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$749,900
4 Beds 4 Baths Landings At Hawks Crest SubDv. 32792 Zip Code
Stunning 4-Bedroom Taylor Morrison Home in a Premier Winter Park Community! Welcome to this beautifully appointed 4-bedroom, 3.5-bath, 2,582 sq. ft., nestled in one of Winter Park’s most desirable gated communities with resort-style amenities. Built just 4 years ago, this residence blends modern elegance with comfort and convenience. Step inside to find an open-concept design with luxury vinyl plank flooring throughout the main living areas and a gourmet kitchen featuring GE Café Series appliances, SS vent hood and an oversized quartz countertop with plenty of space for entertaining. A dedicated home office makes working from home effortless, while the upstairs loft and expansive media room offer flexible space for relaxation or play. The owner’s suite includes a spa-like bath and a custom built-in shelving system in the walk-in closet. Additional highlights include tile flooring in select areas, a screened-in lanai, and no rear neighbors for enhanced privacy. This smart home is equipped with modern upgrades, including a gutter system, paver driveway, tile roof for longevity, and a 2-car garage. With landscaping handled by the community, you’ll enjoy low maintenance living and more time to take advantage of the incredible amenities. Located in the heart of Winter Park, this property offers the perfect blend of luxury, convenience, and lifestyle.

1465 Lone Feather Trail, Winter Park

$700,000
4 Beds 2 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
MULTIPLE OFFERS. The Sellers are calling for highest and best offer submissions by Monday, September 15th at 5:00 PM. Golfside living, beautifully reimagined. From the moment you step inside, your eyes are drawn to serene water and golf course views — a daily reminder of why this address is so special. This 4-bedroom, 2-bath retreat in Winter Park Pines marries timeless charm with thoughtful modern updates — from the warmth of a wood-burning fireplace to a dream kitchen dressed in quartz, honeycomb tile, and designer lighting. A versatile dining or flex space invites effortless entertaining or the perfect work-from-home setting. The Florida room, bathed in natural light, creates a seamless connection between indoor comfort and the picturesque landscape beyond — a space to linger over morning coffee or unwind at sunset. The primary suite feels like a private sanctuary with peaceful views of the water and rolling fairways. Its en-suite bath, fully reimagined in 2023, offers dual vanities, shiplap accents, and a glass walk-in shower with rainfall and handheld features — a retreat designed for pure exhale. Three additional bedrooms, well-appointed with ceramic flooring and ceiling fans, provide both comfort and flexibility. A second fully renovated bath shines with brushed gold fixtures, quartz vanity, and carefully curated tile work. Step outside to the brick paver patio with motorized retractable awning, where mornings glow and evenings linger against a backdrop of water and golf course greens. A city-permitted fenced side yard adds storage for a boat, camper, or weekend toys. This home’s updates bring peace of mind: new roof (2024), dual hybrid water heater (2024), garbage disposal (2025), plumbing upgrades (2020–2025), all-new ductwork and insulation (2022), new garage door motor and springs (2025), plus a serviced HVAC system every 6 months. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, pool, playground, tennis and pickleball courts, Ward Park, and A-rated schools (Brookshire Elementary, Glenridge Middle, Winter Park High), this home is equally close to Rollins, UCF, and Full Sail. With Park Avenue, AdventHealth Winter Park, Crosby Wellness, and everyday shopping minutes away, where convenience meets connection. Practical and picturesque. Light-filled and lifestyle-rich. A Winter Park home where every detail — and every view — feels like home.

1729 Golfside Drive, 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

$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

$605,000
3 Beds 2 Baths Brookshire Heights 3rd Add SubDv. 32792 Zip Code
Expect to be impressed with this updated 3BR home in one of Winter Park’s well- established neighborhoods. It starts with great curb appeal – meticulously manicured front lawn, decorative paver stones surrounding the entryway and a 3-car garage! Step inside to space originally designed as formal living and dining rooms – versatile to arrange as you see fit. Walk back to the “WOW factor” – HUGE great room that’s open to a contemporary kitchen – a great gathering space. Kitchen boasts granite counters, island, separate breakfast bar, an abundance of cabinetry, walk-in pantry and recessed/pendant lighting. Don’t forget to check out the work room tucked away in the back, with its convenient built-in surfaces. Use for work, school, hobbies - whatever suits your needs. Split bedroom plan with primary suite on one side – ideal for privacy. Here you’ll enjoy two closets and an ensuite bath w/multiple shower heads. You will also have access to a private, walled courtyard giving you a quiet spot for relaxation. Out back, you’ll appreciate having a big, fenced yard (the lot is over ¼ acre), two handy storage sheds, and a covered patio off the great room – perfect spot for enjoying a BBQ. The home recently had a 4-point inspection and wind mitigation evaluation that were both found satisfactory. Great overall location – no HOA, in an excellent school district, 2 miles to Baldwin Park, SR 426, and SR 436 and 10 minutes to fabulous downtown Winter Park. This home shows well and is move-in ready. Come see all that makes it so special!

