luxury real estate for sale Altamonte Springs, United States

Nestled in an established Maitland neighborhood on a lush quarter-acre lot, this beautifully renovated home offers an exceptional location just a short walk from Maitland Community Park. Thoughtfully reimagined through an extensive 2022 whole-house renovation, this 2,141-square-foot, four-bedroom, two-bathroom residence blends timeless design, modern functionality, and effortless flow. The desirable split-bedroom floor plan provides privacy and separation for the primary suite. Every detail has been carefully considered, from the light-toned, honey-oak solid hardwood floors that extend throughout the living spaces to the plantation shutters, vaulted ceilings, neutral paint palette, and smooth drywall finishes. Crown molding, updated baseboards, and thoughtfully selected finishes create a cohesive, elevated aesthetic throughout. At the heart of the home, the gourmet kitchen is an entertainer's dream, featuring custom white cabinetry, quartz countertops, a generous center island, and a separate peninsula offering abundant workspace and seating. New for 2026, the stainless steel refrigerator, dishwasher, and stove provide the latest updates to this beautifully renovated kitchen. The kitchen flows seamlessly into the dining and family rooms, where a wood-burning fireplace with an artistic surround and hearth creates an inviting focal point. A thoughtfully designed laundry and mudroom adds exceptional functionality with ample storage, a utility sink, and a spacious walk-in pantry. The primary suite offers a peaceful retreat filled with natural light and thoughtfully designed comforts. Custom closet systems provide exceptional organization, while motorized blinds add convenience and privacy. The spa-like en-suite bathroom features dual custom vanities and a beautifully appointed, glass-enclosed marble-tiled shower. Three additional bedrooms occupy a separate wing of the home, each featuring custom closet systems for effortless organization. The living experience extends outdoors to a private backyard retreat enclosed by eight-foot vinyl privacy fencing. A covered screened porch provides the perfect setting for relaxing or entertaining, while a charming brick courtyard with a pergola and custom gas firepit invites gatherings under the stars. Professional outdoor lighting enhances the landscaping and creates a welcoming atmosphere after sunset. Beyond its beautiful finishes, the home offers an impressive collection of modern upgrades and smart-home conveniences. A robust Ubiquiti network includes three Wi-Fi access points, hardwired Cat 6 connections in the office, and five exterior security cameras. Additional features include Nest smart thermostats and smart smoke detectors, motorized blinds in the primary suite, Yale smart locks, a hardwired ADT security system, Rachio Wi-Fi irrigation controls, roof 2018, HVAC 2016, and updated PEX plumbing. All windows and doors have been replaced, along with the garage door, further enhancing the home's comfort, functionality, and appeal. Ideally situated in Maitland, residents enjoy convenient access to established restaurants, neighborhood amenities, and beautiful parks. The home is zoned for Lake Sybelia Elementary, Maitland Middle, and Winter Park High School. Combining the character of an established neighborhood with the refined finishes and modern conveniences of an extensively renovated home, this exceptional property is truly move-in ready.

WOW! INTEREST RATE BUY DOWN FOR THE FIRST YEAR PAID FOR BY THE SELLER'S PREFERRED LENDER, REDUCING THE BUYERS INTEREST RATE AND MONTHLY PAYMENTS! CALL FOR DETAILS! AND $50,000 OFF - NEW PRICE !!!! A SUBSTANTIAL OPPORTUNITY WITH EXCEPTIONAL VALUE. This home has timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an exclusive gated enclave of custom residences. Perfectly positioned between Lake Sybelia and Lake Catherine, this one owner estate offers a rare blend of sophistication, comfort, and versatility with five spacious bedrooms, four and a half baths, and a three car garage, complemented by soaring ceilings, refined architectural details, and a thoughtfully designed open layout. The gourmet kitchen features solid wood cabinetry, a large island, newer refrigerator, walk in pantry, and dual breakfast bars that seamlessly connect to the formal dining and family rooms, where a cozy gas fireplace and a bar with sink and ice icemaker, create an inviting setting for everyday living and entertaining. Designed with flexibility in mind, this home effortlessly adapts to your family's needs, ideal for traditional living, multigenerational arrangements, a private guest retreat, or a dedicated work from home environment with two wings on the first level. Upstairs, the spacious owner's retreat provides a peaceful escape with a loft style office and sitting area, dual walk in closets, and a spa inspired bath. Outdoors, enjoy a lush tropical setting featuring a saltwater pool with new equipment and has a new sparkling finish, along with papaya trees and blooming amaryllis that create a serene, resort-style atmosphere. Additional highlights include a new roof (2023), first floor laundry with newer appliances, tray ceilings, elegant archways, all just minutes from top rated schools, parks, dining, shopping, Winter Park's Park Avenue and the Winter Park Village as well as many local favorites, offering the perfect combination of privacy, convenience. A great canvas with many possibilities to create a space that truly reflects your modern vision and lifestyle. Enjoy scenic walkability or a bike ride along Lake Sybelia to local cafés, the Sunday Farmers Market, and the Maitland Art Museum in one of Central Florida's most sought after communities. Experience the extraordinary lifestyle this Maitland home provides, CALL TODAY TO SCHEDULE YOUR APPOINTMENT!

