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$325,000
2 Beds ⋅ 1 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code
Updated 2BR/1BA second-floor condo in Killarney Bay with vaulted ceilings, luxury vinyl plank floors, and abundant natural light. Open kitchen with white cabinets, quartz counters, stainless steel appliances, and large island. Bath features dual sinks and double showerhead. Community pool overlooks Lake Killarney. Walk to Trader Joe’s; minutes to Whole Foods, Winter Park Village, downtown Winter Park dining/shops, and I-4 access.

260 Killarney Bay Court Unit 6, Winter Park
$360,000
3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code
Welcome to this charming mid-century 3-bedroom, 2-bathroom ranch-style home located in the heart of Winter Park, Florida. This property offers timeless appeal blended with modern convenience. The single-level layout is both practical and inviting, with an open floor plan that seamlessly connects the living, dining and kitchen areas. Outdoors, the fully fenced yard creates a private retreat, perfect for pets, play, or simply relaxing under the Florida sun. With mature landscaping and plenty of room for gardening or gatherings, the yard adds to the home's livability. Ideally situated, this Winter Park residence provides quick access to major highways, making commutes to downtown Orlando, local shops, restaurants, and renowned schools incredibly convenient. Combining classic style, a central location, and everyday comfort, this mid-century ranch is an excellent choice for those seeking a true Winter Park lifestyle.

917 Dupont Avenue, Winter Park
$382,575
2 Beds ⋅ 1 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code
Welcome to 1001 Early Ave—a beautifully updated 2-bedroom, 1-bath home that perfectly balances timeless character with contemporary style. Nestled on a spacious 7,405 sq ft lot, this 1,222 sq ft gem invites you in with parquet floors, decorator tile, and abundant natural light. The expanded kitchen is a showstopper, featuring stainless steel appliances, granite countertops, a wine cooler, and sleek wood and glass accents—ideal for both everyday cooking and weekend entertaining. The renovated bathroom offers spa-like serenity with a glass bowl sink and modern finishes. Step outside to your private oasis: a sparkling pool with a tranquil water feature, a tiki-style cabana, and a paver patio designed for unforgettable gatherings. The circular driveway and garage with a service door add convenience and curb appeal. The septic system was replaced in 2019, serviced in 2024 and roof replaced 2021. Located minutes from Whole Foods, Winter Park Village, the Enzian Theater, and the vibrant 17-92 corridor, this home offers unbeatable access to shopping, dining, and entertainment. With easy access to I-4 and College Park, your commute and weekend plans just got easier. Whether you're a first-time buyer, downsizer, or investor, this home is a rare find in one of Central Florida’s most desirable neighborhoods. Don’t miss your chance to own a slice of Winter Park paradise.

1001 Early Avenue, Winter Park
$380,000
2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. Seller financing and lease to own options for qualified buyers. HOA fee covers full time building engineer, spectrum cable tv, phone and internet, water and sewer and amenities. Beautifully updated 2-bedroom, 2-bathroom lakefront condo (Lake Virginia Condo) in the heart of Winter Park, FL. Enjoy a prime location just steps from Park Avenue's charming shops, restaurants, Rollins College, scenic parks, and cultural museums. Freshly painted with new, water-resistant LVP flooring throughout. The refreshed kitchen features energy-efficient appliances, solid wood cabinetry, and ample storage. Expansive wall-to-wall sliding glass windows in the living room and primary bedroom brightens the space with natural light. Convenient in-unit washer/dryer closet and a screened-in back porch overlooking the serene canal connecting Lake Virginia and Lake Osceola. Building has guest suite, pool and spa, boat docks, lake access, common lounges, open patio and grilling area and much more. Some photos are virtually staged with furniture. Vacant and easy to show—contact your realtor to schedule a viewing today!

690 Osceola Avenue Unit 209, Winter Park
$312,000
3 Beds ⋅ 2 Baths ⋅ Stansbury Estates SubDv. ⋅ 32789 Zip Code
$5K SELLER CONCESSION TOWARDS BUYER'S CLOSING COSTS AND PRE-PAIDS!!! Charming, Fully Renovated Bungalow in the Heart of Winter Park! Welcome to this beautifully upgraded bungalow that makes every square foot count! Nestled perfectly between Winter Park and College Park, this fully renovated gem blends modern upgrades with timeless charm. From the moment you arrive, the custom-built front pergola and all-new paver driveway invite you in with style. Step inside to discover a cozy yet efficient layout filled with thoughtful details: barn doors, built-ins, a cabinet pantry, and a linen closet in the guest bath that add character and storage throughout. The brand-new kitchen is compact but packed with quality—featuring granite countertops, stainless steel appliances, and custom cabinetry that maximizes function and charm. The spacious primary suite offers a walk-in closet and an en-suite bath with a very large walk-in shower. Other unique features include a charming barn door to separate the laundry area from the guest bath, optimizing flow and privacy, an extended and brand new paver driveway, along with a beautiful custom fence and storage sheds that provides added storage. This charming bungalow has been designed to live larger than its footprint. Don’t miss your chance to own this thoughtfully designed home in one of Central Florida’s most desirable locations!

