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apartments with pool
Last updated March 25 2023 at 1:31 PM

85 Apartments for rent in Westport, CT with Pools

Finding apartments with a pool in Westport means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before signing y... Read Guide >
1177 Greens Farms Photo Gallery 1
1 of 11
Studio
$2,184
471 sqft
Let 1177 Greens Farms Apartments introduce you to a life of suburban comfort mixed with urban convenience. Ideally located north of the Long Island Sound and one hour away from New York, our studio and one-bedroom homes are the perfect place to live and thrive. These Westport, CT, apartments are ready to satisfy all your needs through a wide range of amenities and services. Flexible lease terms are also available! Modern and airy – our residences recreate the feeling of home. They are adorned with expansive windows that flood each room with natural light, LVT floors that add a touch of elegance, and upgraded kitchens for pleasant cooking quests. Besides, all our apartments in Westport, CT, have a washer & dryer set, while some come with private balconies where you can spend your spare moments with your furry companion. (+more) Our lifestyle-oriented approach goes even further. We provide housekeeping services and garage or on-site parking spots for a profitable monthly fee. Not to
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58 North Avenue Photo Gallery 1
1 of 31
6 Bedrooms
$30,000
4910 sqft
Indulge yourself this summer and escape to this impressive and welcoming farmhouse retreat. Magical gardens and an impeccably curated interior offer every gracious amenity for refined casual living both inside and out. Completely updated professional chef's kitchen with island and separate dining area. Gathering room with vaulted ceiling, fireplace and billiard table. Romantic and secluded master retreat with fireplace and balcony. Each of the charming family bedrooms offers full or queen beds and sumptuous linens. The 6th bedroom is currently a dedicated home office with full bath. The fully finished 3rd floor is perfect to welcome weekend guests or nanny. Relax on the screened porch or on the rear terrace with barbeque and a new fire pit, all overlooking the inviting pool & secluded spa. The fully fenced property offers ample space for play amid the incomparable beauty of the gardens in bloom. Price is per Month. Available to lease June 1 through Labor Day. Two month minimum owner prefers full season. AGENTS: please read agent remarks.
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1 Juniper Road Photo Gallery 1
1 of 29
3 Bedrooms
$30,000
2547 sqft
Beautiful open, bright, newly renovated home. POOL is heated and salt water. Fenced in backyard with patio for entertaining. Outdoor TV. Walk to town for restaurants, & shopping. 7 min drive to the beach. Across the street are public tennis courts and baseball fields. Close to all conveniences and amenities.
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169 Imperial Avenue Photo Gallery 1
1 of 32
3 Bedrooms
$28,000
2281 sqft
PERFECT summer rental with a POOL in a highly sought after location - AVAILABLE JULY 15 - AUGUST 12th. This beautiful home is conveniently located just a short walk to restaurants, shops, Metro-North train, and the Saugatuck River. Spend the morning paddleboarding on the river and then take a short bike to Compo beach (2 miles) or Longshore Club Park for tennis, golf, pool, or lunch. Come and enjoy all that Westport has to offer, while renting this well appointed, stylishly designed 3BR home that has been fully renovated by the current owners. The main floor features a light-filled chef's kitchen w/ marble countertops and Thermador appliances including a wine fridge. Adjacent to the kitchen is a comfortable den with tv and an inviting living room/dining room w/ fireplace. The kitchen leads to a private fenced-in backyard oasis complete with a heated pool, blue stone patio, outdoor shower, lounge area, large dining table, lawn games and gas grill. Perfect for outdoor entertaining or relaxing after a day at the beach. Make this a summer to remember! Upstairs you will find 3 bedrooms: The luxurious primary has a queen bed and ensuite marble bathroom w/ large spa-like shower. The 2nd BR has beautiful custom built-in twin bunk beds and the 3rd BR has a twin bed. The 2nd and 3rd bedrooms share a large jack and jill bathroom with marble floors and double vanity. Upstairs washer/dryer. The finished lower level offers a cozy media room w/ TV and custom built-in sofa.
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37 Narrow Rocks Road Photo Gallery 1
1 of 12
1 Unit Available
5 Bedrooms
$70,000
9191 sqft
Experience the ultimate in beach living this summer walking distance to Longshore Country Club and Compo Beach in this fabulous 9,000+ sq ft. 5 bed, 7 full and 2 half bath home. Complete with pool, enjoy an oasis of seclusion while being in the heart of Westport’s best summer amenities. Finished on four levels with all of the luxury touches desired for entertaining and relaxation this summer. Available for summer 2023 rental. Come experience all that Westport has to offer!
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7 Palmieri Road Photo Gallery 1
1 of 23
5 Bedrooms
$7,700
3216 sqft
Welcome to this beautiful contemporary home located on a peaceful street in coveted Long Lots. This spacious five bedroom, three full and one half bath home boasts modern finishes and plenty of natural light throughout. One of the standout features of this property is the in-ground pool, perfect for cooling off on hot summer days. The pool area also has a large deck, great for barbecues and outdoor entertaining. Inside, large windows and high ceilings create a bright and airy atmosphere. The eat-in kitchen is fully equipped with stainless steel appliances and plenty of storage space. The living room and family room have hardwood floors and recessed lighting. Conveniently, this home has two of the five bedrooms on the first floor, making it perfect for those who prefer single-level living. Upstairs, the remaining bedrooms have ample closet space. This home is in a prime location, with easy access to shopping, dining, and entertainment. Don't miss out on the opportunity to make this your dream home. City water, sewer, and natural gas. Dual laundry with units on both the first and second floors. Solar panels keep the utilities cost down. The fireplace in this home is currently not operational.
