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$410,000
3 Beds 3 Baths Grayson Square SubDv. 32792 Zip Code
Welcome to this stunning former model townhome built in 2023, ideally located in the highly sought-after gated community of Grayson Square in Winter Park, Florida. This beautifully designed residence offers a blend of modern finishes and functional layout, with the first floor featuring a completely open floor plan bathed in natural light. The spacious kitchen boasts quartz countertops, upgraded stainless steel appliances, and a generous island perfect for entertaining. Luxury vinyl plank flooring flows seamlessly throughout the main living areas, connecting the kitchen to the dining space and into the inviting family room. Step outside to enjoy a covered patio and private backyard area—perfect for relaxing or entertaining guests. A convenient half bath completes the main level. Upstairs, you’ll find three well-appointed bedrooms and two full bathrooms, including a spacious primary suite with elegant tray ceilings. The en-suite primary bathroom offers a spa-like experience with a large walk-in shower, dual vanities, and ample storage space, creating a perfect retreat at the end of the day. Additional highlights include a one-car garage with extra storage, energy-efficient features, and designer finishes throughout. Grayson Square offers residents the comfort of a gated community in a prime location near top-rated schools, shopping, dining, and all the charm of downtown Winter Park.

2949 Clever Lane, Winter Park

$468,470
4 Beds 2 Baths Howell Estates Rep SubDv. 32792 Zip Code
Welcome to your private oasis—where thoughtfully designed living spaces and beautiful upgrades come together in one incredible home. Whether it’s poolside afternoons, entertaining under the lanai, or cozy nights inside, this property delivers the Florida lifestyle you’ve been searching for. Step inside this well-maintained split floor plan home and enjoy a spacious family room that flows effortlessly into a covered rear oversized porch and screened-in pool—perfect for relaxing or hosting friends. The remodeled kitchen features upgraded wood cabinetry, granite countertops, stainless steel appliances, and a lovely backsplash. The primary suite offers its own retreat, complete with a separate vanity area, walk-in closet, and updated shower. Throughout the home, you’ll find wood plank vinyl flooring—no carpet—and beautifully upgraded bathrooms with granite countertops and custom tile finishes. The property layout is perfect for anyone needing space for a home office, guest room, or kids' area. The exterior boasts charming arched openings and a private front courtyard, ideal for morning coffee or quiet evenings surrounded by your own landscaping. Step into the backyard and discover the perfect Florida escape: a large covered lanai, sparkling pool, and a privacy fence for ultimate seclusion. It's the ideal spot for grilling, lounging, or soaking up the sunshine. Located just minutes from Park Avenue where you’ll find incredible dining, shopping, and events, plus quick access to 417 for easy travel to the Orlando theme parks or Florida’s stunning beaches. Zoned for top-rated Seminole County schools, this home offers both comfort and convenience in one of Central Florida’s most desirable areas. Don't miss this opportunity to own a beautifully upgraded home in a prime location—schedule your tour today!

1026 Manchester Circle, Winter Park

$760,000
4 Beds 3 Baths Preserve At Hawks Crest SubDv. 32792 Zip Code
JUST LISTED - FANTASTIC WINTER PARK CONSERVATION LOT HOME LOCATED IN THE HEART OF THE PRESERVE AT HAWKS CREST!– 2159 Marsh Sedge Lane, Winter Park – Stunning Hawk’s Crest Residence – Offered at $789,000! Highly desirable, single-story residence in Winter Park’s newest gated community. This is the Pomelo model built by Meritage Homes. An absolutely stunning, immaculate, "better than new construction" single story home with loads of upgrades! This beautiful home features a 3-way split floorplan with high ceilings and open concept living spaces. The gorgeous all white kitchen opens up to the home’s great room and offers soft close cabinetry, Quartz countertops, stainless steel appliances, a built-in double oven, and a large island with seating. Oversized dinette space provides room for a full-size dining table and overlooks the beautiful backyard and outdoor living space. The primary bedroom sits at the back of the home and offers an oversized, custom walk-in closet with an abundance of storage, and an en suite bath complete with double sink vanity and walk-in shower. Each of the guest bedrooms are comfortably sized with ample closet space. Bedroom #4 offers a private full bath! The home features a screened in lanai and backs up to a quiet green space. Termite bond is included. Located in Winter Park’s gated Hawks Crest community residents enjoy exclusive access to a community pool, fitness center, fishing pier, and non-motorized access to Lake Howell. Nearby shops and dining like Kelly’s Ice Cream, Foxtail Coffee, and Donut King, along with Park Maitland’s Preschool Campus are literally right outside the neighborhood gates. This spectacular home – schedule your showing today!

2159 Marsh Sedge Lane, Winter Park

$500,000
3 Beds 2 Baths Kenilworth Shores Sec 05 SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this well-maintained home in the desirable Kenilworth Shores Neighborhood of Winter Park. The three-bedroom, two-bath home has just over 1,750 square feet and has lots of extra storage. Wonderful floorplan with large living room, dining room, and separate family room with wood-burning fireplace. Updates include BRAND-NEW Roof (4/2025), AC compressor (2024), replumbed (2003), refrigerator (2023), and electric panel. The new roof has a transferrable 5-year workmanship warranty and a manufacturer's limited lifetime product warranty. Zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary. Just minutes to Cady Way Trail, Cady Way Pool and Courts, Winter Pines Golf Club, Showalter & Ward Park Fields, Baldwin Park, Park Avenue, Advent Health, YMCA, Rollins College, and Full Sail University. This is ready for your personal touches and new memories. Contact me to schedule your private showing today.

