Featured Properties

Some or all of the listings below are provided by the Winter Park office.
$4,299,000 (USD)
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Winter Park Area Land

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2403 Euston Road Winter Park, FL 32789

Bed
0 Baths
sqft
MLS# O6434678
Virtual Tour
Fly In. Unwind. Build Your Dream on Lake Killarney. Bring your seaplane and envision the lakefront estate of your dreams on one of Winter Park’s
rarest offerings. Tucked away on a private peninsula surrounded by multi-million-dollar homes, this extraordinary property spans approximately
432 feet of shoreline along the spring-fed, crystal-clear waters of Lake Killarney. With 1.514 buildable acres across two combined lots (2401 &
2403 Euston Ave), you'll have the space—and the freedom—to design an architectural masterpiece or a serene retreat that blends seamlessly
with the natural beauty of this exclusive setting. Lake Killarney is a hidden 234-acre gem, beloved for its tranquility, paddleboarding and
watersports, abundant wildlife, and lakeside dining. Locals savor moments like scenic seaplane lunches at Hillstone and cozy evenings around fire
pits under starlit skies. With no public access, the lake offers unmatched privacy, and its pristine waters are maintained year-round by a
thoughtful system of two drainage wells. Just minutes away, enjoy the vibrant lifestyle Winter Park is known for—Rollins College, Park Avenue,
Winter Park Village, Whole Foods, the Farmers Market, and a rich cultural scene are all at your fingertips. Whether you’re dreaming of a peaceful
sanctuary or a showstopping entertainer’s paradise, this property offers the ultimate trifecta: land, luxury, and lifestyle.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Marie Ledbetter, Coldwell Banker Realty
$3,500,000 (USD)
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Winter Park Area Single Family Home

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2240 Venetian Way Winter Park, FL 32789

4 Bed
4 Baths
4036 sqft
MLS# O6413398
Virtual Tour
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*
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: John Hurlburt, Coldwell Banker Realty
$3,495,000 (USD)
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Winter Park Area Single Family Home

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1600 Legion Drive Winter Park, FL 32789

5 Bed
6 Baths
4483 sqft
MLS# O6450869
Virtual Tour
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.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Brian Teach, Coldwell Banker Realty
$3,265,000 (USD)
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Winter Park Area Single Family Home

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1761 Legion Drive Winter Park, FL 32789

5 Bed
6 Baths
4949 sqft
MLS# O6435967
Virtual Tour
Nearly half an acre in the heart of Winter Park. Set on a 0.42-acre oversized corner lot in Green Oaks, this custom 5-bedroom, 5.5-bath residence offers what nearby new construction rarely can: room to breathe. Where most new luxury homes in 32789 sit on a quarter- to a third-acre, this property pairs 4,949 square feet of living space with a rare three-car garage, a newly added semi-circular driveway, and a backyard with genuine space for play, gardening, or entertaining on a grand scale. Completed in 2017 and meticulously maintained by its original owner, the home was thoughtfully reimagined by renowned designer Ted Maines with high-end finishes throughout.

The floor plan balances formal entertaining with relaxed everyday living. The foyer opens to a gracious formal living room, with a dedicated dining room to the right and a private office to the left, an ideal setting for hosting guests or working from home. Toward the rear of the home, the large gourmet kitchen with custom cabinetry and Sub-Zero and Wolf appliances flows into a sunny eat-in dining area and a family room anchored by a fireplace, with expansive sliding glass doors connecting to the outdoor living spaces. The private first-floor primary suite opens directly to the lanai and pool and includes a spa-inspired bath with steam shower and custom his-and-her walk-in closets. A second ground-floor bedroom offers flexibility for guests or multigenerational living. Upstairs, a spacious loft with custom dry bar leads to a media room and three additional en-suite bedrooms.

Enhancements include a whole-house generator supported by a 250-gallon buried propane tank and new pool solar equipment. Year-round comfort comes from three A/C systems serving four climate zones, including a zone dedicated to the primary suite. Outdoors, a heated saltwater pool and spa, stone decking, outdoor shower, and ambient lighting make the most of the expansive grounds.

