Winter Park Real Estate Search

Winter Park Properties for Sale

Winter Park is a charming city located just north of Orlando, Florida. It is known for its historic downtown, beautiful parks, and proximity to the natural beauty of Lake Osceola. Winter Park is a great place to live, work, and raise a family.

Winter Park is also a great place to raise a family. The city has excellent schools, safe neighborhoods, and plenty of family-friendly activities.

Here are some of the reasons why you should move to Winter Park:

  • The cost of living is relatively low.
  • The weather is mild year-round.
  • There is a strong sense of community.
  • There are plenty of things to do for families.
  • The city is located close to Orlando, but it still feels like a small town.

If you are looking for a charming, family-friendly city with a lot to offer, then Winter Park is the perfect place for you.

The Zen Home Group is a local real estate team that specializes in helping people find their dream homes in Winter Park. We have a deep understanding of the market and can help you find the perfect property for your needs. We also offer a variety of services to make the buying or selling process as smooth and stress-free as possible.

If you are thinking about moving to Winter Park, please contact us today. We would be happy to help you find your perfect home.

 

Our website features the best Winter Park real estate search for homes, condo, and land properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Winter Park Properties for Sale

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Newest Winter Park Properties for Sale

$1,479,000
4 Beds 2 Baths Tuscany Place First Add SubDv. 32789 Zip Code
This rare opportunity to own a ONE STORY LAKEFRONT home on A HALF ACRE lot located in the highly desirable Via’s of Winter Park. Tuscany Place is nestled on a quiet cul-de-sac and zoned for top A-rated schools. This beautifully maintained 4 bedrooms/2 full baths offers stunning views of Lake Temple from almost every room. The spacious interior provides the perfect canvas for you to create your dream home and the oversized lot provides so much space to build your dream home if you desired. Featuring a split bedroom floor plan that includes a separate living room, dining room and family room, it truly is the perfect plan for any family. The kitchen features solid wood cabinets, granite countertops and overlooks the family room that boasts beautiful bookcases and a wood burning fireplace with granite surrounding it. This open layout with hardwood floors throughout makes it easy to entertain and has tons of natural light flooding into all rooms. The master suite with lake views features a walk-in closet, dual sinks and a separate shower plus direct access to the rear porch. The 3 additional guest bedrooms on the other side of the home offer nice privacy. Spacious inside laundry room leads to the 2 car garage with side entry. Screened in rear patio provides even more space to entertain while relaxing by the pool and spa and enjoying the peaceful lake views. Close to Park Ave and the Winter Park Racquet Club, This one-of-a-kind ½ acre LAKEFRONT lot in the Winter Park Via’s is unique and rare find. Don’t miss this amazing opportunity to live and/or build in the Vias!

1049 Tuscany Place, Winter Park

$725,000
4 Beds 3 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome to this spacious and charming home located in the sought-after Winter Park Pines neighborhood! As you approach the property, a covered porch invites you to relax before stepping inside. The entryway greets you with a functional hallway featuring hanging hooks, perfect for backpacks and coats. To the right, you'll find a cozy family room, complete with a wood-burning fireplace and built-in shelving. The open flow leads to the dining room, adjacent to a massive kitchen boasting granite countertops, two dishwashers, a double oven, and even a built-in office nook—perfect for today’s modern lifestyle. The split floor plan ensures privacy, with the primary retreat nestled off the family room. This retreat features a walk-in closet, and an en suite bath with a walk-in shower. On the opposite side of the house, three additional bedrooms await. Two of these bedrooms share a Jack-and-Jill bathroom, beautifully updated with quartz countertops, dual sinks, and a walk-in shower. The third bedroom is conveniently located next to a full bathroom with granite countertops and a shower-tub combo. One of the home’s highlights is the large Florida room, providing additional living space with endless possibilities. Outside, the backyard is a true oasis, featuring a large pool with a child safety fence, lush grass, and a fully fenced yard—ideal for both relaxation and play. This home is perfectly situated near Winter Park Pines Golf Course, highly rated schools, shopping, and dining options, offering the best of Winter Park living.

417 Gilbert Road, Winter Park

$1,650,000
5 Beds 4 Baths Sylvan Lake Shores SubDv. 32789 Zip Code
Lakefront living in Winter Park! Enjoy serene views from this single-story ranch charmer, featuring 5 beds, 4 baths and 3,446 sq ft nestled behind a front block wall on the shores of Lake Sylvan. With 150 ft of frontage on a sprawling oversize lot, this lakefront estate provides a tranquil oasis within walking distance to downtown Winter Park. Perfect for multi-generational families, with an attached spacious mother in-law suite addition done in 2016. Seamlessly blending charm and newer construction, this house is light and bright with many living and entertaining options. The original house, with wood flooring throughout, consists of a 3-bedroom split plan and 2 baths (jack n jill and en suite) with a formal living room, dining room and sunroom. The galley kitchen has granite counters and stainless appliances and plenty of storage. A 9 x 7 bonus space connects to the mother-in law wing which consists of 1,300 sq ft including a family room/kitchen combo, primary bed and bath, guest room, guest bath, office, and laundry room with a private side entrance for easy accessibility. Other improvements include roof in 2020, whole house generator and windows on the east side replaced in 2018, AC and windows on the west side in 2016. Enjoy captivating panoramic views of the grounds, lake, and saltwater lap pool from the expansive covered, and screened, back patio. Private dock facilitates canoeing, paddleboarding or fishing. Zoned for top-rated Winter Park schools. Conveniently located to shopping and restaurants of Park Ave, Winter Park Advent Health, Winter Park YMCA, and Rollins College. Welcome home!

