Winter Park FL Real Estate & Homes for Sale

Welcome to your dream home in the heart of Winter Park, where timeless charm meets tranquil Winter Park Pines golf course living. Nestled on a lush, manicured lot right on the fairway, this expansive one-story split-plan residence offers 4 generously sized bedrooms, 2 full baths, and an effortlessly flowing layout perfect for both entertaining and everyday living.Step inside and be greeted by warm natural light, rich wood-tile flooring, and the inviting ambiance of a classic wood-burning fireplace. Don't let the antique furniture fool you"this home is modern in all the right ways, with updated primary bath, newer 2nd bath and new 2024 kitchen, an open-concept layout, and thoughtful design throughout.The open kitchen, fully renovated in 2024, is a chef's delight. It blends seamlessly into the living and dining areas for a truly connected feel, perfect for hosting weekend brunches or casual weeknight dinners.French doors open gracefully to the cozy family room and the private primary suite from the lanai, creating an elegant connection between indoor comfort and outdoor serenity. The primary bathroom has been beautifully updated, and the second bathroom was fully renovated in 2016.Enjoy peace of mind with major system upgrades already completed, including a brand-new roof in 2025, a AC 2021, and newer windows throughout the home.Step outside to the screened-in patio and take in the sweeping golf course views, ideal for entertaining, morning coffee, grilling out, or simply enjoying the Florida breeze.Families will appreciate the top-tier Winter Park school district, zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, some of the most sought-after schools in the area.With generous living space, elegant touches, and a truly unbeatable location, this Winter Park Pines gem is more than a house. It's a lifestyle. Come experience it for yourself!

This charming 2-bedroom, 2-bath townhome in the quiet and friendly Fernbrook Trails community in Winter Park is ready for it's new owner. This one-story home has a warm, open feel with wood-look tile flooring throughout. The kitchen has everything you need"stainless steel appliances, a closet pantry, and tons of cabinet and counter space"and it opens right up to the dining area, making it great for hosting or just everyday living. The primary bedroom is a cozy retreat with a walk-in closet, ensuite bathroom, and access to a covered lanai where you can relax and unwind. Out back, you'll find a screened-in porch and a private fenced yard that backs up to a peaceful pond"no rear neighbors! It's tucked away on a quiet street, and the small HOA even covers your lawn care. You're just minutes from UCF, the 417, and nearby running trails. It's the perfect spot if you're looking for low-maintenance living in a great location!

Exquisite, Luxury Listing in the Heart of Winter Park! Stunning, single-story residence, customized and remodeled by Phil Kean Design Group. Open and spacious, 2,600 + SF interior layout which boasts 4 bedrooms, 3 full baths, a home office, living/dining spaces, a chef's kitchen, and more. Throughout the home are beautiful hardwood floors, beam and coffered ceilings, plantation shutters, French doors, oversized picture windows, and designer accents. The gourmet kitchen features a large island with bar top seating, stone counters, marble tile backsplash, stainless steel appliances, WOLF gas range, SUBZERO refrigerator, dual drawer dishwasher, and walk-in pantry. French doors off the kitchen and living room open to seamlessly blend indoor and outdoor living, leading to a covered lanai that overlooks the meticulously landscaped backyard which includes a refreshing plunge pool, trellis garden, grill area, and turf greenspace. The home's floorplan offers a desirable split-bedroom layout. The primary bedroom has a generously sized en suite with dual sinks, walk-in shower, and walk-in closet with built-in dressers. Each of the other 3 guest rooms are comfortably sized and feature ample closet space. Located just a short drive, walk, or bike ride from Park Avenue, this impeccable home it close to both Interlachen Golf and Country Club, the Winter Park Raquet Club, nearby shops and dining, Advent Health, and is zoned for the A-rated Lakemont/Maitland/WPHS school district.