A homesite of this size, this close to the shops, dining, parks, and charm of downtown Winter Park, is increasingly hard to find.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Harry Pool, Coldwell Banker Realty
$2,995,000 (USD)
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Orlando Area Condominium

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100 S Eola Drive 119 Orlando, FL 32801

4 Bed
4 Baths
4244 sqft
MLS# O6419975
Virtual Tour
Welcome to Penthouse 119, an unparalleled residence at the most sought-after address in downtown Orlando. Opportunities to acquire a penthouse of this scale and sophistication are rare—this is truly a one-of-a-kind offering. From the expansive, wraparound terrace, soak in breathtaking panoramic views of the city skyline where every angle exudes elegance. As you step through the grand foyer, you are immediately greeted by an exquisite display of craftsmanship: lustrous marble floors, custom-designed wallpaper, double tray ceilings, and ambient lighting that casts a soft glow over embossed crown molding. Towering floor-to-ceiling windows flood the space with natural light, creating a perfect harmony of luxury and openness. This magnificent home features three spacious bedroom suites, including dual master retreats, one complete with a serene sitting area and a built-in library. Private balcony access from each bedroom to the expansive wrap-around, panoramic views of downtown and the city. A private office with custom cabinetry offers an ideal space for work, while the theater room provides the ultimate in-home entertainment experience. Exclusive to Penthouse 119, four assigned parking spaces in the secure, gated garage provide convenience and ease. Additionally, two electric car charging stations are available for rent, ensuring that all your needs are met with the utmost attention to detail. The Sanctuary offers the epitome of full-service living, with a dedicated concierge team to cater to your every need. Step outside and find an array of world-class dining and retail options just moments away. The building’s premier amenities include a resort-style pool with private cabanas, grilling stations and the cutting-edge fitness center ensures you can maintain your lifestyle with ease. Unwind in the luxurious sauna and steam rooms or entertain in the resident’s lounge, which features a media room and catering kitchen for hosting unforgettable events. Close proximity to the Kia Center, Publix, boutique shopping, and vibrant nightlife, this residence presents the perfect balance of luxury living and urban convenience. The Orlando Executive Airport is just a 10-minute drive, providing effortless access to both domestic and international travel. Penthouse 119 at The Sanctuary is not just a home; it’s an experience—where location, design, and luxury converge. Property may be under AV surveillance.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Catherine Williams, Coldwell Banker Realty
$2,950,000 (USD)
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Apopka Area Single Family Home

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2509 Appy Lane Apopka, FL 32712

4 Bed
4 Baths
6059 sqft
MLS# O6450034
**A Rare Apopka Estate | 10+ Acres of Privacy, Luxury & Unlimited Potential**

Discover an extraordinary opportunity to own a private estate on over 10 acres in one of Apopka’s most desirable and rapidly growing areas. Combining privacy, versatility, and exceptional potential, this unique property welcomes you through a custom electric gated entrance, setting the stage for an exclusive lifestyle surrounded by expansive open land.

The main residence features **4 spacious bedrooms, 3.5 bathrooms, and beautifully updated interiors**, including brand-new flooring throughout. Thoughtfully designed for comfort and functionality, the home offers generous living spaces ideal for everyday living, entertaining, and hosting family and friends.

Adding to the property’s versatility is a modern detached guest house featuring **1 bedroom, 1 bathroom, and a private kitchenette**—an ideal setup for multigenerational living, visiting guests, a private retreat, or potential rental income.

Beyond the residences, the expansive acreage offers a world of possibilities. Envision a private equestrian estate, a hobby farm, agricultural use, or simply a secluded sanctuary where you can enjoy the freedom and tranquility of country living. Existing animal-related installations further enhance the property’s appeal for those seeking a rural lifestyle.

**For investors and developers, the acreage and strategic location offer an opportunity worth exploring.** With Apopka continuing to grow, this property may present future possibilities for redevelopment or other uses, subject to zoning, land-use regulations, applicable approvals, and independent verification by the buyer with the City of Apopka.

Despite its peaceful, private setting, the property is conveniently located just minutes from Kelly Park and Rock Springs, with access to major roadways, shopping, dining, and everyday conveniences.

Whether you envision a luxury private retreat, a multigenerational estate, a rural lifestyle property, or a long-term investment, this exceptional offering delivers a rare combination of space, privacy, and flexibility in a sought-after Central Florida location.

**Explore the possibilities. Experience the privacy. Make this extraordinary Apopka estate your own. Schedule your private tour today!**
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Nohora Gomez, PA, Coldwell Banker Realty
$2,790,000 (USD)
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Windermere Area Single Family Home

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6850 Valhalla Way Windermere, FL 34786

