

4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Amazing Winter Park Home! Baldwin Park Adjacent. Tastefully updated 4 bedroom, 2 bath home ( fourth bedroom would make a great home office!). Dream kitchen with a huge island with seating. Perfect for entertaining! Custom cabinetry, farm sink, spacious walk-in pantry with barn door and accent lighting. So many little details. Fantastic, open floor plan, the living room and dining room have a great flow and a separate sitting area. The master bedroom has an ensuite bathroom, with custom tile and walk-in shower. Enjoy the oversized fully fenced, private, backyard with a cozy back deck! Home also has a washer/dryer, two car garage, plenty of storage and off-street parking. Conveniently located in the Winter Park school district, minutes to Park Avenue, Baldwin Park, Lake Eola, Downtown Orlando, ORMC, Advent Health, Winter Park Hospital, Winnie Palmer, Dr. Phillips Arts Center, Just 25 minutes to the Orlando attractions, Orlando International Airport, UCF! 3D Tour: http://listing.trevisuality.com/relaautologin/L0h6VTdOV2NIOXlycHZSVTRZWE...

433 S Lakemont Avenue, Winter Park

$579,000

4 Beds ⋅ 3 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code

Welcome to this mid-century gem in Winter Park, perfectly located just a five-minute drive from Park Ave and within reach of top shopping, restaurants, and excellent schools. This 4-bedroom, 3-bath pool home sits on just over 0.3 acres and boasts over 2,200 square feet of living space. Enjoy suburban living with a huge backyard, a front yard with a fenced-in garden area, and charming architectural details throughout the home. Inside, you'll find tiled flooring and gorgeous hardwood floors in three of the bedrooms, exposed beams, and modern updates that include a newer roof and newer A/C The kitchen and bathrooms have been tastefully updated, blending classic charm with contemporary conveniences like remote lighting. The master suite features a private entrance leading out to a newly replaced wood deck (2023), offering tranquil views of the backyard. Your home should be your oasis, and the previous owners had this in mind when designing the outdoor space. The vast backyard features a newly surfaced and tiled pool (2024) with a brand-new resort-style deck and patio (2024), perfect for relaxation or entertaining. The pool pump was also replaced in 2022. NOT TO BE MISSED is the oversized detached garage, which includes a versatile air-conditioned space below for storage, a home gym, or other needs. Above, you'll find an additional 600 sqft flex space with its own full bath, ideal for a man-cave, teen hangout, homeschooling, mother-in-law suite, rental property, art or music studio, home office, or whatever you can imagine. This home has been lovingly updated and maintained with the highest quality and care, making it a rare find in this sought-after area. Close to top-rated schools, parks, shopping, dining options, and major highways, making it an ideal location for families and professionals alike. Don’t miss out on this incredible opportunity – schedule your private showing today, as this home won’t be on the market for long!

5111 Lake Howell Road, Winter Park

$600,000

4 Beds ⋅ 2 Baths ⋅ Golfside Sec 02 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Welcome to 1003 Golfside Dr! a charming residence nestled on a picturesque, tree-lined street in Winter Park! This home invites you with a welcoming foyer that leads to a formal living room with large windows. The adjoining dining room offers ample space for hosting gatherings. The master bedroom is generously sized and features an ensuite bathroom for added convenience. The eat-in kitchen offers plenty of cabinets. It seamlessly flows into the cozy family room, which includes space for a large sectional sofa and a lovely fireplace. This home includes three additional spacious bedrooms that share a bathroom equipped with a double sink vanity. The rear entry garage is expansive, providing plenty of storage and a laundry area. Step outside to discover your personal oasis: a sparkling pool, perfect for relaxing or entertaining. The spacious back area, backing up to Cady Way Trail, can also be enjoyed from the large screened-in porch off the family room. The property is just across from Winter Park high school and Winter Park Pines Golf Course. Zoned for highly rated schools: Brookshire Elementary, Glenridge Middle, and Winter Park High. This home is a rare find and sure to go quickly!