2478 Whitehall Circle, Winter Park

$596,500
4 Beds 3 Baths Enclave At Aloma SubDv. 32792 Zip Code
Stylish, Updated & Move-In Ready in Gated Winter Park Community! Welcome to this impeccably maintained 4-bedroom, 2.5-bath home offering nearly 2,300 square feet of thoughtfully designed living space in the desirable Enclave at Aloma. From the charming covered front porch to the spacious screened lanai, every detail of this home has been crafted with comfort, style, and functionality in mind. Step inside to find high ceilings, abundant natural light, and rich hardwood flooring throughout the main level. A flexible front room can serve as a formal dining area, home office, or cozy den. The open-concept layout flows effortlessly into a spacious family room and a gourmet eat-in kitchen featuring upgraded quartz countertops, 42” cabinetry, stainless steel appliances, and a large center island—perfect for everyday living and entertaining. French doors lead to the expansive covered and screened lanai, offering a serene retreat that overlooks a private, fully fenced backyard with low-maintenance vinyl fencing. Upstairs, the primary suite is a peaceful haven with a completely renovated en-suite bathroom boasting dual vanities, modern finishes, and a large walk-in shower. Three additional bedrooms, a full bathroom, and a convenient laundry room are perfectly laid out around a versatile loft space that provides ample room for family, guests, or hobbies. Nestled in a quiet, gated community, this home is ideally located with easy access to SR-417, downtown Orlando, and top-rated schools including Trinity Prep, UCF, Rollins College, and Full Sail University. Just minutes from premier dining, shopping, and entertainment in Winter Park and Oviedo. Pride of ownership shoes throughout—original owners have lovingly maintained this home, and it’s truly move-in ready. Don’t miss this exceptional opportunity—schedule your private showing today!

7988 Pleasant Pine Circle, Winter Park

$331,985
2 Beds 2 Baths Winter Park Pines Patio Homes SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. BACK ON THE MARKET AFTER EXTENSIVE RENOVATIONS!!! BRAND NEW KITCHEN, BATHS, BRAND NEW GORGEOUS LUXURY VINYL PLANK FLOORING THROUGHOUT! BRAND NEW ROOF AS WELL! Some Photos are Virtually Staged for decorating options. Welcome to this beautiful 2-Bedroom, 2-Bathroom patio home located in desirable Winter Park. This duplex offers a range of amenities that will surely enhance your living experience. This beauty has BRAND NEW Luxury Vinyl flooring that looks like hardwood that is seamless throughout the ENTIRE home. The Kitchen is all BRAND NEW with Shaker Cabinets, tile backsplash and Quartz Counters, as well as one year old stainless steel appliances. There is an eat-in area space with wonderful natural light from the window looking to the backyard, perfect for enjoying your morning coffee. There is also a pantry as well as a separate closet with washer/dryer hookups. With a split floor plan, you'll have added privacy, and the vaulted ceilings add an airy and spacious ambiance. There is a huge Great Room to ensure no wasted space. Sliding Glass doors open to an open patio and fenced backyard, providing a private space for outdoor activities or simply relaxing in the fresh air. With the sliding glass door open, this is true indoor/outdoor FL living! The Primary Bedroom has a large walk-in closet, and the ensuite Bathroom is completely BRAND NEW with a double Vanity, and a separate area with a Walk in Shower and toilet that can be closed off. On the other side of the home is Bedroom 2 and the BRAND NEW Full Hall Bathroom with a tub/shower combination, and is accessed from the common hallway. The interior is painted a beautiful neutral decorator paint color throughout, creating a blank canvas for you to personalize and make it your own. Some other features are ceiling fans in Great Room and the Primary Bedroom, updated fixtures, brand new baseboards, and all handles and door knobs are updated as well. The one-car garage offers convenience and additional storage space. ROOF is BRAND NEW MAY 2025. Situated in the Winter Park School District, this home is perfect for those seeking quality education. Additionally, you'll enjoy the convenience of being close to shopping and dining options, making errands and nights out a breeze. Conveniently situated just minutes from Advent Health Winter Park, Rollins College, Full Sail University, and UCF. This location is also right around the corner from multiple parks, Cady Way Pool and the Winter Park Pines Golf Course. Don't miss the opportunity to make this recently renovated duplex yours and experience the comfort and convenience this gorgeous Winter Park gem has! This newly renovated, move in ready home will not last long!

