Apartment for rent

5+ Days Ago

16 Crooked Mile Rd
16 Crooked Mile Rd #UPSTAIRSAPARTMENT, Westport, CT 06880, USA

Monthly rent	$3,235The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
Beds	1
Baths	1
Sqft	850

Monthly rent	$3,235The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
Beds	1
Baths	1
Sqft	850

5+ Days Ago

Highlights

Hardwood floors
Off-street parking
Air-conditioning
Beautiful views
No smoking
Grounds and landscaping

Location

16 Crooked Mile Rd #UPSTAIRSAPARTMENT, Westport, CT 06880, USA

Tour 16 Crooked Mile Rd

Contact

Warren

(917) 623-0014

Amenities for 16 Crooked Mile Rd

Apartment Amenities

Air Conditioning	Deck
Furnished	Hardwood Floor
Utilities Included

Building

Onsite Laundry

Grounds

Assigned Parking	Garage Parking
Storage

Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.

Policies and fees

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

Parking Policy

Assigned Parking

Dog Policy

Not allowed

Cat Policy

Not allowed

No pets allowed.

Questions about this property’s policies and fees?

Building details

Property details

Lease terms	12+ months

About 16 Crooked Mile Rd

Home

Apartments in Westport

16 Crooked Mile Rd #UPSTAIRSAPARTMENT, Westport, CT 06880, USA

Utilities Included (gas, electric, cable, wifi, trash collection, laundry & heat). One-bedroom apartment with OPTIONAL adjacent room (appropriate as office/den/Study/secondary living room or studio). Apartment is a part of a Legal 3-family home The second floor apartment , approximately 850 SF, is situated within a large turn-of-the-century Tudor-Style house built in the late 1800s on 1 acre. Features beautiful views of the property's pond and stream, gazebo and specimen trees, grounds and landscaping. Great Rental Opportunity on lovely residential street. Quiet and private setting. Hardwood floors throughout, kitchen, dining/living area and separate bedroom with ensuite bathroom. The kitchen includes granite counters, cabinets and appliances. The bathroom includes a marble floor, bathtub and pedestal sink. The apartment includes sky lights & numerous architectural features. There is a generous size terrace. Main apartment available unfurnished or minimally furnished (modest furniture fee $50-$75/month). Optional garage and or storage space: $65 per month. The apartment is offered with an option for use of a large adjacent room (approx 250 SF) (supplemental $450 per month). Residential or Work From Home Use only. May not be used as a bedroom. Tenants may not have employees or see customers or manufacture or sell goods or products (inventory) from the property. The adjacent room is furnished. The house sits on a beautiful, quiet winding street with many beautiful homes in the sought after Redcoat area, considered one of the true "Estate" areas of Westport. Off-Street Parking included. Convenient to the Merritt, 7 minutes to downtown Westport and train and 10 minutes to Compo Beach. Things to know: -The rental is part of a legal 3-family home -No central a/c -House built in 1883 - not a contemporary/modern structure -The apartment is located one flight of stairs up from ground floor -Approx. 850 SF (approx. 1150 SF including the additional room) -No Smoking -2 Cars maximum. -Year-round rental only (short-term leases not offered) Supplemental Monthly Expense (optional) -air conditioning (tenant provides their own a/c) - $40/month per a/c -If opted in, the a/c fee is payable year-round Optional Amenities/Features (monthly): -Supplemental Utility and Maintenance Fee to add a second occupant: $185 -Garage and Storage: $65 (If you have two cars you also need to rent the garage space). -Air-Conditioning: $40 per a/c unit as a level payment throughout the year. -Pet fee $45 per month (1 cat max). Dogs approved on a case by case basis (1 dog maximum). Summary -The apartment includes sky lights and numerous architectural features. -The house is located in the sought after Redcoat area, considered one of the true "Estate" areas of Westport and sits on a beautiful, quiet winding street with many beautiful homes. -Location convenient to the Merritt -7 minutes to downtown Westport and train -10 minutes to Compo Beach. -Separate private entrance. -Second floor apartment situated within a large turn-of-the-century Tudor-Style house built in the late 1800s on 1 acre. -Kitchen includes granite counters and appliances -Bathroom includes marble floor, new tub and tile surround -Hardwood floors throughout, kitchen, dining/living area and separate bedroom with ensuite bathroom. -Generous size private outdoor terrace. -Beautiful views of the property's pond and stream, gazebo and specimen trees, grounds & landscaping. -Offered with an optional large adjacent..

Property highlights

How 16 Crooked Mile Rd, Westport, CT 06880, USA compares to other nearby properties.