1003 Golfside Drive, Winter Park

$500,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Charming Mid-Century Modern Home with Modern Updates in Orlando, FL. Step into a blend of classic design and modern convenience with this mid-century modern home refreshed with brand-new exterior paint and rear door as of August 2024. Situated on a generously sized lot just shy of a quarter acre, this property offers direct access to the famous Cady Way Trail, perfect for those who love outdoor activities and nature. Inside, the home features original terrazzo floors in most areas, which retain the mid-century charm, while the eat-in kitchen and rear family room boast durable tile flooring. The location is perfect, near Full Sail University, and has local shopping and dining options, providing a blend of convenience and lifestyle. With a new roof installed in 2019, a new HVAC in 2014, New duct work in 2023 along with anew washer & dryer, this home is ready for new owners to enjoy. As you step inside, you will enjoy the living room with its large windows that allow natural light to fill the space, creating an inviting atmosphere ideal for relaxation and entertaining. With ample room for large furniture, this area is a central gathering point for family and friends. The dining room is equally impressive, providing a picturesque backyard view. It offers direct access to the kitchen, which has wood cabinets and a stainless steel refrigerator and is ready for you to add your flair. The kitchen sink, strategically placed to offer a delightful view of the backyard, adds a touch of joy to everyday chores. Adjacent is the family room featuring sliding doors that open to the open patio, seamlessly blending indoor and outdoor living spaces. This home boasts three spacious bedrooms with plush carpeting and three full bathrooms. The primary suite with a retro-tiled private bath enhances the home's vintage appeal. The other two bedrooms share a well-appointed second full bath, ensuring comfort and convenience for all family members and guests. Storage will never be an issue in this home, as multiple thoughtfully integrated storage areas are throughout. The two-car garage provides ample space for vehicles and storage, with convenient access to the separate laundry room and the rear patio. The backyard is a true oasis. It is partially fenced for privacy and equipped with gate access to the Cady Way Trail, making it a paradise for outdoor enthusiasts. There is also a Cady Way Pool available for an additional fee. The updated electrical panel adds to the home's reliability, ensuring peace of mind for the new owners. This mid-century modern gem is ready for new owners to appreciate its unique charm and is available for a quick closing.

2845 Kings Deer Road, Winter Park

$550,000

3 Beds ⋅ 2 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code

This one story villa will impress you! Great use of space, has a living room and dining room combo, a very well equipped kitchen with quartz countertops and stainless steel appliances. Almost new and all furniture available for purchase. Move-in ready with quick closing or buy it as an investment. Take advantage of this opportunity to walk to Park Ave. or to the 9 hole Winter Park golf course!

720 N Pennsylvania Avenue, Winter Park

$565,000

2 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. GREAT LOCATION! This top floor unit is located in the gated community of Park West just one block from the cobblestoned Park Avenue in downtown Winter Park with acclaimed restaurants, museums, and shopping. This two-bedroom two-bathroom unit features a fireplace and stunning vaulted ceilings in the living room/dining room, primary bedroom, and second bedroom as well as two walk-out balconies. The second bedroom balcony was enclosed adding additional living space. The HVAC was replaced in 2022. The unit comes with a designated parking space in the ground level garage that has elevator access to the fourth floor and there is additional open/guest parking in the outside parking lot. Community amenities include clubhouse, pool, and tennis/pickleball courts.

250 Carolina Avenue Unit 406, Winter Park

$540,000

4 Beds ⋅ 2.5 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code

Welcome to your dream home! This property boasts a fresh interior and exterior paint job in a neutral color scheme that complements any decor. The kitchen is equipped with all stainless steel appliances, perfect for any culinary enthusiast. The primary bedroom, discover a walk-in closet. The new roof adds to the home's charm and durability. Enjoy the comfort of a covered patio overlooking a private in-ground pool, nestled in a fenced-in backyard. The home also features partial flooring replacement for an updated look. This property is a perfect blend of style and functionality. Don't miss this great opportunity to own a beautiful home.

7569 Bent Bow Trail, Winter Park

$574,900

4 Beds ⋅ 2 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code

****LOST CREEK SUBDIVISION***-------Nice price reduction!! Come see this well-priced house and spend the upcoming holidays in your new home....this Winter Park home is located in the highly desirable "Lost Creek" subdivision. This spacious 4 bedroom, 2 bathroom home is in an distinctive private community on a cul-de-sac. As you enter the front door, you immediately notice the very high cathedral ceilings and the open floor plan and luxury plank flooring. The double-sided wood burning fireplace is in both the family room and living room! The chef's kitchen is so spacious, it has room for a dining table and lots of elbow room for those family parties and holidays. Solid wood cabinets and granite counter tops complete this terrific kitchen. The oversized pantry is so handy for stocking up and great storage for those holiday platters! This home is designed for modern living....seamlessly connecting outdoors and indoors. Outdoor screened patio has plenty of room for grilling on the BBQ. Located in the backyard is also a storage shed, great for storing fishing poles or lawn care equipment. The primary suite has tall ceilings and is flooded with natural light. A large walk in closet and double vanity-dual sinks, with a soaking tub and separate walk in shower complete this true en-suite bathroom. The 3 additional bedrooms are located down their own hallway, with the large bathroom and bright white tiled tub and shower. Lost Creek boasts lovely tree lined streets and well taken care of homes. A fantastic location with Seminole County schools. All, less than 1.8 miles from the home. Do NOT miss out, call for a tour of this gorgeous home....!!!

