Southport, CT Houses for Rent

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  $16,000 per month

  • 6 Beds
  • 6 Baths
  • 5,190 Sq Ft
  • House for Rent

  2 Bluewater Hill S, Westport, CT 06880

  Steps from Compo Beach sits this 5000 Square Foot 6 Bedroom and 6 Bath Home with Water Views from most rooms. Incredible open floor plan with great entertaining spaces inside & out including a fabulous pool with spa. Finished Lower Level with Bed, Bath and Playroom. Term is September 12, 2025 - thru June 16, 2026.THIS IS AN ACADEMIC TERM FURNISHED RENTAL ONLY. Price is per month.

  

  Susan Lieberman

  The Riverside Realty Group

  (203) 439-5960

  2 Bluewater Hill S, Westport, CT 06880
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  $8,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,478 Sq Ft
  • House for Rent

  16 Mortar Rock Rd, Westport, CT 06880

  Set at the end of a cul-de-sac in the desirable Compo South neighborhood, this lovely colonial home offers an ideal Westport location. Enjoy the view of the lush 0.57-acre lot from the charming screened-in porch. The perimeter is lined with spectacular mature perennials creating a private back yard oasis. Additional highlights include the trifecta of city water, city sewer, and natural gas.

  

  Linda Dunsmore

  Keller Williams Realty

  (475) 255-2935

  16 Mortar Rock Rd, Westport, CT 06880
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  $12,000 per month

  • 5 Beds
  • 5 Baths
  • 4,743 Sq Ft
  • House for Rent

  38 Sturges Commons, Westport, CT 06880

  Spacious, furnished 5 Bedroom 3 full/ 2 half bath colonial located on a tranquil lot on a highly desirable Long Lots cul-de-sac. Generously sized rooms including gourmet kitchen and light filled sunroom with great flow provide the perfect place to spread out for work, learning, entertaining, relaxation, and play. The finished walk out lower level is complete with a walk in wine cellar, and

  

  Brett Lieberman

  The Riverside Realty Group

  (203) 884-0967

  38 Sturges Commons, Westport, CT 06880
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  /23

  $3,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,134 Sq Ft
  • House for Rent

  70 Stephens Ln Unit 2, Fairfield, CT 06824

  Newly updated - this immaculate and beautiful open floor plan condo with all new appliances is available for rent. The home boast a fully updated EIK Kitchen, a living room with bay bow windows and hardwood floors, a half bath,laundry and storage on the main level. The econd floor has two bedrooms and a full bath. The primary bedroom has a walk-in-closet. Plenty of natural light and recess

  

  Hy Natarajan

  Keller Williams Prestige Prop.

  (203) 987-4651

  70 Stephens Ln Unit 2, Fairfield, CT 06824
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  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 2,451 Sq Ft
  • House for Rent

  115 Harborview Ave Unit 3rd, Bridgeport, CT 06605

  Welcome to this completely renovated two bedrooms apartment. Locater in a prime are of Block Rock neighborhood. This unit is equipped with bran new appliances, modern kitchen and bathroom. just walking distance for dining and shopping. Off street parking available. Don't miss out the opportunity to live in one of the best area of Bridgeport.

  

  Katheryn Peralta

  YellowBrick Real Estate LLC

  (203) 599-0471

  115 Harborview Ave Unit 3rd, Bridgeport, CT 06605
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  /19

  $8,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft
  • House for Rent

  15 Keyser Rd, Westport, CT 06880

  Charming in-town single-family home available for a 1 year lease. This inviting, sunlit residence is ideally situated in the heart of town. The living room, featuring a cozy fireplace, provides a warm space to relax and gather. The open, bright kitchen with granite countertops connects seamlessly to the dining area and offers access to a private patio and large backyard-perfect for outdoor

  

  Brittany Strouse

  Coldwell Banker Realty

  (203) 717-5785

  15 Keyser Rd, Westport, CT 06880
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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

  Welcome to a sophisticated lifestyle in Westport! This contemporary home has been remodeled from top to bottom - new kitchen, new bathrooms, gleaming hardwood floors... An abundance of windows fills this home with cheerful sunlight while the level yard overlooks a scenic brook. Conveniently situated on a private lane, it's just across the street from restaurants, shopping, and a riverfront

  2 Violet Ln, Westport, CT 06880
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  /10

  $5,500 per month

  • 5 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • House for Rent

  246 Old Stratfield Rd, Fairfield, CT 06825

  Furnished academic year rental. Spacious 5 bed, 2 full bath with lots of living space. In unit washer/dryer. Co-signers are acceptable with satisfactory credit.

