41 calloway Drive, Milford, CT 06461
OFF MARKET

$731,100

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

41 calloway Drive, Milford, CT 06461

Est. Refi. Payment $5,284/mo*
Refinance Your Home
Currently Off Market - Sold Sep 22, 2025 for $705,000

Home Value

Trulia Estimate
$731K
Since last month
Decreased$2K (-0.3%)
Since last year
Increased$20K (+2.9%)
Since last sale
Increased$26K (+3.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +75% in the last 10 years
MonthEstimated value
2026
September 2026$731K
August 2026$733K
July 2026$726K
June 2026$728K
May 2026$718K
April 2026$715K
March 2026$720K
February 2026$720K
January 2026$721K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
324 Ridge Road, Orange, CT
0.46
Single-Family Home
$680,000
08/03/26
3
3
2,278
558 Treat Lane, Orange, CT
0.27
Single-Family Home
$525,000
01/06/26
3
2.5
1,864
438 Clement Lane, Orange, CT
0.45
Single-Family Home
$670,000
09/08/26
3
2
2,166
99 Cheryl Ann Drive, Milford, CT
0.49
Single-Family Home
$835,000
07/27/26
4
2.5
2,212
531 Woodruff Road, Milford, CT
0.51
Single-Family Home
$760,000
08/28/26
4
2.5
3,438

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
74 Terrell Drive, Milford, CT 06461
0.13
$912,100
5
3
3,676
Off Market
90 Terrell Drive, Milford, CT 06461
0.14
$573,400
3
1.5
1,813
Off Market
763 Woodruff Road, Milford, CT 06461
0.22
$635,000
4
2.5
3,650
Recently Sold
115 Kozlowski Road, Milford, CT 06461
0.20
$911,700
4
2.5
2,536
Off Market
645 Woodruff Road, Milford, CT 06460
0.25
$747,900
5
3.5
3,228
Off Market
35 Flax Mill Terrace, Milford, CT 06461
0.23
$788,300
4
3.5
2,586
Off Market
558 Treat Lane, Orange, CT 06477
0.27
$525,000
3
2.5
1,864
Recently Sold
528 Treat Lane, Orange, CT 06477
0.32
$683,700
3
2
2,296
Off Market
301 Grassy Hill Road, Orange, CT 06477
0.34
$580,000
3
2
1,900
Off Market
523 Treat Lane, Orange, CT 06477
0.37
$683,800
4
2
1,738
Off Market
314 Grassy Hill Road, Orange, CT 06477
0.37
$583,700
4
2.5
2,727
Off Market

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

Single-Family Home
Built in 2002
0.64 acre lot
2,397 sqft
$305/sqft
2 Car Garage
HOA $121/mo

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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $731,100, with a rent estimate of $4,497/month.
Last check for updates: about 8 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

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)

Price and Tax history

DateEventPrice
Sep 22, 2025
Source: Smart MLS #24109378
Sold
$705,000
Aug 25, 2025
Source: Smart MLS #24109378
Pending
$718,000
Aug 12, 2025
Source: Smart MLS #24109378
PriceChange
$718,000
Price decreased by 2%
Jul 11, 2025
Source: Smart MLS #24109378
Listed For Sale
$729,000
Nov 21, 2023
Source: Zillow Rentals
ListingRemoved
$3,650

Market trends in Milford

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$536K
$10.67KMoM
Sale-to-List Price
100.6%
0.6%MoM
Price per sq ft
$325
$1MoM
Available listings
159
18MoM

Around this home

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 streets are well-lit

  • 69 % Say there are sidewalks

  • 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
    Flag
  • 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
    Flag
  • Alyx Prinz
    "Very dog friendly neighborhood. Everyone has pups and understands with grace when dogs bark. All are welcome here "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Trulia User
    "Well run city that feels like a town in most areas. Good communities, good schools, great commerce and restaurants. "
    0
    Flag
  • 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
    Flag
  • Dellamonicaj
    "Very close to schools, Long Island Sound, shopping and mass transit. Very quiet neighborhoods with plenty of kids living in the area. "
    0
    Flag
  • JS
    "Very busy street. Too close to US1. Street noise is extremely loud so it’s difficult to get down time."
    0
    Flag
  • 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
    Flag
  • 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

LGBTQ Local Legal Protections

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.

Frequently asked questions about 41 calloway Drive

  • What is 41 calloway Drive estimated to be worth?
    Trulia's estimated value for 41 calloway Drive in Milford, CT is $731,100.
  • What is the price history for 41 calloway Drive?
    41 calloway Drive in Milford, CT last sold for $705,000 in September 2025.
  • Is Milford a buyer's or seller's market?
    Milford is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Milford?
    The median sale price in Milford is $536K. That is down $10.67K from the prior month.
  • Does 41 calloway Drive have air conditioning?
    Yes, 41 calloway Drive in Milford, CT has air conditioning.
  • Does 41 calloway Drive have laundry facilities?
    Yes, 41 calloway Drive in Milford, CT has in-unit laundry.

Explore by feature - Pet Friendly

37 pet-friendly rentals in Milford, CT

Explore by feature - Garage

23 rentals with a garage in Milford, CT

Explore by feature - Air Conditioning

86 rentals with air conditioning in Milford, CT

Explore by feature - Pool

6 rentals with a pool in Milford, CT

Explore by feature - Washer/dryer

86 rentals with a washer/dryer in Milford, CT

Explore by feature - Outdoor Space

11 rentals with an outdoor space in Milford, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 41 calloway Drive

Skip to last item
Skip to first item

Homes for sale near 41 calloway Drive

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item