$7,950 per month
10 Spriteview Ave, Westport, CT 06880
AVAILABLE ANNUAL UNFURNISHED. Tucked away on Saugatuck Island, this waterfront home is a beach lover's dream with only a 5-minute walk to several private beaches plus its own private dock overlooking the canal. Complete with three bedrooms, two full baths and an outdoor shower, this sun-drenched home has everything you need to experience the magic of beach living in Westport. Conveniently located
$33,000 per month
22 Apple Tree Trail, Westport, CT 06880
Compo Beach living! 2 short blocks from beach on private road! Brand new home! 5 bed, 4.5 bath modern home w/ all of the lush amenities seen in the finest resorts both inside & out. Custom Italian cabinetry in kitchen, butler's pantry, bathrooms, and mudroom. 9ft.+ ceilings, open stairs w/ glass railings & oak floors. Entry hall w/ crystal chandelier spiraling down from open ceiling. Formal
Deborah Aulfinger Goldan Home Realty, LLC.
$21,000 per month
118 Roseville Rd, Westport, CT 06880
A CERTIFIED PASSIVE HOME. This modernist concrete home, designed by Francis Barry Byrne, a protege of Frank Lloyd Wright, offers a unique blend of luxury and sustainability. Perched atop a hill, it provides breathtaking views of century-old Rhododendrons and oak trees. The property includes a pool, spa, casita, and cottage, surrounded by indigenous plants. Conveniently located between I-95 and
Gina Hackett Compass Connecticut, LLC
$18,500 per month
28 Clinton Ave, Westport, CT 06880
Exceptional, remodeled home with a beautiful pool near downtown Westport. The "Everett Fillow House, c 1911" was completely restored & exquisitely updated by the present owner to the highest standards of excellence. The welcoming curb appeal & charming front porch create a gracious approach to this Colonial Farmhouse. Step inside and experience the bright open flow, characterized by high
Barbara Bross Coldwell Banker Realty
$8,200 per month
3 Donald Dr, Westport, CT 06880
Soaring ceilings, abundant natural light and fresh updates throughout make this a perfect place to call home! This happy home is located at the end of a centrally-located cul de sac close to everything Westport has to offer, including just a mile to schools. Updated kitchen and baths, efficient natural gas heat and cooled by central air conditioning. The generously-sized back deck overlooks a
Cyd Hamer William Pitt Sotheby's Int'l
$4,850 per month
28 Woodside Ave, Westport, CT 06880
Pristine 1918 Cottage in the Old Hill area of Westport. Recently restored with thoughtfulness and care, keeping the integrity and character alive! Beautiful hardwood floors, cozy renovated kitchen with eating nook, living room and dining areas, family room with sliders to patio and backyard , 3 bedrooms , 2 full baths. Set back off Woodside w/ private yard. Just minutes to town, train and beach!
Sandra Calise Cenatiempo Settlers & Traders
$11,000 per month
108 Harbor Rd, Westport, CT 06880
Welcome to 108 Harbor Road, a beautifully updated 4-bedroom, 2.5-bath home on desirable Saugatuck Island in Westport. Enjoy an open floor plan, recently renovated, and stylish finishes in every room. Just a short stroll to the water, this inviting home offers the best of coastal living and easy access to all that Westport has to offer. Available for up to 9 months starting September 15.
Kim Harizman Compass Connecticut, LLC
$5,500 per month
17 Davenport Ave, Westport, CT 06880
Charming 3-4 Bedroom Colonial in Prime Westport Location - Available August 1 Bright and updated Colonial in a quiet, walkable neighborhood close to shops, restaurants, schools, and commuting options. This 3-4 bedroom, 2.5 bath home features a welcoming front porch, spacious living and dining areas, and an eat-in kitchen with new appliances-brand new range and dishwasher on order. The flexible
Mary Ann Lindwall The Riverside Realty Group
$10,600 per month
34 Sasco Creek Rd, Westport, CT 06880
Nestled in the serene and picturesque area of Westport, Connecticut, 34 Sasco Creek Road offers a perfect blend of elegance and comfort. This charming residence is set on a generous 2.02-acre lot, embodying the essence of tranquil living, with the added convenience of being just a short stroll from Southport Beach and the Audubon Sanctuary. The home boasts three bedrooms and two and a half
Gina Hackett Compass Connecticut, LLC
$5,000 per month
27 Imperial Ave, Westport, CT 06880
Stunning 4-Bedroom Historic Gem in the Heart of Downtown Westport Step into a rare piece of Westport history with this beautifully restored and fully renovated apartment, perched on the 3rd floor of a charming 1892 walk-up commercial building. This expansive 4-bedroom, 2-bath residence seamlessly blends timeless character with modern updates, offering a truly unique and inviting layout. With
Josh Fields Berkshire Hathaway NE Prop.
