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$145,000
2 Beds ⋅ 2 Baths ⋅ Whisperwood Condo 2 SubDv. ⋅ 32792 Zip Code
Spacious 2nd floor condo in quiet community! You will absolutely fall in love with this newly renovated 2 bedroom 2 bathroom condo retreat! The open floor plan is great for entertaining family and friends, while the split bedroom layout offers privacy. The modern kitchen features white shaker cabinetry, stainless steel appliances, pendant lighting, built-in wine storage with wine glass rack, breakfast bar and decorative backsplash. The primary bedroom includes an en suite bathroom with walk-in shower and oversized vanity with plenty of storage! Perfectly situated about a block away from the community pool with lake & greenscape views to help relax after a long day! You can't beat this secluded community location which is within the highly sought after Winter Park High School zone and also provides easy access to Full Sail University, UCF, Winter Park, Baldwin Park and so many other amazing shopping, dining and entertainment venues. You will love to call this condo your own, OR fetch top dollar as an investment property!

7352 Swallow Run Unit 7352, Winter Park
$510,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 1 SubDv. ⋅ 32792 Zip Code
Winter Park, Outstanding Renovations! 3 BD/2 BT Pool Home! Open concept , single story with a lot of natural light. Lavish Updated Kitchen. Stainless steel appliances. Walk in the pantry. New roof 2018, New energy efficient windows and sliding glass doors, 2020, New Trane AC 2023 and New Attic ventilation fan thermostat / humidistat controlled 2024. New refrigerator. Interior includes fresh paint, crown molding, wood burning fireplace. Laminate flooring. Beautiful lead glass entry. Open floor plan includes a large living room overlooking a sparkling Inground pool. Superb Family room with brick fireplace. Den / Office off the master bedroom. 2 additional bedrooms with Jack and Jill bath. The 2nd Bath also serves as the pool bath with access to the brick patio. Oversized laundry and storage. Beautiful updated home. 2 car garage with shelved storage room. Fresh paint, Beautiful flooring, Upgraded windows, Kitchen, Baths. Underground power line utilities. Split floor plan. Fenced backyard. Upscale community walking distance of Winter Park Hospital, Crosby Wellness Center, Starbucks, Restaurants, and shopping. It is also a short drive to Costco, Rollins College, Full Sail University, the VA Hospital, Baldwin Park. Nearby Cady Park and Trail offer recreational amenities such as ball fields, and a bike path. Outstanding schools! Move in Ready Hurry! Won't Last!

426 S Lakemont Avenue, Winter Park
$730,000
4 Beds ⋅ 2 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully updated 2,155 sq ft pool home, featuring 4 bedrooms and 2 bathrooms, situated in a peaceful neighborhood just minutes from schools, shopping, and the local Winter Pines Golf Course. After a long day, enjoy the convenience of walking to the golf course to unwind—whether you're hitting balls at the range or relaxing with happy hour and dinner at the Bonfire Grill. This home boasts recent updates, including pool RESURFACE and filter system (2021) new pump (2024), all new interior doors 2023, full kitchen renovation in 2023, new fence installed in 2023, water heater 2023, full interior and exterior paint 2024, and a NEW ROOF in 2024!!!! Inside, you'll find ceiling fans, a cozy fireplace, sliding glass doors, and plenty of windows, creating a bright and open atmosphere. The spacious primary suite features a large en suite with dual sinks and a walk-in shower. With great neighbors and a large backyard that includes a private pool, you'll have plenty of space to entertain. This home is truly move-in ready, schedule your private showing today! WELCOME HOME

920 Fairway Drive, Winter Park
$515,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Welcome to Winter Park Pines, a community known for its tree-lined streets, friendly neighbors, and the rare charm of front-door mail delivery! This spacious 2,000+ sq. ft. home presents an incredible opportunity to invest in a neighborhood where property values are soaring. Nestled on a picturesque street, this home boasts fantastic curb appeal and a lush, private backyard oasis—perfect for outdoor gatherings or quiet relaxation. The low-maintenance landscaping ensures you have more time to enjoy your surroundings. Step inside to discover a well-structured layout with tremendous potential. While some updating may be desired, the home offers solid bones and ample space to bring your vision to life. The 24’x11’ kitchen was fully renovated in 2007, featuring custom oak cabinetry, granite countertops, GE double ovens, a GE 5-burner glass cooktop, and a brand-new Bosch dishwasher (2023). A spacious island seamlessly connects the kitchen to the dining area, creating an inviting space for cooking and entertaining. Plus, the built-in butler’s pantry provides extra storage with stylish mullion cabinet doors and under-cabinet lighting. Beyond the kitchen and dining area, the expansive 30’x15’ Florida room offers the perfect spot to unwind—whether watching TV, reading a book, or simply soaking in the serene backyard views. French doors lead to a fully fenced yard adorned with mature trees and native flora, ensuring privacy and tranquility. A storage shed adds extra convenience. Inside, you’ll find three comfortable bedrooms, including a primary suite with an oversized jetted tub room and a spacious 11’x7’ walk-in closet. Winter Park Pines is a highly desirable community with rapidly appreciating home values, making this a fantastic investment opportunity. With a little creativity and vision, this home offers the perfect chance to craft your dream space while securing a spot in one of Winter Park’s most sought-after neighborhoods. Don’t miss out—schedule your showing today! HVAC - 2013, NEW ROOF - 2024, PLUMBING - 1997, NEW ELECTRICAL PANEL -2025, NEW HOT WATER HEATER - 2025