1458 Aloma Avenue, Winter Park

$909,000
3 Beds 3.5 Baths Lake Spier Crossing SubDv. 32792 Zip Code
Special financing or closing cost credits available to qualified buyers. 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! Don't miss your opportunity to win this extraordinary move-in ready new residence located between the tranquil shores of Lake Spier and Lake Compton, within the exclusive Lake Spier Crossing community in Winter Park. Featuring 10 impeccably designed two-story townhomes, this enclave of contemporary living is crafted by Meridian Homes, Winter Park's premier builder. Expect modern architectural brilliance and thoughtfully planned floor layouts for stylish, hassle-free living. Meticulous attention to detail is evident indoors and outdoors. The kitchen includes state-of-the-art stainless steel appliances and elegant stone countertops, complemented by luxurious hardwood flooring throughout. Convenience is prioritized with in-unit laundry facilities and a two-car garage. Residents of Lake Spier Crossing enjoy exclusive access to three private docks, perfect for paddleboarding, kayaking, or fishing. This exceptional location offers proximity to Lake Baldwin Dog Park and the picturesque Cady Way Trail, ideal for an active outdoor lifestyle. Enjoy the convenience of walking to Downtown Baldwin Park for dining, shopping, and entertainment, or taking a leisurely 10-minute bike ride to the iconic Park Avenue. Access to Winter Park's esteemed school district enhances the allure of this exceptional community.

1917 S Lakemont Avenue, Winter Park

$160,000
2 Beds 1 Baths Waterfall Cove/Winter Park SubDv. 32789 Zip Code
Investment and Lifestyle Opportunity in Winter Park! Discover the charm of Winter Park in this cozy and well-located condo! perfect for investors and buyers looking for a relaxed, safe, and convenient lifestyle. Spacious Condo 2 bedrooms with roomy closets, 1 large bathroom with double sink, bathtub, Ceramic tile and a new a/c unit, enjoy the confortable 881 square feet of living space with new Laminated floor throughout the property. Kitchen equipped with modern appliances with a dishwasher, microwave, refrigerator, oven, a pantry for extra storage, a new stackable washer & dryer is also included for your convenience. Living room with large windows and community views, first floor unit with a conveniente fenced terrace to enjoy the beautiful Florida weather, few steps from the community pool and recreational areas. Located in the heart of Winter Park, near Full Sail University, Rollins College and Wekiwa Springs State Park, in a quiet and safe area, this condo offers easy access to parks and is just minutes from renowned shops in winter park village, restaurants, hospital, great schools and profesional offices and much more places. The community offers a range of high-end amenities, including a community pool and bbq areas , fitness center and meeting room, 24/7 security and assigned parking recreational areas, playground and hiking trails, all designed to elevate your living experience. The strategic prime location next to I4 express and main roads and quality of the property ensure excellent profitability potential, being ideal for both owners who want to establish themselves in the area and for investors looking to generate passive income. Don't miss the opportunity to acquire this gem in Winter Park. This stunning home offers an ideal combination of tranquility and functionality, making it an attractive investment for those seeking quality of life in one of the most desirable areas of Florida. Schedule a private tour today! This condo is the perfect place to call Home Sweet Home or make a smart investment in a growing market!

1695 Lee Road Unit D113, Winter Park

$475,000
4 Beds 2 Baths Eastbrook Sub Unit 16 SubDv. 32792 Zip Code
Welcome to one of the larger homes in the community, where comfort and versatility meet. This spacious 4-bedroom, 2-bath residence offers multiple areas for both entertaining and relaxation. From the foyer, to your left is the formal living room, currently utilized as office space. Adjacent to it is the elegant formal dining room, perfect for hosting dinner parties. The family room, conveniently located off the kitchen, provides a cozy gathering spot for everyday moments. For those who enjoy entertaining on a grand scale, the expansive Florida room, also known as the great room, boasts a charming wood-burning fireplace and a built-in bar, making it ideal for socializing. The split bedroom plan offers privacy for everyone. The primary bedroom offers a retro en-suite bathroom with a walk-in shower that features a built-in tile bench. The other three bedrooms share a bathroom that boasts a state of the art SafeStep walk in tub and shower(Oct.2022). The special features of this upgrade are heated seat. color changing lights, jets and bluetooth for playing music. What a way to relax after a hard day. The kitchen appliances have been updated to stainless steel(2022), with the exception of the fridge. Also, the counters are granite. Outside, you’ll find an open pool surrounded by a generous deck space, offering plenty of room for lounging and enjoying the outdoors. There is a shed to house all of your pool and lawn equipment. This home also features a list of upgrades that enhance its appeal and functionality—details of which you’ll want to review to appreciate the full value of this exceptional property. Roof-2014, A/C - 2018, Whole house water softener - 2021, pump for irrigation system on well water-2022 Come see for yourself how this home can be the perfect backdrop for your lifestyle!

