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Westport, CT Homes for Rent with Pool

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    $2,429 - $5,380 per month

    597 Westport Apartments

    Studio - 2 Beds

    597 Westport Ave, Norwalk, CT 06851

    Situated in historic Norwalk, bordering Westport, and along Connecticut's captivating coastline, 597 Westport is the heart of all you desire in a residence. When location is of the essence, 597 Westport delivers with elegant apartment homes so perfectly set in Fairfield County, in close proximity to the train station and New York City, and thus destinations worldwide. Inspired by this backdrop,

    597 Westport Ave, Norwalk, CT 06851
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    $20,000 per month

    • 6 Beds
    • 6 Baths
    • 7,500 Sq Ft
    • House for Rent

    35 Dogwood Ln, Westport, CT 06880

    Welcome to an extraordinary opportunity to lease a true architectural masterpiece. Tucked behind gates on a private street, this majestic 8,900 sq ft brick estate evokes the timeless elegance of a European castle while offering all the comforts of modern luxury. Set on 7.42 professionally landscaped acres, this one-of-a-kind residence features 6 generously sized bedrooms, 4 full baths, and 2

    Mark Sanford Berkshire Hathaway NE Prop.

    35 Dogwood Ln, Westport, CT 06880
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    $6,250 per month

    • 3 Beds
    • 2 Baths
    • 1,813 Sq Ft
    • House for Rent

    14 Northfield Dr, Westport, CT 06880

    Wonderful neighborhood, walking distance to Coleytown schools. 3 BR/2 Bath ranch with open floor plan and wonderful light filled family room. Interiors are scheduled to be freshly painted prior to new tenant occupancy. Tenant is responsible for all lawn and pool maintenance. Most recent tenant chose not to open pool for the last two seasons however pool was in working condition when last opened

    Deirdre Andreoli Compass Connecticut, LLC

    14 Northfield Dr, Westport, CT 06880
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    $12,000 per month

    • 4 Beds
    • 3.5 Baths
    • 4,753 Sq Ft
    • House for Rent

    41 Burr Farms Rd, Westport, CT 06880

    Welcome to 41 Burt Farms Rd. Step into style and abundant space at this Westport home where contemporary flair meets exceptional value. Set at the end of a desirable street filled with extraordinary properties. The flexible layout of the home offers many possibilities for work from home and longer stay entertaining. Primary suite is set away from the other bedrooms offering privacy. The modern

    Meredith Cohen Serhant Connecticut, LLC

    41 Burr Farms Rd, Westport, CT 06880
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    $13,000 per month

    • 5 Beds
    • 4 Baths
    • 4,835 Sq Ft
    • House for Rent

    99 Sturges Hwy, Westport, CT 06880

    Your very own vacation getaway. A gorgeous estate property, situated in the desirable Hunt Club/ Long lots area of Westport featuring a phenomenal and unique 5 bedroom, 4 bath Colonial Antique with a newly painted interior, an updated open floor plan, fabulous Interior and exterior entertaining spaces, gorgeous re-finished random wide-width hard wood flooring, Vaulted Ceilings, C/A, Gourmet

    Tanya Sprague William Raveis Real Estate

    99 Sturges Hwy, Westport, CT 06880
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    $12,500 per month

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

    37 Green Acre Ln, Westport, CT 06880

    Discover refined living in this 8,000 square-foot, 7-bedroom, 5.5-bath French Colonial residence, perfectly positioned as the last home on a quiet, dead-end private street. Combining timeless architecture with modern comforts, this estate offers exceptional privacy and a truly elevated lifestyle. Set on beautifully landscaped grounds, the home's stately exterior gives way to a thoughtfully

    Mark Sanford Berkshire Hathaway NE Prop.

