Southport, CT Homes for Rent

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  $5,750 per month

  • 2 Beds
  • 1 Bath
  • 1,194 Sq Ft
  • Condo for Rent

  479 S Benson Rd Unit ID1050330P, Fairfield, CT 06824

  479 Benson Road is a beautiful 2-bedroom, 1.5-bathroom private home in a duplex community in the highly desirable Fairfield community. This single-family residence is just steps away from downtown Fairfield, Fairfield Marina, and Jennings Beach.This gleaming two-story home is designed for easy Connecticut living. Work from home with high-speed internet, enjoy a day at the beach, and walk to

  479 S Benson Rd Unit ID1050330P, Fairfield, CT 06824
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  /40

  $7,950 per month

  • 3 Beds
  • 2.5 Baths
  • 2,857 Sq Ft
  • House for Rent

  414 Riverside Ave, Westport, CT 06880

  Furnished farmhouse with Waterviews and Walk to Train. Forget your cares and your car! Artist's restored farmhouse with oodles of charm, sophistication and amenities (central air, porch, two swings, two patios, BBQ grill, grassy yards, outdoor Ping Pong, chef's kitchen and hydro tub for relaxing) in Westport's 'happening' restaurant village of Saugatuck. A 5-minute walk to everything: the train

  Inna Agujen Coldwell Banker Realty

  414 Riverside Ave, Westport, CT 06880
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  $2,550 per month

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Condo for Rent

  134 Monroe St, Bridgeport, CT 06605

  Beautifully updated, freshly painted, 2nd floor unit in the sought after Black Rock community. This unit boasts stainless steel appliances, 3 spacious bedrooms and off street parking. Includes newer, energy efficient a/c mini splits, this home provides the perfect blend of comfort and convenience. Located just moments from the Metro North train station and throughway, this prime location ensures

  134 Monroe St, Bridgeport, CT 06605
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  $6,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,287 Sq Ft
  • House for Rent

  431 Knapps Hwy, Fairfield, CT 06825

  Welcome Home! Step into this beautifully updated, sun-drenched home where style and comfort meet. Featuring gleaming hardwood floors, custom built-ins, a cozy gas fireplace, and impeccable craftsmanship throughout, this spacious, open floor plan is designed for modern living. The chef's kitchen is a true showstopper-complete with a quartz island and drop-in sink, a striking marble-tiled

  Kate Habansky Realty ONE Group Connect

  431 Knapps Hwy, Fairfield, CT 06825
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  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • House for Rent

  328 Alma Dr, Fairfield, CT 06824

  Perfect, adorable, spacious, updated, 3 bedroom, 2 bath expanded cape with a huge 2-car detached garage featuring storage loft above - located on the beautiful Alma Drive overlooking Mill River. Just professionally painted, professionally landscaped, professionally cleaned, and awaiting your arrival. The Fairfield School busses are available for Riverfield ES, Ludlowe MS and Ludlowe HS! Get

  328 Alma Dr, Fairfield, CT 06824
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  $2,495 per month

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

  134 Monroe St Unit 2nd Fl, Bridgeport, CT 06605

  Beautifully updated, freshly painted, 2nd floor unit in the sought after Black Rock community. This unit boasts stainless steel appliances, 3 spacious bedrooms and off street parking. Includes newer, energy efficient a/c mini splits, this home provides the perfect blend of comfort and convenience. Located just moments from the Metro North train station and throughway, this prime location ensures

  Doreen Alfano Coldwell Banker Realty

  134 Monroe St Unit 2nd Fl, Bridgeport, CT 06605
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  $1,800 per month

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft
  • Condo for Rent

  99 Grace St, Fairfield, CT 06825

  Move in to this freshly painted second floor apartment on a quiet cul-de-sac close to 1-95, metro and shopping. This 2 bedroom unit has an eat-in kitchen and off street parking. The Victorian home has a beautiful front porch and the apartment has an extra room located above the porch which can be used as a sun room or extra storage. Each apartment has their own washer/dryer in the basement.

