41 calloway Drive, Milford, CT 06461
OFF MARKET

41 calloway Drive
Milford, CT 06461

  • 4 Beds
  • 2.5 Baths
  • 2,397 sqft (on 0.64 acres)

$724,700

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $5,091/mo*
Refinance Your Home

$724,700

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $5,091/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,397 sqft
(on 0.64 acres)

Local Information

  • Map ViewExplore the area around 41 calloway Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2002
Lot Size
0.64 acres
Living Area
2,397 sqft
Price/Sqft
$302
Parking
2 Car Garage
HOA
$121/Monthly

About this House

Ready to move in 4 bed 2.5 full bath colonial on a cul-de-sac in the sought after area has been lovingly cared-for and improved. The foyer invites you to the big Living Room and a charming formal Dining Room with chandelier and wood wall panel. The lovely Family Room has a beautiful brick fireplace, with vaulted ceiling which is perfect for soaking in the serenity of the property. Open floor plan offers the kitchen with numerous maple cabinets, counters, refrigerator, gas stove and dishwasher, recessed lights and L shaped breakfast nook and bar area, plus the beautiful sun-filled eat-in kitchen area. Sliders open to the private wood deck and level landscaped backyard, amazing for relaxing, grilling, outdoor entertaining. Primary Bedroom Suite features walk in closet and oversized full bath with two separate sink vanity, large whirlpool tub and stall shower. The other 3 spacious Bedrooms share the full bath with double sink and tub with shower. Gleaming hardwood floor throughout the entire house. The unfinished basement can be a easy gym or storage space. 2 car garage with extra storage space. The property offers shed, invisible fence and sprinkler system. Great commuter location, easy access to Rt15 and I-95, Eisenhower Park, beaches, schools, restaurants, breweries, shops and all.
41 calloway Drive, Milford, CT 06461 is a 4 bedroom, 3 bathroom, 2,397 sqft single-family home built in 2002. It last sold for $705,000 on Sep 22, 2025 (2% below the $718,000 asking price). More recently, it was listed as a rental in November 2023 with an asking price of $3,650 per month. That rental listing was removed on November 21, 2023. It is currently off market. The Trulia Estimate is $724,700, with a rent estimate of $4,257/month.

Home Details for 41 calloway Drive

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2397 Square Feet
Appliances & Utilities
Appliances: Gas Range, Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Gas Water Heater, Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Gas on Gas,Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Gas On Gas
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Paved,On Street,Driveway,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2397 Square Feet

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1219178

Price & Status

Price
List Price: $718,000
Status Change & Dates
Off Market Date: Mon Aug 25 2025Possession Timing: Immd

Active Status

MLS Status: Closed

Location

Direction & Address
City: MilfordCommunity: Wheeler Farms
School Information
Elementary School: Orange AvenueJr High / Middle School: HarborsideHigh School: Joseph A. Foran

Agent Information

Buyer Agent
Buyer Company Name: The Elite Team of Yellowbrick Real Estate

Building

Building Area
Building Area: 2397 Square Feet

Community

Community Features: Library, Medical Facilities, Park, Shopping/Mall, Tennis Court(s)

HOA

HOA Fee Includes: Maintenance Grounds, Trash, Snow RemovalHas an HOAHOA Fee: $1,452/Annually

Lot Information

Lot Area: 0.64 acres

Miscellaneous

BasementMls Number: 24109378Attic: Pull Down StairsAbove Grade Unfinished Area: 2397

Additional Information

LibraryMedical FacilitiesParkShopping/MallTennis Court(s)
Last check for updates: about 7 hours ago
Listed by Catherine Jia, (203) 383-9093
Coldwell Banker Realty, (203) 452-3700
Bought with: Amy Jo Fitzgerald, (203) 619-2299, Yellowbrick Real Estate LLC, (203) 445-6949
Source: Smart MLS, MLS#24109378

Price History for 41 calloway Drive

DatePriceEventSource
09/22/2025$705,000Sold
Smart MLS #24109378
08/25/2025$718,000PendingSmart MLS #24109378
08/12/2025$718,000PriceChange
Smart MLS #24109378
07/11/2025$729,000Listed For SaleSmart MLS #24109378
11/21/2023$3,650ListingRemovedZillow Rentals
11/04/2023$3,650Listed For RentZillow Rentals
09/14/2020$3,000ListingRemovedAgent Provided
09/10/2020$3,000Listed For RentAgent Provided
05/20/2018$2,800ListingRemovedAgent Provided
05/03/2018$2,800Listed For RentAgent Provided
04/19/2002$371,880Sold
N/A

