32789 Zip Code FL Key West Style Homes for Sale

4 Beds ⋅ 3 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Comfort, charm, and LOCATION are KEY for this unique, one-story, KEY West-style pool home with deeded access to Lake Virginia! Nestled on a brick-lined street in the highly sought-after Virginia Heights neighborhood, this location is truly one-of-a-kind, engulfed in the beloved culture and history of Winter Park, and within true walking distance of Rollins College, Park Avenue, and all the lively bustle of downtown Winter Park. Better yet, enjoy deeded lake access from the neighborhood lakefront park just a 3-minute walk from your front door, where neighbors gather for social events, holiday parties, and relaxing lake views. With a sprawling green lawn, dock, kayak/canoe storage racks, and picnic tables, the perfect daily retreat is just steps away. The home is move-in ready and bursting with charm, with over 2800 SF of thoughtfully designed space for everyday living and entertaining. The ideal, split-bedroom floorplan includes 3 bedrooms, 3 en-suite bathrooms, a private home office (or a 4th bedroom), cozy living room with a wood fireplace (piped for gas), dining room with a built-in lighted bar, large family room, and over 400 SF of covered lanai space overlooking the pool & backyard paradise. The oversized primary suite is truly special, with room for a sitting area, tons of built-in storage, and a mirrored barn door that opens to reveal a custom-designed spa bath, renovated down to studs in 2021. An absolute stunner, the primary bath features a large zero-entry marble shower, custom mahogany-topped vanity, maple board-and-batten walls, brass fixtures, and cypress vaulted ceilings, plus 2 walk-in closets and a third storage closet at the bedroom entrance. The sunny family room extends to the rear of the home, where French doors are equipped with retractable screen doors for enjoying the breeze indoors and out, in true Key-West style. Past the French doors, a travertine lanai stretches across the back of the home and overlooks a lagoon-style pool and travertine deck, with surrounding palms and lush tropical landscaping to create the perfect backyard oasis. The kitchen features Thermador appliances, with a gas cooktop and a brand new vent hood framed by a new marble backsplash, and new pendant lighting over the breakfast bar. Both secondary bedrooms have French doors that open to the covered lanai, and en-suite bathrooms. Other conveniences include a whole-house sound system with interior and exterior speakers, custom laundry room (renovated in 2021), and 2-car garage with built-in storage. Move-in ready, the home was completely replumbed in July 2025, with a new gas water heater, partial roof replacement (all new flat roof in Aug 2025), up-to-date electrical, and (2) recently serviced 2019 HVAC units with UV lights. Ask for list of improvements and a floorplan!

1450 Glencoe Road, Winter Park

$1,565,000

4 Beds ⋅ 3 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Experience the charm and comfort of this one-story, Key West-style pool home, nestled on a brick-lined street and canopied by majestic oaks in the highly sought-after Virginia Heights neighborhood. Within true walking distance of Rollins College and Park Avenue, and in the Audubon K-8 school district, this home was thoughtfully designed for everyday living and entertaining. The 2,662 SF home features a split-bedroom floorplan with 3 bedrooms, 3 en-suite bathrooms, a private home office (or a 4th bedroom), cozy living room with a wood fireplace piped for gas, dining room with a built-in lighted bar, a large family room, and a 400 SF covered lanai overlooking the pool & backyard paradise. The oversized primary suite is truly a retreat, with a sitting area plus a cozy window bench spanning a wall of windows with built-in cabinetry and shelves for ample storage. A mirrored barn door slides open to reveal a custom-designed spa bath, renovated down to studs in 2021. An absolute stunner, the primary bath features a large, zero-entry marble shower, mahogany-topped custom-crafted vanity, maple board-and-batten walls, brass fixtures, cypress vaulted ceilings, and windows overlooking the sparkling pool, with convenient top-down bottom-up privacy shades. Enjoy 2 walk-in closets, plus a third closet at the primary suite entrance that offers easy-access housing for the home’s AV equipment. The sunny family room, lined with built-ins and a custom-designed “wall of books,” extends to the back of the home. French doors with hidden screens open to the private backyard oasis, showcasing a travertine lanai, lagoon-style pool, and travertine deck surrounded by palms and lush tropical landscaping. At the heart of the home sits the kitchen with Thermador appliances— gas cooktop, built-in oven, convection oven/microwave, and dishwasher— and a breakfast bar, plus a brand new vent hood framed by a new marble backsplash, and new under-cabinet and pendant lighting. Both secondary bedrooms have French doors that open to the covered lanai, while the rear left bedroom offers a private, en-suite bathroom renovated in 2021, wrapped in marble and brass with coil-heated floors and a custom Kohler air-jet soaking tub. Other conveniences include a whole-house sound system with speakers in every room as well as the rear lanai, and a custom laundry room (renovated in 2021) that leads to a 2-car garage with built-in storage. Virginia Heights is truly a special neighborhood, offering residents deeded access to a private lakefront park that's just a 3-minute walk from this home. This hidden park was deeded to the property owners of Virginia Heights in 1922, and includes a dock on College Point directly across from Rollins College, canoe/kayak racks, tables for airy picnics in the lake breeze, and a sprawling green lawn where neighbors gather for social events, holiday parties, or just to enjoy the lake view. A part of the beloved culture and history of Winter Park, this unique property is just minutes from Rollins, the shops and restaurants of Park Avenue, and all the lively bustle of downtown Winter Park. Recent upgrades include a complete replumb and new gas water heater (July 2025), a partial roof replacement (all new flat roof), landscape clean-up/refresh, fresh paint inside and out, and all new lighting and ceiling fans throughout. Ask for list of improvements and a floorplan!