Positives

More space: The 1-bedroom is 54 sqft larger than other listings nearby
Extra Storage: Upgraded in-unit features
Images available: There are at least 10 photos of this address
Laundry available on site: Washers and dryers are available in-building or in-unit

Considerations

Greater distance from high schools: The nearest high school is farther than 2 miles away
Greater distance from middle schools: The nearest middle school is farther than 2 miles away
No in-unit dishwasher: Dishwashers aren't available

Address details

Zip code	06880
Type	Apartment for rent

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Rent trends in Westport

1-bedroom apartments at 16 Crooked Mile Rd cost about the same as the average rent price for 1-bedroom apartments in Westport.

Median rents as of Feb 21 2026.

Westport

A table of 1-bedroom apartment rental data trends in Westport
Month	Median Rent
March 2024	$2,800
April 2024	$3,293
May 2024	$3,066
June 2024	$3,381
July 2024	$3,438
August 2024	$3,615
September 2024	$3,489
October 2024	$3,406
November 2024	$3,500
December 2024	$3,500
March 2025	$3,000
May 2025	$3,700
June 2025	$4,650
July 2025	$4,400
August 2025	$3,396
September 2025	$3,300
October 2025	$3,407
November 2025	$3,700
January 2026	$3,500
February 2026	$3,447

Affordability calculator

Can I afford to live at 16 Crooked Mile Rd #UPSTAIRSAPARTMENT?

Bedrooms

1 bedroom

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.

The general rule of thumb is to spend around 30% or less of your income on rent.

Recommended income

$129,400/yr

With your selected rent-to-income ratio, you'd ideally want to make $129,400 annually to afford this 1-bedroom monthly rent price of $3,235.

For more information on rent affordability, visit our rent calculator.

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Rent history

Check out the past listing prices for monthly rent at 16 Crooked Mile Rd, Westport, CT.
				Bath
	1 year ago	$7,450	4 bed	3 bath

Schools near 16 Crooked Mile Rd

Internet available near 16 Crooked Mile Rd

Getting around Westport near 16 Crooked Mile Rd #UPSTAIRSAPARTMENT

Walking

2/10

You’ll need another mode of transportation for getting around. Scooter, anyone?

Driving

9/10

Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

4/10

More spots are within biking distance and some roads are cyclist-friendly.

Transit

0/10

FYI, there are little to no public transit options within walking distance.

Points of interest for 16 Crooked Mile Rd #UPSTAIRSAPARTMENT, Westport

Groceries

0/10

No grocery stores within walking distance

Shopping

3/10

Some shops within walking distance

Cafes

1/10

Few or no cafés within walking distance

Restaurants

2/10

Few or no restaurants within walking distance

Primary schools

0/10

No elementary schools within a 30-minute walk

High schools

0/10

No high schools within a 30-minute walk

Parks

5/10

Moderate amount of park space nearby

Nightlife

0/10

Few or no bars within walking distance

Other units at this address

16 Crooked Mile Rd, Westport, CT

16 Crooked Mile Rd Westport, CT

Occupied

2 Beds, 2 Baths

2 Beds

2 Baths

2,950 sqft

$3,850

Dishwasher • Air Conditioning • Assigned Parking • Fireplace • On-Site Laundry • High Ceilings

Listed by Warren

Days on market: 449

* Price shown is base rent and does not include non-optional fees and utilities. Price, availability, fees, are subject to change without notice. * Square footage definitions vary. Displayed square footage is approximate. Gracious 2950 SQ FT 2 Bedroom 2 Bathroom home occupying the ground floor of a large house. The space feels more like a house than an apartment, with its generous layout and architectural details. The Rental occupies the main section of a large house spanning roughly 7,500 sq. ft. and includes the main section along with two additional hidden 1 BR apartments. Rental Features: Spacious Living Room with ornamental fireplace, original wide oak floors, and double exposure casement windows. Ground Floor Master Bedroom with ensuite bathroom, vaulted ceiling, wood-burning stove and ensuite bathroom. Second Bedroom (configuration is such that it can also be used as a dining room, den/TV Room, or WFH space). Den/TV Room/Office. Large Kitchen with dining nook. Granite counters, stainless steel appliances, and working fireplace. Large Entry Foyer and Mudroom. Guest Bathroom or Bathroom for 2nd Bedroom. Laundry room (shared) adjacent to mudroom Additional Information: Private scenic 1-acre property in the sought-after Red Coat Estate area. Off-Street Parking for up to 3 cars included. Street parking note available. One pet (cat or dog) permitted Non-smoking Security deposit: Two months' rent (reduced to one month's rent if the tenant is 62 years of age or older). Tenants maintain their immediate private exterior area Supplemental Fees -Flat Rate Bundled Monthly Utility/Service Fee: Covers Wifi, Propane, Fuel, Electricity, Cable TV, Heat, Hot/Cold Water, Laundry & Trash Pick Up. INQUIRE FOR DETAILS. -Property Maintenance: $185 per month (starting at) -Optional Fees: a/c, pet fee/deposit, garage bay/storage. INQUIRE FOR DETAILS. Rental Inquiry Guidelines Thank you for your interest in our rental property! To help us determine if this rental is a good fit for you, please provide the following information with your initial inquiry: -Preferred Move-In Date -Number of Occupants -Pet Details (type of pet, if applicable)-Employment/Profession To ensure the rental is a good financial fit, we recommend that prospective tenants meet the following criteria: -FICO Score of 740+. -Monthly gross income of at least 3 times the monthly rent, OR rent not exceeding 30-35% of gross monthly income. -Verifiable assets may be considered in lieu of income. Please confirm in your message that you meet these financial guidelines. Please note: At this stage, we do not require income verification documentation. If you view the apartment and wish to proceed with an application, we will then request the necessary verification documents, such as: -Two recent pay stubs from your current employer -Offer letters, prior year W-2, and recent pay stub -Two recent bank statements -Pension/401K/investment fund payments or accounts -Tax returns -References -Employment documentation -Rent payment history -Proof of retirement income -Proof of self-employment income (e.g., prior year's tax return, financial statements, bank statements, etc.) Please let us know if you have any questions or would like to schedule a viewing. We may not be able to respond if credit scores or income are below the recommended range. Our goal is to be as efficient as possible with our time and resources, and we appreciate your understanding. Experience the Westport Lifestyle: Location: 10 minute..