Situated on one of Winter Park's most scenic brick-lined streets, this exceptional two-story residence commands attention on a spacious corner lot, blending timeless architectural elegance with modern luxury. Built in 2016 by the highly regarded Rex-Tibbs Development & Construction, the home showcases quality craftsmanship throughout, from its striking curb appeal to its impeccably appointed interiors. A three-car side-entry garage"air-conditioned and offering generous storage"is connected to the home via a covered walkway, adding both functionality and charm.Inside, beautiful wood floors extend seamlessly throughout the entire home, including all bedrooms, creating a warm, cohesive atmosphere. The main level offers an elegant formal dining room and a flexible front room that can serve as a home office, library, or formal living area. The heart of the home is the expansive family room, anchored by a gas fireplace and illuminated by natural light through large sliding glass doors that open to the lanai and pool. Overlooking the family room, the open-concept kitchen is a culinary dream, featuring a Wolf 6-burner gas range with double ovens, SubZero refrigerator, abundant cabinetry, and expansive counter space"ideal for both everyday living and entertaining.The first-floor primary suite is a true retreat, with French doors leading directly to the pool area, a luxurious spa-style bath, and a custom 14x10 walk-in closet designed for maximum organization and style. A secondary primary suite, also located on the main level, includes a generous walk-in closet and a private ensuite bath, offering flexibility for guests or multigenerational living.Upstairs, the home continues to impress with a spacious recreation/game room, a separate bonus room, and three additional bedrooms"all of which feature ensuite baths and walk-in closets, ensuring comfort and privacy for family and visitors alike.Step outside to experience resort-style living at its finest. The covered lanai is equipped with a fully outfitted summer kitchen, including a built-in grill, while the pool area is a showstopper"complete with a dramatic gas fire display, tranquil waterfall, ambient lighting, and a lush wall of bamboo that enhances privacy and lends a tropical ambiance. A separate outdoor cabana with TV and seating area offers the perfect place to unwind or entertain in style.Beyond the home, the location is truly unbeatable. Nestled in one of Winter Park's most desirable neighborhoods, you're just minutes from the upscale shops, fine dining, and cultural attractions of Park Avenue. The home is also conveniently close to top-rated public and private schools, premier medical facilities, and major transportation hubs"including both the Orlando Executive Airport and Orlando International Airport"ensuring ease of access for business and leisure travel alike. This remarkable property offers the ultimate in refined living, combining luxury, comfort, and convenience in one of Central Florida's most sought-after communities.

Tanglewood is a welcoming neighborhood in the highly desirable city of Winter Park. Situated on a beautiful over sized lot (.35 acres) this home features four bedrooms, two bathrooms and a split plan. The front foyer welcomes you into the living and dining room, and the kitchen opens to the family room. Step into the perfect blend of comfort and functionality with the home's spacious screened-in porch. Recently updated with brand-new vinyl panels, this versatile space offers year-round enjoyment, whether you're sipping morning coffee, hosting casual gatherings, or simply unwinding in the shade. Roof and HVAC are 2018. Winter Park amenities within a short distance are the Winter Park YMCA, Phelps Park and a variety of shopping plazas. Less than a mile away is the Winter Park Hospital and medical corridor. For those with a vision, this is your chance to transform this property into your own!

Modern sophistication and everyday functionality come together seamlessly in this exceptional Winter Park residence. With 3,770 square feet of thoughtfully designed living space, this 4-bedroom, 4.1-bath home offers a fantastic floorplan featuring a first-floor primary suite, private office, and a striking two-story great room filled with soft natural light from its South-facing backyard.Upstairs, a generous loft/bonus room accompanies three en-suite bedrooms, including a second suite designed as an alternate primary, complete with a private balcony, dual walk-in closets, and a dedicated water closet. The smart 3-way split bedroom configuration enhances privacy and flexibility, while the first-floor primary suite features 2 large walk-in closets with a stackable washer and dryer for added convenience.The open-concept layout flows effortlessly to the covered lanai, with electronic roll down screens, 2 beverage refrigerators and a gas grill, overlooking a sleek saltwater pool framed by gray and white marble pavers. Tall sliding glass doors stack together to create a seamless indoor-outdoor experience, perfect for entertaining. Lush, mature podocarpus hedges and Japanese blueberry trees line the perimeter, providing a private and polished backdrop"without the maintenance woes of bamboo.The chef's kitchen is outfitted with top-of-the-line Viking appliances, a gas cooktop, quartz countertops, and a walk-in pantry. A spacious island with a beverage fridge and ample storage complements the adjacent dining area, comfortably seating eight with room to expand for larger gatherings. Custom electronic roller shades add privacy and a clean, modern aesthetic"automated throughout the first floor and matched upstairs for design continuity.Wide-plank oak floors run throughout the main level and up the architectural floating staircase. The oversized garage is equally well-appointed with two storage closets and a built-in rack system.Ideally located just blocks from Winter Park's renowned shops, dining, YMCA, and AdventHealth Hospital"and zoned for top-rated schools"this home delivers elevated living in one of Central Florida's most coveted neighborhoods.