2138 Whitehall Drive, Winter Park

$505,000
4 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Price Improvement! Enjoy Winter Park living on this quiet street, with no thru traffic. This home is the perfect opportunity to live in the coveted neighborhood of WINTER PARK PINES. This 4 bedroom, 2 bath POOL home is a well-built traditional home waiting for its next owner. The ROOF was replaced in 2024 and the remaining home is waiting for your personal touch. The oversize Florida room has nearly 400 sq ft to transform into additional living area or expand the kitchen, the options are limitless. This quaint home is less than 1 mile from WINTER PARK HIGH SCHOOL, less than 4 miles to PARK AVE AND ROLLINS COLLEGE, as well as under 10 miles from the Orlando Airport. Come take a look today. No offers will be accepted without viewing home, this includes investors.

715 Roughbeard Road, Winter Park

$450,000
3 Beds 2 Baths Woodcrest Unit 5 SubDv. 32792 Zip Code
Discover your dream home in Winter Park! This stunning 3-bedroom, 2-bathroom gem sits on a spacious 1/3-acre lot, offering the perfect blend of comfort, style, and outdoor living. Step inside to an inviting open-concept layout, where natural light floods the living, dining, and kitchen areas, creating an ideal space for entertaining or cozy nights. The modern kitchen boasts sleek appliances and ample counter space, flowing seamlessly into the living area. Retreat to the generous primary suite with its own updated bathroom, while two additional bedrooms provide flexibility for guests, a home office, or growing families. Both bathrooms feature contemporary finishes for a touch of luxury. Outside, paradise awaits! Dive into your private pool, perfect for Florida’s sunny days, or relax on the expansive screened lanai, ideal for al fresco dining or morning coffee or a dip into the jetted hot tub. The fully fenced yard offers privacy and plenty of space for pets, play, or gardening. With a new roof, new HVAC system, and plumbing re-pipe in 2016 this home is as worry-free as it is beautiful. Nestled in vibrant Winter Park, you’re minutes from top-rated schools, charming boutiques, gourmet dining, and scenic parks.

5326 Lanyard Court, Winter Park

$586,000
3 Beds 2 Baths Brookshire Heights 1st Add SubDv. 32792 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the highly desirable Brookshire Heights neighborhood! Nestled on the charming, tree-lined Banchory Road with sidewalks on both sides, this home is just a short stroll from Brookshire Elementary, the Cady Way Pool, Pickleball Courts, and Trail. In 2018, this home underwent extensive renovations, including a new roof, HVAC system, water heater, and fully updated kitchen and bathrooms. As you arrive, the inviting front porch greets you—a perfect spot to enjoy your morning coffee or unwind with a glass of wine in the evening while watching the kids play. Inside, you'll find an open-concept floor plan designed for effortless entertaining. The kitchen is a chef's dream, featuring soft-close cabinetry, quartz countertops, a spacious breakfast bar, and stainless steel appliances. It seamlessly flows into the living and dining areas, ensuring a bright and welcoming atmosphere. Adjacent to these spaces, a spacious Florida room offers endless possibilities as a playroom, sunroom, or relaxation area. The primary bedroom is a true retreat with two closets, including a walk-in, and extra space ideal for an office or nursery. The en-suite bathroom boasts a large shower, soft-close cabinetry, and quartz countertops. The secondary bathroom is equally well-appointed with a tub/shower combination and matching finishes. Step outside to a generously sized, fully fenced backyard with ample space for kids and pets to play. The home also features an attached 2-car garage and an additional laundry room for added convenience. Other updates include newer windows, re-plumbing, and updated electrical systems. This home offers the perfect blend of modern updates and a prime location, close to top-rated schools, fantastic restaurants, shopping, Ward Park, and the vibrant Park Avenue. Don’t miss this incredible opportunity to make this house your home!

2441 Banchory Road, Winter Park

$498,000
3 Beds 2 Baths Winter Park Estates SubDv. 32792 Zip Code
Step into a slice of mid-century magic, your private oasis awaits. On an oversized corner lot with no rear neighbors, this one-of-a-kind mid-century gem is more than just a home, it’s an experience. With classic architectural charm, lush landscaping and thoughtful updates, you’ll feel like you’ve stepped back in time without sacrificing modern-day comforts. Enjoy the tranquility of nature with lush, low maintenance landscaping featuring palms, oaks, gardenia, jasmine, plumeria and more. A raised garden bed offers a taste of the good life, growing pineapple, asparagus, Japanese sweet potatoes and melon, ideal for home chefs and garden lovers alike. The irrigation system, with seven zones (two in use), keeps everything thriving with ease. Whether you're entertaining or simply unwinding, the large 9.5-foot-deep pool, newly refinished with tile and pebble tec for a natural lagoon feel, is the ultimate showstopper. And when you're done with a dip? The outdoor shower adds a beachy, resort-like vibe to your daily routine. Inside, enjoy a newly remodeled kitchen that’s as functional as it is stylish, complete with an immense walk-in pantry and great indoor storage throughout. A dedicated indoor washer/dryer area adds everyday convenience, making laundry feel less like a chore. Recent upgrades include new windows and sliders, updated plumbing and air conditioner (approximately three years old), and a roof in excellent condition (approximately 10 years old). The home’s new back windows and sliders frame views of the serene backyard, making indoor-outdoor living seamless. Outside, you’ll love the fabulous airy covered carport, and the long, shaded driveway provides ample space for guests or multiple vehicles, enhancing function and curb appeal. Families will love the top-rated schools nearby, and commuters will appreciate being just 10 minutes to downtown Winter Park, UCF, and *moments from State Road 417 and major highways. Don’t miss your chance to own this rare, private retreat in an unbeatable location. With its timeless style, modern updates and natural beauty, this home is a one-of-a-kind gem.