1921 Dartmouth Avenue, Winter Park
$355,000
3 Beds ⋅ 2 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code
Charming One-Story Townhome in Prime Winter Park Location! Welcome to this adorable detached 3-bedroom, 2-bath townhome with a spacious 2-car garage, tucked away in the heart of Winter Park (32789). Just minutes from Winter Park Village, Fleming’s, and the boutiques and dining of Park Avenue, this home blends low-maintenance living with unbeatable convenience. Step inside to find a bright, open layout and peace of mind with recent updates, including a new roof (2021), re-piping (2023), and AC system (2016). The single-story design offers ease and comfort, whether you’re looking for a primary residence or a winter retreat. The community features a refreshing pool and clubhouse, and the HOA covers cable and internet—making day-to-day living even easier. Don’t miss this rare opportunity to enjoy the charm and convenience of Winter Park in a move-in-ready home!

1117 Park Green Place, Winter Park
$325,000
3 Beds ⋅ 3 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code
CLICK ON VIRTUAL TOUR to get an overview of the complex. HUGE PRICE REDUCTION!!!!......Discover a RARE opportunity to own a 3 BEDROOM 2.5 BATH unit at beautiful Winter Park Gardens. One of only seven 3 BEDROOM units so infrequently available. Located on the second floor. Enjoy stunning floor to ceiling views of lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens in your tropical sunroom. Located in a vibrant 55+ community that welcomes younger owners, this prime location is within walking distance of Rollins College, Orange Ave, Mead Gardens, and downtown Park Ave. Don’t miss out on the serene, sought-after lifestyle Winter Park Gardens offers—call today to make it yours!

700 Melrose Ave Unit C22, Winter Park
$343,000
4 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. **Seller is motivated and encourages all serious offers—bring your buyers!** Welcome to your cozy Winter Park retreat! This charming 4-bedroom, 2-bath home blends comfort and convenience in one perfect package. Nestled on a spacious lot with a large backyard—ideal for entertaining, gardening, or playing fetch—this home also features a unique drive-through garage, perfect for weekend projects or extra parking flexibility. Step inside to find a warm and inviting layout filled with natural light and space for the whole family. Plus, enjoy peace of mind knowing the roof is only 4 years old—one less thing to worry about! Located just minutes from I-4 and surrounded by popular shopping centers, dining, and more, you'll love how easy it is to get anywhere you need to go. Don’t miss your chance to own a piece of Winter Park charm—schedule your showing today! <iframe src="https://my.matterport.com/show/?m=n9WcP2miBTq&brand=0&mls=1&" width="640" height="360" style="border: 0;" allow="fullscreen"></iframe>

657 Overspin Drive, Winter Park
$360,200
3 Beds ⋅ 2 Baths ⋅ Fairview Heights Rep SubDv. ⋅ 32789 Zip Code
Welcome to this delightful 3-bedroom, 2-bathroom home nestled in the heart of sought-after Winter Park! Bursting with character and charm, this property features original hardwood floors that add warmth and timeless appeal, along with a cozy antique wood-burning stove that brings a touch of rustic elegance to the living space. Plus, an updated bathroom is perfect for visitors. Set on a large lot (.28 acres), the expansive backyard offers endless possibilities, complete with a large outdoor storage shed, detached garage, and a carport combo—perfect for extra storage, a workshop, or even could be reimagined as an accessory dwelling unit. The roof was updated in 2018, offering peace of mind for years to come. Plus, a bonus room can easily be used as an office or for storage. Conveniently located near I-4, this home offers easy access to Orlando’s world-renowned theme parks, stunning Florida beaches, and all the dining, shopping, and entertainment Winter Park is known for. Whether you're a family searching for a great starter home or an investor seeking valuable property in a high-demand area, this home offers incredible potential to make it your own. Don’t miss the opportunity to own a piece of Winter Park charm!

