111

Southport, CT Houses for Rent

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  • 310 Main St, Westport, CT 06880
    310 Main St, Westport, CT 06880
    310 Main St, Westport, CT 06880
    /27

    $6,650 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 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

    310 Main St, Westport, CT 06880
  • 24 Sherwood Dr, Westport, CT 06880
    24 Sherwood Dr, Westport, CT 06880
    24 Sherwood Dr, Westport, CT 06880
    /15

    $3,800 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.Recent kit reno new countertops , Vynyl plank floor and freshly painted cabinets .

    Dean Faroni William Raveis Real Estate

    24 Sherwood Dr, Westport, CT 06880
  • 1109 Reef Rd, Fairfield, CT 06824
    1109 Reef Rd, Fairfield, CT 06824
    1109 Reef Rd, Fairfield, CT 06824
    /32

    $6,000 per month

    • 4 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • House for Rent

    1109 Reef Rd, Fairfield, CT 06824

    Academic Year Rental for 2025-2026 ONLY. Located just steps from the Bar, Restaurant, Deli and Liquor store and the beach, this is a ideal home to enjoy your school year in. Be in the center of all the activity. Off street parking in driveway. No pets and two month security deposit required. This lease is from August 30, 2025 until May 20, 2026 ONLY.

    James Millington William Raveis Real Estate

    1109 Reef Rd, Fairfield, CT 06824
  • 62 Weston Rd, Westport, CT 06880
    62 Weston Rd, Westport, CT 06880
    62 Weston Rd, 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
  • 176 Main St Unit 1B, Southport, CT 06890
    176 Main St Unit 1B, Southport, CT 06890
    176 Main St Unit 1B, Southport, CT 06890
    /29

    $6,500 per month

    • 3 Beds
    • 3 Baths
    • 2,055 Sq Ft
    • House for Rent

    176 Main St Unit 1B, Southport, CT 06890

    VERY SPECIAL SOUTHPORT VILLAGE RENTAL OPPORTUNITY - This 2055 square foot flat, occupying the full second floor of a magnificent Gothic style Victorian residence, is presently finalizing a stunning and complete renovation. Providing great scale and proportion, the spacious floor plan features a Living Room with decorative Fireplace, Formal Dining Room with decorative Fireplace, Bay Window and

    Victoria Fingelly Higgins Group Real Estate

    176 Main St Unit 1B, Southport, CT 06890
  • 178 Brentwood Ave, Fairfield, CT 06825
    178 Brentwood Ave, Fairfield, CT 06825
    178 Brentwood Ave, Fairfield, CT 06825
    /6

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 2,556 Sq Ft
    • House for Rent

    178 Brentwood Ave, Fairfield, CT 06825

    Spacious third floor, 1 bedroom or possible 2 bedroom. Off street secure parking available. Storage room conveniently located on the same level. Just minutes to Fairfield train station, I95, and great restaurants. Fresh paint, new floors, kitchen cabinets and counters are among many upgrades just completed in the unit.

    Jorge Cintron Vylla Home (CT) LLC

    178 Brentwood Ave, Fairfield, CT 06825
  • 95 Compo Rd N, Westport, CT 06880
    95 Compo Rd N, Westport, CT 06880
    95 Compo Rd N, Westport, CT 06880
    /28

    $20,000 per month

    • 4 Beds
    • 3.5 Baths
    • 4,225 Sq Ft
    • House for Rent

    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

    95 Compo Rd N, Westport, CT 06880
  • 2177 Cross Hwy, Fairfield, CT 06824
    2177 Cross Hwy, Fairfield, CT 06824
    2177 Cross Hwy, Fairfield, CT 06824
    /37

    $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
  • 1135 Fairfield Beach Rd, Fairfield, CT 06824
    1135 Fairfield Beach Rd, Fairfield, CT 06824
    1135 Fairfield Beach Rd, Fairfield, CT 06824
    /6

    $11,000 per month

    • 4 Beds
    • 2 Baths
    • 1,744 Sq Ft
    • House for Rent

    1135 Fairfield Beach Rd, Fairfield, CT 06824

    Welcome to Fairfield Beach, available as a student rental from September 1, 2025, to May 21, 2026. This stylish oceanfront home at 1135 Fairfield Beach Road offers breathtaking views, an open layout, and beautifully updated coastal finishes. The sunlit main floor features a chef's kitchen with quartz countertops, stainless steel appliances, and a large island, flowing into a living room with

