37

Homes for Rent near Middlesex Middle School

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  • /16

    $3,250 total monthly price

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

    3 Wild Rose Ln Unit COTTAGE, Darien, CT 06820

    Charming, partially furnished cottage located on private, wooded estate near Tokeneke/Delafield Island area. Spacious Bedroom with walk-in-closet. Updated Eat-in-Kitchen with open-concept Living Room with Vaulted Ceilings and skylight. Remodeled Full bath. Sliders that head out to a private deck off your bedroom and also from your living room. Separate Driveway/Parking. On-site laundry in the

    Agent Photo

    Karen Finn

    Gatehouse Realty Inc

    (475) 260-7676

    3 Wild Rose Ln Unit COTTAGE, Darien, CT 06820
  • /34

    $5,800 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,441 Sq Ft
    • House for Rent

    2630 Boston Post Rd, Darien, CT 06820

    Charming 3-4 Bedroom Rental in Desirable Darien Water Community - $5,800/month Welcome to this inviting 3-4 bedroom, 2 full bathroom home in a sought-after Darien water community. Perfect for families or anyone seeking a blend of comfort and coastal living, this well-maintained residence offers flexible space to suit your lifestyle. The private, fenced-in backyard provides a safe haven for the

    Agent Photo

    Aileen Mastey

    William Pitt Sotheby's Int'l

    (475) 260-7446

    2630 Boston Post Rd, Darien, CT 06820
  • /28

    $8,000 total monthly price

    • 5 Beds
    • 2.5 Baths
    • 2,347 Sq Ft
    • House for Rent

    96 Holmes Ave, Darien, CT 06820

    Welcome to 96 Holmes Avenue, a beautifully updated farmhouse that perfectly blends classic charm with modern amenities. Nestled in a prime location, this home offers 5 bedrooms, 2 1/2 bathrooms, 2,347 square feet of living space, providing convenience, comfort, and style. Enjoy a bright and airy open floor plan with inviting living and dining areas-ideal for entertaining or relaxing by the

    Agent Photo

    Anika Charron

    Compass Connecticut, LLC

    (475) 405-1293

    96 Holmes Ave, Darien, CT 06820
  • /33

    $3,750 - $15,000 per month plus fees

    Heights Crossing

    1 - 3 Beds

    340-440 Heights Rd, Darien, CT 06820

    Heights Crossing brings elevated living to the heart of Noroton Heights, Darien. This thoughtfully designed 65-unit, mixed use community blends modern comfort with everyday convenience, with the metro north train station steps away. The open-concept living and dining areas are framed by oversized windows that flood the space with natural light. The designer kitchens features Quartz countertops,

    340-440 Heights Rd, Darien, CT 06820
  • /31

    $10,000 total monthly price

    • 4 Beds
    • 3.5 Baths
    • 3,411 Sq Ft
    • House for Rent

    561 Middlesex Rd, Darien, CT 06820

    In the heart of Darien, where history lingers and owls whisper through the trees, stands a timeless 1800s home at 561 Middlesex Road - a place where memory breathes and dreams take root. Set upon two serene and level acres, yet close to all amenities, this enchanting farmhouse rests within a world of quiet beauty, where a secret garden path winds softly beneath the shade, inviting you to wander,

    Serena Richards Brown Harris Stevens

    561 Middlesex Rd, Darien, CT 06820
  • /25

    $4,005 - $7,851 total monthly price

    Everly Darien

    1 - 3 Beds

    137 Hollow Tree Ridge Rd, Darien, CT 06820

    Venture up a tree-lined street and you will find a secluded retreat designed around your lifestyle. Everly Darien's apartments and townhomes are the most spacious in Darien and feature direct entry, classic finishes, and attached garages in select layouts. Elegant amenities including a heated pool, sleek fitness center, lounge and co-working areas, are designed for connection and wellness. And

    137 Hollow Tree Ridge Rd, Darien, CT 06820
  • /20

    $11,600 total monthly price

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

    141 West Ave, Darien, CT 06820

    Luxury New Construction offers refined elegance, crafted to embrace today's technology modern lifestyle.