Occupied

4 Beds, 3 Baths

4 Beds

3 Baths

3,450 sqft

$6,450

Dishwasher • Air Conditioning • Assigned Parking • Fireplace • On-Site Laundry • High Ceilings

Listed by Warren

Days on market: 425

* Price shown is base rent and does not include non-optional fees and utilities. Price, availability, fees are subject to change without notice. * Square footage definitions vary. Displayed square footage is approximate. Gracious 4-Bedroom Home in Westport's Red Coat Estate Area. 3,450SF rental occupying the main section of a large house. The space is extremely generous, offering the feel of a full house rather than an apartment. The entire property spans roughly 7,500 sq. ft. and includes the main section along with two additional hidden 1 BR apartments. Tenant may have a maximum of 3 cars, with off-street parking included. The residence offers a blend of space, privacy, and affordability. Perfect for those who seek more space, a beautiful setting, and the comfort of a private home. Priced well below comparably sized single-family homes, enjoy the charm of a private home while saving significantly on rent compared to single family homes in the area. Property Overview Type: 4-Bedroom, 3-Bathroom Home Size: 3,450 sq. ft. Parking: Off-Street Parking Included (Up to 3 cars, with 2 Garage Bays available for rent) Pet Policy: 1 dog or 1 cat (pet should be fully trained, vaccinated, and licensed). Smoking: Not permitted Subletting: Not permitted Supplemental Fees -INQUIRE FOR DETAILS - Bundled Monthly Utility/Service Fee Covers Wifi, Propane, Fuel, Electricity, Cable TV, Heat, Hot/Cold Water, Laundry & Trash Pick Up. -INQUIRE FOR DETAILS (optional): a/c, pet fee/deposit, garage bay/storage -Property Maintenance: $185 per month (starting) Ground Floor Features: Spacious living room with fireplace (non working), original wide oak floors, double exposure casement windows, and elegant architectural details. Ground floor master bedroom with en-suite bathroom, vaulted ceiling. Flexible second bedroom (could be used as a dining room, family room or WFH). Den (perfect for a TV room, home office or dining room). Large eat-in kitchen with a working fireplace, granite counters, large center island, stainless steel range, and extended pantry. Large entry foyer, mudroom, guest bathroom, and laundry room. Second Floor Features: Two additional bedrooms with one shared bathroom. Additional Details: Hardwood floors throughout. Large ground floor master bedroom with a working wood-burning stove. Kitchen overlooks the property's brook and pond, with ample cabinet space and modern amenities. Property and Location Situated on a private, scenic 1-acre lot in the sought-after Red Coat Estate area, this home is located on a beautiful, quiet winding street surrounded by stunning homes. The grounds feature an extensive fieldstone patio with a pond and stream, a lush lawn, specimen trees, and a gazebo. Things to Note: One pet (cat or dog) permitted Security deposit: Two months' rent (reduced to one month's rent if the tenant is 62 years of age or older). No street parking available. No Smoking. Tenants maintain their immediate private exterior area Shared laundry facility Rental Inquiry Guidelines Thank you for your interest in our rental property! To help us determine if this rental is a good fit for you, please provide the following information with your initial inquiry: -Preferred Move-In Date -Employment/Profession -Number of Occupants -Pet Details (type of pet, if applicable) -Confirmation that you meet our financial recommendations (see below). Financial Recommendations: -FICO Score of 740+. -Monthly gross income of at least 3 times the monthly rent, OR rent no..