638 Warrenton Road, Winter Park

$485,000
4 Beds 2 Baths Winter Woods Unit 04 SubDv. 32792 Zip Code
Welcome to 1921 Japonica Rd – Your Winter Park Retreat Awaits Tucked away on a quiet street just minutes from the heart of Winter Park, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort, character, and potential. From the moment you arrive, you'll notice how lovingly this home has been cared for, offering peace of mind with newer roof (2021) and a complete HVAC system and ductwork replacement in 2023. Step inside to a thoughtfully designed split floor plan, ideal for privacy and flexibility. The main living areas boast updated flooring, while plush carpet adds comfort to the bedrooms. The kitchen is full of charm, and includes the stove, microwave, and refrigerator, making it immediately enjoyable with plenty of room for personal touches down the road. The home flows seamlessly into a spacious backyard oasis that is fully fenced, beautifully landscaped, and ready for your summer cookouts or weekend gatherings. Dreaming of a pool? The yard was thoughtfully prepared with future plans in mind, perfectly sized and situated for a custom pool addition. Additional features include a leaf filter gutter protection, mature trees, and a garden space just waiting to bloom. Perhaps what truly sets this home apart is its incredible location. Nestled in the sought-after Winter Woods neighborhood in the Seminole County side of Winter Park, you’re just 3.5 miles from the boutiques and bistros of iconic Park Avenue, close to Rollins College, and moments from Winter Park Village, where shopping, dining, and entertainment abound. Whether you're settling into your forever home or making a savvy move into one of Central Florida’s most desirable areas, 1921 Japonica Rd offers the charm, space, and location you've been searching for. Schedule your private showing today and experience the warmth, opportunity, and unbeatable lifestyle this home has to offer. All information provided in this listing, including but not limited to square footage, room dimensions, and property features, is deemed reliable but is not guaranteed. Buyers are advised to conduct their own investigations and due diligence to satisfy themselves regarding the accuracy of all information provided.

1921 Japonica Road, Winter Park

$86,000
2 Beds 2 Baths Winter Park Woods Condo SubDv. 32792 Zip Code
Welcome to this beautifully updated 2-story condo located in the heart of Winter Park, just minutes from UCF, Full Sail University, major highways, shopping, and dining. Nestled on the second level, this inviting home offers a functional layout with 2 spacious bedrooms and a full bathroom upstairs, plus a convenient half bathroom on the main floor. Step inside to find stylish luxury vinyl plank flooring throughout, installed just two years ago, along with updated electrical including a new panel and outlets. Natural light floods the open living space through two sliding glass doors (2 years old), leading to a restructured balcony and an additional private balcony off the primary bedroom—both offering views of the community pool. Whether you're a first-time buyer, investor, or looking for a low-maintenance home in a highly desirable area, this condo is move-in ready and packed with thoughtful updates. Don’t miss this opportunity to own a piece of Winter Park charm!

208 Scottsdale Square Unit 208, Winter Park

$2,500,000
5 Beds 4 Baths Acreage & Unrec SubDv. 32792 Zip Code
This approximately 4200 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house and a detached the three-car air-conditioned garage is a car collector's dream. The primary bedroom suite offers a tranquil retreat, with modern features, ample square footage and completely remodeled en suite bathroom. The remaining two bedrooms with remodeled hall bath provide comfortable accommodations for family and guests. The updated and remodeled interiors showcase a warm, modern, inviting ambiance, with thoughtful design elements throughout. The open floor plan allows for seamless indoor-outdoor living, with access to the lakefront and private boat dock. The lakefront location offers unparalleled privacy and access to the serene waters, creating a serene and peaceful living environment. The property's unique features, including the updated interiors, separate living spaces, and prime lakefront setting, make it an ideal choice for those seeking a distinctive and well-appointed home. Some of the upgrades include new roof in 2022, New HVAC systems in 2022, new water heater in 2022, new kitchen in 2024, new bathrooms in 2024, new designer light fixtures throughout the house in 2024, upgraded flooring in 2022, new expanded back porch deck in 2022 with stunning views of lake and natural setting, new interior paint in 2024, new exterior paint in 2022, upgraded mother-in-law, guest house, office space, separated rental or teenager's retreat, new boat lift in 2022, new paver driveway in 2022, new water softener in 2022. No HOA restrictions.