320 Granada Drive, Winter Park
$328,000
3 Beds ⋅ 3 Baths ⋅ Winter Park Oaks SubDv. ⋅ 32789 Zip Code
Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence in the highly desirable Winter Park Oaks community, featuring 1,500 sq. ft. of inviting living space ideal for both comfort and entertaining. The thoughtfully designed two-story layout includes an open-concept main level with a spacious kitchen flowing effortlessly into a bright family room, convenient downstairs half bath, and easy-care tile and laminate flooring throughout. Upstairs you’ll find all bedrooms, providing a peaceful separation between living and sleeping areas, including a primary suite with private bath and two additional bedrooms sharing another full bath. Recent updates add significant value, including a newer roof (2020) and a brand-new HVAC system (2024). Enjoy ample outdoor living on a generous lot with a fully fenced backyard, plus added convenience from the attached one-car garage housing the washer and dryer. Perfectly situated, this home offers quick access to Winter Park Village, Park Avenue, dining, shopping, and major highways. Don’t miss this exceptional opportunity—schedule your private showing today!

156 Oak Grove Road, Winter Park
$292,000
3 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code
Cute one-story Craftsman bungalow in the Dubsdread area of College Park. This home has great potential to shine—bring your tools and make it your own since the price is right. Step through the front door into your charming Florida Room, filled with natural light. The inviting family room features a wood-burning fireplace and what appears to be original oak wood flooring. The kitchen has a traditional feel—light and bright with painted cabinets. The garage is in the backyard, and a long driveway provides you and your guests with plenty of parking space. You can enjoy the backyard from the covered back porch. This home will need some repairs or renovations, as it has aged over time. If you're looking to build, this homesite is 50 feet wide by 140 feet deep. The location is close to Aloma in Winter Park, making it easy to access all the hotspots in Winter Park, College Park, Dubsdread Golf Course, and AdventHealth Hospital. A great opportunity for first-time buyers, builders, or investors looking to buy smart and improve the asset.

712 Baffie Avenue, Winter Park
$362,500
1 Beds ⋅ 1 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code
Priced to sell!! Motivated Seller. Outstanding structural integrity, no big assessments ahead! Whispering Waters passed its structural integrity inspection and reserves study with flying colors—earning compliments for the quality and care of the buildings. This is a very well-managed community, and the $1,054 monthly HOA covers nearly everything, including electricity! The only exception is cable and internet, making this an incredible value with true peace of mind. Tucked away just two blocks from Park Avenue, this one bedroom, one bathroom corner unit places you in the heart of downtown Winter Park—steps from acclaimed restaurants, charming shops, and the iconic boat tour on Lake Osceola. Situated on the second floor of Building 6 with convenient elevator access, this light filled condo has brand new carpet in the living areas and bedroom, creating a fresh and cozy feel. The kitchen features granite countertops, a built-in oven, glass cooktop, stainless steel refrigerator, and recently painted blue, solid wood cabinetry that adds a fun pop of color to the space. A dedicated dining area is located just off the kitchen and includes sliding glass doors that open to a small private balcony overlooking Morse Blvd—perfect for enjoying your morning coffee. Off the living room, an enclosed sunroom offers bonus living space with abundant natural light, motorized custom blinds, and upgraded windows for improved energy efficiency and sound insulation. The oversized bedroom offers space for a sitting area and features motorized shades for added comfort and privacy. A convenient door allows you to close off the bedroom —ideal for when guests are visiting and need access to the bathroom without entering the bedroom. The unit also comes with one assigned parking space in the garage, additional storage, and the peace of mind that HOA covers electric, water, sewer, trash, building insurance, pool maintenance, landscaping, and on-site management. Whispering Waters is a lakefront community on beautiful Lake Osceola, with water access available to residents—bring your kayak, soak in the serene views, or enjoy a sunset by the water. Whether you're seeking a full-time residence or a part-time getaway, this home offers effortless, low-maintenance living—just lock and leave. Bonus: Since the current owner is under 55, the next buyer can be too (only 85% of residents need to meet the 55+ age requirement). Call today to schedule your private showing!