808 Denton Road, Winter Park

$790,000
4 Beds 3 Baths Kenilworth Shores Sec 04 SubDv. 32792 Zip Code
Welcome to one of the most sought after neighborhoods of Kenilworth Shores in Winter Park! Nestled among tree-lined streets where the mail is still delivered right to your door, this beautifully appointed 4-bedroom, 3-bathroom home blends timeless elegance with modern comfort. From the moment you step onto the charming brick walkway, you'll fall in love with the lush, mature landscaping and inviting curb appeal. Enter through stately double doors into a home filled with thoughtful details—gleaming hardwood floors, crown molding, chair rail, and classic columns in the living, dining, and family rooms. The functional and spacious kitchen is ready for gatherings large or small, whether it's a festive Thanksgiving dinner or a casual poolside barbecue. A flexible space off the kitchen serves as the perfect spot for a breakfast nook, mudroom, or home office. The primary suite, seamlessly added in 2013, offers a private retreat with its own office/flex space, custom walk-in closet, and French doors opening to the pool area. The luxurious en-suite bath features a pedestal soaking tub, dual vanities, and a large walk-in shower with dual shower heads. Three additional bedrooms are situated on the opposite side of the home, including a secondary primary bedroom with its own en-suite bath—perfect for guests or multigenerational living. Step outside to your private tropical paradise featuring a spacious screened lanai, sparkling pool with sun shelf, fountains, and spa jets—an entertainer’s dream. Located just minutes from the Cady Way Pool, tennis and pickleball courts, playgrounds, Ward Park, Center for Health and Wellbeing, WP AdventHealth Hospital & ER, and top-rated schools (Brookshire, Glenridge and Winter Park High School) and colleges like Rollins, Full Sail, Valencia, and UCF. Plus, you’ll love the convenience of nearby shops, restaurants, and grocery stores. Less than 10 minutes from Downtown Winter Park shopping and fine dining. This is more than a home—it’s a lifestyle. Come experience it for yourself! ROOF - 2013 HVAC - 2013 ELECTRICAL UPDATES - 2013 PLUMBING - 2022 WATER HEATER - 2022

600 Brechin Drive, Winter Park

$423,000
3 Beds 3 Baths Grayson Square SubDv. 32792 Zip Code
Built in 2024, this move-in ready 3-bedroom, 2.5-bathroom townhome is located in the gated community of Grayson Square, just a little over 15 minutes from Park Avenue in downtown Winter Park. Designed with a sleek, neutral gray color scheme and modern finishes throughout, the home features an open-concept layout filled with natural light that enhances its bright and airy feel. The main level includes tile flooring throughout, a convenient half bath for guests, and a spacious living and dining area that flows seamlessly into the upgraded kitchen. You'll love the 42" cabinets, quartz countertops, stainless steel appliances, large breakfast bar, and closet-style pantry — perfect for both everyday living and entertaining. Upstairs, the primary suite offers a peaceful retreat with a walk-in closet, dual quartz vanity, and walk-in shower. The hallway loft then leads to two generously sized secondary bedrooms that provide excellent closet space and share a full bathroom just down the hall. A laundry closet with washer and dryer is also conveniently located upstairs. Additional highlights include a 1-car garage, a private covered back patio overlooking a quiet yard area, and plenty of guest parking throughout the community. HOA includes lawn care and internet, and residents enjoy amenities such as a resort-style swimming pool, community mailboxes, and a secure gated entrance. Ideally located with quick access to shopping, dining, and major attractions — approximately 30 minutes to Orlando International Airport, 35 minutes to Universal Orlando, and 40 minutes to Walt Disney World. Don’t miss your chance to own a bright, modern, low-maintenance home in one of Central Florida’s most convenient locations — schedule your showing today!

2812 Bright Bird Lane, Winter Park

$749,000
5 Beds 2 Baths Golfside Golf Course Sec 01 SubDv. 32792 Zip Code
Just in time for summer! Here's the trifecta of size, location, and condition that you've been waiting for! This beautiful 5 bedroom, 2 bath, 2 fireplaces, corner lot with a pool home is ready for your family! Come make memories for years to come as this home is large enough to grow in. Beautiful hardwood floors through out main living areas, large tiled Florida room with fireplace overlooking the pool on nearly a third of an acre. A lovely kitchen, suitable for entertaining, with a formal dining and living room on either side with a second fireplace in the living room. Your family will also love having an inside laundry room right off of the 2 car garage. Need lots of storage? No problem! This home has plenty with 3 hall closets, additional closet in the second bathroom, and all of bedrooms have walk in closets! If you need some exercise or want to meet your neighbors, right across the street, is the Winter Park Golf Club where you can walk nine holes or mingle at the new Bonfire restaurant! This house is also zoned for top rated schools, Brookshire Elementary, Glenridge Middle School, and Winter Park High School. All bedrooms have new carpet. Interior and exterior of home has been repainted. Four point system dates are as follows, Roof: 2022, HVAC:2023/2024, Plumbing: 2006, Electrical: 2006, Water heater: Tankless, 2023. All this house needs is you! Come see this beauty today!