STUNNING WINTER PARK TOWNHOME - NO HOA, DESIGNER KITCHEN, PRIVATE BACKYARD OASISWelcome to this rare gem in the heart of Winter Park " a beautifully updated 3-bedroom, 3.5-bath townhome that lives like a single-family home WITH NO HOA! From the moment you walk in, you'll be impressed by 20-FOOT CEILINGS in the foyer and family room, elegant hardwood floors, and OVERSIZED 8.5-FOOT DOORS throughout. The open layout is both spacious and functional, offering multiple areas to relax, entertain, and enjoy the Florida lifestyle.At the center of the home is a CHEF-INSPIRED KITCHEN featuring crisp white cabinetry, solid granite countertops, stainless steel appliances, and a central island with built-in outlets and custom pull-out storage. A LARGE SINGLE-BOWL SINK overlooks the lush backyard, while FRENCH DOORS in the dining room lead directly to a BRAND-NEW WOOD DECK, perfect for indoor-outdoor living and entertaining.The light-filled living room flows seamlessly into the outdoor space, offering direct access to a PRIVATE, FULLY LANDSCAPED BACKYARD. Mature trees, curated garden beds, and decorative stone walkways create a peaceful escape right outside your door.Upstairs, the SPACIOUS PRIMARY SUITE offers the ultimate retreat with double entry doors, a 5-PIECE ENSUITE BATHROOM, walk-in closet, and a PRIVATE BALCONY " ideal for morning coffee or winding down at sunset. Each of the two guest bedrooms includes its own PRIVATE ENSUITE BATHROOM, perfect for family, guests, or a home office setup.Additional features include:Underground PROPANE TANK powering the stove, fireplace, BBQ grill & new (2023) hot water heaterNEW ROOF 2022!LONG PRIVATE DRIVEWAY for ample parkingThe home's location is nothing short of spectacular. Situated in the Virginia Heights neighborhood of Winter Park, it provides direct access to a lakefront park on Lake Virginia and sits just moments away from Park Avenue's unique shopping, dining and Central Park offers a green urban oasis practically at your doorstep. Around the corner, the brand-new Seven Oaks Park is a great place to relax while either coming or going from the nearby coffee shops or restaurants. Just as close in the other direction is the historic Mead Botanical Garden - spanning 50 acres of preserved Central Florida landscape - provides endless opportunities for outdoor enjoyment. To top it all off,This home is the highly sought after Audubon k-8 and Winter Park High School District. Don't miss your chance to own this LOW-MAINTENANCE, MOVE-IN-READY HOME IN ONE OF WINTER PARK'S MOST DESIRABLE NEIGHBORHOODS " with no HOA and high-end finishes throughout!

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

Fabulous Top-to-Bottom Renovation on Coveted Brick Street in Prime Winter Park Location! This exceptional 3-bedroom, 3.5-bath home sits on a generously sized, fenced, and private lot"perfect for entertaining or family living. Every inch of this residence has been thoughtfully updated, featuring 3-zone AC, updated plumbing, electrical, windows, and foam insulation, 2022 roof, Inside, luxurious designer touches abound. You're welcomed by an elegant foyer with Calacatta gold marble flooring and designer sphere lighting. The open-concept living space features rich eucalyptus flooring and soaring vaulted ceilings, seamlessly connecting to the outdoors through french doors that open to a bricked patio with tongue-and-groove wood ceiling, summer kitchen, and expansive yard. At the heart of the home is a gourmet kitchen that will delight any chef, complete with a Viking 6-burner natural gas range including griddle and double oven, an oversized entertaining island, a spacious pantry, and a stylish wet bar with wine fridge. The thoughtfully designed floor plan includes two downstairs bedrooms, one of which is a mother-in-law suite with a private entrance"ideal for guests or multi-generational living. The guest bath and additional bathrooms boast rainfall shower heads, dual flush toilets, and designer fixtures and tile. Upstairs, the expansive master suite offers vaulted ceilings, a custom walk-in closet, and french doors leading to a private balcony. The luxurious master bath features a 7-spray shower system, an aromatic Jacuzzi tub, and a ceiling-mounted waterfall spout for the ultimate spa-like experience. This home blends elegance, comfort, and functionality"an entertainer's dream with a fantastic flow for everyday living!

