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$445,000
3 Beds 3 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
Welcome to this beautifully designed, move-in-ready townhome— the largest end-unit in one of Winter Park’s most sought-after gated communities! This spacious townhome is conveniently located in the gated community of Hawks Crest, offering 2,312 sq ft of low-maintenance living. With 3 bedrooms, 2.5 bathrooms, a 2-car garage, filled with natural light thanks to abundant windows and soaring ceilings. The paved driveway and lush landscaping welcome you home. Step inside to find a flex space ideal for a home office, den, or second living area. The open-concept main level boasts 9-foot ceilings and seamlessly connects the expansive living room, dining area, and chef-style kitchen complete with quartz countertops, shaker cabinetry, stainless steel appliances, and a large center island perfect for entertaining. Glass sliders lead to the covered patio perfect for your morning coffee or relaxing evenings outdoors. Upstairs, a spacious loft provides a versatile bonus area—great for a media room, playroom, or home gym. The oversized primary suite impresses with tray ceilings, a spa-like en-suite bathroom featuring dual vanities, a walk-in shower, private water closet, and a generous walk-in closet. Two additional bedrooms also offer walk-in closets and share a stylish full bathroom. A conveniently located upstairs laundry room (washer and dryer included) completes the upper level. Residents of Hawks Crest enjoy access to a suite of resort-style amenities including a community pool, playgrounds, parks, picnic areas, and more. Ideally located just steps from Park Maitland Preschool and neighborhood favorites like Foxtail Coffee, Kelly’s Homemade Ice Cream, and Donut King, with quick access to Downtown Winter Park and major highways. Don’t miss your chance to own this exceptional home in one of Winter Park’s most desirable communities!

2420 Firstlight Way, Winter Park

$340,000
2 Beds 3 Baths Vistas At Lake Howell SubDv. 32792 Zip Code
Welcome to this beautifully updated 2-bedroom, 2.5-bath townhome in the highly sought-after gated community of Vistas at Lake Howell in Winter Park. Offering the perfect blend of comfort, style, and convenience, this home is move-in ready and filled with thoughtful upgrades. Step inside to an open floor plan with clear sightlines from the living and dining areas to the inviting screened patio—ideal for relaxing or entertaining. The kitchen features Corian countertops, solid wood cabinetry, stainless steel appliances, and room for a cozy breakfast table. Upstairs, you’ll find two spacious bedrooms, each with custom walk-in closets. The primary suite includes a beautifully updated ensuite bath with Corian countertops, dual sinks, and a new walk-in shower with glass doors. The second bedroom has private access to the hall bath—perfect for guests. A large loft between the bedrooms offers the perfect spot for a home office, lounge, or flex space with lots of storage space, plus convenient upstairs laundry with a full-size washer and dryer. Recent upgrades include New Hurricane-grade Sliding Glass Doors, New wood plank laminate Flooring on the main level, a New Water Heater, New AC, New Refrigerator, and New Dishwasher. The HOA replaced the Roof in 2018. Located just minutes from Downtown Winter Park’s shopping, dining, and entertainment, this townhome combines low-maintenance living with high-end finishes in a prime location. Don’t miss your chance—schedule your private showing today!

1624 Florentino Lane, Winter Park

$260,000
3 Beds 2 Baths Cedarwood Village 1 SubDv. 32792 Zip Code
Spacious End-Unit Condo in Prime Winter Park Location – Quiet Dead-End Street! Welcome to this well-maintained 3-bedroom, 2-bath end-unit condo offering 1,311 sq ft of comfortable living space in the heart of Winter Park. Situated on a quiet dead-end street, this desirable end unit provides extra privacy, added natural light, and a peaceful setting within a beautifully kept community. Step inside to an inviting open floor plan featuring a cozy family room with a wood-burning fireplace, perfect for relaxing evenings or entertaining guests. The space flows into a bright dining area and a well-maintained kitchen, while a private screened-in back porch extends your living area outdoors. The spacious primary suite includes an en-suite bath, and the two additional bedrooms offer flexibility for guests, family, or a home office. Enjoy a variety of community amenities including a sparkling pool, dog run, and two tennis courts, all within a quiet, friendly neighborhood setting. Located just minutes from Downtown Orlando, MCO Airport, Full Sail University, and Rollins College, this condo offers convenience, comfort, and great value in one of Central Florida’s most sought-after areas. Don’t miss your chance to see this charming home—schedule your private tour today!

2489 Tahoe Circle, Winter Park

$395,000
3 Beds 2 Baths Georgetown Estates Ut 1 SubDv. 32792 Zip Code
PRICE IMPROVEMENT, PRICED TO MOVE QUICK!! NEW AC 2019, NEW ROOF 2016, NEW SOLAR PANELS 2019!! 3.2% Assumable VA Eligable! This beautifully renovated 3-bedroom, 2-bathroom home combines modern upgrades, energy efficiency, and an unbeatable location. Step inside to a completely remodeled kitchen featuring dark hardwood cabinets, granite countertops, and stainless steel appliances. The open-concept design seamlessly connects the kitchen, dining, and living areas, creating the perfect space for entertaining. A large sliding glass door floods the home with natural light and opens to your private patio and sparkling pool deck. Throughout the main living areas, you’ll find stylish wood-look tile, with laminate flooring in the bedrooms for comfort. The fully fenced backyard is enhanced with mature landscaping, offering both privacy and charm. This home is packed with smart upgrades: Natural gas-powered A/C and water heater, with option to convert the range to gas. Upgraded windows, doors, and added insulation for efficiency. A full solar system under warranty, eliminating electricity bills! Home warranty included for added peace of mind on all major appliances. Located in the highly sought-after Winter Park High School zone, this property offers not only a beautifully upgraded home, but also the lifestyle and convenience of one of the best communities in Central Florida. Don’t miss this opportunity—move-in ready, energy-efficient, and ideally located!