5 Bed
7 Baths
5225 sqft
MLS# O6443303
Virtual Tour
Welcome to Valhalla Way, an absolutely turn-key home, in the highly sought-after guard-gated community of Keene’s Pointe. Timeless in character yet fully updated for modern living, this stunning pool home offers a golf-course view of the 14th hole at the renowned Golden Bear–designed Keene’s Pointe Country Club, a beautifully renovated kitchen, soaring ceilings, and more than 5,000 square feet of thoughtfully designed space.Step through the ornate yet fitting front door and the foyer opens into a formal living area, where cathedral ceilings create a bright, open feel and French doors lead to one of the home’s covered lanais. The formal dining room is an inviting space for entertaining, with ceiling and floor details that immediately draw the eye.At the heart of the home, the renovated kitchen is made for both everyday living and gathering. It features fresh two-tone cabinetry, upgraded appliances including a top-of-the-line gas stove, stone counters with a custom backsplash, crown molding, and a center island with prep sink, storage, and bar seating. A breakfast nook offers a more intimate setting with views of the pool.The family room continues the indoor-outdoor flow, with a wall of glass doors opening to a second lanai. On the main floor you’ll also find an office, a bedroom and bath, and the owner’s suite. This private retreat is filled with natural light and highlighted by a double tray ceiling, an accent wall, and a sitting area made for a quiet morning coffee. The spa-like en-suite bath includes a custom dual-sink vanity, dressing table, and oversized walk-in shower.Upstairs, a chic modern staircase leads to additional bedrooms and baths, an open loft with a wet bar for casual entertaining, and a theater room for movie nights.Outside, the home is just as impressive: two covered lanais, an outdoor grill, multiple seating areas, and a custom saltwater pool and spa that has been recently resurfaced with new pool equipment. The backyard feels like a private oasis, with unobstructed golf-course views and lush landscaping. Choosing a home in Keene’s Pointe is choosing a lifestyle unlike any other. This lakefront, guard-gated community offers access to the famous Lake Butler Chain of Lakes, and, of course, golf, tennis, and pickle-ball thru membership into the Golden Bear Club. Set in sought-after Windermere, it also provides easy access to shopping, dining, attractions, and so much more. Zoned for top-rated schools, this breathtaking home delivers everything you could want and then some. Schedule your private tour of Valhalla Way and start making memories that last a lifetime, surrounded by all that Central Florida has to offer.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Michael "Shane" Croft, Coldwell Banker Realty
$2,750,000 (USD)
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Winter Park Area Single Family Home

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1663 N Park Avenue Winter Park, FL 32789

4 Bed
5 Baths
3640 sqft
MLS# O6453687
Virtual Tour
An exceptional expression of contemporary luxury on Winter Park’s historic Park Avenue! This newly constructed residence presents a luxurious design and elevated craftsmanship. From the sleek metal roof to the dramatic 11-foot custom statement entrance door, this 4 bedroom, 5 bath home makes an unforgettable first impression. At the heart of the home, the expansive designer kitchen makes a striking statement with sleek GOLA-profile cabinetry, an expansive 9 foot center island, and exquisite quartzite countertops and backsplash. Premium Wolf and Thermador appliances deliver exceptional culinary performance. Discreetly concealed behind a door adjacent to the main kitchen, a fully equipped secondary prep kitchen features a six burner gas range with double ovens, offering an exceptional level of functionality for everyday living and entertaining. The living area is equally impressive, featuring a pre-wired entertainment wall ready for a personalized audio-visual experience. The first-floor primary suite serves as a private sanctuary, highlighted by a luminous LED aura ceiling. The spa-inspired primary bathroom features floating contemporary cabinetry with integrated sensor lighting, Kohler Purist collection faucets and fixtures, and anti-fog LED mirrors. A luxurious freestanding soaking tub creates an elegant focal point, while the spacious, glass enclosed, walk-in shower showcases beautiful tilework and separate shower systems on both sides. Sensor-activated lighting throughout the bathrooms and closets add another layer of modern sophistication. The custom-designed primary closet rivals a luxury boutique, featuring a full-length mirrored door, valet rod, convertible vanity, central island with integrated electrical outlets, and built-in shoe bench. The second level features a dedicated bonus room offering the flexibility to create a private home theater, office, or a creative studio. A separate den area provides another versatile living retreat along with three generously appointed bedrooms, each with its own en-suite bathroom and custom walk-in closet. Additional appointments include modern switches and outlets, smart thermostats, Minka-Aire ceiling fans, CAT 6 cabling in every room, and smart-home pre-wiring. The garage is well-appointed, featuring wall-mounted garage door openers with battery backup, a Tesla charging station compatible with other electric vehicles, and a separate 50-amp outlet to accommodate additional EV charging equipment. The outdoor living experience is a defining feature of this extraordinary property. Designed by Complete Outdoors, a stunning, salt water swimming pool featuring two dramatic 24-inch water bowls, a custom pebble interior, natural stone coping, and integrated heating and cooling capabilities, is being installed. A complete summer kitchen creates an inviting setting for alfresco dining,.
This creation offers a distinctive lifestyle opportunity in the heart of Winter Park. Enjoy a walkable lifestyle surrounded by upscale boutiques, restaurants, charming sidewalk cafés, and the lush beauty of Central Park. Experience the beautiful Winter chain of lakes and the Winter Park Golf course, a 9 hole gem in the heart of Winter Park. Explore the Saturday Farmers Market, discover local art museums, and experience the vibrant community events and timeless traditions that make downtown Winter Park such an exceptional place to call home.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Ingrid Livingston, Coldwell Banker Realty