My Office's Listings

Some or all of the listings below are provided by the Winter Park office.
$1,375,000 (USD)
Active

Orlando Area Single Family Home

Active

9223 Hidden Bay Lane Orlando, FL 32819

4 Bed
4 Baths
4178 sqft
MLS# O6418910
Virtual Tour
Every home has a story, and this one was written by the builder himself. Designed and built by JeBailey & Co. as the builder’s own private residence, this property was never intended to be “just another house.” When a builder creates a home for their own family, every decision tends to be more thoughtful—from the materials chosen to the way the spaces live day to day—and that extra level of care is felt in the comfort, quality, and easy flow of this home. Approximately 20 years newer than most homes in the neighborhood, this 4,178 sq. ft. residence marries craftsmanship with more modern construction standards. Built with commercial-grade tilt-wall construction—rarely seen in area homes—it offers superior insulation, exceptional quiet, and impressive long-term durability, helping keep the home comfortable and energy-efficient in every season. Inside, you’ll find custom details throughout: soaring 16-foot ceilings, elegant columns, stone countertops, travertine flooring, and more. The foyer sets a gracious tone, opening to a formal dining room on one side and a formal living room straight ahead, where a gently curved wall of glass frames views of the lanai, pool, and lush landscaping. The kitchen is both beautiful and functional, with high-end appliances, abundant cabinetry, generous counter space, and a charming breakfast nook with display windows that capture tranquil views of the outdoor spaces. Open to the kitchen, the expansive family room features high ceilings, built-in cabinetry, and a corner gas fireplace—the perfect setting for relaxed gatherings. The first-floor primary suite is a true retreat, tucked into one of the quietest areas of the home for maximum peace and privacy. Dual closets and a spa-inspired bath complete this private sanctuary. Three additional bedrooms are also located on the main level; two share a convenient Jack-and-Jill bath, and all offer generous proportions and excellent closet space. The only room upstairs is a large bonus room with cathedral ceilings and an en suite bath—ideal as a guest suite, game or media room, or a private home office. Outdoors, the backyard enjoys the rare advantage of direct access to a community walking/jogging path, with a park and playground just a few blocks away. A side-load three-car garage, paver driveway, and new retaining wall contribute to the home’s stately curb appeal, further enhanced by fresh exterior paint and updated landscaping. Quietly positioned toward the back of the community on an ideal cul-de-sac lot, the setting feels peaceful and private, surrounded by beautifully maintained estate-style homes. The community itself is designed for an active, enjoyable lifestyle, with a dedicated rear sidewalk system that runs behind the homes in an alley-style layout, creating a safe, low-traffic space for walking and biking. Additional amenities include tennis and pickleball courts, plus a community boat ramp and dock with access to the renowned Butler Chain of Lakes—where you can enjoy nightly fireworks from the dock and even watch rocket launches from Canaveral right from your yard. It’s a home that not only stands apart in its construction and design, but also fully embraces the magic of the Florida lifestyle.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Brian Teach, Coldwell Banker Realty
$250,000 (USD)
Active

Orlando Area Condominium

Active

4214 Lake Underhill Road 6A2 Orlando, FL 32803

3 Bed
2 Baths
1640 sqft
MLS# O6419048
Experience effortless Florida living in this beautifully updated three-bedroom, two-bath condominium located in the highly desirable Plantation Garden community. Offering 1,640 square feet of thoughtfully designed living space, this rare first-floor residence combines comfort, style, and exceptional value in one of the area’s most amenity-rich communities. Privately positioned away from through traffic, this light-filled home offers a peaceful setting enhanced by hardwood flooring, plantation shutters, crown molding, and abundant natural light throughout. The spacious open layout is ideal for both everyday living and entertaining. The well-appointed kitchen features stainless steel appliances, extensive cabinetry, generous counter space, and ample storage, making meal preparation a delight. The oversized primary suite serves as a true retreat with a large walk-in closet featuring custom shelving, plus additional space perfect for a home office, reading nook, or sitting area. The luxurious primary bath showcases dual vanities and a spacious walk-in tiled shower. Two additional generously sized bedrooms provide flexibility for guests, family, or remote work and share a well-maintained secondary bath with a tub/shower combination. Step outside to your expansive screened lanai with private storage, the perfect place to enjoy morning coffee, unwind after a long day, or take in Florida’s beautiful year-round weather. Plantation Garden residents enjoy an impressive collection of resort-style amenities, including two sparkling swimming pools, fitness center, men’s and women’s saunas, tennis courts, dog park, game room, car wash station, workshop, on-site maintenance team, common laundry facilities, and a beautifully renovated clubhouse featuring an elevator-accessible event space with a full kitchen. Adding even more value, the monthly association fee provides a truly maintenance-free lifestyle, covering cable TV, high-speed internet, gas, water, sewer, trash, pest control, exterior maintenance, and landscaping. Outdoor enthusiasts will appreciate the community’s scenic lake, complete with canoe and kayak rack storage, fishing dock, and tranquil waterfront views, creating a private oasis just steps from your front door. Whether you’re searching for a move-in-ready home, low-maintenance lifestyle, resort-style amenities, or exceptional value, this beautifully maintained residence offers it all.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Robert "Bobby" Christiano, Coldwell Banker Realty
$1,395,000 (USD)
Active

