Our Office's Listings

Some or all of the listings below are provided by the Winter Park office.
$999,000 (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
$954,900 (USD)
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Windermere Area Single Family Home

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1451 Whitney Isles Drive Windermere, FL 34786

4 Bed
4 Baths
3938 sqft
MLS# O6334881
Virtual Tour
Welcome to your luxury oasis in the exclusive, gated community of Belmere. This beautifully landscaped, Mediterranean-style residence is the perfect blend of elegance and comfort, offering four bedrooms, three and a half baths, and a three-car garage. Step inside through grand double glass doors into a two-story foyer with soaring ceilings. The open-concept layout is perfect for entertaining, featuring a separate dining room, a spacious living room, and a gourmet kitchen that flows seamlessly into the family room. The kitchen is a chef's dream, with granite countertops, a center island, a breakfast bar, a walk-in pantry, and a cozy breakfast nook. The adjoining family room features a wood-burning fireplace, ideal for those rare chilly Florida evenings. The first floor hosts a convenient laundry room, a guest half-bath, and one of two owner’s retreats, complete with a luxurious en-suite featuring a walk-in shower, a soaking tub, and dual vanities.
Upstairs, a large loft space provides a versatile bonus area. The second owner's retreat also has a private en-suite, while two additional oversized bedrooms each feature large walk-in closets and share a third full bathroom. Natural light floods the home through numerous windows and sliding glass doors that lead to your private backyard sanctuary. The well-maintained pool and spa are surrounded by lush, mature landscaping, creating a secluded retreat. This home has been updated with a new roof, new pool pump and filter housing, and wood flooring throughout, making it a perfect allergy-friendly space with no carpet. The Belmere community offers exceptional amenities, including a pool, fitness center, basketball and tennis courts, and a playground. Located in the highly sought-after Windermere area, you’re just minutes from top-rated schools, fine dining, and premier shopping. With quick access to major highways, you're only 20 minutes from Walt Disney World and close to the popular Winter Garden Village and Dr. Phillips areas. This exceptional home is currently priced below its independent appraised value, and the seller is motivated. Don’t miss your chance to own this stunning property in one of Windermere's most desirable locations.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Odel Ximinies
$950,000 (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
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.
This 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 tour!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Karen Jacobs
$850,000 (USD)
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Maitland Area Single Family Home

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51 Oakleigh Lane Maitland, FL 32751

4 Bed
5 Baths
4149 sqft
MLS# O6353027
In the Heart of Maitland Winter Park boundary ~ 0.36 Acre Pool Home ~ 4200 Square Foot ~ 4 Bedrooms ~ 5 Bathrooms ~ Pool Home

**For those with vision!** This rare opportunity in Maitland’s coveted Oakleigh neighborhood offers the ideal canvas for renovation or redesign. Surrounded by lakefront estates on an oversized lot, this expansive 4,200 sq ft traditional ranch sits on over one-third of an acre and is filled with natural light. The great room overlooks a private outdoor oasis with a pool, mature landscaping, and a brick-paved patio—perfect for entertaining.

The chef’s kitchen features a commercial gas range, double ovens, built-in refrigerator, and a cozy dinette with a wood-burning fireplace—ready for your modern touch. A flexible double-primary split floor plan includes 4 bedrooms, 5 baths, and multiple living spaces, offering endless potential for customization. The primary suite showcases wood beams, hardwood floors, and a sitting area with pool views. The spacious en-suite includes dual showers, walk-in closets, and a skylit garden tub awaiting your personal style.

Just minutes from Downtown Maitland, Minnehaha Park, and Lake Maitland, with easy I-4 access, this property offers both prime location and unmatched potential. Whether you’re an investor, designer, or homeowner ready to create your dream home, **51 Oakleigh Lane** is ready to become a masterpiece.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Milton James
$849,900 (USD)
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Longwood Area Single Family Home

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112 Woodmill Road Longwood, FL 32779

5 Bed
3 Baths
3785 sqft
MLS# O6342293
Virtual Tour
Welcome to this exceptional end-unit residence in The Springs (Whispering Pines) that redefines townhome living. Completely renovated in 2016, this expansive 5-bedroom, 3-bath home offers over 3,750 square feet of thoughtfully designed space—delivering the size, comfort, and privacy of a single-family home with the ease of townhome living.
A charming private courtyard with a brick-paver walkway sets the tone as you approach the front entrance of this striking red-brick property. Inside, natural light floods the first floor, highlighting the elegant porcelain tile floors.
The kitchen is a true showstopper—designed for both everyday living and entertaining. White soft-close cabinetry, gleaming granite countertops, stainless steel appliances (including double ovens), and a stylish backsplash make this space as functional as it is beautiful. French doors lead directly from the kitchen to a side patio with access to the large side yard—perfect for grilling and outdoor activities. The kitchen flows seamlessly into the spacious dining room and great room, creating an ideal setting for gatherings and celebrations.
Just beyond, French doors open to the Florida Room, an additional light-filled living space overlooking a large two-tier deck—your private retreat for outdoor living. Best of all, open the back gate and you’re just 12 steps away from the Whispering Pines pool and tennis courts. This exclusive enclave includes only 69 residences, offering a truly intimate neighborhood feel.
The first floor also includes a convenient guest bedroom and full bath, perfect for visitors or a private home office. Upstairs, the luxurious primary suite features a spa-like bathroom with a walk-in shower designed for two. Three additional generously sized bedrooms and a beautifully updated bath complete the second level.
Some recent improvements include a new refrigerator (2025), front door (2025), washer and dryer (2025), and shed (2024).
The home is located within The Springs—a private, man-gated community in a top-rated school zone and ideally situated near shopping, dining, and major highways. The Springs is a nature lover’s paradise, where residents enjoy access to a crystal-clear natural spring with sandy beach, miles of scenic nature trails, tennis and basketball courts, swimming pool, fitness center, playground, picnic and barbecue areas, horse stables, and RV/boat storage. The community also hosts vibrant social events, from Friday night food trucks and family movie nights to the annual Philharmonic concert under the stars.
Tour today and discover why this is an incredible opportunity not to be missed!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Susan Herring