    Brandy Hall Higgins Group Real Estate

    1135 Fairfield Beach Rd, Fairfield, CT 06824
  • 19 Bluewater Hill, Westport, CT 06880
    19 Bluewater Hill, Westport, CT 06880
    19 Bluewater Hill, Westport, CT 06880
    /23

    $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
  • 19 Bluewater Hill, Westport, CT 06880
    19 Bluewater Hill, Westport, CT 06880
    19 Bluewater Hill, Westport, CT 06880
    /23

    $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
  • 101 Roseville Rd, Westport, CT 06880
    101 Roseville Rd, Westport, CT 06880
    101 Roseville Rd, Westport, CT 06880
    /40

    $25,000 per month

    • 7 Beds
    • 8 Baths
    • 8,365 Sq Ft
    • House for Rent

    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

    101 Roseville Rd, Westport, CT 06880
  • 25 Penfield Place, Fairfield, CT 06824
    25 Penfield Place, Fairfield, CT 06824
    25 Penfield Place, Fairfield, CT 06824
    /30

    $12,000 per month

    • 4 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • House for Rent

    25 Penfield Place, Fairfield, CT 06824

    Meticulous & Serene * Welcome to 25 Penfield Place! NOW AVAILABLE JULY AND AUGUST! Views of Long Island Sound. Ready for your summer furnished rental! Gas fireplaced living room w/ peaceful water views! A spectacular fieldstone-mantel, finely crafted detail & steps to the beach! Modern quartz countertops, great amount of kitchen workspace & a kitchen island w/ a built-in microwave. 4 bedrooms and

    Elizabeth Altobelli William Raveis Real Estate

    25 Penfield Place, Fairfield, CT 06824
  • 937 Post Rd Unit 3, Fairfield, CT 06824
    937 Post Rd Unit 3, Fairfield, CT 06824
    937 Post Rd Unit 3, Fairfield, CT 06824
    /25

    $3,200 per month

    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • House for Rent

    937 Post Rd Unit 3, Fairfield, CT 06824

    This charming top-floor rental at 937 Post Road offers the perfect blend of convenience and comfort in a prime Fairfield location. Just five minutes from Brick Walk and fifteen minutes to the train station, this home includes all-new stainless steel appliances and an in-unit washer and dryer. Featuring a spacious layout with abundant natural light and two private decks, it provides a cozy living

    Luis Sanchez Sanchez Asset Realty

    937 Post Rd Unit 3, Fairfield, CT 06824
  • 19 Soundview Dr, Westport, CT 06880
    19 Soundview Dr, Westport, CT 06880
    19 Soundview Dr, Westport, CT 06880
    /40

    $18,900 per month

    • 4 Beds
    • 3.5 Baths
    • 1,692 Sq Ft
    • House for Rent

    19 Soundview Dr, Westport, CT 06880

    FABULOUS ON THE WATER RENTAL~YEARLY RENTAl but Flexible. Completely RENOVATED MOD CHiC !! Phenomenal WIDE WATER VIEWS. BIG covered front porch with outdoor fire pit in front yard and outdoor shower. Best Compo Beach views~Sunrise and Moonrise each day. Plenty of parking(6 cars, very rare) at this 4BD 3.1 Bath Compo Beach Bungalow. Won Westports prestigious "Preservation Award". Fabulous home !

    Robin Singer Coldwell Banker Realty

    19 Soundview Dr, Westport, CT 06880
  • 930 Reef Rd, Fairfield, CT 06824
    930 Reef Rd, Fairfield, CT 06824
    930 Reef Rd, Fairfield, CT 06824
    /20

    $9,500 per month

    • 4 Beds
    • 3 Baths
    • 3,296 Sq Ft
    • House for Rent

    930 Reef Rd, Fairfield, CT 06824

    STUNNING IMMACULATE 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

    Helene Salerno Preoh, LLC

    930 Reef Rd, Fairfield, CT 06824
  • 66 Compo Mill Cove, Westport, CT 06880
    66 Compo Mill Cove, Westport, CT 06880
    66 Compo Mill Cove, Westport, CT 06880
    /34

    $50,000 per month

    • 5 Beds
    • 5.5 Baths
    • 3,770 Sq Ft
    • House for Rent

    66 Compo Mill Cove, Westport, CT 06880

    Escape to a private island retreat that you didnt now existed in Westport, where luxury meets coastal charm. This newly renovated, designer-furnished home spans over 4,000 sq. ft. and sits directly on the beach in Compo Mill Cove.With four/five beautifully appointed bedrooms, a bonus bedroom/au pair suite, 5.1 bathrooms, and a dedicated office or artist's space, this home offers both comfort and