2819 Scarlet Road, Winter Park
$165,500
1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
**This property qualifies for a closing cost credit up to $2,700 through the Seller’s preferred lender.**Welcome home to this cozy 1-bedroom, 1-bathroom, second-floor unit in the heart of Winter Park. As you step inside the common area, head upstairs to your private entrance. The open living room is filled with natural light and features sliding glass doors that lead to your own private balcony – perfect for relaxing outdoors. The dining area flows seamlessly into the kitchen, which boasts stainless steel appliances and bar-top seating. Just off the front entry, you’ll find the spacious bedroom with a walk-in closet, along with a well-appointed bathroom featuring a tub/shower combo. Enjoy amazing amenities, including a community pool, tennis court, and shuffleboard. Conveniently located near the best shopping and dining around and near major highways, this unit offers both comfort and convenience. Don’t miss out on this opportunity – schedule your private showing today!

200 St Andrews Boulevard Unit 512, Winter Park
$343,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Rare Opportunity in Highly Sought-After Winter Park! APPRAISED FOR 500K THIS YEAR..... Don’t miss your chance to own this fantastic ...LISTED WELL BELOW APPRAISED VALUE ! Known for its top-rated schools and unbeatable location as well , this home exudes timeless charm with elegant terrazzo floors throughout. Newer Roof ( 2021) and Newer A/C ( 2019) Too! Step inside to a spacious and inviting layout, featuring a dedicated dining area flowing seamlessly into the kitchen. The centerpiece of the home is a stunning double sided fireplace, perfectly positioned between the living room and bonus room—adding warmth and character. Enjoy Florida living in this home that includes a sparkling pool, perfect for entertaining or unwinding in your private backyard oasis. This exceptional home offers easy access to major highways (408, I-4), downtown Orlando, and world-famous theme parks. Plus, you’re less than an hour from the Space Coast, where you can watch rocket launches up close! Homes in this prestigious community sell fast—schedule your showing today before it’s gone!

2829 Aloma Avenue, Winter Park
$735,000
5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code
Beautiful Pool Home in the Gated Community of Enclave at Aloma, Now Available!  With approximately 3500 sf, this home offers all the space and bedrooms that you're looking for.  The floor plan boasts 5 bedrooms, 4 bathrooms, office/study, and additional flex/bonus room.   Notable features of the home include: Gourmet Kitchen (w Granite Counters, Stainless Steel Appliances, 42" Cabinetry, Center Island), Huge Dining Room (perfect for entertaining), Dedicated Office (w/French Doors), Guest Suite on the First Floor (w/ a full bathroom and separate entrance from garage), Secondary Living Room(w/Wardrobe that can be used at 6th Bedroom), Massive Primary Suite (w/room for sitting area inside), Double Washer/Dryer hookups (both upstairs and down), and more.  This one has been lovingly maintained by the original owner.  The outdoors are equally appealing, with Covered Lanai, Screened Saltwater Pool, Paver Pool Deck, and Gorgeous Landscaping in the front and rear of the home.  The yard is enclosed with vinyl fencing.  And, beyond the home itself, this location in Winter Park is highly desirable.  This intimate gated community is located just minutes from top-rated school, Trinity Prep, restaurants/retail, and quick access to major highways and toll roads.  Don't miss your opportunity to own this great home.  Schedule your private showing today!

7945 Pleasant Pine Circle, Winter Park
$545,000
3 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 03 SubDv. ⋅ 32792 Zip Code
Sold data entry

2227 King Charles Court, Winter Park
$385,000
4 Beds ⋅ 3 Baths ⋅ Kings Cove SubDv. ⋅ 32792 Zip Code
PRICED TO SELL!!!! FIRE DAMAGED HOUSE - LOTS OF POTENTIAL IN THIS WINTER PARK POOL HOME. This is an exciting opportunity for investors or buyers looking for a project! This home offers a blank canvas for renovation. The property is situated in a quiet, family-friendly neighborhood, making it an ideal candidate for full restoration. With required renovations - this blank canvas will become a beautiful 4 bedroom, 2.5 bath home. Features a spacious screened patio and pool area as well, providing the foundation for a stunning remodel. About $100k in repairs are needed. Once restored, the home has an estimated ARV of $650k to $690k, offering significant potential for a solid return on investment. It's located just minutes away from local parks, recreational facilities and the Winter Park Chain of Lakes. Shopping and dining experiences are nearby along Park Avenue. The location offers easy access to major highways for a quick commute to downtown Orlando and beyond. THIS IS AN AMAZING DEAL!