3214 Lowndes Drive, Winter Park

$515,000
3 Beds 2 Baths Winter Park Pines Rep SubDv. 32792 Zip Code
Welcome to this beautifully updated and meticulously maintained home, nestled on a spacious corner lot in the highly sought-after Winter Park neighborhood—where the mailman still delivers right to your front door. Combining classic charm with modern upgrades, this three-bedroom, two-bathroom home offers the perfect balance of style, comfort, and functionality. Step inside to a bright and open layout featuring a formal living and dining area with gorgeous hardwood flooring, updated light fixtures, and ceiling fans throughout. An additional family room, bathed in natural light, creates a welcoming space to relax or entertain guests. The heart of the home is the stunning kitchen, completely remodeled in 2019. Designed with both beauty and function in mind, it features KraftMaid white shaker-style maple cabinetry, sleek quartz countertops, stainless steel appliances, under-cabinet lighting, a pantry with pull-out shelves, recessed lighting, and a breakfast bar with seating for four. Adjacent to the kitchen, the large utility/laundry room includes a washer and dryer and offers generous built-in cabinetry to meet all your storage needs. The spacious primary suite easily accommodates a king-size bed and offers privacy and comfort. Its luxurious ensuite bath, renovated in 2023, includes designer-grade white and gray tile, a frameless glass shower with dual shower heads, quartz countertops and backsplash, and a skylight that brings in soft natural light. Two additional bedrooms are thoughtfully separated from the primary suite and share an updated hall bath, remodeled in 2019 with a modern white vanity, quartz countertops, and contemporary finishes. Outdoors, enjoy a beautifully landscaped and spacious corner lot filled with mature greenery—including your own orange tree. The side-entry driveway leads to a two-car garage and features built-in cabinetry, an automatic garage door opener, and a Tesla charging station(installed in 2023), all adding to the home’s practical appeal. Located just 10 minutes from Park Avenue’s shops and restaurants and only 25 minutes from Orlando International Airport, this home is close to UCF, Full Sail University, Rollins College, AdventHealth facilities, and the Crosby Wellness Center/ Center for Health and Wellbeing. You'll also enjoy easy access to Winter Park Pines Golf Course and can walk to Cady Way Park, pool, trails, tennis courts, and pickleball courts. Zoned for top A-rated Winter Park schools—Aloma Elementary, Glenridge Middle, and Winter Park High—this home offers the ideal blend of convenience, community, and lifestyle in one of Central Florida’s most desirable areas. ROOF - 2013, HVAC - 2023, ELECTRICAL - 2023, WATER HEATER - 2025

101 S Ranger Boulevard, Winter Park

$550,000
4 Beds 3 Baths Enclave At Aloma SubDv. 32792 Zip Code
Located in the gated community of Enclave at Aloma, this immaculate 4-bedroom / 2.5-bath home impresses with a functional, 3-way split bedroom floorplan, screened rear lanai, and an additional sitting area/flex space off the Primary bedroom with (2) additional built-in closets that truly sets this home apart. Meticulously maintained, this fabulous home features tons of post-build upgrades and improvements, including a fully landscaped property with a private, fenced backyard, engineered hardwood flooring, plantation shutters, upgraded light fixtures and ceiling fans, and bright, neutral interior paint for a fresh and airy feel throughout. Enter to a cozy foyer that welcomes you with gorgeous, rich engineered hardwood floors, leading past a convenient powder bath and into the large living space at the rear of the home where a spacious kitchen/living/dining combo makes entertaining a breeze. The open kitchen features granite countertops and stainless steel appliances, with a newer (2023) GE refrigerator and upgraded Bosch dishwasher, plus a walk-in pantry, and an island with a breakfast bar for added seating & prep space. Large windows with timeless plantation shutters line the rear wall, framing views of the Magnolia trees and lush backyard, while French doors off the dining area offer easy access to the screened rear lanai for outdoor lounging. The large Primary Suite extends to include an extra sitting room, with access to the screened lanai and (2) additional built-in closets that make it perfect for a quiet office space or dressing area. The en-suite Primary bathroom offers a modern stone countertop with dual sinks, plus a private water closet, linen closet, and a large walk-in closet. Just left of the front foyer sits 2 secondary bedrooms and a full hall bath, and to the right you’ll find the 4th bedroom, great for guests or a private office, and a laundry room with an upgraded front-loading washer and dryer, built-in upper cabinets, and a pull-out drying rack. The 2-car garage with a handy utility sink is accessible off the foyer. Experience the perfect blend of privacy and convenience in this gated community, just minutes from 417 & 436, and around the corner from Target, Costco, and numerous shops and restaurants. Ask for a floorplan and list of improvements!

