1860 Via Contessa Winter Park, FL 32789

$1,999,000
7 Beds
6 Baths
6,854 SqFt
Status Pending
MLS # O6161682
Property Type Single Family Residence
Price Type --
Under contract-accepting backup offers. MAJOR PRICE IMPROVEMENT! Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more. Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace. Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer. The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table. The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck. Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

2519 Chantilly Avenue Winter Park, FL 32789

$1,595,000
4 Beds
4.5 Baths
3,448 SqFt
Status Active
MLS # O6154620
Property Type Single Family Residence
Price Type --
Welcome to your dream home in the heart of Winter Park, FL! Nestled in the delightful community of Winter Park, this stunning residence at 2519 CHANTILLY AVENUE eagerly awaits its new owners. Prepare to be captivated by the perfect blend of modern elegance and timeless appeal in this meticulously crafted abode. Upon entering, you'll immediately notice the spacious and inviting living areas, adorned with tasteful finishes and flooded with natural light. Boasting 4 bedrooms and 4.5 bathrooms spread across 3,448 square feet of living space, this home offers ample room for comfortable living and entertaining. The heart of the home lies in its beautifully appointed kitchen, featuring sleek stainless steel appliances, quartz countertops, and ample counter space, making meal prep a joy for any culinary entusiast. Range is dual fuel, gas on top and electric oven. Indulge in relaxation and tranquility in the luxurious master suite, boasting a serene ambiance and an ensuite bathroom complete with dual vanities and a soaking tub, providing the ultimate retreat after a long day. Step outside to your own private oasis, where lush landscaping and a spacious backyard create the perfect setting for outdoor gatherings and al fresco dining under the stars. Conveniently situated in Winter Park, you'll enjoy easy access to top-rated schools, upscale shopping destinations, fine dining establishments, and recreational opportunities, ensuring a lifestyle of comfort and convenience for you and your family. Don't miss your chance to make this exquisite Winter Park retreat your own. Schedule a showing today and experience the epitome of Florida living at 2519 CHANTILLY AVENUE.

3035 George Mason Avenue Unit D-17-a Winter Park, FL 32792

$115,000
1 Bed
1 Bath
549 SqFt
Status Active
MLS # O6160030
Property Type Condominium
Price Type --
STUDIO CONDO LOCATED IN WINTER PARK PERFECT FOR SOLO LIVING OR FOR COUPLES. GROUND FLOOR UNIT WITH 549 SQFT. HAS A COMBO LIVING AREA/BEDROOM WITH NEW KITCHEN CABINETS AND GRANITE. COMMUNITY OFFERS A POOL WITH A DOG PARK. CALL WITH ANY QUESTIONS.

7604 Aloma Pines Court Winter Park, FL 32792

$399,899
3 Beds
2.5 Baths
1,872 SqFt
Status Active
MLS # O6159923
Property Type Townhouse
Price Type --
TOWNHOME IN GATED COMMUNITY 3 BEDROOMS 2.5 BATHS 1 CAR GARAGE. MOVE IN READY

1976 Shadyhill Terrace Winter Park, FL 32792

$569,900
4 Beds
2.5 Baths
2,300 SqFt
Status Active
MLS # O6156969
Property Type Single Family Residence
Price Type --
This home is perfect for family living. It is a 4/2.5 with a large 1st floor master bedroom. The property sits on a common area adding to the generous back yard space. The kitchen includes stainless steel appliances and eat-in dining. The formal dining area connects to the living area which has a beautiful view of the large in-ground pool. The roof and AC have recently been replaced, and original windows have been replaced with impact windows and impact French doors. The new wood laminate floors add to the beauty and warmth of this gem. Upstairs you will find 3 bedrooms, a bathroom and a loft that may be used as an office or play area. The laundry room is inside and includes adequate storage. Even the garage is well kept and has Epoxy Shield coating. The Autumn Glen community includes a park with a beautiful fountain. The owner has been meticulous in the maintenance of this home.