Market trends in Milford

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$519K
$54.83KMoM
Sale-to-List Price
100.5%
Price per sq ft
$325
$16MoM
Available listings
190
13MoM
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Property Tax and Assessment

Year2025
Tax$10,363
Assessment$350,690
Home facts updated by county records

Comparable Sales for 41 calloway Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
763 Woodruff Road, Milford, CT
0.22
Single-Family Home
$635,000
07/09/26
4
2.5
3,650
523 Treat Lane, Orange, CT
0.37
Single-Family Home
$620,000
11/14/25
4
2
1,738
90 Terrell Drive, Milford, CT
0.14
Single-Family Home
$411,000
10/02/25
3
1.5
1,813
558 Treat Lane, Orange, CT
0.27
Single-Family Home
$525,000
01/06/26
3
2.5
1,864
99 Cheryl Ann Drive, Milford, CT
0.49
Single-Family Home
$835,000
07/27/26
4
2.5
2,212
35 Flax Mill Terrace, Milford, CT
0.23
Single-Family Home
$740,000
09/18/25
4
3.5
2,586
340 Ann Rose Drive, Orange, CT
0.55
Single-Family Home
$588,000
08/25/25
3
2
2,074
33 Tall Pine Road, Milford, CT
0.54
Single-Family Home
$800,000
05/15/26
4
2.5
2,510

Nearby homes

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Assigned Schools

These are the assigned schools for 41 calloway Drive.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Milford

At least 405 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 85 % Say car is needed

