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$2,325,000
3 Beds 5 Baths South Interlachen Place SubDv. 32789 Zip Code
Price Improvement……Welcome to South Interlachen Place, a luxury townhome located in downtown Winter Park. If you are looking for the perfect combination of elegance and luxury with high end finishes, convenient location, and an amazing outdoor space, then this downtown Winter Park townhome is perfect for you. Located just steps away from Park Ave, you will enjoy all the fine dining and shopping options the area has to offer. This home features a functional floorplan with 3 Bedrooms, 3 Full Bathrooms and 2 Half Baths at 3244 SF of living space with plenty of natural light. Ground level entry from the private front patio lead you to double glass entry doors entering the unit. This entry floor features the Foyer, spacious Living room and Dining room. Adjacent to the Dining area is a well equipped chef's kitchen featuring high end appliances, including Wolfe gas cooktop, Sub Zero refrigerator and center island with seating as well as a separate bar/coffee area equipped with a full wine refrigerator. The second level is dedicated to the Master Bedroom Suite, with spacious Master Bath featuring dual sinks, a free standing tub, large walk in shower and spacious walk in closet. The 2 secondary Bedrooms can be found on the third level, each with private Bathrooms. Smart home technology featuring Lutron lighting and Control 4 system, allowing you to access the home remotely. Each floor is accessible by stairs or by a private interior elevator from the underground garage to the rooftop terrace. The private rooftop terrace is the perfect place to relax and unwind while still being in the heart of the city. Equipped with a Summer Kitchen, BBQ, Beverage Frig, Half Bath, Pergola (with electrical louvers) to keep the area shaded while you dine as well as a separate sitting area with Fireplace and surrounding planters for those garden enthusiasts. You'll also have a secure private garage, so you can park with peace of mind. Guest parking is available for your visitors and guests. This is the perfect townhome while still enjoying the luxury lifestyle of Winter Park. Don't miss out on this amazing opportunity!

125 S Interlachen Avenue Unit 2, Winter Park

$905,000
2 Beds 3 Baths Sylvan Lake Shores SubDv. 32789 Zip Code
"THE TRIANGLE HOUSE" New Roof, freshly painted outside, 2 airconditioners 1 new last year. 2 gas fireplaces, one in the master bedroom, the other in the living area. Creme Mafil floors and countertops. High ceilings throughout and a spectacular lot make a special setting for this sophisticated home. Mature landscaping gives privacy and beauty to a wonderful setting on a beautiful brick street in the heart of Winter Park. The street is extremely quiet with little or no traffic as it is a circle that only residents go down. . Large living and dining area opens to a well-planned kitchen with creme marfil floors, a kitchen bar and creme marfil countertops, and custom kitchen cabinetry. The first floor boasts a full bath with shower, laundry room, living area and dining area, counter bar area, and bay windows. Beautiful wood stairs with stainless steel and glass handrails and large windows lead to the second floor. Beautiful wood and glass sliding doors lead into the master suite. The large master bedroom, bath, dressing area, and office give privacy to the owners. Leading into the master suite, are beautiful opaque glass doors that add beauty and also privacy. The oversized master suite has a fireplace, stained glass window, and a spectacular bathroom and closet area. The master shower is oversized and off the bathroom is a private office that could be changed into a nursery exercise room, or private area. The Second Om suite has a jacuzzi tub and a beautiful stained-glass window over the jacuzzi area. Nice closet space and a view over to the lake. It is located on a brick street in desirable and friendly old Winter Park nationhood walking distance to Rollins, Park Ave and the chain of lakes restaurants, and shopping. The home has new air-conditioning on the first floor, a whole house generator, a gas stove and fireplaces, and a new lawn. Savannah's walled garden is perfect for cozy entertaining. This is a lovely home with a lot of flare!

1500 Harris Circle, Winter Park

$285,000
2 Beds 3 Baths Sandalwood Creek Condo Ph 02 SubDv. 32789 Zip Code
NEW PRICE!!!!!! A VERY DELIGHTFUL WINTER PARK CONDO awaits your purchase in desirable 32789. Stylish and updated, this two bedroom with 2.5 baths is a rare find, and is perfect for the buyer who wants an easy commute to so many places. Situated between HWY 17-92 and SR 436, this location is close to good schools, restaurants and shopping in both Winter Park and Maitland. The location also makes a convenient starting point for commutes to UCF, Full Sail, and to the Orlando International Airport. As you enter this home you are welcomed with good natural light, 18x18 tile floors, and a spacious LR/DR combo that is open to a kitchen with handsome granite counters and stainless appliances. There is a laundry closet with full size washer (2020) and dryer and a powder bath that completes the first floor plan. Upstairs there are two carpeted bedrooms and two baths both that have newer cabinets, hardware and granite counter tops. A complete HVAC system was installed in December 2022, and the complex roof was installed in 2021. The Sandlewood Creek complex has a community pool, and both guest and assigned parking. It is rare that a unit here comes on the market. Tenant occupied until September 30, 2023. The tenant could continue to lease if income investment is wanted by buyer, and if lease terms are suitable to all parties. This cute condo is calling your name!

