72

Homes for Rent near Staples High School

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    $3,100 - $5,900 per month

    The Westporter

    1-2 Beds

    793 Post Rd E, Westport, CT 06880

    Welcome future Westporter! Your carefree modern lifestyle awaits. Elegantly designed and finished high-tech Smart-Townhomes offer the best of every world! These stylish condominium level finishes boast quartz kitchen islands and upgraded stainless steel appliance packages. Plenty of natural light shines through floor to ceiling windows. State of the art Smarthome technology includes full remote

    793 Post Rd E, Westport, CT 06880
  • /40

    $8,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,420 Sq Ft
    • House for Rent

    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

    7 Bittersweet Ln, Westport, CT 06880
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    $2,000 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    1 Punch Bowl Dr, Westport, CT 06880

    Property Id: 1930587Welcome to this charming studio apartment, 1 bathroom room in WESTPORT. This single family property offers modern amenities such as a dishwasher, washer/dryer, and central air. With off-street parking, a lush lawn, and proximity to parks, this cozy retreat is perfect for a peaceful lifestyle. Rent includes utilities, making it hassle-free living at $2000/month. Don't

    1 Punch Bowl Dr, Westport, CT 06880
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    $3,900 per month

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft
    • House for Rent

    322 Greens Farms Rd, Westport, CT 06880

    Enjoy the best of Westport living in this beautifully updated 2-bedroom, 1-bath cottage, just under a mile from both the Greens Farms Train Station and scenic Burying Hill Beach. This move-in-ready converted carriage house offers stylish, modern finishes throughout and sits on a meticulously landscaped private quarter-acre, perfect for relaxing or entertaining on the spacious patio. Inside,

    Mindy Wolkstein William Raveis Real Estate

    322 Greens Farms Rd, Westport, CT 06880
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    $4,750 per month

    • 2 Beds
    • 2.5 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    264 Riverside Ave, Westport, CT 06880

    Beautiful 2 bedrooms 2.5 bath unit at River Edge new development in Westport CT. High ceiling 9ft+ and water views from every window. Launch kayaks/canoes, or enjoy afternoon fishing on Saugatuck river. Located in heart of Westport, walkable to Levitt Pavilion, KHS/SES sport fields, playgrounds and Westport Public library. Across Riverside park, farmers market, Gilbertites, Birchwood country club

    264 Riverside Ave, Westport, CT 06880
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    $6,300 per month

    • 4 Beds
    • 1 Bath
    • 1,372 Sq Ft
    • House for Rent

    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

    8 Drumlin Rd, Westport, CT 06880
  • /19

    $7,950 per month

    • 4 Beds
    • 2 Baths
    • 1,641 Sq Ft
    • House for Rent

    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

    10 Spriteview Ave, Westport, CT 06880
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    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft
    • House for Rent

    52 Hills Ln, Westport, CT 06880

    Welcome to 52 Hills Lane #52 - a stunning, fully renovated ranch-style condo in the tranquil Birchwood complex. This beautifully updated unit offers nearly 1,400 square feet of bright, airy living space, perfect for anyone seeking comfort and convenience. Inside, you'll find brand new hardwood floors, a modern kitchen with high-end appliances, and two spa-like bathrooms - everything has been

    Alexander Walton RE/MAX Heritage

    52 Hills Ln, Westport, CT 06880
  • /20

    $2,014 - $5,868 per month

    1177 Greens Farms

    Studio-1 Bed

    1177 Post Rd E, Westport, CT 06880

    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

    1177 Post Rd E, Westport, CT 06880
  • /19

    $5,200 per month

    • 4 Beds
    • 2.5 Baths
    • 1,889 Sq Ft
    • House for Rent

    4 Fermily Ln, Westport, CT 06880

    Nestled on a tranquil lane, this updated 4 bed, 2.5 bath home boasts a modern kitchen with new appliances, cabinets, and a center island. Fresh paint, lighting, and flooring enhance the entire space. Relax in the large private yard or on the new stone patio. Spacious bedrooms with ample closet space add to the appeal. Conveniently located near the Merritt Parkway, YMCA, transportation, and