7661 Bent Bow Trail Winter Park, FL 32792

$599,999
4 Beds
3 Baths
2,340 SqFt
Status Pending
MLS # O6159358
Property Type Single Family Residence
Price Type --
Under contract-accepting backup offers. MULTIPLE OFFERS. Don’t miss the opportunity on this exceptional Winter Park Home. This sprawling 2,342 sf, 4 bedroom, 3 bath, POOL HOME is located in the desirable Arrowhead community - a top-rated Winter Park school district. Close to downtown, shopping, restaurants, YMCA, and Park Avenue. This property boasts TWO PRIMARY SUITES, TWO FAMILY ROOMS, formal dining, OPEN CONCEPT with WOOD BURNING FIREPLACE and designer kitchen and bathrooms. Enjoy the covered patio, while watching friends and family enjoy the pool and large fenced in backyard. This home is ideal for entertaining, housing multi-generational families, accommodating your small business, home gym, and more! There are so many options for this amazing and rare layout! Experience peace of mind with a newer roof (2017), new cabinets, new flooring, new plumbing, new AC ducts, and new electrical throughout the entire home. HIGHEST AND BEST OFFERS IN BY SUNDAY 5/5/24.

1635 Highland Road Winter Park, FL 32789

$3,500,000
5 Beds
5.5 Baths
4,325 SqFt
Status Active
MLS # O6157505
Property Type Single Family Residence
Price Type --
One or more photo(s) has been virtually staged. Step into the lap of modern luxury with this new gem in Winter Park, FL! This 5-bedroom beauty is more than just a home; it’s a lifestyle upgrade. The open, sunlit spaces effortlessly blend modern design with everyday comfort. The kitchen? It’s a chef’s dream with top-tier appliances. Venture outside and you'll find a serene pool surrounded by lush greenery - a private escape in the midst of suburban life. It’s not just a house; it’s your personal retreat. And let’s talk location – Winter Park charm meets convenience. Top schools, cultural hotspots, and a vibrant community are practically neighbors. Elevate your everyday in this modern masterpiece that’s not just a home; it’s a statement.

1250 S Pennsylvania Avenue Unit 8 Winter Park, FL 32789

$855,000
3 Beds
2.5 Baths
1,957 SqFt
Status Active
MLS # A4589811
Property Type Townhouse
Price Type --
Quiet Virginia Heights Neighborhood with Stunning: private lake access park, stroll to town around lake Virginia, directly across street from Mead Gardens, 2 short blocks to WP Tennis Center, Azalea Playground Park, New 7 Oaks Park, And less than a 1/2 mile stroll to New Orange Avenue Shops & Dinning. Quiet, distinctive and dramatic 3 bedroom, 2.5 bath unit boasts custom wood cabinets, granite counter tops, walk-in butler's pantry, kitchen island, Front load washer and dryer, designer lighting fixtures, hard wood floors and spiral staircase with decorative wrought iron, travertine stone bathrooms, zoned air conditioning, and much more. You'll love relaxing or entertaining in the private South screened atrium or on the spacious rooftop terrace with bonus storage room or conversion! This unit is in the Charming Virginia Heights Neighborhood and a beautiful amble to Park Ave. It also has access to a private lakefront neighborhood park with direct access to Lake Virgina (chain of lakes) for easy paddle boarding and kayaking (with new storage racks). -Building, newly repainted and has brand new roof. specific unit is on the non-street side for your own very private oasis.. Building pre-built for Elevator option to Rooftop!

1695 Lee Road Unit D209 Winter Park, FL 32789

$144,000
1 Bed
1 Bath
638 SqFt
Status Active
MLS # O6157921
Property Type Condominium
Price Type --
Financing fell through.! Are you looking for a 1 Bedroom, 1 Bath condo? Look no further! New Electrical Panel! This lovely 2nd floor unit is located in desirable Winter Park with convenient access to major highways and shopping. The balcony has a view of the courtyard , which includes the community pool and playground. Internet and cable is also included with the condo fee. Property is currently leased. Schedule your viewing today.