287 Sandlewood Trail Unit 4, Winter Park

$2,725,000
4 Beds 4 Baths Killarney Point SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Lakefront luxury on the beautiful shores of Lake Killarney! Custom built with attention paid to every detail, this Mediterranean oasis delivers 4 spacious bedrooms, 3 full and 1 half baths, a library, theater room, climate controlled wine room, infinity edge pool and sweeping water views! 100’ of private lake frontage, 4 fireplaces, fiber optic lighting and a full Summer kitchen make this home an entertainer’s paradise. Step inside the grand front entry doors and be greeted by a panoramic view of Lake Killarney through the floor to ceiling windows. The custom 20’ stone fireplace is a striking feature of this open floor plan in addition to the travertine tile floors, and elegant floating staircase. Follow the natural flow into a chef’s dream kitchen featuring a hidden sub-zero refrigerator, Wolf gas range in the cooking island with granite counters throughout, and a comfortable casual breakfast nook with French door access outside and tons of natural light. The 3-sided stacked stone fireplace adds ambiance to the kitchen as well as a gorgeous custom-built library, and the beautiful living area, where 2-story windows complete with remote-controlled window treatments overlook Lake Killarney. The main floor features the 3 guest bedrooms, one with an en-suite bathroom. The staircase is a work of art and brings you to your personal retreat in the Owner’s suite, which features stunning lake views, a dual sided fireplace, sitting area, mini bar, oversized walk-in closet and a large private balcony! The en-suite bath features an expansive dual sink vanity for space and storage, jetted tub with lake views and a huge shower with dual shower heads and seamless glass doors. Also on the second floor is a bonus room which would make a great nursery, home office or gym, as well as a fully equipped and furnished media room. The backyard of this home is thoughtfully designed and one of a kind for the family that likes to entertain, offering a well equipped Summer kitchen with bar seating, fireplace, and a heated infinity pool with a zero edge spillover spa, colored lighting, and fire bowls. Bring your boat - the covered dock features a lift with electrical and a deck for watching the sunset over the lake! Call today and schedule your private tour of this lakefront sanctuary!

2138 Lake Drive, Winter Park

$1,211,000
4 Beds 4 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
Pre-Construction. To be built. Pre-Construction. to Be Built. You'll love this stunning brand new, 2-story Modern Mediterranean pool home located in the highly desirable Winter Park area. This 2-story property offers custom luxury design and materials. As you step inside you will notice the beautiful tones in the engineered hardwood flooring, modern light fixtures greeted with a beautiful dining/foyer living area leading to a generous kitchen. This home will offer opulent features that will accommodate the whole family. The kitchen will offer custom real wood cabinetry, quartz counter tops, wine fridge, over-sized island, 36’ high-end natural gas range top, in wall microwave, in wall convection oven, refrigerator and dishwasher. While you entertain guests in the family room, enjoy the view of the lanai with a beautiful summer kitchen for outside entertainment. The master suite is located on the first floor with a large walk-in closet with custom shelving. As you enter the large master bath, you’ll enjoy the freestanding tub and Shower combo on a daily basis. As you ascend the staircase to the second floor, there are three nicely sized bedrooms and two full baths. One of the bedrooms has a En-suite bathroom. The other two bedrooms share a bathroom. The home is being constructed and marketed as a custom home. Any proposed changes to selections will be at the sole discretion of Seller. No changes to the floor plan will be permitted. The seller reserves the right to make any and all necessary changes to ensure and facilitate efficiency of construction and completion. Interior finishes and colors are not final and to be determined. About the builder: Nautilus Homes has been building and renovating homes in the central Florida area for over 35 years. Many of the custom homes completed show attention to detail with great craftsmanship. Winter Park’s most desirable neighborhoods five-minute drive to distance to Phelps Park, the YMCA, Lakemont Elementary and Interlachen Country Club. Please reach out today for more detailed information!