2907 Summerfield Road, Winter Park

$415,000
3 Beds 2 Baths Hyde Park SubDv. 32792 Zip Code
Location, Location, Location! Welcome to Hyde Park! This lovely home in Winter Park offers a blend of amenities and classic charm. The home boasts an open layout, creating spacious living which is great for entertaining and everyday living. A cozy wood-burning fireplace adds warmth and charm to the living space. New roof installed in 2018, new HVAC system in 2022, freshly painted exterior and interior. The kitchen is equipped with a gas stove for simple to gourmet meals and a large dining area with abundant sunlight. The Hyde Park neighborhood offers additional amenities such as a community dock on Lake Florence for fishing, boating, or skiing, a playground, tennis courts and basketball courts. This property has public water and sewer, as well as natural gas. This convenient location puts you in close proximity to shopping, major highways, and desirable schools, adding to its appeal. The combination of modern updates, functional spaces, and neighborhood amenities, makes this home an attractive option for anyone seeking a comfortable and convenient lifestyle.

3063 Ash Park Loop, Winter Park

$460,000
3 Beds 3 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
Improved Price! Welcome to your private "nest" on Little Wren. Nestled among the trees, this modern masterpiece is located directly next to a wide open green space and also backs to a private wooded area giving you beautiful, natural, unobstructed views. The home's modern architecture style is evident from the moment you approach with its striking front door acting as a key focal point. Featuring 3 bedrooms, 2.5 bathrooms, with an abundance of double pane, low E windows, the open concept floorplan allows you to maximize livable space and entertaining options that fit your lifestyle. The flooring featured on the main floor is luxury vinyl providing ease of use and care. The covered patio, extending the length of the rear property, provides maximium private views of the foliage and is a sanctuary for you to enjoy nature. The kitchen features a designer glass backsplash, 42" cabinetry, with an abundance of storage including large pantry closet, stainless appliances, and granite counters. Upstairs you are greeted by a 'bonus area' that can be your office area with a 'birds nest' view of the greenspace, or quiet area to enjoy a good book! The 3 bedrooms are split - giving ample privacy to all. The laundry area is located upstairs and comes with washer and dryer, plus custom cabinetry that maximize your storage needs. Both upstairs bathrooms feature upgraded granite counters - leaving no detail left out! Finally, the owner's suite is beautiful with its expansive ceilings, large windows, and custom-designed walk-in closet. The Enclave at Hawks Crest is centrally located in Winter Park. The community features a resort style pool, clubhouse, picnic area, parks, and playground. You will love returning home in the evening to your sanctuary among the city! Roof-2019!, HVAC-2019!, Electrical-2019!, Plumbing-2019! Welcome Home.

1628 Little Wren Lane, Winter Park

$70,000
1 Beds 1 Baths Winter Park Woods Condo SubDv. 32792 Zip Code
Just Reduced!! Great opportunity. This well-maintained unit offers a combination of functionality, comfort, and an excellent location. The unit features tile throughout, plenty of natural light, ample storage, bright kitchen, and a patio that opens to a green, open space. A private laundry closet with washer and dryer is conveniently located on the back porch. The property’s location in a highly rated school district adds further value. Just minutes from Full Sail University, UCF, Rollins College, and Valencia College, the unit is also close to airport. Nearby amenities include local dining, golf courses, entertainment venues, boutique shops, parks, and walking trails. Popular destinations like Park Avenue, East End Market, and Leu Gardens are all easily accessible. Winter Park Woods residents have access to different recreational facilities.

337 Scottsdale Square Unit 337, Winter Park

$630,000
3 Beds 2 Baths Winter Park Pines Rep SubDv. 32792 Zip Code
Welcome home to the Winter Park Pines with its tree-lined streets and where the mailman still delivers to your door! Nestled on a large corner lot, this beautifully and meticulously renovated 3-bedroom, 2-bathroom (PLUS AN OFFICE) home is an entertainer’s dream, perfectly blending comfort, functionality, and style. Step inside to discover a chef’s kitchen that will impress even the most discerning cook. Featuring exquisite quartzite countertops, custom cabinetry, a freestanding island, and thoughtful touches like a built-in microwave, pull-out spice rack, and sliding cabinet organizers, this space is both stunning and highly functional. The adjacent breakfast bar comfortably seats three, while the expansive dining area with custom built-in bench seating is perfect for hosting family and friends. A sun-filled garden window makes morning coffee a true delight. Flowing seamlessly from the kitchen, the spacious living and sitting areas provide the ideal layout for everyday living and entertaining. Tucked behind charming barn doors is a versatile office/guest space, complete with a pull-out sofa bed—perfect for visitors or remote work. All three bedrooms are thoughtfully located on the opposite side of the home for added privacy. One features a Murphy bed, offering flexible space for a home office or guest suite. The primary suite includes dual closets and a luxurious ensuite bath with a large double vanity and a sleek, glass-enclosed shower. Step outside and enjoy your own private oasis—a backyard built for year-round enjoyment! Lounge by the pool and spa, gather around the firepit, or practice your short game on your personal putting green. Low-maintenance artificial turf ensures more time enjoying, less time working. Just minutes from Cady Way Pool, tennis and pickleball courts, playgrounds, Ward Park, and top-rated schools and colleges (Full Sail, Valencia, Rollins, UCF), this home offers unmatched access to both leisure and lifestyle. With nearby grocery stores, dining, shopping, and the Advent Health Wellness Center, everything you need is right at your doorstep. Don’t miss this rare opportunity to own a home that offers the perfect blend of indoor elegance and outdoor living. Schedule your private showing today—this gem won’t last long! ROOF - 2022 HVAC - 2022 PLUMBING - 2016 WATER HEATER - 2023

