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luxury apartments
Last updated February 9 2023 at 12:09 AM

38 Luxury Apartments for rent in Westport, CT

Luxury apartments in Westport offer upscale living and the best amenities. Look for luxury apartments in city centers or popular neighborhoods with swimming pools, fitness cente... Read Guide >
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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14 Spriteview Avenue Photo Gallery 1
1 of 35
4 Bedrooms
$30,000
2544 sqft
Enjoy a Summer retreat, where you can relax and make wonderful memories. Fill your glass and walk to one of two beaches, stroll to Cedar Point Yacht Club to watch the sailors take advantage of the summer breeze, go paddling, do some Yoga and make new friends. This vibrant summer community is close to trendy Saugatuck and life's conveniences, but the beach lifestyle takes center stage in July and August. Four bedrooms, two full and one half bath home situated right on the water. Great decks and patios to access fenced-in yard with your own private dock to access Long Island Sound. Plenty of views for nature lovers to watch sunrises, birds and much, much more.
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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 31
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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23 Sterling Drive Photo Gallery 1
1 of 33
1 Unit Available
6 Bedrooms
$59,000
3991 sqft
Elegant home on beautifully landscaped property. Spectacular views of the ocean from all rooms. 5,500 square foot home built 2019, with heated infinity pool with automatic cover , that seals it making it 100% Safe with the touch of a switch. Flagstone patio, garden and fenced yards. Gourmet Kitchen with two sinks, quartz countertops, Sub-Zero, Wolf and Fisher Paykel appliances, oak floors, gas fireplaces, steam shower and 5 zone central air conditioning and heating assure your comfort. Quiet and extremely safe Street and neighborhood. Quick stroll to commuter bus to train to New York City , 1 hour. 5 minute drive to shopping and train. Add $420 to each stay for pool maintenance and final house cleaning. Friday is the change over day, 3 week minimum.
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15 Bluewater Hill Photo Gallery 1
1 of 26
1 Unit Available
6 Bedrooms
$30,000
5936 sqft
Wake up to the glow of sunrise over the sound from this pet-friendly hilltop haven. A classic shingle-style home on a lush landscaped acre at the crest of Bluewater Hill offers sweeping water views along with a private garden setting, enclosed by a 20-ft high arborvitae hedge. An ever-changing seasonal array of grasses, curated flowers, and prize-winning native plants opens out to a Roman pool with spa and waterfall, flanked by a grape-and-wisteria covered pergola. The home’s two-story foyer reveals a multicolored display of LED-lit paper lanterns. The gracious interior spaces start with a generous great room leading through French doors to an eighty foot wraparound porch, stepping down to a broad stone patio. The floor plan continues effortlessly to the formal dining room and bright eat-in kitchen plus a quiet guest suite and a spacious study. The upper level offers a glamorous primary suite which showcases the stunning views and includes a meditation room, fireplace, steam shower, jacuzzi, and balcony. Three additional bedroom suites and a library complete the second floor. It’s easy to keep your furry friends contained with a completely fenced-in rear yard, a fenced-in side door dog run, a fenced-in rear porch, and custom-built interior dog gates. A beach-community idyll combining the privacy of a nature retreat with the grandeur of a country estate, the setting is perfect for gatherings large and small, formal and casual.
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Results within 1 mile of Westport
40 Fullin Road Photo Gallery 1
1 of 20
3 Bedrooms
$10,000
3578 sqft