    Maria Palladino William Raveis Real Estate

    141 West Ave, Darien, CT 06820
  • /24

    $6,000 per month plus fees

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft
    • House for Rent

    49 Hollow Tree Ridge Rd, Darien, CT 06820

    A rare, unique "Nathaniel B. Weed" historic Antique Federal Colonial home in Darien, CT updated with modern conveniences being offered TURNKEY and tastefully FURNISHED - just bring your suitcase and enjoy! 3 BR, 2 BA townhouse- style unit where all three levels are loaded with charm and character. Features include a Mansard roof, wide plank flooring, hand hewn beams, multiple fireplaces, newer

    49 Hollow Tree Ridge Rd, Darien, CT 06820
  • /30

    $5,500 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft
    • House for Rent

    53 Noroton Ave, Darien, CT 06820

    Welcome to 53 Noroton Avenue, a charming two-bedroom home nestled in central Darien a short walk to Darien Commons and Darien downtown. This home combines classic New England charm with modern updates throughout. Enjoy a stunning, expansive yard perfect for outdoor living and entertaining, along with a large barn offering endless possibilities-ideal for storage, a studio, or a workshop. Every

    Nellie Snell William Raveis Real Estate

    53 Noroton Ave, Darien, CT 06820
  • /15

    $3,500 per month plus fees

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

    3 Wild Rose Ln, Darien, CT 06820

    Charming, furnished 1 Bedroom cottage located on private, wooded estate near Tokeneke/Delafield Island area. Spacious Bedroom with walk-in-closet. Updated Eat-in-Kitchen with open-concept Living Room with Vaulted Ceilings and skylight. Remodeled Full bath. Sliders that head out to a private deck off your bedroom and also from your living room. Separate Driveway/Parking. On-site laundry in

    3 Wild Rose Ln, Darien, CT 06820
  • /24

    $15,000 total monthly price

    • 3 Beds
    • 3.5 Baths
    • 2,000 Sq Ft
    • Apartment for Rent

    340 Heights Rd Unit 319, Darien, CT 06820

    Welcome to this expansive 2,000 sq ft corner residence at Heights Crossing-Darien's premier new development offering elevated coastal living across the street from the Metro North station. This 3-bedroom, 3.5-bath home features three private en-suite bedrooms, a dedicated office, and a spacious open-concept layout filled with natural light from skylights and full-sized windows or French doors in

    Beth Vaccaro Houlihan Lawrence

    340 Heights Rd Unit 319, Darien, CT 06820
  • /36

    $20,000 total monthly price

    • 4 Beds
    • 3 Baths
    • 4,794 Sq Ft
    • House for Rent

    155 Pear Tree Point Rd, Darien, CT 06820

    Spectacular 4 bedroom contemporary home with pool available unfurnished for annual rental. Enjoy sunsets from the patio or elevated deck. Beautiful views of Long Island Sound and NYC skyline in the distance. Agent to accompany all showings.

    Jill Keating Brannigan Compass Connecticut, LLC

    155 Pear Tree Point Rd, Darien, CT 06820
  • /30

    $6,820 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,325 Sq Ft
    • House for Rent

    138 Hollow Tree Ridge Rd Unit 1802, Darien, CT 06820

    Understated elegance, modern conveniences and a peaceful, wooded location come together to create a community that feels like a tranquil retreat in the heart of Darien, Connecticut. Our heated pool, sleek fitness center, lounge and co-working areas are designed for connection and wellness. Classic finishes, like shaker-style cabinets, chrome hardware and tiled back splashes give our homes a

    jarah tuttle Jarah Tuttle

    138 Hollow Tree Ridge Rd Unit 1802, Darien, CT 06820
  • /6

    $4,500 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,519 Sq Ft
    • House for Rent

    257 Noroton Ave, Darien, CT 06820

    Three Bedroom home within walking distance to train, schools, and shops.Large living room with vaulted ceiling and hardwood floors. Landlord pays for alarm and sewer. Tenant responsible for all other utilities, cable, lawn care and snow removal. Pet restrictions apply.