$9,500 per month
11 Treadwell Ave, Westport, CT 06880
Tenant in residence. Experience the perfect blend of charm, sophistication, and convenience in this beautifully updated Colonial home, nestled in the vibrant Saugatuck Enclave. Just a short stroll away from the Metro North train station, popular restaurants, and the scenic river, this residence offers both tranquility and accessibility. Boasting four spacious bedrooms, two full bathrooms, and a
Gary Shelton Higgins Group Bedford Square
$6,500 per month
5 Edge Hill Trail, Westport, CT 06880
BRAND NEW ROOF. BRAND NEW BOILER. Even though the house is not new, it sure will seem like it is! But that isn't the best part about this house...this lovely home is in a catbird seat location! Walking distance to the best Westport has to offer...Main Street shops & restaurants, the library, the Levitt Pavilion, the farmers' market or the Playhouse. A quick bike ride to Longshore Park or Compo
Susan Herrmann William Raveis Real Estate
$8,000 per month
287 Greens Farms Rd, Westport, CT 06880
This light filled home is set on 2 acres finished on both levels with over 2300 sq ft of living space. Beautiful flat back yard for fun summer games. Just 3 minutes from the Metro North, and convenient to all the Westport amenities.
Georgia Wasserman Coldwell Banker Realty
$8,500 per month
3 Sterling Dr, Westport, CT 06880
Just a 3-minute walk to Compo Beach waterfront! Short-term unfurnished rental (6 month min term), in the center of Compo Beach. Ideal location! 4 bedroom with office, 3 full, 1 half bath. Eat-in kitchen, family room with large deck, finished basement with door to back yard, private laundry room. Lots of space in this 3,129sf home. All bedrooms with new window AC units. BBQ on the deck, play in
Deborah Aulfinger Goldan Home Realty, LLC.
$2,000 per month
490 Riverside Ave Unit 4, Westport, CT 06880
This beautifully maintained Westport 1-bedroom apartment provides the perfect blend of convenience and charm. Ideally situated within walking distance of trains, buses, restaurants, bars, and coffee shops, it's also just a short drive to Compo Beach, Longshore, and Main Street. Flooded with natural light, this bright and airy second-floor unit features gleaming hardwood floors and an updated
Kris Forland Forland Realty Group LLC
$18,000 per month
5 Raphael Way, Westport, CT 06880
Charming Summer Retreat in the Heart of Westport! Blend timeless New England charm with today's modern comforts in this beautifully appointed 5-bedroom, 4.5-bath home, perfectly located on a quiet cul-de-sac just steps from Winslow Park, The Westport Country Playhouse, and downtown. This spacious home sleeps 10 comfortably and is finished on three levels, offering plenty of room for family
Shannon Manning The Riverside Realty Group
$2,550 per month
1 Nutcracker Ln, Westport, CT 06880
Lovely sunny cottage with recent updates--separate and private, attached to main house, on a beautiful cul de sac in the heart of Westport. Private entry and large entry foyer suitable for study/office, large eat-in kitchen with stone countertops, stainless steel appliances, stairs to living room and separate bedroom with ample closet space, new bath and washer/dryer. Private garage. Tenant does
Joni Usdan Coldwell Banker Realty
$5,800 per month
67 Grove Point, Westport, CT 06880
Charming beach cottage nestled in a serene Compo Beach cul-de-sac, this delightful home offers a perfect blend of comfort and coastal living. Featuring vaulted ceilings throughout that enhance its spacious feel, a cozy stone fireplace, and elegant wood floors, the open floor plan creates an inviting atmosphere. The sunroom leads to a stone patio, ideal for gatherings, overlooking a fenced,
Christina McVaney Higgins Group Bedford Square
$8,000 per month
7 Bittersweet Ln, Westport, CT 06880
Enjoy all that Westport has to offer at this multi-level colonial on cul-de-sac in bucolic neighborhood. There's room for all with the flexible floor plan featuring 4-5 bedrooms including main and upper level primary suites, multiple home office options and terrific storage. On the main level you will find inviting living and dining room spaces with vaulted ceilings which open to the kitchen