2707 Prince John Road, Winter Park

$477,500
4 Beds 3 Baths Country Lane SubDv. 32792 Zip Code
Welcome to Your Florida Oasis in Winter Park! This beautifully maintained 4-bedroom, 3-bathroom home offers 2,035 sq. ft. of comfortable living space, perfect for families or anyone who loves to entertain. Featuring a newer roof (2021) and updated windows with stunning custom shutters, this home combines timeless charm with modern convenience. The kitchen is a chef’s dream, boasting solid wood cabinetry and elegant stone countertops, making it as functional as it is stylish. The spacious living and dining areas flow effortlessly, creating the ideal setting for relaxing evenings or hosting gatherings. Step outside to your private backyard retreat, complete with a sparkling pool, ideal for soaking up the Florida sun or enjoying quality time with loved ones. As a resident, you’ll have exclusive access to Lakeside Park on Lake Florence, featuring a fishing pier, kayak/paddleboard launch, playground, and tennis courts—offering something for everyone and embracing the laid-back Florida lifestyle. Centrally located with easy access to 417, you're just minutes from Oviedo, Winter Springs, Altamonte, and only 10 minutes from Park Avenue in Winter Park—all while enjoying low Seminole County taxes and access to top-rated schools. Don’t miss your chance to own a piece of paradise—schedule your private tour today! Some photos may be virtually staged

1532 Lawndale Circle, Winter Park

$899,000
4 Beds 3 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
FANTASTIC 3000 SQ FT+ WINTER PARK WATER VIEW HOME LOCATED IN HIGHLY SOUGHT AFTER WATERS EDGE AT HAWKS CREST! Hawks Crest is one of Winter Park's finest and newest amenity rich gated communities! This is the very popular PALERMO MODEL WITH ALL THE TOP TIER UPGRADES!!!! Stone finish work, tile roof, optional extended rear screened lanai overlooking the water! Wow! The nicest and most upgraded Palermo to hit the market. Perfectly sited on a premium lot offering breathtaking water fountain views from the large fenced rear yard, expansive screened lanai and all main rooms of the house! An absolutely stunning, immaculate, "better than new construction" single story home with a showroom-like kitchen. Incredible upgrades. Too many to list! This property really needs to be seen in person to truly appreciate the feel, finish, setting and exposure that all come together here so nicely. Incredibly bright, open and airy floor plan that is flooded with natural light! Home boasts the most popular split plan with a generous private luxury primary master suite with water view. This great thoughtfully designed layout features an expansive kitchen/dining/family room combo, split plan primary suite, three additional bedrooms, a very large private office, two more well appointed full bathrooms, a second west wing family room/dining/bonus room combo and a generously-sized laundry room equipped with custom built-in features. The best finishes, location and exposure to hit the market at this price point in the community! Plus a MASSIVE 3 CAR GARAGE!Hawks Crest is a thoughtfully planned community featuring top tier resort-style amenities including swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park, and access to Lake Howell. Easy access to DT Orlando, Winter Park and all major employers! Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are located at the front of the neighborhood. A beautiful community that offers the perfect combination of peaceful, natural, Florida living and modern, refined conveniences. Central Florida/Winter Park living at it's best! VIEW WALK THROUGH VIDEO - at Virtual tour link

2012 Soaring Oak Way, Winter Park

$392,500
3 Beds 2 Baths Cedar Ridge Unit 2 SubDv. 32792 Zip Code
This 3-bedroom, 2-bathroom residence is situated on a corner lot, offering an inviting and comfortable living space. A notable feature of this property is the BRAND NEW ROOF and WATER HEATER, ensuring peace of mind for years to come. The split floor plan enhances both privacy and functionality. The master bedroom boasts a walk-in closet and a private ensuite bathroom. On the opposite side of the home are two generously sized bedrooms accompanied by a full bathroom. The eat-in kitchen is ideal for casual dining and family meals. The spacious living and dining room areas feature sliding glass doors that open onto a large screened-in porch, providing a seamless indoor-outdoor living experience. The screened-in porch overlooks a large yard, providing ample opportunities for outdoor activities and gardening. The property includes a two-car garage, equipped with a hurricane-proof door for added security and convenience. Ideally located, this charming home is near shopping, dining, and numerous other amenities, making it the perfect blend of comfort and convenience. This home is filled with potential. Do not miss the opportunity to make this lovely corner lot residence your own and enjoy the best of quiet neighborhood living.