1902 Strathaven Road Winter Park, FL 32792

$808,000
4 Beds
3 Baths
2,124 SqFt
Status Active
MLS # O6157948
Property Type Single Family Residence
Price Type --
This 4 bedroom, 3 bath Split Plan includes 2124 sqft of Living Area that has been Professionally Renovated in Winter Parks Kenilworth Shores, enjoying Private Keyed Access to Beautiful Lake Berry with Boat Ramp and Dock! Custom Master Suite Addition was Completed in 2022.....Creating a Private, Spa-Like Master Retreat with Large Bright Master Bedroom and a Huge Master Bath featuring a Free Standing Tub, Separate Glass Enclosed Shower with rain head, Private Commode Room, Magnificent Walk In Closet, Dual sinks in Stone Vanity Tops, and Recessed Lighting Throughout. This addition includes a Separate Laundry Room with Undercounter Samsung washer/dryer, butcherblock countertops, undermount Utility sink, Built in Storage Cabinetry, and Slate Flooring. Upgraded High Efficiency Mitsubishi Mini-Split Heat Pump system, and a Tankless gas water heater. The Gourmet Kitchen features Stone Countertops, Farmhouse sink, White Shaker All Wood 42 Cabinetry, Stainless Steel Frigidaire Gallery Appliances with a Gas Range, and a Large walk-in Pantry with restaurant style shelving racks. A Butlers Desk provides the perfect family organization/Homework area. Bright Open Insulated Glass Surrounds the Den area providing a perfect cozy evening retreat. The Fully Renovated Original Master Suite includes an ensuite bath with shower, and the 3rd and 4th bedrooms are served by a generous hall bath with tub and a double vanity. Huge Oversized Lot (.31 acres) with privacy fenced Yard and plenty of room for a future pool. Escape to the professionally landscaped/Fully Sprinkled/ Mature Florida tropical outdoors and unwind with the 10' x 20' Covered/Screened rear pavered patio outdoor living space that brings this homes Total Area up to nearly 3000 sqft!. The rear yard Firepit and Lighting provides a gathering area with an ambiance of warmth and sophistication. Builders New Renovation Warranty is Available. Voluntary HOA Membership Provides keyed access to the Associations Gated Boat Ramp and Dock on the neighboring 76 acre Private Lake Berry. Skiing and Fishing are just a short 3 min walk away! Don’t miss the opportunity to make this remarkable home and Lifestyle your own! Nestled in a serene neighborhood with beautiful tree lined Steets and mature tropical landscaping, the incredible location of this Builders Personal residence offers proximity to the Lake Baldwin Dog Park and the picturesque Cady Way Trail, catering to an active outdoor lifestyle. Delight in the convenience of walking to Downtown Baldwin Park for dining, shopping, and vibrant nightlife, or take a leisurely 10-minute bike ride to the iconic Park Avenue. With the added benefit of access to Winter Park's renowned school district - walking distance to Baldwin Park, Lake Baldwin Park Dog Park, the Lake Baldwin Running Trail, Blue Jacket Park, Cady Way Trail. Walk to Winter Park High School, Brookshire Elementary, and Glenridge Middle. Just a comfortable Bicycle Ride and you’ll arrive at Ward park, Babe Ruth Ball Fields, Cady Way Pool, Advent Health Center/Winter Park Hospital, and all that Park Avenue and the Rollins College area has to offer!

