Cutler Bay Homes with Pool

Cutler Bay Homes with Pool

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Cutler_Bay and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Cutler Bay Homes with Pool

4 Beds ⋅ 2 Baths ⋅ A12070409 MLS

Welcome to a home that offers the best of both worlds, thoughtful updates completed with plenty of opportunity to make it your own. Situated on a spacious corner lot in Cutler Bay, this home is filled with natural light and features updates throughout, including new flooring, updated bathrooms and fresh interior paint.Outside, enjoy a screened-in pool area, great for South Florida living. The comfortable outdoor space also features an installed pool safety fence, adding an extra layer of convenience and safety.Conveniently positioned between US-1 and Old Cutler Road, the home offers easy access to the area’s scenic trails while keeping you connected to South Miami-Dade. Just 2 miles away, Southland Mall is undergoing its transformation into Southplace City Center, a mixed-use redevelopment planned to bring new shopping, dining and entertainment to the area.With a corner lot, pool, interior updates and central Cutler Bay location, this home is ready for its next chapter.

20200 SW 90th Ave Road, Cutler Bay

3 Beds ⋅ 2 Baths ⋅ A12073270 MLS

Welcome to Saga Bay, one of Cutler Bay’s most desirable communities, where an active outdoor lifestyle meets everyday convenience. Situated on a beautifully maintained 9,583 sq ft corner lot, this updated 3 bedroom, 2 bath residence offers a spacious, open-concept layout plus a versatile flex room that can easily serve as a guest bedroom, home office, gym, or media room. Inside, you’ll find neutral wood-look tile flooring throughout, generous living and dining spaces, and a beautifully updated kitchen featuring newer appliances, a large island, and seamless views of the backyard, perfect for both everyday living and entertaining. The expansive covered terrace with a built-in summer kitchen/bar overlooks the sparkling pool and oversized yard, creating the ideal setting for weekend gatherings or relaxing year-round. The 2-car garage, and gated side access provide plenty of room to park a boat, RV, or other recreational toys. The roof was replaced approximately 9 years ago, and the home features partial impact windows with accordion shutters protecting the remaining openings for added peace of mind. Enjoy everything Saga Bay has to offer, including private lake access with a beach area, scenic walking paths, parks, tennis and pickleball courts, playgrounds, and a true sense of community. Just minutes from Black Point Marina, waterfront dining, shopping, and schools, this exceptional home offers the perfect balance of comfort, convenience, and outdoor living.

8144 SW 205th Terrace, Cutler Bay

3 Beds ⋅ 2 Baths ⋅ A12072955 MLS

Unlock incredible upside with this 3-bedroom, 2-bathroom home featuring a highly desirable extra room—ideal for a home office, den, playroom, or simple 4th bedroom conversion. Situated on an expansive 9,300+ square foot lot in prime Cutler Bay, this property offers strong structural bones and a fantastic layout waiting for your personal updates and design choices.Need outdoor space? You’ll fall in love with the massive, fully fenced backyard featuring an existing screened-in pool. With a little TLC, you can easily restore the pool area into your own private tropical oasis. Whether you want to plant a garden, host summer barbecues, or lounge by the water, this quarter-acre lot gives you the freedom to do it all. Plus, with no restrictive HOA, you have the flexibility to park your boat, trailer, or RV right at home!Conveniently located just minutes from Black Point Marina, scenic coastal trails, top-rated schools, and major commuter routes. Sold As-Is with right to inspect. Bring your design ideas to capitalize on one of the best equity-building opportunities in the neighborhood!

20001 Ranch Road, Cutler Bay

3 Beds ⋅ 2 Baths ⋅ A12072717 MLS

Welcome to your dream home! This stunning 4 bedroom, 2 bathroom modern residence is situated in Cutler Bay on a corner lot. Perfect for families, with a spacious layout and elegant tile flooring throughout the home. Step outside to your private oasis, complete with a sparkling pool, perfect for relaxing. With impact resistant windows and doors, you'll enjoy peace of mind. Welcome to your dream home! This stunning 4 bedroom, 2 bathroom modern residence is situated in Cutler Bay on a corner lot. Perfect for families, with a spacious layout and elegant tile flooring throughout the home. Step outside to your private oasis, complete with a sparkling pool, perfect for relaxing. With impact resistant windows and doors, you'll enjoy peace of mind.