Modern living located in Central Florida's most coveted Winter Park, this residence offers an elegant balance of refined design, elevated finishes and seamless indoor-outdoor living. Completed in 2021 and impeccably maintained, this two-story home features four generously sized bedrooms, a sun-filled private office, three-and-a-half baths, and an oversized two-car garage"equipped with EV charging"on a quarter-acre with exceptional walkability to dining, shopping, parks and entertainment.The exterior's clean architectural profile creates striking curb appeal, while inside, a soaring foyer leads to an open-concept interior appointed with wide-plank hardwood flooring, designer lighting fixtures, custom window treatments, closed circuit surveillance cameras and a premium integrated surround sound system. The expansive living and dining areas connect effortlessly with a sleek chef's kitchen featuring professional-grade stainless steel gas appliances, full-height cabinetry and an oversized center island designed for entertaining in the heart of the home.Glass doors at the rear of the home open to a covered lanai and private backyard sanctuary complete with custom pavers, a resort-style graduated-entry pool, mature landscaping and fully fenced"perfect for entertaining or peaceful everyday enjoyment.A grand double-door entry to your first-floor primary suite offers tranquil pool views and a spa-inspired bath with a freestanding soaking tub, zero-entry shower, dual vanities and a custom walk-in closet with integrated storage systems and a private laundry station.Upstairs, three generously sized bedrooms, two elegantly-appointed baths, a spacious laundry room and a versatile loft provide privacy and flexibility for guests and the whole family.Exceptionally located in Winter Park just moments from A-rated schools, dining, boutiques and including East End Market and Baldwin Park offer additional walkable access to artisan eateries, local shops and parks this home truly has it all. Experience the elegance and lifestyle this home offers"reach out today to arrange your private showing.

Completely Renovated Corner Lot Home in the Heart of Winter Park - $5,000 Buyer Closing Cost Credit Offered!Welcome to 2227 Coventry Dr - a stunning two-story residence featuring a brand-new modern design that blends elegance, function, and architectural character. Sitting on a spacious corner lot in the highly desirable Winter Woods community, this 4-bedroom, 2.5-bathroom home showcases a comprehensive renovation including a new roof, new interior and exterior finishes, luxury vinyl plank flooring throughout, fully remodeled bathrooms, and upgraded designer lighting.Step inside to discover a bright, open layout filled with natural light. The primary suite and additional bedrooms are thoughtfully positioned for comfort and privacy. The bathrooms feel spa-like with floating vanities, LED mirrors, matte black fixtures, and porcelain marble-look tile. Sleek frosted glass interior doors and high-end details elevate the overall aesthetic.The home's faade has been reimagined with Mediterranean-style arches, wood-tone trim, and contrasting black finishes for incredible curb appeal. The rear of the property features a screened-in covered patio and a fully fenced backyard"ideal for entertaining or relaxing. The lot offers ample space for future customization, such as landscaping, garden beds, or a play area.Bonus: Seller is offering a $5,000 credit toward buyer's closing costs with an acceptable offer!Prime location:Just minutes from Park Avenue, Full Sail University, Rollins College, and top-rated Seminole County schools. Easy access to SR-436, 417 Expressway, and Downtown Orlando, plus countless shopping centers, restaurants, parks, and entertainment options within a short drive.This home is a rare find fully renovated, move-in ready, and ideally located in one of Central Florida's most established and in-demand neighborhoods. Don't miss the opportunity to own this exceptional property!

Don't miss out on this wonderful 2/1 featuring an awesome balcony overlooking a peaceful green space with a tranquil pond view in the heart of Winter Park!!! Waterfall Cove is a smaller condo community with community pool, playground, gazebo, small clubhouse and park like setting! This bright & light lovely 2nd floor unit has a nice galley kitchen with maple cabinets and ample storage. A spacious living room is adjacent to the dining area making it nice for entertaining. The large primary bedroom has a large walk-in closet and leads to the shared common bathroom with newly glazed tub! The secondary bedroom has nice views and a large closet for plenty of storage. The unit also has newer paint and carpet, inside laundry closet with stackable washer/dryer, 1 assigned parking spot and so much more. This unit will not last long so call for your private showing today!!!!