3455 Athena Drive, Winter Park

$6,975,000
5 Beds 7.5 Baths Morse & Pennsylvania Twnhms SubDv. 32789 Zip Code
Distinctive. Inspirational. Timeless. Casa K is the ultimate in luxury and location. Designed by internationally respected architect, Kamal Rizk and constructed in 2022, it is a sanctuary in the heart of our city. The unique fusion of innovative design, superior craftsmanship & luxury finishes shaped this almost 9,000 SF, 5 bedroom, 7.5 bathroom residence w/ guest suite into the contemporary estate that it is today. Upon entry, the retreat-like elegance of the great room is remarkable. This commodious space incorporates the foyer, formal living, dining, bar & family rooms. It seamlessly opens to the outside via a Pella made “wall of sliding glass.” Italian wood flooring & elaborate millwork are appreciated features, as well as modern lighting, custom window treatments & sound operated w/ ease via Lutron. Beyond the family room is the kitchen & hidden scullery where livable luxury resides. Poliform cabinetry, Cambria countertops & top of the line appliances complete these exceptionally versatile spaces. The showcase glass enclosed floor to ceiling wine refrigeration anchors the kitchen & artfully displays up to 975 bottles. The outdoor living is a natural extension of the interior spaces & features a courtyard style pool complete w/ a hand carved, granite rear wall & 16’ linear in-pool fire feature. The kitchen terrace offers a DCS grill, motorized screens, cooling misters & more. A private office, lounge & 1.5 bathrooms complete the downstairs. Bathrooms on both levels showcase elevated selections from Boffi, Zucchetti, Poliform, Inbani, Paffoni & other iconic brands that enforce the refined, contemporary style & quality throughout. Notable lighting in the office, lounge & throughout include artistic fixtures by FLOS, Moooi, Serge Mouille & more. Access to the 2nd floor is provided via the elevator or stairwell. The upper floor is composed of the primary suite, 2 alternate bedroom suites, a 2nd office/flex room w/ en-suite bath, laundry room, gym & flex use guest apartment. The dreamy primary bedroom was designed with a soft entry, private terrace & hidden closets. The closets are part luxury boutique, part meticulously organized space w/ Poliform customization, motion activated light & windows w/ motorized shades made w/ UV protection to shield the interior spaces. The elegant approach to the primary bathroom includes floating vanities secured to stone covered walls, glass enclosed shower, standalone tub, custom-made dressing table & private water closets. Set apart from the primary, the alternate suites & living areas are finished w/ consistent quality & design. With flawless connection, the guest apartment may be used as an extension of the main home or it can be securely separated at a point just beyond the gym. The current owners use one of the bedroom suites as a craft room, which opens to the guest apartment’s main living spaces; the family room, a full kitchen w/ island seating, laundry & a final bedroom suite. Above is a magical roof top terrace with fireplace & bar. The owner’s entry is at the rear of the property, via a concealed driveway that leads to the 4-car garage, from which a hidden door opens directly into the kitchen. Guest parking is available. In this haven of opulent serenity, you may live the life you want, where you want.

654 W Morse Boulevard, Winter Park

$995,000
3 Beds 2.5 Baths Henkel Add SubDv. 32789 Zip Code
Pre-Construction. To be built. Enjoy a luxury, low maintenance lifestyle that you can just lock and leave! This brand new Transitional townhome from FG Schaub features three bedrooms and two and a half bathrooms with custom curated finishes within a functional open floor plan. When you approach the front door, you'll notice the spacious porch with tongue and groove ceilings. Entering the home, you'll be treated to extensive natural light, hardwood floors, 10’ ceilings, energy efficient LED lighting, 8' solid core doors and Level 4 drywall finish - no orange peel here!! The well appointed kitchen has a large island with seating, quartz countertops, tile backsplash, Thermador appliance package and custom cabinetry. As you ascend the staircase with solid wood treads and custom metal railing you'll discover the private owner’s retreat featuring a tray ceiling, crown molding, an en-suite bathroom with large walk-in shower and an oversized closet with custom built ins. On the opposite side of the second floor are 2 more spacious bedrooms with carpet flooring, a shared bathroom with dual sinks and a conveniently located laundry room. The exterior is designed to be easily maintained with a shingle and standing seam metal roof, custom board and batten shutters, and a 2 car garage with epoxy flooring and dedicated EV charger outlet. Energy efficiency items include: LED lighting, high performance, Low-E windows and block and stucco construction. Enjoy peace of mind with the 1 year builders warranty and the manufacturer's warranty on most major appliances. No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops.

1417.5 Miller Avenue, Winter Park

$995,000
3 Beds 2.5 Baths Henkel Add SubDv. 32789 Zip Code
Pre-Construction. To be built. Enjoy a luxury, low maintenance lifestyle that you can just lock and leave! This brand new Transitional townhome from FG Schaub features three bedrooms and two and a half bathrooms with custom curated finishes within a functional open floor plan. When you approach the front door, you'll notice the spacious porch with tongue and groove ceilings. Entering the home, you'll be treated to extensive natural light, hardwood floors, 10’ ceilings, energy efficient LED lighting, 8' solid core doors and Level 4 drywall finish - no orange peel here!! The well appointed kitchen has a large island with seating, quartz countertops, tile backsplash, Thermador appliance package and custom cabinetry. As you ascend the staircase with solid wood treads and custom metal railing you'll discover the private owner’s retreat featuring a tray ceiling, crown molding, an en-suite bathroom with large walk-in shower and an oversized closet with custom built ins. On the opposite side of the second floor are 2 more spacious bedrooms with carpet flooring, a shared bathroom with dual sinks and a conveniently located laundry room. The exterior is designed to be easily maintained with a shingle and standing seam metal roof, custom board and batten shutters, and a 2 car garage with epoxy flooring and dedicated EV charger outlet. Energy efficiency items include: LED lighting, high performance, Low-E windows and block and stucco construction. Enjoy peace of mind with the 1 year builders warranty and the manufacturer's warranty on most major appliances. No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops.