  Alex LaRosa Calcagni Real Estate

  246 Old Stratfield Rd, Fairfield, CT 06825
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  /20

  $19,500 per month

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

  2155 Fairfield Beach Rd, Fairfield, CT 06824

  Property Id: 162681JULY 30TH THROUGH AUGUST 28TH JUST BECAME AVAILABLE; FEEL FREE TO GET IN TOUCH!PLEASE CONTACT MARK FOR DETAILS: . VOTED BEST ROOFTOP DECK ON FAIRFIELD BEACH! Feels like living on a boat from the comfort of your own home; surrounded by water! Beautiful newly-constructed beach home with modern finishes and appliances directly on the water! Only minutes to vibrant

  2155 Fairfield Beach Rd, Fairfield, CT 06824
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  $2,100 per month

  • 2 Beds
  • 1 Bath
  • 2,926 Sq Ft
  • House for Rent

  820 Brewster St Unit 1, Bridgeport, CT 06605

  Welcome to this bright and spacious 2-bedroom, 1-bath apartment located on the first floor. This home boasts beautiful hardwood floors, updated finishes, and an abundance of natural light. The living room features oversized windows and warm wood trim, creating a welcoming atmosphere. The eat-in kitchen is a chef's dream with solid wood cabinetry, ample counter space, and stainless steel

  Shannon Robinson Coldwell Banker Realty

  820 Brewster St Unit 1, Bridgeport, CT 06605
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  /20

  $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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  $4,600 per month

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • House for Rent

  61 Whitney Glen, Westport, CT 06880

  This sundrenched end unit is located in Whitney Glen condominiums, a complex for ages 62 and older. This 2nd floor unit has vaulted ceilings in LR, DR & Primary Bedroom with clerestory windows for spacious feeling and lots of natural light. The eat-in kitchen has new stainless appliances, granite counters, faucets and fixtures. The Primary Bedroom has a full bath and walk-in closet. The spacious

  Laurie Crouse Coldwell Banker Realty

  61 Whitney Glen, Westport, CT 06880
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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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  /40

  $8,500 per month

  • 5 Beds
  • 4.5 Baths
  • 3,086 Sq Ft
  • House for Rent

  259 Wilton Rd, Westport, CT 06880

  Discover a spacious and flexible Westport ranch on nearly 2 private acres. Offered furnished or unfurnished for an easy move. The home features 5 bedrooms and 4 full baths. The main level includes 4 bedrooms, 3 baths, and an updated kitchen. The finished walkout lower level adds about 1,000 square feet and includes a separate apartment with a full kitchen, a bathroom, its own laundry, and a

  Inna Agujen Coldwell Banker Realty

  259 Wilton Rd, Westport, CT 06880
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  /19

  $900 per month

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

  85 Moody Ave, Fairfield, CT 06825

  Quiet neighbourhood close to train station close to shopping and gym private yard with gas grill and small deck

  85 Moody Ave, Fairfield, CT 06825
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  $3,350 per month

  • 3 Beds
  • 1 Bath
  • 1,373 Sq Ft
  • House for Rent

  36 Richmondville Ave, Westport, CT 06880

  Great in-town location, yet in a country setting. New interior paint, newer Kitchen and bath. Unit has 1-car garage, private washer and dryer. Convenient to Merritt PKWY, I-95, shops, restaurants and cultural center. Please note that this unit is the first floor of a duplex (multi family) building. Credit and reference check required. No pets, no smokers.

