My Office's Listings

Some or all of the listings below are provided by the Winter Park office.
$995,000 (USD)
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Orlando Area Condominium

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155 S Court Avenue Penthouse (2905) Orlando, FL 32801

2 Bed
2 Baths
1786 sqft
MLS# O6353021
Virtual Tour
DEEP DECREASE WITH MOTIVATED SELLER. THIS FULLY REMODELED BREATHTAKING PENTHOUSE IN SOLAIRE AT THE PLAZA IS AN ABSOLUTE SACRIFICE THAT SELLER MUST SELL. This is a rare find and seldom available, it is a must see! If luxury, aesthetics and entertainment are what you fancy, you have found all of that and so much more. This fully remodeled, high-tech smart Penthouse offers an unparalleled lifestyle with top-tier finishes, cutting-edge features, and breathtaking panoramic views of the City Beautiful. Step inside to discover the luxurious illuminated marble kitchen, a true centerpiece of this Penthouse, featuring customizable lighting and aesthetically pleasing style. The expansive open-concept layout is perfect for entertaining, with floor-to-ceiling windows that flood the space with natural light and offer unobstructed panoramic city views. Motorized black-out blinds are installed throughout for effortless privacy and ambiance control. The primary suite is a luxurious retreat, boasting a massive bedroom, spa-like bathroom with high-end finishes, and a separate water closet for added comfort. Throughout the unit, you'll find sleek ceramic tile flooring, ceramic tile walls, elegant color schemes, and detailed trim work that elevate the overall aesthetic like no other, including HUE lighting imbedded beneath all the baseboards throughout the Penthouse. All of your guests will impressed upon entry in this rare high-end fully remodeled Oasis. This prime location is fully walkable and just steps away from Orlando's best dining, nightlife, entertainment, sporting arenas and cultural venues including the Dr Phillips Performing Arts Center. There are two reserved secured parking spots located right by the resident elevator in the nested parking garage with 24 hour surveillance. Park your car and enjoy the vibrant and walkable downtown lifestyle. Solaire at the Plaza is currently undergoing an exciting transformation, further enhancing its status as Downtown Orlando's Premier Residential Tower. Enjoy 24 hour concierge service and facial recognition biometric entry, solidifying that Solaire keeps resident safety 1st place. Seeing is truly believing in this spectacular Penthouse soaring far above the rest, move-in ready and awaiting your arrival. Bring me your offer!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Jude DeVito
$970,000 (USD)
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Orlando Area Condominium

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6204 Masters Boulevard 202 Orlando, FL 32819

3 Bed
3 Baths
2056 sqft
MLS# O6378111
Virtual Tour
WATERFRONT Bay Hill condo with deeded boat slip & lift! 3 bedrooms, 3 full bathrooms, 2056 sq ft, this charming second floor unit is one of only 11 of the Masters Condominiums overlooking the famed Butler Chain of Lakes and include private deeded boat slips - rare indeed. Located 100 yards from the Bay Hill Club & Lodge, this condo is the first building on the left, featuring a large 1-car garage (23 x 11), paver courtyard, easy stairs to the front door, plus Guest parking. Inside, there's a wonderful split floor plan, NEW interior Alabaster paint and neutral carpet in all 3 bedrooms, and 20' ceramic tile in all additional rooms, foyer and halls. One Guest bedroom is en suite and overlooks the rear deck and lakes, and roll-down storm shutter for the sliding doors. A Bright, spacious Kitchen with lots of cabinetry and deck access, roll down storm shutter, and the relaxing water views. Large Dining area adjoins a Huge Living room with fireplace. The Primary suite has multiple closets, including a storage-like closet, walk-in shower, 21' bedroom, PLUS a front-facing deck for light and access, and a view of the Bay Hill golf practice area! The elevated rear deck is an L-shape and includes an exterior storage shed, looking at the lakes and your private deeded boat Marina and slip with lift - ideal for entertaining. This property makes a perfect Winter home or permanent residence in the heart of Bay Hill. Great opportunity!
Listing Courtesy of STELLAR / Coldwell Banker Realty / George Stringer
$950,000 (USD)
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Orlando Area Single Family Home

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7621 Orange Tree Lane Orlando, FL 32819