311 E Morse Boulevard Unit 6-7, Winter Park
$367,500
3 Beds ⋅ 2 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. An awesome home for young professionals or family or great rental for an Investor! Fantastic location! Welcome to this charming 3-bedroom, 2-bathroom Winter Park home. The combination of original wood floors and plaster walls keep the integrity of the home. An updated kitchen with gorgeous cabinets and granite countertops with space for 3 bar stools and NEW APPLIANCES adds a perfect blend of charm and modern convenience. The interior has been freshly painted. The bathroom was renovated to maintain the character of the home. The large living room is filled with light, and the additional versatile family room can be used as a home office, dining room, or exercise space. There are two nice sized bedrooms on the main floor and the upstairs bonus room includes a bedroom an ensuite bathroom and air conditioned attic space for storage. It could also be a great man cave, office or teenager private space. The beautiful totally fenced treed backyard and one-car garage with a workshop area and its own toilet, along with a carport, add to the home's appeal. The seller is offering a two year home warranty! Conveniently located near I-4, Park Avenue, Winter Park Village, Dubsdread Golf Course, restaurants and shopping and downtown Orlando

1975 Staunton Avenue, Winter Park
$340,000
Winter Park SubDv. ⋅ 32789 Zip Code
Unleash your imagination and seize the opportunity of a lifetime with this incredible vacant lot in the heart of Winter Park! This gem is priced to sell and is just two blocks away from the vibrant Hannibal Square. Imagine crafting your dream home on this prime piece of land, where every day can be filled with adventure and excitement!<p><p> You’ll find yourself mere steps from the best attractions Winter Park has to offer. Stroll over to delightful bars, mouthwatering restaurants, and charming shops along Hannibal Square and Park Avenue. Enjoy the stunning parks, fascinating museums, and picturesque chain of lakes that make Winter Park truly special. Plus, you’re right in time for the Winter Park Art Festival—no more stressing about parking! And don’t forget about the must-visit Sunday farmers' market for fresh produce!<p><p> This location also keeps you close to Rollins College, the New Winter Park Library, Trader Joe's, and even the lovely Sunrail and Amtrak train station. When it’s time to venture further out, enjoy quick access to I-4 for easy trips to the beach, exploring the new Universal's Epic Universe Park or magical time at Disney World. <p><p> With exciting renovations and new constructions popping up all around, now is a fantastic time to get involved in this thriving community! Don’t miss your chance to transform this vacant lot into your personal paradise! Act fast—this opportunity won’t last long!<p><p>

829 W New England Avenue, Winter Park
$411,250
2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code
Welcome to this beautifully maintained Winter Park gem, offering exceptional curb appeal and bursting with charm, character and timeless style. Located in the highly desirable Dubsdread Heights neighborhood, bordering Little Lake Fairview and the Dubsdread Golf Course, this home places you just minutes from the boutique shops, dining options and festivals of Park Avenue, with easy access to I-4. As you step inside, you're greeted by a bright sunroom with warm, stylish Saltillo tile flooring which seamlessly flows into the spacious living room featuring stunning Red Oak hardwood floors. The eat-in kitchen boasts sleek quartz countertops, modern cabinets with crown molding, a built-in pantry with convenient slide-out drawers and newer appliances. This home has been thoughtfully updated with double-paned windows, a 2018 roof replacement and updated plumbing, ensuring peace of mind for years to come. Both bedrooms are generous in size and feature Red Oak wood flooring and modern ceiling fans, with a full bath conveniently situated in between that retains timeless charm with original custom tiling, a pedestal sink, and shower/tub combo. The private, fully fenced backyard is a true tropical retreat, perfect for relaxation or entertaining guests. The recently replaced wood deck with sail awnings and a concrete patio create ideal spaces to enjoy Florida's year-round beauty. A charming brick paver walkway leads to a separate laundry and storage shed, with additional cabinets and space to meet your storage needs. This home has gutters installed along with a rain barrel designed to capture and conserve water for your landscaping watering needs. Kitchen appliances, washer, dryer and lawn mower, edger, and blower are all included in sale. Combining the perfect blend of modern updates and original character, this home is a must-see in the heart of Winter Park!

767 Baffie Avenue, Winter Park
$380,000
2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code
Winter Park location with access to Lake Killarney & walking distance to Trader Joes & Winter Park Village. Renovated 2 bedroom 2.5 bath 2 story condo with Pool & lake view amenities. Gorgeous wood floors throughout, Granite counters, Stainless Steele appliances , Soft close cabinets & glass tile backsplash. Inside Laundry room with Washer/Dryer included. Under stair storage. Wood burning Fire place, Bar sink, Ceiling Fans, Both bedrooms have large walk-in closets and the primary has a walk out balcony patio. The Primary bath offers double shower heads & double vanity. Outside Storage closet & Enclosed screen patio. The pool is set with majestic sunset views of the lake where you can fish off the dock or kayak the lake. HOA updates include repaved asphalt parking & exterior paint, dock repainted & pool sealant in 2020. Fees include exterior maintenance, pool, dock & trash.