2652 Lake Howell Lane, Winter Park

$1,100,000
4 Beds 4 Baths Lake Florence Preserve SubDv. 32792 Zip Code
Virtually Staged. Incredible Value!!! Major price reduction! Private Lakefront Living! Move-in Ready! Wake up to water views, quiet mornings and the kind of lifestyle that rarely becomes available in the Winter Park/Howell Branch area. Set along the shores of a private ski lake- Lake Florence, this single-level lakefront residence offers a serene retreat within an intimate gated enclave of just 28 homes. A setting that feels private and peaceful that is increasingly hard to find. Designed for both everyday comfort and effortless entertaining, the thoughtfully planned 4-bedroom, 3.5-bath layout includes a dedicated office, formal dining room and a desirable three-way split floor plan that provides flexibility and privacy for today’s lifestyle. At the heart of the home, the gourmet kitchen blends beauty and function with quartz countertops, a substantial center island, natural gas cooktop, 42" solid wood cabinetry, walk-in pantry, and a generous butler’s pantry—perfect for hosting or simply enjoying the flow of daily living. Rich wood flooring carries throughout the home connecting the kitchen seamlessly to the light-filled family room and casual dinette area. The primary suite is a true lakefront sanctuary featuring peaceful water views, two walk-in closets and a spa-inspired bath with dual sinks and an oversized shower with dual shower heads. Many upgrades are to be found through out this home such as an extra oversized storage closet, crown molding, custom mud room off of the laundry room, high ceilings, tray accents and abundant natural light to enhance the home’s relaxed, refined feel. Outdoors, the property transforms into a private lakefront escape. Enjoy sweeping water views, a sparkling pool and spa, custom rock waterfall, screened-in lanai and a fully fenced yard framed by tall privacy hedges and mature trees—ideal for quiet evenings or weekend gatherings. Direct lake frontage and access to a nearby community dock complete the lifestyle experience. A three-car garage with a separate AC wall unit offers added versatility—perfect for a workshop, home gym, or additional storage. Thoughtfully positioned, this home represents a rare opportunity to own a lakefront retreat that delivers serenity, lifestyle and value—all within close proximity to shopping, dining and top-rated schools in a prime location!

2922 Reef Knot Place, Winter Park

$119,000
2 Beds 2 Baths Golfside Villas Condo SubDv. 32792 Zip Code
Beautifully Remodeled 2-Bedroom Condo Near Full Sail. Great first home or investment property. Discover the perfect blend of comfort and convenience in this beautifully updated 2-bedroom, 2-bathroom second-floor condo, just a short walk from Full Sail University. Ideally located minutes from top hospitals, shopping, dining, and only 15-20 minutes from UCF and Orlando International Airport, easy access to sr436. Step inside to find a bright and inviting living space with tile and newly installed carpet flooring throughout. The community features a sparkling pool and a conveniently located laundry room with coin operated machines. HOA fees cover water, sewer, and exterior maintenance, making this an effortless living experience. The seller is looking for a fast closing.

1000 S Semoran Boulevard Unit 608, Winter Park

$645,000
5 Beds 3 Baths Lake Waunatta Woods SubDv. 32792 Zip Code
Welcome to 4030 Cool Water Ct! Nestled in the highly desirable Lake Waunatta Woods neighborhood, this spacious Winter Park Pool home is zoned for top-rated schools, including Winter Park High School and Lakemont Elementary School. With a new roof installed in 2022, this 5-bedroom, 3-bath home offers peace of mind along with undeniable charm. Situated on an oversized lot surrounded by mature trees and lush landscaping, it’s a rare find in a community known for its large lots, quiet streets, and beautiful greenery. Step inside to soaring ceilings and a stunning formal living room with a wood-burning fireplace and floor-to-ceiling stonework. Natural light pours through the large and numerous windows across the front of the house! This custom-built home exudes unique character throughout, blending timeless architectural details with modern updates that make it truly one-of-a-kind. The heart of the home is a chef’s dream kitchen featuring a massive island, gleaming quartz countertops, stainless steel appliances, and abundant cabinet space. Gorgeous wood floors flow throughout the downstairs living areas, including the formal dining room, a spacious family room, and a full bedroom and bathroom perfect for multigenerational living. Upstairs, you’ll find four additional generously sized bedrooms, all with brand new carpet, and two more full bathrooms, including an oversized primary suite that is massive! The expansive layout ensures privacy and comfort for every member of the household. Step outside to your own tropical retreat: a resort-like, large, screened pool and patio area that’s perfect for year-round fun, relaxation and entertaining! The uniquely shaped pool adds a touch of luxury, while the massive patio seamlessly connects to the kitchen and family room—creating the ultimate indoor-outdoor living experience. The lush landscaping and mostly fenced backyard provide ample privacy and a peaceful atmosphere for entertaining or enjoying quiet family moments. This beautiful property offers the perfect blend of warmth, character, and modern updates in one of Winter Park’s most sought-after neighborhoods. All of the shopping, restaurants, or leisure activities you can dream of are within just a few minutes in any direction! Don’t miss this exceptional opportunity, schedule your private showing today!