    Katherine Balanoff Houlihan Lawrence

    257 Noroton Ave, Darien, CT 06820
  • /21

    $3,700 total monthly price

    • 3 Beds
    • 1 Bath
    • 2,100 Sq Ft
    • House for Rent

    694 Boston Post Rd, Darien, CT 06820

    LOCATION! LOCATION! LOCATION! Renovated, Bright, Mint condition, Central AC ,3Bedrooms 1 Bath colonial on .21 Acres in the prime area of DARIEN. Living room with fireplace, Kitchen with dining area. More Than 2 Parking Spaces. Convenient location. Close to I-95. Walking distance to train station, Shopping, restaurants & library. Tenant pays all the utilities(shared).

    Meera Banta BHGRE Shore & Country

    694 Boston Post Rd, Darien, CT 06820
  • /22

    $6,700 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft
    • House for Rent

    21 Anthony Ln, Darien, CT 06820

    Enjoy all Darien has to offer at 21 Anthony Lane. This home is located on a private road close to town, shops and beaches. The chef's kitchen is fully equipped with high end appliances and a gorgeous large island, perfect for entertaining. A large family room with vaulted ceilings has slider access to the backyard of this well-maintained property. Relax in the generous master suite. Two

    Nellie Snell William Raveis Real Estate

    21 Anthony Ln, Darien, CT 06820
  • /107

    $40,000 total monthly price

    • 4 Beds
    • 4.5 Baths
    • 4,117 Sq Ft
    • House for Rent

    19 Weeds Landing, Darien, CT 06820

    Luxury Designer-Furnished Turnkey Rental - Available 11/1 A HOBI Award-winning renovation and design by the TREC/ WayStay team, Weeds Landing is Darien's fully furnished, flexible-term, luxury rental. Perfect for those renovating, relocating, testing out life in Darien, or seeking a weekend retreat. Located at the end of a quiet cul-de-sac on Holly Pond with sweeping views of Long Island Sound,

    LOUIS BATTISTA TREC Realty LLC

    19 Weeds Landing, Darien, CT 06820
  • /33

    $7,000 total monthly price

    • 4 Beds
    • 4.5 Baths
    • 3,341 Sq Ft
    • House for Rent

    91 Raymond St, Darien, CT 06820

    5 Bedroom Classic colonial for rent in Darien. This spacious five bedroom offers complete privacy with easy access to town and train. Walk through the welcoming front door into gracious foyer opening up to formal living room with fireplace, built in bookshelves, a bay window and french doors leading outside to a built-in fire pit and expansive deck area great for outdoor activities and

    Holly Hurd Houlihan Lawrence

    91 Raymond St, Darien, CT 06820
  • /7

    $15,000 total monthly price

    • 5 Beds
    • 6.5 Baths
    • 5,600 Sq Ft
    • House for Rent

    13 Fox Hill Ln, Darien, CT 06820

    SHORT TERM FURNISHED RENTAL - Move right into this beautifully updated and lovingly maintained classic colonial centrally located on a quiet street in Darien. Formal entertaining rooms, a library, spacious kitchen with dining area and cathedral-ceilinged great room provide ample space for comfortable living. Five bedrooms, 3 car garage, a game room, finished basement playroom, upper level laundry

    Heather Raymond Sotheby's International Realty

    13 Fox Hill Ln, Darien, CT 06820
  • /11

    $4,300 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,188 Sq Ft
    • House for Rent

    88 Old Kings Hwy S, Darien, CT 06820

    Charming, spacious, recently-freshened single-family home. Sun porch overlooking front yard. Potential 4th BR on finished (unheated) 3rd floor (eaves). New kitchen cabinets and countertops being installed. (See renderings in the photos.) Convenient walk to downtown Darien and train. Tenant pays for heating oil, gas (for stove), trash removal, window AC units, and one half of water and electric.