3084 Heartleaf Place, Winter Park

$525,000

Olympia Heights SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. PRIME WINTER PARK LOCATION & SELLER FINANCING AVAILABLE!!! Ideal office and garage space with spacious reception area & 5 separate offices: one with glass sliding doors to covered walkway & parking area. Building also has a breakroom area, 2 separate bathrooms, high speed internet and cold AC! LARGE GARAGE has 2 'rolling bay doors’ with 12 foot ceiling & built-in storage. Perfect for a business, workshop or hobbyist! Garage dimensions: 32’x18’; Bay doors: 7’9”x7’10” & 9’10”x8’0”. See attachments for additional measurements.

1896 Kentucky Avenue, Winter Park

$580,000

4 Beds ⋅ 2.5 Baths ⋅ Trinity Bay Ph 2 SubDv. ⋅ 32792 Zip Code

JUST REDUCED.Seller needs to sale Better-Than-New Home in Winter Park! Welcome to your better-than-new home in a highly desirable, well-established Winter Park neighborhood! This exceptional property offers a prime location just minutes from Oviedo, Tuskawilla, Winter Springs, and the I-417. Stunning Home Features This stunning home was completely updated with no detail overlooked, offering modern elegance throughout. The spacious open kitchen feels fresh and airy, with a minibar featuring a wine cooler, wine and glass racks, perfect for entertaining. The master bedroom is conveniently located downstairs, complete with a dream luxurious bathroom. Upstairs, you'll find three additional bedrooms and one bathroom, all elegantly accented with high-end features. Community Amenities Boat Ramp & Dock: Enjoy easy access to Lake Burkett with the community boat ramp and dock. Community Pool: Take a refreshing dip in the community pool. Proximity to Trinity Preparatory School: Walking distance to the desired Trinity Preparatory School. Property Highlights Prime Cul-de-Sac Location: Providing privacy. Key Updates: New AC (2022) New Roof (2020) Replumbing (2023) Extensive Upgrades: Too many upgrades to list! Don't miss this rare opportunity to own a beautifully updated home in a prime Winter Park location with outstanding community amenities. Schedule your showing today!

5330 N Lake Burkett Lane, Winter Park

$520,000

1 Beds ⋅ 1 Baths ⋅ Whispering Waters SubDv. ⋅ 32789 Zip Code

Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box located just steps from Park Avenue. This fully renovated, one-bedroom, one-bathroom condo offers 900 ft² of single-story, ground-floor, corner-unit living. The 2018 full renovation was extensive and included new electrical re-wiring and plumbing. The scope of the renovation extended to creating new conditioned space, currently being used as the dining room from old patio space. The kitchen and bathroom updates were numerous. A few highlights are new cabinets, stainless steel appliances, quartz countertops, a farmhouse-style sink, lighting, hardware, knobs/pulls, a bathroom vanity with a marble top, and more! The corner-unit calls for expansive windows which were replaced and certainly add to the light and airy feeling inside. A LG washer-dryer combination unit that is vented to the outside was installed to make laundry easier and more enjoyable. The sparkling community pool is adjacent to Building 7, but wet feet are no concern on the neutral-colored, large-format tile that was installed in all of the main living areas. There is one deeded parking space in the gated/secured, basement-level parking garage with a small storage space and elevator service. Amenities include an on-site manager, pool, club room, and wonderful outdoor spaces throughout the community and boat slips on the shore of Lake Osceola. The charming water features and meandering walking paths complete the charming character of the community. The condominium fee includes electricity, water, trash, gas, exterior/building maintenance, budget reserves, exterior/building insurance, and maintenance of the beautiful common areas. Don't miss the rare opportunity to make this fully renovated, ground-floor, corner unit in the heart of Winter Park your new home!