This Winter Park Chain of Lakes condominium has been completely reimagined to the highest of standards with meticulous attention to detail, providing luxury living in the ideal Maitland location. The sale includes a desirable, dedicated boat slip, giving you access to the entire Winter Park Chain of Lakes for year-round enjoyment and unparalleled lake views. A corner unit, the property is filled with beautiful natural light, creating a bright, fresh ambiance against the quintessential Florida backdrop of sunshine. The home has been entirely reconstructed from ground up, featuring updated electrical, plumbing, HVAC, windows, sheetrock, an on-demand water heater, a whole-home water filter, in-floor heating, flooring, paint, lighting, a kitchen and baths. Every interior detail showcases bespoke craftsmanship, including authentic oak chevron floors, designer wall and trim treatments, handcrafted base and crown moldings and a Level 5 sheetrock finish with sprayed matte paint. Elevating the modern aesthetic are a double-sided Dimplex fireplace, integrated Lutron lighting and shades, handcrafted HVAC vents and built-in Samsung Frame TVs. The home also offers brilliant storage solutions, featuring a large hidden storage closet concealed behind the entryway mirror alongside integrated hallway doors for seamless HVAC and closet access. The gourmet kitchen flows openly into the gathering space with direct views of the lake, centering around a seated island and an intimate eat-in area perfect for dining or entertaining. Designed to be efficient, sleek and integrated with the formal living spaces, it boasts a restaurant-quality induction cooktop and speed oven, custom cabinetry with real brass inlays and brass doors, a Brizo touch faucet with on-demand hot water and an integrated Thermador refrigerator with touch-sensitive doors. The luxurious owner's retreat enjoys stunning water views, upgraded lighting, a fully organized walk-in closet and the ambiance of the double-sided fireplace. The primary bath offers an indulgent, spa-like experience with book-matched porcelain marble slabs, a shower with body sprays, in-floor heating and a heated towel warmer. Thoughtful conveniences include a private water closet with a Kohler Veil intelligent toilet and bidet, seamless marble finishes and double sinks paired with oversized medicine cabinets for ample storage. Perfectly positioned in a premier Lake Maitland location, the property is just across the street from hours of scenic trails weaving around the lakes of Maitland and Winter Park. Exceptional dining and coffee options like Luke's, Francesco's, Antonio's and Starbucks are just a short distance away, alongside numerous other local restaurants and bars. Daily conveniences are effortless with Whole Foods, Trader Joe's, Publix, Target, Home Depot and REI all within a five-minute drive, while the historic Enzian Theater is close by for the ideal movie night.

Virtually Staged. Positioned on a quiet canal, this exceptional property features a covered boat dock with lift, offering effortless access to the renowned Winter Park Chain of Lakes. This home, built by Liberty Development, with 4-bedrooms plus two bonus rooms blends elegance with comfortable everyday living. The main level offers a dedicated office area, formal dining room, and an inviting gathering room with gas fireplace, all flowing seamlessly into the stunning chef's kitchen. Designed for entertaining, the kitchen features two large islands, exotic granite countertops, under-cabinet lighting, and premium Thermador appliances including a 6-burner gas range with griddle. The walk-in butler's pantry has a beverage cooler and ice maker adds both style and functionality. The adjoining breakfast area is framed by grand windows overlooking the pool, cabana, and canal. The luxurious downstairs primary suite enjoys tranquil water views and a spa-inspired bath with travertine stone floors, marble counters, custom cabinetry, soaking tub, walk-in shower with steam and generous closet space. Upstairs you'll find three additional bedrooms and a spacious bonus room, while a separate bonus suite above the garage provides future space for a media room, gym or guest retreat. The interior of the home is highlighted by hardwood floors, plantation shutters, decorative moldings and designer lighting throughout. The outdoor living area is equally impressive. French doors open to a covered porch with classic Old Winter Park brick, leading to a travertine-surrounded pool and private cabana with a wood-burning fireplace. Exterior highlights include a metal roof, durable cement board siding and wooden shutters. Don't miss this limited opportunity to have immediate and easy access to the coveted Winter Park Chain of Lakes. *Some photos have been virtually staged*

Completely renovated and move-in ready, a desired first-floor unit in the sought-after Lake Maitland Terrace! This impeccably updated two-bedroom, 1.5-bath condominium blends modern style with an unbeatable lakeside location in the heart of the Maitland/Winter Park area. Thoughtfully redesigned throughout, the home showcases a new kitchen with fresh cabinetry, granite countertops and stainless steel appliances. The baths have been tastefully reimagined with contemporary finishes, and stylish updates continue across the entire unit, delivering a turnkey home you can move into with confidence. The comfortable two-bedroom layout features a full bath in the hall plus a convenient half bath tucked within one of the bedrooms. Sunlight pours through large windows, and the easy first-floor accessibility makes everyday living a breeze. A space-saving washer/dryer combo is conveniently inside the unit, and a dedicated parking space adds day-to-day ease. Set within Lake Maitland Terrace, residents enjoy an amenity-rich community on the shores of Lake Maitland within the famed Winter Park Chain of Lakes. Take in the sparkling community pool with beautiful lake views, gather at the clubhouse with a full kitchen, and enjoy lake access from the private dock and fishing pier, plus kayak racks and tree-lined sidewalks throughout. Ideally just minutes from the charming shops, restaurants, and entertainment of downtown Maitland and Winter Park, you can walk to Lake Lily Park's popular events and the Enzian Theater, and reach Winter Park Village and Park Avenue in no time. Zoned for top-rated schools Dommerich Elementary, Maitland Middle and Winter Park High, this beautifully updated home is ready to impress. Whether you're seeking a primary residence or a seasonal retreat, don't miss your chance to claim this exceptional lakeside gem as your own.