350 Killarney Bay Court Unit 5, Winter Park
$305,000
2 Beds ⋅ 3 Baths ⋅ Sandalwood Creek Condo Ph 01 SubDv. ⋅ 32789 Zip Code
Completely Renovated from Top to Bottom – Best Value in Winter Park! Welcome to this stunning 2-bedroom, 2.5-bathroom condo has been fully renovated from top to bottom, offering modern style, comfort, and unbeatable value in one of Winter Park’s most desirable locations. It is situated more as a townhome, so you will never have to worry about neighbors above or below you. Every inch of this home has been updated, including brand-new luxury vinyl plank flooring, fresh interior paint, modern cabinetry, quartz countertops, and fully remodeled bathrooms with sleek new finishes. The kitchen shines with new stainless steel appliances, while the entire home is brightened by all-new recessed lighting and stylish light fixtures. Major upgrades like a new HVAC system, new plumbing, and a new water heater ensure worry-free living. All for a reasonable HOA, you get to enjoy a well-run community with a community pool, and a hassle-free low maintenance lifestyle. Located just minutes from Park Avenue and Downtown Maitland, you’ll have premier shopping, dining, and entertainment at your fingertips. Plus, it's zoned for top-rated schools: Dommerich Elementary, Maitland Middle, and Winter Park High. This is one of the most affordable, move-in-ready homes in Winter Park—a rare find in today’s market. Don’t miss out—schedule your private showing today!

311 Sandlewood Trail Unit 4, Winter Park
$385,000
2 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge SubDv. ⋅ 32789 Zip Code
Tucked away on a quiet street yet just minutes from downtown Winter Park, College Park, and downtown Orlando, this beautifully updated 1955 ranch offers the perfect blend of peaceful living and urban convenience. With 2 bedrooms, 2 baths, and 1,262 square feet of thoughtfully renovated space, this home is move-in ready and full of character. As you enter, you’re greeted by a large, open living space that’s filled with natural light from the many windows. The spacious living room flows seamlessly into the dining area, making it perfect for both everyday living and hosting gatherings. The recently renovated kitchen is the heart of the home, showcasing sleek gray shaker cabinetry, black stainless steel appliances, quartz countertops, and a Mediterranean tile floor. It’s a bright and functional space where cooking and entertaining come together. The kitchen opens to the dining area, which leads out to a massive paver patio and a large, fully fenced backyard—ideal for outdoor relaxation, grilling, or even future expansion. The master bedroom is generously sized with space for a king-sized bed and features a built-in closet. A small but mighty ensuite bathroom with original vintage pink and grey tile adds charm and character to this space. The second bedroom is perfect as a guest room, children’s room, or home office. The second bathroom also embraces the vintage aesthetic with its green and white tile, while the bathtub has been reglazed and is ready for your next soak. Built with durable concrete block construction, this home offers low maintenance and energy efficiency. The one-car garage, accessed from the kitchen, provides ample storage space and houses the laundry area. The HVAC system was replaced in 2019, ensuring comfort year-round. Repipe done in 2020. Water heater replaced in 2020. Located just minutes from Winter Park’s renowned dining, boutique shopping, and cultural attractions, as well as being close to AdventHealth, Downtown Orlando, and major highways, this home offers the perfect balance of suburban tranquility and urban accessibility. With thoughtful updates already completed, this home is ready for its new owner. Don’t miss out on this opportunity to own in one of Central Florida’s most desirable neighborhoods.

1930 Albert Lee Parkway, Winter Park
$310,000
2 Beds ⋅ 1 Baths ⋅ Olympia Heights Annex SubDv. ⋅ 32789 Zip Code
Charming 3-Bedroom Home in the Heart of Winter Park! Welcome to 2259 Minnesota Avenue, a well-maintained 2-bedroom, 1-bathroom single-family home offering 1,015 sq. ft. of cozy and functional living space in the highly sought-after Winter Park area. Step into this inviting home, where the thoughtfully designed layout ensures comfort and ease. The kitchen is equipped with modern appliances and spacious counters, making meal preparation a breeze. Each of the three bedrooms provides a comfortable retreat, and the home’s meticulous upkeep ensures it’s move-in ready. Situated minutes from Park Avenue, Winter Park’s vibrant hub of shopping, dining, and cultural attractions. The property features a yard space perfect for gardening, entertaining, or relaxing under the Florida sun. Close to top-rated schools, lush parks, and convenient transportation options. Take a scenic boat tour through the Winter Park Chain of Lakes or enjoy outdoor adventures at Mead Botanical Garden. Stroll through Park Avenue, known for its upscale boutiques, cafes, and the beautiful Central Park. Immerse yourself in art and history at the renowned Morse Museum of American Art or the Winter Park History Museum. This home is a rare find in one of Central Florida’s most desirable neighborhoods, offering a perfect blend of suburban tranquility and urban convenience. Don’t miss this opportunity to own a piece of Winter Park charm. Schedule your private tour today!