Looking for that perfect home with no responsibilities but plenty of room and style ? This is it! From the award winning Cottages at Richards Avenue comes the newest development on the Norwalk/Westport line. "The Cottages at Pepperidge" offers , gated community of single family homes (detached or attached at the garage) with complete first floor living. An age restricted, multigenerational community of 40 homes where at least one occupant must be 60 or over. This 3 Bdrm 4-1/2 Bath Grand Cottage Home features an open floor plan with gourmet kitchen expanding into dining rm/living rm, sliders to priv. screened in porch. A mudrm/laundry, and private garage on main floor There are 2 primary suites in this home. 1st floor primary suite w/ spacious walk-in closet and luxurious bath w/ heated floors, shower, & soaking tub. The 2nd floor primary suite is complete with Cath.ceiling ,2 walk in closets, private bath w/ tub/shower , and 2 separate vanities. This floor also has an open, paneled loft/study and guest bedroom, all with an abundance of closets and storage. Lower level bonus room for recreation, gym, Bedroom, full bath, Lower Level complete with sliders private patio fenced for you and your pet! This particular unit will also have a bar in the lower level and fire pit!!. Will be completed by Mid May 2023!!! Don't miss your opportunity to enjoy carefree living in Luxury! Off Westport Ave. to Lois Street to Fullin Road. Please use 41 Fullin Rd in GPS .
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Results within 5 miles of Westport
1987 Fairfield Beach Road Photo Gallery 1
1 of 33
6 Bedrooms
$10,000
3050 sqft
RENOVATED and ELEGANT Single home peacefully settled in a very private ,tranquil and family section of the Penfield Beach. This home features 5-6 bedrooms, an office, a playroom, 3 renovated full baths, security system, new central air, new appliances , new washer-dryer and renovated kitchen.The yard is fully fenced for extra privacy and offers a fantastic setting for entertaining. Enjoy the fun of the Beach and Creek side living. Enjoy water sports, tubing, kayaking or boating down the river as well as picnicking at the Beach. Parking is ample, easy and private with eight cars capacity.This renovated home is spacious, super clean and inviting. Living at the Beach is nonpareil and just awesome. OWNER-AGENT. ACADEMIC AND PROFESSIONAL RENTAL -IMPORTANT: RENT IS BASED ON A 12 MONTHS RENTAL COMMITMENT- LESS THAN 12 MONTHS THE RENT IS $ 13,000 PER MONTH
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930 Reef Road Photo Gallery 1
1 of 35
4 Bedrooms
$10,000
2200 sqft
STUNNING LIKE- NEW Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly sanctuary. Upstairs; you will find 4 generous bedrooms with their respective ensuite bathrooms. Enjoy all what the Beach Lifestyle has to offer: paddle-boarding, kayaking, picnics on the jetties, fishing or sunbathing. Just a bike stroll to Fairfield's downtown where art and music, shopping, festivals and dining farm to table are just few of the locals' favorite past times. AVAILABLE JUNE 1 2023
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10 Yarmouth Road Road Photo Gallery 1
1 of 30
3 Bedrooms
$11,250
2100 sqft
This Bell Island beach house is high on a hill with panoramic views of LI sound. The 2nd floor balcony offers gorgeous views of the Long Island Sound and is perfect for summer entertaining. Inside you will find a living room with fireplace, chef's kitchen w/ breakfast counter and comfortable dining room. The second floor has a master w/full bath and balcony. 2 other guest bedrooms can be found. The third floor offers a spacious family room with nearly 360 degree water views and a spectacular porch- to be enjoyed in any season. Top of the line amenities, detail moldings & finishes. Bonus - Garage and dedicated parking spot. Walk to Beach!
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928 Reef Road Photo Gallery 1
1 of 35
4 Bedrooms
$10,000
2200 sqft
STUNNING Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly sanctuary. Upstairs; you will find 4 generous bedrooms with their respective ensuite bathrooms. Enjoy all what the Beach Lifestyle has to offer : paddle-boarding, kayaking, picnics on the jetties, fishing or sunbathing. Just a bike stroll to Fairfield's downtown where art and music, shopping, festivals and dining farm to table are just few of the locals' favorite past times. AVAILABLE JUNE 1, 2022
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997 Reef Road Photo Gallery 1
1 of 32
5 Bedrooms
$11,000
2200 sqft
STUNNING Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly sanctuary. Upstairs; you will find 4 generous bedrooms with their respective ensuite bathrooms. Enjoy all what the Beach Lifestyle has to offer : paddle-boarding, kayaking, picnics on the jetties, fishing or sunbathing. Just a bike stroll to Fairfield's downtown where art and music, shopping, festivals and dining farm to table are just few of the locals' favorite past times. AVAILABLE JUNE 1, IMPORTANT: ACADEMIC YEAR 2 MONTHS SECURITY . SUMMER RENTAL ONE MONTH SECURITY SUMMER
