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Homes for Sale with a Pool in Berkshire Lakes, Naples, FL

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Welcome to your dedicated resource for homes for sale with a pool in Berkshire Lakes, Naples, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Berkshire Lakes, Naples, FL agent, Broker Brothers specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Berkshire Lakes, Naples, FL

3 Beds ⋅ 2 Baths ⋅ 226027113 MLS ⋅ Berkshire Lakes BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to this beautifully updated single-family home in the highly sought-after Berkshire Lakes community of Naples, Florida. Perfectly positioned on a premium corner lot within a quiet cul-de-sac, this 3-bedroom, 2-bath residence offers 2,085 square feet of thoughtfully designed living space. This home stands out with a metal roof installed in 2023 with a transferable lifetime warranty, providing exceptional durability, storm protection, and long-term peace of mind—an increasingly valuable feature for Florida homeowners. Inside, you’ll find updated flooring throughout, high vaulted ceilings that enhance the sense of space and natural light, and a modernized kitchen featuring stylish finishes and new appliances installed in 2022. The well-defined layout offers distinct living and dining areas, creating a comfortable flow for both everyday living and entertaining, while the updated guest bathroom adds to the home’s appeal. Step outside to your private outdoor retreat complete with a pool and hot tub, perfect for relaxing or hosting guests year-round. Electric hurricane shutters offer added convenience and protection, making storm preparation simple and efficient. With low HOA fees and a prime Naples location close to shopping, dining, and Gulf beaches, this home delivers exceptional value in one of the area’s most established and desirable communities.

6630 Middlesex Pl, Naples

4 Beds ⋅ 2.5 Baths ⋅ 226025394 MLS ⋅ Berkshire Lakes BLDG.

Beautiful Estate Home on an Oversized Lakefront Lot in Berkshire Lakes Welcome to this exceptional estate home situated on an oversized lot in the highly desirable community of Berkshire Lakes. Offering over 3,233 square feet of air-conditioned living space, this beautifully maintained two-story residence features 4 bedrooms on second floor, a den, 2 full bathrooms, 1 half bath, and a spacious 3-car garage. Designed with an open, airy feel while maintaining the warmth and character of traditional architecture, the thoughtfully planned layout provides distinct living spaces that flow seamlessly throughout the home. Elegant plantation shutters add timeless style throughout. A grand staircase leads to the expansive second floor primary suite, complete with a generous sitting area and two walk-in closets. The luxurious en-suite bathroom features a spa tub, separate walk-in shower, dual vanities, and a private water closet. Three additional spacious bedrooms, each with ample closet space, complete the second floor. The main level offers a welcoming foyer, private den, formal living room, dining room, and an outstanding remodeled eat-in kitchen designed for both everyday living and entertaining. The chef's kitchen showcases high-end KitchenAid appliances, including two self-cleaning wall ovens, a Sub-Zero refrigerator, breakfast bar, three pantries, and a custom wine bar with wine cooler. The kitchen opens seamlessly into the expansive yet inviting family room, where a gas-log fireplace creates the perfect gathering space while overlooking the saltwater pool, spa, and serene, expanded lake views. Step outside to your private backyard retreat, where the screened lanai, saltwater pool, and spa create the perfect setting for relaxing or entertaining while enjoying peaceful waterfront views. Thoughtful updates throughout the home include a new roof in 2019, a new pool cage in 2020, a tankless water heater, new KitchenAid appliances, a Sub-Zero refrigerator, new tile flooring throughout the first floor, a new driveway, and a new lanai. Centrally located, Berkshire Lakes offers convenient access to shopping, dining, and everyday conveniences, while Naples' beautiful Gulf beaches and the world-class shopping and restaurants of Downtown Fifth Avenue South are just 15 minutes away. This exceptional home combines generous living spaces, quality upgrades, and an unbeatable location to offer the very best of the Southwest Florida lifestyle.

308 Wentworth Ct, Naples

5 Beds ⋅ 4 Baths ⋅ 226023321 MLS ⋅ Berkshire Lakes BLDG.

Fabulous pool and spa home featuring 5 bedrooms and 4 full baths, offering an ideal blend of comfort, character, and functionality. NEW ROOF IN 2024! The spacious family room showcases stunning lake views through a dramatic picture window and features a fireplace, wet bar, and seamless connection to the breakfast area and kitchen, creating the perfect setting for both everyday living and entertaining. A formal dining room accented with custom mirrors opens to the living room and expansive outdoor living area through sliding glass doors. Outside, enjoy a large screened lanai with an oversized pool and spa, along with a convenient pool bath featuring a shower. The generous primary suite offers a luxurious retreat with a jetted soaking tub, separate shower, and ample space to unwind. Lush, professionally maintained landscaping enhances privacy and creates a serene tropical setting throughout the property. The two-car garage includes a full-size pull-down screen, providing a comfortable and versatile workspace. Ideally located in Naples, this home is just minutes from many of the area's most desirable attractions. Enjoy easy access to the renowned dining, shopping, and nightlife of 5th Avenue South and 3rd Street South, featuring fine restaurants, cocktail lounges, live entertainment, and boutique shopping. Pristine Gulf beaches, world-class golf courses, marinas, parks, scenic walking and biking paths, art galleries, theaters, and year-round cultural events are all nearby. This exceptional home offers a rare opportunity to enjoy luxury Naples living in a prime location close to everything Southwest Florida has to offer.