4421 Steed Terrace, Winter Park
$284,900
2 Beds ⋅ 2 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code
This Winter Park Townhouse offers an easy-maintenance lifestyle with LOW monthly dues! Very few units come up for sale in this complex- and even fewer END UNITS like this one!! With 2 spacious bedrooms, an open Loft, *AND* a separate flex room that can easily be converted into a 3rd bedroom or private office, you don't want to miss this opportunity to snag this incredible deal!! The flow of this townhouse provides the perfect blend of function and comfort while the private courtyard gives you a place to enjoy the outdoors without having the upkeep of a large yard! Work-from-home? No problem... set up your home office in the Flex Space! Don't want to climb stairs? Problem Solved... there's a DOWNSTAIRS bedroom and Full Bath! Need separate living spaces? Who doesn't, right?... the Loft can fit a full living room set and large TV - or a Pool Table if you're so inclined! Host family and friends for weekly game nights and holidays? Let's do this... the open floorplan expertly connects the living room, dining AND kitchen! Need a laundry room INSIDE?...We Got You! Hate carpet in bedrooms?... Great, so do we! Thinking about picking up Tennis or Pickleball?...Check out the Community Courts (and then cool off in the Community Pool!)! Want a place that's close to all major roads, shopping, great dining options, and schools?....You Found It! Did we mention the ROOF is less than 1 Year NEW??? Grab this gem before someone else does!

1709 Winter Green Blvd, Winter Park
$447,500
3 Beds ⋅ 2 Baths ⋅ Howell Branch Woods SubDv. ⋅ 32792 Zip Code
Nestled in the heart of Winter Park, this beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of comfort and Florida living. Step inside to discover a bright and spacious open-concept layout featuring durable LVP flooring, modern finishes, and plenty of natural light. The updated kitchen boasts stainless steel appliances, quartz countertops, and a breakfast bar, ideal for entertaining or family meals. The primary bedroom is a true oasis with a luxurious en-suite bathroom. Two additional bedrooms provide ample space for family, guests, or a home office. Outside, your private backyard paradise awaits—complete with a sparkling pool, perfect for cooling off on warm days or hosting weekend gatherings. Located just minutes from Winter Park’s renowned dining, shopping, and top-rated schools, this home combines convenience with tranquility. New roof/gutters in 2022. Floors, kitchen updated, bathrooms updated, hot water heater in 2021. Interior paint in 2021 and exterior in 2022. Don’t miss your chance to own a slice of paradise—schedule your showing today!

3132 Nicholson Drive, Winter Park
$245,000
2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 2-bedroom, 2-bathroom condo located in the desirable Cedarwood Village community of Winter Park. This 1,295 sq ft home seamlessly blends modern updates with classic charm, offering a comfortable and stylish living space. The heart of this home boasts a brand-new kitchen equipped with modern appliances, sleek countertops, and ample cabinet space, perfect for culinary enthusiasts. High-grade laminate flooring extends throughout the living areas, providing durability and a contemporary aesthetic, while the entire interior has been freshly painted in neutral tones, creating a bright and inviting atmosphere. Both bathrooms have been thoughtfully updated with modern fixtures and finishes, enhancing both functionality and style. The open-concept living and dining areas feature vaulted ceilings and skylights, filling the space with natural light and offering a welcoming environment for relaxation and entertainment. Residents of Cedarwood Village enjoy access to a community pool, clubhouse, and well-maintained common areas, enhancing the overall living experience. The association fee covers exterior maintenance, landscaping, and access to community amenities. Situated in Winter Park, this condo offers proximity to a variety of shopping, dining, and entertainment options. The area is known for its excellent schools and vibrant community atmosphere, making it a sought-after location for families and professionals alike. Don’t miss out on this incredible opportunity—schedule your private showing today!

2471 Tahoe Circle Unit 00, Winter Park
$465,000
4 Beds ⋅ 2 Baths ⋅ Carolyn Estates SubDv. ⋅ 32792 Zip Code
Welcome to 1776 E Cheryl Dr, located on a quiet cul-de-sac in desirable Winter Park. The home offers a split plan with 4 bedrooms and 2 bathrooms. The living room has a beautiful stone fireplace. It has a separate indoor laundry room and an attached 2-car garage. Notes of interests include a fully renovated guest bathroom (2018), fully renovated kitchen (2023), new roof and gutters (2021), house replumb (2023) and home exterior paint (2024) and new interior paint throughout the home. Outside you will find a beautiful screened in pool to enjoy the Florida sun. It also has a covered area where you can enjoy outside dining. There is ample room on the .24 square foot lot to have a garden or enjoy lawn games. Located in Winter Park, this home is conveniently situated near a variety of shopping, dining, and entertainment options. The home is in the perfect location as there is a short commute to three top-rated Seminole County schools.. With easy access to major highways and public transportation, commuting to work or school is a breeze. Additionally, the neighborhood is known for its friendly atmosphere and sense of community. Don't miss out on the chance to make this lovely property your own!.