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995 Reef Road Photo Gallery 1
1 of 34
5 Bedrooms
$11,000
2200 sqft
STUNNING Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly sanctuary. Upstairs; you will find 4 generous bedrooms with their respective ensuite bathrooms. Enjoy all what the Beach Lifestyle has to offer : paddle-boarding, kayaking, picnics on the jetties, fishing or sunbathing. Just a bike stroll to Fairfield's downtown where art and music, shopping, festivals and dining farm to table are just few of the locals' favorite past times. AVAILABLE JUNE 1, IMPORTANT: ACADEMIC YEAR 2 MONTHS SECURITY . SUMMER RENTAL ONE MONTH SECURITY.
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503 Reef Road Photo Gallery 1
1 of 40
5 Bedrooms
$12,000
2640 sqft
Renovated 5 Bedrooms, 2 full baths Home on a private 0.31 acre walking distance between the Beach and the Town. This home features a large family room, a separate dining room and Renovated Kitchen. Hardwood floors throughout. Available December 1. Pets welcome. Want to Enjoy the Beach LifeStyle and walk or Bike to the New and Renovated Theater and Farm to Table Restaurants: Look no further; this home has it all; Charm and a Convenient Location. PETS WELCOME !. Fully Fenced - SUMMER MONTHS JUNE- JULY- AUGUST IS $ 12,000/ each MONTH. Owners related to listing agent.
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11 Parade Ground Court Photo Gallery 1
1 of 39
4 Bedrooms
$18,000
4736 sqft
Sparkling spacious, sunny and inviting contemporary just waiting for you to enjoy the summer. This gracious and inviting house has been totally renovated with careful attention to detail throughout in contemplation of the owners' plans to live here. The open first floor plan features soaring vaulted ceilings with skylights and flows from great room (with fireplace) to dining room to chef kitchen to create a casual, yet elegant gathering space for family & friends. The chef's kitchen features an (under the sink) reverse osmosis water filtration system, high-end induction cooktop and a spacious quartz waterfall island. This elegant space opens out to an enormous deck that runs across the back of the house with views of the gardens and newly refreshed har-tru tennis/pickleball court and a new hot tub to relax in. The primary bedroom features a fireplace, spacious reading area and full sliding doors opening to the backyard. Skylights and windows create a bright, restful room to retire to for a little peace and quiet or a tranquil night of sleep. The primary bathroom is a dream with double vanity featuring vessel sinks and high-end mirrors/medicine cabinets, heated tile floors & towel rack.
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918 Reef Road Photo Gallery 1
1 of 15
3 Bedrooms
$10,000
2020 sqft
Welcome to beach living at its finest. A short walk to the relaxing beach, in the heart of the Fairfield beach community is an oasis that you will not want to leave. You and your family will enjoy exploring the beach AND downtown Fairfield making lasting memories. This home's character is only surpassed by the sunsets that you will enjoy from the upper deck as your day ends and your evening begins. The local area is bursting at the seems with shops to browse and unique eateries. Call 203-414-2980 for you personalized tour. Entire season rate available upon request.
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825 Fairfield Beach Road Photo Gallery 1
1 of 33
5 Bedrooms
$19,500
3997 sqft
Your luxury beach house rental awaits! Flexible terms available now through June 3, 2023. All utilities included*. This like new construction, custom home enjoys a PRIVATE SANDY BEACH backyard with the most inspiring views from sun-up to sundown. Open and bright floor plan with French doors off the Living Room to the covered deck surrounded by lush green grass for playing and the sweetest path to the sand and waters edge. The chef's Kitchen is fully equipped and stocked with household and entertaining essentials; big Dining Room and Family Room with TV. There is a 1st floor Bedroom Suite with high ceilings, full bath and sitting room with TV. Come upstairs and you will be greeted by sensational water views and romantic balcony off the Master Bedroom with luxurious Master Bath and 2 walk-in closets. There are 3 additional Bedrooms, two full Baths, and Laundry Room on this level as well. The finished 3rd floor is flexible space and can be customized to your needs. 3 car garage and tons of parking in the driveway. Grab your stand up paddle board or kayak and enjoy the water OR walk, jog, bike to all of Fairfield's close amenities including parks, tennis courts, public beaches, B-ball courts, downtown shops, restaurants and train. Floor plan available upon request. Summer months available at $45,000/month.