Casselberry Area Multi-Family Home

Active

329 Seminola Boulevard Casselberry, FL 32707

4 Bed
4 Baths
1982 sqft
MLS# O6419362
Virtual Tour
Rare opportunity to own a beautifully renovated lakefront property on approximately 0.81 acres overlooking scenic Lake Kathryn, a 74-acre skiable lake in the heart of Casselberry. The main residence features 3 bedrooms and 2 bathrooms and underwent an extensive renovation in 2023, showcasing a new roof (2023), updated kitchen cabinetry, quartz countertops, laminate flooring, and beautifully remodeled bathrooms with modern finishes throughout. Attached to the home is a private in-law suite with its own separate entrance, kitchenette, and bathroom, offering additional flexibility for guests, extended family, or supplemental income opportunities. Outdoor enthusiasts will appreciate the property's impressive amenities, including a covered boathouse with boat ramp access to Lake Kathryn, a detached concrete block RV/Boat Pavilion with full bathroom, attached three-car garage, detached two-car garage, screened patio, expansive backyard, and abundant parking for boats, RVs, trailers, and recreational equipment. The property enjoys stunning lake views and benefits from its location adjacent to a city-owned parcel, creating an even greater sense of openness and additional water views. Adding even more appeal, the property is situated on approximately 0.81 acres and is zoned RMF-13 (Residential Multi-Family), a zoning designation that permits up to 13 dwelling units/acre (subject to applicable development standards and governmental approvals). The generous lot size, multifamily zoning, existing infrastructure, and substantial garage structures create a unique combination of immediate enjoyment and long-term potential, offering flexibility for future expansion, redevelopment, or other residential uses (subject to buyer verification and applicable approvals).Whether you're looking for a private waterfront retreat, an investment opportunity, a multigenerational living arrangement, or a property with room to grow, this one-of-a-kind offering provides endless possibilities. Property is being offered furnished or unfurnished. Buyer to verify all measurements, zoning, flood zone information, rental restrictions, and intended use. Washers, dryers, security cameras and smart locks do not convey with sale. All furnishings and decor including window treatments and accessories are available at an additional charge
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Catherine Williams, Coldwell Banker Realty
$8,295 / mo (USD)
Active

Winter Park Area Rental

Active

2234 Howard Drive Winter Park, FL 32789

4 Bed
6 Baths
3295 sqft
MLS# O6419042
Welcome to an extraordinary two-story, 4-bedroom, 5.5-bath executive estate nestled in one of Winter Park's most sought-after neighborhoods. Designed with timeless elegance and modern convenience, this expansive home effortlessly blends luxury, comfort, and versatility.
Inside, vaulted ceilings create a grand sense of space, while multiple living areas offer flexibility for both formal entertaining and casual gatherings. The gourmet kitchen is a chef's dream, complete with an enormous walk-in pantry, high-end appliances, and seamless flow into the dining area. Entertain in style with a wet bar and food service station, perfect for hosting elegant dinners or festive celebrations.
Master Suite is an expansive sanctuary that features a spa-like bathroom equipped with a soaker tub, walk-in shower, His and Her vanities

Step outside to your private heated lap pool, perfect for fitness or relaxation. The backyard retreat is surrounded by lush landscapingan ideal oasis for quiet relaxation or sunny Florida afternoons. A first-floor bedroom with en-suite bath adds convenience for guests or multi-generational living.