***Premier Land Opportunity on Lafayette Avenue, Winter Park, FL**Take advantage of an exceptional opportunity to own a prime piece of land in the highly desirable area of Winter Park, FL. This 7,734 sq. ft. lot on Lafayette Avenue offers an unparalleled chance to build the custom home of your dreams in one of Central Florida's most sought-after neighborhoods.With generous dimensions and favorable R-1A zoning, this lot is ideal for constructing a spacious custom home. Prospective builders can fully utilize the lot's potential, creating a luxurious residence tailored to modern trends and requirements.Winter Park is a vibrant community known for its rich history and lively present. The area has seen a home appreciation of 23% over the last two years, making it an excellent investment opportunity. It offers the perfect setting for both growing families and professionals seeking a blend of comfort and convenience.Winter Park residents enjoy various amenities, including access to top-notch schools, abundant parks, and a dynamic downtown area filled with shops, Michelin-star restaurants, and cultural venues. The location is also ideal for those looking for a safe, walkable community.Don't miss this chance to collaborate with our preferred custom home builders to bring your vision to life. Your future of luxury living in Winter Park awaits on Lafayette Avenue.--

Tucked away on the tranquil shores of Lake Killarney, this impeccably remodeled two-story residence offers a rare opportunity to enjoy waterfront living with unmatched convenience. Just steps from Hillstone, Trader Joe's, and Winter Park Village, this 2-bedroom, 2.5-bathroom home is the perfect blend of modern sophistication and timeless charm.Inside, you'll find a beautifully designed open-concept kitchen ideal for entertaining, two spacious primary suites"each with its own spa-inspired en-suite bathroom"and a bonus office space with sweeping lake views that make working from home feel like a retreat. From top to bottom, every detail has been thoughtfully curated for both comfort and style.Step outside to your private covered patio and soak in postcard-worthy sunsets, or head down to the dock for a quiet moment by the water. The community offers a serene lakeside pool, very low HOA fees, and a laid-back lifestyle just minutes from some of Winter Park's best shopping and dining.Come discover a one-of-a-kind home where lakefront tranquility meets urban convenience"this is Winter Park's best kept secret.

Situated at the northern end of Park Avenue, Park Hill is a distinguished collection of luxury brownstones, offering an exclusive, walkable lifestyle between Winter Park's upscale boutiques, fine dining, cultural landmarks, and the historic Winter Park Golf Course. As the only brownstones in this coveted location, this residence presents a rare ownership opportunity in one of Central Florida's most prestigious settings. Beyond the stately brick courtyard and gas lantern-adorned entrance, a meticulously designed three-story home with a private elevator unfolds, blending timeless architecture with modern luxury. Expansive 10-foot ceilings, intricate millwork and moldings, and large windows create an ambiance of refinement, while hardwood floors, and upgraded designer fixtures enhance the elevated living experience. The open-concept main living area is designed for effortless entertaining, anchored by a chef's kitchen featuring Wolf and Sub-Zero appliances, custom wood cabinetry, marble accents, a center island with bar seating, and a wet bar with a beverage refrigerator and ice maker. The space seamlessly transitions to a private courtyard, complete with a summer kitchen and a dedicated alfresco dining area, offering a tranquil retreat for outdoor gatherings. On the second floor, two spacious guest suites"each with walk-in closets and ensuite baths"provide comfortable accommodations. This level also features a dedicated laundry room and a covered terrace with a fireplace, wet bar, and half bath, creating the perfect setting for enjoying sunsets and Winter Park's year-round breezes. The third-floor primary suite is a private sanctuary, boasting two expansive walk-in closets with custom closet systems, a private balcony, and a spa-inspired primary bath. Natural light pours in through windows and skylights, illuminating the dual vanities, glass-enclosed shower, and soaking tub, all finished with premium materials. Additional features include a two-car air-conditioned garage with ample storage and soundproof hollow core floors for enhanced privacy. Built with enduring craftsmanship, the residence showcases Old Carolina brick, three-story block construction, precast exterior trim, and a slate mansard roof. With exterior maintenance handled by the association, this fee-simple home offers a low-maintenance, lock-and-leave lifestyle in an unmatched location. Just steps from Park Avenue's world-class shopping, renowned dining, vibrant events, and museums, and adjacent to the historic Winter Park Golf Course, this property embodies the essence of refined living in the heart of Winter Park. Schedule your private showing today.