1417 Miller Avenue, Winter Park

$849,900
4 Beds 3 Baths Sherbrooke SubDv. 32792 Zip Code
Welcome to this stunning, beautifully updated home located at 2350 Sherbrooke Road in the highly desirable Winter Park area, known for its top-rated schools. This home has been thoughtfully upgraded with energy-efficient features, including a new roof (2021), HVAC system (2024), water heater (2024), and windows (2024). These updates ensure a more comfortable living environment while optimizing energy use. The electrical and plumbing systems have also been modernized, providing added peace of mind. This move-in-ready 4-bedroom, 3-bathroom home boasts a modern open floor plan and a range of high-end upgrades, including luxury vinyl waterproof flooring, new recessed lighting, and ceiling fans, combining both style and functionality. The fully remodeled kitchen is a chef’s dream, complete with quartz countertops, sleek cabinetry, a built-in oven, and new stainless-steel appliances. A custom wine and coffee station complements the dining area, while an electric fireplace adds warmth and ambiance, making it perfect for gatherings. The spacious living room features large windows that flood the space with natural light, creating a welcoming atmosphere for family time, movie nights, or hosting guests. The primary bedroom is a serene retreat, featuring an en-suite bathroom with his-and-her vanities, a soaker shower, and upscale finishes, along with a custom walk-in closet with built-in shelving. Two additional bedrooms share a convenient Jack-and-Jill bathroom, making the layout ideal for family living. Step outside to the newly landscaped backyard, which includes a resurfaced heart-shaped pool with new pavers (2024), an irrigation system, and a brand-new fence, ensuring privacy for outdoor enjoyment. The laundry room is conveniently located inside the home, and the property also includes a 2-car garage. With no HOA and a wealth of modern updates, this home is the perfect blend of luxury and energy efficiency in one of Winter Park’s most sought-after areas!

2350 Sherbrooke Road, Winter Park

$1,500,000
4 Beds 4 Baths Kenilworth Shores Sec 07 SubDv. 32792 Zip Code
Featured on the American Dream Network! Discover unparalleled luxury and modern living, a completely renovated custom home situated in the heart of Winter Park. This exquisite 4-bedroom, 4-bathroom residence sits on a generous 10,769 square foot lot, offering the perfect blend of comfort, style, and high-end finishes throughout. As you enter through the welcoming front porch, you’re greeted by porcelain floors and a spacious, open-concept design. The light-filled living and dining areas provide breathtaking views of the resort-style pool and oversized lanai, creating the ideal setting for entertaining or relaxation. The chef’s kitchen is the heart of the home, boasting an oversized island with quartz countertops, custom cabinetry, and Bosch appliances, making it a culinary dream come true. Beyond the main living spaces, this home offers a dedicated office and a generously-sized playroom with a pool table, perfect for families or hosting. The luxurious primary suite, with direct access to the pool and backyard, features a spa-like ensuite bathroom, complete with floating vanities, luxury Delta fixtures, and an oversized shower. Step outside and find yourself in a private outdoor oasis, designed for year-round enjoyment. The fully equipped outdoor kitchen features a 36’ gas grill, wet bar, mini refrigerator and seating in the outdoor dining area, all overlooking the 14’x28’ pool. With smart lighting, a prewired outdoor sound system, and garden lights, this backyard is ready for evening entertaining or peaceful poolside afternoons. This home is loaded with modern upgrades, including LED lights with dimmers, a Nest smart thermostat, a 5-ton A/C unit, a smart water heater, and 24”x48” porcelain tiles throughout. Your peace of mind is ensured with a smart home security system featuring three alarm keypads and pre-installed outdoor cameras. Located just minutes from the vibrant Downtown Baldwin Park, Rollins College, and a wealth of shopping and dining options, this home is perfectly situated to for convenience and luxury. Whether you’re looking to settle in a serene neighborhood or seeking a high-end investment opportunity, this nationally recognized home offers it all. Don’t miss your chance to own a piece of the American Dream—schedule your private tour today.

2015 Summerfield Road, Winter Park

$950,000
3 Beds 2.5 Baths Canton Ave Cottages 1 SubDv. 32789 Zip Code
This stunning David Weekly home, built in 2017, perfectly captures the luxurious Winter Park lifestyle, just four blocks from the sophistication of Park Avenue and one block from the vibrant Winter Park Village. Stroll to renowned restaurants, boutique shops, and entertainment venues, all steps from your front door. Designed for the ultimate in hosting and entertaining, the open-concept living space is adorned with elegant finishes and designer touches, offering a seamless blend of style and comfort. The first floor boasts three generously sized bedrooms and two full baths, including a primary suite with a spa-like bathroom and spacious walk-in closet. Upstairs, the expansive living and dining areas invite effortless gatherings, with a gourmet kitchen featuring high-end stainless steel appliances, granite countertops, an island, and a natural gas cooktop—perfect for preparing gourmet meals while entertaining guests. Sliding glass doors open to a large balcony with new trek decking, ideal for alfresco dining or evening cocktails under the stars. The HOA provides complete lawn/shrub care, maintenance of the perimeter wall, and water for the irrigation system, ensuring your outdoor spaces are always pristine without the hassle. Built for both beauty and energy efficiency, the home includes double-pane low-E windows, R-38 insulation, and a tankless water heater..This move-in-ready masterpiece offers not just a home but an elevated lifestyle in one of Winter Park’s most sought-after locations. Schedule your private tour today!