311 E Morse Boulevard Unit 7-2, Winter Park

$574,000

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Charming 3-bedroom, 2-bath home in the highly sought-after Orwin Manor neighborhood. This property boasts a 2019 roof and is perfectly situated between downtown Winter Park, College Park, and Downtown Orlando, offering the best of central Florida living. While the home is in need of updates, it is attractively priced to reflect this opportunity. Don't miss out on the chance to make this house your dream home in an unbeatable location!

1494 Westchester Avenue, Winter Park

$535,000

3 Beds ⋅ 2 Baths ⋅ Sells Terrace SubDv. ⋅ 32789 Zip Code

COMPLETELY UPDATED WINTER PARK 3 bedroom, 2 bathroom that sits perfectly in Orlando getting the benefits of WINTER PARK AND COLLEGE PARK! As you drive up to your CHARMING home you will notice the beautiful LANDSCAPED YARD that was completely redone in 2022….FRONT AND BACKYARD which included updates on irrigation system, updated gutters, and large durable back deck. As you enter this CHARMER you will notice that it boasts CROWN MOLDING, WOOD FLOORING, NATURAL LIGHT, OPEN CONCEPT with UPDATES THROUGHOUT! Your large living space features a sitting bench by the front window and is connected to your completely UPDATED KITCHEN which FEATURES GRANITE COUNTERS, WOOD CABINETS, STAINLESS STEEL APPLIANCES includes DOUBLE OVEN STOVE, and A CUSTOM BUILT ISLAND that conveys with the PROPERTY. The LAUNDRY ROOM is located INSIDE the home off of the kitchern and there is an large BONUS ROOM/FAMILY ROOM that sits off of the kitchen that is currently being used as a DINING AREA and ENTERTAINMENT ROOM. This room features SHIPLAP, UPDATED LIGHT FIXTURES, TILE FLOORS, plenty of NATURAL LIGHT, MINI SPLIT-2023, and a BACKDOOR that leads out to your BACKYARD OASIS! Enjoy entertaining in your private backyard on your newly back deck (2021) playing darts, a game of cornhole, grilling, or just simply relaxing! The three bedrooms and bathrooms are down the hall. Bedroom 2 features custom built wall shelves walk-in closet, with lots of light and is across from second bathroom that is COMPLETELY RENOVATED. The primary suite is tucked towards back of the home and features a beautiful view of your backyard, dual closets, and a completely renovated primary bathroom with walk-in shower and a dual sink vanity. This home is a CHARMER and a must see! Call your agent for your private tour! Hot Water Heater-2024, AC-2023, Mini Split-2023, Re-Landscape-2022, Irrigation Upgrades-2022, Spray Foam Insulation in Attic-2022, Gutters-2021, Roof-2016

105 Conrad Court, Winter Park

$599,000

4 Beds ⋅ 3 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Welcome to this charming four-bedroom, three-bath home nestled in the highly sought-after community of Orwin Manor, Winter Park. Built in 1926, this historic gem boasts a brand-new roof and recent crawl space floor joist reinforcement in 2024, preserving its integrity with original wood flooring throughout. Zoned R2, this home features an in-law suite with a detached ADU (Accessory Dwelling Unit) including a private bathroom and entrance, ideal for extended family, or guest accommodations. Enjoy modern comforts with all-new windows, updated irrigation systems, and a freshly paved driveway. Additional upgrades include a new water heater, interior paint, granite kitchen countertops, and remodeled bathrooms. Conveniently located a short distance of Winter Park's Rollins College, the boat tour, art festivals, and the farmers market, plus a short stroll to local coffee shops. Easy access to I-4, 1792, Maitland, and downtown Orlando ensures you're connected to the best of Central Florida living. Don't miss the opportunity to own this historic yet modernized home in the heart of Winter Park. Schedule your showing today!

1481 Harmon Avenue, Winter Park

$599,000

3 Beds ⋅ 1.5 Baths ⋅ Aloma SubDv. ⋅ 32792 Zip Code

LOCATION, LOCATION, LOCATION PLUS SELLER OFFERING OWNER FINANCING! Single family residential, located near the best parts of Winter Park, Park Ave is only a few miles away. Desirable midcentury modern 3-bedroom open plan with dining area and Florida room, located near the medical arts district of Winter Park. 1st position Owner Financing, subject to acceptable terms. Property has been historically residential use, Zoning is O-2 allowing for continued residential, convert to medical office or your small business use, possible other uses, land is highly desirable in this Winter Park location. The immediate area has a brand-new state of the art wellness center and updated Advent Health Hospital Winter Park, both only around the corner. Would be exceptional for your medical specialty practice with similar uses nearby. Property features hardwood floors a full kitchen with all appliances including washer dryer. Property covered by tranferable termite bond. Buyer will need to confirm requirements with the city of Witner Park for their intended use, if other than residential. Don’t miss your opportunity to see it today. Buyer will be responsible for confirming room measurements.