2100 Shirewood Court, Winter Park

$200,000
3 Beds 3 Baths Hidden Oaks Condo Ph 08 SubDv. 32792 Zip Code
HUGE PRICE REDUCTION! We are proud to bring to market this incredibly private END UNIT condo within the Hidden Oaks community. The unit offers three bedrooms (all upstairs), two full bathrooms (upstairs) and one half bathroom (downstairs), two reserved parking spots, upgraded wood-look ceramic tile, upgraded light fixtures, upgraded bathroom mirrors and upgraded fans throughout, upgraded thick granite countertop in kitchen, wood cabinets with upgraded hardware, eating space in kitchen, interior laundry, upgraded complete stainless steel appliance package, newer A/C (2019), upgraded vanities in the full bathrooms, upgraded tile in second bathroom, private fenced patio perfect for entertaining all within close proximity to Full Sail University, the University of Central Florida and Valencia College as well as many major Central Florida employers.

3251 Oak Lake Place Unit 135, Winter Park

$410,000
4 Beds 2 Baths Tanglewood Sec 3 Rep SubDv. 32792 Zip Code
Welcome to this beautifully updated four-bedroom, two-bath mid-century block home under the canopy of a majestic oak tree in the heart of Winter Park. From the moment you arrive, you’ll appreciate the inviting curb appeal, enhanced by fresh exterior paint, modern geometric accents and a wide driveway with covered parking. Step inside to find a sun-soaked living room with vaulted ceilings and expansive windows that frame the private fenced backyard, creating a bright and airy feel. The kitchen is a blend of charm and function, featuring sleek granite countertops, stainless steel appliances, custom tile work and ample cabinetry, including open shelving for easy access and display. Both baths have been tastefully upgraded with stylish yet neutral finishes. The primary bedroom offers plush carpeting, abundant natural light and a ceiling fan for added comfort, while additional bedrooms and bonus spaces provide flexibility for work, play or guests. Enjoy relaxing afternoons or gatherings in the spacious backyard, complete with a patio area ideal for outdoor dining or entertaining. The home’s thoughtful layout also includes a large multi-purpose room with direct access to the yard, ideal for a playroom, gym or home office. Just minutes from downtown Winter Park, Maitland and Orlando, this home is free of HOA restrictions, allowing you the freedom to bring your boat, RV or other toys. This home is move-in ready so schedule your tour today!

1840 Maywood Road, Winter Park

$250,000
3 Beds 2 Baths Four Seasons Condo SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome you to your charming 3-bedroom, 2-bathroom condo right in the heart of historic Winter Park! This spacious end unit spans 1,322 square feet and features beautiful designer touches that create a cozy and inviting atmosphere. Enjoy the stylish kitchen and baths along with a large primary bedroom that boasts an ensuite bathroom and a truly walk-in closet. Plus, a garden courtyard located right at your front door. One of the best parts, you’ve got a washer and dryer right in your unit. Everything was rebuilt or replaced since 2013- thanks to a complete rebuild, after a fire. So, you can relax knowing that you’ll enjoy modern comfort in an established neighborhood! This condo is perfect for everyone while still enjoying style and practicality. With nearby schools, parks, Cady Way Trail, and Park Avenue just a stone's throw away, you’ll be living in one of Florida’s most desirable locations. Living here means embracing all that Winter Park has to offer; from dining al fresco with friends in Baldwin Park to exploring local boutiques on Park Avenue. You’re close to great schools like Brookshire Elementary, Glenridge Middle School, and Winter Park High – not to mention Rollins College, Full Sail University, and UCF! The Four Seasons Condo Association takes care of so much for you: lawn care, landscaping, tennis courts, three pools, basically everything you need for easy living! They even cover the building insurance and have an on-site property manager ready to help. I wanted to give you a quick heads-up. We're in the process of getting the condo cleaned up and will be adding professional photos shortly. In the meantime, if you're interested, you owe it to yourself to check it out! Don’t miss out on making this lovely space your new home!

200 Saint Andrews Boulevard Unit 1004, Winter Park

$555,000
3 Beds 2 Baths Kenilworth Shores Sec 03 SubDv. 32792 Zip Code
Nestled in the heart of Winter Park, this remarkable 3 bedroom 2 bathroom ranch style home represents a rare opportunity for discerning buyers and savvy investors. Situated on a generous corner lot in a neighborhood experiencing dynamic custom home development, the property offers an exceptional blend of immediate livability and tremendous future potential.Recent upgrades include new A/C 2025, new stainless steel kitchen appliances 2025, replumb 2025, roof 2017, and water heater 2017. Inside, gorgeous bamboo flooring flows seamlessly through living areas and bedrooms, complemented by charming brick flooring in the kitchen and family room, adding unique character and warmth to the home. French doors open from living room to brick paver patio and large privacy fenced backyard. Location is the cornerstone of this extraordinary property. Strategically positioned with easy access to Winter Park High School, Brookshire Elementary, the vibrant Baldwin Park Village Center, and iconic Park Avenue, this home offers unparalleled convenience. The expansive corner lot presents a unique opportunity for those with vision – whether you're looking for a move-in ready home or dreaming of building a custom residence. Investors and homebuyers will appreciate the property's versatility. The current home stands ready to welcome you, while the large corner lot serves as a blank canvas for potential expansion or complete redesign. This is more than just a home – it's an invitation to create your ideal living space in one of Winter Park's most promising neighborhoods.