1776 E Cheryl Drive, Winter Park
$100,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
Welcome to this three bedroom, two bathroom townhouse, perfectly situated just minutes from Downtown Winter Park, Full Sail University, and UCF—offering a prime location for both convenience and lifestyle. The spacious floor plan features a downstairs kitchen, living room, and dining room, along with a bedroom and full bathroom, making it ideal for guests. Upstairs, you'll find two additional bedrooms and another full bathroom. Enjoy the peaceful surroundings of the community, which boasts gorgeous green spaces and a refreshing pool. Whether you're looking for a home near local attractions or a tranquil retreat, this townhouse offers the best of both worlds.

336 Scottsdale Square Unit 336, Winter Park
$215,000
2 Beds ⋅ 3 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this charming two bedroom, two and a half bathroom condo in the heart of Winter Park. This home offers a spacious and functional layout with a half bath on the first floor, perfect for guests, and an interior laundry room for added convenience. The living room features a cozy fireplace, creating a warm and inviting atmosphere. Two sliding glass doors on the first floor lead out to the expansive, fenced-in paver backyard ideal for outdoor relaxation or entertaining. The custom kitchen is a chef’s dream, featuring beautiful maple cabinets with crown molding, sleek granite countertops, and high end Frigidaire stainless steel appliances. Tile flooring throughout the living areas and new luxury vinyl upstairs provide both style and durability. Upstairs, you’ll find the primary bedroom, offering a private sanctuary with a stand-up shower, a spacious walk in closet, and a screened-in porch that overlooks a serene, lush green space. The generously sized second bedroom and a well appointed bathroom, featuring a luxurious Jacuzzi tub, complete the upper level. Additionally, there's an oversized storage room for all your extra needs. Exterior features include an oversized carport with a sun porch and extra storage space. The HOA includes exterior maintenance, pest control, as well as access to the community pool and clubhouse. Ideally located in Winter Park, this condo offers a peaceful setting while being just minutes away from local restaurants, shopping centers, major roadways, and top-rated schools. This condo is the perfect blend of comfort, style, and convenience, making it a must-see in Winter Park!

7468 Swallow Run Unit 38, Winter Park
$421,700
3 Beds ⋅ 2 Baths ⋅ Springview SubDv. ⋅ 32792 Zip Code
Welcome to this meticulously updated and **FULLY FENCED POOL HOME**, reflecting exceptional pride in ownership and featuring numerous thoughtful upgrades, all nestled in the desirable Winter Park area with **NO HOA** and a **NEW METAL ROOF (2022) ** This home is ideally situated on a **QUIET CUL-DE-SAC**, offering additional privacy and tranquility. The **SOLID BLOCK CONSTRUCTION** ensures durability and long-term peace of mind, providing the home's overall structural integrity. It offers 3 bedrooms, 2 bathrooms, and **A VERSATILE BONUS ROOM** with a closet on the ground floor, perfect for a home office, a 4th bedroom, or extra storage, adapting effortlessly to your needs. As you step inside, you’ll be greeted by a bright, inviting living room, with new plantation shutters and tile flooring throughout. The open layout effortlessly transitions into the dining area, where French doors lead to the backyard, ideal for seamless indoor-outdoor living. The modern kitchen features warm wood cabinetry, stainless steel appliances, a stylish glass tile backsplash, and a cozy nook area, perfect for casual meals or enjoying your morning coffee. Upstairs, all the bedrooms have been updated with beautiful wood floors, giving the home a fresh, contemporary feel. The remodeled bathrooms combine both style and function, offering comfort for your daily routines. Step outside to your private backyard retreat: an entertainer's dream and **SPACE GALORE!** The sparkling swimming pool, resurfaced in 2024 and color-changing pool lights, is the centerpiece of this expansive backyard, offering the perfect spot to relax and cool off on warm Florida days. The fully fenced yard ensures complete privacy, with no rear neighbors. For outdoor dining or relaxation, the shaded gazebo on the concrete pad provides a cozy retreat, complete with a built-in charcoal grill, Bluetooth sound system, and hanging lights, creating the ideal setting for evening meals or entertaining guests. The yard has been freshly landscaped with new sod and includes an efficient well-powered irrigation system, ensuring the space stays lush and green year-round while helping to reduce utility costs. For added convenience, a storage shed offers ample space for tools and outdoor equipment, keeping everything organized and accessible. With plenty of space, you can easily add a swing set, garden beds, or a fire pit to enhance your outdoor oasis. Additional upgrades include new gutters, new insulation (2020), and a new garage door with updated features (2023) and alarm system, giving you peace of mind for years to come. Located nearby schools and shopping, this home offers the perfect balance of convenience and comfort. This is a rare opportunity to own a meticulously updated home in the desirable Winter Park area. Don’t miss your chance to make this exceptional property yours, schedule your private tour today!