  99 Grace St, Fairfield, CT 06825
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  $7,400 per month

  • 3 Beds
  • 2 Baths
  • 1,583 Sq Ft
  • House for Rent

  2 Violet Ln, Westport, CT 06880

  Sophisticated Lifestyle at Sought-after In Town location! Popular restaurants, spectacular shopping and riverside park all nearby. Remodeled from top to bottom! Flexible open floor plan with walls of windows overlooking bucolic brook and level lot. Stylish rooms feature curved window wall and wood burning fireplace in living room. Dining area with French doors overlooks lawn. Newly remodeled

  Lynn Fraund William Pitt Sotheby's Int'l

  2 Violet Ln, Westport, CT 06880
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  /12

  $14,000 per month

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft
  • House for Rent

  25 Penfield Place, Fairfield, CT 06824

  Property Id: 1724828Water views and short steps to a private beach; very quiet private street in the middle of everything (1 mile to town/train). Newly-built modern home, fully furnished, with a location that can't be beat! Option for a 4th bedroom if needed. NEW AVAILABILITY FOR JULY & AUGUST. Please feel free to reach out to discuss!

  25 Penfield Place, Fairfield, CT 06824
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  $1,700 per month

  • 2 Beds
  • 1 Bath
  • 2,238 Sq Ft
  • Apartment for Rent

  114 Denver Ave Unit 1, Bridgeport, CT 06605

  Beautiful 2 bedroom, 1 bath available! Freshly painted, huge rooms 1st Floor. Convenient to public transportation, shopping, medical facilities, and restaurants!!

  Towanna Randall Berkshire Hathaway NE Prop.

  114 Denver Ave Unit 1, Bridgeport, CT 06605
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  /19

  $16,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,334 Sq Ft
  • House for Rent

  2123 Fairfield Beach Rd, Fairfield, CT 06824

  Property Id: 11251792025/2026 Academic rental availability; OWNER CAN PROVIDE REFERENCES OF PRIOR TENANTS; private beach and direct waterfront home along with garage on creek side; WATER VIEWS EVERYWHERE; FEMA compliant raise home with abundance of space; 4 bedrooms and 3 large full bathrooms plus half-bath on main level; expansive open floor main living with Thermador appliances, gas

  2123 Fairfield Beach Rd, Fairfield, CT 06824
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  $1,850 per month

  • 3 Beds
  • 1 Bath
  • 3,775 Sq Ft
  • Apartment for Rent

  896 Howard Ave Unit 3, Bridgeport, CT 06605

  Come tour this spacious third-floor apartment located at 896 Howard Avenue. This well-maintained unit features three bedrooms and one full bathroom. Conveniently situated near restaurants, shops, and public transportation, it offers easy access to everything the Bridgeport area has to offer. The unit includes one assigned parking space, with additional on-street parking available. Schedule your

  Matthew Moran Coldwell Banker Realty

  896 Howard Ave Unit 3, Bridgeport, CT 06605
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  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft
  • Condo for Rent

  42 Somerville St Unit UT #3, Fairfield, CT 06824

  TENANT PHONE CALL RESPONSES ARE REQUIRED!NO E-MAILS PLEASE! YOU MUST CALL and LEAVE ALL YOUR INFORMATION IN ORDER TO BE CONSIDERED FOR THIS RENTAL. OR, LEAVE YOUR TENANT INFORMATION AT w w w RentalAssociatesUSA. comThis is an automated voice interview system and is available for your access 24/7. -

  42 Somerville St Unit UT #3, Fairfield, CT 06824
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  $2,200 per month

  • 3 Beds
  • 1 Bath
  • 2,559 Sq Ft
  • Apartment for Rent

  40 Hansen Ave Unit Floor 1, Bridgeport, CT 06605

  Beautifully renovated first-floor apartment featuring 3 spacious bedrooms, 1 full bathroom, a modern kitchen. The unit has been freshly painted and includes new flooring throughout, offering a clean and contemporary feel. Enjoy the convenience of 2 assigned parking spaces included in the rent. Additionally, garage spaces is available. As for details, perfect for added storage or vehicle

  Angel Mora eXp Realty

  40 Hansen Ave Unit Floor 1, Bridgeport, CT 06605
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  $2,600 per month

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft
  • Condo for Rent

  40 Somerville St Unit UT #2, Fairfield, CT 06824

  TENANT PHONE CALL RESPONSES ARE REQUIRED!NO E-MAILS PLEASE! YOU MUST CALL and LEAVE ALL YOUR INFORMATION IN ORDER TO BE CONSIDERED FOR THIS RENTAL. OR, LEAVE YOUR TENANT INFORMATION AT w w w RentalAssociatesUSA. comThis is an automated voice interview system and is available for your access 24/7.