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1016 Fairfield Beach Road Photo Gallery 1
1 of 35
3 Bedrooms
$11,000
1968 sqft
Enjoy the beach lifestyle this summer at this newly renovated, fully furnished Fairfield property featuring 1,968 square feet, 3 bedrooms, 2.5 baths and open concept living with ocean views. The .25 acres of land backs up to Pine Creek and provides the perfect yard space for entertaining and play with amply parking. Updates include a freshly painted interior and exterior, new stainless-steel appliances, new carpeting in all bedrooms, new ceiling fans, newly renovated full bath in the master bedroom and newly removed half bath, refinished hardwood floors, new recessed lighting and light fixtures throughout. Walking distance to the beach and Pine Creek right in your back yard. Conveniently located near Fairfield’s Post Road where you can enjoy plenty of restaurants, shopping and entertainment. The short drive to the Metro stations and I-95 makes this a great commuter home as well. If you’re looking for a temporary resort like location to call home, why not take advantage of the best Fairfield has to offer and live in this gorgeous Fairfield Beach community.
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2155 Fairfield Beach Rd Photo Gallery 1
1 of 26
3 Bedrooms
$20,000
1500 sqft
Available 06/01/23 Fairfield DIRECT WATERFRONT - Property Id: 162681 SUMMER 2023 RENTAL. PLEASE CONTACT MARK FOR DETAILS: 203-331-6792. VOTED BEST ROOFTOP DECK ON FAIRFIELD BEACH! Feels like living on a boat from the comfort of your own home; surrounded by water! Beautiful newly-constructed beach home with modern finishes and appliances directly on the water! Only minutes to vibrant downtown Fairfield with countless restaurants, nightlife and great access to Manhattan! Apply at TurboTenant: http://rental.turbotenant.com/p/2155-fairfield-beach-rd-fairfield-ct/162681 Property Id 162681 No Pets Allowed (RLNE7841502)
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Results within 10 miles of Westport
23 Seacrest Drive Photo Gallery 1
1 of 36
5 Bedrooms
$18,000
6500 sqft
Sought-after Seacrest Estates expansive Contemporary waterfront home with eastern views overlooking the Long Island Sound to Connecticut with 200' of private beach and 340' dock! Situated on over 2 acres and approached through a gated driveway, this unique staycation-like home is not to be missed. Double front arched doors open to grand two-story foyer with sweeping staircase and great room with fireplace and walls of windows that perfectly frame magnificent water views. Eat-in kitchen with professional appliances and custom cabinetry with glass sliders to rear deck. First floor home office and en-suite bedroom plus second floor primary en-suite with fireplace, 17'x14' walk-in closet and two balconies. Three car garage adjoins home through underground tunnel and leads to lower walk-out level featuring a gym, sauna, media room, family room, guest bedroom, laundry, and wine cellar. Located only minutes to Caumsett and Target Rock State Parks with hiking trails, biking, fishing, and more.
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782 Smith Ridge Road Photo Gallery 1
1 of 24
5 Bedrooms
$36,000
3766 sqft
Experience all that summer has to offer at your own private summer camp. Sprawling 5 bedroom, 4 bath country ranch on 4+ private acres. Spend warm summer days by the pool, host your own tennis tournament or play games on the rolling lawn. Enjoy relaxing summer nights dining al fresco by the pool or watching shooting stars sitting by the firepit - life doesn't get better than this. Many recent updates to this home with a chic modern vibe.
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42 Forest Street Photo Gallery 1
1 of 27
2 Bedrooms
$15,000
1960 sqft