1189 Lazy Hollow Place, Winter Park
$905,000
5 Beds ⋅ 4 Baths ⋅ Cypress Reserve SubDv. ⋅ 32792 Zip Code
ATTENTION BUYERS!! Price adjusted to $918,000 and $15K SELLER CONCESSION TOWARDS BUYERS CLOSING COST WITH FULL ASKING PRICE!! The Winter Park Oasis You've Been Waiting For: Imagine waking up in an expansive primary suite, enjoying a cup of coffee by the fireplace, and then stepping out to your backyard oasis the heated, screened-in pool and spa, warmed by eco-friendly solar panels, are perfect for year-round enjoyment. With a built-in outdoor wet bar and lush landscaping, you'll have the perfect setting for a quiet evening or a lively gathering where you can unwind, entertain, and make lasting memories. This isn't a vacation fantasy—it's your new reality at 5325 Cypress Reserve Place, an exquisite 5-bedroom home in the exclusive gated community of Cypress Reserve. This isn't just a house; it's a lifestyle upgrade designed for ultimate comfort and seamless living. Inside, the open-concept layout flows effortlessly. The chef's kitchen, with its expansive countertops and large island, is the true heart of the home, perfect for everything from casual breakfasts to large dinner parties. The flexible living spaces, including a spacious loft and multi-purpose rooms, provide endless possibilities for a home office, game room, or theater. The result is a move-in-ready masterpiece that offers both comfort and peace of mind. Unbeatable Location, Unmatched Convenience Nestled in one of Winter Park's most sought-after communities, this home offers the perfect balance of serenity and accessibility. You'll be minutes from the chic shops and restaurants of Park Avenue, with easy access to major roads for a stress-free commute. Plus, you'll be zoned for top-rated Seminole County schools and just steps away from the Cross Seminole Trail, offering endless opportunities for outdoor activities. This truly is the opportunity of a lifetime—Schedule Your Private Showing Today! Homes in Cypress Reserve rarely become available—Are you ready to call this one your home?

5325 Cypress Reserve Place, Winter Park
$270,000
2 Beds ⋅ 2 Baths ⋅ Gallery At Winter Park Sec 01 SubDv. ⋅ 32792 Zip Code
Welcome home to Winter Park! This corner, end unit is located on the second floor with a cozy fireplace and vaulted ceilings to create an open feeling. Tons of natural light fill the space. The large primary bedroom has a pool view, ensuite bath and walk-in closet. The split bedroom plan offers privacy and there is indoor laundry. This unit has eating space in the kitchen and solid countertops. The kitchen is open to the dining and living are for entertaining. Quartz countertops and new vanities in both baths. AC system 2024. The screened balcony overlooks the pool and lush landscaping. This community is well maintained with mature landscaping, tennis court, bike storage rack, pool and clubhouse. The Gallery at Winter Park is close to amenities on Aloma Ave, Advent Health Winter Park, Full Sail University, Rollins College the Cady Way trail and just a short distance from Park Avenue where you will find dining, shopping and Central Park. Schedule your private tour today!

609 Gallery Drive Unit 2, Winter Park
$540,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code
Incredible opportunity to own a beautifully updated POOL home in Winter Park... just a block from Top-rated Brookshire Elementary School! Situated on an oversized lot with 2-car garage, this home offers the perfect blend of function, design, and comfort- boasting Mid-Century Modern vibes! As you enter through the beautiful double glass doors, you are greeted by an expansive foyer that flows seamlessly into the dining room and open-concept kitchen; all of which has been tastefully updated with meal prep and entertaining in mind!! Fully equipped with all appliances, the kitchen offers modern granite countertops & breakfast bar, and beautiful wood cabinetry with soft-close features, undermount lighting & glass-front display cabinets **PLUS great storage, prep space and excellent lighting! Off of the kitchen and dining room is a dedicated living/great room with TWO sets of French Doors to access the covered patio where you can take advantage of the Florida weather nearly year-round! The master bedroom sits at the back of the home for added privacy, and offers a walk-in closet, an en-suite shared bath, and French Doors that lead to a pavered patio that overlooks the backyard oasis (while providing just the right amount of natural light!). Outside you will enjoy the sparkling pool with stone-pavered deck nestled among the large, fully-fenced yard with plenty of space to play, garden, and relax! Roof and HVAC were replaced in 2014, Pool Pump replaced in 2018. All electrical panels have been updated.