    John Tibbets CT Waterfront Properties

    88 Old Kings Hwy S, Darien, CT 06820
  • /37

    $12,000 total monthly price

    • 6 Beds
    • 3.5 Baths
    • 5,577 Sq Ft
    • House for Rent

    531 Hollow Tree Ridge Rd, Darien, CT 06820

    Welcome to this exceptional, generously sized home located in one of the area's most sought-after towns, known for its top-rated schools and vibrant community. Designed with space, comfort, and functionality in mind, this residence offers everything you need for elevated living. Step inside to discover expansive living areas perfect for both everyday life and entertaining. The home features a

    omar arce Marr Caruso Realty Group

    531 Hollow Tree Ridge Rd, Darien, CT 06820
  • /14

    $5,500 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • House for Rent

    86 Hecker Ave, Darien, CT 06820

    Short term rental to March 2026 - This 3BR, 2BA cape is conveniently located to the train (Noroton Heights), Darien Commons shops and restaurants, the park, playground, library, and just a short drive to the beach and stunning waterfront views and nature walks at Great Island! Features include a first floor bedroom, office/dining room, 2 upper level bedrooms, 2 baths, living room with fireplace,

    Gloria Gimenez-Ferrer Berkshire Hathaway NE Prop.

    86 Hecker Ave, Darien, CT 06820
  • /22

    $5,400 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,437 Sq Ft
    • House for Rent

    43 Camp Ave, Darien, CT 06820

    This charming Colonial home in Darien beautifully combines classic character with thoughtful modern updates. The expansive, private backyard and secluded patio create a perfect setting for outdoor relaxation or entertaining. Inside, abundant natural light fills every room, and generous closet space adds convenience throughout. Hardwood floors on the main level bring timeless warmth, while a

    Mackenzie Curtin William Pitt Sotheby's Int'l

    43 Camp Ave, Darien, CT 06820
  • /20

    $3,700 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,024 Sq Ft
    • House for Rent

    285 Noroton Ave Unit A, Darien, CT 06820

    Darling Cottage for Rent in Darien. One bedroom, one bath with large Living/Dining Room upstairs. Rental includes two parking spaces and a darling patio. Walk to Darien Commons, town and train.

    Holly Hurd Houlihan Lawrence

    285 Noroton Ave Unit A, Darien, CT 06820
  • /26

    $3,956 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,071 Sq Ft
    • House for Rent

    138 Hollow Tree Ridge Rd Unit 121, Darien, CT 06820

    Understated elegance, modern conveniences and a peaceful, wooded location come together to create a community that feels like a tranquil retreat in the heart of Darien, Connecticut. Our heated pool, sleek fitness center, lounge and co-working areas are designed for connection and wellness. Classic finishes, like shaker-style cabinets, chrome hardware and tiled back splashes give our homes a

    jarah tuttle Jarah Tuttle

    138 Hollow Tree Ridge Rd Unit 121, Darien, CT 06820
  • /14

    $5,000 total monthly price

    • 1 Bed
    • 1.5 Baths
    • 980 Sq Ft
    • Townhouse for Rent

    15 Corbin Dr Unit 206, Darien, CT 06820

    Step into this luxury unit that offers refined elegance, modern design, and privacy all in the heart of downtown Darien's premier neighborhood, The Corbin District. This spacious one-bedroom w/ ensuite bath features an open floor plan with 9' ceilings and oversized windows that provide abundant lighting. There is a private lobby dedicated to the building with an elevator from the parking garage

    Lynne Somerville Compass Connecticut, LLC

    15 Corbin Dr Unit 206, Darien, CT 06820
  • /15

    $7,000 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 1,403 Sq Ft
    • Apartment for Rent

    340 Heights Rd Unit 302, Darien, CT 06820

    Heights Crossing, a new, upscale apartment development in Darien, offering luxury amenities combined with immediate access to New York City via the train station across the street. This new construction 2 BR with 2 -1/2 bath unit features GE appliances, custom cabinetry, wood-style Luxury Vinyl Tile flooring, and well-appointed finishes. Open floor plan, eat-in kitchen w/ Quartz countertops,