    Steven Magnuson Douglas Elliman of Connecticut

    66 Compo Mill Cove, Westport, CT 06880
  • 1987 Fairfield Beach Rd, Fairfield, CT 06824
    1987 Fairfield Beach Rd, Fairfield, CT 06824
    1987 Fairfield Beach Rd, Fairfield, CT 06824
    /40

    $20,000 per month

    • 6 Beds
    • 3 Baths
    • 2,725 Sq Ft
    • House for Rent

    1987 Fairfield Beach Rd, Fairfield, CT 06824

    AVAILABLE JUNE 1, 2025. RENOVATED and ELEGANT Single home peacefully settled in a very private ,tranquil and family section of the Penfield Beach. This home features 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

    Helene Salerno Preoh, LLC

    1987 Fairfield Beach Rd, Fairfield, CT 06824
  • 503 Reef Rd, Fairfield, CT 06824
    503 Reef Rd, Fairfield, CT 06824
    503 Reef Rd, Fairfield, CT 06824
    /39

    $15,000 per month

    • 5 Beds
    • 2.5 Baths
    • 2,640 Sq Ft
    • House for Rent

    503 Reef Rd, Fairfield, CT 06824

    FURNISHED SUMMER RENTAL.Renovated 5 Bedrooms, 2 full baths Home on a Private Large 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. 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

    Helene Salerno Preoh, LLC

    503 Reef Rd, Fairfield, CT 06824
  • 20 Joann Cir, Westport, CT 06880
    20 Joann Cir, Westport, CT 06880
    20 Joann Cir, Westport, CT 06880
    /34

    $13,000 per month

    • 5 Beds
    • 4 Baths
    • 3,392 Sq Ft
    • House for Rent

    20 Joann Cir, Westport, CT 06880

    Located on a quiet neighborhood street, this 5-bedroom home spans a full acre, offering a tranquil setting for your summer retreat. It's ideally positioned near all town amenities, perfect for enjoying Westport's lively summer scene. The home welcomes you with a spacious living room, large windows highlighting scenic views, and a dining area leading to a sunlit deck-great for relaxing summer

    Maya Wertheim Coldwell Banker Realty

    20 Joann Cir, Westport, CT 06880
  • 100 Gould Ave, Fairfield, CT 06824
    100 Gould Ave, Fairfield, CT 06824
    100 Gould Ave, Fairfield, CT 06824
    /32

    $6,500 per month

    • 3 Beds
    • 2 Baths
    • 1,644 Sq Ft
    • House for Rent

    100 Gould Ave, Fairfield, CT 06824

    Move right into this beautifully furnished home with utilities included, except for cable. Centrally located between town and beach. Within walking distance to the train station, shops, beach and restaurants. Enjoy a fenced and private backyard with views of the Marsh and wildlife. Also available is an attached In-law suite fully furnished, including utilities for an additional $2600 per month.

    Laura Parkington William Raveis Real Estate

    100 Gould Ave, Fairfield, CT 06824
  • 232 Hillspoint Rd, Westport, CT 06880
    232 Hillspoint Rd, Westport, CT 06880
    232 Hillspoint Rd, Westport, CT 06880
    /39

    $20,000 per month

    • 4 Beds
    • 2 Baths
    • 2,234 Sq Ft
    • House for Rent

    232 Hillspoint Rd, Westport, CT 06880

    Light, bright Contemporary/Ranch with incredible water views of the LI Sound. Enjoy Compo Beach life and take in the spectacular sunrises and sunsets from the warmth of the sunroom or the sundrenched deck. Open floor plan, bathed in natural light, where you can gaze out at the LI Sound from the expanse of windows. A modern Poggenpohl kitchen with stainless appliances opens to a rear terrace with

    Lori Printz Coldwell Banker Realty

    232 Hillspoint Rd, Westport, CT 06880
  • 170 B2 Post Rd W Unit B2, Westport, CT 06883
    170 B2 Post Rd W Unit B2, Westport, CT 06883
    170 B2 Post Rd W Unit B2, Westport, CT 06883
    /18

    $3,500 per month

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

    170 B2 Post Rd W Unit B2, Westport, CT 06883

    2nd floor unit in free standing building. Open floor plan, soaring ceilings + a loft. Conveniently located ...walk to town and Westport's fantastic shops & restaurants.