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23 Sterling Drive Photo Gallery 1
1 of 24
1 Unit Available
6 Bedrooms
$59,000
3991 sqft
Sterling Dr. Summer Rental (June 4 - Sept 4, three weeks min.). Spectacular views of the water from all rooms in this well appointed 5 bedroom home. Enjoy the heated INFINITY POOL with automatic cover (making it 100% safe) or walk to Compo Cove beach, only 2 min. away. The main floor has a light-filled gourmet Kitchen with 2 sinks, 2 dishwashers, quartz countertops, and Sub-Zero/Wolf appliances. Enjoy the views of Long Island sound from the kitchen, dining and living areas. Step onto the patio, with a Weber gas grill, Pool area, herb garden and fenced in upper and lower yards perfect for summer days and nights. Easily sleeps 10 guests in 5 bedrooms. The Master Bedroom has a King bed with a walk in closet, built-in gas fireplace and TV. The master bath has 2 sinks, a private toilet, designer bathtub and a large steam shower. One bedroom has twin beds and the others have queen beds. The upstairs laundry room has a sink and new appliances. The lower floor area steps out to the backyard and is large and comfortable with lots of light for working, relaxing or playing games away from the main floor. Take time to play golf, tennis, rent paddle boards, kayaks or boats nearby. A commuter bus can take you to the New York train or drive 5 minutes to the station, numerous restaurants, grocery and shopping.
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10 Bonnie Brook Lane Photo Gallery 1
1 of 5
4 Bedrooms
$13,500
4000 sqft
On 1.5 acres in the ultimate dog-walking and bike riding neighborhood. Beautiful, flat property with an inground pool, this home is part of one of Westport's most coveted neighborhoods. Located minutes from schools, Main Street, the Westport YMCA and convenient to all Westport has to offer. Consisting of 4 bedrooms, 2 full/1half baths, recently renovated modern eat-in kitchen and newly finished 1,000 sq/ft lower level. Offered fully furnished. Attached 2-car garage. AVAILABLE JULY 2023 for 1+ year. Showings to begin April 11th.
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18 Burr School Road Photo Gallery 1
1 of 20
5 Bedrooms
$21,000
5057 sqft
*Home is available for rent June 18 through July 5 (it has been rented for the remainder of July and August already). The price for the available 2.5 weeks is $12,000. This is the summer rental you've been dreaming about! Meticulous and completely renovated 5 bedroom / 5 full bath custom Colonial in a prime Westport location on a quiet tree-lined cul-de-sac surrounded by multi million dollar homes. Perfectly sited on over an acre of landscaped, flat property completely fenced in for privacy. 9+ foot ceilings, open floor plan, dramatic double height ceilings, 3 fireplaces, 3 car garage, and full house generator. A very private yet central location- this home is 2 miles to Burying Hill Beach, 3 miles to Compo Beach and Long Shore Golf and Pool Club, 1 mile to Stop and Shop and Trader Joe's, 1.5 miles to downtown Westport - shopping, restaurants, library, etc. Just a quick 6 minute drive to the Westport Metro North train station, 40 miles from Grand Central. The first floor offers a gracious two story foyer, formal living room, dining room, family room with stone fireplace, large eat in kitchen with a wall of windows and french doors to a newly built, expansive blue stone patio. An outdoor living space with sectional sofa and oversized round lounger, as well as a table for six and natural gas Weber barbecue, create an outdoor oasis for endless summer dinners outside, all while watching the kids as they play on the swingset, climbing dome, and trampoline. The chefs kitchen includes custom cabinetry, white quartzite island and marble counter tops complete with 2 dishwashers, 8 burner gas range, griddle, oversized refrigerator/freezer as well as a wine fridge. The first floor office adjacent to the mudroom and full bath, can comfortably accommodate two people working from home. The basement serves as a private secondary master suite with both a queen-sized bed and additional daybed with trundle, a large closet and a full bathroom. Upstairs, the master bedroom suite with king sized bed, vaulted ceiling, walk-in closet, and a new custom master bathroom with heated floors privately overlooks the beautiful property. There are three additional bedrooms down the hall- one en-suite with both a crib and a twin bed, and two sharing a large bathroom, each with a full sized bed (one also has a trundle twin bed). A laundry room and huge playroom, where kids of all ages will enjoy plenty of space to hang out, play games, or just relax and watch a movie, complete the 2nd floor. Pack the beach chairs and umbrellas (included) and head down to the beach. Or take a short ride to the Longshore Club where you can play a round of golf, hit some tennis balls, go for a swim, or rent a sailboat or kayak for a day of fun! Kids bikes, scooters, beach toys and boogie boards can all be left for renters use, as well as baby gates, sound monitor, changing table, highchair, and many many toys. Just bring the kids! Rental includes new plush white linens, pillows, and duvets. The house has zoned central air conditioning with smart thermostats. Four smart televisions (must link to your own accounts), Sonos sound system throughout the home as well as outdoor patio, and free wifi with google mesh boosters for excellent signal as well as voice command music (must link to your own Prime / Apple Music / Spotify account). Home has an alarm system, fire and carbon monoxide detectors in every room, as well as multiple outdoor security cameras and ring doorbell. Contactless check-in and check-out. *Sleeps 10 people comfortably. *Walk-thru video available upon request! *SUV rental with car seats and Westport beach pass optional, for additional cost. ** Includes free WiFi, utilities, and cleaning fees (can include weekly housekeeping for additional cost). ** *No pets preferred, but would be considered on a case by case basis. *No smoking *Requires $10,000 deposit and $1M renter's liability insurance.