  40 Somerville St Unit UT #2, Fairfield, CT 06824
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  $2,400 per month

  • 3 Beds
  • 1 Bath
  • 6,356 Sq Ft
  • Apartment for Rent

  1018 Hancock Ave Unit 3, Bridgeport, CT 06605

  3-Bedroom Apartment with Bonus Room - Available Now! Welcome to this beautifully maintained third-floor apartment featuring three generously sized bedrooms, a great layout, and a versatile bonus room perfect for a home office, playroom, or guest space. This bright and inviting unit offers ample natural light, move in ready

  Lisa Nussbaum Top Tier Realty Group, LLC

  1018 Hancock Ave Unit 3, Bridgeport, CT 06605
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  $2,375 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  28 Kenwood Ave Unit 28, Fairfield, CT 06824

  Discover this sunny and bright 2 bedroom, 1 bath gem right on the water. Available immediately, this apartment is situated in a prime location close to I-95, within walking distance to the train, nature trail, shopping, Whole Foods, and near the beach, marina, as well as top-notch restaurants. Enjoy maintenance-free living with lawn care, snow removal, water, sewer, and trash services all

  28 Kenwood Ave Unit 28, Fairfield, CT 06824
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  $2,600 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Townhouse for Rent

  232 Melville Dr, Fairfield, CT 06825

  This charming half duplex offers a comfortable and convenient living space. Featuring two bedrooms and one bathroom in well-kept and remodeled unit. Featuring new hardwood floors, windows, and recessed lighting. Includes washer and dryer, private driveway and nice fenced in yard. Enjoy this convenient location, close to shopping centers, restaurants, and recreational areas, making it an ideal

  Chris Eanniello William Raveis Real Estate

  232 Melville Dr, Fairfield, CT 06825
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  $2,250 per month

  • 2 Beds
  • 1.5 Baths
  • 940 Sq Ft
  • Townhouse for Rent

  800 Brewster St, Bridgeport, CT 06605

  Welcome to this beautifully updated 2 bed, 1.5 bath apartment located in the vibrant Black Rock neighborhood! This unit features fully renovated bathrooms and a sleek, modern kitchen with stylish finishes throughout. Bedrooms feature spacious closets along with Master bedroom having balcony overlooking gazebo/courtyard.Enjoy the convenience of a being just steps away from top-rated

  800 Brewster St, Bridgeport, CT 06605
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  $2,600 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  44 Grasmere Ave, Fairfield, CT 06824

  Beautiful 1st floor apartment with a gorgeous, relaxing water view! Set back from the road, hardwood floors, close to highways, train station, Fairfield and Sacred Heart Universities, walking distance to shopping, restaurants, etc., pets allowed only by owner approval - possible garage available for rent for storage only, no cars for an additional $100 per month.

  Audra Digello Coldwell Banker Realty

  44 Grasmere Ave, Fairfield, CT 06824
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  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft
  • Condo for Rent

  210 Kings Hwy E Unit 210 Kings Highway East, Fairfield, CT 06825

  2 Bedroom, 1 Bathroom condo for Rent in the Stratfield area of Fairfield. Available on or before August 1st. Water and trash included along with in-unit washer and dryer, reserved parking and reserved storage space. $2,500/month.

  210 Kings Hwy E Unit 210 Kings Highway East, Fairfield, CT 06825
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  $1,900 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  4 Post Office Ln, Westport, CT 06880

  Charming, spacious and well maintained 1 bedroom apartment on 2nd floor over the Greens Farm post office. Unit has newer windows and beautiful wide plank reclaimed wood floors. Private entrance and large deck. Walk to Metro North train. No pets and No laundry. Good credit and references please.