1955 Dundee Drive, Winter Park

$529,900

3 Beds ⋅ 3 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code

**Spacious and Rare Find: Below Market Price in a Sought-After Community** This expansive condo, the largest model in the development, is freshly painted and features a newer roof installed in 2022, along with brand-new window blinds. It’s the perfect canvas, waiting for your personal touch with flooring choices for the stairs and master bedroom. Offered AS-IS due to the need for flooring, this property is priced to sell well below the current community square footage price. Inside, every bedroom boasts its own bathroom, with two luxurious master suites offering ultimate comfort and privacy. The master bath upstairs also benefits from new skylights installed during the roof replacement, filling the space with natural light. Tile flooring flows throughout the rest of the home, enhancing the open, airy feel. Step outside to your private backyard, a fantastic space for entertaining or simply enjoying the serene surroundings. This condo is not only spacious but also beautifully designed, offering a rare opportunity in a quiet, quaint community with a beautiful pool and friendly neighbors. Located just minutes from Winter Park’s premier shopping, dining, and lakes, and with low HOA dues, this is a must-see property. Act fast—properties like this, especially at this price, don’t last long!

1216 Park Green Place, Winter Park

$595,000

4 Beds ⋅ 3 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Welcome to this immaculately remodeled 4-bedroom, 3-bathroom home, ideally situated just minutes from Downtown Winter Park, showcasing exquisite attention to detail and a blend of elegant, luxurious, and modern architectural elements. Upon arrival, you're greeted by an extended paver driveway, ensuring effortless parking. Step through the double door entryway onto gleaming wood flooring that flows seamlessly throughout the home. To your left, discover a sophisticated formal dining room adorned with a captivating chandelier. The heart of the home is the stunning kitchen, boasting quartz countertops, a spacious center island, a farmhouse sink, stainless steel appliances including a 5-burner stove, and ample cabinet and counter space. The kitchen seamlessly transitions into the family room, creating an ideal space for entertaining and everyday living. Adjacent to the family room is a versatile flex room, perfect for a theater room, office, home gym, or any other desired use. The property features two ensuite bedrooms, one on the main floor and a sprawling one on the second floor with a charming balcony, expansive walk-in closet, and abundant space for relaxation and privacy. Outdoors, the entire property is fenced, providing a sense of security and seclusion. Recent updates include a new roof, AC system, tankless water heater, septic tank, drainage, plumbing, and electrical—all completed in 2022-2023, ensuring modern comfort and peace of mind for years to come. Nestled in one of Winter Park's most coveted neighborhoods, this home is conveniently situated near Dubsdread Golf Course, the vibrant Mills/50 district, Fairbanks Ave, and College Park. Enjoy a plethora of walkable dining and shopping options, with easy access to Orlando's premier regions and restaurants and the charming Park Ave. Additionally, its proximity to I-4 and other major roads ensures convenient connectivity to the greater Orlando area. Don't miss this opportunity to own a sophisticated and impeccably updated home in a prime Winter Park location, offering both luxury and convenience at your doorstep. Schedule your showing today!

1546 Minnesota Avenue, Winter Park

$510,000

3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 02 SubDv. ⋅ 32792 Zip Code

ABSOLUTELY BEAUTIFUL!! 3/2 BLOCK, POOL HOME IN WINTER PARK WITH NO HOA IN BRAND NEW CONDITION, EXPENSIVE UPGRADES! NEW ROOF 2024, NEW HVAC, WATER HEATER 2024, NEW PLUMBING AND ELECTRIC PANELS 2024 PLUS ALL NEW WINDOWS, INTERIOR, EXTERIOR DOORS, EXPENSIVE INTERIOR DECORS THROUGHOUT. OTHER IMPROVEMENTS INCL LED LIGHTS, ALL NEW APPLIANCES, FLOORING, EXTERIOR AND INTERIOR PAINT. MOVE IN TODAY TO ENJOY THIS QUIET NEIGHBORHOOD AND RELAX BY THE POOL. FALL IN LOVE WITH THE TASTFULLY DESIGNS ON THE NEW KITCHEN, BATHROOMS, INSIDE LAUNDRYROOM WITH WORKSPACE, SEPARATE LIVING ROOM. NO DETAILS ARE LEFT BEHIND!