  Ali Nabatchian RE/MAX Heritage

  36 Richmondville Ave, Westport, CT 06880
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  /11

  $2,850 per month

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

  280 Bayberry Ln, Westport, CT 06880

  Brand-New 1-Bedroom + Bonus Room in Westport Prime Location!Rent: $2,850/ monthSquare Feet: 850+ sq ft Be the first to live in this brand new, modern one-bedroom + bonus room located in one of Westport’s most desirable neighborhoods! Offering over 850 square feet of bright and open living space, with high-end finishes, this unit is ideal for professionals, couples, or graduate

  280 Bayberry Ln, Westport, CT 06880
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  /10

  $8,250 per month

  • 4 Beds
  • 2.5 Baths
  • 2,556 Sq Ft
  • House for Rent

  876 Oldfield Rd Unit 876, Fairfield, CT 06824

  Fairfield Beach area premier rental property!!! "white glove treatment service". Enjoy Fairfield beach to the fullest and leave the maintenance to us!!! unit was completely remodeled back in March 2025

  Robert DeLibro DeLibro Realty Group, LLC

  876 Oldfield Rd Unit 876, Fairfield, CT 06824
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  /9

  $7,500 per month

  • 4 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  417 Reef Rd, Fairfield, CT 06824

  FURNISHED 4BR Cape Cod charmer with central A/C and lush backyard with furnished patio. Easy walk to the beach and downtown center Fairfield. Four unrelated persons max.

  417 Reef Rd, Fairfield, CT 06824
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  $1,900 per month

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

  65 Scofield Ave, Bridgeport, CT 06605

  Updated & well maintained 2 Bedroom / 1 Bath apartment complete with full sized Living Room and modernized Eat-In Kitchen. Rent includes use of a single bay garage space & driveway space - ample street parking available as well. Unit features it's own washer & dryer located in the basement, central air, and a covered balcony. Dwelling was just re-sided this past year, grounds are well kept, and

  Tom Preston Keller Williams Realty

  65 Scofield Ave, Bridgeport, CT 06605
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  /20

  $13,500 per month

  • 5 Beds
  • 5 Baths
  • 4,500 Sq Ft
  • House for Rent

  120 Merwins Ln, Fairfield, CT 06824

  Property Id: 2005448Updated, Fully Furnished Center Hall Colonial Home in Desirable Greenfield Hill Enjoy this Well Appointed 4,450 sf, 10 room Home set on 3 acres.Close to Trains, Beaches, Upscale Shopping, Acclaimed RestaurantsParks, Culture and Universities.This lovely home offers 5 Bedrooms, 4.5 Baths,Living Room with FireplaceLarge Eat In Kitchen w/ Center

  120 Merwins Ln, Fairfield, CT 06824
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  /11

  $3,350 per month

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft
  • House for Rent

  1189 Post Rd Unit 2B, Fairfield, CT 06824

  Experience Luxury Living in the Heart of Downtown Fairfield! A rare opportunity to reside in one of Fairfield's most desirable downtown locations. This stunning unit is nestled in a secure, elevator-equipped building with a private parking garage for ultimate convenience. Step into a welcoming foyer with a stylish powder room. The open-concept layout features a spacious living and dining area,

  RACHEL Fowler Coldwell Banker Realty

  1189 Post Rd Unit 2B, Fairfield, CT 06824
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  $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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  $6,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,032 Sq Ft
  • House for Rent

  1240 Bronson Rd, Fairfield, CT 06824

  Move-in ready, well-maintained and freshly painted, this 4-bedroom, 2.5-bath Colonial is nestled on a peaceful interior lot in sought-after lower Greenfield Hill. Featuring an attached 2-car garage, central air, and gleaming hardwood floors throughout, this spacious home offers a comfortable and elegant layout ideal for everyday living. The beautifully landscaped yard provides privacy and a

  Madeline O'Shea Coldwell Banker Realty

  1240 Bronson Rd, Fairfield, CT 06824
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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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  /13

