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Homes for Sale with a Pool in Estero, FL

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Welcome to your dedicated resource for homes for sale with a pool in Estero, 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 Estero, 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 Estero, FL

$744,000
3 Beds ⋅ 2 Baths ⋅ 225082392 MLS ⋅ Shadow Wood At The Brooks BLDG.
Exclusive, Shadow Woods at the Brooks, waterfront home. Enjoy spectacular sunsets as you lounge on your private, poolside lanai. Featuring an open floor plan with plenty of natural light. Perfect for entertaining. or just quiet enjoyment. Shadow Wood Country Club memberships are available and offer a spectacular clubhouse, 3 championship golf courses and a top rated tennis program. Additional membership to The Commons Club at the Brooks offers a private beach club, fitness club, social activities and swimming pool. NEW amenity of the Lifestyle Center construction and expansion are underway and will include: indoor Pickleball courts, new tennis courts, a resort-style pool with poolside seating, a firepit lounge, poolside restaurant with full kitchen and a brand-new racquets pro shop (projected completion is Fall 2026. this project will be done with no assessment to the Members. Fees for the community are $5000 per year and the individual neighborhood is $950 per quarter which includes exterior painting, trash, cable and landscaping.

22140 Long Leaf Trail Dr, Estero
$700,000
4 Beds ⋅ 2.5 Baths ⋅ 225081053 MLS ⋅ Estates At Estero River BLDG.
Welcome to this tranquil former model home in The Estates at Estero River—an established waterfront community on the Estero River and located in an X flood zone. This quality-built residence offers 4 bedrooms, 2.5 baths, a 3-car garage, and a sunny southern-facing backyard. Inside, tall ceilings, abundant natural light, and plantation shutters create an inviting atmosphere. The updated kitchen features stacked custom cabinetry, while the refreshed bathrooms showcase classic marble countertops. A spacious open living area encourages gatherings, complemented by a separate formal space. Upstairs, the primary retreat includes a sitting area with a morning bar—flexible enough to convert into a 5th bedroom—plus a covered balcony overlooking the peaceful preserve. The fourth bedroom is very generous with built-ins and enough space for an in-home theater, fitness area, or game room. Step outside to your private oasis with a sparkling pool, spa, pool bath, and paver patio for grilling. The fenced yard offers plenty of space for kids or pets, with no HOA breed or weight restrictions, and play sets are permitted. Rear neighbors are buffered by a 5-acre preserve, ensuring privacy and a natural backdrop. The oversized 3-car garage includes overhead storage for vehicles, a golf cart, motorcycles, or recreational toys. The community canoe/kayak launch offers endless entertainment for the whole family. Ideally located in the heart of Estero, this home places K–12 schools and FGCU within 6 miles, and RSW Airport just 15 minutes away. Medical professionals will appreciate the proximity to nearby hospitals. Enjoy the included canoe for peaceful paddles on the Estero River to Koreshan State Park, or explore Estero Community Park’s fitness center, classes, and after-school programs. High 5 Entertainment and the proposed Bonita–Estero Rail Trail are nearby, and Coconut Point’s dining, shopping, entertainment, and farmers markets are just a short golf-cart ride away. Don’t miss this well-maintained home in a hidden-gem community at the center of everything Estero has to offer.

9261 Estero River Cir, Estero
$455,000
3 Beds ⋅ 2 Baths ⋅ 2025019469 MLS ⋅ Estero River Heights BLDG.
Big Price cut to sell! Exceptional Location • Pool Home • Nearly Half an Acre • Fully Updated • Across from the Estero River • Community Boat Ramp & Gulf Access • Low $350 Annual HOA Discover this beautifully remodeled, incredibly charming 3-bedroom, 2-bath pool home situated on nearly half an acre directly across from the Estero River. Located in a highly desirable boating community, residents enjoy access to a private community boat ramp with direct boating access to the Gulf of Mexico all for an incredibly low HOA fee of just $350 per year. (Voluntarily) This home has been extensively renovated from top to bottom, offering peace of mind with a new roof, new A/C system, new water treatment system, new water heater, updated electrical, updated plumbing, beautifully remodeled bathrooms, new flooring, spacious walk-in closets, and impact-rated sliding glass doors that open to a picture-perfect pool and outdoor living area. Inside, you'll fall in love with the stunning new kitchen, inviting dining room, and cozy fireplace, creating the perfect blend of modern luxury and timeless charm. Every detail has been thoughtfully designed, making this home truly move-in ready and ideal for enjoying the very best of the Florida lifestyle.