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Results within 1 mile of Westport
Halstead Norwalk Photo Gallery 1
1 of 15
Verified
14 Units Available
Studio
$1,940
535 sqft
1 Bedroom
$2,551
724 sqft
2 Bedrooms
$2,850
1085 sqft
Convenient access to Interstate 95 allows for an effortless commute. Gourmet kitchens feature stylish black appliances and a breakfast bar. Swim in the pool or take a stroll through the courtyard.
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The Beacon Apartments Photo Gallery 1
1 of 23
1 Bedroom
$2,585
860 sqft
2 Bedrooms
$3,360
1129 sqft
The Beacon offers a peaceful balance of tranquility and connection. Just off of Westport Ave, you can enjoy easy commutes and access to all the wonderful shopping and dining that the charming Fairfield County is known for. Yet, nestled back amongst the trees, away from roads, each home is a sanctuary of natural beauty. Destress from your day on the rooftop lounge, hanging out poolside, meditating in the yoga room, or walking through 2 acres of dedicated conservation area along the community. The Beacon’s suite of amenities gives you plenty of social spaces and quiet places to unwind. Whether you’d rather indulge in a night in or experience the town, this is the perfect home base for the lifestyle you crave. Conveniences like the electric car charging stations and onsite dog park and pet spa make life uncomplicated. Modern interiors with designer finishes elevate every apartment home without excess, creating an attainable level of comfort and luxury unparalleled in the surrounding area. This is the life you deserve.
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Results within 5 miles of Westport
The Waypointe Apartments Photo Gallery 1
1 of 65
Verified
47 Units Available
1 Bedroom
$2,350
814 sqft
2 Bedrooms
$2,915
933 sqft
3 Bedrooms
$3,755
1712 sqft
Convenient location near Matthews Park and Norwalk Hospital. Well-appointed kitchens, hardwood floors and walk-in closets. Pet-friendly community features clubhouse, Internet cafe, pool and 24-hour gym. Outdoor features include grills and fire pit.
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White Oaks at Wilton Photo Gallery 1
1 of 27
2 Bedrooms
$3,850
1388 sqft
3 Bedrooms
$4,400
1275 sqft
Modern apartments with stainless steel appliances, walk-in closets, and granite counters. Enjoy a fire pit, dog park and pool on-site. Near Cranbury Park. Easy access to Merritt Pkwy.
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Avalon Wilton on River Road Photo Gallery 1
1 of 39
2 Bedrooms
$4,409
1276 sqft
3 Bedrooms
$4,916
1604 sqft
Prime location in Fairfield County close to Merritt Parkway, I-95, and Metro North for easy commuting. Apartments feature new renovations, hardwood floors, and granite countertops. Sparkling swimming pool and 24-hour maintenance.
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Trademark Fairfield Photo Gallery 1
1 of 9
1 Bedroom
$2,495
695 sqft
2 Bedrooms
$3,820
1018 sqft
Near the Fairfield Metro Station. This luxury community offers a large, resort-like pool with a sundeck, package concierge, and covered parking. Homes offer quartz countertops, in-unit washer and dryer, and large windows.
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Harbourside SoNo Photo Gallery 1
1 of 45
1 Bedroom
$2,459
606 sqft
2 Bedrooms
$4,208
1094 sqft
Harbourside SoNo is the apartment you’ve been looking for in Norwalk, CT. With comfortable one- and two-bedroom homes complete with high-end amenities like in-unit washers and dryers, spacious bathtubs, and wood-style flooring, you’re guaranteed to find a place to live with a lifestyle to love. What’s more, as a member of the community you’ll also have access to our refreshing swimming pool and fitness center. Find a home at Harbourside SoNo, where living more is the new standard.
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One Glover Photo Gallery 1
1 of 12
2 Bedrooms
$3,135
960 sqft
Located in the heart of Norwalk, CT, North Seven combines community, nature, and forward momentum in an urban environment. Our cat-friendly luxury apartments boast impeccable modern layouts with new stainless-steel appliances, including an in-unit full-size Washer and Dryer, wood-finish laminate flooring, Granite countertops, kitchen island. 1 Glover offers numerous amenities that act as an extension of your home and help you add variety and quality to your day-to-day life. Take in a breath of fresh air with any of the numerous courtyards and outdoor spaces available, which includes fire pits, grilling stations, a pool, and resort-style outdoor lounges. Enjoy games and entertainment in The Club Room, which includes a kitchen, perfect for entertaining. In addition to offering loads of amenities, there are year-round events perfect for socializing and getting to know your neighbors. One Glover has easy access to major transit, fine dining, entertainment, and retail.
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1 Linden Street Photo Gallery 1
1 of 18
2 Bedrooms
$2,600
1144 sqft