Perfectly situated near Audubon Park and Baldwin Park, this home offers unbeatable access to top-rated schools, including Audubon Park K-8 & Winter Park H.S. Ideally situated near Downtown Orlando, Rollins College, hospitals, renowned restaurants, and boutique shopping, making it a prime location for those seeking convenience and accessibility. Explore numerous community parks, perfect for those who enjoy an active outdoor lifestyle. An area rich in culture with nearby museums to explore and learn.
This is more than just a homeit's a lifestyle.
Experience the best of Winter Park living: elegant, elevated, and effortlessly connected.
Pets negotiable with owner approval. Additional fees may apply.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Raquel Elliott, Coldwell Banker Realty
$465,000 (USD)
Active

Orlando Area Single Family Home

Active

8915 Victoria Isle Place Orlando, FL 32829

4 Bed
2 Baths
1904 sqft
MLS# O6418732
Virtually Staged. **** PAID OFF SOLAR **** MASSIVE UPDATES **** 4 BEDROOMS **** OPEN KITCHEN *** PORCELAIN TILES****NEWER AC/ NEWER ROOF*** TESLA CHARGE STATION IN GARAGE *** EASY TO SHOW!!!

Welcome to this beautifully updated 4-bedroom, 2-bathroom home offering 1,904 square feet of living space in the highly sought-after Vista Lakes area of Orlando. Built in 2003, this move-in ready residence combines modern upgrades with comfort and functionality, making it the perfect place to call home.

Step inside to discover elegant white porcelain tile flooring, creating a bright and contemporary atmosphere throughout the home. The thoughtfully updated kitchen features stylish finishes and plenty of cabinet and counter space, while the renovated bathrooms provide a fresh, spa-inspired feel.

Major improvements have already been completed for peace of mind, including a newer roof and A/C system, both replaced within the last three years. The spacious floor plan offers four bedrooms, ideal for families, guests, or a home office. Enjoy Florida living year-round from the enclosed and finished porch, or entertain outdoors on the patio surrounded by attractive brick pavers that add charm and curb appeal.

Constructed with durable concrete block and stucco, this single-story home also features a 2-car garage, central air conditioning, and a well-sized 6,000-square-foot lot. Conveniently located near Lake Nona Medical City, Orlando International Airport, major highways, shopping, dining, and top-rated schools, this home delivers both comfort and convenience.

Beautifully updated, meticulously maintained, and loaded with major improvements, 8915 Victoria Isle Place is a rare opportunity you won't want to miss. Schedule your private showing today!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Milton James, Coldwell Banker Realty
$1,399,000 (USD)
Active

Orlando Area Single Family Home

Active

8310 Tivoli Drive Orlando, FL 32836

5 Bed
3 Baths
3107 sqft
MLS# O6417803
Virtual Tour
Virtually Staged. Rare opportunity to own a spectacular lakefront home in the exclusive 24-hour guard-gated community of Vizcaya, perfectly positioned on a pristine lakefront homesite in the heart of Orlando's renowned Restaurant Row. This stunning 5-bedroom, 3-bath pool home with a 3-car garage offers breathtaking water views and the perfect blend of luxury, comfort, and elegance. New roof (2022) and AC system (2015). From the moment you enter through the grand double doors, you'll be captivated by panoramic lake views that create a stunning backdrop throughout the home. Designed for both everyday living and entertaining, the open and light-filled floor plan features spacious living and dining areas, soaring ceilings, and seamless indoor-outdoor living. The gourmet kitchen boasts modern appliances, abundant cabinetry, a center island with breakfast bar, and a breakfast nook overlooking the sparkling pool and tranquil lake. The thoughtfully designed layout includes three bedrooms on the main floor, including a luxurious primary suite with lake views, a spacious walk-in closet, dual vanities, a garden tub, and a separate shower. Upstairs, you'll find two additional bedrooms and access to a private balcony, perfect for enjoying peaceful lake views and spectacular sunsets. Step outside to your private waterfront oasis, where a sparkling pool and spa overlook the lake, creating the ideal setting for relaxation and entertainment. Enjoy year-round outdoor living and watch Disney Magic Kingdom fireworks from your backyard. Vizcaya residents enjoy resort-style amenities including a lakefront clubhouse, community pool and spa, fitness center, tennis courts, walking paths, playground, and dog park. Conveniently located near Restaurant Row and just minutes from I-4, Orlando International Airport, world-class shopping, dining, and attractions. This is a rare lakefront retreat offering luxury living in one of Orlando's most sought-after communities. Schedule your private showing today.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Shahrin Alam, Coldwell Banker Realty