44 Ann Dr E, Freeport, NY 11520
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Property image
OFF MARKET

44 Ann Dr E
Freeport, NY 11520

  • 3 Beds
  • 1.5 Baths
  • 1,819 sqft

$737,300

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $4,679/mo*
Refinance Your Home

$737,300

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $4,679/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,819 sqft

Local Information

  • Map ViewExplore the area around 44 Ann Dr E.
  • Schools1 Preschool School6 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1960
Living Area
1,819 sqft
Price/Sqft
$405
Parking
Garage

About this House

Beautiful 3 Bedroom 1.5 Bath Splanch w/ Stone Front & Stone Paver Driveway & Walkway. Living Rm w/ Vaulted Ceilings, Fireplace & Gleaming Hardwood Flooring. Spacious Dining Rm area. Eat-n-Kitchen. Den w/ Hardwood Flooring and Fireplace. Master Bedroom w/ Sitting Rm or Additional Bedroom, 2 Additional Bedrooms, Full Bathroom. Part Basement w/ Washer & Dryer. 1 Car Attached Garage. Near to Shops, Restaurants & Famous to Nautical Mile!
44 Ann Dr E, Freeport, NY 11520 is a 3 bedroom, 2 bathroom, 1,819 sqft single-family home built in 1960. It last sold for $550,000 on Feb 23, 2021. It is currently off market. The Trulia Estimate is $737,300, with a rent estimate of $4,831/month.

Home Details for 44 Ann Dr E

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Interior Details
Number of Rooms: 7Types of Rooms: Dining Room
Appliances & Utilities
DryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Exterior Features

Exterior Home Features
Exterior: Other
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Lot Information

Lot Area: 6098 sqft

Price History for 44 Ann Dr E

DatePriceEventSource
02/23/2021$550,000Sold
OneKey® MLS as distributed by MLS GRID #L3263328
12/04/2020$549,990PendingOneKey® MLS as distributed by MLS GRID #3263328
10/22/2020$549,990Listed For SaleAgent Provided
07/01/2020$499,000ListingRemovedAgent Provided
06/11/2020$499,000PriceChange
Agent Provided
01/14/2020$539,000PriceChange
Agent Provided
10/31/2019$549,000Listed For SaleAgent Provided
01/06/2014$307,000Sold
N/A
03/16/2012$350,000ListingRemovedAgent Provided
11/15/2011$350,000PriceChange
Agent Provided
09/03/2011$375,000PriceChange
Agent Provided
07/09/2011$385,000PriceChange
Agent Provided
07/07/2011$485,000Listed For SaleAgent Provided

Market trends in Freeport

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$608K
Sale-to-List Price
—
Price per sq ft
—
Available listings
92
6MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$435,000
Home facts updated by county records

Comparable Sales for 44 Ann Dr E

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
50 Ann Drive E, Freeport, NY
0.02
Single-Family Home
$692,000
07/17/26
4
1.5
1,653
69 Ann Drive S, Freeport, NY
0.09
Single-Family Home
$800,000
04/30/26
3
2.5
1,812
68 Ann Drive, Freeport, NY
0.07
Single-Family Home
$510,000
09/19/25
4
2.5
2,500
51 E 2nd Street, Freeport, NY
0.18
Single-Family Home
$700,000
07/23/26
4
2
1,933
48 E 2nd Street, Freeport, NY
0.17
Single-Family Home
$770,000
08/25/25
4
2
1,850
69 E 1st Street, Freeport, NY
0.21
Single-Family Home
$625,000
02/03/26
4
2
1,973
32 E 1st Street, Freeport, NY
0.23
Single-Family Home
$645,000
11/12/25
4
2
2,030
102 E 1st Street, Freeport, NY
0.17
Single-Family Home
$770,000
11/26/25
4
2
2,200
30 E Bedell Street, Freeport, NY
0.31
Single-Family Home
$670,000
12/16/25
4
2
1,980
34 W 2nd Street, Freeport, NY
0.33
Single-Family Home
$740,000
02/24/26
4
2
2,084

Nearby homes

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Assigned Schools

These are the assigned schools for 44 Ann Dr E.
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 Freeport

At least 631 Trulia users voted on each feature.