    Judi Lake The Riverside Realty Group

    4 Fermily Ln, Westport, CT 06880
  • /19

    $3,899 - $4,250 per month

    1480 Post

    2 Beds

    1480 Post Rd E, Westport, CT 06880

    Welcome to 1480 Post! One and two bedroom condominium-style apartments and townhouses, located conveniently along the Post Road in the Greens Farms neighborhood of Westport. This multi-building complex features entirely new construction with light filled apartments, state of the art appliance including a washer/dryer in each unit. Pet friendly that is ready for immediate occupancy. Parking is so

    1480 Post Rd E, Westport, CT 06880
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    $27,500 per month

    • 5 Beds
    • 4.5 Baths
    • 4,668 Sq Ft
    • House for Rent

    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

    91 Turkey Hill Rd S, Westport, CT 06880
  • /20

    $4,800 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Condo for Rent

    40 Newtown Turnpike Unit 40 Newtown Turnpike 2, Westport, CT 06880

    Property Id: 1925310"Far Away From Cookie-Cutter"Our solid stone house has been in the family for over 50 years. We would love to rent this special place to someone who will take care of it while delighting in its uniqueness. For the right person(s), living in "Shangri-la" will be a gift.Highlights:- Solid granite stone sourced from the same quarry as the Statue of

    40 Newtown Turnpike Unit 40 Newtown Turnpike 2, Westport, CT 06880
  • /13

    $2,200 per month

    • 1 Bed
    • 1 Bath
    • 729 Sq Ft
    • Apartment for Rent

    107 Saugatuck Ave Unit B, Westport, CT 06880

    Live in style in the Heart of Saugatuck - A Gem of a Westport neighborhood. This may be the perfect blend of comfort and convenience. Meticulously maintained unit, nestled mere minutes from Westport train, shops and restaurants. The freshly painted and deep-cleaned interior space is bathed in natural light, and boasts ample room to entertain or just chill. Also well-positioned to access

    Laurie Mortensen William Pitt Sotheby's Int'l

    107 Saugatuck Ave Unit B, Westport, CT 06880
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    $3,500 per month

    • 1-2 Beds
    • 2 Baths
    • 750 Sq Ft
    • Condo for Rent

    170 Post Rd W, Westport, CT 06880

    Architect designed apartment with high ceilings, marvelous windows and wonderful light, 2 bedrooms with large room sized loft; Kitchen/Living Room and Dining Room combination;Hardwood floors; 1 bath, A/C with all appliances; close to downtown and all amenities in Westport has to offer. Minutes to I-95 or Merritt Parkway; residents have use of Longshore pools, golf and tennis for same fees as

    170 Post Rd W, Westport, CT 06880
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    $6,500 per month

    • 1 Bed
    • 1.5 Baths
    • 1,447 Sq Ft
    • Apartment for Rent

    5 Church Ln Unit 301, Westport, CT 06880

    ~HIGH END LIVING~ This home is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. Bedford Square is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. Bedford Square is ideally situated in the

    Matt Murray Higgins Group Bedford Square

    5 Church Ln Unit 301, Westport, CT 06880
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    $2,350 per month

    • 1-2 Beds
    • 2 Baths
    • 750 Sq Ft
    • Condo for Rent

    170 Post Rd W, Westport, CT 06880

    Architect designed apartment with high ceilings, marvelous windows and wonderful light, 2 bedrooms with large room sized loft; Kitchen/Living Room and Dining Room combination;Hardwood floors; 1 bath, A/C with all appliances; close to downtown and all amenities in Westport has to offer. Minutes to I-95 or Merritt Parkway; residents have use of Longshore pools, golf and tennis for same fees as

    170 Post Rd W, Westport, CT 06880
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    $4,300 per month

    • 1 Bed
    • 1 Bath
    • 873 Sq Ft
    • Apartment for Rent

    5 Church Ln Unit 409, Westport, CT 06880

    ~HIGH END LIVING~ This home is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. It is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. Bedford Square is ideally situated in the heart of this