7864 Pleasant Pine Circle, Winter Park

$440,000
5 Beds 3 Baths Eastbrook Sub SubDv. 32792 Zip Code
Rare opportunity in a quiet Winter Park neighborhood! This oasis home offers nearly 2,000 sq ft of living space PLUS a fully equipped studio apartment with private entrance, kitchenette, full bath, fireplace, separate A/C, and generous storage—ideal for guests, multi-generational living, or rental income. The main home features a freshly painted interior and exterior, new LVP flooring throughout, and a completely remodeled kitchen with new appliances. The primary suite includes an en suite bath that has been remodeled, and three additional bedrooms provide ample space for family or home office needs. Enjoy the Florida room overlooking a fenced, private backyard, perfect for entertaining. Roof replaced in 2024. A/C replaced in 2016. Zoned for top-rated Winter Park High School and conveniently located near Park Ave, shopping, dining, Costco, and major roadways. Move-in ready with room to personalize. Don't miss this versatile and rare Winter Park find!

3642 Periwinkle Drive, Winter Park

$290,000
2 Beds 2 Baths Gallery At Winter Park Sec 02 SubDv. 32792 Zip Code
FIRST-FLOOR LIVING WITH DIRECT WATER VIEWS AND AN UNBEATABLE LOCATION! Located in one of Winter Park’s most convenient and cared-for communities, The Gallery at Winter Park. This 2-bedroom, 2-bath condo showcases a beautifully updated kitchen and refreshed bathrooms. Contemporary luxury vinyl floors extend across the bedrooms and living areas for a clean, cohesive look. The primary suite is at the rear of the unit, with French doors opening to the screened-in patio, where you’ll enjoy peaceful water views framed by mature landscaping. The second bedroom, positioned at the front of the home, has its own bathroom, perfect for guests. Additional highlights include an in-unit laundry closet, a covered assigned parking space, and a prime location just across from the community pool. Beyond the home, the location is unmatched: within minutes you’ll find Publix, Sprouts, and tons of dining options. A short drive takes you to Park Avenue, Rollins College, or major roadways like Semoran Blvd. If you’re looking for low-maintenance living in the heart of Winter Park, complete with water views and walkable conveniences, this home delivers it all! Call us today for a showing!

2411 Gallery View Drive Unit 5, Winter Park

$139,500
1 Beds 1 Baths Parkview Village SubDv. 32792 Zip Code
PRICE IMPROVEMENT!! What better value! Accepting offers. Clean, Crisp and Fresh! Welcome home! NEWLY RENOVATED BATHROOM on deck. Is Winter Park your destination or desire? Investment Potential, Student Sanctuary or just a long-awaited life. Centrally located at your fingertips. Location, Lifestyle, Luxurious Zip Code, Friends, Culture and Community. Discover an unparalleled opportunity to own a piece of prime real estate in the heart of Winter Park, Florida. This beautifully appointed condo apartment is located within a vibrant, amenity-rich HOA community offering a perfect blend of convenience and value. Whether you're a first-time buyer, a savvy investor seeking strong rental return, a student prioritizing location and community or a loving and supportive parent wanting to be closer to your excelling child, this unit checks every box, all at an exceptional, reasonable price point. The very best luxury boutiques, fine dining, sidewalk cafes, and vibrant art festivals. Instant access to top tier schools and hospitals. Directly across from Full Sail University, minutes to Rollins College, UCF, Valencia College and major medical centers like AdventHealth and Orlando Health facilities, making it ideal for any resident, and or faculty. Transportation is easily accessible to Downtown Orlando where the famous Lake Eola Park is, Winter Springs, Oviedo, The Orlando International Airport, Cady Way Trail, biking, hiking, swimming, volleyball, pickleball, tennis and painting at The Crealde School of Art. There's just so much within reach. Explore local gatherings, social events and community connections. For all investors, strong rental income potential and appreciation value. There's low maintenance and worry-free ownership opportunities. Let's build a portfolio together or get you owning immediately. Let's get your private tour scheduled.

3019 Antique Oaks Circle Unit 124, Winter Park

$157,500
1 Beds 1 Baths Stratford A Winter Park Condo SubDv. 32792 Zip Code
Enjoy Winter Park lifestyle in this fabulous 1 bedroom, 1 bath condo. Built in 1973 with a clean and well-planned 678 sq.ft. Floor plan. Featuring a seamless mix of Laminate flooring and carpeting, this condo offers a welcoming atmosphere that’s both functional and inviting. The kitchen comes fully equipped with a stove, refrigerator, and microwave, making meal prep effortless from day one. The oversized bedroom comes with stackable washer an dryer and large closet. Enjoy all your community amenities including a sparkling pool, tennis courts, and 24/7 fitness center. The HOA covers water, sewer, trash removal, Internet, cable, Wi-Fi and common area pest control, while the pool is maintained for your enjoyment. A convenient on-site laundry room features two washers and two dryers free of charge, and the clubhouse is available for rental for gatherings or events. Situated in a prime Winter Park location, this condo keeps you close to grocery stores, shopping centers, and major routes like the 408, Semoran Blvd and route 50 for quick access across the area. Whether relaxing at home or exploring nearby amenities, this condo combines comfort, style and convenience seamlessly.