1511 Palm Avenue, Winter Park

$6,850,000
8 Beds 10 Baths 0000 SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. This magnificent estate was originally built in 1938 with a major addition in 1999. The estate is nestled on nearly 2 acres of prime property on Lake Maitland on the Winter Park Chain of Lakes and walking distance to all the shops and restaurants on Park Avenue. As you drive up to the estate, you will be impressed by the entry gate that leads to the huge circular paved driveway complete with a fountain. For the car enthusiast, there are 2 separate garages totaling 7 spaces. There is plenty of additional parking as this house was built for luxury living and entertaining! The home spans 19,304 square feet under air and 25,124 square feet under the roof. There are two separate grand foyers to welcome you, with high ceilings, gorgeous staircases, and magnificent lake views. This home was built to showcase the stunning lake views from almost every room. There are multiple patios and balconies to offer the perfect spots to take in the incredible views. With a total of 8 bedrooms, 3 of which are master suites with ensuite bathrooms and massive walk-in closets there is no shortage of space in this home. In total, there are 9 full baths and 5 half baths making sure everyone has plenty of space in this Park Avenue Estate. Plus, there is a caregiver’s suite with private entries for live-in help. This home is equipped with 3 kitchens making any large gathering a breeze to accommodate! As well as 3 elevators so everyone can move about the estate with ease. The expansive estate is perfect for a multi-generational family, with plenty of bedrooms and bathrooms for everyone to comfortably live together. The grounds are simply beautiful, with mature landscaping and expansive lake views there is truly nothing like it. The possibilities are endless with this home! If you are looking for a one-of-a-kind property, this is it! The grandeur of this estate and its prime location makes it a truly unique find. Don’t miss your chance to own a piece of Winter Park history!

1190 N Park Avenue, Winter Park

$1,950,000
3 Beds 3 Baths Winter Park Old Town SubDv. 32789 Zip Code
NEW AND IMPROVED PRICE: Located in the heart of “The Golden Triangle” of Winter Park, this 0.43 acre property is approximately 125 feet wide by 150 feet deep. Discretely hidden behind a wall of podocarpus, this exclusive Georgia Avenue opportunity is only a few short blocks from the retail and restaurants located on Park. Live in the lovely, one-story 2,709 SF Santa Barbara style pool home currently sitting on the property as it is, add on and renovate it to make it your own or tear it down to build the custom home of your dreams. The current home includes a deep covered entry to greet your guests. Beyond the front door is an ample foyer and powder bath. Visible from the foyer are several old-world-style brick walls with gracious arches. Directly through the foyer’s arched opening you will find the entertaining areas — kitchen, dining and family rooms. The dining area is complete with a built-in bar. Updated countertops in the kitchen, lighting and neutral paint allow these flexible spaces to be well received by guests and owners alike. A touch of warmth is added by the masonry fireplace. Multiple sets of french doors and large scale windows allow for an abundance of natural light and a direct view of the enormous backyard. The mature landscaping, pool and broad brick patio area are ideal for entertaining or private enjoyment. Large scale windows also line the galley hallway to the right of the foyer where you will find the master suite featuring a renovated bathroom updated with a soaking tub, designer tile, lighting fixtures and vanities. Continuing down the hall are the two remaining bedrooms, a shared full bathroom and a bonus area. Incredible new house plans designed by the collaborative team of Cynde Norris and Jodie Warrick Konold of Scout & Company Lifestyle + Design are offered with the sale. The Kingston House plans reflect a 6,010 SF estate in a Modern Tudor style with five bedrooms, plus an office and detached Casita as well as an accompanying six full and one half bathrooms.

870 Georgia Avenue, Winter Park

$2,140,920
4 Beds 5 Baths Tangerine Court SubDv. 32789 Zip Code
Under Construction. Location, functionality, beautiful construction and a host of amenities make this the perfect place to call home. Historic oak trees dripping with Spanish moss invite you to the quiet serenity of Burks Circle. This home's warm, contemporary vibe is perfectly situated on this oversized, corner lot. As you step through your entry porch, hardwood floors welcome you into your open concept residence. The first floor is designed for fun and casual entertaining. Everyone will have plenty of room in the giant 35' x 28' great room which encompasses your spacious 19' x 18' kitchen with not one, but two islands, the 16' x 12' dining room and the 18' x 17' family room. All of these spaces overlook your sprawling rear lanai, summer kitchen and sparkling pool. Other must-haves you'll find on the first floor are the 16' x 12' master suite, mudroom and walk-in pantry. A switch-back staircase leads you to the second level where you will find 3 more sizable bedrooms, each with their own en-suite bathrooms. An 18' x 18' gathering room is the perfect Shangri-la for youngsters to hang out. A dedicated private office, overlooking the pool provides the perfect work-from-home balance. The professionally designed materials and finishes are what you would expect in a custom home. Advent Health, restaurants, shopping and idyllic parks are all less than 5 minutes away and this location is zoned for Winter Park schools. When construction is complete, all you have to do is move in and start enjoying life.