19800 Eagle Nest Road, Cutler Bay

3 Beds ⋅ 2 Baths ⋅ A12072936 MLS

Welcome to your own tropical oasis in Cutler Bay! This beautifully maintained canal-front home offers an incredible combination of indoor-outdoor living, boating access, and thoughtful upgrades. The backyard is made for entertaining, featuring a travertine-surround pool, lush tropical landscaping, landscape lighting, and a private boat ramp with water and power at the canal. Awnings provide partially covered patio space plus covered parking for a boat or RV, in addition to covered driveway parking. Major upgrades include impact windows and doors, a 2014 roof, and a full-house generator installed in 2025. Additional features include a patio gas hookup for grilling, sprinkler system and well pump. Located in a golf cart-friendly community with easy access to shopping, restaurants, schools, parks, and everything Cutler Bay has to offer. Private, tropical, and built for the South Florida lifestyle—homes with this combination of canal frontage, boating access, outdoor space, and upgrades don't come along often.

19511 Sterling Drive, Cutler Bay

5 Beds ⋅ 3 Baths ⋅ A12072065 MLS

Welcome to your own private resort in Cutler Bay! This exceptional property combines comfort, entertainment, and income-producing potential in one unique package. The home comfortably accommodates up to 16 guests and features resort-style amenities including a private half basketball court, mini-golf, ping pong, foosball, giant Connect 4, swing set, hot tub, and outdoor grilling area.Currently operated as a successful Airbnb (business is not in sell) with a strong rental revenue history, this turnkey property presents an excellent opportunity for investors seeking an established short-term rental or a one-of-a-kind family retreat.Seller is highly motivated to sell and ready to make a deal! Bring your investors and submit your offers.Ideally located in Cutler Bay, just minutes from Zoo Miami, Topgolf, Black Point Marina, shopping, dining, and everyday conveniences, with easy access to Key Largo and beautiful South Florida beaches.

10245 SW 212th Street, Cutler Bay

5 Beds ⋅ 5 Baths ⋅ A12070916 MLS ⋅ New Construction BLDG.

RARELY AVAILABLE BRAND-NEW CONSTRUCTION IN CUTLER BAY! Stunning 2-story corner home with approx. 5,000 SF total construction, including 3,531 SF under A/C. 5 bedrooms, 5 full baths, 2-car garage, porcelain floors, private 30x10 pool and solid concrete roof. Built like a concrete bunker for exceptional strength and durability. Oversized 5th bedroom can be a gym, office, playroom or media room. Large covered terrace can become a Florida room. Side gate allows storage for a large boat. Close to shopping, Publix, Black Point Marina, parks and major roads. Lowest price in the area! Private financing available up to 65% LTV for 5 years.

21320 Old Cutler Road, Cutler Bay

4 Beds ⋅ 2 Baths ⋅ A12071175 MLS

Welcome to this beautifully upgraded residence located in the highly desirable Whispering Pines area of Cutler Bay. This move-in ready home offers a bright and spacious layout with elegant wood flooring throughout and a modern open-concept kitchen featuring granite countertops and stainless-steel appliances. The property has been fully renovated and includes impact-resistant windows and doors, a new roof (2023), and a heated pool (2023) designed for year-round enjoyment. Additional upgrades include front yard pavers completed in 2025 and a circular driveway providing ample parking. The converted garage creates a private in-law suite with its own entrance, full bathroom, and split AC, expanding the home to a flexible 5-bedroom, 3-bathroom layout ideal for extended family, guests, or multi-generational living. Step outside to a large backyard with a covered patio, perfect for outdoor gatherings and entertaining. With no HOA, generous outdoor space, and high-value upgrades throughout, this property offers comfort, versatility, and exceptional value in one of Cutler Bay’s most sought-after neighborhoods. Seller offering up to $20,000 credit toward buyer’s closing costs with acceptable offer A must-see home ready for its next owner. Showing by appointment.