4 Bed
3 Baths
2289 sqft
MLS# O6377839
Virtual Tour
Location, Location, Location! Right in the heart of Dr.Phillips in convenient and highly desirable, gated, Orange Tree Country Club, visit this one-of-a-kind, Southern inspired architecture & RENOVATED two-story, custom home! Numerous modern upgrades and renovations include: imported 'old world' custom doors, rectangular-cut Marble floors throughout the OPEN Plan main floor Foyer, Living room with custom mantle/hearth fireplace, dedicated Dining space, SHOWCASE Kitchen & Island with Waterfall pattern marble & backsplash, bar seating, custom sliding doors, Modern grey custom cabinets with many drawers, Farmhouse sink, custom pendants, ZLINE gas range (propane), ZLINE convection wall oven with air-fry, SUB-ZERO fridge, ZLINE center range hood & Bosch dishwasher! Great NATURAL light and flow, ideal for entertaining, plus a convenient full bath. Bamboo stairs with wrought iron railings, and all bedrooms also in Bamboo. The Primary renovated suite has a walk-in closet, gorgeous bath with Barn door, French doors to the dual access lengthy full front covered porch with wrought iron railings. Guest bedrooms modern closets, modern bath and one en suite. Large covered Lanai overlooks the large free-form pool with saltwater system and solar heating, plus resurfaced deck. An AMAZINGLY Huge rear yard, fully fenced, well for irrigation, oversized rear access 2-car garage and large concrete slab for entertaining, vehicles or kids play. Roof (2018), Garage Door (2022), AC (2017), New Electric panel, New 'Anderson' windows including French doors with warranties. Orange Tree is wonderful golf community with memberships based on availability. The convenience is unparalleled to DP schools, YMCA, 3 Publix, Whole Foods, Fresh Market, Sand Lake restaurants and so much more!
Listing Courtesy of STELLAR / Coldwell Banker Realty / George Stringer
$949,900 (USD)
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Winter Garden Area Single Family Home

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1024 Kershaw Drive Winter Garden, FL 34787

4 Bed
4 Baths
2461 sqft
MLS# O6375448
Virtual Tour
Welcome to Oakland Park, where nature and architectural charm collide creating a colorful canvas that looks like majestic live oak trees, shady front porches, grassy open spaces and breathtaking golden hours. This Florida Vernacular two story home is nestled in the heart of 258 acres and overlooks a Conservation Green Space. This Shoreline B was constructed by David Weekley and is occupied by the original owners. The floor plan delivers 4 Bedrooms with the Primary Bedroom location on level one, Private Office, Dining Room with Custom Built-In Features, Gourmet Kitchen with Stainless Steel Appliances, Backsplash, Farmhouse Sink, Designer Upgrades and Quartz Counters, Living Room with Custom Shiplap accent wall, Laundry Room with Built In Cabinets and a Spacious Bonus Room. All additional Bedrooms and Bonus Room are located on level two. Bedroom Two and Three have optimal privacy with En-Suite Bathrooms. Bedroom Four is currently being used as a home exercise platform, it has a closet. The Primary Bedroom was thoughtfully designed with Coffer Ceilings, Custom Walk-In Closet and an En-Suite Bathroom with Dual Sinks, Quartz Counters, A bathtub worthy of a Lush Bathbomb and Large seperate shower. Throughout the home you will find Plantation Shutters, Upgraded Interior Lighting, Designer Mirrors and Fans, Built-In and thoughtful Features such as Coat Closet, Drop Spot with Benches and organization System. A full exterior painting and sealing was performed in 2025. Enjoy a cozy screened porch that overlooks a fenced yard with fresh sod, Einstien Lighting and BBQ grill. The alleyway detached garage includes a 40 amp circuit and receptacle for a Tesla charger, Garage shelving, Cabinets and Refrigerator. The Hoa covers all the main areas of Oakland Park, Green Spaces, Parks, Clubhouse, Trails, Fields, Pathways, Playgrounds 2 Pool and Amenities. Each homeowner is responsible for maintaining their property. All mechanicals are 2019. On the shore of Lake Brim, the West Orange Trail entices residents to explore the outdoors—walk, jog, bike, skate or take a drive in a golf cart. There are 22 miles of walkways, trails and preserved wetlands that connect residents to nature, local shopping (including the nationally heralded Farmers Market), dining, culture and entertainment in charming Winter Garden. I invite you to take a moment on our front porch and believe that a dream can turn into reality.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Erin Tompkins
$949,900 (USD)
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Orlando Area Single Family Home

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4178 S Chickasaw Trail Orlando, FL 32829