Beautifully renovated 2 bedroom condo in the heart of Norwalk. Perfect commuter location, near everything. Nicely sized bedrooms, updated kitchen, gleaming hardwood floor in dining area. Complex has large in-ground pool to enjoy the summer days. All applicants must have a 720 Credit score minimum. Come visit us today.
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24 Kellogg Hill Road Photo Gallery 1
1 of 32
4 Bedrooms
$13,700
6740 sqft
This is a fabulous opportunity to rent this estate sited on 4.5+ acres of the most bucolic land imaginable. Enjoy the heated gunite pool, while relishing forever views of the pastoral property lush w/grass, rolling hills, & mature landscaping. Located in Lower Weston, on a prominent street conveniently close to schools, towns center & Westport amenities. This house possesses all of the charm from its original era but has been thoughtfully restored/renovated to reflect today's desires. Enter & you will immediately notice the rich hardwood floors, open layout, abundant sunlight & remarkable workmanship. Arched doorways lead to the generously sized formal dining rm, as well as to the sitting area & living rm w/ built-ins & a slate surrounded fireplace. French doors open to a perfectly sited office w/ built-ins & backyard views. The Great Rm is exceptional w/an inviting fireplace, & a fully lined back wall w/ floor to ceiling window & French Doors all topped w/ transom windows. This opens to a gourmet kitchen w/top of the line stainless steel appliances, marble countertops/backsplashes, & an oversized eating area. A nearby mudrm adds extra convenience. Upstairs is a great bonus rm w/ 2 built in work stations, perfect for today's remote needs. There are 4 ample sized bedrms including the luxurious master bedrm suite. The finished LL has a large family rm w/ fireplace, as well as another rm which would make a great media/exercise rm. Geothermal heat & generator to boot!
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300 Glover Avenue Photo Gallery 1
1 of 21
1 Bedroom
$2,525
833 sqft
Located in the heart of Norwalk, CT, The Curb combines community, nature, and forward momentum in an urban environment. Our pet-friendly one-bedroom, one-bathroom luxury apartments boast impeccable modern layouts with new stainless-steel appliances, including a walk-in shower, in-unit full-size Washer and Dryer, wood-finish plank flooring, and oversized windows, high ceilings. The Curb offers numerous amenities that act as an extension of your home and help you add variety and quality to your day-to-day life. Take in a breath of fresh air with any of the numerous courtyards and outdoor spaces available, which includes fire pits, grilling stations, a pool, and resort-style outdoor lounges. Enjoy games and entertainment in The Club Room, which includes a kitchen, perfect for entertaining. Recharge at the state-of-the-art Fitness Center or give man’s best friend the attention they deserve at our onsite dog park. In addition to offering loads of amenities, there are year-round events perfect for socializing and getting to know your neighbors. The Curb has easy access to major transit, fine dining, entertainment, and retail.
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26 Belden Avenue Photo Gallery 1
1 of 8
1 Bedroom
$2,200
760 sqft
Fabulous Price! Luxury living in the heart of downtown Norwalk! This oversized 1BR/1bth features a gourmet eat-in kitchen with w/high-end cabinetry/ granite gas stove, dishwasher, microwave, breakfast bar that opens into sunfilled living/ bedroom suite w/ walk-in closet, lots of closets, professional gym, billiards room, clubroom-great for relaxing, studying, workspace entertaining- beautifully landscaped courtyard w/ grills and inground pool, highways and train, pet ok, low-security deposit, concierge- package reception, dry cleaning service, 24-hour emergency maintenance, low-security deposit- must-see unit!
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88 Glen Side Photo Gallery 1
1 of 21
2 Bedrooms
$3,600
1255 sqft
Walk to town from this perfect in town location away from the hustle and bustle. Walk into the newly tiled floors yet and kitchen. The kitchen has stainless appliances and granite. Family room with fireplace and new flooring. Large dining area and 1/2 bath complete the first floor. Upstairs there is a primary suite with large walk in closet and updated bath. The second bedroom also has access to an updated bath. There is laundry in the upstairs hall and an office that could also be used as a bedroom. Glen River is a very well managed condo. There is a pool for the complex and a pool house there with baths. The entire unit is freshly painted and ready to move into. New flooring being installed on steps this week!
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Results within 10 miles of Westport
Woodside Trumbull Photo Gallery 1
1 of 24
1 Bedroom
$2,213
808 sqft
2 Bedrooms
$2,989
1191 sqft
Whether it’s the cheerful spaces in our clubroom, the abundant amenities or our landscaped grounds, once you’ve arrived in our neighborhood, you’re immediately at ease. Our refined apartment homes follow suit. Whether you select a traditional floor plan or a townhome with direct entry, you’ll love the spacious layouts and stylish finishes. The best part? Every corner of every building at Woodside has been crafted for this land, for this time, for how you want to live now.
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Avalon Darien Photo Gallery 1
1 of 29
Verified
10 Units Available
1 Bedroom
$3,350
1071 sqft
2 Bedrooms
$3,826
1263 sqft
3 Bedrooms
$6,225
1325 sqft
Granite counters, walk-in closets, and in-unit washers and dryers are prominent features of one-, two- and three-bedroom apartments and townhomes. Located near Norton Metro Station, Fort King George and Wolf Island National Wildlife Refuge.
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Frequently Asked Questions