1450 Glencoe Road, Winter Park

$2,495,000

4 Beds ⋅ 5 Baths ⋅ Robert Dhu Macdonald Park SubDv. ⋅ 32789 Zip Code

Now offered at $2,495,000—an outstanding value for a thoughtfully designed pool home on a spacious lot in Winter Park’s most sought after neighborhoods. Located in the heart of the “Golden Triangle”—the core residential district just a short walk from Park Avenue’s world-class shopping and dining—940 Lincoln Circle is a beautifully renovated West Indies/Key West-style home that blends architectural charm, comfortable elegance, and thoughtful functionality on an oversized .33-acre lot. With 4 bedrooms and 4.5 bathrooms across 3,551 square feet, this home lives primarily as a one-story layout, enhanced by a private upstairs suite with bedroom, full bath, and bonus room—accessible from both inside and a separate outdoor entry. Ideal for multigenerational living, guests, or private work/living quarters, this flexible plan is rarely available in such a prime location. A gated front porch and covered entry open into the foyer and an expansive formal living room with vaulted wood-paneled ceilings and gas fireplace. The space flows easily into the dining area and kitchen, which overlook the screened porch and backyard oasis. The kitchen is appointed with marble countertops, custom cabinetry, gas cooktop, cabinet-paneled Sub-Zero refrigerator/freezer, double ovens, and a walk-in pantry. A custom wine room—perfect for entertaining—sits just off the main living space. A nearby den (or optional fourth bedroom with closet) is paired with a bright enclosed Florida room currently used as a home office with rose garden views. This wing connects to a full bath and a secondary bedroom at the front of the home. A stylish powder bath is conveniently tucked away for guests. The private primary suite is positioned at the rear of the property and features a soft entry, dual custom closets, outdoor access, and a beautifully appointed bathroom with dual vanities, glass-enclosed shower, soaking tub, and private water closet. Upstairs, a second guest suite with bonus/flex room and full bath is ideal for visitors, a gym, or studio. At the rear of the home, a welcoming family room with fireplace opens to the covered lanai and kitchen, offering ideal indoor-outdoor flow. The backyard is a fully fenced retreat with lush landscaping, renovated saltwater pool with new equipment, and mature trees surrounding multiple hardscape patios and garden paths. A well-appointed full bathroom with exterior access off the screened patio offers convenient functionality for pool use, gardening, or even dog washing—enhancing the home’s seamless indoor-outdoor lifestyle. The outdoor kitchen includes a Blaze grill, Fire Magic refrigerator, Blackstone griddle, stainless sink, storage cabinetry, and vent hood—creating a true resort-style environment. The oversized two-car garage features epoxy floors, built-in storage, and space for larger vehicles. Additional highlights include two Rinnai tankless water heaters, 2024 Trane condenser, 2019 Mitsubishi mini-split, full-house Generac generator with transfer switch, motorized shades by The Shade Store, and a well-appointed laundry room with built-in cabinetry, utility sink, and yard access. A rare opportunity in Winter Park’s most walkable and desirable neighborhood.

940 Lincoln Circle, Winter Park

$425,000

2 Beds ⋅ 2 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Central Florida! • Bedrooms: 3 bedrooms, offering comfort and functionality. • Location: Situated on a serene street, providing the quintessential Winter Park lifestyle. • Roof: Recently replaced, ensuring long-term durability and peace of mind. • Fireplace: Cozy wood-burning fireplace, perfect for relaxing evenings. • Lot Size: Expansive lot with endless possibilities for outdoor living, gardening. This stunning home is a must-see! Perfect as a cozy retreat or an exceptional investment opportunity in a prime location. all the information is intended to be accurate and must be verified by buyers / realtor agent.