150 Lewfield Circle Unit 150, Winter Park

$365,000
3 Beds 2 Baths Ridge High 1st Add SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Enjoy a 1% lower interest rate for your first year with our preferred lender! Located in the highly sought after Winter Park area, this home features 3 Bedrooms, 2 Bathrooms was thoughtfully renovated in 2025 by the current owner. Perfect for a first time homebuyer or investor looking for a move-in ready, low maintenance property! Updates include a New Roof (2023), New LG Kitchen Appliances (2025), Exterior Paint (2022), Interior Paint (2025), New LVP Flooring (2025), New Window Blinds (2025) and the whole house was re-plumbed in 2012. From the moment you step inside, you’re welcomed by an open-concept living space with a beautifully updated kitchen that flows directly into the living room. The kitchen features white shaker cabinets, new LG stainless steel appliances, granite countertops and an island. The combined living and dining space features beautiful light oak vinyl flooring and an abundance of natural light. The primary bedroom features a nicely updated en-suite bathroom with a walk-in shower. Outside, you will find a fully fenced in backyard with a large shed for all your storage needs! Location? It doesn’t get better! You are a short 12 min drive to Winter Park's sought-after Park Ave, 6 min to Interlachen Country Club, and a 22 min drive to Downtown Orlando. Plus, you have some of the area’s best restaurants, shopping, nature parks and local Farmer's Markets - keeping convenience and entertainment at your fingertips. Zoned for Seminole County Schools!

2320 High Street, Winter Park

$358,000
3 Beds 2 Baths Villas Of Casselberry Ph 3 SubDv. 32792 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bath home in the Villas of Casselberry. Inside, you’ll find a bright and functional floor plan with comfortable living spaces, a convenient 1-car garage, and extra outside storage. Thoughtful updates throughout make this home move-in ready from day one. New roof 6/2025, new driveway, fenced in back yard, new kitchen with quartz countertops, vinyl flooring throughout. Step outside to enjoy the fully fenced backyard and private rear patio—ideal for gatherings, pets, or simply relaxing outdoors. With low HOA fees, this home is a fantastic opportunity for first-time buyers, downsizers, or investors. Perfectly located near top-rated Seminole County schools, UCF, Full Sail University, OIA, and the shops and dining of Winter Park’s Park Avenue, you’ll love the balance of convenience and comfort this home provides.

1827 Blaine Terrace, Winter Park

$465,000
4 Beds 2 Baths Wrenwood Heights Unit 2 SubDv. 32792 Zip Code
ENTERTAINING ALL OFFERS! This beautifully updated 4 bedroom, 2 bathroom, 2 car garage home offers modern style, thoughtful upgrades, and a prime location just steps from the neighborhood elementary school. From the moment you arrive, you’ll notice the curb appeal of the corner lot framed by mature trees and a newer white vinyl fence. Inside, the home features a spacious split floor plan with wood-grain laminate flooring, recessed lighting, and UPDATED fixtures throughout. The custom kitchen is a chef’s dream with granite countertops, white cabinetry, a large island, stainless steel appliances, and a perfect sized pantry—seamlessly opening to the dining room AND great room for effortless entertaining. Retreat to the oversized owner’s suite with a SPA-LIKE private bath showcasing custom tile work, dual vanities, and a his-and-hers closet. Secondary bedrooms feature large closets and share a beautifully updated bathroom, as well. The home also offers formal living and dining spaces for flexible living. Step outside to enjoy a fully screened patio with stunning tile flooring—perfect for relaxing or hosting guests year-round. Peace of mind comes with a NEWER roof, NEWER A/C, and NEWER water heater, as well as updated double-paned WINDOWS, with beautiful wood blinds and elegant touches like 5 inch baseboards and serene colors throughout. The home comes complete with a functioning Rainbird irrigation system, as well. Don’t miss the chance to own this move-in ready home combining style, function, and comfort in one perfect package!

7104 Wrenwood Way, Winter Park

$140,000
1 Beds 1 Baths Wrenwood Condo SubDv. 32792 Zip Code
Very well maintained cozy condo in Winter Park. This condo has one bedroom, and one bathroom. Living area has beautiful laminate flooring in the bedroom, family, room, and dining area, Kitchen and bathroom are tile. Appliances that stays are washer, dryer, fridge, oven, microwave, and ceiling fan! Basically just pack your bags, and move right in! This condo also features a storage room, and a screened in patio area that opens up to a beautifully landscaped courtyard. The complex has a clubhouse that you can rent out for a party, and a community pool. Association fees cover the sewer, water, trash, ground, and pool maintenance. There is a private mailbox in the front porch. Roof was replaced in 2022. This is located in a great location. Come and see it for yourself, schedule an appointment today!!!