7320 Fieldcrest Avenue, Winter Park

$550,000

4 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. SELLER MOTIVATED...JUST REDUCED $25,000!!! Welcome to your dream home in the heart of Winter Park's Glencoe subdivision, Just a 5 minute walk to the BEAUTIFUL LAKE KILLARNEY, where luxury meets convenience with NO HOA fees! This FULLY renovated 4-bedroom, 3-bathroom residence sits majestically on over a quarter-acre lot, offering a sanctuary of modern comfort and style. From the moment you arrive, the curb appeal beckons with its custom pavers driveway and a 1-car garage, providing both parking convenience and additional storage space. Step inside to discover a harmonious blend of contemporary design and functionality, highlighted by BRAND NEW AC, roof, water heater, appliances & septic tank. The interior welcomes you with matching Wood look laminate flooring that flows seamlessly throughout the open floor plan, encompassing the living room, dining area, and kitchen. Natural light floods the space, accentuated by large windows and a back double sliding glass door leading to the expansive backyard. The kitchen is a chef's paradise, boasting brand new stainless steel appliances, elegant white cabinetry with gold accents, luxurious marble countertops, and a stunning tile backsplash. A massive center island serves as the focal point, ideal for effortless meal preparation and entertaining guests. Retreat to the master bedroom, where tranquility awaits with an attached master bathroom and a spacious walk-in closet. The master bathroom exudes opulence with a double sink vanity and a massive walk-in shower, complemented by matching white cabinetry, countertops, and chic black and gold accents echoing the home's sophisticated theme. Additional bedrooms offer ample space, natural light, and versatility, providing ideal accommodations for family members or guests. Step outside through the kitchen to the oversized backyard, a sprawling oasis perfect for hosting family gatherings, celebrating holidays, or simply unwinding in solitude. This exceptional property not only offers unparalleled comfort and style but also boasts an unbeatable location close to major roads, highways, restaurants, entertainment, and more. Don't miss your chance to make this unique residence your own! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=o8FGEvVwB7G&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

2710 Euston Road, Winter Park

$594,900

3 Beds ⋅ 2.5 Baths ⋅ Villas Of Aragon Condo SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Welcome to easy living in Winter Park! Step into this charming townhouse nestled in the Villas of Aragon. With just 4 townhouses in the neighborhood, connected solely by the garage, you'll enjoy a secluded setting. On the first floor, discover a delightful kitchen boasting timeless white cabinets, granite countertops, stainless-steel appliances, a large breakfast bar, and a charming tongue and groove ceiling which adds a touch of character to this heart of the home. Enjoy meals in the spacious dining room, illuminated by natural light streaming through French doors leading to the courtyard. The dining room seamlessly flows into the inviting living room, adorned with a stunning white brick wood-burning fireplace and elegant plantation shutters. Throughout the home, you'll find gorgeous bamboo flooring adding warmth and sophistication. The first floor is complete with a chic powder bath for guests and a cozy desk nook tucked under the stairs. Upstairs, the large primary bedroom awaits with ample natural light, pitched ceilings, and a rustic barn door leading to the ensuite bathroom. Pamper yourself in the primary bathroom boasting double vanities, a large shower, and two walk-in closets. Two additional generously sized bedrooms share a beautifully renovated secondary bathroom. Step outside to the back patio and bask in the beauty that surrounds you. A pergola adorned with stunning jasmine vines creates a picturesque scene, while fern pine trees offer both elegance and privacy. With an oversized two-car garage, a parking pad for guests, and a low HOA fee of only $400/month, this townhouse offers both convenience and exceptional value. Other highlights include a new roof installed in 2021, a new AC unit in 2022, and fresh exterior and interior paint. Located centrally in Winter Park, this property provides easy access to all major roads and highways. Plus, it's just minutes away from Downtown Winter Park's renowned Park Avenue shopping and dining. Don't miss out on this fabulous opportunity to call this townhouse your home sweet home!