4970 Riverside Dr, Estero
$849,000
4 Beds ⋅ 2.5 Baths ⋅ 225078768 MLS ⋅ Shadow Wood At The Brooks BLDG.
This stunning home features a spacious screened lanai with south exposure, offering breathtaking lake and preserve views, complemented by a gas-heated pool—creating an ideal outdoor sanctuary for morning coffee or relaxing during the day. An 3 bedroom plus den Kingfisher model home located in the highly desirable Shadow Wood at The Brooks community, it offers the perfect balance of comfort, style, and Florida lifestyle living. The open-concept Great Room design on the first floor features soaring ceilings, abundant natural light, and spacious living and dining areas—perfect for relaxing and entertaining. The updated kitchen boasts new granite countertops, a pantry, breakfast bar, and ample storage, seamlessly flowing into the dining area and out to the outdoor oasis. The primary suite and den are conveniently located on the first floor, while upstairs offers two guest bedrooms and a versatile loft space, ideal for family or visitors. The Shadow Wood Club has been completely renovated, providing world-class amenities, and there is no current assessment for the community. Residents enjoy optional golf and country club memberships, tennis, pickleball, fitness, and access to The Commons Club with a private beach club, spa, and dining. This home truly captures the essence of luxury Florida living—a peaceful retreat surrounded by nature and community, where every day feels like a getaway.

21900 Longleaf Trail Dr, Estero
$675,000
2 Beds ⋅ 2 Baths ⋅ 225078165 MLS ⋅ West Bay Club BLDG.
LOCATION LOCATION LOCATION! Your new address is waiting for you at West Bay Club. This charming 2/2/1 all living on second level, shows like a model, spacious, tile thru-out, split floor plan, guest quarters feature a media sitting area right off the bedroom. Master bathroom has separate large shower and tub. This gated community has everything and more: private Beach Club, golf, tennis, pickleball, bocce, raquetball, boating, walking in safe peaceful surroundings. Resort style pool and dining from casual to fine dining the choose is yours. Full fitness center awaits you. You are close to world reknown shopping, dining, theaters, entertainment, parks, hospitals, schools, International Airport, I-75.

Estero
$995,000
3 Beds ⋅ 3.5 Baths ⋅ 225076066 MLS ⋅ Belle Lago BLDG.
Welcome to Belle Lago, a prestigious gated community ideally located between Naples and Fort Myers, offering privacy, natural beauty, and an exceptional lifestyle. This impressive Toll Brothers Royale residence features over 3,300 square feet of living space on one level, a three-car garage, and a thoughtfully designed floor plan ideal for both everyday living and entertaining. The home offers two primary suites with direct lanai access, an additional bedroom, spacious open living areas, and a gourmet kitchen seamlessly connected to the family room. Elegant architectural details include granite countertops, stainless steel appliances, coffered ceilings, and expansive living spaces filled with natural light. Step outside to the screened lanai and enjoy your private pool and spa, creating an inviting outdoor retreat for relaxing or entertaining while taking in the tranquil surroundings. Belle Lago encompasses approximately 447 residences and features 24-hour gated staffing, landscaped trails, nature preserve views, a community pool, clubhouse, fitness facilities, activity and game rooms, and outdoor sports courts. Residents also enjoy convenient golf-cart access to Estero Country Club. A major added benefit: the Seller contracted for a NEW ROOF, completed in July 2026. The 10 year roof warranty will convey to the Buyer at closing. This exceptional Belle Lago residence combines spacious luxury, resort-style amenities, and a prime Estero location—offering the ideal Southwest Florida lifestyle.