439 N Capen Avenue, Winter Park

$825,000
4 Beds 2.5 Baths Brookshire Heights SubDv. 32792 Zip Code
Welcome home to Winter Park, with its tree-lined streets and where the mailman still delivers to your door! This spacious home is located in the Brookshire Heights neighborhood and is mere steps away from the highly rated Brookshire Elementary School and Winter Park High School. As you step inside, you'll be greeted by 12' ceilings and an abundance of natural light pouring in through the many large windows, creating a bright and airy atmosphere. The spacious split floor plan offers a seamless flow between the sizable formal living room, dining room, and family rooms—perfect for both relaxation and entertaining. The kitchen is open to the great room and features newer appliances, a breakfast bar with seating for 4 and a built-in pantry. Storage is plentiful throughout the home, with multiple spacious closets for all your organizational needs. Your generously sized 18' x 13' primary bedroom is a true retreat, complete with dual closets, a french door leading to the rear lanai and an ensuite bathroom with dual vanities. The primary bath also features a luxurious soaking tub, separate shower and private water closet. Step outside to enjoy the tranquil 20' x 12' screened-in rear lanai, perfect for sipping your morning coffee or unwinding in the evenings. The yard is beautifully landscaped with mature oak trees and well-maintained hedges, offering both shade and privacy. This highly sought after community has so much to offer, with fantastic amenities, including an olympic sized swimming pool, public golf course, tennis and pickleball courts and scenic biking trails. You are also conveniently close to Full Sail, UCF and Valencia colleges, shopping, dining, OIA, the Crosby Wellness Center, and AdventHealth Winter Park. ROOF - 2024, HVAC - 2021, PLUMBING - 2003, ELECTRIC - 2003. The home offers easy access to everything you need, making it an ideal blend of comfort, convenience, and lifestyle! This home is easy to show so arrange for your private showing now!

2235 Coldstream Drive, Winter Park

$1,798,000
4 Beds 3.5 Baths Lake Killarney Shores SubDv. 32789 Zip Code
**Stunning New Construction in Lake Killarney Shores** Welcome to your dream home in the highly sought-after Lake Killarney Shores! This exquisite 4-bedroom, 3.5-bathroom residence boasts a spacious 2,857 square feet of luxurious living space, complete with a charming casita featuring its own private bathroom. Enjoy the ultimate outdoor lifestyle with a refreshing saltwater pool, sun bench, and an outdoor kitchen perfect for entertaining. As you enter through the grand solid wood front door, you are greeted by luxury wood flooring in Captiva Maple and an abundance of natural light that fills the open-concept living areas. The home features 11-foot ceilings on the first floor, level 5 drywall, and 7.5-inch baseboards, creating an elegant and airy atmosphere. The gourmet kitchen is a chef's delight, showcasing a stunning marble backsplash, quartz countertops with a waterfall feature, and top-of-the-line Electrolux appliances, including a refrigerator, dishwasher, microwave, and a custom pot filler. A wine cooler adds a touch of sophistication, while the custom electric fireplace by Dimplex provides warmth and ambiance. Step outside to your private oasis, where a beautifully paved patio with seashell accents surrounds the saltwater pool. The summer kitchen is equipped with a gas grill, sink, refrigerator, and quartz countertops, making it ideal for alfresco dining. A privacy wall adorned with lush greenery ensures tranquility and seclusion from neighbors. Additional features include premium Pella windows with SunDefence for energy efficiency, a Dixie Pools tankless water heater, and two Daikin HVAC systems for optimal comfort. All door hardware is from Emtek and Richelieu, while stunning chandeliers and sconces from Light Style of Orlando and LBL Lighting add a touch of elegance throughout. With private lake access to Lake Killarney and proximity to Park Avenue's shopping and dining options, including Trader Joe's, this home offers the perfect blend of luxury and convenience. Don’t miss your chance to own this exceptional property—schedule your private tour today!