4030 Cool Water Court, Winter Park

$270,000
2 Beds 2 Baths Windward Square Sec 1 SubDv. 32792 Zip Code
Nestled in the heart of the highly desirable Windward Square community, this beautifully maintained home offers the perfect blend of comfort, style, and convenience. Step inside from the tranquil front patio and be welcomed by a surprisingly spacious open floor plan that instantly feels like home.The kitchen shines with newer appliances, granite countertops and beautiful upgraded cabinetry. Beautiful tile flooring, freshly painted interior, large closets with stylish closet doors. The thoughtfully designed layout includes 2 bedrooms, 2 full bathrooms, and a versatile BONUS room—ideal as a home office, guest space, or cozy den.Enjoy your morning coffee or unwind in the evening on the large screened-in patio overlooking the newly fenced backyard. Many Recent upgrades offer peace of mind: Replumbed in 2022, Water heater replaced in 2021, TRANE A/C system (installed 8 years ago) with advanced humidity control panel for year-round comfort. In addition, the Windward Square offers a resort-style lifestyle with two sparkling pools, a kiddie pool, tennis courts, shuffleboard, and a playground—all for a remarkably low HOA fee of just $95 per month. You’ll also appreciate the convenience of three private parking spaces directly in front, plus ample guest parking throughout the community. Ideally located just off SR 436 and Howell Branch Road, this home is minutes from shopping, dining, major highways, and top-rated schools. Whether you’re a first-time homebuyer, downsizing, or seeking a prime investment opportunity, this move-in ready gem is not to be missed. Schedule your private showing today and discover why this home stands out!

2426 Windward Way, Winter Park

$455,000
3 Beds 2 Baths Bennington SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome Home! This immaculate 3-bedroom, 2-bathroom single family home is perfectly designed for comfortable family living. Featuring a desirable split floor plan, this move in ready gem offers space, style, and convenience in every corner. The heart of the home is the modern kitchen, complete with stainless steel appliances and brand new, gorgeous quartz countertops, perfect for preparing family meals or entertaining guests. Fresh interior paint throughout gives the home a bright, clean, and inviting feel, truly turn key condition! Step outside and enjoy the peaceful charm of a quiet street ending in a cul-de-sac, offering privacy and a wonderful area for families to play. Plus, you’re just minutes from local restaurants, parks, grocery stores, and major highways; everything a busy family needs is right at your fingertips. All that’s missing is you! Priced to sell and waiting for YOU to make it home. Schedule your showing today and see it for yourself. Don't miss it!

3304 Bennington Ct, 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

$665,000
4 Beds 4 Baths Winter Park Pines Rep SubDv. 32792 Zip Code
NEW ROOF 2019! GREAT PRICE! SPECTACULAR WINTER PARK HOME COMPLETELY RENOVATED AND UPGRADED INCLUDING A STUNNING KITCHEN! This four bedroom three and a half bath home has been meticulously updated and cared for! It has PORCELAIN WOOD LOOK TILE and WOOD flooring THROUGHOUT and NO CARPET. When you walk in the front door you are greeted by a grand and open design. This one-story home even has an IN LAW SUITE with its own private bathroom. When you walk up to the home you are greeted by the inviting front porch. Once entering the home you will find custom details such as crown molding, stunning countertops that look like artwork and much more! From the kitchen, family room, living room and dining room you can see the backyard and access the huge back lanai which comes with the mounted TV. The master bedroom is large and has a beautiful master bathroom! The secondary rooms are large as well with one being EXCEPTIONALLY LARGE and is an in-law suite. This home is located in the quiet community of Winter Park Pines offering beautiful canopying tree-lined streets and the feeling of a simple life with mail still delivered right to the mailbox at your front door. This home is perfectly located with easy access to anywhere you desire to go. You will be just 3 ½ miles to Park Avenue! In just a few moments drive you can be to the 408 Expressway or I4! This home is located just moments away from the Cady Way Pool where they also have tennis and pickleball courts, playgrounds and so much more. You are just moments from top-rated schools and even close to colleges such as Full Sail, Rollins, UCF and Valencia. Moments from Restaurants, Shopping, Advent Health Wellness Center and so much more! COME LIVE IN THE HEART OF IT ALL YET TUCKED AWAY IN A PEACEFUL QUIET ENCLAVE. Come visit this amazing, warm and friendly Winter Park neighborhood because you are sure to want to stay forever!