Frequently Asked Questions (FAQs)

How much is rent for an apartment with a pool in Westport?

Rental prices for apartments with pools in Westport range from $2,150 to $70,000 per month.

How many apartments with pools are available for rent in Westport?

Currently, there are 9 apartments with pools available for rent in Westport.
City Guide for Westport, CT

"The Minuteman has become the symbol for Westport's independent spirit and will forever stand watch over our community. Blue is for the river that flows though the town and its history. Green is for the fertile land on which the town was founded, and the golden sky is symbolic of the wealth of community spirit and natural resources which make Westport such a special place." (- Miggs Burroughs, designer of Westport’s town flag)

Sitting on the Long Island Sound, Westport dates back to before the American Revolution. Settlers came in from the nearby civilizations of Weston, Fairfield, and Norwalk. Its name was originally the Village of Saugatuck, a name that refers to the river that runs through town. See more

What to keep in mind when looking for apartments with pools in Westport, CT

Finding apartments with a pool in Westport means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before signing your next lease.

Ask the property management how long the pool is open each year. Is it seasonal? Does the pool have a heat pump to make it practical to swim beyond summertime? You should also inquire about pool rules, capacity, and if unattended children are permitted. The size of the pool also matters. An oversized apartment complex with a tiny pool could mean crowded summers and frustrations when trying to take a quick dip.

Finding apartments with a pool in Westport could also drive up your rent, but may be worth the trade-off. Assess the overall amenities of the property. Apartments with a pool may look fantastic on the outside, but inside the kitchen could need an upgrade or the bedrooms could prove smaller than you want.

Once you find the apartment of your dreams, enjoy an afternoon swim and get to know your new neighbors.