    37 Green Acre Ln, Westport, CT 06880
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    $22,500 per month

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

    91 Turkey Hill Rd S, Westport, CT 06880

    Welcome to a home that lives as beautifully as it looks. In the heart of Greens Farms, this timeless 5 bedroom, 6 bath Colonial is where classic elegance meets modern ease, designed for how you live, work, and entertain today. A circular drive, stone walls, and a charming front porch create an inviting first impression. Inside, a sun-filled double-height entry sets the tone for open, gracious

    Chrissie Rodriguez Higgins Group Real Estate

    91 Turkey Hill Rd S, Westport, CT 06880
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    $10,000 per month

    • 4 Beds
    • 3 Baths
    • 4,058 Sq Ft
    • House for Rent

    11 High Point Rd, Westport, CT 06880

    This beautifully maintained home sits on a sought-after cul-de-sac within walking distance to Long Lots, Bedford, and Staples. Set on 1.2 acres of lawn and gardens, the open-concept interior features soaring ceilings, skylights, and hardwood floors. The updated kitchen boasts granite counters, brand new Miele appliances, and a sunny den with built-ins and patio access. Four bedrooms include a

    Lisa Holler Compass Connecticut, LLC

    11 High Point Rd, Westport, CT 06880
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    $4,500 per month

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

    4 Hills Ln Unit 4, Westport, CT 06880

    Available furnished or unfurnished, this oversized 3-bedroom, 2-bath condo is perched at the highest, most private point in the complex- surrounded by trees, manicured gardens, and serene views. Recently renovated and move-in ready, this home offers the best of both comfort and convenience. Step inside to soaring vaulted ceilings, a wood-burning fireplace, and a spacious open layout with natural

    Alexander Walton RE/MAX Heritage

    4 Hills Ln Unit 4, Westport, CT 06880
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    $18,500 per month

    • 5 Beds
    • 3.5 Baths
    • 2,899 Sq Ft
    • House for Rent

    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

    28 Clinton Ave, Westport, CT 06880
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    $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
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    $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
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    $18,000 per month

    • 3 Beds
    • 3 Baths
    • 3,066 Sq Ft
    • House for Rent

    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

    19 Bluewater Hill, Westport, CT 06880
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    $15,000 per month

    • 3 Beds
    • 3 Baths
    • 3,066 Sq Ft
    • House for Rent

    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

    19 Bluewater Hill, Westport, CT 06880
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    $26,000 per month

    • 4 Beds
    • 3 Baths
    • 3,420 Sq Ft
    • House for Rent

    2 Valley Rd, Westport, CT 06880

    Family retreat with in ground pool and outdoor entertaining and cooking area is available for your summer getaway. Bike to the beach from this 4 bedroom 4 full bath cozy home with welcoming front porch, playroom and full bath on every level. Primary suite is private and features a full bath, and balcony for your morning coffee. Huge new deck off kitchen. Three family bedrooms with full bath,

    Lisa Neufeld William Raveis Real Estate

    2 Valley Rd, Westport, CT 06880
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    $14,000 per month

    • 5 Beds
    • 7 Baths
    • 6,422 Sq Ft
    • House for Rent

    4 Lyons Plain Rd, Weston, CT 06883

    This stunning Colonial sits proudly on a beautifully landscaped 2-acre lot on the corner of Coley Drive, just over the Westport line in Lower Weston. Enjoy the best of both towns with easy access to the Merritt, train, Longshore, The Y and Compo beach. Perfectly situated for walking and biking on neighboring streets, the property features an in-ground pool, gorgeous bluestone patio and generous

    Lorelei Atwood Higgins Group Real Estate

    4 Lyons Plain Rd, Weston, CT 06883
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    $15,000 per month

    • 4 Beds
    • 5 Baths
    • 3,921 Sq Ft
    • House for Rent

    2177 Cross Hwy, Fairfield, CT 06824

    15K/month for term lease. Unique rental - beautifully renovated contemporary classic, long private driveway lighted with scenic pond as you enter. 2 new decks, one off kitchen over looking vista, the other overlooking pool with 4' wide stairs to upstairs bedrooms. majestic front entrance with new stone steps and landing, open to vast living area with soaring ceilings and magnificent floor to

    Derek Greene Derek Greene

    2177 Cross Hwy, Fairfield, CT 06824
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