1550 Indiana Avenue, Winter Park

$1,750,000

4 Beds ⋅ 5 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. New Price!! Motivated Seller. Beautiful Winter Park pool home walkable to the East End Market. This Modern styled home has a Coastal feel with its straight lines and West Indies touches of wood. Located in the Northwood Terrace neighborhood where you blend the best locations of Winter Park and Baldwin Park. A lush Zoysia lawn with tropical landscaping and blooming annuals WOW you as you walk up the expansive double drive and entry. An 8-foot French glass door with side lights adorns the front elevation. The Modern sconce lighting and decorative cedar corbels complete this custom Coastal feel. An open gallery with twelve-foot-high ceilings boasts inlaid wood and LED lighting. To the right there is a thoughtfully designed first floor guest suite. This suite lends itself to a multi-generational space for guests. Within, another French door offers natural light to the suite. A walk-in shower with beautiful tile/fixtures is just to the right. The grand feel down the gallery continues as double doors roll open to reveal a large office space as does the Great Room opening to an expansive 2 story room. This generously sized room features a 4-panel sliding door, second story ship-lap wooden wall feature with views to the rear entertaining space. Adjacent, is the dining area with a covered patio perfect for coffee/breakfast. Back inside, the kitchen is quite the showstopper. Mitered edge double thickness Quartz counter tops give a rich feel as does the Thermador Appliance Package. The 48" Freestanding gas range features six-star shaped burners, as well as a griddle. Perfect for quick appetizers or searing your favorite steak or tuna. The 36" Thermador refrigerator offers much space and thoughtful design. A Thermador undercounter microwave is quiet and out of sight. A walk-in pantry has high shelf racks for storage. There is a large glass window behind the sink allowing an abundant amount of natural sunlight. The primary bedroom is situated behind the great room and features a recessed ceiling with custom wood inlaid and is complete with LED lighting. Hunter Douglas motorized shades are at your beckoning call for complete light out or just filtered light. Another rolling door reveals a luxury treat as you enter the primary bath. Eight-foot glass surround with wall/rain shower heads is just the prescription as is the grand soaking tub. Separate vanities offer luxury private space. A custom walk-in closet offers floor to ceiling shelving for all of your special accoutrements. At the end of the closet is the conveniently placed washer/dryer/laundry room with an ample utility sink. Upstairs there is an open loft/flex space. This area can serve as a play place or exercise area. Two additional bedrooms, each en-suite keeps everyone happy...The backyard private tropical oasis features a 14x32 heated/saltwater pool. A covered lanai as well as the outdoor kitchen makes grilling a snap. Motorized screens on the lanai extend the fun into the evening as there is also a cable hook up for television and entertaining. A whole house generator is included for any power outages. A sought after 3 - Car garage is perfect for the car enthusiast. The home is zoned for the newly constructed Audubon Park K-8, and the Winter Park School district. This coastal inspired home is available for a private showing. Schedule a visit soon.

2125 Sycamore Drive, Winter Park

$2,150,000

4 Beds ⋅ 4 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Welcome to 1651 Oakhurst Avenue, a stunningly renovated Key West style home on a charming bricked street. This meticulously maintained property offers a spacious and open floor plan, perfect for modern living. With 4 bedrooms and 3.5 bathrooms, this home provides ample space for comfortable family living. The downstairs primary bedroom offers convenience and privacy. The updated baths add a touch of luxury to this already impressive home. Situated on an oversized lot measuring 100 x 157, this property boasts a huge pool, ideal for outdoor entertaining and relaxation. The expansive backyard provides plenty of space for outdoor activities and gatherings. The new kitchen is a chef's dream, featuring top-of-the-line appliances and stylish finishes. The open layout seamlessly connects the kitchen to the living and dining areas, creating a perfect space for entertaining guests. Spanning approximately 3,059 square feet, this home offers generous living spaces and abundant natural light throughout. The tasteful renovations and meticulous attention to detail make this property truly stand out. Located in Winter Park, this home is surrounded by a vibrant community and offers easy access to a variety of amenities, including shopping, dining, and entertainment options. The area is known for its excellent schools and proximity to beautiful parks and lakes. Don't miss the opportunity to own this exceptional property. Contact us today to schedule a private viewing and make this your dream home.