8514 Sedonia Cir, Estero
$698,000
3 Beds ⋅ 2 Baths ⋅ 225070553 MLS ⋅ The Reserve At Estero BLDG.
THAT VIEW… WITHOUT QUESTION, ONE OF THE BEST WIDE & DEEP WATER VIEWS IN THE RESERVE AT ESTERO! This desirable Brevia model offers 3 bedrooms, 2 full baths, and is enhanced with new impact-resistant windows for storm protection and peace of mind, plus an electric roll-down storm screen on the lanai. Inside, soaring ceilings and graceful arches set the tone for the open-concept design. Updates include LVP flooring throughout, upscale contemporary lighting and fans, plantation shutters, crown molding, and a beautifully refreshed kitchen with brand-new quartz countertops, white cabinetry, stainless steel appliances, and breakfast bar seating. From both the breakfast nook and the primary suite, enjoy gorgeous views of the lake. The oversized great room flows seamlessly through sliding glass doors to the outdoor living space, where a private pool is framed by a panoramic picture-window screen enclosure, maximizing the spectacular water view. Living at The Reserve means enjoying a resort-style lifestyle with a clubhouse, fitness center, resort-style pool and spa, tennis, pickleball, and social activities for all ages. Ideal location between Naples and Ft. Myers- just minutes to RSW Airport, Coconut Point, Miromar Outlets, Gulf Coast Town Center, and the white-sand beaches of SWFL. This is a rare opportunity to own a home with one of the most coveted views in the community—don’t miss it.

9053 Astonia Way, Estero
$1,645,000
3 Beds ⋅ 3.5 Baths ⋅ 225040325 MLS ⋅ West Bay Club BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. This exceptional 3-bedroom plus den, 3.5-bathroom estate home in West Bay Club has been extensively upgraded and expanded to offer the perfect blend of luxury, functionality, and relaxed elegance. Designed with quality finishes and thoughtful details throughout, the home features a spacious open floor plan ideal for both everyday living and entertaining. The chef’s kitchen is a true culinary showpiece, featuring a 42-inch natural gas burner, twin Sub-Zero wood-paneled refrigerator and freezer, Miele cappuccino/coffee maker, steamer, warming drawer, double ovens, granite countertops, a separate prep island with sink, abundant cabinetry, and a breakfast bar that flows into the informal dining area overlooking the pool. The expansive living room offers custom built-ins, a glass fireplace, floor-to-ceiling sliders, and surround sound, while the formal dining room includes a built-in wet bar. The den is outfitted with rich built-in cabinetry and an elegant workspace. The massive primary suite is a peaceful retreat with a sitting area, fireplace, 10-foot pocket sliders that open directly to the lanai, and a spa-like bathroom with a soaking tub, walk-in shower with multiple shower heads, and dual vanities. A separate casita provides a private guest suite with its own entrance and access to the lanai. The real highlight of this home is the outdoor living space—perfectly designed for year-round enjoyment with a sparkling pool and spa, a fully equipped summer kitchen, and multiple areas for dining, lounging, and entertaining, as well as a separate screened lanai with stunning views of the natural preserve and breathtaking western sunsets. Whether you're relaxing poolside with a book or hosting guests for sunset cocktails, this outdoor sanctuary captures the essence of Florida living. Residents of West Bay Club enjoy access to world-class amenities including a private Beach Club on the Gulf of Mexico, championship golf, tennis and pickleball, a boat ramp with direct Gulf access, a resort-style pool and spa, state-of-the-art fitness center, and a beautifully appointed clubhouse with both fine and casual dining. Ideally located east of US 41, you're just minutes from Coconut Point, Miromar Outlets, Hertz Arena, and 20 minutes from Southwest Florida International Airport. This remarkable home and community offer the best of luxury living in Southwest Florida. Agents see remarks.

20210 Chapel Trace, Estero
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