2817 Prince John Road, Winter Park

$710,000
4 Beds 3 Baths Annebury SubDv. 32792 Zip Code
***MULTIPLE OFFERS RECEVIED! PLEASE SUBMIT HIGHEST & BEST OFFER BEFORE 3PM FRIDAY, 4/18/25!!***This exceptional 4-bedroom, 3-bath pool home with a 3-car garage is perfectly positioned on a spacious corner lot in a charming enclave of just 27 homes. Thoughtfully designed and meticulously maintained, this residence is a true gem you won’t want to miss. Inside, you’ll find plantation shutters throughout, wood flooring in all bedrooms, 5¼” baseboards, and walk-in closets in every bedroom—offering both style and function. The primary suite is a true retreat, featuring a coffered ceiling, sliding glass doors to the lanai and pool, and a spa-inspired bathroom complete with a custom linen closet and large walk-in closet. Upon entry, soaring volume ceilings and an open-concept layout create a bright, airy ambiance. The gourmet kitchen seamlessly connects to the great room and showcases GE Profile stainless steel appliances including a double oven, 42” cabinets, granite countertops, and a custom walk-in pantry—perfect for entertaining. Notable upgrades include: New Roof (2021) AC System (2017) Water Softener (2024) Newer Pool Pump The updated laundry room features new overhead cabinetry and countertops, leading into the expansive 3-car garage with a floored attic for additional storage. Located near top-rated schools, University of Central Florida, SR 417, and just minutes from the airport, downtown Orlando, and the beaches—this home is ideally situated for both comfort and convenience. Don’t miss the opportunity to show this stunning property to your most discerning buyer!

1726 Sarong Place, Winter Park

$1,000,000
5 Beds 5 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
This stunning 4,300+ square foot home is situated in sought after Waters Edge at Hawks Crest in Winter Park - a community known for its upscale charm and exceptional amenities. With 5 bedrooms, 4.5 bathrooms, 3 car garage, and a layout designed for both comfort and style, this home is perfect for modern living and effortless entertaining. Step inside to find a thoughtfully designed floor plan, complete with semi-private guest suite and half bath on the main floor. The heart of this home is the chef's kitchen, featuring stainless steel appliances, quartz countertops, a pantry, large island, and breakfast nook for casual meals. The great room offers soaring ceilings and an automatic window shade, creating a bright, airy space with just the right touch of sophistication. Upstairs, enjoy an expansive loft with wet bar. Just beyond the loft is a den/media room that offers the perfect flex space - it could be a movie theater, workout room, lounge, or even used as a 6th bedroom. The primary suite is a true retreat, featuring a walk-in dressing closet and a spa-inspired bathroom. Practical upgrades include an EV charger and generous storage throughout. Beyond your front door, Waters Edge at Hawks Crest offers resort-style amenities including a clubhouse, sparkling community pool, grilling station, playground, dog park, and dock on Lake Howell - perfect for sunsets, kayaking, or simply enjoying the natural beauty of the community. The community has everything you could want without worrying about any upkeep. Don't miss your opportunity to live in one of the newest and most desirable communities in Winter Park. Schedule your showing today!

2011 Soaring Oak Way, Winter Park

$165,000
2 Beds 2 Baths Four Seasons Condo SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to FOUR SEASONS... a serene, centrally located community in Winter Park near Full Sail, Cady Way Trail/Park, Showalter Field, Ward Park & Winter Park Hospital. EXACTLY WHAT YOU HAVE BEEN SEARCHNG FOR!! Covered entry & spacious rooms makes this a perfect place to call home. Living/ Dining room combination, charming kitchen & oversized primary en-suite with water closet & walk-in closet plus spacious guest bedroom & bath. Enjoy all of the tranquil green courtyards & beautiful oak trees just steps from your back door. Four Seasons is delightful neighborhood offering 3 pools, tennis court, clubhouse, fitness canter & ON SITE MANAGER! Close to shopping & restaurants & a short drive to PARK AVENUE! Extras include: personal outside storage unit, new roof 2023, new plumbing & water heater 2022. OH! & PETS ALLOWED!!! WELCOME HOME!

200 Saint Andrews Boulevard Unit 1603, Winter Park

$230,000
2 Beds 2 Baths Allison Oakes SubDv. 32792 Zip Code
Prime Winter Park Location! Discover this charming 2-bedroom, 2-bath half-duplex nestled in a quiet Winter Park community. Bathed in natural light, this home offers an open-concept living and dining area with a kitchen passthrough and breakfast bar. The master bedroom features an ensuite bath and walk-in closet. This end unit provides a spacious backyard with no rear neighbor and added privacy with a retention pond on one side. Enjoy the benefits of no HOA and low taxes. Convenient parking and a long driveway. Updated with a Roof (2017), main water line (2018), Stove (2023), Dishwasher (2020), Refrigerator & Water Heater (2018). Located in the Glenridge Middle & Winter Park High School district. Don't miss this opportunity – schedule your showing now!