501 Country Club Drive, Winter Park

$1,650,000
4 Beds 4 Baths Timberlane Shores SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods in Winter Park. This chic transitional home, spanning 3,237 heated square feet, offers a seamless combination of contemporary design with a BRAND NEW ROOF, September ‘24. Inside, you'll find an open, airy layout with high-end finishes and smart touches throughout. The home features four spacious bedrooms, including two luxurious primary suites. The main suite boasts a spa-like bathroom with double vanities, striking granite countertop, an oversized frameless shower with dual shower heads, and a free-standing soaking tub. The second primary suite has a private entrance, washed brick accent wall, along with dual vanities and upgraded Kohler fixtures. At the heart of the home is a gourmet kitchen that’s truly a chef’s dream. It features a sleek granite island, European-style soft-close cabinetry, Jenn-Air appliances, including stainless steel gas cooktop with Zephyr hood and articulating pot filler, French door refrigerator, combo wall oven/microwave, and reverse osmosis system for purified water. Adjacent is the generous walk-in pantry with chrome shelving providing more than ample storage for all your culinary needs. Relax in the bright great room, where a soaring ceiling and stylish whitewashed brick wood burning fireplace creates a warm and welcoming ambiance. Sliding doors with electric shades seamlessly connect to an outdoor oasis featuring a paver patio, summer kitchen complete with a bar sink, built-in gas grill, hood, and refrigerator — perfect for al fresco dining and entertaining. Additional highlights include energy-efficient Vinyl Low E glass windows and doors, a Rennai tankless gas water heating system, programmable 15 SEER Carrier heat pump system, and security system. The indoor laundry room’s thoughtful design includes matching cabinetry, a Maytag washer, and matching gas dryer. The outdoor space features a wood-fenced yard for added privacy, and plenty of room for a pool. With no HOA and zoned for top-rated schools, this home is located within walking distance of Winter Park’s finest schools, Blue Jacket Park, East End Market, and more. Don’t wait to elevate your lifestyle with this stunning Winter Park property!

660 Arjay Way, Winter Park

$949,000
3 Beds 3.5 Baths Lake Spier Crossing SubDv. 32792 Zip Code
2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! Don't miss your opportunity to win this extraordinary move-in ready new residence situated amidst the tranquil shores of Lake Spier and Lake Compton, within the exclusive Lake Spier Crossing community centrally located in Winter Park. Consisting of 10 impeccably designed two-story townhomes, this enclave of contemporary living is brought to you by Meridian Homes, Winter Park's premier builder. Anticipate modern architectural brilliance and carefully planned floor layouts that prioritize stylish, hassle-free living. Meticulous attention to detail is evident both indoors and outdoors. Your kitchen boasts state-of-the-art stainless steel appliances and elegant stone countertops, complemented by luxurious hardwood flooring throughout. Convenience is key, with in-unit laundry facilities and a two-car garage ensuring seamless daily routines. Residents of Lake Spier Crossing relish exclusive access to three private docks, ideal for launching paddleboards, kayaks, or enjoying a spot of fishing. This exceptional locale offers proximity to Lake Baldwin Dog Park and the picturesque Cady Way Trail, catering to an active outdoor lifestyle. Enjoy the convenience of strolling to Downtown Baldwin Park for dining, shopping, and lively entertainment, or embark on a leisurely 10-minute bike ride to the iconic Park Avenue. Benefit from access to Winter Park's esteemed school district, enhancing the allure of this exceptional community.

1919 S Lakemont Avenue, Winter Park

$4,250,000
5 Beds 5.5 Baths Tuscany Terrace SubDv. 32789 Zip Code
PROUDLY PRESENTING THE WINTER PARK VIA's NEWEST ADDITION TO THE LUXURY HOME MARKET ...BUILT BY M. LAHR HOMES! Prominently sited on a fantastic lot, this custom home has come together perfectly as a unique, awe-inspiring estate offering an unparalleled combination of function, elegance, and aesthetics. The home boasts a very well thought out design with finishes and features that showcase professional design planning at a very high level. There is even more detail, function, and quality than what is typically available in the Winter Park New Construction market. Offering a great combination of an expansive living area, large bedrooms, and unique spaces accented by three (3) feature fireplaces, the house feels nothing less than a resort. Expansive glass from the oversized doors and windows flood the home with natural light and create a dramatic exterior evening presentation. The entire main floor living area opens perfectly out to the large covered patio, back yard, and the pool/spa area making this entire area a beautiful four (4) season extension of the interior living space. The floor plan features a private ground floor primary suite, four (4) additional large bedrooms (all with private baths and walk-in closets), and numerous sitting areas/loft/dining spaces that can be utilized to suit multiple needs! Please see floor plans attached and CLICK ON TOUR LINK FOR A COMPREHENSIVE VIDEO WALK THROUGH . You will not find a better opportunity to secure a highly detailed, unique, luxury home in the WP area that offers the feel, presentation, and function of 1229 Via Del Mar. Located in the desirable Winter Park Via's location in top rated Dommerich/Winter Park School District and minutes to WP Raquet Club, Park Ave. Shopping, Winter Park Village, DT Orlando, Advent Health, ORMC and more. An exquisite Luxury Estate in one of Central Florida's most dynamic areas!