EXQUISITE CONDO WITH BOAT SLIP AND DOCK ON THE WINTER PARK CHAIN OF LAKES! This stunningly reimagined corner unit boasting extra windows for light/space and a limestone porcelain zero entry threshold which extends inside-out opening out to a singular plane patio, showcasing a long lake view of Lake Maitland and extraordinary view of the morning sunrise over the lake, which is nestled on the Winter Park Chain of Lakes bordering Winter Park-and less than a mile to Park Avenue. This is penthouse style living, with a fully extensive elevated remodel by W DESIGNS LTD leaving nothing spared.As you enter the home, it features an exquisite wall of natural limestone spanning floor to ceiling which meets a beautiful and coffer ceiling of meticulously crafted millwork. An electric fireplace adds to the ambiance and is flanked by two custom bookcases. The dining area, also carries the refined custom millwork paneling throughout, with a built in banquette for seating which also provides ample storage. Aloft the solid wood dining table with custom French feather & down daybed cushions, there is a sophisticated sculpted artisanal chandelier by Cynara lined with gold leaf, lighting the area with prisms. The daybeds allow a comfortable and cozy area to watch TV. The open concept galley kitchen is completely built-in with custom paneling and cabinetry, adorned with brass cabinet pulls, and a fully integrated Fisher & Paykel paneled refrigerator . All appliances are 3 years of age with little use. Master bedroom, also features beautiful millwork throughout including a custom built-in wall unit for extra storage and custom-made bookshelves. New solid wood paneled doors are embellished with polished nickel and lucite knobs. All extra wide louvered shutters throughout, are custom hand milled shutters by Lloyd's Shutter Shoppe. Bathroom has been redesigned with commercial grade, for longevity, seagrass wallpaper, a lacquered Italian floating vanity, marble wainscoting with architecture detail, marble shower with soaking tub, Contemporary Signature Hardware waterfall faucets offer the jewelry for the bathroom. This masterfully done jewel box, Pied-à-Terre, is the epitome of simple luxury perfectly situated in this cozy community on Lake Maitland.

Welcome Home! Check out this beautiful 3 bedroom 2 bathroom single family home with a beautiful pool in a NO HOA neighborhood! Take full advantage of the morning sunrise directly in your backyard facing due east. This home features a gorgeous backyard with a beautiful pergola and screened in porch overlooking your spacious backyard oasis private pool. This property backs up to a conservation lot so no rear neighbors! As soon as you walk up you'll notice the archway that is covered in beautiful flowers when in season! As soon as you walk into the foyer you'll notice the massive open living area with a great Kitchen, Living Room & Dining room combo! The kitchen is sure to bring out your inner chef! Featuring plenty of lighting, a massive kitchen island and ample countertop & cabinet space! This home is perfect for entertaining, with the French doors out to your beautiful screened in patio and backyard steps away! The master bedroom features updated flooring, a spacious walk in closet and private master bathroom. This home is an amazing canvas for you to come in and make it your own! Reach out to the listing agent today to schedule your showing! Roof, HVAC & Water Heater 2021.

One of the most coveted neighborhoods in all of Winter Park, this exceptional custom-built residence offers a rare combination of timeless design, modern sophistication, and an unbeatable location. Completed in 2017 and first sold in 2018, this 5-bedroom, 5.5-bath home has been meticulously maintained by its original owner and enhanced with high-end designer finishes. Much of the interior was thoughtfully reimagined by renowned designer Ted Maines, resulting in a sophisticated yet timeless aesthetic throughout. Perfectly positioned on a prime oversized corner lot, this remarkable residence blends transitional architecture with modern elegance. Expansive sliding glass doors fill the open-concept living spaces with natural light while creating a seamless connection between the indoors and outdoors. The main living area flows effortlessly from the formal living room and spacious dining area into the gourmet kitchen, complete with custom cabinetry, Carrara marble surfaces, and premium Sub-Zero and Wolf appliances. A refined yet inviting family room with a fireplace provides the perfect setting for everyday living and entertaining. The private first-floor primary suite offers direct access to the lanai and heated saltwater pool and is complemented by a spa-inspired bath with a steam shower and custom his-and-her walk-in closets. A secondary ground-floor bedroom provides exceptional flexibility for guests, multigenerational living, or a private home office. Upstairs, a spacious loft with a custom dry bar leads to a versatile media room. Three additional en-suite bedrooms complete the second level. Recent enhancements include a whole-house generator supported by a 250-gallon buried propane tank, new pool solar equipment, a newly added semi-circular driveway that enhances both curb appeal and functionality, two newer A/C units, and a new 2026 A/C system featuring re-engineered, high-efficiency ductwork designed to provide optimal climate control throughout the home. The outdoor living space is equally impressive, featuring a heated saltwater pool and spa with a cascading waterfall, elegant stone decking, an outdoor shower, ambient lighting, and a covered summer kitchen-perfect for year-round entertaining. A rare three-car garage completes this exceptional property. All of this is just moments from the shops, dining, parks, and unmistakable charm of downtown Winter Park

Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a production home, it was crafted with a builder's eye for structural integrity, thoughtful flow, and a seamless connection between indoors and out. Set on a generous 91-foot wide lot, this custom residence offers 5 bedrooms and a floor plan that feels both substantial and inviting. A wide front veranda sets a timeless tone from the moment you arrive. Dark-framed windows and doors create a striking contrast, while manicured hedges and brick-paved drives enhance the classic curb appeal and highlight the home's architectural details. Step inside and you immediately sense that this is more than just a beautiful house-it's a home with a story. At its heart is the reclaimed pine flooring, sourced from a Florida bridge. Rich with character, worn in all the right ways, these floors bring a warmth and authenticity you simply cannot replicate with something new. A long, gracious foyer introduces the main living spaces. To your left, a handsome study/office with a brick fireplace offers an intimate retreat for working. To your right, a formal dining room with garden views comfortably accommodates twelve. A discreet swing door leads to a well-appointed wet bar and large walk-in pantry, which then opens into the expansive kitchen. The kitchen is the true hub of the home, anchored by coffered ceilings, an oversized island, a full suite of high-end appliances, abundant cabinetry, and extensive counter space. A light-filled dinette offers the perfect spot for casual meals. At the center of the home, an oversized great room draws everyone together with its tall brick fireplace, built-in display/bookshelves, and high ceilings that add volume without sacrificing warmth. Two bedrooms are thoughtfully located on the main level, including the primary suite, privately positioned in one of the quietest corners of the home. Filled with soft natural light, accentuating the detailed millwork that runs from floor to ceiling. The primary bath is a retreat in itself, featuring slate flooring, double vanity, claw-foot soaking tub, water closet, walk-in shower with rain head, and a massive custom walk-in closet. The second main-level bedroom functions beautifully as a guest suite or flexible space, with an en-suite bath that also serves as a pool bath, a built-in Murphy bed with integrated cabinetry. A back facing staircase leads to two additional en-suite bedrooms on the second level. At the top of the landing, a large built-in workstation creates an ideal homework or creative zone, and both bedrooms enjoy access to a full-length front balcony. At the back of the home, a separate staircase leads to the fifth bedroom-a wonderfully private suite with dormer windows, angled ceilings with beams, and its own en-suite bath. In addition to a walk-in closet, cleverly designed built-in storage along the walls ensures a place for everything. Off the great room, a covered lanai with tongue-and-groove wood ceiling and brick built-in grilling station creates a comfortable space for year-round relaxation. A 45-foot lap pool is anchored by a striking cabana with fireplace, evoking a resort-inspired setting for long afternoons, evening gatherings, and memorable celebrations. This is a rare opportunity to own a thoughtfully crafted estate where history, craftsmanship, and everyday comfort come together in perfect balance.

Timeless elegance meets effortless modern living in this exceptional five-bedroom, 5.5-bath residence in Park Grove, one of Winter Park's most coveted neighborhoods. Designed for gracious living and sophisticated entertaining, the home features formal living and dining spaces alongside an expansive open-concept family room and gourmet kitchen. The first floor offers a serene primary suite, a private guest suite and a dedicated office, while the second level provides three generously sized guest suites, a versatile bonus room and a second laundry room. Retractable accordion doors extend the living space outdoors, creating a seamless connection between the sophisticated interiors and outdoor living areas. Outside you will find retractable screens along the porch area along with a putting green conveniently located beside the pool. Rich hardwood floors, custom trim and molding and exceptional interior finishes add warmth and refinement throughout. The gourmet kitchen is beautifully appointed with solid wood cabinetry, quartz countertops and premium appliances. Ideally situated in Park Grove, this distinguished residence offers the rare combination of privacy, luxury and navigability, just moments from Park Avenue, the Winter Park Village and the Winter Park Golf course.

New roof fall 2026! Exceptional custom-built estate offering unparalleled security, efficiency and peace of mind on two expansive lots in the heart of Winter Park. This split-plan three-bedroom and 2.5-bath home has over 4,880 total square feet in the main home and 1,944 total square feet in the detached in-law/office unit under roof. Constructed with solid poured concrete block and 1-inch insulation, this remarkable residence was designed to withstand the test of time while delivering modern luxury and comfort. A rare feature, the home includes two reinforced safe rooms built with rebar-reinforced solid poured concrete walls and 12-inch concrete ceilings, along with a built-in, concrete-bolted safe. Additional security enhancements include a full alarm system and security spotlights. Designed for everyday living and entertaining, the property is equipped with a full-house 22-kilowatt generator, a buried 500-gallon propane tank, propane gas range and outdoor grill, two tankless water heaters, whole-house water softening and filtration systems, EV charging capability and energy-efficient construction resulting in remarkably low utility costs. The well-appointed kitchen features a solid wood cabinetry, quartz countertops, a kitchen, butler pantry, coffee bar and laundry room, Verona gas range, Frigidaire Professional French-door refrigerator, KitchenAid dishwasher, convenient under-counter outlets and the kitchen island has lighted shelves. Additional highlights include plantation shutters throughout, wine cellar, climate-controlled storage attic, granite in baths, custom garage cabinetry, epoxy-finished garage floors, hurricane-impact windows in the office/apartment, Pet Turf in the entire backyard with no maintenance necessary and a striking 35-foot flagpole. Combining superior craftsmanship, advanced infrastructure and thoughtful upgrades rarely found in today's market, this extraordinary property presents a unique opportunity to own a one-of-a-kind residence. Total heated square footage includes heated/cooled space to use as garage, workshop, and/or utility room in the detached structure.