Laura Sydney William Pitt Sotheby's Int'l
$12,000 per month
59 Crescent Rd, Westport, CT 06880
Available for the academic season, this spacious and elegant home in the desirable Saugatuck school system offers the perfect combination of comfort and convenience for your stay. Step into a stunning high ceiling foyer that sets the tone for this beautifully maintained home, featuring hard wood floors and natural light. With 4 spacious bedrooms, and 3.5 bathrooms, there is plenty of room for
Celina Cuomo Stacy Blake Realty LLC
$6,300 per month
8 Drumlin Rd, Westport, CT 06880
Back on the Market - Freshly Updated and Ready for You! Available August 1st, this beautifully maintained 4-bedroom, 2-bathroom ranch offers flexible one-level living in a prime Westport location. With brand new carpeting in the bedrooms, a brand new washer and dryer, and a newly finished sunroom perfect for a home office, gym, or playroom, this rental checks every box. Located on a private
Brianna Dangelo Higgins Group Real Estate
$24,000 per month
91 Turkey Hill Rd S, Westport, CT 06880
Nestled on the coveted Turkey Hill Road S. in the heart of Greens Farms, this impeccably maintained 5BR Colonial offers the perfect blend of classic elegance and modern comfort. Set on professionally landscaped grounds, this home is a true retreat, complete with a Glengate-designed Gunite saltwater pool, spa, and stunning stonework. Inside, the thoughtfully designed layout creates an inviting and
Robert Appell Coldwell Banker Realty
$5,900 per month
105 Valley Rd, Westport, CT 06880
Rent for a year OR rent for the summer! Come and see this centrally located property, (5 minutes to the beach, 5 minutes to town). Enjoy all that our town has to offer in this spacious home and kick back and have some fun this summer. Flat, fenced in backyard, great for bbq's.Expansive lower level wit TWO separate entrances. Available immediately, furnished or unfurnished Available on a monthly
Chris Ahlgrim Coldwell Banker Realty
$11,500 per month
66 North Ave, Westport, CT 06880
***LEASE TERM AUGUST 10, 2025 TO JUNE 20, 2026. FURNISHED*** Enjoy an array of seasonal delights at this wonderful, well-appointed home, beginning with the conclusion of summer when you can enjoy the sparkling pool, pool house, gracious patio w/outdoor fireplace & built-in grill, gorgeous lawns, gardens & more. When autumn's splendor arrives, enjoy the timeless grace of the beautiful interiors -
Alex Chingas Coldwell Banker Realty
$4,500 per month
201 Main St Unit one, Westport, CT 06880
Dive into the extraordinary at The RiverHouse! Immerse yourself in a world of casual luxury living in this breathtaking boutique home right on the water, where vibrant in-town living comes alive like never before. Imagine yourself aboard a boat, basking in the tranquility of your massive private covered porch-your personal sanctuary! Meet the charming swans, Romeo and Juliet, who nest just
Mar Jennings Higgins Group Bedford Square
$6,200 per month
4 Robert Ln, Westport, CT 06880
Set at the end of a peaceful cul-de-sac just off Hogan Trail, this welcoming home offers rare privacy with easy access to everything Westport has to offer. The 0.45-acre property includes a gently flowing backyard stream and a storybook footbridge perfect for quiet moTucked at the end of a quiet cul-de-sac off Hogan Trail, this inviting Westport home offers rare privacy with close access to town
Inna Agujen Coldwell Banker Realty
$28,000 per month
9 Cockenoe Dr, Westport, CT 06880
One of a kind vacation spot with private beach and truly panoramic water views of close by Islands. Light & bright contemporary Ranch with cathedral ceilings in the Great Rm with 3 glass sliders to deck. Additional deck on the beach to continue the good life with morning coffee and memorable dinners watching glorious sunsets. Oysters, clams & campfires on your own beach. FLEXIBILITY OF DATES.