    Beth Vaccaro Houlihan Lawrence

    340 Heights Rd Unit 302, Darien, CT 06820
  • /9

    $4,300 total monthly price

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

    340 Heights Rd Unit 305, Darien, CT 06820

    Welcome to Heights Crossing-Darien's premier luxury apartment community offering upscale living with unmatched convenience. Located directly across from the Metro North train station, Heights Crossing provides effortless access to New York City while nestled in a vibrant coastal town. This newly constructed 1-bedroom, 1-bath apartment combines refined design with modern functionality. The

    Beth Vaccaro Houlihan Lawrence

    340 Heights Rd Unit 305, Darien, CT 06820
  • /9

    $4,550 total monthly price

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

    340 Heights Rd Unit 205, Darien, CT 06820

    Welcome to Heights Crossing-Darien's premier luxury apartment community offering upscale living with unmatched convenience. Located directly across from the Metro North train station, Heights Crossing provides effortless access to New York City while nestled in a vibrant coastal town. This newly constructed 1-bedroom, 1-bath apartment with patio combines refined design with modern functionality.

    Beth Vaccaro Houlihan Lawrence

    340 Heights Rd Unit 205, Darien, CT 06820
  • /9

    $4,350 total monthly price

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

    440 Heights Rd Unit 202, Darien, CT 06820

    Welcome to Heights Crossing-Darien's premier luxury apartment community offering elevated living with unmatched convenience. Ideally located directly across from the Metro North train station, Heights Crossing offers effortless access to New York City while nestled in the heart of a vibrant coastal town. This newly constructed 1-bedroom, 1.5-bath apartment blends refined design with modern

    Beth Vaccaro Houlihan Lawrence

    440 Heights Rd Unit 202, Darien, CT 06820
  • /13

    $10,500 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 2,060 Sq Ft
    • Townhouse for Rent

    1040 Boston Post Rd Unit 304, Darien, CT 06820

    Step into this luxury corner unit that offers refined elegance, modern design, and privacy all in the heart of downtown Darien's premier neighborhood, The Corbin District. With over 2000 SF, 2 spacious bedrooms w/ ensuite baths, this residence features an open floor plan with 9' ceilings and oversized windows that provide abundant lighting. There is a private lobby dedicated to the building with

    Lynne Somerville Compass Connecticut, LLC

    1040 Boston Post Rd Unit 304, Darien, CT 06820
  • /15

    $15,000 total monthly price

    • 3 Beds
    • 3.5 Baths
    • 1,977 Sq Ft
    • Apartment for Rent

    340 Heights Rd Unit 322, Darien, CT 06820

    Welcome to this expansive 1,977 sq ft corner residence at Heights Crossing-Darien's premier new development offering elevated coastal living across the street from the Metro North station. This 3-bedroom, 3.5-bath home features three private en-suite bedrooms, a dedicated office, and a spacious open-concept layout filled with natural light from skylights and full-sized windows or French doors in

    Beth Vaccaro Houlihan Lawrence

    340 Heights Rd Unit 322, Darien, CT 06820
  • /32

    $8,500 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,470 Sq Ft
    • House for Rent

    243 Noroton Ave, Darien, CT 06820

    Fully Furnished/Fully Stocked Rental Available Short Term/Long Term. Could also be Avail Longer Term Including One Year. Tenant Responsible for All Utilites (gas,electric,cable/internet) Very Tastefully Decorated. Cottage House Behind Not Included. Two Car Parking in Front of Home

    Robert DiDonato William Raveis Real Estate

    243 Noroton Ave, Darien, CT 06820
  • /9

    $4,650 total monthly price

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

    340 Heights Rd Unit 311, Darien, CT 06820

    Heights Crossing, a new, upscale apartment development in Darien, offering luxury amenities combined with immediate access to New York City via the train station across the street. This new construction 1 BR, 1 bath unit features a large open floorplan, GE appliances, custom cabinetry, wood-style Luxury Vinyl Tile flooring, and well-appointed finishes. The spacious eat-in kitchen features Quartz

    Beth Vaccaro Houlihan Lawrence

    340 Heights Rd Unit 311, Darien, CT 06820
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