130 Burks Circle, Winter Park

$?
3 Beds 3 Baths Fairshores Place SubDv. 32789 Zip Code
Charming Winter Park Pool Home! This fantastic three bedroom, two and one-half bath home has been completely renovated inside and out with high-end finishes. New Tile floors throughout with beautiful inlay in the foyer, granite counters and cabinets in the kitchen and bathrooms, stainless steel appliances, freshly painted inside and out, all new windows throughout home with blinds. Hot water heater, plumbing, roof and HVAC all replaced in 2013. Great open floor plan with rooms that flow seamlessly. Family Room offers a wood burning fireplace, bar and sliding doors that lead to the patio and new marcited pool. Nice fenced yard, oversized lot and two car garage. All this with a Winter Park address! Do not miss this one!

2803 Riddle Drive, Winter Park

$?
5 Beds 4 Baths Sharon Place SubDv. 32789 Zip Code
This Elegant & Charming Cape Cod Revival home is fully renovated with 5 bdrms/3 full baths/2 half baths & is situated on a large lot. It's ideally located on a secluded cul de sac with towering trees in the heart of Winter Park. It features spacious Living & Dining rooms for formal entertaining with wood floors, crown molding & plantation shutters. The Kitchen hosts new GE Stainless appliances, wine refrigerator with built in wine rack plus eat in breakfast area. The Family room offers a built in media center, travertine mosaic tile & stone fireplace, surround sound & French doors out to spacious Lanai. Lanai comes with new brick paver flooring, bead board composite ceiling & designer fans. Enormous Master has a separate sitting/exercise area & a gorgeousnew bath. One of the best features of the home is the new detached home office/media room or playroom with wonderful wood floors, crown molding & inset lighting. All the additional baths have also been redone with travertine, granite & custom wood cabinetry. The expansive backyard offers plenty of space for play & room to add a pool & pool cabana, if desired. Its walking distance to Winter Park Racquet Club & minutes from downtown WP restaurants & shops. Don't miss the opportunity to live in this architecturally unique & appealing home in the very desirable WP School District! Also available for lease at $4750/month.

1217 Sharon Place, Winter Park

$?
3 Beds 3 Baths Landmark Winter Park Condo SubDv. 32789 Zip Code
Fourth floor luxury condo. Located just steps away from prestigious Park Avenue on historic Morse Boulevard. The Landmark is an award-winning architectural masterpiece with thirteen distinctive residences centered on a private open-air courtyard featuring an elegant fountain. Romantic gas lighting accentuates the courtyard and residences where lush window boxes overflow with colorful flowers. To those who favor the unique - these luxury condominium homes are one of a kind NEW construction with an "old world European feel". No detail has been overlooked with impressive artisan workmanship in the construction and design of the Landmark. These enchanting condominium homes are stunning, timeless and filled with charm. The Landmark is simply the finest residence in downtown Winter Park and this is your last opportunity to purchase one of the remaining developer-owned units. It is truly a Park Avenue state of mind.

140 E Morse Boulevard Unit J, Winter Park

$?
4 Beds 3 Baths Winter Park Hgts SubDv. 32789 Zip Code
Active with Contract. Lease in Place. Tenant comes with purchase at $3300 per month for 1 year plus month to month option after. Spanish Mission revival built by E2 Homes. Certified green construction in the "Tree Streets" of Winter Park. Original construction 1967. Complete ground up renovation in 2006 ensures an efficient worry free home for years to come.Separate office between kitchen and Master, split plan with four bedrooms, three full baths with spacious master retreat. Travertine floors in main living areas, custom cabinetry, butlers pantry, exotic granite counter tops, stainless appliances, and much more. Open kitchen that looks out to covered lanai area and large back yard with room for a pool. Drought tolerant landscaping creates a low water consumption yard. Don't wait until it is too late, make an appointment today! Also available for Lease at $3,500 per month.

1690 Oneco Avenue, Winter Park

$?
2 Beds 2 Baths Villa Siena SubDv. 32789 Zip Code
The Villa Siena Residences take sophistication to a new level offering the convenience of city living and the privilege of estate luxury.Reflecting the classic architecture of Tuscany's centuries-old Siena, Villa Siena combines Old World design and a carefree lifestyle in the heart of Winter Park. Offering 1,619 to nearly 4,000 square feet of living space, Villa Siena's eight distinct floor plans are appointed with superb features, including stone and hardwood floors, private balconies and Sub-Zero and Wolf appliances. With just four floors, Villa Siena imparts an intimate setting while delivering abundant amenities, including a club roomwith bar, billiards and card lounge, fitness center and a rooftop terrace. Villa Siena a quintessential turnkey property ideal for part-time residents and those with demanding lifestyles. Villa Siena's coveted downtown Winter Park location is replete withretail, fine dining and entertainment offerings and is in convenient proximity to the Alfond Inn.

315 E New England Avenue Unit 22, Winter Park