2335 Coldstream Dr, Winter Park
$565,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Beautifully updated and FURNISHED (upon negotiation) 3-bedroom, 2-bath home in the desirable Winter Park Pines neighborhood is truly move-in ready! Fully renovated in 2019, the home boasts a range of high-end features, including hardwood flooring, designer fixtures, custom crown molding, and 5.25” baseboards throughout the majority of the home. Open floor plan is an inviting space for both living and entertaining. Wonderful chef’s kitchen, complete with Quartz countertops, large island, floor-to-ceiling cabinetry with under-cabinet lighting, soft-close doors and drawers, and stainless steel appliances, including fridge, convection oven, dishwasher, microwave, and dry bar. Skylights and double-pane windows flood the space with natural light. The spacious living and dining areas flow seamlessly. Multiple sitting areas. Large walk-in pantry, mudroom and laundry room. Great room / game room, or home office, features French doors that open onto a screened-in porch, ideal for relaxing. Outdoor patio, dry shed and privacy provided by the lush landscaping and fencing. The primary bedroom is a retreat, and features a stunning, large frameless shower, custom dual vanity with quartz countertops, and an oversized walk-in closet. Two additional bedrooms are generously sized, offering views of the front and side yards, and share an improved bathroom. This home is packed with upgrades including a new water heater (2024), new roof (2023), newer indoor electrical panel, and re-plumbing completed in 2017, along with a 2016 HVAC system. A well for 3- zoned irrigation, providing free water for your landscaping. Located just minutes from the Winter Park Pines Golf Course, Cady Way Bike Trail, pool, pickleball/tennis courts, playground, sports fields, and shopping, as well as Winter Park Hospital, this home offers the perfect blend of convenience and luxury. Zoned for Winter Park schools, with an optional HOA, it’s an excellent investment opportunity as well. Close to Rollins College and Full Sail. Enjoy mature, green trees, sidewalks for biking and walking in this charming and sought-after neighborhood.

230 S Ranger Boulevard, Winter Park
$170,000
2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
FOUR SEASONS CONDO IN Winter Park is Centrally located. Great community with a clubhouse, a fitness center recently renovated, 3 swimming pools, tennis courts, and shuffleboard court. Close by you are only a short walk to Cady Way Park for baseball and soccer fields as well as other playgrounds. This 2 bedrooom/2 bath unit has been updated with laminate flooring, ceiling fans, all appliances including washer and dryer. Very close to Advent Health, Winter Park Hospital and all the shopping on Park Avenue, Rollins College, UCF, Valencia Communtiy College. 2 pets allowed :). THis is absolutely a prime location within Winter Park!

200 Saint Andrews Boulevard Unit 2804, Winter Park
$50,000
1 Beds ⋅ 1 Baths ⋅ Colonies Condo SubDv. ⋅ 32792 Zip Code
Priced to sell! Turnkey Investment Opportunity in Winter Park! Attention investors and savvy buyers—this 1-bedroom, 1-bath condo in the Colonies Condo community is the perfect low-maintenance, high-potential opportunity! With 610 sq. ft. of efficient living space, this unit is ideal for a young professional, student, or tenant looking for affordability in a prime location. Featuring vinyl flooring throughout (no carpet to worry about!), a fully equipped kitchen with an oven and range, and central A/C & heating, this condo is move-in or rent-ready. Plus, the HOA takes care of the essentials—your water, sewer, trash, and building insurance are covered, making this a true hassle-free investment. Conveniently located near bus lines, major roads, shopping, and dining, this property is a fantastic rental option or a smart way to start building equity. Don’t miss out on this Winter Park hidden gem—schedule your showing today!

7309 Daniel Webster Drive Unit D, Winter Park
$235,000
2 Beds ⋅ 1 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code
Don’t miss out on a great opportunity to own a SINGLE-STORY, LOW HOA townhouse in Winter Park’s popular Windward Square community. Imagine yourself enjoying any of its three pools, tennis courts, BBQ area, or outdoor reading benches AND being located a mere 5 minutes from grocery shopping and dining esablishments. More shopping, dining, and opportunities to just relax and watch busy shoppers are available nearby, in Winter Park’s downtown Park Avenue district. This two-bedroom, no carpet unit offers a living/dining room combo with beautiful morning light. In addition to its smartly situated full bathroom, a separate sink and dressing area is available in the master bedroom, for owner convenience. Walk-in closets are found in both bedrooms, and the townhouse has a designated laundry closet, too (washer and dryer convey). Sliding patio doors open to a fully-fenced backyard, affording privacy and the ability to garden, BBQ, or watch Fido play. An exterior storage closet provides space for yard or hobby items you own. You will love the 3-car parking pad right in front of your unit. No more searching for visitor parking spots! Just around the corner you’ll find the clubhouse and all the community amenities that give Windward Square its “easy living” reputation. Schedule your private showing today! ROOF: 2023 HVAC: 2023

2529 Leeward Way, Winter Park
$400,000
4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights SubDv. ⋅ 32792 Zip Code
Welcome to 4991 Tangerine Ave in the heart of Winter Park! This charming 4-bedroom, 2-bathroom home offers comfortable living with no carpet throughout—perfect for easy maintenance. The spacious family and dining room combination provides an open and inviting layout, ideal for gatherings. A large, air-conditioned Florida room adds even more flexibility, ensuring plenty of space for entertaining. The generously sized bedrooms offer comfort and versatility to fit your needs. Step outside to your beautiful backyard oasis, featuring a sparkling pool and additional yard space for relaxation or recreation. With no HOA and zoning for top-rated schools, this home is a rare find in a fantastic location. Don’t miss this incredible opportunity!