2259 Minnesota Avenue, Winter Park
$315,000
2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code
Welcome to 690 Osceola Avenue, a lakefront complex in the heart of Winter Park. This sleek, modern residence offers the perfect blend of contemporary design and convenient urban living, just minutes (less than a mile) from the charming shops, restaurants and cultural attractions of Winter Park's renowned Park Avenue. This two-bedroom, two-bath condominium has a private screened balcony with sliding doors off the family room and primary suite, offering a peaceful retreat for enjoying the Florida sunshine and picturesque views of the Fern Canal. As you enter the unit off the courtyard, you will enjoy the newly painted interior with hardwood floors in the dining room and kitchen. The kitchen boasts granite countertops, stone backsplash, a new refrigerator, double oven, microwave, double stainless steel sink and ample cabinets for storage. The generously sized primary suite features a walk-in closet and en-suite bath with shower. This unit also features an in-unit laundry with stackable washer/dryer for ultimate convenience. Lake Virginia condominiums offer a one-bedroom guest suite that can be reserved and rented for the night. Amenities include but are not limited to the following: lake access to Lake Virginia, pool with jacuzzi, private dock (boat slips are available via waiting list per HOA approval at an extra fee), fitness center, ground-floor covered parking (one assigned space per unit), recently updated clubhouse with kitchen, outdoor gas grill and fire pit, sauna room, storage racks for canoes, kayaks or paddleboards, a gated pet run for those dog lovers out there, plus water, trash, city sewer and basic cable. With easy access to major highways and just a short drive to downtown Orlando/attractions, this property is a must-see. Whether you're looking for a stylish home or a low-maintenance vacation property, 690 Osceola Avenue, Unit 209 offers everything you need to enjoy the best of Winter Park living. Don’t miss the opportunity to make this exceptional condominium your new home!

690 Osceola Avenue Unit 209, Winter Park
$280,000
Justamere Camp Rep SubDv. ⋅ 32789 Zip Code
Who wouldn’t want to live on a street called LOTAFUN? This is your opportunity to build your dream home on a quiet street with convenient access to Winter Park, Maitland and Orlando as well as Interstate 4 either from Lee Road or Fairbanks Avenue. This beautiful vacant lot has 75-feet of frontage and is 100-feet deep. This has a Winter Park address but is located in Orange County. An established tree canopy lines both sides of the road for a soothing drive home. The lot is already fenced on all four sides. There are a variety of mature trees on the property. Take a look at the schematics in “attachments” as samples of what a local Custom Home Builder, Brannon Construction, could build for you on this lot.

2446 Lotafun Avenue, Winter Park
$315,000
2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code
Seller motivated!!! **Prime Location & Endless Potential!** Fantastic opportunity to make it your own Oasis with some updating. Transform this condo with your personal design. Situated in Winter Park's most sought-after zip code, this spacious 2-bedroom, 2-bath lakefront condo is an incredible opportunity to create your perfect retreat. Enjoy your dock—ideal for a boat or paddle board—and unwind on the large side porch while taking in the serene surroundings. Community amenities include a refreshing pool, relaxing spa, and a fully-equipped gym. Plus, you’ll have the convenience of a designated covered parking. Best of all, you're just a short stroll from Park Avenue’s vibrant shops, dining, and entertainment. Don't miss out on this rare combination of location, lifestyle, and potential!

690 Osceola Avenue Unit 308, Winter Park
$341,000
4 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code
Welcome to 2827 Euston Rd, a beautifully updated home in the highly desirable Winter Park area with the added bonus of no HOA! This charming residence offers 3 beds, 2baths, and a versatile bonus room that can be used as an office, playroom, or additional living space. The master suite is thoughtfully separated from the other two bedrooms, providing privacy and convenience. Inside, you’ll find a brand-new kitchen with stylish finishes, updated bathrooms, luxury vinyl flooring throughout, and all-new windows that fill the home with natural light. Enjoy peace of mind with recent upgrades, including a new HVAC system, a new water heater, and a roof installed in September 2020. The spacious yard offers plenty of room for outdoor living and entertaining, making it the perfect place to call home. Conveniently located just minutes from I-4, this home offers easy access to downtown Orlando, nearby attractions, and top-rated schools. Schedule your private showing today!