    Matt Murray Higgins Group Bedford Square

    5 Church Ln Unit 409, Westport, CT 06880
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    $7,000 per month

    • 4 Beds
    • 2 Baths
    • 2,448 Sq Ft
    • House for Rent

    105 Valley Rd, Westport, CT 06880

    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. Available immediately, furnished or unfurnished, through the end of August. Available on a monthly basis for $7000 a month, or grab all 3

    Chris Ahlgrim Coldwell Banker Realty

    105 Valley Rd, Westport, CT 06880
  • /38

    $18,000 per month

    • 5 Beds
    • 4 Baths
    • 2,944 Sq Ft
    • House for Rent

    3 Nassau Rd, Westport, CT 06880

    MONTHLY UNFURNISHED RENTAL - Discover Westport's Premier Coastal Gem. Immerse yourself in modern elegance with this stunning new beach house, located in the highly sought-after Saugatuck Shores neighborhood. Constructed in 2022, this five-bedroom, four-and-a-half-bathroom residence spans over 3,700 square feet of finished living space. Tucked away on a peaceful cul-de-sac, the home offers easy

    Doug Bross Coldwell Banker Realty

    3 Nassau Rd, Westport, CT 06880
  • /38

    $20,000 per month

    • 5 Beds
    • 4 Baths
    • 2,944 Sq Ft
    • House for Rent

    3 Nassau Rd, Westport, CT 06880

    MONTHLY FURNISHED RENTAL - Discover Westport's Premier Coastal Gem. Immerse yourself in modern elegance with this stunning new beach house, located in the highly sought-after Saugatuck Shores neighborhood. Constructed in 2022, this five-bedroom, four-and-a-half-bathroom residence spans over 3,700 square feet of finished living space. Tucked away on a peaceful cul-de-sac, the home offers easy

    Doug Bross Coldwell Banker Realty

    3 Nassau Rd, Westport, CT 06880
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    $30,000 per month

    • 5 Beds
    • 4 Baths
    • 2,944 Sq Ft
    • House for Rent

    3 Nassau Rd, Westport, CT 06880

    SUMMER FURNISHED RENTAL - Discover Westport's Premier Coastal Gem. Immerse yourself in modern elegance with this stunning new beach house, located in the highly sought-after Saugatuck Shores neighborhood. Constructed in 2022, this five-bedroom, four-and-a-half-bathroom residence spans over 3,700 square feet of finished living space. Tucked away on a peaceful cul-de-sac, the home offers easy

    Doug Bross Coldwell Banker Realty

    3 Nassau Rd, Westport, CT 06880
  • /17

    $5,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Townhouse for Rent

    15 Oak St, Westport, CT 06880

    Step inside this beautifully designed home and experience the perfect blend of modern elegance and everyday comfort. The open-concept layout offers a seamless flow, enhanced by sophisticated finishes and abundant natural light throughout. At the heart of the home is a show-stopping kitchen featuring a large center island with quartz countertops, custom white cabinetry, and stainless-steel

    Vi Iaropoli Coldwell Banker Realty

    15 Oak St, Westport, CT 06880
  • /40

    $11,500 per month

    • 4 Beds
    • 3.5 Baths
    • 3,623 Sq Ft
    • House for Rent

    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

    66 North Ave, Westport, CT 06880
  • /15

    $5,000 per month

    • 1 Bed
    • 1.5 Baths
    • 800 Sq Ft
    • House for Rent

    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

    201 Main St Unit one, Westport, CT 06880
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    $6,500 per month

    • 5 Beds
    • 3 Baths
    • 2,600 Sq Ft
    • House for Rent

    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

    4 Robert Ln, Westport, CT 06880
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    $6,500 per month

    • 1 Bed
    • 1.5 Baths
    • 1,796 Sq Ft
    • Apartment for Rent

    5 Church Ln Unit 314, Westport, CT 06880

    ~HIGH END LIVING~ This home is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. Bedford Square is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. It is ideally situated in the heart of this