Location, Location, Location! Welcome to Hyde Park! This lovely home in Winter Park offers a blend of amenities and classic charm. The home boasts an open layout, creating spacious living which is great for entertaining and everyday living. A cozy wood-burning fireplace adds warmth and charm to the living space. New roof installed in 2018, new HVAC system in 2022, freshly painted exterior and interior. The kitchen is equipped with a gas stove for simple to gourmet meals and a large dining area with abundant sunlight. The Hyde Park neighborhood offers additional amenities such as a community dock on Lake Florence for fishing, boating, or skiing, a playground, tennis courts and basketball courts. This property has public water and sewer, as well as natural gas. This convenient location puts you in close proximity to shopping, major highways, and desirable schools, adding to its appeal. The combination of modern updates, functional spaces, and neighborhood amenities, makes this home an attractive option for anyone seeking a comfortable and convenient lifestyle.

Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand-new construction embodies the perfect fusion of contemporary design, timeless elegance, and exceptional quality offering 4 bedrooms, 4 full bathrooms, 2 half bathrooms, and over 4,200 square feet of thoughtfully designed luxury living space. As you step through the grand custom glass door, you're greeted by soaring ceilings, sleek wood flooring, and an abundance of natural light streaming through oversized windows and glass doors. Every detail has been curated to perfection from the artisan millwork and designer lighting to the open floor plan that seamlessly blends indoor and outdoor living. At the heart of the home lies a state-of-the-art kitchen designed to impress, featuring top-of-the-line Thermador appliances, a gas range, an oversized quartz waterfall island, custom cabinetry, and a walk-in pantry, it's truly a culinary enthusiasts dream. Adjacent is a formal dining space with views of the stunning backyard space, perfect for entertaining. The expansive primary suite provides a serene retreat with its opulent en-suite bathroom featuring dual vanities, a spacious walk-in shower, a freestanding tub, and a huge walk-in closet. This home features three additional bedrooms each meticulously designed with their own en-suite bathrooms. Step outside to your own private backyard oasis featuring a sparkling pool and spa, aspecious backyard, and a large, covered patio, perfect for al fresco dining. Jump on your golf cart and within minutes you're transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park features. Schedule your private showing today and experience the epitome of luxury Winter Park living.

Sit back and relax on two private balconies with pool and lake views. This combined unit has the largest square footage of any single unit in the Cloisters. With an inteior passthrough connecting the two units it would make a wonderful multi-generational living space. Each side is graced with two bedroom, two full bathrooms and a fully equiped kitchen. The unit also includes two parking spaces, one with electrical car charging port. Enjoy the lakefront lifestyle with available seating, docks, kayak storage and boat slips (leased to residents only); workout rooms, and inside bike storage; a newly remodeled club house with full kitchen, lending library, putting green, grill station and gorgous round pool; professional on-site management and custodial staff"all set within pristine landscaping and and amazing location. Don't miss your opportunity to renovate the largest unit in the community into your dream home. Priced with a remodel in mind.