559 Henley Dr, Naples

3 Beds ⋅ 3 Baths ⋅ 226011762 MLS ⋅ Berkshire Lakes BLDG.

Experience the perfect blend of space, privacy, and modern efficiency at this beautifully maintained Naples residence. Situated on an oversized .33-acre lot, this single-family home offers 3 bedrooms plus a den, 3 full bathrooms, and a 3-car garage, with just under 3,000 sq ft under air and 3,668 total sq ft. The thoughtfully designed floor plan provides both comfort and functionality, highlighted by vaulted ceilings and abundant natural light. The home also features two versatile bonus spaces—one off the primary suite and another adjoining the guest bedroom—ideal for a home office, fitness room, creative studio, podcast space, or additional storage. Enjoy your private outdoor retreat with a heated pool, paver deck, and screened lanai overlooking the lake with desirable western exposure for stunning Southwest Florida sunsets. The expansive lanai includes an outdoor kitchen with a gas cooktop and sink—perfect for entertaining and especially useful during power outages. Fruit lovers will appreciate the mature mango trees on the property, adding a unique tropical touch. Additional highlights include a long driveway, no flood zone (no flood insurance required), and hurricane impact windows and doors. Major updates include a 2019 roof and 2022 AC. The home is equipped with an 11.6 kW solar system (29 panels with Enphase microinverters); the leased system includes monitoring, maintenance, and warranty coverage to help reduce utility costs. Residents enjoy low HOA fees and access to a community pool, fishing pier, pickleball, and tennis courts. With its rare combination of lot size, flexible spaces, upgrades, energy efficiency, and desirable setting, this home offers an exceptional Naples lifestyle.

311 Henley Dr, Naples

2 Beds ⋅ 2 Baths ⋅ 226011291 MLS ⋅ Berkshire Lakes BLDG.

Welcome to this delightful condo located at 915 New Waterford Dr #H202 in the vibrant city of Naples, Florida. Offering 1,212 square feet of living space, this residence provides a comfortable and inviting environment. The property features two well-appointed bedrooms and two full bathrooms, ensuring ample space for relaxation and privacy. The condo's interior is designed to maximize functionality while providing a welcoming atmosphere. Whether you're entertaining guests or enjoying a quiet evening, the living space accommodates both with ease. Large windows throughout the unit allow natural light to flow in, creating a bright and airy ambiance that enhances the overall living experience. One of the standout features of this condo is its picturesque view. As seen in the photos, the screened-in balcony overlooks a serene body of water, offering a superb spot to enjoy morning coffee or unwind after a long day. The tranquil setting adds an element of peace and relaxation, making it a true retreat from the hustle and bustle of daily life. The kitchen, designed for both form and function, is equipped to handle everything from simple meals to gourmet cooking. Adjacent to the kitchen, the dining area provides a convenient space for enjoying meals with tribe and friends. Both bedrooms in this condo are generously sized, providing plenty of room for furnishings and personal touches. The master bedroom includes an en-suite bathroom, offering convenience and privacy. The second bedroom, equally spacious, can serve as a guest room, office, or additional living area depending on your needs. Additionally, the condo's location in Naples is superb, offering access to a variety of local amenities and attractions. Whether you're interested in shopping, dining, or outdoor activities, everything is within reach. Overall, 915 New Waterford Dr #H202 presents an exceptional opportunity to own a charming condo in one of Florida's most desirable locations. Its combination of comfortable living spaces, beautiful views, and convenient location make it an excellent choice for those seeking a home in Naples. As an extra, the owner is offering it turn key!

915 New Waterford Dr Unit H202, Naples

4 Beds ⋅ 3 Baths ⋅ 225074411 MLS ⋅ Berkshire Lakes BLDG.

Great opportunity! Seller Financing available upon owner's approval. Beautiful Move-In Ready Turnkey Furnished 4 Bedroom 3 Bath home in the heart of Naples. This updated home boasts high-volume ceilings, a spacious open split floor plan, brand new AC Unit (Nov. 2025), and an expansive outdoor screened-in lanai with a newly installed pool heater for year round enjoyment. The primary bedroom suite features new luxury flooring, a comfortable sitting area, double vanities, and a large walk-in closet. The home presents an elegant formal dining room, and three well designed guest bedrooms with updated flooring and two full guest bathrooms. One of the guest bathrooms is also a pool bath making it ideal for families and guests when entertaining. Additional updates include new landscaping, new laundry room tub, a new garage door, plus more! The property features electric hurricane impact storm shutters in the lanai, long brick paver driveway, and fresh interior and exterior paint. Berkshire Lakes is a wonderful community that provides residents access to amenities including a community pool, tennis courts, and a clubhouse with social activities while offering one of the lowest HOA fees in all of Southwest Florida. This home is in a great location to live and invest near Naples 5th Avenue, Third Street South, Mercato, top golf courses, shops, restaurants, and beautiful beaches. Don't miss this opportunity and make this your new home here in Naples.

316 Lambton Ln, Naples

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