4960 Tangerine Ave. Unit #4960 Unit N/A, Winter Park

$332,000
3 Beds 2 Baths Eastbrook Sub Unit 05 SubDv. 32792 Zip Code
Step into the charm and comfort of this inviting 3-bedroom, 2-bath Winter Park home, where every space is designed to blend functionality with the warmth of Florida living and the freedom of no HOA. From the moment you walk in, you’re greeted by bright and open gathering spaces including a welcoming living room, a cozy breakfast nook, and a spacious dining area that flows seamlessly into the kitchen. The kitchen is a true highlight, featuring a large walk-in pantry for abundant storage and a built-in table nook perfect for getting work done, studying, or creating a small home office. Enjoy the outdoors year-round with two screened living spaces, a charming front porch ideal for morning coffee and an oversized screened lanai that’s perfect for entertaining or relaxing. The fully fenced backyard, shaded by mature trees, offers privacy and a peaceful retreat for gatherings, pets, or simply unwinding after a long day. Recent improvements include a new roof in June 2021, full plumbing replacement in May 2025, and an electrical panel replaced in November 2022. An oversized 420-square-foot one-car garage with a built-in workshop adds plenty of space for storage, hobbies, or projects. Ideally located near Winter Park’s most desirable attractions, you’re just minutes from boutique shopping, fine dining, and cultural experiences along Park Avenue, the scenic Winter Park Chain of Lakes, and Mead Botanical Garden. Winter Park Village offers retail, restaurants, and a movie theater, while Rollins College, local parks, and trails provide year-round recreation. With convenient access to major roadways, commuting to Orlando and surrounding areas is a breeze. This home truly delivers a lifestyle that combines comfort, charm, no HOA, and an unbeatable location.

3490 Bougainvillea Drive, Winter Park

$285,000
3 Beds 2 Baths Windward Square Sec 1 SubDv. 32792 Zip Code
Welcome to 2462 Harbour Way, a beautifully maintained single-story townhome nestled in the highly sought-after Windward Square community of Winter Park. This move-in ready 3-bedroom, 2-bathroom home offers comfort, style, and convenience—all in one of Central Florida’s most desirable areas. Step inside to discover a sunlit dinette that flows seamlessly into a spacious kitchen, featuring gleaming granite countertops and stainless steel appliances—perfect for everyday meals or entertaining guests. The inviting living room is accented by a unique atrium that fills the space with natural light, creating a bright and airy ambiance throughout. The private primary suite includes a walk-in closet and en-suite bathroom, providing a peaceful retreat at the end of the day. Two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy Florida living year-round on your covered back porch and fully fenced patio—ideal for relaxing, grilling, or gathering with friends and family. Tile flooring throughout and NEW ROOF in December 2021. Windward Square offers low HOA fees and fantastic amenities, including a community pool, clubhouse, tennis court, shuffleboard, and playground. Plus, this prime location puts you close to top-rated schools, major universities, shopping centers, dining destinations, and easy access to major highways, Downtown Orlando, and Orlando International Airport—all within a 30-minute drive! Don't miss this opportunity to own a beautiful home in this desirable community in Winter Park. Schedule your private showing today!

2462 Harbour Way, Winter Park

$350,000
3 Beds 2 Baths Tanglewood Sec 3 Rep SubDv. 32792 Zip Code
Welcome to this quaint 3 bedroom, 2 bath property in the heart of Winter Park. Bring your imagination and design for a home you'll love, because this block home is the perfect blank slate. The large, open living/dining combination is perfect for entertaining or multi-functional living spaces. Additionally, an oversized, screened back porch provides indoor-outdoor living opportunity to enjoy the large, serene backyard. This lot backs up to the Interlachen Country Club, which is landscaped for privacy so the new owners will enjoy their space without any rear neighbors. Each of the two secondary bedrooms are outfitted with custom built-ins, perfect for office space(s), but could also be transformed into functional bedrooms. There is original terrazzo in the home as well as recently updated (2021) luxury vinyl flooring in the kitchen and living spaces. New owners will appreciate additional updates such as a 2022 roof and 2023 HVAC. The kitchen was renovated with quartz countertops and new cabinetry in 2021. This home is zoned for Seminole County Public Schools, which is consistently rated as the top school district in all of Florida. Only 1 mile from the nearest Publix, 0.5 miles from the Winter Park YMCA, and 30 minutes from Orlando International Airport, this home is conveniently located to the best of Orange and Seminole County's shopping and dining.

5128 Lake Howell Road, Winter Park

$80,000
2 Beds 2 Baths Winter Park Woods Condo SubDv. 32792 Zip Code
Take a look this charming 2nd-floor condominium featuring 2 bedrooms and 2 bathrooms in Winter Park. Conveniently located close to Full Sail, excellent schools, restaurants and shopping. The living area extends to a private balcony overlooking the play ground, offering a delightful space to soak in the surroundings. This condominium presents an excellent investment opportunity, whether you're seeking a cozy residence or a savvy investment. Situated near Full Sail University and surrounded by top educational institutions, this condo offers easy access to Costco, Walmart, and various dining options. Only 4 miles from Winter Park SunRail Train Station and 20 minutes from Orlando International Airport, with quick access to major highways, it's perfect for commuters and explorers alike. Enjoy community amenities like pools, tennis courts, a playground, and a clubhouse. Carport parking is available for a fee. Schedule your showing today!