19431 Franjo Road, Cutler Bay

4 Beds ⋅ 3 Baths ⋅ A12068856 MLS ⋅ Rosewood Homes BLDG.

Spacious 4-bedroom, 3-bathroom pool home in Cutler Bay offering 3,803 total SqFt on a 9,785 SqFt lot. From the street, beautiful palm trees line the large circular driveway of the property. The floorplan stands out by featuring two primary suites, one that features an outstanding master bathroom with a bidet, double sinks, and a walk-in shower. Inside, the home offers multiple living areas with tile floors throughout, a formal dining room, a breakfast nook, and a kitchen with wood cabinetry, Corian countertops a wine cooler, and a peninsula with bar seating that opens up to the main living space. The floor plan flows naturally from the inside out through french doors leading to the backyard. Step outside to an entertainers dream backyard with a large covered patio with ceiling fans opens to a stone outdoor bar, a sparkling freeform pool with a rock waterfall feature and jacuzzi, a cabana bathroom for pool guests and a shed for extra storage. The entire backyard is lined with mature palms for privacy and a tropical setting. No HOA so no extra fees charged. Located on a quiet street in Cutler Bay, minutes from top schools, shopping, dining, parks, Black Point Park and Marina, Southland Mall, and major highways, US-1 and the Turnpike.

10210 SW 191st Street, Cutler Bay

2 Beds ⋅ 2 Baths ⋅ A12063042 MLS

IMPECCABLE Cutler Bay canal front pool home. This beautiful home has two bedrooms and two bathrooms.Large master suite with pool access and an oversized walk in closet. Hallway bathroom with pool access. Beautifully updated kitchen! Large covered patio and pool are ideal for large gatherings and entertaining!Canal front lot with sea wall! Impact doors and windows. Landscape lighting. New AC August 2026! Plenty of room on both sides of the home to park your boat and RV. Nice shed included in sale. Conveniently located on a quiet street, close to many shops, restaurants, grocery stores, schools and Black Point Marina.

9921 SW 195th Street, Cutler Bay

4 Beds ⋅ 5 Baths ⋅ A12061107 MLS

Experience the perfect blend of sophisticated architecture, contemporary elegance, and exceptional craftsmanship in this stunning brand-new modern estate. Thoughtfully designed with soaring ceilings, walls of glass, and seamless indoor-outdoor living, this home offers an unmatched lifestyle for those who appreciate luxury at its finest.From the dramatic entrance to the expansive open-concept living spaces, every detail has been carefully curated with premium finishes and timeless design. The chef’s kitchen flows effortlessly into the grand living and dining areas, creating the perfect setting for entertaining family and friends.Retreat to the spectacular primary suite featuring a spa-inspired bathroom and oversized custom closets, while each additional bedroom offers its own private en-suite bath for ultimate comfort and privacy.This extraordinary one story residence offers the rare opportunity to own a true architectural masterpiece where modern design meets everyday comfort.Outside, the oversized 33,327 sq. ft. property provides a remarkable feeling of openness and privacy, with beautifully landscaped surroundings and plenty of space for outdoor entertaining and recreation.Schedule your private showing today and experience modern luxury at its finest.

8470 SW 184th Street, Cutler Bay

4 Beds ⋅ 3 Baths ⋅ A12067680 MLS

**Open House - Saturday Aug 15th 12-4pm** text listing agent to confirm your visit. Private Resort-Style Living in the Heart of Cutler BayExperience the perfect balance of luxury, space, and lifestyle in this stunning gated Cutler Bay residence. Situated on an oversized lot of 11,723 sqft within a gated community, this beautifully maintained two-story home offers 4 bedrooms, 3 bathrooms, and nearly 2,900 sqft of thoughtfully designed living space.This home is thoughtfully designed for both everyday living and entertaining. The bright, open floor plan features porcelain flooring, a foyer, generous living & family areas, and a kitchen with a cooking island. The backyard is truly the star of the home- with a resort-style pool, covered patio, tropical landscaping and a private half basketball court. With impact doors, a metal roof, two-car garage, generous storage, and a prime location within a gated community, this house offers the lifestyle you've been searching for. Whether you're hosting poolside gatherings, enjoying an active outdoor lifestyle, or simply looking for a move-in-ready home with exceptional indoor and outdoor spaces, this property offers it all. Minutes from near parks, shopping, dining, schools, major highways, and Black Point Marina, this is a rare opportunity to own this home in one of Cutler Bay's most desirable communities.Schedule your private showing today and experience everything this remarkable home has to offer.

8611 SW 207th Terrace, Cutler Bay

Start Your Search