2025 Kimbrace Place, Winter Park

$350,000
2 Beds 3 Baths Vistas At Lake Howell SubDv. 32792 Zip Code
Welcome to your dream home nestled in the highly sought-after Vistas at Lake Howell, a gated community, located in Winter Park. This stunning 2-bedroom townhome offers a perfect blend of comfort, style and convenience. Step inside to the inviting living spaces and discover a beautifully designed open floor plan that seamlessly connects the living, dining, and kitchen areas. The spacious living room which opens to the screened patio is perfect for relaxation and entertaining, while the dining area provides a perfect spot for gatherings and everyday living. The kitchen which is the heart of the home features granite countertops, 42” solid wood cabinetry, stainless steel appliances and ample space making cooking a delight. Whether you're preparing a quick meal or hosting a dinner party, this kitchen has you covered. Upstairs, are the two generously sized bedrooms, each providing a peaceful retreat at the end of the day. The primary suite features a large walk in closet and ensuite bathroom with Corian countertops. The second bedroom has private access to the second bathroom making it perfect for guests. Both rooms are designed with large windows that allow natural light to fill the space, creating a warm and inviting atmosphere. Also, located between the bedrooms is a versatile bonus room loft. This flexible space is perfect for a home office, creative studio or additional lounging area, offering endless possibilities to suit your lifestyle needs. Conveniently located within minutes to Downtown Winter Park, shopping, dining, and entertainment options, this townhome offers both tranquility and accessibility. Don't miss the opportunity to own this remarkable townhome. Schedule your private tour today and experience the perfect blend of comfort and convenience at Vistas at Lake Howell.

1517 Florentino Lane, Winter Park

$550,000
3 Beds 2 Baths Brookshire Heights SubDv. 32792 Zip Code
Welcome home to the sought after neighborhood of Brookshire Heights with in the Greater Winter Park Pines Community, where tree-lined streets and the friendly touch of a neighborhood where the mailman still delivers to your door await you! This spacious and updated 3-bedroom, 2-bathroom home is an entertainer’s dream, offering a perfect blend of modern updates, cozy living spaces, and serene outdoor living. Nestled in a prime location, this home is designed for both relaxation and gathering with family and friends. Upon entering through the beautiful glass-paned front door, you'll immediately be drawn into the open dining and living room, creating a welcoming atmosphere. The beautifully renovated kitchen is a chef’s dream, featuring custom cabinetry with crown molding, stainless steel appliances, and striking quartzite countertops with a waterfall edge. The large quartzite peninsula provides ample space, including a built-in outlet cluster and seating for three. A separate coffee bar adds a thoughtful touch, perfect for serving your guests' beverage needs. The spacious family room offers an additional, cozy area for everyone to gather and unwind. All three bedrooms are thoughtfully tucked away on the other side of the home, offering privacy and comfort. Both bathrooms have been expertly remodeled, showcasing quartzite countertops and custom tiled floors that create a spa-like ambiance. Recessed lighting throughout enhances the bright, contemporary feel of the living spaces. Two sets of sliding glass doors lead to the inviting screened patio, which has been recently updated with new tile flooring and Fanimation fans, providing the perfect spot to relax. The beautifully landscaped backyard, featuring lush foliage and palm trees, offers privacy and tranquility, accented by professionally installed landscape lighting. Additional home feature include a whole-home water softener system, providing crisp, clean water for drinking and bathing. As a resident of Brookshire Heights, you'll enjoy easy access to the Cady Way trail, perfect for cycling or walking, with the trail stretching as far as 13 miles. Community amenities include the Cady Way Pool, tennis and pickleball courts, a playground, and Ward Park sports fields. With the Advent Health Winter Park campus and the Crosby Wellness Center just minutes away as well as a variety of grocery stores, restaurants, and shopping options nearby, convenience is at your fingertips. Top local colleges, including Full Sail, Valencia, Rollins, and UCF, are all within close proximity. With its ideal combination of interior luxury and expansive outdoor living, this home is truly the perfect place to call home! ROOF - 2012 HVAC - 2015 PLUMBING - 2013(re-piped) ELECTRICAL - 2012(new panel)

2310 Cady Way, Winter Park

$615,000
4 Beds 3 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome to your tropical paradise in the highly sought-after Winter Park Pines neighborhood, where the mailman still delivers to your front door! This beautiful home radiates true Florida vibes with whimsical details and thoughtful touches throughout. As you step inside, you'll be greeted by an open living and dining area featuring two sets of French doors that lead to a lush, private backyard oasis. The recently updated kitchen blends bright and fun charm with modern functionality, offering white cabinetry, stainless steel appliances, quartz countertops, a black-and-white tile backsplash with a floral design, and a striking checkered tile floor. A wall of cabinets provides ample storage, while the island seating for three is perfect for entertaining. An office space/bedroom conveniently adjoins the kitchen and living areas, ideal for working from home. Down the hall, you'll find three well-appointed bedrooms and a tastefully updated hall bathroom featuring black and white finishes and new lighting. The primary bathroom has been beautifully revamped with stylish black-and-white accents, including a stunning turquoise subway-tiled shower. What truly sets this home apart is the fantastic 19’ x 13’ flex space, complete with a full bathroom, kitchenette, and separate entrance. Currently used as a workout room, this versatile area can easily serve as an in-law suite, game room, home office or bonus living space. Additionally, the spacious laundry/utility room off the garage offers endless possibilities, from a mudroom to a craft center. Step outside to the backyard, where you'll find a tranquil, lushly landscaped retreat complete with a fountain and a custom pergola—perfect for relaxing with a cup of chamomile tea or a glass of wine. True to Florida living form, rest easy with your whole house generator during hurricane season! Enjoy all the amenities this desirable community offers, including Cady Way Trail, a pool, playground, tennis/pickleball courts, and the Winter Park Pines Golf Course just moments away. Downtown Winter Park, with its charming shops and restaurants, is only a 10-minute drive, as is Rollins College and the Winter Park Farmer’s Market. The Advent Health Winter Park campus and Crosby Wellness Center are less than 5 minutes away. This home offers the perfect combination of location, style, and functionality. Don’t miss your chance to make it yours! ROOF - 2016 HVAC - 2015 ELECTRICAL - 2010