1051 Aragon Avenue Unit 1051, Winter Park

$510,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

NEW ROOF COMING SOON! Welcome to the Winter Park Pines, with its tree-lined streets and where the mailman still delivers to your door! This is your opportunity to invest in a 2,000+ sq ft home, nestled within the Winter Park Pines, where home values are skyrocketing. This charming residence presents a canvas ready for your personal touch, offering a unique chance to craft your dream home in a coveted locale. Nestled on a tree-lined street, this home boasts undeniable curb appeal and an expansive yard that serves as your own private oasis. Low maintenance landscaping leaves more time for outdoor gatherings and tranquil moments alike. Stepping inside, you're greeted by a layout with tremendous potential. While in need of some updating, the home exudes a sense of promise with its well-structured bones and ample space. The 24’ x 11’ kitchen was fully renovated in 2007 with beautiful, custom oak cabinetry and granite countertops. Culinary enthusiasts will enjoy the GE double ovens, the GE 5-burner glass cooktop and a new Bosch dishwasher installed in 2023! The huge cooking island separates the kitchen from the dining room, providing a natural spot to cook while having fun with your guests. Extra storage was also added with the addition of a built-in butler’s pantry area with mullion cabinet doors and under cabinet storage. Just beyond the kitchen and dining room lies the 30’ x 15’ Florida room where you will spend lots of time relaxing in front of the tv, quietly enjoying a book or just gazing out at the charming backyard. French doors lead you outside where you will find a myriad of mature trees, plants and native flora and fauna. The yard is fully fenced, extremely private and even comes with a shed. Inside, you will find 3 bedrooms offering comfortable retreats. You will love relaxing in the oversized, jetted tub in the primary bath along with a sizable 11’ x 7’ walk-in closet. Property values in this area are rapidly appreciating and this home presents an exceptional investment opportunity. With a little creativity and a vision for the future, this residence offers the chance to create a masterpiece that not only fulfills your desires but also secures your foothold in one of the most coveted communities in Winter Park. HVAC - 2013, ROOF - 2006, PLUMBING - 1997, ELECTRIC - 1993. Don't let this opportunity pass you by, call and arrange for your private showing today!

2819 Scarlet Road, Winter Park

$539,000

1 Beds ⋅ 1 Baths ⋅ Aloma SubDv. ⋅ 32792 Zip Code

Value of this property is in the land. Great opportunity to own property in Winter Park, 32792, for under $600,000! Here's your chance to build your dream home on an oversized lot. Gorgeous tree lined property and street. Prime location in Winter Park, across the street from Ward Park and just minutes from shops, dining & Advent Health. Land will not be sold subject to a lot split. Buyer is responsible for doing any research and contacting the city of Winter Park on splits, zoning, building codes, permits, etc.

2313 Loch Lomond Drive, Winter Park

$549,900

Allison Oakes SubDv. ⋅ 32792 Zip Code

Don't miss this income producing duplex just minutes from University Ave and the UCF area! The separate units are 2 bedroom, 2 bath on each side and include ceramic tile/laminate flooring, spacious living room, kitchen with appliances, spacious closets, ceiling fans, washer/dryer hookups, and spacious fenced back yard. The property is currently rented on a month to month basis at $850 and $875 a month respectively but comparable rentals in the area are renting at $1400-$1500 or more. The Allison Oakes subdivision is located just off North Goldenrod and Bates Road with quick access to local schools, restaurants and shopping and offers convenient access to the 417 (Greenway), and is just minutes to University Avenue, Semoran, UCF and Valencia East. Don't miss this investment opportunity-contact us today to schedule a showing.

3128 Patel Drive, Winter Park

$535,000

4 Beds ⋅ 2.5 Baths ⋅ Autumn Glen Ph 2 SubDv. ⋅ 32792 Zip Code

This home is perfect for family living. It is a 4/2.5 with a large 1st floor master bedroom. The property sits on a common area adding to the generous back yard space. The kitchen includes stainless steel appliances and eat-in dining. The formal dining area connects to the living area which has a beautiful view of the large in-ground pool. The roof and AC have recently been replaced, and original windows have been replaced with impact windows and impact French doors. The new wood laminate floors add to the beauty and warmth of this gem. Upstairs you will find 3 bedrooms, a bathroom and a loft that may be used as an office or play area. The laundry room is inside and includes adequate storage. Even the garage is well kept and has Epoxy Shield coating. The Autumn Glen community includes a park with a beautiful fountain. The owner has been meticulous in the maintenance of this home.