Available furnished or unfurnished, lease-to-own or straight lease (6-12 months). On a picturesque brick street in Winter Park, this beautifully designed modern traditional pool home blends timeless architecture with thoughtful, high-end finishes throughout. Built in 2015 and offering over 3,100 square feet, the home features four bedrooms, three full baths, and a flexible three-story layout designed for everyday living and effortless entertaining. A welcoming front porch leads into a bright foyer highlighted by custom millwork and warm wood flooring, setting the tone for the home's clean, curated style. The open-concept main living space flows seamlessly from the dining area into a spacious family room and a chef's kitchen designed to impress. Anchored by a generous marble island with seating, the kitchen features Viking stainless steel appliances, a gas cooktop, honed granite perimeter countertops, custom cabinetry with upper and under-cabinet lighting, and stylish tile backsplash. A wet bar with wine refrigerator adds to the home's entertaining appeal. The first floor also includes a versatile office or playroom with custom built-ins, a functional mudroom/drop zone and abundant storage throughout. Upstairs, the primary suite offers a peaceful retreat with natural light and a spa-inspired bath featuring dual vanities, a soaking tub and a glass-enclosed shower. Secondary bedrooms are well-sized and thoughtfully designed, while the third-floor bonus suite with full bath provides ideal space for guests, a home office or additional living. Outdoor living is equally inviting, with a covered back porch equipped with remote-controlled phantom screens overlooking a private, professionally landscaped yard with artificial turf and a low-maintenance pool, ideal for year-round enjoyment. Additional features include two HVAC systems with Nest thermostats, hardwood flooring on the main level, and designer finishes throughout. Zoned for sought-after schools including Dommerich Elementary, Maitland Middle and Winter Park High. This is a rare opportunity to own a move-in ready home that balances style, function and location in one of Winter Park's desirable settings.

WOW! INTEREST RATE BUY DOWN FOR THE FIRST YEAR PAID FOR BY THE SELLER'S PREFERRED LENDER, REDUCING THE BUYERS INTEREST RATE AND MONTHLY PAYMENTS! CALL FOR DETAILS! Perfectly situated along a picturesque brick lined street with sidewalks in the heart of Winter Park, this beautifully refined residence offers timeless elegance, exceptional craftsmanship and a warm, inviting atmosphere just moments from the area's renowned parks, boutiques and dining. Bathed in natural light, the thoughtfully designed two story floor plan features four bedrooms, four full baths and rich maple wood flooring throughout the main living areas. At the heart of the home, the stunning chef's kitchen is designed for both everyday living and effortless entertaining, showcasing an expansive center island with a beverage refrigerator, granite countertops, a beautiful backsplash, abundant custom wood cabinetry, a pantry and a five burner gas range with double ovens. The kitchen flows seamlessly into the spacious family room, where a gas fireplace creates a welcoming focal point and French doors open to the covered patio and private backyard, extending the living space outdoors. The elegant dining room, accented with custom wainscoting, provides a sophisticated yet comfortable setting for intimate dinners and larger family gatherings alike. Just beyond, the thoughtfully designed laundry room with a butcher block countertop, custom shelving and storage. A versatile first floor room, currently serving as a playroom, is adjacent to a beautifully appointed marble floored full bath and is equally suited as a guest suite, executive office, fitness room or flex space. Upstairs, a cozy loft landing provides an additional sitting area or workspace, while the luxurious primary suite serves as a peaceful retreat featuring a beautifully new spa inspired bath with dual vanities, granite countertops, a soaking tub, an oversized walk in shower and an impressive custom walk in closet. Two additional bedrooms are connected by a beautifully renovated Jack and Jill bath, each with its own private vanity area for added comfort and functionality. Thoughtful details including higher ceilings, generous storage, plantation shutters, crown molding and baseboards enhance the home's refined character throughout. Adding exceptional versatility, the detached guest house features a full bath and a spacious walk in closet, creating the ideal space for guests, a private home office, studio or multigenerational living. The front paver area along with a long, deep driveway provides abundant parking while complementing the home's exceptional curb appeal. Ideally zoned for highly regarded Dommerich Elementary, Maitland Middle and Winter Park High School, this exceptional property also offers a 2021 roof, three HVAC systems (one approximately three years old and two approximately six years old), a Rinnai gas tankless water heater, newly added insulation and a storage shed not within site yet easily accessed just behind the guest house and the added benefit of no HOA. This is more than a home, it is a place to gather, entertain, relax and create lasting memories in one of Winter Park's most sought after neighborhoods and a most desirable lifestyle. The main house has 3 bedrooms & 3 full baths plus an office/playroom/gym or 4th bedroom, the guest house has a large flex room & a full bath & large walk in closet. A conceptual pool rendering illustrates the potential for a pool. Welcome Home!

Virtually Staged. Now offered at $1,499,000. Attractive financing opportunities may be available to qualified buyers, including preferred lender financing incentives. Set within an intimate residential enclave and surrounded by multimillion-dollar homes, and short distance to Winter Park Golf Course and Park Avenue, this stylish residence offers location, lifestyle and long-term appeal that make in-town Winter Park desirable. Inside, a sophisticated modern design features polished concrete floors, an open and light-filled floor plan, designer lighting, chef-inspired kitchen and seamless indoor-outdoor living. A private courtyard and pool create an inviting setting for entertaining and everyday living. This beautiful residence offers an opportunity to buy into an established neighborhood that continues to evolve. At $1,499,000, 641 Northwood Circle presents a compelling opportunity to enjoy the Winter Park lifestyle today while investing in one of the area's enduring locations.