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • House for Rent

  62 Spruce St S Unit 1, Fairfield, CT 06890

  Available for $5,500/month, this lower-level unit at 62 Spruce Street offers the perfect blend of historic Southport charm and modern convenience. The kitchen and two full baths are being fully-remodeled and will be completed for your move-in date by mid-end of August! Located on a quiet, tree-lined street that leads directly to the Southport Metro North station, this commuter-friendly home

  Michael Cerreta William Raveis Real Estate

  62 Spruce St S Unit 1, Fairfield, CT 06890
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  $10,500 per month

  • 4 Beds
  • 3.5 Baths
  • 3,558 Sq Ft
  • House for Rent

  112 Hillspoint Rd, Westport, CT 06880

  This delightful, sun-filled home, nestled on beautiful park-like grounds, offers the perfect blend of modern amenities and timeless charm. The inviting family room, framed by multiple French doors, opens to an expansive bluestone patio overlooking the private backyard an ideal setting for effortless indoor-outdoor living. The spacious dining room, featuring its own French door to a secluded

  Barbara Sweeney Coldwell Banker Realty

  112 Hillspoint Rd, Westport, CT 06880
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  $10,000 per month

  • 3 Beds
  • 2.5 Baths
  • 3,069 Sq Ft
  • House for Rent

  331 Riverside Dr, Fairfield, CT 06824

  Enjoy your rooftop deck overlooking beautiful marshlands of Penfield Mills, perfect for stargazing, or just relaxing. You can also kayak (kayaks included with house) and fish right from your dock, walk the trails of the preserve, hit the beach, just two blocks away, or admire the local family of Egrets while toasting marshmallows over your built-in fire pit. This Ash Creek furnished beauty boasts

  Kelly Loucas Compass Connecticut, LLC

  331 Riverside Dr, Fairfield, CT 06824
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  /19

  $5,500 per month

  • 3 Beds
  • 3 Baths
  • 1,874 Sq Ft
  • House for Rent

  46 Fairway Green, Fairfield, CT 06825

  This home is beautifully updated for ready move-in, offering flexibility with an in-law style lower level, functional outdoor living with screened porch, deck, and pool, and convenient access to schools and parks. Its quiet culdesac setting, oversized garage, and low-maintenance yard make it an appealing option for tenants seeking a balanced blend of comfort, space, and location in Fairfield's

  Yi Gong Coldwell Banker Realty

  46 Fairway Green, Fairfield, CT 06825
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  /17

  $2,850 per month

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

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

  Blackrock/Fairfield line, Fully Renovated! Welcome to 450 Davidson Street, 1st Floor, a spacious 2-bedroom, 2-full bath unit located in Blackrock/Fairfield neighborhood. JUST Refurbished and fully renovated, This bright and updated apartment offers approximately 1,200 square feet of living space on one of Blackrock's low-traffic and scenic cul-de-sacs. This apartment features a kitchen with

  Andrew Collins Century 21 Scala Group

  450 Davidson St Unit 1st Floor, Bridgeport, CT 06605
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  $11,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,494 Sq Ft
  • House for Rent

  672 Rowland Rd, Fairfield, CT 06824

  This lease is available starting November 1, 2025, through May 2026...Beautifully renovated and fully furnished, this winter rental is just a short walk to town and half a block to the beach. The 3 bedroom, 2.5 bath home offers a flexible layout with a separate office or optional fourth bedroom, plus a bonus room. Enjoy complete privacy in the backyard oasis, ideal for relaxing or

  Valerie Ratner William Raveis Real Estate

  672 Rowland Rd, Fairfield, CT 06824
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  /23

  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • House for Rent

  26 Hulls Hwy Unit 26, Southport, CT 06890

  Move-in ready spacious 2nd floor condo featuring 2 bedrooms and 2 full baths, located in a well-maintained condominium complex. This unit offers central air, a spacious deck, access to a refreshing pool, a one-car detached garage, an additional reserved parking space, and washer/dryer in unit. Updated kitchen and baths. Enjoy the convenience of being just a short walk to the Southport train

  Madeline O'Shea Coldwell Banker Realty

  26 Hulls Hwy Unit 26, Southport, CT 06890
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  /17

  $3,750 per month

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft
  • House for Rent

  87b Red Coat Rd, Westport, CT 06880

  Wonderful private legal two bedroom carriage house on the Saugatuck River private estate. Freshly painted with wall to wall carpet in bedrooms and loft area. Wood floors in the living room with vaulted ceiling. washer / dryer in unit. Bonus loft for storage. This charming home is available for long term rental. Very private please no pets or smoking. Owner takes care of lawn and snow removal.