Nestled in peaceful Winter Park, your new contemporary home boasts expansive open living areas featuring 12-foot ceilings, five en-suite bedrooms, and outdoor living spaces spanning two levels.The semi-circular driveway and landscaped courtyard lead you to the front entry, adorned with frosted-glass double doors.Inside, the sweeping view of the spacious open living, dining, and kitchen spaces will leave a lasting impression. A fireplace, built-in floor-to-ceiling bookshelves, and sliding glass doors punctuate the bright living room, which enjoys both east and west exposure.The adjoining dining area, equipped with a built-in buffet, elegantly accommodates intimate dinners and large sit-down gatherings.The gourmet chef's kitchen features a waterfall-edge marble-topped center island and Thermador appliances, including separate refrigerator and freezer towers, a dishwasher, a wine refrigerator, and a natural gas range with a pot filler above. Marble countertops, tile backsplashes, Legrand Adorne under-cabinet outlets and lighting accent the wood cabinets.Whether used as a coffee and tea station, a smoothie bar, or for preparing cocktails, the inset wet bar, with its sparkling window-pane mirrored wall, provides a defined and refined space for beverage preparation.Crowning the secluded owner's retreat is a barrel-vaulted ceiling and sliding glass doors that offer relaxing views of the fountains in the swimming pool and spa. Unwind and rejuvenate in your spacious 6' free-standing bathtub, or indulge in the luxurious Italian-style shower in the en-suite bathroom. The extensive dual-sink wood vanity and the generous 10' by 11' walk-in closet ensure ample space for your personal care accoutrements, clothing, and accessories.The first floor also includes another full guest suite (currently used as an office), a laundry room, a mudroom, and a half bathroom.Upstairs, the central vaulted-ceiling family room is flanked by a large balcony overlooking the pool area below. Additionally, there are three more complete suites and a second-level laundry room.The private backyard oasis offers an expansive undercover lanai incorporating a summer kitchen with a natural gas grill, a passthrough bar to the interior dining room, and ample room for dining and lounging. When desired, remotely controlled screen panels can shield the space from balmy-weather insects.The salt-water swimming pool features a beach shelf with two in-water chaise-longues and a fountain jet. The inset spa also doubles as a fountain when not in use. An outdoor shower is also available.Additional elements include an oversized two-car garage and two natural gas tankless water heaters.Imagine this home with all these amenities is just minutes from downtown Winter Park, Park Avenue, Rollins College, Baldwin Park, and Advent Health, and it is in the Winter Park Schools zone. It is, indeed.You can make this home your new reality!

Don't miss this beautifully maintained, move-in ready 3-bedroom, 2-bath gem in the highly desirable Winter Park area " and best of all, there's no HOA!Step into the updated kitchen, complete with solid wood cabinetry, granite countertops, stainless steel appliances, and a wine fridge " perfect for cooking and entertaining. The kitchen seamlessly flows into a spacious great room, where sliding glass doors open to a large covered lanai overlooking a fully fenced backyard " ideal for relaxing evenings or lively gatherings.The primary suite features double closets and a spacious en-suite bathroom with a walk-in shower and dual vanities"ceramic tile flooring and elegant woodwork throughout the home, combining style and durability in every room.Centrally located with quick access to major highways, top shopping and dining spots, and community events. Zoned for highly rated English Estates Elementary, Tuskawilla Middle, and Lake Howell High.This is a rare opportunity to own a move-in-ready home in one of Central Florida's most sought-after neighborhoods. Schedule your showing today!

Beautiful home is the sought-after community of Pelican Bay in Winter Park. Pelican Bay only has 48 homes in the community and has a small HOA of $500 a year. This 3- bedroom, 2-bathroom pool home is full of charm, warmth, and love, and ready to move-in. Located on a corner lot as you enter the community. Extra parking pad to the left of the garage. As you walk up the pathway to the front entrance, you see the cozy front seating area to enjoy your mornings or afternoons. As you enter the front door, you'll be in awe of the open space the living room and dining room provides with beautiful high ceilings and spectacular double sided wood burning fireplace that faces the living room and the Florida room. The home has beautiful well-padded high-end carpet everywhere except Kitchen, bathrooms, and Florida room. Split floor plan provides you the comfort and privacy desired. There are 2 bedrooms and a guest bathroom to the left. You can also access the guest bathroom from the second bedroom located at the end of the hallway. Both bedrooms have dual closet doors that cover one closet the length of the wall. The Florida room is quite a spectacular space with windows and a slider for a spectacular pool view. Enjoy your completely fenced backyard. The Florida room is equipped with tile floors, wood-burning fireplace, new windows and slider, bar area with sink, granite counter tops, tons of cabinets for storage, and a wine refrigerator. What a fantastic area to relax and unwind. There is a large kitchen with an island. There are also two sinks on either side of the kitchen. Both sinks have garbage disposals. Newer refrigerator. The kitchen has a dining area that overlooks the atrium. The Atrium is an enclosed private sanctuary on the left side of the home. The laundry closet and double door pantry are also in the kitchen. Washer and Dryer convey. Over-sized garage. The Primary bedroom is a showstopper; The bedroom is huge and has access to the pool. The primary bedroom walk-in closet is a dream that you must see! Bathroom has granite countertops and double vanity in the dressing area with double door mirrors as the second entrance to the amazing walk-in closet. The step-down shower and toilet are in a separate room that overlooks the atrium. Roof with gutters 2011, AC 2005. The 3 sliders throughout the home are new. 200amp General Electric Panel Box with copper wiring. Plumbing PVC/CPVC. Sellers are providing a One-Year Home Warranty with American Home Shield that also includes the pool. Community has lake access to Lake Florence. There is a community dock, picnic tables, and a basketball court for the resident's enjoyment. Can't build on empty lot across the street from the community on Grand Rd. The HOA owns this property. This home is truly remarkable. You will think the same as you take a tour.