Backup offers requested. Beautifully appointed on one of the most coveted streets in Winter Park, this exquisite transitional masterpiece combines grandeur and elegance for your enjoyment of living. Spanning over 4,000 square feet of living space and resting on over a quarter of an acre lot, this home is the quintessential dwelling place for life in 2021. Upon entering, you'll be greeted by high ceilings and a beautiful entryway opening up gracefully to the formal dining room and formal living space. Continue through the first floor to find your gourmet kitchen featuring marble countertops, an island with gas cooktop, butler's pantry, double ovens, Thermador appliances and picturesque views of your backyard pool. The first-floor owner's retreat beckons you with its oversized windows, French doors to outdoor space, walk-in closet and soaker tub. The first floor also features a powder room and elegant fireplace located in the formal living room. A staircase adorned with beautiful railing leads you to your second floor and continues to unfold sheer elegance. Four spacious bedrooms with three full baths occupy the remaining space on the second floor. Outside, the lush landscape, saltwater pool and spa deliver an abundance of space for outdoor enjoyment and exemplify the epitome of Winter Park living. An exclusive respite, this home represents a refined lifestyle for those who enjoy peace and convenient living.

Truly a rare Winter Park offering. Perfectly positioned along the dogleg of the fourth fairway of the historic Winter Park 9-Hole Golf Course, this beautifully renovated four-bedroom, four-bath Mediterranean residence seamlessly blends timeless architectural character with sophisticated modern living. Rich in charm and thoughtfully updated throughout, the home welcomes you with an elegant living room featuring a gas fireplace, classic built-in shelving and abundant natural light. At the heart of the home is a stunning chef's kitchen, complete with custom floor-to-ceiling cabinetry, premium Thermador appliances, a charming breakfast nook and an inviting bar with wine refrigeration that flows effortlessly into the formal dining room, ideal for entertaining. A distinguished first-floor office offers an exceptional work-from-home environment, showcasing a breathtaking custom wall of built-in shelving, cabinetry and an integrated desk. This versatile space also serves beautifully as a library or den. Upstairs, all four bedrooms provide privacy and comfort. The luxurious primary suite features two separate closets, a spacious spa-inspired bath with a soaking tub overlooking the golf course and a private covered balcony perfect for enjoying peaceful morning coffee or evening sunsets. A generously sized secondary suite offers exceptional flexibility with its own custom walk-in closet, en suite bath and private rear staircase, making it ideal for guests, multigenerational living or a secluded retreat. Two additional bedrooms and a well-appointed full bath complete the second level. Updated features include smart house lighting, cabinet and shelving accent lighting, custom built-ins and much more. Designed to embrace Florida's indoor-outdoor lifestyle, the home offers a screened porch accessible from both the dining room and breakfast nook, creating an inviting space for year-round entertaining. Two additional open patios provide the perfect setting to relax while enjoying picturesque golf course views and the tranquil surroundings. Perhaps the home's greatest luxury is its exceptional location. Just steps from the boutiques, acclaimed restaurants, sidewalk cafés and vibrant atmosphere of Park Avenue, this residence offers an unmatched Winter Park lifestyle. Convenient access to downtown Orlando, major hospitals, world-renowned attractions and both Orlando International and Orlando Executive airports makes everyday living as effortless as it is elegant. This is a rare opportunity to own a beautifully updated Mediterranean home in one of Winter Park's most coveted and locations.

Welcome to this beautifully renovated and exceptionally well-maintained townhome with a screened in pool nestled within the desirable lake community of Shadowbay. Thoughtfully updated from top to bottom, this residence offers the rare combination of stylish finishes, modern systems, abundant storage and low-maintenance living, allowing you to move in and simply enjoy. The heart of the home is the completely remodeled kitchen, featuring new cabinetry, quartz countertops, a stylish backsplash, a sink, lighting and brand-new appliances. The open living spaces are complemented by new flooring, baseboards, knockdown ceilings, fresh interior and exterior paint, new light fixtures, ceiling fans, door hardware, hinges and raised-height toilets throughout. Major improvements provide exceptional peace of mind, including a complete re-plumbing of the unit, a brand-new roof in 2025, new skylights in 2025, a brand-new HVAC system and a brand-new water heater. The primary suite has been enhanced with a custom built-in closet, while additional storage is provided by a built-in pantry and a large indoor storage room with floor-to-ceiling storage. Both baths have been beautifully updated, creating fresh and inviting spaces throughout the home. Go outside and enjoy the sparkling pool and Florida lifestyle from the screen-enclosed outdoor area, with a new fence and concrete slab adding function and privacy. The home also features a spacious courtyard, perfect for outdoor entertaining, relaxing or enjoying your morning coffee. The front driveway and courtyard have been upgraded with attractive pavers, while low-maintenance landscaping makes exterior upkeep a breeze. Shadowbay residents enjoy beach and lake access to beautiful Lake Brantley, as well as a community pool, providing plenty of opportunities for swimming, relaxing, boating and enjoying the outdoors. The home is also conveniently located near Sabal Point Elementary School, along with Central Florida's many dining, shopping, entertainment and recreational destinations. Additional improvements include a new shiplap accent wall, a new pool sweep and numerous updated fixtures and finishes throughout the home. With its extensive list of recent improvements, beautiful setting, spacious courtyard, exceptional storage and thoughtful attention to detail, this Shadowbay townhome is truly turnkey and ready to enjoy. A wonderful opportunity to own a beautifully updated home in a peaceful lake community with outstanding amenities and convenient access to everything Central Florida has to offer.