3106 Patel Dr, Winter Park

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

426 S Lakemont Avenue, Winter Park

$1,500,000
4 Beds 4 Baths Georgeann Homes SubDv. 32792 Zip Code
Welcome to your privately Gated Lakefront Estate, with stunning views and a fully equipped Guest Suite in one of Winter Park’s Most Desirable Locations! This private, beautifully landscaped property features an Open-Concept floor plan with expansive windows showcasing STUNNING panoramic lake views throughout. Lush Landscaping and privacy Fencing line both sides of the property. The spacious main living area is anchored by a striking Fireplace and flows seamlessly into a show-stopping entertainment room with a High-end bar, dual wine refrigerators, and a built-in Keg tap—perfect for entertaining. The Gourmet Kitchen includes Wolf stainless steel appliances, Sub-Zero refrigerator, sleek modern cabinetry, and premium finishes. A private 1-bed, 1-bath Guest Suite with kitchen and a separate side entrance is located on the first floor—ideal for visitors or potential Rental Income. Upstairs, the primary suite offers stunning lake views and a luxurious spa-style en-suite. A second upstairs guest bedroom includes its own full private bath. Enjoy outdoor living with a private Boat Dock, Boat Lift, and Rare Private Boat Ramp exclusive to the home. Additional upgrades include a whole-home Generator, Saltwater purification system, Smart Home Technology, and Automatic window shades. Convenient access to 417, 408, Downtown Orlando, OIA, UCF, and area attractions. Lakefront luxury meets privacy and convenience—schedule your private tour today!

7841 Georgeann Street, Winter Park

$719,000
4 Beds 3 Baths Kenilworth Estates SubDv. 32792 Zip Code
Renovated and ready for MOVE IN! Top location in Kenilworth Estates! Top Schools - Brookshire, Glenridge, WP High! Walk, bike, scooter or quick drive to schools, Baldwin Park, East End/Corrine, Lake Baldwin Dog Park, VA Clinic and tons of Shopping and Dining! Light and bright open floor plan w/split bedrooms, easy care and stylish porcelain wood tile flooring, recessed lighting. Wood burning fireplace in living room, opening dining room. Sunny open kitchen with granite countertops, stainless steel appliances and cabinets galore! Bonus Dinette/Workspace in kitchen. Large primary suite, walk in closet, primary bath with dual vanity quartzite countertops and shower and soft close Barn door. 3 generous bedrooms with great closets on the west wing with updated hall bath, dual vanity and bath/shower. Sparkling pool - resurfaced in 2021 - in a huge screened lanai with paver deck. Covered area for entertaining and grilling outdoors! Plenty of yard space for gardening or playground plus shed (w/power) for storage or workshop. Oversized 2 car carport plus utility/storage room with pool bath. Roof/Electric/Plumbing 2017, A/C 2022, Water Heater/Gutters 2024. Super location with fun neighborhood, block parties on holidays!

2003 Woodcrest Drive, Winter Park

$1,562,500
5 Beds 6 Baths Talman Mews SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Prepare to be amazed! This custom-built estate in Talman Mews offers an exceptional blend of elegance and functionality. Spanning 4,760 square feet, this 5-bedroom, 4.2-bath home boasts expansive living spaces and timeless character. Nestled on a meticulously landscaped .41-acre corner lot, the outdoor oasis features a scenic brick-paver lanai, summer kitchen, sparkling saltwater pool with fountains, and a hot tub overlooking a serene pond. Step inside through the charming front porch and grand foyer to discover a stunning great room with a chef’s kitchen, complete with custom cabinetry, a large granite island, and a gas cooktop. The open layout seamlessly flows into the dining area and family room, highlighted by beamed ceilings, a custom gas fireplace, and a wall of glass showcasing the backyard retreat. The grand primary suite features his-and-hers walk-in closets, a jetted tub, a separate shower, and dual vanities. The first floor also includes a formal living room, an additional bedroom suite, and a spacious laundry room. Upstairs, the possibilities are endless! A versatile landing area is perfect for study time, leading to third en-suite bedroom and two guest bedrooms with jack & jill bath (all with walk-in closets), a second family room, a second laundry room, a game room/media room with private staircase, and even a dedicated artist’s studio or craft room. Additional highlights include a generator, outdoor shower, zoned AC, tankless water heaters, Lutron light control system, AC Nest control system, outdoor security cameras, Lightening protection, and a spacious three-car side/rear-entry garage. WELCOME HOME!