  Donna Lumsden Realtor Keller Williams Realty

  4 Post Office Ln, Westport, CT 06880
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  $1,850 per month

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  115 Harborview Ave Unit 3rd floor, Bridgeport, CT 06605

  115 Harborview Ave Unit 3rd floor, Bridgeport, CT 06605
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  $1,750 per month

  • 1 Bed
  • 1 Bath
  • 939 Sq Ft
  • House for Rent

  25 Cartright St Unit 4K, Bridgeport, CT 06604

  Move right into this bright and updated 1-bedroom, 1-bathroom condo on the 4th floor in the Brooklawn area. The kitchen and bathroom have been recently renovated; the living room leads out to a private balcony. This unit comes with one garage parking space, on-site laundry in the basement, and a storage area. The HOA includes a front desk receptionist, heat, hot water, trash removal, and grounds

  Jaquan Jones RE/MAX Right Choice

  25 Cartright St Unit 4K, Bridgeport, CT 06604
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  $2,950 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  450 Davidson St Unit 1st Floor, Bridgeport, CT 06605

  Black Rock / Fairfield Line - High end luxury apartment - Renovated and meticulously maintained- 1st floor 2Br 2Ba $2975 a month. This property at 450 Davidson Street features 2 bedrooms and 2 bathrooms, offering a living space of approximately 1,200 square feet. Open living room provides ample space for relaxation and entertainment, while the bedrooms are designed for comfort and privacy. The

  450 Davidson St Unit 1st Floor, Bridgeport, CT 06605
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  $5,000 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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  $2,100 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  185 Wilson St Unit 2nd Floor, Bridgeport, CT 06605

  NEW on Market! Black Rock! 1st floor apartment featuring hardwood flooring, updated eat-in kitchen with Granite Countertops, BRAND NEW Bathroom, walk-in pantry and ceiling fan/lights in most rooms. Gas cooking, gas heating plus master bedroom with walk-in closet. Front porch, off street parking, storage in basement plus BRAND NEW WASHER & DRYER INSIDE UNIT. Quiet building located on

  185 Wilson St Unit 2nd Floor, Bridgeport, CT 06605
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  $4,000 per month

  • 1 Bed
  • 1 Bath
  • 1,050 Sq Ft
  • House for Rent

  205 Hillspoint Rd, Westport, CT 06880

  WESTPORT DIRECT WATER FRONT. BEAUTIFUL SUNFILLED COTTAGE ON THE MILL POND PRESERVE.ONE BEDROOM APARTMENT ON THE SECOND FLOOR OF A PRIVATELY OWNED HOME,OPEN KITCHEN WITH STAINLESS STEEL APPLIANCES,GRANITE COUNTERS, LIVING ROOM WITH GAS FIREPLACE, DINING AREA, OFFICE, LAUNDRY, STUNNING VIEWS OF THE MILL POND. ENJOY 4 SEASONS OF SERENE LIVING. MORNING COFFEE ON YOUR PRIVATE DECK, SHARED DOCK. WALK

  Carol Alexander Berkshire Hathaway NE Prop.

  205 Hillspoint Rd, Westport, CT 06880
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  $4,950 per month

  • 3 Beds
  • 3 Baths
  • 1,583 Sq Ft
  • Condo for Rent

  83 Beaumont St Unit 2, Fairfield, CT 06824

  If you are looking for something that has classic charm plus modern updates, welcome home! This apartment is gorgeous, well updated with top of the line features, and is in the perfect location!Situated on the **2nd and 3rd floor** of a two family house, this unit has 2 private decks, 3 full baths, and 3 bedrooms, plus a bonus room that could easily be used as a 4th bedroom. The 3rd floor

  83 Beaumont St Unit 2, Fairfield, CT 06824
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  $3,250 per month

  • 3 Beds
  • 2 Baths
  • 1,755 Sq Ft
  • Apartment for Rent

  25 Cartright St Unit 5D, Bridgeport, CT 06604

  Rent this spacious 3-bedroom, 2-bathroom condo offering 1,755 square feet of living space on the 5th floor of a well-maintained building located in the desirable Brooklawn neighborhood near the Fairfield town line. The unit opens into a large foyer and features a bright, open-concept living and dining area with direct access to a private balcony overlooking mature trees. The condo comes partially

  Judes Joseph Prestige Prorealty Group

  25 Cartright St Unit 5D, Bridgeport, CT 06604
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  $3,900 per month

  • 4 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Condo for Rent

  294 Berkeley Rd Unit 294 Berkeley Road, Fairfield, CT 06825

  This property is an amazing 4 bedroom 1.5 bathroom apartment with all new appliances and vinyl flooring. It is 900 square foot with plenty of room. Ideal for families. Furthermore, there is ALDI, Planet Fitness, Subway, Dunkin Donuts, and Stop & Shop all within walking distance. This rental is available starting September 1, 2025.