1229 Via Del Mar, Winter Park

$1,150,000
4 Beds 2.5 Baths Sylvan Lake Shores SubDv. 32789 Zip Code
Welcome to this stunning 4-bedroom, 2.5-bathroom POOL home with a NEW ROOF, offering a perfect blend of modern luxury and functionality, located in the desirable Sylvan Lake Shores neighborhood of Winter Park. The property boasts a thoughtfully designed open floor plan with dark oak wood floors and recessed lighting throughout, creating a bright and inviting atmosphere. The gourmet kitchen is a standout feature, equipped with a gas stainless steel range, pot filler, stainless steel hood, quartz countertops, a farmhouse-style sink, and a large island with seating—perfect for casual dining or entertaining guests. French doors open from the kitchen and living areas to a covered, paver lanai, where you’ll find an outdoor summer kitchen complete with a fridge, gas cooktop, grill with rotisserie feature, and vented hood. The outdoor living space also includes a TV, offering the ideal setup for year-round entertaining. Step into your private backyard oasis, fully fenced and surrounded by lush vegetation, a waterfall, and a water feature. The paver, heated pool provides a relaxing escape, while the expansive lanai runs the width of the home and features seating, dining, and lounge areas. Whether hosting a poolside gathering or enjoying a quiet evening, this backyard offers unparalleled privacy and tranquility. The home’s split floor plan ensures privacy for all, with the primary bedroom and two secondary bedrooms featuring French doors that open to their own private retreats. The primary suite has been fully remodeled and includes a spacious walk-in closet with built-ins and a safe, as well as private access to the pool deck. The luxurious en-suite bathroom boasts a dual-sink vanity, a throne room, and a large shower with a wand feature, creating a spa-like experience. Additional features include a Nest thermostat, Ring security system, a laundry room with a utility sink, and a 2-car garage. The office, which can be used as a fourth bedroom, offers built-in cabinets, shelves, and a closet, providing ample storage. The home also comes with a gas hot water heater and a new metal roof, ensuring energy efficiency and durability. Located just minutes from Winter Park's vibrant shopping, dining, and top-rated schools, this home offers a rare opportunity to enjoy modern living in one of Central Florida’s most sought-after areas. Schedule your private showing today and discover the perfect blend of comfort, luxury, and outdoor living!

345 Sylvan Boulevard, Winter Park

$949,900
3 Beds 2 Baths Conwill Estates SubDv. 32789 Zip Code
NEW PRICE! Timeless Elegance in the Heart of Winter Park! Discover the perfect blend of charm and modern luxury in this stunning 3-bedroom, 2-bathroom POOL home, located in the highly sought-after “Tree Streets” neighborhood of Winter Park. From the moment you step inside, you'll be welcomed by an open-concept kitchen, dining, and living area designed for both style and functionality. The beautifully updated kitchen features TOP-Of-THE-LINE GE Café stainless steel appliances, including an induction cooktop, double oven, and a Bosch ultra-quiet dishwasher, all installed in 2023. Complemented by professionally painted cabinetry with pull-out shelving, a spacious island extension, quartzite countertops and backsplash, and premium Kohler fixtures, this space is a chef’s dream. The primary bedroom exudes tranquility with its serene ambiance and custom-designed walk-in closet. Adjacent to this private retreat, an office overlooks the sparkling pool, offering a peaceful workspace. Both bathrooms have been meticulously remodeled to deliver a luxurious, spa-inspired experience. The EXPANSIVE FAMILY ROOM is ideal for entertaining or unwinding, featuring new French doors that open to the pool area. The entire interior has been professionally painted. Outdoors, you'll find a sprawling deck perfect for lounging or hosting, alongside the shimmering SALTWATER POOL, newly added in 2022. Lush tropical landscaping surrounds the space, providing privacy and a resort-like atmosphere. This home is packed with upgrades, including designer light fixtures, dimmable recessed lighting, and a state-of-the-art HVAC system with a 22 SEER variable speed unit and humidity control (installed in 2023). The back living room also boasts a 20.5 SEER mini-split system, both covered by a 10-year warranty. Owned solar panels and Roof (both new in 2019) provide energy savings. Double-paned windows with plantation shutters, a full-home re-pipe and rewire have been completed in recent years ensuring value and efficiency. Additional outdoor improvements include a new sprinkler system, fresh sod, landscaped garden beds, a paver pathway, a retaining wall, and new gutters. Nestled on a quiet, tree-lined street, this neighborhood offers easy walkability to Phelps Park (with tennis and pickleball courts) and the serene Kraft Azalea Garden. Downtown Winter Park and the Winter Park Village are both less than two miles away. Take moment to visualize yourself in this beautiful property and then make an appointment to see it in person, you won't be disappointed!

1762 Chestnut Avenue, Winter Park

$879,000
3 Beds 3.5 Baths Lake Spier Crossing SubDv. 32792 Zip Code
Special financing or closing cost credits available to qualified buyers. 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! Don't miss your opportunity to win this extraordinary move-in ready new residence located between the tranquil shores of Lake Spier and Lake Compton, within the exclusive Lake Spier Crossing community in Winter Park. Featuring 10 impeccably designed two-story townhomes, this enclave of contemporary living is crafted by Meridian Homes, Winter Park's premier builder. Expect modern architectural brilliance and thoughtfully planned floor layouts for stylish, hassle-free living. Meticulous attention to detail is evident indoors and outdoors. The kitchen includes state-of-the-art stainless steel appliances and elegant stone countertops, complemented by luxurious hardwood flooring throughout. Convenience is prioritized with in-unit laundry facilities and a two-car garage. Residents of Lake Spier Crossing enjoy exclusive access to three private docks, perfect for paddleboarding, kayaking, or fishing. This exceptional location offers proximity to Lake Baldwin Dog Park and the picturesque Cady Way Trail, ideal for an active outdoor lifestyle. Enjoy the convenience of walking to Downtown Baldwin Park for dining, shopping, and entertainment, or taking a leisurely 10-minute bike ride to the iconic Park Avenue. Access to Winter Park's esteemed school district enhances the allure of this exceptional community.