    Matt Murray Higgins Group Bedford Square

    5 Church Ln Unit 314, Westport, CT 06880
  • /25

    $28,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft
    • House for Rent

    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

    9 Cockenoe Dr, Westport, CT 06880
  • /38

    $10,000 per month

    • 4 Beds
    • 3.5 Baths
    • 4,780 Sq Ft
    • House for Rent

    6 Baldwin Place, Westport, CT 06880

    Welcome to this beautiful 4-bedroom, 3.5-bathroom home that blends timeless elegance with modern comfort. Designed for effortless everyday living and exceptional entertaining, the spacious eat-in kitchen flows seamlessly into the living room, dining room, and a charming parlor-perfect for enjoying an evening beverage over a game or good conversation. Relax and watch a movie or read a good book in

    Anthony Derbyshire Keller Williams Realty

    6 Baldwin Place, Westport, CT 06880
  • /16

    $2,000 per month

    • 2 Beds
    • 1 Bath
    • 500 Sq Ft
    • House for Rent

    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

    18 Franklin St Unit C, Westport, CT 06880
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    $9,750 per month

    • 4 Beds
    • 3 Baths
    • 2,936 Sq Ft
    • House for Rent

    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

    4 Nappa Ln, Westport, CT 06880
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    $6,950 per month

    • 3 Beds
    • 2.5 Baths
    • 2,029 Sq Ft
    • House for Rent

    310 Main St, Westport, CT 06880

    Charming In-Town Single Family Home for Rent - (1-3 Years term avaiaable). 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

    310 Main St, Westport, CT 06880
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    $15,000 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    35 Dogwood Ln, Westport, CT 06880

    Step into timeless charm at this perfect summer getaway! Welcome to 35 Dogwood Lane, Westport, CT Be surrounded by a timeless Stone Tudor Estate on 6+ Pristine Acres, located on the most private and serene of the remaining multi-acre estates in Westport. Set gracefully on over six acres of meticulously landscaped grounds, this 1929 stone Carriage house offers 1,200 square feet, creating an

    Lisa Bortz William Pitt Sotheby's Int'l

    35 Dogwood Ln, Westport, CT 06880
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    $3,900 per month

    • 2 Beds
    • 2 Baths
    • 1,114 Sq Ft
    • House for Rent

    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.

    Dean Faroni William Raveis Real Estate

    24 Sherwood Dr, Westport, CT 06880
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    $35,000 per month

    • 7 Beds
    • 5.5 Baths
    • 7,995 Sq Ft
    • House for Rent

    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

    37 Green Acre Ln, Westport, CT 06880
  • /40

    $22,500 per month

    • 4 Beds
    • 8 Baths
    • 6,821 Sq Ft
    • House for Rent

    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 Weston Rd, Westport, CT 06880
  • /40

    $62,250 per month

    • 7 Beds
    • 8 Baths
    • 8,637 Sq Ft
    • House for Rent

    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

    75 Cavalry Rd, Westport, CT 06880
  • /29

    $5,750 per month

    • 2 Beds
    • 3.5 Baths
    • 2,692 Sq Ft
    • Townhouse for Rent

    162 Regents Park Unit 162, Westport, CT 06880

    Great opportunity if you want to get to know Westport before purchasing your new home. This rental is available for 8 months, September through May 1, 2026. Perhaps you are planning a construction project this fall and need to get out of the house during renovation. This updated, professionally decorated, fully furnished townhouse could be your solution. It's a bright end unit with lots of light

    Lori Di Bartholomeo William Raveis Real Estate

    162 Regents Park Unit 162, Westport, CT 06880
  • /37

    $20,000 per month

    • 4 Beds
    • 4.5 Baths
    • 5,885 Sq Ft
    • House for Rent

    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

    10 Surf Rd, Westport, CT 06880
  • /40

    $29,500 per month

    • 8 Beds
    • 8 Baths
    • 7,974 Sq Ft
    • House for Rent

    83 Easton Rd, Westport, CT 06880

    *****OPEN HOUSE HAS BEEN CANCELLED*****Experience resort-style living at "The Park", an exceptional gated estate on 3 private acres in the heart of Westport. This meticulously renovated home offers 8 bedrooms-including a private 2-bedroom apartment w/ full kitchen and living space-perfect for guests, staff or extended family. At the heart of the home is a sun-drenched designer chef's kitchen

    Julie Vanderblue Higgins Group Real Estate

    83 Easton Rd, Westport, CT 06880

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How to Rent a Home