1651 Oakhurst Avenue, Winter Park

$1,800,000

4 Beds ⋅ 4 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code

Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to own a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5 baths, and a 2 car garage. As you step inside, you are greeted by a bright open, airy ambiance that invites you to effortlessly call it your home. The first floor boasts a seamless open floor plan concept with Great American wire brushed oak throughout, featuring a sprawling great room with decorative Faux and woods beams, a soaring foyer that leads to a private home office space and, a classy dining area. A meticulously designed kitchen equipped with Viking appliances, including a refrigerator and stove, along with a KitchenAid dishwasher make this kitchen a culinary enthusiast's dream. The home features an electric blind on kitchen window and shutters throughout. A large walk-in pantry ensures ample storage space, while an indoor gas fireplace adds a touch of elegance and warmth. Escape to your own private paradise with the impressive outdoor amenities. Host unforgettable gatherings in the outside summer kitchen, where al fresco dining becomes a daily delight with a fireplace and pool footsteps away. Backyard is zero maintenance and has K9 turf for dogs from Forever Lawn. The second floor is dedicated to the luxurious master suite that will be your own private sanctuary at the end of the day. Need more space? This home includes an upstairs versatile flex space that can be tailored to your needs that’d be perfect for movie nights, a home theater, a game room or play area. For added convenience, the upstairs offers a laundry room. Presented in immaculate condition with custom shutters, a third floor balcony that has expansive views offering additional outdoor living. This home is ready for you to move right in and start living the life of luxury. Every detail has been carefully considered, from the sleek finishes to the abundance of natural light that fills each room. Located in one of Winter Park's most coveted neighborhoods, this property offers not just a home, but a lifestyle. Excellent schools, fine dining and boutique shopping options on Park Avenue and Baldwin Park, very close proximity to Park Ave, Art shows or Rollins College and, easy access to downtown Orlando make this the perfect place to call home. This is more than a home—it's an unparalleled opportunity to own the lifestyle you deserve and a piece of Winter Park's finest living.

1661 Hillcrest Ave, Winter Park

$768,000

3 Beds ⋅ 4 Baths ⋅ Sorensen Heights SubDv. ⋅ 32789 Zip Code

Are you looking for style, space, and comfort in the heart of luxurious Winter Park? Come see this Sorensen Fletcher mid-century modern pool home, strategically located just minutes from Park Ave. Spanning well over 3,000 sq ft, this architectural gem boasts timeless design and abundant living space, providing the ideal setting for luxurious living and entertaining. Spacious Layout: This home offers a well-designed floor plan with 3 bedrooms and 3.5 bathrooms, including two bonus rooms that can be used as additional bedrooms, an office, or a nursery – perfect for accommodating a growing family or hosting guests. Abundant Natural Light throughout: The living room and Florida room are highlighted by ceiling-to-floor windows, allowing natural light to flood the interiors and create a seamless connection with the lush outdoor surroundings. Enjoy the warmth of the fireplace during cozy evenings. Upgraded Kitchen: The kitchen is a host/hostesses dream, featuring modern appliances and a stylish design that will inspire culinary creativity just off the Formal Dining Room and Bar Room. Entertain in style with a formal dining room overlooking a serene side patio, ideal for intimate gatherings. Additionally, a dedicated bar room adds a touch of sophistication to your entertainment space. Luxurious Main Suite: The main suite is a private retreat with a bonus room that can be utilized as a dressing room, home office, or nursery, providing versatility to suit your lifestyle. Step outside to your oversized pool. Mother-in-Law Suite: Offering comfort and privacy, the mother-in-law suite features a bedroom and a separate living room, making it perfect for guests or multigenerational living. Enchanting Outdoor Living: Step outside to your own paradise featuring an enormous pool, expansive outside entertaining area, and multiple enclaves for intimate gatherings and solitude. A fountain, pond, and an adorable red bridge add to the charm of the outdoor space. Garage and Storage: The property includes a 2-car garage and an exterior storage building, ensuring ample space for vehicles and storage needs. Lush Landscaping: The landscaped grounds are a testament to elegance and care, showcasing mature showpiece palms, staghorns, crape myrtles, and a variety of other plantings that enhance the property's curb appeal. Nearby Attractions: Residents will appreciate the convenience of being just minutes away from the vibrant Park Avenue, Rollins College, and Winter Park Hospital. This Sorensen Fletcher mid-century modern home is a rare find, offering the perfect balance of timeless charm, modern amenities, and an enviable location. Don't miss the opportunity to make this masterpiece your own! Contact us for a private showing today.

412 Fletcher Place, Winter Park

32789 Zip Code Key West Style Real Estate & Homes

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