Imagine a little bit of New York City in New Canaan! An extraordinary enclave of new luxury lofts and townhouses. The Chicest one floor living in downtown New Canaan! Semi-Private Elevator. 2 bedroom, 2.5 bath with gorgeous wide plank white oak floors, custom build-ins, fireplace with marble surround, 2 car reserved parking spaces, designer chef's kitchen, ensuite baths with artisan cut marble counters, primary bath with heated floors. Loft has access to an incredible 1,000 sq/ft roof deck and lounge! Roof deck has kitchen, grill, and spaces perfect for entertaining, dining, and socializing! Just off New Canaan's Restaurant Row and all this storybook historic village has to offer.
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125 Greenley Road Photo Gallery 1
1 of 29
6 Bedrooms
$19,000
7152 sqft
Beautiful 1930s cape nestled on 2.8 acres bordering one of New Canaan's largest estates and Land Trusts. This six bedroom home boasts stunning architectural details with character and charm not often seen in today's construction. With two master suites, one on each level, this home is ideal for multi-generational living or an au-pair suite. The gourmet white chef’s kitchen features a large granite island, double ovens, and walk-in pantry. The expansive family room is located adjacent to the kitchen and features a wood burning fireplace along with French doors leading to the stone patio. The upper level boasts a master suite with walk-in closet, beautiful master bathroom, balcony overlooking the stunning landscape, as well as four additional bedrooms. The walk-out lower level would make the perfect playroom or additional hang-out space. The exterior is a private oasis with a vast beautiful flat backyard along with a potters shed for gardening enthusiasts as well as a two car garage. Convenient location, just minutes to town!
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26 Chalburn Road Photo Gallery 1
1 of 20
3 Bedrooms
$50,000
3004 sqft
Available Memorial Day to Labor Day for $50,000. Also available for June at $15,000, July at $18,000, or August at $20,000/month OR for a full year rental at $12,000/month. The Otnes House is true floating oasis and now available as a summer rental! This rolling property overlooks nearly 3.5 acres, complete with a one-of-a-kind pool carved into a natural stone quarry with beautiful surrounding gardens. John Johansen of the celebrated Harvard Five designed this mid-century modern for famous collage artist Fred Otnes, who lived here for over 50 years. Walls of glass bring in beautiful natural light; expansive decks & pergolas have created an open floor plan concept to bring the outside in. The renovated kitchen features Bauformat cabinetry and high end European appliances, and the master bedroom has a sitting room, office area and attached artist studio. Two additional bedrooms and two bathrooms complete the main house, and adjacent to the home is a two-car garage with ample room for storage or an additional studio space. The property is approximately a 50 miles/90min drive from New York City and a 5 min drive to a Metro-North stop which takes you directly to Grand Central. Redding offers an abundance of hiking and biking trails, nearby shops and restaurants of Westport, Darien and Ridgefield. A wonderful place to call home.
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Frequently Asked Questions

Frequently Asked Questions (FAQs)

How much is rent for a luxury apartment in Westport?

Rental prices for luxury apartments in Westport range from $28,000 to $59,000 per month.

How many luxury apartments are available for rent in Westport?

Currently, there are 6 luxury apartments 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 luxury apartments in Westport, CT

Luxury apartments in Westport offer upscale living and the best amenities. Look for luxury apartments in city centers or popular neighborhoods with swimming pools, fitness center, rooftop terraces, covered parking, and doormen.

Finding luxury apartments in Westport can be competitive, but there are usually several apartment complexes to choose from. Consider whether or not the amenities inside the apartment are as desirable as the shared amenities. The pool and tennis courts may look fantastic, but your kitchen could need an update. You should also consider the views and whether or not they fit your idea of luxurious living.

If cost is a factor, but you still want a luxury experience, try renting in a more residential neighborhood away from the action. Luxury apartments in Westport will be pricey no matter where you look, but some buildings will be less expensive than others