2827 Euston Road, Winter Park
$329,900
1 Beds ⋅ 1 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code
Location, Location, Location! Lakefront complex - STUDIO APARTMENT downtown Winter Park with a BOAT SLIP! Stroll a block or two to Park Avenue and take in the magnificent galleries, museums, restaurants/cafes, boutiques, etc. You can also walk to the Sunrail (commuter train) and Amtrak Station; Farmer's Market, Rollins College and the Alfond Inn from this mostly 55+ community. Whispering Waters condo complex is directly on the shores of Lake Osceola and is a neighbor to the Winter Park Scenic Boat Ride venue. This cute corner studio apartment has an abundance of plantation shutters and is extremely light and bright. There is NOT A TRUE BEDROOM IN THIS STUDIO, but an open area with two twin beds. The Unit #15 in Bldg 7 is on the third floor where you can use the nearby elevator behind the outside stairwell that is closest to the pool. There are not many condos with boat slips on the Chain-of-Lakes but this unit comes with a highly sought after COVERED BOAT SLIP (#14)! What fun you can have exploring the beautiful, serene waters on the Chain-of-Lakes. Take in the lovely view of Lake Osceola and the community pool from your living area / enclosed balcony area. Receive mail and packages delivered directly to your front door. Park your car in the gated garage below as deeded parking space #31 comes with this condo. Also in the garage is a storage cabinet that goes with this unit. From the third floor in Bldg 7, you can go directly to the secure parking garage with a special key/slot within the elevator. The manager's office is in the garage not far from the laundry machines. Condo fee includes: electricity; water and gas; plus exterior maintenance, pool, manager, reserves, exterior insurance; grounds maintenance; trash removal. There is a club room/marina room near the lake (by the 19 covered boat slips) that could be considered a recreational bldg. Come enjoy the lifestyle Winter Park has to offer!

311 E Morse Boulevard Unit 7-15, Winter Park
$380,000
2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code
Charming 2-bedroom, 1-bathroom single-family home located in the desirable Winter Park area! This beautifully maintained property offers 1,150 sq ft of living space, master closet (9 by 8.5ft) and features several recent updates, including brand-new bamboo hardwood floors throughout the interior. The spacious, fenced-in backyard is perfect for outdoor living, with a new wood decking patio for relaxing or entertaining. Enjoy peace of mind with a newer AC condenser and air handler, along with new kitchen appliances and fresh exterior paint. Additional highlights include a well-maintained septic system with regular pump service every 2 years, public water utilities, and an encapsulated crawl space with a dehumidifier, French drain, and sump pump for added moisture control. The roof is set to be replaced within the next 30-60 days, ensuring long-term durability. This home combines comfort and functionality in a prime Winter Park location—don’t miss out on the opportunity to make it yours!

830 Overspin Drive, Winter Park
$350,000
1 Beds ⋅ 2 Baths ⋅ Andalucia Apts SubDv. ⋅ 32789 Zip Code
Price Improvement $364,900 1 bedroom, 1 ½ bath 726 sq feet. Located in the heart of the historic District of Downtown Winter Park, Park Avenue, Winter Park Golf Course-boutique shopping and locally owned restaurants, and Rollins College. Top floor unit- features new electrical, new plumbing, new LVP Flooring, updated hurricane windows and sliders. Brand new kitchen including custom cabinets, quartz countertops and appliances. All new designer tile in bathrooms, custom vanities, shower tile and new fixtures. A/C 10 year warranty. The complex features a new roof, recently resurfaced covered parking, elevator, and courtyard. Offered by Holt Home Team for under $400,000 in Downtown Winter park.