2712 Cady Way, Winter Park

$350,000
3 Beds 3 Baths Vistas At Lake Howell SubDv. 32792 Zip Code
MOTIVATED SELLER! Beautifully maintained Townhome in desirable gated community of Vistas at Lake Howell. This spacious 3 bedroom 2 and 1 half bath home is ready for its new owner. With new carpet, paint and appliances it's in move-in condition. Large kitchen overlooks the expansive dinning living room combination with sliding doors leading out to the screened-in patio. Upstairs you will find the spacious primary ensuite with walk-in closet, the bathroom features double sinks, soaking tub with shower. The secondary bedrooms are also large with high ceiling. The washer and dryer are located on the second floor for your convenience. Location location location! Minutes from Downtown Winter Park, UCF, Full Sail University, Rollins College, and Advent Health facilities. With an abundance of shopping, dining, and entertainment options nearby, everything you need is within easy reach. Residents benefit from thoughtful community features including extra guest parking, peaceful walkways, and professional lawn maintenance, which contribute to a carefree and low-maintenance lifestyle. Ready for immediate move-in, this townhouse combines comfort, style, and practicality, making it an ideal choice for discerning buyers or investors seeking a prime property in Winter Park.

1541 Florentino Lane, Winter Park

$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

$455,000
5 Beds 3 Baths Laurel Springs SubDv. 32792 Zip Code
MULTIPLE OFFERS RECEIVED! Please submit all BAFO by noon on April 1, 2025. Discover this astonishing modern gem, featuring an array of luxury amenities that can be controlled right from your smartphone. Situated in a sought-after community where homes rarely come on the market, this beautifully renovated residence perfectly balances comfort and entertainment. As you enter, the foyer welcomes you with stunning stacked natural stone paneling. Be captivated by the expansive marble and quartz kitchen island, complete with waterfall edges, built-in lighting, pop-up outlets for convenience, and a built-in cooktop paired with a pot filler faucet and stainless steel exhaust fan. Timeless light fixtures grace the space, enhancing the kitchen's elegance, which is equipped with a stainless steel refrigerator, dishwasher, and a dual-mount kitchen sink featuring a pull-down faucet. The 42-inch soft-close cabinets and drawers provide ample storage, while a built-in wine refrigerator adds a touch of luxury. The living room, bathed in natural light and featuring an electric fireplace, creates a cozy atmosphere that flows seamlessly into the dining area and kitchen. For ultimate privacy, the owner’s suite is thoughtfully separated from the other bedrooms. The mother-in-law suite resembles a studio apartment, complete with a sitting area, kitchenette, bedroom, bathroom, and a private entrance, accessible from the enclosed patio, garage, or a lockable hallway to ensure guest privacy. This stunning 5-bedroom, 3-bath home is a must-see! Nestled in a tranquil neighborhood with no through traffic, it offers a peaceful retreat while being just a few miles from various shops and restaurants. The fenced backyard, gazebo, and screened-in porch provide ideal spaces for relaxation and privacy. Plus, there's an exciting opportunity to customize your own pool, with construction for a 4.5-foot pool and deck awaiting completion. Zoned for highly rated schools and conveniently located near downtown Orlando, the University of Central Florida, Highway 50, SR 408, and SR 417, this exceptional home won’t last long. Schedule your showing today and seize the opportunity to own this remarkable property in one of Winter Park’s most desirable neighborhoods!

3073 Bluebrook Drive, Winter Park

$738,000
4 Beds 3 Baths Brookshire Heights SubDv. 32792 Zip Code
Located in the heart of Winter Park, 2178 Whitehall Drive is a beautifully renovated Mid-Century Modern ranch home that seamlessly blends classic design with modern updates. Just minutes from Baldwin Park, Park Avenue, and the Cady Way Trail, this home offers the perfect balance of convenience and charm. Fully renovated inside and out, recent upgrades include a shingle roof replacement (2021), fresh interior paint , and a new entry door. Inside, polished terrazzo flooring flows throughout, complementing the stylishly remodeled kitchen with professional series appliances, Natural Gas range, new cabinetry, and countertops. The home features a wood-burning fireplace, a completely remodeled set of three bathrooms with contemporary designs, and a tankless electric water heater (2022) for energy efficiency. A covered and screened back porch provides a relaxing outdoor retreat, while the fenced yard ensures privacy. Completing the property is a spacious 20x30 two-car garage, perfect for storage or a workshop. Zoned for the highly rated Winter Park School District, this home offers modern comfort in a prime location. Schedule a showing today to experience the best of Winter Park living.

2178 Whitehall Drive, Winter Park