Completed in 2025 by Floridian Custom Homes, this distinguished English cottage-inspired residence brings refined character, thoughtful design, and exceptional craftsmanship to one of Winter Park's coveted residential corridors. Encompassing 3,720 square feet, the four-bedroom, five-and-one-half-bath home blends sophisticated interiors with contemporary systems and inviting spaces designed for both everyday living and entertaining. "OPTION TO PURCHASE HOME TURN-KEY": Owner has just finished a ~ $500,000 complete furnishings install thru Brianna Michelle Interior Design! A solid mahogany front door opens to interiors defined by Botticino limestone flooring with a distinctive textured finish, bespoke millwork, and generous gathering spaces. Coffered ceilings and recessed WAC lighting add architectural dimension, while insulated casement windows fill the home with natural light. The expansive central living area flows seamlessly into the dining space and beautifully appointed kitchen, featuring custom cabinetry by Grit & Grain, leathered Taj Mahal quartzite countertops, and a remarkable collection of professional-grade appliances, including a 43-inch La Cornue gas range with McGurken hood, Thermador refrigerator and freezer columns, and Bosch dishwasher. A generously sized walk-in pantry continues the custom cabinetry and quartzite finishes while incorporating dual refrigeration drawers and a dedicated ice maker. The adjacent mudroom is outfitted with substantial hardwood built-ins, providing exceptional organization and storage. The first-floor primary suite occupies a private wing and showcases wide-plank European white oak flooring by Forrest Accents, a customized walk-in closet, and an elegant spa-inspired bath. Natural stone countertops, Rohl polished nickel fixtures, marble flooring and shower surfaces, and a frameless glass enclosure create a polished yet inviting retreat. Throughout the home, solid-core doors are complemented by Emtek hardware. Positioned near the front entry, the library offers a sophisticated setting for work or quiet reflection, with matching oak flooring and custom casement windows. A solid wood staircase ascends to a second living area with an adjoining lounge or flex space. Three additional bedroom suites provide private accommodations, each with en-suite baths featuring porcelain flooring, frameless glass showers, brushed quartz and dolomite vanities, designer lighting, and integrated closet systems. Modern infrastructure includes CAT-5/6 wiring, Sonos-integrated speakers, Lutron RA-3 smart lighting controls, and pre-wiring for home security with digital camera ports strategically located at key entry points. Multiple access points from the primary suite and kitchen wing extend to a beautifully enclosed outdoor environment framed by mature landscaping designed by Signature Landscape. A Roman-inspired cabana with soaring ceilings and exposed beams serves as the centerpiece for outdoor entertaining. The fully tiled saltwater pool, representing a $50,000 upgrade, features therapy jets, LED-lit bubblers, a dual-skimmer system, Jandy heat-pump automation, and a Paramount self-cleaning system. Minutes to vibrant shopping, restaurants, sidewalk cafes of Park Avenue, and all that downtown Winter Park has to offer.

Exceptional opportunity to build on beautiful Bonita Drive, one of Winter Park's most picturesque brick-lined streets, with this 0.18-acre (approximately 8,014-square-foot) homesite. Already cleared and ready for new construction, the property offers an ideal setting to create a custom residence tailored to your vision. Ideally positioned just minutes from Park Avenue's shops and restaurants, Rollins College, the Winter Park Farmers' Market, leading hospitals and top-rated schools, with convenient access to downtown Orlando, major roadways and area airports. Create your dream home in one of Winter Park's most desirable residential settings.

Brand new 2026 custom residence in the heart of downtown Winter Park, just completed and showcasing elevated finishes thoughtfully curated by FG Schaub Construction & SOCO Interiors. Positioned across from the seventh green of the Winter Park 9 Golf Course, this exceptional five-bedroom, five-and-one-half-bath home includes a dedicated office, plus upstairs lounge in offering an extraordinary combination of sophisticated design, exceptional craftsmanship, and an unparalleled location. A striking front entry, framed by steel & glass doors open to a dramatic two-story foyer, where a floating glass-railed staircase sets the tone for the home's contemporary aesthetic. The front-corner office features expansive windows overlooking the Winter Park 9 Golf Course. The overall living design is an open-concept floor plan that creates effortless connectivity between the living, dining areas and kitchen. Designed for the discerning chef, the kitchen features Wolf and Sub-Zero appliances, including a six-burner gas range, integrated refrigeration, wine storage, a generous waterfall island with seating, and a spacious walk-in pantry. The adjacent living areas are anchored by a custom wet bar with ice maker and two wine towers, an linear electric fireplace, and a wall of disappearing glass sliders that seamlessly connect the interior to a fully enclosed 600+ square-foot, air-conditioned lanai outfitted with a complete summer kitchen. The expansive indoor/outdoor lanai provides an exceptional setting for year-round entertaining that opens up via three additional sets of glass panel doors or automatic screens to the pool and outdoor oasis. The 633sf lanai has its own dedicated HVAC system however, is NOT included in the home's primary heated & cooled living area square footage of 5,096sf. Privately positioned on the first floor, the luxurious primary suite features a wall of glass with direct access to the outdoor living area and an outdoor shower. The spa-inspired primary bath includes a freestanding soaking tub, glass-enclosed shower, generous size custom walk-in closet, and private sauna. Transition upstairs by either elegant staircase or elevator a spacious lounge area/loft and three additional bedroom suites, each offering a walk-in closet and ensuite bath. A versatile flex room with dedicated bath and a walk-in closet can easily serve as a fifth bedroom. A full hall bath and second-level laundry room (note: there is also a first-level laundry rm) provide additional convenience. Outside, a heated saltwater pool and spa, three pool side fire bowl features, outdoor private shower, and meticulously landscaped grounds create a sanctuary to relax and unwind... An exceptional opportunity to experience refined urban living in one of Winter Park's most coveted settings, with the tranquility of a golf course backdrop to being in the downtown Park Avenue corridor. Stroll to renowned boutiques, award-winning restaurants, sidewalk cafés, Central Park, the Saturday Farmers Market, art museums, The Alfond Inn, and the many cherished events and traditions that make downtown Winter Park living so special!