2185 Talman Court, Winter Park

$950,000
4 Beds 4 Baths Bear Gully Bay SubDv. 32792 Zip Code
Winter Park Lakefront is a rare find and this incredible property boasts over an acre of property on the coveted Spring-fed Bear Gully Lake. Lifestyle abounds on Florida Lakes, with wildlife, sunsets, and the blue of calm water while enjoying the proximity to city living and amenities. A covered boat dock makes lake-life simple. The opportunities are endless to either renovate the existing residence or start from scratch and build the home of your dreams! This sprawling 4-bedroom, 2.5-bathroom residence with an attached mother in law suite offers exceptional size and living space. Over 3,600 square feet, this home is designed for both comfort and convenience, making it perfect for multi-generational living or hosting guests. The open floor plan features an abundance of natural light with stunning views of Bear Gully Lake, providing a peaceful backdrop to daily living. The primary suite features an office, dual sided wood burning fireplace, a spacious walk-in closet and an en-suite bathroom with a soaking tub and a separate shower. The standout feature of this home is the additional flexible structure that includes 2 bedrooms, a full bathroom, and a kitchenette. Outside, the home's expansive lot lush with greenery and Florida landscaping offers plenty of space for outdoor activities. The 3-car garage provides ample storage and additional parking. Enjoy lakefront living at its finest, with direct access to Bear Gully Lake for boating, fishing, skiing or simply enjoying the view from the backyard.

3818 Kinsley Place, Winter Park

$635,000
4 Beds 3 Baths Enclave At Aloma SubDv. 32792 Zip Code
Discover your dream home at **8073 Pleasant Pine Cir, Winter Park, FL 32792**. This meticulously maintained **4-bedroom, 3-bathroom** residence offers the perfect blend of modern sophistication and serene living. Nestled in the exclusive Enclave at Aloma, a gated community, this home boasts an enviable **conservation lot** with no rear neighbors, providing ultimate privacy and tranquility. Step inside to find an inviting foyer that leads to an open and spacious floor plan, complete with gleaming tile flooring throughout the main living areas. The heart of the home is a stunning chef’s kitchen, featuring granite countertops, stainless steel appliances, and ample space for culinary creativity. Adjacent to the kitchen is a bright and airy great room, perfect for entertaining or relaxing with family. The expansive **covered lanai** spans the width of the home, offering breathtaking views of the serene conservation area. Whether sipping your morning coffee or hosting evening gatherings, this outdoor space is sure to impress. The primary bedroom, located on the main floor, is a retreat with a relaxing ensuite and a large walk-in closet. The home also includes a versatile bonus room on the second floor, ideal as a media room, home office, or play area. Conveniently located just minutes from top-rated schools, such as Trinity Preparatory School and Eastbrook Elementary, as well as premier shopping, dining, and entertainment options, this home offers unparalleled access to everything Winter Park has to offer. Enjoy the charm of **Park Avenue**, explore Rollins College, or unwind at nearby country clubs and parks. Additional features include a 2-car garage, energy-efficient appliances, and modern design elements that cater to a sophisticated lifestyle. With its prime location and immaculate condition, this home is a rare gem. Schedule your private tour today and experience the elegance and convenience of Winter Park living. Don’t miss the chance to call this exceptional property your home!

8073 Pleasant Pine Circle, Winter Park

$533,345
3 Beds 2 Baths Hawks Crest SubDv. 32792 Zip Code
Impeccable home in the gated community of Hawks Crest in Winter Park. This charmer has 3-bedroom, 2-bath, and 2-car garage. Natural light floods the living space with numerous windows that blend the indoors with the outdoors. Beautiful improvements include paver driveway in front and back patio, designer's paint of neutral colors throughout, double pane windows, exquisite hardwood floor in all bedrooms, lovely quartz counter with matching backsplash in kitchen, all kitchen appliances stay even the almost new refrigerator, practical split floor plan enhancing the day-to day routines, inside utility, tile roof, vinyl fencing for privacy, and 1-story solid block construction. Spacious master bedroom has tray ceiling. Master bath with double vanities has separate tub and shower. HOA includes the yard care even the watering of the yard. This home is completed with enviable elegance with modern convenience. Community amenities include sparkling pool, fitness center, clubhouse, dog park, playground, direct access to Lake Howell for canoeing and kayaking. Rare opportunity for a less-than-5-year-old Winter Park home to come on the market these days! Hurry before it is gone!

1247 Verdant Glade Place, Winter Park