166 Scottsdale Square Unit 166, Winter Park

$180,000
1 Beds 1 Baths Winter Park Villas Condo Bldg 12 SubDv. 32792 Zip Code
Welcome to this beautifully renovated 1-bedroom, 1-bathroom end-unit condominium in the sought-after Winter Park Villas community. Blending style and functionality, this move-in ready home offers thoughtful updates and a spacious layout ideal for comfortable living. Step inside to discover an updated kitchen featuring newer Samsung stainless steel appliances, an eat-in breakfast bar, and a convenient pass-through to the dining area—all with views of your private patio - perfect for morning coffee or relaxing evenings. The open-concept living area boasts vaulted ceilings and a cozy wood-burning fireplace, creating a warm and inviting atmosphere. The generously sized primary bedroom includes a ceiling fan and a large walk-in closet. The remodeled bathroom showcases chic gray cabinetry, quartz countertops, brand-new lighting, and a private water closet with a shower area for added comfort. Additional highlights include luxury vinyl plank flooring throughout, a dedicated laundry area with full-sized washer and dryer, and ample storage near the entry, bathroom, and off the patio. A newer AC unit ensures year-round comfort. Enjoy access to fantastic community amenities including a pool, clubhouse, fitness center, basketball and tennis courts—ideal for both active lifestyles and relaxed weekends. Located just minutes from Full Sail University, UCF, shopping, dining, and Winter Park Pines Golf Course, this charming Winter Park condo is the perfect place to call home! HVAC - 2023

680 Grenadine Court Unit S, Winter Park

$170,000
2 Beds 2 Baths Four Seasons Condo SubDv. 32792 Zip Code
Welcome to the beautiful community of Four Seasons! This well-established condominium complex is coveted for its fantastic location in Winter Park, excellent schools, proximity to restaurants, grocery stores, shopping and Park Avenue. Four Seasons is a 20-acre, park-style neighborhood featuring tranquil courtyards with mature landscaping and majestic oak trees. Four Seasons amenities include 3 community pools, shuffleboard, clubhouse with a library and onsite management. This first-floor unit has been updated with new interior paint, includes a screened-in patio and a washer and dryer! Monthly HOA fees conveniently include water, trash, sewer and pest control. Walk or bike to Brookshire Elementary, Glenridge Middle and Winter Park High School! Full Sail, Valencia College and UCF are minutes away as well as quick access to major roads and 25 minutes to Orlando International Airport. Nearby conveniences include Advent Health, The Wellness Center, Winter Park Pines 18-hole golf course and restaurant, Ward Park and the Cady Way Pool. Easy show...schedule your showing today before this 2/2 gets snapped up!

200 Saint Andrews Boulevard Unit 2206, Winter Park

$739,000
4 Beds 3 Baths Preserve At Hawks Crest SubDv. 32792 Zip Code
Welcome to your dream Home! This stunning and elegant single-story home, built by Meritage Homes in the gated community of Hawk's Crest in Winter Park, includes numerous upgrades. This is the Pomelo model, equipped with an upgraded kitchen package that includes built-in double ovens and a stainless steel range hood. Beautiful quartz countertops feature an oversized kitchen island with excellent space for family gatherings. Other features include a walk-in pantry and fantastic lighting. The luxurious kitchen integrates with the dining and living areas. The dining area is enhanced by a screened-in deck overlooking a pond. The backyard features a new, large, extended patio for entertaining. The master bedroom has an ensuite bathroom with a double vanity, a small closet, and a large walk-in closet that can be customized for a future owner. The home also comes with new gutters. Other amenities in the Hawk's Crest community include a resort-style pool with a clubhouse, a splash pad, a fitness center, barbecue grills, playgrounds, a dog park, and a community fishing pier with views and access to beautiful Lake Howell. Nearby, you'll find shops, restaurants, and specialty physicians such as Kelly's Ice Cream, Foxtail Coffee, Sobol, Winter Park Pediatric Dentistry, and the Park Maitland Preschool Campus, along with excellent schools in the area. Enjoy a short drive to Downtown Winter Park, with its extensive dining and shopping options. Hawk's Crest is also very close to Rollins College and UCF. Schedule your private tour today!

2222 Marsh Sedge Lane, Winter Park

$675,000
4 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome to your dream home! This exceptional 4-bedroom residence features a desirable split floor plan, offering both privacy and functionality. Nestled on a quiet corner lot in the serene Winter Park Pines community, this property is just a few steps away from the scenic Cady Way Trail, perfect for outdoor enthusiasts.This home is surrounded by recreational opportunities, including a refreshing pool, pickleball courts, and miles of trails for jogging, biking, or leisurely strolls. Enjoy the outdoors while being in close proximity to shopping, dining, and the celebrated Winter Park schools.Recent updates make this home truly special. The new A/C system and upgraded electrical panel—complete with room for additional breakers—ensure your comfort and convenience. The manifold system has also been updated, and the roof was newly installed in 2018 for peace of mind.Additionally, half of the windows have been replaced with high-quality Anderson windows, enhancing both energy efficiency and natural light.Don’t miss the opportunity to own this well-maintained home in a vibrant neighborhood that perfectly balances recreation and relaxation. Schedule your showing today! Also listed for rent

744 Cornwall Road, Winter Park

$638,250
3 Beds 2 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
Welcome Home to your charming abode in Winter Park! This courtyard home is cozy, warm and inviting and waiting for you to make it yours. Well maintained, this home is move in ready! Walk into the foyer and you'll be greeted by cherry wood flooring as you step into the living room with high ceilings, beams, and a cozy fireplace. The living room is perfect for family meals, the dining space is connected to the living room and overlooks the golf course view. The Kitchen includes updated stainless steel appliances and a dining area to enjoy a meal with serene views. Down the hall are two generously sized bedrooms a laundry room and guest bath. Wake up overlooking your golf course view. The primary bedroom is your private oasis. The bathroom features double sinks so you don't have to share and an updated shower (updated 11/2024) This bedroom is also oversized with room for a King bed, and an additional sitting area. Location is everything, minutes to Semoran and University makes your commute easy, located in Winter Park Pines, a short distance from Cady way trail, and all the shopping and dining Baldwin and Winter Park have to offer. Come tour your dream home today! New Roof in 2020, Repipe in 2024, and HVAC updates in 2021/ Please note Patio Furniture in courtyard is included in current price.