Park Hill is one of Winter Park's most coveted addresses, a distinguished collection of luxury brownstones situated at the northern end of Park Avenue, moments from the city's finest boutiques, restaurants, cultural landmarks and the historic Winter Park Golf Course. Within this exclusive enclave, residence 649 occupies one of the community's most private settings. Beyond the stately brick courtyard and gas lantern-adorned entrance, this three-story home with a private elevator is thoughtfully scaled for refined living. Not oversized, but extraordinarily well-appointed. Ten-foot ceilings, intricate millwork and moldings and generous windows establish an ambiance of quiet elegance, while hardwood floors and designer fixtures carry that standard throughout. The open-concept main living area is built for effortless entertaining. The chef's kitchen features 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 opens directly to a private courtyard with a summer kitchen and dedicated alfresco dining area, creating a genuinely tranquil retreat that feels removed from the energy of the avenue. Upstairs, two guest suites each offer walk-in closets and en-suite baths. A dedicated laundry room and a covered terrace with a fireplace, wet bar and half bath complete the level. The third-floor primary suite provides a true sense of retreat, with two custom walk-in closets, a private balcony and a spa bath filled with natural light from windows and skylights. Dual vanities, a glass-enclosed steam shower and a soaking tub are finished throughout in premium materials. Constructed of Old Carolina brick with three-story block construction, precast exterior trim and a slate mansard roof, the residence features a two-car air-conditioned garage, ample storage and soundproof hollow core floors. With exterior maintenance managed by the association, the lifestyle here is genuinely lock-and-leave. This is a rare opportunity to own in one of Central Florida's most prestigious communities, in a location that simply cannot be replicated.

Steps from Park Avenue and just moments from Winter Park Village, this architecturally stunning 2023-BUILT Vilasa townhome blends modern luxury with the timeless elegance of Winter Park living. Designed by Nasrallah Architectural Group, Ted Maines Interiors, and Jordan Builders, the residence showcases an Alys Beach-inspired aesthetic with warm wood accents, wrought iron detailing, and two-story block construction for enduring quality. Inside, sophistication is evident throughout: 13' ceilings on the main level and 10' upstairs, level four wall finishes, Pella double pane windows, and curated designer lighting create a refined atmosphere. The chef's kitchen is a centerpiece with high end flat panel cabinetry, quartz surfaces, Thermador appliances, and an expansive quartz waterfall island overlooking lush greenery. A private IN-UNIT ELEVATOR offers a level of luxury and convenience rarely found in Winter Park townhomes, providing effortless movement between floors and enhancing the home's lock-and-leave lifestyle. The primary retreat offers a serene escape with a loft for office or wellness space, a spa caliber bath with soaking tub and oversized shower, and generous closet options. Two additional bedrooms with designer finishes complete the second level, ideal for guests, office, or fitness space. Outdoor living is exceptional with an expansive 40' x 20' PRIVATE FENCED IN BACKYARD and covered patio extending from the sliding glass doors - a rare feature in Winter Park townhomes. A 2-car garage with insulated doors completes the residence. Live surrounded by Winter Park's best dining, boutiques, museums, lakes, Rollins College. Walk to Park Avenue, Hannibal Square, the shops and restaurants of Winter Park Village. Luxury, location, and lifestyle in perfect balance.

**VIRTUALLY STAGED ** A Florida sunroom overlooking the screened swimming pool and expansive fenced rear yard sets the tone for this four-bedroom, two-bath Sabal Point residence in the Sabal Woods development situated on approximately 0.43 acres at the end of a cul-de-sac and just a five minute walk directly to Sabal Point Elementary. Offering 2,513 square feet with a split floor plan, the home also features a brand-new roof completed in 2026. An extensively landscaped front yard with multiple flower beds frames the approach, while a long driveway provides additional parking and leads to the two-car, side-entry garage. You even have your own private basketball hoop! Upon entry, a separate living and dining room combination provides dedicated spaces for gathering and dining. The family room features a wood-burning fireplace with a brick finish and opens to the Florida sunroom, creating a natural transition to views of the pool and rear yard. The kitchen includes an eat-in dining area. Renovated baths and a combination of tile, laminate, and wood flooring complement the interior, which has no carpet. Most interior spaces were freshly painted in 2026. Beyond the screened pool enclosure, an additional patio extends the outdoor living space into the fenced rear yard, with masonry brick and vinyl fencing. The approximately 0.43-acre homesite provides substantial space for both indoor-outdoor living and landscaped surroundings.Additional features include an indoor laundry room with cabinetry and a utility sink. The two-car, side-entry garage offers additional storage and a pedestrian exit. Recent improvements include the brand-new roof completed in 2026 and a new pool pump installed in 2025. Approximately half of the home's windows were replaced in 2020, and the air-conditioning system was installed in 2016.Sabal Point offers parks, walkways and open spaces, while the home's location provides convenient access to Wekiwa Springs State Park, Interstate 4, restaurants and shopping. Schedule a private showing to explore the space, updates and outdoor features of this Sabal Point residence.