1806 Linden Road Winter Park, FL 32792

$445,900
3 Beds
1.5 Baths
1,748 SqFt
Status Pending
MLS # O6157847
Property Type Single Family Residence
Price Type --
Private, renovated, and perfectly located. This single-story Winter Park home has 3-bedrooms, 1.5-baths and is located within the desirable Tanglewood community which has easy access to surrounding restaurants and retail in Casselberry, Maitland and Winter Park as well as to SR-436 to the Orlando International Airport. The Kitchen is bright and has been beautifully renovated recently. The open floor plan includes the Kitchen, Dining and Living areas. Exiting out the french doors is the spacious (20’x20’) Florida Room with lightly stained tongue and groove planking on the ceiling. Flanking to the side is the 200 sqft Utility Room with a mini-split unit and is furnished with a large capacity washer and dryer. Out back of the Florida Room is a 20’x20’ covered patio complete with tongue and groove ceiling planks, a jetted spa, outdoor TV, roll-down shades for privacy, and is surrounded with accent lighting. The corner lot is secured on the two street sides with wrought iron gates and the interior sides have vinyl fencing. The yard is immaculately landscaped with flowering plants, zoysia grass, and a few fountains. Most of the home has metal roofing except for the Florida Room has a membrane layer. The home abounds with fantastic finishes and features which must be seen to truly appreciate. Following sunset, your oasis awaits. With an Acceptable Offer, Sellers willing to contribute up to $8,000 towards Buyer’s closing costs at closing.

1001 Anchorage Court Winter Park, FL 32789

$7,250,000
5 Beds
6.5 Baths
9,075 SqFt
Status Active
MLS # O6156666
Property Type Single Family Residence
Price Type --
Exquisite Winter Park estate designed by award winning architect Larry Boerder. Located just steps from Park Avenue’s upscale boutique shopping and restaurants, this architectural masterpiece is the epitome of luxury Winter Park Living. From the Restoration Hardware lighting, to the Thassos marble floors, nero marquina marble fireplace, laser cut stainless steel art panels, and designer finishes throughout, no expense was spared during the construction of this stunning residence. As you step through the custom glass front doors, you’re immediately greeted by the soaring 18-foot ceilings of the great room. The expansive kitchen is a chef’s dream, featuring imported custom cabinetry, marble countertops, Wolf & Subzero appliances, and the crown jewel, a French La Cornue gas range. Owners can choose from two primary bedroom suites, both with top-of-the-line custom closets, rich wood floors, and spacious spa baths. On the second floor there are three additional ensuite bedrooms, two of which have access to a 25 ft long balcony overlooking the pool and impeccably maintained grounds. At the end of the 90 ft grand hallway, you will find a magnificent, curved staircase with a striking chandelier, and the entrance to the lower level which is an entertainers dream, featuring a bar, theater, fitness room, and a full bathroom. Additional features include a home office, lounge, wine cellar, and multiple laundry rooms. Exterior amenities include a travertine driveway, dual 2 car garages with room for car lifts if you’re a car enthusiast, a resort style back yard with a summer kitchen, 50 ft covered lanai for entertaining, a massive pool and spa, and a private putting green to practice your short game. Don’t miss your opportunity to own one of Winter Parks most remarkable residences.

3318 Amber Wood Way Unit 100 Winter Park, FL 32792

$190,000
2 Beds
2.5 Baths
1,031 SqFt
Status Pending
MLS # O6157348
Property Type Condominium
Price Type --
Under contract-accepting backup offers. Great investment opportunity for contractors & handymen!! Location, Location, Location. FOREIGN SELLER! FIRE DAMAGD IN KITCHEN AREA!! PRICE REFLECTS CURRENT CONDITION!!! 2 bedroom, 2.5 bath townhouse located off of Goldenrod Road, just south of University Ave located in the sought after community of Hidden Oaks!. Living and dining room combination, half bath, large kitchen with dine in area. Fenced in private patio. WATER HEATER REPLACED IN 2020 AND AC REPLACED IN 2022!! REMEDIATION & CHEMICAL CLEANING IS CURRENTLY BEING DONE THROUGHOUT THE UNIT. ALL INSULATION AND DRYWALL ARE CURRENTLY BEING REPLACED. UNIT IS BEING SOLD AS-IS AND ALL INTERIOR WALLS WILL BE READY FOR TEXTURE & PAINTING AFTER ALL WALLS ARE CLOSED & REMEDIATION IS COMPLETED. Community pool and playground. Close to UCF, Full Sail, Valencia and Rollins College. HOA fee includes water and trash pickup. all located on the main floor. Currently zoned for sought after WP High School. Plenty of shopping.