  294 Berkeley Rd Unit 294 Berkeley Road, Fairfield, CT 06825
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  $6,499 per month

  • 3 Beds
  • 2.5 Baths
  • 1,796 Sq Ft
  • House for Rent

  18 Newell Place, Fairfield, CT 06824

  OPPORTUNITY TO LIVE IN THIS BEACH COMMUNITY YEAR ROUND! Walk to Jennings Beach, South Benson Marina, Sandcastle Playground and Fairfield Skate Park! Take in the sights and sounds from your upper balcony deck, or enjoy relaxing in the shade on your lower deck with those beautiful breezes you find at the beach. Enter the home through a foyer that leads to a large family room with hardwood floors,

  Beth Williams Preoh, LLC

  18 Newell Place, Fairfield, CT 06824
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  $2,800 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  292 Berkeley Rd Unit 292 BERKELEY RD, Fairfield, CT 06825

  This property is an amazing 2 bedroom 1 bathroom apartment with all new appliances and vinyl flooring. It is 900 square foot with plenty of room. Ideal for singles and couples. Furthermore, there is ALDI, Planet Fitness, Subway, Dunkin Donuts, and Stop & Shop within walking distance. This rental is available starting September 1, 2025.

  292 Berkeley Rd Unit 292 BERKELEY RD, Fairfield, CT 06825
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  $12,000 per month

  • 4 Beds
  • 5 Baths
  • 3,658 Sq Ft
  • House for Rent

  53 Sylvan Rd N, Westport, CT 06880

  Nestled on 1.36 picturesque acres in Old Hill, this renovated antique home is brimming with character and modern comforts. Just moments from town, Post Road, and schools, the enchanting professional landscaped grounds feature specimen and fruit trees, a built-in BBQ and fireplace, and a wisteria-draped pergola over a stone patio. A charming barn offers additional storage or creative use. Inside,

  Erica Acheychek Coldwell Banker Realty

  53 Sylvan Rd N, Westport, CT 06880
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  $2,495 per month

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  134 Monroe St Unit 2, Bridgeport, CT 06605

  OverviewBeautifully updated, freshly painted, 2nd floor unit in the sought after Black Rock community. This unit boasts stainless steel appliances, 3 spacious bedrooms and off street parking. Includes newer, energy efficient a/c mini splits, this home provides the perfect blend of comfort and convenience. Located just moments from the Metro North train station and throughway, this prime

  134 Monroe St Unit 2, Bridgeport, CT 06605
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  $4,800 per month

  • 3 Beds
  • 1.5 Baths
  • 1,618 Sq Ft
  • House for Rent

  10 Taylor Place, Southport, CT 06890

  HEAT, ELECTRIC, AIR CONDITIONING, WATER, SEWER, TRASH, LAWN & GARDEN, SNOW REMOVAL INCLUDED IN MONTHLY RENT. Charming 3-bedroom colonial on a quiet side street in the heart of Southport, one of Fairfield's most desirable waterfront communities. Make your way up the brick garden path past hydrangeas, lilacs, hostas, and countless summer blooms to this timeless home. Step into the welcoming foyer

  Gayle Worthington William Raveis Real Estate

  10 Taylor Place, Southport, CT 06890
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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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  $1,500 per month

  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  1838 Black Rock Turnpike Unit 209, Fairfield, CT 06825

  **This is a deeded unit. Tenant must be at least 62 years of age or have an impairment.** Bright & Spacious 2nd Floor Apartment for Rent - $1,500/month. This clean, sunny 2nd-floor apartment offers an abundance of natural light, 9' ceilings, spacious closets and an open-concept living and dining area. Features include an elevator, central air for year-round comfort, shared laundry room in the

  Robin Bernier Coldwell Banker Realty

  1838 Black Rock Turnpike Unit 209, Fairfield, CT 06825
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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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  $2,200 per month

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

  1838 Black Rock Turnpike Unit 215, Fairfield, CT 06825

  Bright & Spacious 2nd Floor Apartment for Rent - $2,200/month. This clean, sunny 2nd-floor apartment offers privacy with two entrances from either the front or the back of the building. Recently remodeled, brand new oversized windows offer an abundance of natural light, kitchen with eat in bar, spacious closets for storage, and an open-concept living and dining area. Features include an elevator,

  Robin Bernier Coldwell Banker Realty

  1838 Black Rock Turnpike Unit 215, Fairfield, CT 06825

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