Westchester Real Estate

Westchester Real Estate

Welcome to Westchester, a vibrant community nestled in the heart of Florida, where modern living meets the charm of suburban tranquility. This exquisite development offers a unique blend of luxury and comfort, making it an ideal choice for families, professionals, and retirees alike.

Westchester boasts a diverse selection of beautifully designed homes, each crafted with attention to detail and quality. From spacious single-family residences to contemporary townhouses, there is a perfect fit for every lifestyle. Residents can expect open floor plans, gourmet kitchens, and lush outdoor spaces that invite relaxation and entertainment.

One of the standout features of Westchester is its commitment to fostering a close-knit community. With meticulously landscaped parks, walking trails, and playgrounds, families can enjoy outdoor activities while making lasting memories. The community also hosts regular events, bringing neighbors together for fun and camaraderie.

Convenience is key in Westchester, with easy access to major highways that connect you to the best of Florida. Shopping, dining, and entertainment options are just minutes away, ensuring that everything you need is within reach. Top-rated schools and healthcare facilities further enhance the appeal of this remarkable area.

For those who appreciate a balance of nature and urban life, Westchester is surrounded by stunning natural landscapes, including nearby lakes and nature preserves, perfect for weekend adventures and outdoor exploration.

Experience the charm and warmth of Westchester, where community spirit thrives and every day feels like a getaway. Discover your dream home today in this idyllic Florida gem!

Newest Listings in Westchester

2 Beds ⋅ 2 Baths ⋅ 2026028539 MLS

Welcome to Woodsonia, a Westchester Park community in Port Charlotte! This top floor 2 bedroom 2 bath condo is ready for you to make it your new home or an immediate investment! The kitchen has a breakfast bar and plenty of cabinets for storage. The primary bedroom suite offers a spacious bedroom and leads to your private bath. The guest bedroom is large in size as is the guest bathroom, which features an updated walk in shower. Enjoy spending time on your lanai overlooking the peaceful surroundings this community has to offer. Interior laundry room. Each condo comes with a dedicated parking spot with additional guest parking available. This well maintained complex has a large swimming pool and tennis courts for you to enjoy. Make your appointment to see this one today!

22523 Westchester Boulevard Unit 203E, Port Charlotte

2 Beds ⋅ 2 Baths ⋅ 2026008996 MLS

Corner unit, always the way to go! You get more light flooding your beautiful top floor condo. (don't worry, there's an elevator) Beautiful new flooring, new paint and baseboards. Electrical updates, New appliances, 2025 HW Heater. You also have the option for in unit laundry, new hook ups are in place in master bedroom closet. Comes turn key. Great flow, kitchen, dining room, into living room, into bonus room that can be used in a multitude of ways. You have so many storage closets as well as a storage locker in the laundry room. Kitchen is spacious and has plenty of cabinets. Property is beautiful, plenty of space with large majestic trees, a large heated pool, clubhouse with a kitchen and a fitness room. Need to go to the mall? There are 2 private gates gaining access to shopping. Come see how comfortable your new home can be.

2244 Winkler Avenue Unit 301, Fort Myers

2 Beds ⋅ 2 Baths ⋅ 225074770 MLS

NEW AC JUST INSTALLED!. NEW CARPETING that abuts your beautiful 20" tile flooring in the entry, kitchen and baths. You will love the NEW MICROWAVE, NEW DISHWASHER and NEWER range and refrigerator too. NEW ROOF AND THE FEES ARE STILL LOW! ELEVATOR conveniently close by so you can bring groceries home with ease to your very low maintenance, updated home. This comfortable 2 bedroom, 2 bath home includes a full-size 3 YEAR NEW stacked washer and dryer, The kitchen was totally refreshed just a few years ago and features a multitude of custom cabinets and gorgeous stone countertops. Enjoy elegant plantation shutters over your IMPACT RESISTANT WINDOWS! Extra private storage room included just for you. Well managed 55+ community and very low fees. Great in-town location and a very well-maintained community close to US 41 and Edison Mall. Nothing left to update or spend your hard earned money on, just enjoy your home! Now offered partly furnished.

2264 Winkler Avenue Unit 204, Fort Myers

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Kelly O'Connell

Kelly O’Connell, Realtor® – Serving Cape Coral and SWFL With almost a decade of real estate experience and more than 25 years in Sales and Marketing leadership within the Property Management industry, Kelly O’Connell brings a wealth of knowledge and professionalism to every client interaction. Based in Cape Coral, Kelly has built her reputation representing top builders and specializing in new construction homes, helping clients navigate the exciting process of building or buying in one of Florida’s most desirable markets. Her expertise extends beyond new construction to luxury homes, relocations, first-time home buyers, and investment properties, ensuring every client—no matter their goals—receives the same level of attentive, personalized service. Kelly’s approach is founded on building lasting relationships, transparent communication, and always putting her clients first. Her extensive background in property management and marketing gives her a unique perspective on market trends and makes her a trusted advisor throughout every stage of the real estate journey. Whether you’re relocating to Southwest Florida, investing in a vacation property, or building your dream home, Kelly is dedicated to helping you achieve your real estate goals with confidence and care.

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Jennifer Oravec‑Cottrell

Jennifer Oravec‑Cottrell is a trusted Realtor focused on providing personalized, client‑centered service. With a strong sales background and a commitment to clear communication, Jennifer helps buyers and sellers achieve their real estate goals with confidence. She is known for her professionalism, responsiveness, and dedication to making every transaction as smooth and stress‑free as possible. We can take care of everything you need, from start to close. Your Trusted Southwest Florida Real Estate Experts As local real estate experts, Jennifer & Kelly bring an unmatched depth of knowledge about buying and selling homes in Southwest Florida. Real estate is never one-size-fits-all, and having a trusted advisor with up-to-date market insight makes all the difference. Their expertise ensures you’re informed, confident, and fully supported every step of the way. Find Your Next Home You deserve more than just a home—you deserve the right home. Jennifer & Kelly know Southwest Florida inside and out and will work closely with you to find the perfect property at the right price. From neighborhood amenities and lifestyle considerations to the must-have features on your wish list, they focus on what matters most to you. Sell Your Home with Confidence When it’s time to move, you need professionals who can handle every detail seamlessly. From strategic marketing and professional showings to contract negotiations, financing coordination, inspections, and closing, Jennifer & Kelly manage the entire process from start to finish—ensuring a smooth, stress-free experience and maximum value for your home. Strategic Home Selling Consultation Buyers don’t always see a home the way sellers do—and that’s where expert guidance matters. Jennifer & Kelly provide tailored recommendations to position your home for its ideal audience, helping it stand out, attract strong offers, and achieve top dollar. Whether you’re buying, selling, relocating, or investing, Jennifer & Kelly are committed to delivering personalized service, clear communication, and exceptional results. Let’s get you moving—with confidence and care.

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