4991 Tangerine Avenue, Winter Park
$717,000
3 Beds ⋅ 2 Baths ⋅ Williamsburg SubDv. ⋅ 32792 Zip Code
Welcome to 2368 Summerfield Road in Winter Park.  This Single-Story residence embraces a playful Mid-Century Style in combination with modern minimal choices and a Bohemian twist.  Situated on a sizable Corner Lot with colorful gardens and a masonry wall that extends the perimeter for optimal privacy.  You can't help but smile when you enter the inviting Foyer with Architectural and Decorative Elements that include Art, Plants, Wallpapers and large format floor tiles. This versatile Floor Plan allows for an abundance of natural light that floods the space, creating a warm atmosphere that caters to individual lifestyles. The floor plan incorporates 3 Bedrooms and 2 Full Bathrooms, Formal Living and Dining Rooms with Bay Windows, Open Kitchen Concept and Entertaining Space with stylish features that include butcher block counters, a floating breakfast bar and a Natural copper backsplash that adds a touch of rustic charm. An Expansive Florida Room overlooks a sparkling turquoise kidney-shaped Saltwater Pool with Pebble Tech finish.  The large backyard is surrounded by lush landscaping and is ideal for entertaining.  Paver Sunning Deck, Private Grilling Area and the ability to grow your own Garden.  Additionally, the house boasts a high-quality metal roof that combines durability with sleek aesthetics.  From Winter Park to Baldwin Park to Audubon Park to Mills 50 District any direction you embark will lead you to thriving dining scenes, entertainment, boutique shopping, farmers markets, Parks, Gardens, Trails, Golf, Art Galleries, Cozy Cafes and Local Favorites. This home’s prime location provides convenient access to I-4, Downtown Orlando, OIA and area attractions.

2368 Summerfield Road, Winter Park
$735,000
3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
Experience luxury living in this stunning 3-bedroom, 2-bathroom pool home perfectly positioned on the 3rd hole of the golf course in Winter Park. Thoughtfully upgraded with designer details, this home blends elegance and comfort. A beautifully tiled walkway leads to an inviting interior featuring crown moldings, wood-look porcelain flooring, energy-efficient LED lighting, and stylish fixtures throughout. To the right, a versatile office/flex space with custom built-ins offers the potential for a 4th bedroom filled with natural light. The chef’s dream kitchen boasts custom soft-close cabinets with pull-out shelves, stainless steel appliances, and a massive island with extra storage, perfect for entertaining. Flowing into the family room with built-in cabinetry, a wood-burning fireplace, and surround sound, this space seamlessly connects to the expansive patio and sparkling pool with waterfall, all protected by golf ball-resistant screens and windows. The living room features built-in cabinets for additional storage and functionality. French doors create a smooth indoor-outdoor transition, ideal for gatherings. The primary suite features an extra seating area, a large converted walk-in closet (originally the 4th bedroom), and an en-suite with warm-toned tile, a walk-in shower, and designer fixtures. The additional bedrooms offer ample space, new carpeting with a 25-year warranty, and generous closets. Spray foam insulation between the trusses enhances energy efficiency and comfort year-round. For peace of mind, the home includes exterior security cameras, fresh exterior paint, an expanded concrete driveway, and a new state-of-the-art water heater. Major updates include a roof (2013), AC (2017), and full repipe (2024). Located in an area with top-rated schools, this home is perfect for families. Conveniently across from Cady Way Trail and near the Golf & Country Club, which is owned by Winter Park and hosts community events, a restaurant, and a bar, this home offers easy access to downtown Winter Park and Baldwin Park’s top restaurants, entertainment, and attractions. Don’t miss this exceptional opportunity—schedule your private tour today!