1536 Golfside Drive, Winter Park

$255,000
2 Beds 2 Baths Windward Square Sec 3 SubDv. 32792 Zip Code
**This property qualifies for a closing cost credit up to $3,900 through the Seller’s preferred lender.** Charming Winter Park Townhome with Vaulted Ceilings and Sun-Filled Spaces. Welcome to 2398 Dominica Way, a beautifully maintained 2-bedroom, 2-bathroom townhome nestled in the heart of Winter Park. From the moment you arrive, you'll be drawn in by the inviting front patio, complete with a pergola and clear roofing—perfect for soaking up the sunshine while staying protected from Florida’s afternoon showers. Step inside and you’re greeted by a warm and functional layout. The kitchen, located just off the entry, boasts rich, warm cabinetry, sleek black and stainless steel appliances, and a serving window that opens into the spacious dining and living room combo, doubling as a breakfast bar for casual meals or entertaining guests. Continue into the main living area, where soaring vaulted ceilings and a wall of glass sliders flood the space with natural light and provide a beautiful view into the Florida room. Off to the left, a private hallway leads to the home’s bedrooms. The guest bedroom overlooks the front patio and features a ceiling fan and easy access to the second full bathroom, which includes a tub/shower combo. Across the hall, the primary suite offers a peaceful retreat with a walk-in closet, an ensuite bathroom with a walk-in shower, and private access to the rear porch through sliding glass doors. The spacious Florida room at the back of the home offers flexible indoor-outdoor living, with direct access to a shared grassy area—perfect for pets, gardening, or simply enjoying the fresh air. Whether you're a first-time homebuyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this gem in Winter Park is ready to welcome you home.

2398 Dominica Run, Winter Park

$200,000
2 Beds 2 Baths Wrenwood Condo SubDv. 32792 Zip Code
Welcome to this beautifully upgraded 2-bedroom, 2-bathroom condo—an unbeatable value in sought-after Winter Park! Step inside to find ceramic tile flooring throughout, stylish lighting, and an open-concept living/dining area perfect for relaxing or entertaining. Enjoy the Florida lifestyle on your private screened-in porch overlooking a serene green space—with an extra storage closet for added convenience. The modern kitchen is a chef’s delight, featuring maple cabinetry, designer tile backsplash, granite countertops, and high-end stainless steel appliances, including a French door refrigerator. A full bathroom downstairs boasts a chic stand-up shower with glass enclosure, gorgeous tile work, and a granite vanity. Upstairs, you’ll find two generously sized bedrooms, including a primary suite with walk-in closet and an elegantly upgraded bathroom. The second bedroom is perfect for guests or a home office, offering built-in shelving and custom closet storage. A high-efficiency washer and dryer are conveniently tucked away. Enjoy peace of mind in this well-maintained, freshly painted 2-story community with a 2022 roof, no milestone inspection required, and low HOA fees covering water/sewer, exterior maintenance, and access to the sparkling pool & clubhouse. With 2 assigned parking spots and proximity to The University of Central Florida, Full Sail University, Rollins College, Advent Hospital, shopping, dining, and downtown Winter Park—you'll love the location! Don't miss this perfect blend of style, comfort, and convenience—schedule your private showing today!

4786 Tangerine Avenue Unit 4786, Winter Park

$1,065,000
4 Beds 3 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
Welcome to 1024 Wading Waters Circle—a rare offering in the gated, amenity-rich enclave of Hawk's Crest in Winter Park. This modern, single-story Palermo II model has been elevated far beyond builder-grade materials with over $300,000 in custom upgrades, blending refined design with seamless indoor-outdoor living and spectacular waterfront views. From the moment you arrive, this residence impresses with its expanded paver driveway, beautiful stone façade, and artfully curated landscaping with low-voltage and Phillips Hue lighting that transforms the home’s exterior by night. The stylish entry courtyard sets the tone for what awaits inside. Enter into a gallery-style foyer that opens to a bright, open-concept layout with wide-plank flooring, custom wood accent walls, designer lighting, built-in speakers throughout the home, and a crisp, modern aesthetic. The chef’s kitchen is a showpiece—outfitted with flat-panel two-tone cabinetry, quartz countertops, built-in JennAir appliances, and a waterfall-edge island. Matte black fixtures, a pot filler and a sleek integrated hood complete the space. The living and dining areas flow effortlessly to the expansive screened lanai, where the outdoor experience has been completely reimagined. Entertain in style with a custom-built summer kitchen featuring premium Hestan appliances, a gas grill, beverage fridge, sink, and stainless storage. A beautifully designed aluminum pergola, built for year-round enjoyment, provides a separate outdoor destination. The fenced backyard opens to serene water and fountain views, lush landscaping, and a charming cocktail citrus tree—offering an ideal setting for quiet mornings and sunset gatherings. The private primary suite is a peaceful retreat with large windows framing the water and includes a spa-like bath with double vanities, glass-enclosed shower and a custom walk-in closet. Three additional bedrooms and a dedicated office with glass French doors provide space for guests, work, and play. Additional highlights include a whole-home water filtration system, cloud-based security camera system, Wi-Fi dimmer switches controllable by phone, black aluminum fencing with three gates, and a spacious three-car garage equipped with a mini-split HVAC system and a Tesla 11.2-kilowatt solar system with a Tesla charger for added convenience. Residents of Hawks Crest indulge in a thoughtfully planned community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park and access to Lake Howell. Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are at front of the neighborhood for added convenience. An exclusive respite, this home exemplifies a refined lifestyle for those who appreciate peaceful and convenient living. This is not just a home, it’s a lifestyle.