  Rebecca Ellsley Higgins Group Bedford Square

  87b Red Coat Rd, Westport, CT 06880
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  /11

  $1,850 per month

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

  524 Villa Ave, Fairfield, CT 06825

  Freshly painted 3rd floor apartment with heat, hot water and gas for cooking included in rent. No smokers, No pets. Tenant pays for electricity, phone, cable & trash. Refrig being replaced Aug 6th. A/C's in LR, DR and BR and for tenants use and are working but will not be replaced. 1st month rent, 2 months security in advance. Landlords live on 1st and 2nd floor apartments. Backyard, driveway

  Hope Kern Munson Real Estate

  524 Villa Ave, Fairfield, CT 06825
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  /11

  $2,900 per month

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

  5 Davenport Ave, Westport, CT 06880

  Fully Renovated First floor Unit with New Kitchen with room for table, Two good size bedrooms with wall to wall carpet. Renovated bathroom with walk in laundry room bonus space. This light filled unit has 9' ceilings and is freshly painted. Wonderful Porch room on the front and a nice private yard in the back gives you space to enjoy. Walking distance to the shops of Saugatuck and Train This is a

  Rebecca Ellsley Higgins Group Bedford Square

  5 Davenport Ave, Westport, CT 06880
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  /30

  $16,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,226 Sq Ft
  • House for Rent

  275 Lalley Blvd, Fairfield, CT 06824

  Enjoy this beautifully designed colonial on one of the most desirable streets in Fairfield's beach neighborhood -- just two blocks from Penfield Beach, and a 10 minute stroll to town filled with great restaurants and train to NYC! Unique personality flows throughout the home. The first floor has a chef's kitchen with an island for everyone to gather; an oversized family room with double french

  Lauren Reynolds Compass Connecticut, LLC

  275 Lalley Blvd, Fairfield, CT 06824
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  $3,650 per month

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • House for Rent

  57 Morehouse St Unit 59, Bridgeport, CT 06605

  The perfect Black Rock apartment does exist! This MASSIVE second/third floor, 4 bedroom, 2 bathroom, apartment is located on a dead-end road right in the heart of the action in the highly sought after Black Rock neighborhood. The spacious interior boasts 2 large living rooms, a dining room, 4 generous sized bedrooms, uniquely designed bathrooms (1 with a bathtub), a big foyer area, a closed in

  Alex Ward Award Prop., Alexander Ward

  57 Morehouse St Unit 59, Bridgeport, CT 06605
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  /40

  $8,500 per month

  • 4 Beds
  • 2.5 Baths
  • 3,284 Sq Ft
  • House for Rent

  14 North Ave, Westport, CT 06880

  Classic colonial centrally located within Westport. Convenient to schools, Post Rd, shopping and beach. Large and bright bedrooms with Harwood floors. Natural gas and connected to town sewer. Finished walk-out lower

  Georgia Wasserman Coldwell Banker Realty

  14 North Ave, Westport, CT 06880
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  /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
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  /19

  $2,000 per month

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

  261 Millard St Unit 3B, Fairfield, CT 06824

  Enjoy all that Fairfield has to offer in this sun filled first floor condo that is minutes to town, train and beaches! Renovated with beautiful hardwood floors, energy efficient windows, galley kitchen with granite, and a sparkling bath. HEAT AND HOT WATER INCLUDED IN RENT! Spotless laundry facility and large secure private storage room in basement. Off street parking. Convenient, yet quiet. Off

  Lisa Duguay Berkshire Hathaway NE Prop.

  261 Millard St Unit 3B, Fairfield, CT 06824

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