535 N Interlachen Avenue Unit 304, Winter Park
$405,000
3 Beds ⋅ 2 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code
**FULLY RENOVATED WINTER PARK GEM in the HIGHLY DESIRABLE 32789 ZIP CODE!** This meticulously renovated home offers a blend of stylish upgrades and classic charm, with an expansive screened-in porch and private backyard perfect for enjoying Florida’s outdoor lifestyle. This home has been thoughtfully designed and professionally renovated by McCree Construction. (NEW ROOF 2021, NEW AC & Ductwork 2024, NEW Plumbing 2024, Updated Electrical 2024, NEW Blown In Insulation, NEW Luxury Vinyl Plank flooring, NEW Kitchen and baths and fixtures, NEW Light fixtures, NEW Hardware, NEW Blinds, NEW doors, trim and door jambs, NEW Paint inside and out, NEW Fence, NEW Landscaping). Step inside to discover a bright, open-concept layout. The inviting living room is bathed in natural light from a large picture window and refinished original hardwood floors are located throughout the living room and two guest rooms. The brand NEW kitchen features stainless steel appliances, mission style wood cabinetry, Quartz countertops, and a warm gray subway tile backsplash. Just off the kitchen the dining room overlooks the backyard and french doors lead to the expansive screened-in porch. This is the perfect outdoor space for hosting guests or relaxing outdoors free of Florida bugs! The HUGE private backyard is fully fenced and plenty of room for furry family members, an urban garden, or space to play. The split floor plan offers a private main suite with an attached bathroom FULLY Renovated with a walk-shower with frameless glass door. The two guest rooms share the FULLY renovated hall bathroom with marble tile. Located just minutes from top-rated schools (Dommerich Elementary, Maitland Middle and Winter Park High). Minutes to Park Ave shopping and dining, various parks and major roads. Don’t miss your chance to own this exceptional property in a prime location. The current owners have thought of everything to make this a comfortable beautiful space for the next owners!

2609 Madeline Avenue, Winter Park
$335,000
3 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. MOVE IN READY 3 bedroom / 2 full bath bungalow in PRIME LOCATION! Just steps from Dubsdread Golf Course, this home is a true gem with no HOA fees, plus easy access to downtown Orlando and Winter Park Village. Residence offers 3 bedrooms and the rare advantage of 2 updated full bathrooms. Kitchen boasts updated cabinetry, granite countertops, and stainless steel refrigerator, stove, dishwasher, and microwave. Enjoy low-maintenance ceramic tile floors, primary bedroom with ensuite bath, and a large backyard perfect for entertaining. 2020 roof and newer water heater, this home is move-in ready and waiting for you!

764 Baffie Avenue, Winter Park
$385,000
2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code
Largest unit at Killarney Bay, set up as a town home -bedrooms upstairs town house with large screened in area back porch, new washer and dryer - wood floors throughout, close to Winter Park Village - complex is a small great location with great access to I-4 - Killarney Bay sits on Lake Killarney with private pool overlooking. Only 5 rental units are allowed at KB at any given time. Super clean and ready for new owner. Beautiful wood ceilings in main living areas and wood floors and stairway! tastefully done, real fireplace. Current tenant has flexibility in moving. oversized bedrooms are located on the second floor, featuring suite bathrooms and walk-in closets. The primary bedroom also features its own balcony. This community is walking distance only minutes to 17-92, I-4, Winter Park Village, Trader Joe’s, Whole Foods, Publix, and downtown Winter Park’s retail and restaurants. Owner may hold a MTG-

740 #3 Killarney Bay Ct Unit 7-3, Winter Park
$315,000
2 Beds ⋅ 1 Baths ⋅ Golfview SubDv. ⋅ 32789 Zip Code
HUGE PRICE REDUCTION! Welcome to this charming beautiful well maintained single family home located in Winter Park, FL with NO HOA. This home has it all! This property features a breezeway entrance / Mudroom that leads you to the front door of the home or to the door to enter the backyard. Presenting 2 bedrooms, 1 bathroom, 1 car garage shared with laundry room space, moving along to the living-room & open eat in kitchen combo. Your large backyard is fenced in to give you privacy while entertaining. It also boasts a covered patio that allows you to enjoy watching the rainfall or sip some lemonade during the sunshiny days. The owner has recently painted the entire exterior and revamped the curb appeal. This home is perfectly situated near downtown Orlando and just minutes from Dubsdread Golf Course and amazing local restaurants. Less than 30 minutes away from your funnest attractions such as Disney, Universal Studios and some great colleges !! Property is currently tenant occupied. Rest assured it’s very easy to show. Here’s your opportunity to own property in Winter Park so schedule your showing today because this won’t last! HVAC: Replaced in 2014 and outdoor unit is rebuilt in 2023 (new compressor) PLUMBING Completely re plumbed in 2009 ROOF- Replaced in 2019 ELECTRICAL replaced in 2009/ Main panel upgraded in 2017 Back Porch built in 2019/ Front Windows replaced in 2018 Exterior Completely repainted: Sept. 2024

1225 Formosa Avenue, Winter Park