1312 Golfside Dr, Winter Park
$175,000
2 Beds ⋅ 2 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code
Move in ready with 30K in renovations! Welcome to this inviting first-floor condo, designed with an open concept floor plan that seamlessly blends comfort and style. The expansive family room provides a generous space for family gatherings and entertaining, with abundant natural light flowing through large windows and a screened-in porch. This condo features two generously sized bedrooms and two full bathrooms, offering ample space and privacy. The master bedroom includes an en-suite bathroom for added convenience and comfort. The well-appointed kitchen is a chef’s delight, boasting granite countertops and stainless steel appliances, including a full-sized refrigerator, stove, oven, and microwave. Additional cabinet space ensures you have room for all your culinary essentials. For added convenience, the condo includes a washer and dryer. Enjoy relaxing evenings on the screened-in porch or take a short walk to the clubhouse, where you can refresh in the pool or unwind in the warm hot tub. This home is designed to provide comfort and ease, making it the perfect place to settle in and enjoy. Conveniently located near fine dining, shopping, Baldwin Park. Also near UCF, Full Sail, and Rollins College

2936 Antique Oaks Circle Unit 71, Winter Park
$439,900
3 Beds ⋅ 3 Baths ⋅ Autumn Glen Ph 1 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home with a loft in the highly sought-after Autumn Glen community, located in the heart of Winter Park and within a top-rated school district. This home offers a new roof installed in 2020 and a Goodman 2-stage A/C system from 2018, ensuring both comfort and energy efficiency. Freshly updated with new stucco and paint in 2022, it boasts a modern and inviting exterior. Inside, an open floor plan with dramatic high ceilings creates a spacious and airy feel throughout. The large upstairs loft is perfect for a home office, playroom, or additional living space. The downstairs primary bedroom offers a peaceful retreat, featuring a large walk-in closet for ample storage. The cozy wood-burning fireplace in the living area adds warmth and charm to the home. Set on a generous lot, the property includes a fenced yard, providing privacy and security. Outside, you'll enjoy a gorgeous pool that’s perfect for relaxing or entertaining guests. For your convenience, the home also includes a washer and dryer. Living in the Autumn Glen community means access to fantastic amenities such as tennis courts, a park, and beautifully manicured common areas. With easy access to I-4, 408, and 417 and only a 15-minute drive to Downtown Winter Park and the famous Park Avenue, where you'll find a wide array of dining, shopping, and entertainment options. Don’t miss the opportunity to own this gem in one of Central Florida’s most desirable areas. Schedule your showing today!

1751 Meadowgold Lane, Winter Park
$432,000
3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to this stunning townhome in the highly desirable neighborhood of Hawk’s Crest! This end unit is filled with natural light, thanks to its abundance of windows and soaring ceilings, creating a bright and open atmosphere. Upon entering, you’ll be greeted by a spacious living and dining area, perfect for entertaining guests or enjoying cozy nights in with loved ones. Adjacent to the living space, the kitchen strikes the ideal balance between style and functionality, featuring extra cabinet space and a dedicated area for a coffee or wine bar. A convenient half bath is located between the kitchen and the oversized 2-car garage for added ease. Upstairs, you'll find a versatile bonus space, ideal for a game room, home office, or media room. The spacious primary suite is a true retreat, thoughtfully separated from the other bedrooms for maximum privacy, complete with a large walk-in closet and a tray ceiling, adding an elegant touch to the room. The ensuite bathroom is a luxurious haven, featuring a granite vanity with dual sinks, a glass-enclosed shower, and a private water closet. The upstairs also offers two additional bedrooms and a full bathroom with a tub/shower combination, providing both comfort and convenience. Plus, with a full-sized laundry room located just steps from the bedrooms, laundry day is a breeze. This gated community of Hawk's Crest offers fantastic amenities, including a resort-style pool, playground, parks, and picnic areas, all with low monthly HOA fees(which include cable and internet). Perfectly situated just a 2-minute walk from the new Park Maitland Preschool and a 5-minute drive to Trinity Prep, one of Central Florida's premier private middle/high school. Also near the entrance of the community is Foxtail Coffee, Kelly’s Homemade Ice Cream, and The Ravenous Pig restaurant. You will find this community is centrally located, as you are just 10 minutes from the thriving downtown Winter Park and easy access to all major highways. Don't miss your chance to own this beautiful townhome—schedule your showing today! ROOF - 2020, HVAC - 2020, PLUMBING - 2020, ELECTRIC - 2020

2472 Firstlight Way, Winter Park
$397,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
NEW ROOF to be installed prior to closing. Look no further than this charming 3-bedroom, 2-bathroom pool home located in the highly desirable Winter Park community of Winter Park Estates. Sitting on ¼ of an acre with no HOA, this home is just what you’ve been searching for! Head inside to find the beautifully updated kitchen featuring quartz and butcher block countertops, stainless steel appliances, and a large middle prep island with breakfast bar seating. This open concept space features the living room and dining room that flows directly into the Florida room that is flooded with natural light. Down the hallway are all 3 bedrooms with 2 full bathrooms with the primary tucked up at the back. Make your way outside to find a spacious screened in patio that extends out to the private pool in your fully fenced backyard. Minimal green space in the back provides easy maintenance as well as the concrete pad that is the perfect space to park your boat, trailer, or RV for year-round storage. Centrally located and zoned for sought-after schools, this home provides convenient access to Downtown Winter Park, Rollins College, Downtown Orlando, UCF, & MCO. Come experience Winter Park living at its finest!

1109 Denton Road, Winter Park