1915 S Lakemont Avenue, Winter Park

$4,595,000
5 Beds 5.5 Baths Cloister Grove Sub SubDv. 32789 Zip Code
Experience the pinnacle of luxury living in this stunning five-bedroom estate situated on an oversized 120-foot wide lot on a tranquil and premier Vias brick street. This elegant Tuscan Mediterranean enjoys over 5,600 square foot of living space offering an exceptional blend of elegance and comfort, ideal for both intimate gatherings as well as grand entertaining. As you step through the foyer, you are welcomed to the open formal living and dining areas, with a wall of glass straight ahead capturing grand views of the sparkling pool and beautifully landscaped backyard. The heart of the home is the spacious, chef-inspired island kitchen, featuring top-of-the-line appliances, a hidden walk-in pantry, and a 12-by-12 breakfast nook. This space seamlessly connects to the main casual gathering room and additional flex/media room beyond, making it perfect for hosting large gatherings. The gathering area is anchored by gorgeous built-ins and a modern linear fireplace, with large sliding glass doors that open to the expansive covered lanai, blending indoor and outdoor living. The flex/media room is bathed in natural light, thanks to oversized picture windows that frame lush backyard/pool views as well. It also features a glass-enclosed, temperature-controlled wine room and a powder/pool bath that leads to an outdoor shower. On the opposite side of the main level, there is a stately office/library, with its wall of built-ins, providing a peaceful workspace with full views of the front courtyard. The grand primary suite is a true retreat, the gracious space includes a sitting area, a spa-like primary bath, two ample walk-in closets, and access to a private, trellis-covered courtyard with a fountain. The first floor also includes a hidden full guest suite with an ensuite bath. Upstairs, you'll find a large loft/bonus room with built-ins, along with three additional bedroom suites, each boasting ensuite baths and walk-in closets. The private backyard is an oasis, featuring a beautiful, tropical pool with a waterfall feature, a relaxing spa and lush mature grounds. The covered lanai extends your living space outdoors, complete with a seating/lounging area with a gas fireplace and TV, a summer kitchen, and room for alfresco dining. A split three-car garage and a picturesque brick paver driveway enhance the home's curb appeal. Situated in the highly sought-after The Vias neighborhood of Winter Park, 1231 Via Salerno offers the perfect blend of privacy and convenience, just minutes from upscale dining and shopping on Park Avenue, the Winter Park Racquet Club, Interlachen Country Club, and top-rated schools. This is a rare opportunity to own a truly exceptional home in one of Winter Park's most desirable locations.

1231 Via Salerno, Winter Park

$1,590,000
4 Beds 3.5 Baths Town Of Winter Park SubDv. 32789 Zip Code
Immerse yourself in the serenity this modern boutique home offers in the heart of Winter Park, FL. Walking up you are greeted by an adorable front patio enticing you to enjoy your favorite beverage amongst the lush landscape. Once inside the arched entry door you will be transported to an open floor plan with lots of natural light adorned with oversized windows, showcasing flora at every turn, beautiful lighting, and nature-inspired tile up against a darker pallet of appliances and cabinetry. The kitchen is complete with Z Line gas range/oven and hood along with an oversized sink and Z Line dishwasher and refrigerator. The Kitchen also features ample built-in pantry cabinets. This home offers a comfy dining area where additional dining is incorporated in the kitchen island design. The great room opens up to a spacious outdoor patio area and luxurious pool encased in a tunnel of bamboo. An outdoor shower and pool bath are also featured in this area. Back inside as you roll upstairs you will have a close up view of the beautiful foyer chandelier and be invited by double entry doors into the master bedroom, bathroom and walk-in closet. Upstairs there are also 3 more bedrooms and 2 full bathrooms located down a brightly lit hallway. 840 W Comstock is nestled in the popular downtown Winter Park area where shopping and restaurants are just a short stroll down the street and is zoned for the top-notch public schools, Audubon Park K-8 and Winter Park High School. Schedule your visit today and fall in love with this dreamy home!

840 W. Comstock Ave., Winter Park

$329,900
2 Beds 1 Baths Village Condo SubDv. 32789 Zip Code
Location.... Location.... Location.... First Floor Condo situated in the heart of Winter Park and walking distance to Park Avenue, Rollins College, Winter Park Village and Sun Rail. The condo has been recently renovated with new appliances, led lighting, wood, tile, and stone finishes and there are NO units above this one. You have access to a "new" private deck just right outside the unit back door to just relax and enjoy a quiet evening. No Condominium Assessments and All Major Building Components/Projects (Roof, Fencing, Driveway, Landscaping, Lighting, Painting) have been completed Within the Last 7 Years! This home is "wireless" from the doorbell to the electrical switches and ceiling lights which can be dimmed for a relaxing mood. It is set up on a Google Home Platform and can be controlled remotely. A nest thermostat, doorbell and a state of the art wireless Blue ADT alarm system that is self-monitored with backup capabilities to ensure notifications of events. There is a new all-in-one washer/dryer for a one-time load and done. The unlimited hot water system maintains constant temperature based on your convenient and easy dial setting and comfort. The kitchen has modern track lighting and granite counters. Custom white plantation shutters and crown molding throughout the home. There is one assigned parking space with ample parking for another vehicle and guest parking. The location in Winter Park is ideal and is located near the police and fire station. This home has everything you need to enjoy the Winter Park lifestyle and cultural events.

500 N Pennsylvania Avenue Unit E, Winter Park

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