1976 Shadyhill Terrace, Winter Park

$595,000

Albert Lee Ridge SubDv. ⋅ 32789 Zip Code

Great opportunity to own a rare, free-standing, single story office building located in the heart of Winter Park, just off of Lee Road midway between I-4 and HWY 17-92 and only minutes from the Winter Park Village, downtown Winter Park, downtown Orlando, downtown Maitland, Morse Blvd, Fairbanks Ave, Orange Ave, shopping, dining and entertainment! This property is presently being utilized as a medical/chiropractic physician’s office and features, a reception and waiting area along with private offices, exam rooms, restroom and ample parking in both the front and rear of the property. The building also features an attached garage with roll-up door for additional storage, fenced parking and backyard area as well as a ADA compliant ramp access to the front door of the building in addition to the staircase.

912 Colfax Avenue, Winter Park

$562,000

4 Beds ⋅ 3 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. NO HOA. Dual Master Suites. One main, and one mother-in-law or guest suite. All single story, no stairs. NEW POOL DECK. NEW POOL PUMP. POOL RESURFACED.NEW ROOF (installation in progress). Totally renovated. NEW HOT WATER HEATER. NEW FLOORS. POOL RESURFACED. NEW POOL DECK. NEW POOL PUMP. NEW ALL TURF BACK LAWN (NO Mowing). NEW PUTTING GREEN (for your backyard golfer). Full Security system. Get ready to relax & have fun enjoying your new home!! Accessible and convenient, with a fabulous all-turf backyard to unwind, entertain, or make fantastic memories with those you love. Your deepwater private pool (that used to have a diving board) is the highlight of this sunny Florida oasis, including a Mini-golf putting green, outdoor dining, and plenty of space to lounge and relax when you're not on the go. Just 14 miles (30 mins) from Orlando International Airport. 20 mins to the Amway Center, Exploria Stadium, and the Dr. Philips Performing Arts Center for MLS soccer games, concerts, conferences, ballet, theater, NBA basketball games, and more. With both the University of Central Florida (UCF) and Valencia Campuses at similar proximity, this property is close to everywhere you want to be. Take the dogs for a walk around Lake Baldwin, just south, or enjoy the beachside dog park there. Ideal for a brisk run, a rejuvenating bike ride, or an invigorating rollerblade the Cady Way Train connects to the Lake Baldwin path, so you can expand your adventurous outings an additional 13 miles, beyond the 2.5 miles that wrap around the quaint peaceful lake. Baldwin Park is the best place to gather or getaway on your day-to-day. Visit the Winter Park Farmers Markets every Saturday, and take a stroll up Park Ave or take a world-class boat tour of the Winter Park Chain of Lakes after a fantastic Sunday Brunch at any of the local restaurants you know and love. Whether you're gathered around the dining room table laughing and playing board games after dinner, or cuddled up on the sofa in your open great room, watching the flickering fire on a brisk winter day, or streaming your favorite binge-worthy show, there is plenty of room for you to live your life in the best possible way. The split-floor plan gifts privacy from the master wing located off the kitchen and convenient to the backyard oasis/pool. The ensuite guest bath is a rare treat for company and residents alike. Kissed with glowing natural light in every room, this well-laid-out functional flow makes it easy to enjoy every tranquil moment your new home offers you. Turn these moments into memories and live your best life daily! POOL RESURFACED. TURN-KEY OPTIONAL (furniture optional in separate private purchase). Ring Camera. Security System. Updated/Renovated Bathrooms. Bright. Open. Airy. Comfortable. Welcoming. Fun. Cozy. Entertaining. Easy. Relaxing. Refreshing. Peaceful. Happy. Inviting. Private. Convenient.

5233 Lake Howell Road, Winter Park

$560,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

This beautiful and remodeled home is turnkey and ready to move in, fully furnished. Investors -- You will love the cash flow upside with this property. Updated Roof, AC, Exterior Paint, Patio, Garage, Driveway, Fence, Sprinkler System, Lighting, Flooring, Kitchen, and much more. You will enjoy entertaining your guests with this large saltwater pool with cabana, as well as yard space for your pets. Save money with No HOA, in a nice mature community. Smart home comes a split floor plan, and kitchen has a large island with granite countertops. Home features an extended driveway with room for a Small boat, Jet ski or RV. *All information is intended to be accurate but is not guaranteed.

2627 Ambergate Road, Winter Park

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Between $500K - $600K Winter Park Real Estate