    Sandra Calise Cenatiempo Settlers & Traders

    170 B2 Post Rd W Unit B2, Westport, CT 06883
  • 170 Post Rd W Unit C2, Westport, CT 06880
    170 Post Rd W Unit C2, Westport, CT 06880
    170 Post Rd W Unit C2, Westport, CT 06880
    /20

    $2,350 per month

    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    170 Post Rd W Unit C2, Westport, CT 06880

    Bright, spacious apartment with cathedral ceiling, open kitchen, bedroom, bath. Laundry in unit. Great central location. Walk to town.

    Sandra Calise Cenatiempo Settlers & Traders

    170 Post Rd W Unit C2, Westport, CT 06880
  • 2 Valley Rd, Westport, CT 06880
    2 Valley Rd, Westport, CT 06880
    2 Valley Rd, Westport, CT 06880
    /21

    $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
  • 100 Gould Ave, Fairfield, CT 06824
    100 Gould Ave, Fairfield, CT 06824
    100 Gould Ave, Fairfield, CT 06824
    /11

    $2,400 per month

    • 1 Bath
    • 375 Sq Ft
    • House for Rent

    100 Gould Ave, Fairfield, CT 06824

    This is a one-of-a-kind, stunning studio apartment! It is private and peaceful back unit, centrally located between the town and the beach. Within walking distance to the town, train station, shops, beach and restaurants. All utilities are included, except cable and internet. The apartment is fully furnished! The living room features a cathedral ceiling, built-ins, a queen-sized Murphy bed that

    Laura Parkington William Raveis Real Estate

    100 Gould Ave, Fairfield, CT 06824
  • 29 Soundview Dr, Westport, CT 06880
    29 Soundview Dr, Westport, CT 06880
    29 Soundview Dr, Westport, CT 06880
    /20

    $20,000 per month

    • 4 Beds
    • 4 Baths
    • 1,900 Sq Ft
    • House for Rent

    29 Soundview Dr, Westport, CT 06880

    Welcome to Compo Beach! Charming furnished rental from almost every room, and your beach is a few steps away. A perfect location with a short walk to Longshore Club with golf and tennis and 3 pools (with Parks and Rec permit). Have lunch or dinner at Longshore at La Plage Restaurant, and then see a play at the famed Westport Country Playhouse. Enjoy all that Westport has to offer! JULY, AUGUST

    Charlotte Cotton William Raveis Real Estate

    29 Soundview Dr, Westport, CT 06880
  • 748 Maplewood Ave Unit 750, Bridgeport, CT 06605
    748 Maplewood Ave Unit 750, Bridgeport, CT 06605
    /2

    $3,350 per month

    • 5 Beds
    • 2 Baths
    • 4,081 Sq Ft
    • House for Rent

    748 Maplewood Ave Unit 750, Bridgeport, CT 06605

    This stunning apartment features five spacious bedrooms and twobathrooms. It includes washer and dryer hookups, ample parking, and has been recently remodeled with the addition of brand-new appliances.

    Lisa Nussbaum Top Tier Realty Group, LLC

    748 Maplewood Ave Unit 750, Bridgeport, CT 06605
  • 155 Brooklawn Ave, Bridgeport, CT 06604
    155 Brooklawn Ave, Bridgeport, CT 06604
    /2

    $6,500 per month

    • 7 Beds
    • 4.5 Baths
    • 4,669 Sq Ft
    • House for Rent

    155 Brooklawn Ave, Bridgeport, CT 06604

    Magnificent and sophisticated, this stunning 4669 square foot residence is nestled in the prestigious Brooklawn neighborhood featuring seven bedrooms and four and a half bathrooms. This exception home was previous used as a sober home.

    Luisa Dias RE/MAX Right Choice

    155 Brooklawn Ave, Bridgeport, CT 06604
  • 356 Midland St Unit 2, Bridgeport, CT 06605
    356 Midland St Unit 2, Bridgeport, CT 06605
    356 Midland St Unit 2, Bridgeport, CT 06605
    /15

    $2,300 per month

    • 2 Beds
    • 1 Bath
    • 1,156 Sq Ft
    • House for Rent

    356 Midland St Unit 2, Bridgeport, CT 06605

    Rental in the heart of vibrant Black Rock! Spacious unit. This well-maintained home offers a perfect blend of historic charm with modern conveniences. The unit is on second floor features two spacious bedrooms, living and dining room with hardwood flooring, eat-in kitchen, full hall bath and pantry. The second floor has an enclosed porch. Large level back yard. Newer furnaces. The washer/dryer

    Priyanka Jain Coldwell Banker Realty

    356 Midland St Unit 2, Bridgeport, CT 06605

Showing Results 81 - 111, Page 3 of 3

Connecticut Southport

Houses for Rent in Southport, CT

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