513 Worthington Drive Winter Park, FL 32789

$1,695,000
3 Beds
3.5 Baths
3,112 SqFt
Status Active
MLS # O6157218
Property Type Single Family Residence
Price Type --
Custom Modern Coastal Mediterranean, 3,112sf, 3-CAR GARAGE, 1/1 GUEST STUDIO with mini kitchenette or detached home office with coffee/wet bar. Main house has 3 bedrooms plus study, 2.1 bathrooms. Relax in your saltwater pool with fountain. Enjoy 4700sf of walkable area under roof including 2 lanais. This charming, luxury custom built home feels like new due to recent completed renovations including full modern gourmet Kitchen, full int/ext paint (including ceilings, trim, mouldings), updated balcony, painted garage, storage area, new modern 3-way LED light fixtures/ceiling fans, new screens over pool, pump, LED pool lights, salt cell, AC unit. The arched windows with custom Plantation shutters make the home light and bright. The architectural designed 50 year Tile roof provides a warm European design. How nice to arrive to your home and admire your professional pristine landscaped pet friendly yard and drive into your spacious 3-car garage with brick paved driveway, porches, walkways. Additional Features: courtyard, privacy wall, poolside cabana with mini kitchenette/wet bar and full bathroom (versatile as a study/home office, poolside cabana, casita guest studio with 1-bedroom, full bathroom, walk in closet, mini kitchenette offering pool and tropical garden views, surround sound, int/ext speakers thruout. Enjoy 2 wet bars, 2 gas fireplaces. The first floor features polished travertine stone, heart of pine wood upstairs. After a meet and greet in the courtyard, bring your family and guests into the home where a large archway leads you into the newly renovated chef inspired gourmet kitchen with quartz island offering seating for 4, floor to ceiling shaker cabinetry, Wolf 6-burner gas cooktop/range, mini beverage/wine chiller, dual sinks, large modern pendant lights, breakfast/dining nooks, offering views of pool, courtyard, gardens, living/family room with fireplace adjacent to kitchen. There is an additional large room with pool/garden views designed as a large living room, family room, currently used as dining room. The Primary bedroom suite, located on the first floor, has French doors/access and view of pool. Your suite offers a 2nd gas fireplace, built in arched shelving, tray ceiling, crown molding, walk in closet/ organizers, spa bathroom, jetted soaking tub for two, walk in shower and dual sinks. Second floor offers wood flooring, a media/rec room, mini kitchenette/wet bar, 2 additional bedrooms, bathroom. This area is designed to be versatile as an in-law suite with media or living room, mini kitchentte, own balcony, walk in closet, arched windows, and own AC unit. This custom-built home is well insulated with spray foam ceiling/attic insulation, foam poured in exterior blocks. Extensive Plantation shutters thru-out, 7 sets of 8-foot French double paned doors, tankless hot water, propane gas, large 400sf floored attic. There is a courtyard area with lanai or enjoy a beverage on the rear covered porch and watch the sunset or your 2nd floor balcony for the rocket launches. Owned by one owner who has taken meticulous care of home. Light/bright interior with private nature/garden views from all windows, ensures tranquility. Location: Bike or walk to Park Ave shops/restaurants, Farmer's Market, Rollins College, and 1 mile from Baldwin Park, Cady Way trail, 3 blocks to Phillip Crosby Wellness Center, medical facilitiesl & schools, UCF 15min. Airport 25min away. Center of Metro Orlando. NO OVERHEAD POWER LINES; UNDERGROUND!