Jay Grayson Higgins Group Bedford Square
$2,000 per month
18 Franklin St Unit C, Westport, CT 06880
Only rental in Westport under $2k. A two bedroom at that. Or one bedroom plus office if you're working from home. Newly refinished Hardwood floors throughout. Updated Bathroom. While a very convenient location, the backyard is very quiet and serene. Walking Distance To Westport Train Station, Easy Access To 95. Walking distance to Coveted Waterfront Restaurants, to the waterfront in general, to a
Michael Church Michael Church
$9,750 per month
4 Nappa Ln, Westport, CT 06880
Discover this 4 bedroom home, tucked away on a quiet cul-de-sac close to train, beach and all Westport amenities. Welcoming and well maintained, the flexible floor plan offers an array of possibilities to work from home, entertain and have play space inside and out. The well proportioned rooms flow from the living room, through the dining room, the updated kitchen with stainless appliances. into
Laurie Crouse Coldwell Banker Realty
$6,650 per month
310 Main St, Westport, CT 06880
Charming In-Town Single Family Home for Rent - (1-3 Years term available). Enjoy this sun-filled single-family home ideally located in the heart of town. A warm and inviting living room with a fireplace provides the perfect space to gather and unwind. The bright and open kitchen with granite countertops is conveniently located next to the dining room and opens to a private patio-perfect for
Maria Tziolis William Pitt Sotheby's Int'l
$3,800 per month
24 Sherwood Dr, Westport, CT 06880
Comfortable Cape with 2 fireplaces and great location short walk to Old Mill Beach and Compo Beach. Nice back yard and convenient to new Deli/Resturant.Recent kit reno new countertops , Vynyl plank floor and freshly painted cabinets .
Dean Faroni William Raveis Real Estate
$20,000 per month
37 Green Acre Ln, Westport, CT 06880
Rent for the Summer or Full Year: Options available. The most private and serene of the remaining multi-acre estates in central-most Westport is available for rent! Two minutes from the beach, town, 95, and the Saugatuck Hamlet & rail station. Top public schools in CT. Near Yale and Wesleyan Universities. A grand family home and estate property - for leisure, recreation and entertaining. A
Lisa Bortz William Pitt Sotheby's Int'l
$22,500 per month
62 Weston Rd, Westport, CT 06880
NEWLY RENOVATED! Gorgeous spacious fully furnished home situated at the end of a long private driveway in a fully fenced professionally exquisite landscaped park like property on 2.14 level acres. This beautiful colonial with a dramatic two story foyer, high ceilings, custom millwork & beautiful details is finished on 4 levels. New light natural hardwood floors. 2 Home Offices with extensive
Cindy Saul Coldwell Banker Realty
$62,250 per month
75 Cavalry Rd, Westport, CT 06880
Welcome to your dream summer rental! This incredible property offers gorgeous landscaping, a private pool, a pool house, a fire pit, an outdoor kitchen, and an amazing fully furnished patio, with new oversized Tucci umbrellas. With 7 bedrooms and 2 half baths, there's plenty of space for you and your guests. The modern kitchen comes equipped with a brand new high-end pizza hearth oven, perfect
Cindy Saul Coldwell Banker Realty
$20,000 per month
10 Surf Rd, Westport, CT 06880
This captivating haven at Saugatuck Shores, nestled along the pristine shores of Bermuda Lagoon, 100 feet of private beach and a deepwater dock-your perfect launchpad for unforgettable summer adventures or a warm winter escape. With soaring ceilings framing breathtaking water views, this open and airy oasis is ideal for year-round relaxation. Enjoy sunsets on the expansive wrap-around deck or
Inna Agujen Coldwell Banker Realty
$45,000 per month
36 Spriteview Ave, Westport, CT 06880
Spend your summer pools side on direct Long Island Sound, for the month of July! Simply sit back and enjoy stunning sunsets and sensational water-wildlife from every living room. Located just 3 doors from the beach and within 1 +/- miles to Metro North train station. One would be hard-pressed to find a more delightful refuge to host family and friends and reap the benefits of living on Saugatuck
Tanya Sprague William Raveis Real Estate
$20,000 per month
95 Compo Rd N, Westport, CT 06880
Experience the perfect summer retreat in the heart of Westport. This beautifully furnished home offers a blend of comfort and convenience, just minutes from downtown, the Levitt Pavilion, restaurants, beaches and Longshore Country Club. The spacious layout features a light-filled interior with colorful, tasteful decor, ideal for families or friends. Enjoy outdoor living on the expansive slate
Michelle Genovesi William Raveis Real Estate
$18,000 per month
19 Bluewater Hill, Westport, CT 06880
Furnished Yearly Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and
Doug Bross Coldwell Banker Realty
$15,000 per month
19 Bluewater Hill, Westport, CT 06880
Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and
Doug Bross Coldwell Banker Realty
$25,000 per month
101 Roseville Rd, Westport, CT 06880
LONG-TERM LEASE ONLY. Preferably two years. Available as of August 1st. Furnished or unfurnished. Nestled behind privacy gates in the heart of Westport's coveted Long Lots neighborhood, 101 Roseville Road presents a grand center hall Colonial that seamlessly blends timeless elegance with modern luxury. Built in 2007, this stately residence spans 5,955 square feet across four finished levels,
Teoman Turut Keller Williams Realty
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