1024 Wading Waters Circle, Winter Park

$655,000
3 Beds 2 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
Welcome to 1640 Cypress Point – a home like no other in Winter Park. This beautifully maintained 3-bedroom, 2-bathroom home offers 1,704 sq. ft. overlooking a serene spring-fed pond and the Winter Park Pines Golf Course. Nestled on a quiet street with a cul-de-sac, this property combines privacy, natural beauty, and convenience in one exceptional location. As you walk up to the front door, you’ll notice an inviting and private courtyard area. Step inside to a light-filled entryway and an open layout accented by wood laminate flooring, fresh interior and exterior paint (2025), high ceilings, and a wood-burning fireplace with coquina rock detail and a wood mantel. The kitchen was remodeled in 2012, and features natural wood cabinetry, jade green granite countertops with a chiseled edge, stainless steel appliances, and a cozy dinette area, which looks out to the side yard through the sliding doors. Off of the living area you can access the third bedroom with french doors that lead out to the pool area. This space could also be used as a den or office space. Down the hall, the primary suite boasts a large walk-in closet, and Italian inspired ensuite bathroom with imported Italian tile in the walk-in shower, a marble vanity, and open shelving for plenty of storage. You can also access the side yard from the primary bedroom which leads out to a mulched patio area to enjoy your morning or sunset water views. The additional bedrooms share a hall bath with a granite vanity and tub/shower combo. Enjoy Florida living in your private backyard oasis! The sparkling pool, resurfaced with new coping in 2016, features three waterfalls and a decorative stone wall, all set against lush landscaping and sweeping views of the pond and 18 hole golf course.This home is located in a prime location just minutes from Cady Way Trail, Cady Way pool & courts, Winter Park Pines Golf Course, Center for Health and Wellbeing, Crosby Fitness Center, Ward Park, Showalter Field, YMCA, Advent Health Winter Park Hospital and less than 10 minutes to Historic Park Avenue fine dining and shopping. Close to Rollins College, UCF, Full Sail, and only 30 minutes to OIA airport. Zoned for top-rated Brookshire Elementary, Glenridge Middle, and Winter Park High.Don’t miss your chance to own this rare Winter Park gem—schedule your showing today! Roof 2017, HVAC 2017, Re-plumbed 2015, Water Heater 2009, Garage Door 2023

1640 Cypress Point Lane, Winter Park

$272,500
2 Beds 2 Baths Cedarwood Village 1 SubDv. 32792 Zip Code
Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this completely REMODELED single-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering nearly 1,300 square feet of interior living space, plus an enclosed SUNROOM for year-round enjoyment. As you enter the foyer, you’ll immediately appreciate the attention to detail and pride of ownership. LUXURY VINYL plank flooring and designer paint were completed in 2024, setting the tone for a stylish, move-in-ready home. The open living and dining area features VAULTED CEILINGS, two skylights, and luxury light fixtures, creating a bright and inviting space. From here, enjoy serene views of the enclosed lanai and lush green space beyond. A WET BAR complete with wine fridge adds a perfect touch for entertaining. The kitchen is thoughtfully designed with 18" tile flooring, 42" light-toned cabinets extending all the way to the ceiling, soft-close drawers, GRANITE countertops, a farmhouse sink, ceramic tile backsplash, recessed lighting, and newer appliances. A charming eat-in nook overlooks your PRIVATE COURTYARD and is accessible through Pella HURRICANE-RATED sliding glass doors—perfect for morning coffee or outdoor dining. A tile-accented passthrough with pendant lighting opens into the formal dining area. For added convenience, the laundry closet with a stackable WASHER AND DRYER is tucked right into the kitchen. The primary suite is a peaceful retreat, featuring both a WALK-IN and step-in closet, lanai access through hurricane-rated sliders with INTEGRATED BLINDS and a beautifully REMODELED ensuite bath with a stylish vanity, FLOOR TO CEILING TILE, a large walk-in shower with custom accent tile, and frameless glass shower doors. The spacious second bedroom also features a walk-in closet and attached access to the second remodeled bathroom, offering privacy while still serving guests comfortably. Additionally, this home is located across from green space, has designated parking spaces with RAMP ACCESS, and a private mailbox. Upgrades include a whole-home WATER FILTRATION SYSTEM installed in 2023 ($6,000 value), water heater (2023), AC (2017), Pella doors (2017), interior doors (2023), and a stylish front door with electronic security lock (2024)—providing comfort, style, and peace of mind. With low HOA dues, residents enjoy access to a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, a FENCED DOG RUN, and a pet walk with waste stations. Monthly fees also cover roof and exterior building maintenance, pest control, and landscaping. This ideal Winter Park location is just minutes to Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities.

2358 Sun Valley Circle, Winter Park