  • 84 % Say parking is easy

  • 79 % Say there's holiday spirit

  • 79 % Say yards are well-kept

  • 77 % Say people would walk alone at night

  • 69 % Say there are sidewalks

  • 68 % Say streets are well-lit

  • 65 % Say kids play outside

  • 64 % Say there's wildlife

  • 64 % Say it's quiet

  • 63 % Say it's walkable to restaurants

  • 61 % Say they plan to stay for at least 5 years

  • 57 % Say neighbors are friendly

  • 49 % Say it's walkable to grocery stores

  • 44 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Irene.a.burgdorf
    "Memorial Day and Labor Day picnics, Friday night meet ups"
    0
    Flag
  • Poochewluvr
    "The grammar school and high school are a 3 and 5 minute walk from my house. We have our own hospital in town, train station and shopping mall. We also have the longest coastline and beaches in Connecticut."
    1
    Flag
  • Keith A.bolden Sr
    "Every holiday they do something always working to make everyone feel better , excellent neighbors and police etc"
    0
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  • Angelsofmine S
    "I moved here about 20 years ago and love it. It’s a nice family area but also has a lot of stuff to do. "
    0
    Flag
  • Marnie Weber
    "Great schools! Friendly neighbors. Beautiful walks. Lots of kids. Plenty to do at the beach and surrounding areas."
    0
    Flag
  • Scorpionrkg
    "A little on a heavy traffic side on certain areas of Milford, by the pilot exit 40, 38, 39, 36, also the areas by 35"
    0
    Flag
  • Scorpionrkg
    "A little bit close to the highway, but not too bad very expensive to get rent but if you have a good paying job is great"
    1
    Flag
  • Nataliia Valuieva
    "Safe and comfortable. It’s all about comfort and good people. I highly recommend. Schools are good, "
    0
    Flag
  • Christina
    "Lots of cars during summer times. Less parking and a lot of people speeding too. "
    0
    Flag
  • Weil.josh
    "I’ve enjoy living here in Milford in the Walnut Beach area and this is a friendly town a hidden gem on the LI Sound!"
    0
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  • Alyx Prinz
    "Very dog friendly neighborhood. Everyone has pups and understands with grace when dogs bark. All are welcome here "
    0
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  • Irene.a.burgdorf
    "We live on the Housatonic River and watch bald eagles from our deck, amazing! Great events downtown with great sense of community ."
    0
    Flag
  • Lilly K
    "The only major target in area but Malala isn’t great otherwise. Lots of major food shopping options and a Costco too. Track and regular commuter rail options from town center "
    0
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  • Lilly K
    "Easy access to commuter rail, apartment and single family living, lots of grocery stores and a mall with the only target for a few towns! "
    0
    Flag
  • Pen Vas
    "Great access to major highways and train, excellent public transport system. Local roads are well kept and are an alternative to highways."
    0
    Flag
  • Janette
    "Community involvement. Always something happening to enjoy. All ages. Friendly environment. Shoreline enjoyment. "
    3
    Flag
  • Scorpionrkg
    "A lot a nice fancy restaurant so all nice fancy places to Hear music convenient to highways and other places"
    1
    Flag
  • Scorpionrkg
    "It’s OK there’s a lot of traffic a lot of pot smoking people are good people lotta old people lotta good old properties people live, lived here for years"
    1
    Flag
  • Scorpionrkg
    "More leashed does may more pet park or dog groups or dog lanes to walk there dogs and I’m not sure what else to add to this"
    2
    Flag
  • Trulia User
    "LBA & Walnut Beach events, restaurants, beaches and a sense of timeless tradition and community. Special area to live in. Glad to be part of it. "
    0
    Flag
  • Cheryl W.
    "Milford is an eclectic mix of people all interested in the same thing ~ we want to live our lives in peace and harmony!"
    14
    Flag
  • Dennis.manzi52
    "good schools , good sports programs.very nice library. Milford is very friendly,caring and alot to do in the center. Community support in the arts. "
    2
    Flag
  • Rebecca C.
    "There are families in the area and it is a great place for kids to grow up. Everyone waves at everyone on the street. You will get to know your neighbors as they are very sweet."
    0
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  • Michngus
    "Yes I do think it’s very important for parents to know what’s going on though out the city and the schools are great "
    1
    Flag
  • Mendilloa15
    "Most neighbors have fences in the backyard for their dogs to run! All of our neighbors are respectful and use a leash to walk their dogs. "
    0
    Flag
  • Janette
    "Easy in off 95 and Merritt parkway. Very safe Trains station close to the town green. Gas stations close to roadways "
    2
    Flag
  • Janette
    "Super friendly. Clean. Environment conscious. Community involvement opportunities always. Most importantly, I feel my children and I are safe. "
    1
    Flag
  • Ran1500519
    "Dog owners would like the scenery and how close they are to everything. Milford has a lot to offer. "
    0
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  • Trulia User
    "Well run city that feels like a town in most areas. Good communities, good schools, great commerce and restaurants. "
    0
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  • Adwana
    "Quiet but convenient to major highways and shopping. Neighbors are kind. Walkable to downtown and beach, no thru traffic."
    4
    Flag
  • Helenefoust
    "Walnut beach district has many opportunities for families to enjoy the beach area. Farmers market has a nice community feel. "
    2
    Flag
  • Ran1500519
    "Too many fast moving cars down the streets loud vehicles. Mean neighbors . They would like the scenery "
    5
    Flag
  • Asia S.
    "I like the neighborhood because it’s nice and quiet my kids love it too and the schools are nice here"
    0
    Flag
  • Cwalker
    "They have music in the summer, Milford oyster fest. Great 4th of July and New Years fireworks. Milford does a holiday tree lighting every year. The city has beautiful beaches, with sand castle sculpture contested, pumpkins on the pier, paddle board lessons, biking and walking trails and so much more. We recently got into pickle ball because MILFORD just put in 8 courts at Eisenhower park. You’ll never run out of things to do in this town. "
    0
    Flag
  • Megankirkpatrick
    "It’s in walking distance to the quaint Walnut Beach section of town. You can grab a lobster roll or an ice cream and walk along the boardwalk that leads to Silver Sands beach."
    0
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  • Dellamonicaj
    "Very close to schools, Long Island Sound, shopping and mass transit. Very quiet neighborhoods with plenty of kids living in the area. "
    0
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  • JS
    "Very busy street. Too close to US1. Street noise is extremely loud so it’s difficult to get down time."
    0
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  • Stephan A.
    "The trails all over the more you walk the more you discover of this wonder hide away it's just a beautiful place to live iovebut here."
    0
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  • Stephan A.
    "Trails are awesome. With sidewalks to use to easily walk your companion for their exercise. The Bridge around Milford Library has an awesome view of the docks."
    0
    Flag
  • Murphy
    "It’s ok, dogs aren’t technically allowed on the beach and sidewalks are hit or miss. Inconsiderate neighbors speed through the neighborhood. "
    1
    Flag

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Homes for sale near 41 calloway Drive

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Off Market Homes Near 41 calloway Drive

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.