4 Bed
3 Baths
2500 sqft
MLS# O6337517
Virtual Tour
**Major Price Improvement- don't miss this opportunity!**Welcome to this fully renovated 4 bedroom, 3 bathroom pool home, situated on a sprawling 0.73 acre lot. This is truly a home-seekers paradise, with no HOA, an extended driveway leading up to the home on nearly an acre lot. Step through the double entry doors and be greeted by the open floorplan, in which the dining room seamlessly flows into the living room. Tray ceilings can be found in the living room, adding a luxurious touch and french doors lead out to the back patio. Wainscoting walls and an elegant chandelier add the finishing touches to the dining room. As you step into the family room area, you will notice ample natural lighting throughout and a beautiful fireplace. Off of the living room, step into the breakfast nook and state-of-the art kitchen featuring stainless steel appliances, granite countertops with slab backsplash and a kitchen island. The split floorplan creates a private retreat with the primary suite being separate from the other bedrooms and bathrooms. The primary suite features private french doors that lead out to the back patio and an attached en-suite bathroom with walk-in closets, dual sinks, a private watering closet, and a beautiful walk-in shower. In addition, you will find 3 bedrooms and 2 full bathrooms on the other side of the home. The attached in-law suite is perfect for guests, multi-generational living, or whatever fits your family's needs. Within the in-law suite studio, is a living room space, private bedroom, full bathroom with a walk-in shower, and a kitchenette equipped with a stainless steel refrigerator, stovetop, and exhaust fan. Step outside onto your private, outdoor oasis and begin enjoying Florida living. The patio showcases an extended outdoor lanai with ceiling fans, an outdoor pool and spa with new pool pump and electric pool heater, stunning travertine pavers, and a screen enclosure around the pool. Outside of the screen enclosure, enjoy an additional paved patio space, perfect for entertainment. This is a rare find so schedule a private showing today and make this house your forever home! Roof- 5 years old; new tankless water heater;HVAC unit- 2021; new pool pump, new electric pool heater.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Kevin Asenjo
$899,000 (USD)
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Winter Park Area Single Family Home

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668 Overspin Drive Winter Park, FL 32789

4 Bed
3 Baths
2509 sqft
MLS# O6351255
Virtual Tour
Modern Elegance Meets Custom Craftsmanship in the Heart of Winter Park with easy access to major highways!
Welcome to your dream home — a custom-built Winter Park masterpiece blending modern luxury with thoughtful design. With over 2,500 sq/ft of stunning living space, this 4-bedroom, 3-bathroom home was built to impress and designed to entertain.
Step inside and be captivated by the seamless open layout, drenched in natural light from oversized windows. The living room features a striking electric fireplace and built-in JBL speakers — perfect for cozy nights in or lively gatherings. Custom woodwork accents the walls, adding warmth and character to every corner.
The heart of the home is the chef-inspired kitchen, boasting gleaming quartz countertops, premium stainless steel appliances, and a spacious butler’s pantry. Whether you're hosting dinner parties or making weeknight meals, this kitchen is both functional and fabulous.
Upstairs, the luxurious primary suite is a private retreat, complete with its own sound system, generous space, and serene ambiance. The remaining bedrooms — thoughtfully positioned down the hall — are ideal for family or guests, and a versatile loft offers the perfect space for game nights, a home office, or a relaxing lounge.
Don't miss the downstairs guest suite, perfect for multi-generational living or a private home office.
Outside, your personal oasis awaits. A spacious backyard invites weekend barbecues, and a custom gazebo sets the scene for memorable evenings under the stars.
Additional highlights include a conveniently located laundry room near the bedrooms, modern finishes throughout, and smart, stylish details in every room, check out our 3D tour!
Located conveniently close to I-4 and downtown, his is more than a home — it’s a lifestyle.
Come see the perfect blend of elegance, comfort, and design. Call today to schedule your private showing!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Karen Jacobs
$899,000 (USD)
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Winter Park Area Single Family Home

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2609 Summerfield Road Winter Park, FL 32792

5 Bed
2 Baths
2554 sqft
MLS# O6377302
Virtual Tour
Luxury living meets the fairways in this exceptional 5/2, 2554 sqft. retreat, perfectly positioned across from the Winter Park Pines Golf Course and its vibrant clubhouse for dining and drinks. Professionally designed from top to bottom, this sun-filled home blends timeless elegance with modern peace of mind—every detail thoughtfully upgraded, every space beautifully curated.

Inside, natural light pours through double-paned Pella picture windows framed by classic wood sills, highlighting Shaw engineered wood flooring and plantation shutters throughout. The home has been fully transformed with brand-new, completely rewired electrical, new drywall, texture, trim, newer doors, and thoughtfully updated lighting including recessed can lighting—offering both beauty and confidence behind the walls.
The kitchen is as functional as it is stunning, featuring granite countertops, newer stainless steel appliances, a Kohler farmhouse sink, wine refrigerator, and a large pantry—ideal for entertaining and everyday living alike.
The private primary suite is a true retreat, showcasing a redesigned, spa-inspired bathroom and a custom-built oversized closet. A bonus room with picture windows provides flexible space for a home office, studio, or additional living area.
Outdoor living is equally impressive, with a paver driveway, newer garage door, leaf-guarded gutters, and an inviting patio designed for entertaining. Enjoy evenings under the market lighting gathered around the fire pits, all supported by a newer irrigation system and well sprinkler system for easy upkeep.

With countless thoughtful details throughout, this is more than a home—it’s a refined lifestyle in one of Winter Park’s most desirable golf course settings
Listing Courtesy of STELLAR / Coldwell Banker Realty / Karen Jacobs