Completely remodeled and move-in ready, this beautiful 1-bedroom, 1-bathroom condo in Winter Park offers the perfect blend of comfort, convenience, and value. Located just 11 minutes from Orlando International Airport and close to UCF, Full Sail University, shopping malls, restaurants, major highways, and popular theme parks, this home is ideal for both homeowners and investors. The condo features brand new kitchen countertops and cabinets, giving it a fresh, modern look throughout. Whether you're searching for an affordable place to call home or a great addition to your rental portfolio, this unit is a fantastic option. Enjoy easy access to the community pool just a short walk away, and take advantage of the prime location within short distance to Target, local dining spots, and even a Twistee Treat. With so much to offer and tons of potential, this gem won't last long"schedule your showing today!

This meticulously maintained home is in the sought after LOST CREEK Subdivision of Winter Park. The home offers an open floor plan, large rooms, a great location, and volume ceilings. The kitchen has lots of counter space and an abundance of cabinets, plus a pantry. The bedrooms are a three-way split. Extra bedrooms are perfect for a secluded office, home gym, or guest room. The screened patio is accessible from the family room and one of the bedrooms. The open floor plan is excellent for entertaining. Outside you will find a generous STORAGE SHED and whole house GENERAC GENERATOR. Seminole County Schools. The ROOF is BRAND NEW (3-17-2025)! The home just got re-piped, and a NEW HOT WATER HEATER was installed (2-18-2025). The AC was replaced in 2023. The exterior has been recently painted. APPRASIAL has been done, and the home is ready for a new owner!

Welcome to this inviting 3-bedroom, 2-bathroom home, perfectly situated on a spacious lot that offers peace, privacy, and room to breathe. From the moment you arrive, you'll be drawn in by the extended driveway and lush, serene surroundings"ideal for anyone seeking a quiet retreat without sacrificing convenience. Step inside and experience the seamless flow of this thoughtfully designed home, where natural light pours through large windows, creating a warm and welcoming atmosphere throughout. The open layout connects two distinct living areas, offering flexibility for relaxation, entertaining, or creating the perfect work-from-home setup. At the heart of the home is a stunning sunroom"a true showstopper. With panoramic views of the surrounding landscape and bathed in sunlight all day long, this space is perfect for morning coffee, yoga, indoor gardening, or simply unwinding with a good book. Each of the three bedrooms offers comfort and privacy, while the two full bathrooms are well-appointed and convenient for both family living and guests. The kitchen is centrally located, easily accessible from both living areas and the sunroom, enhancing the home's effortless flow and livability. Outside, the oversized lot invites outdoor enjoyment year-round. Whether you're hosting a barbecue, playing with pets, or just enjoying the peaceful setting, there's plenty of room to make it your own. The extended driveway provides ample parking for guests, recreational vehicles, or a future garage or workshop. This home is truly a rare find"blending space, natural beauty, and smart design. Don't miss your chance to enjoy the comfort and tranquility of this unique property.

Value is in the land. Incredible opportunity to build in prime location near the WP Hospital in active pocket neighborhood of Winter Park. This 77-by-120-foot lot offers plenty of space to design and build your home or purchase as investment property. The property includes a two-bedroom, one-bath single-family home with approximately 1,000 square feet of living space that is tenant-occupied, making it an ideal potential income-producing property while you finalize your plans. Whether you're a builder, investor or homeowner with a vision, the possibilities here are endless. In a top-rated public school district, this property is just minutes from Winter Park's iconic Park Avenue, Baldwin Park, Winter Park Hospital and more. Note: no house showings prior to entering into an acceptable contract and having access during the inspection period, as value is in the land.