  • 93 % Say there are sidewalks

  • 82 % Say streets are well-lit

  • 81 % Say it's dog friendly

  • 81 % Say yards are well-kept

  • 80 % Say parking is easy

  • 71 % Say it's walkable to grocery stores

  • 70 % Say it's walkable to restaurants

  • 70 % Say there's holiday spirit

  • 68 % Say people would walk alone at night

  • 67 % Say they plan to stay for at least 5 years

  • 67 % Say car is needed

  • 64 % Say kids play outside

  • 64 % Say it's quiet

  • 54 % Say neighbors are friendly

  • 48 % Say there are community events

  • 33 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Miya Gaillard
    "I lived in this town for 25 years. I went to elementary middle and high school here. I’ve watched the town change over the years and am proud to now raise my child here. "
    0
    Flag
  • Peter Tomasicchio
    "Never had any block parties or anything like that but that might just be a thing of the past. Every one of our neighbors gives that friendly wave whenever we see them. Each family/ residence keeps an eye out for each other and is cognizant of unusual or criminal activity. It all depends on each individual family around you on whether you’ll run into any issues. That is just on them as people. For the most part on our block, the noise and loud music is to a minimum. Everyone keeps their own cars in front of their own homes. Most of the homes and yards are well maintained. "
    0
    Flag
  • Ashley H
    "Quiet South of sunrise hwy. Schools are rated low. Halloween is huge. Great night life in the summer."
    0
    Flag
  • Fahad Dar
    "Nice area. Close to nice waterfronts. Summers can get louder due to lively events at Nautical mile if you live on south side "
    0
    Flag
  • Fahd Dar
    "South Freeport is a nice area for living. The houses are nice and generally neighbors maintain there properties. It can get really loud on weekend summer nights due to proximity with Nautical Mile "
    0
    Flag
  • Gary Dejesus
    "Lived here my whole life. Can’t really complain except it’s very expensive. Nautical mile is awesome in the summer "
    0
    Flag
  • Rundell Ramsay
    "Events for all season. Quiet, diverse, shopping locations, schooling, great area for raising a family. "
    0
    Flag
  • James Reyes
    "I’m a dog owner myself and I walk my dog regularly. People are friendly and polite. People with other dogs pick up after them selves. "
    0
    Flag
  • El Nio 924
    "It is a welcoming and very quiet city, it is a very good city to live in. And everything is close and there is easy access to transportation."
    0
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  • LaQuis Des Jardins
    "The recreational center, nautical mile, 15 mins from Jones Beach by car. 40mins to manhattan via LIRR, 25mins to JFK via car. "
    0
    Flag
  • Kennethorourke
    "Freeport is slowly becoming queens with illegal vehicles. such as unregistered/uninsured quads and dirt bikes, The “mile” has become a haven to tourists that completely disrespect residents and property. Academically the schools are great, but the students not so much. There’s a lot of great PRO things about freeport, but there’s also a LOT of CON’s"
    0
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  • Tikal95
    "The school district has several k-4 options, dual language programs and the town recreation center has a 4/5 year old half day program for potty trained children. Lots of activities and great school sports and clubs. "
    1
    Flag
  • Fahd Dar
    "10 mins to LIRR train station, which is not bad for a regular commuter. I haven’t taken buses that often but they are also good "
    0
    Flag
  • Tikal95
    "Like that there are side walks to walk on. Street lights work. Dog park in town at cow meadow park. "
    0
    Flag
  • Andrew
    "You see people walking their dogs, interacting with each other and laughing all the time. So if you’re a dog owner I’m sure this type of interaction with neighbors would be a reason for you to want to purchase here. "
    0
    Flag
  • Tony D.
    "pro: walkable neighborhood cons: not many dog friendly parks; I live close to cow meadow, but I cannot walk my dog there! "
    0
    Flag
  • Sober227
    "Lived here for ten years. Friendly quiet neighborhood. When we moved in Lots of neighbors came over to introduce themselves and welcome us to the neighborhood. "
    17
    Flag
  • Shepherd71880
    "They would like that it’s a dog loving area. Dislike would be that there’s no dog parks. I highly recommend it."
    2
    Flag
  • Maya
    "The school district is very transparent. Many opportunities to be involved in the decision making process of how the school year, budget and staff hiring does. Parents know that you are providing your children a town that is diverse in ethnicity, age, culture. Provides for a rich well rounded experience "
    9
    Flag
  • Daylynn W.
    "Overall it’s a nice area to walk your dogs in. Most owners pick up after their dogs. I think dog owners would like a nearby dog park. "
    4
    Flag
  • Veronica F.
    "Dog owners are always walking their dogs. There’s never an issue with dog owners not curbing their dogs. The owners are always very welcoming and let those know if their dogs are tougher around the edges. "
    0
    Flag
  • Maya
    "School district is wonderful. Many opportunities for parents to be involved in plans & decisions. Several K-4 school building options. Many School administrators are alumni, residents, and take pride in the district. We are diverse and welcoming. "
    0
    Flag
  • Soniamyr
    "Easy commute to the city. Forty-five minute train ride on the Long Island Railroad. Quiet and friendly commuters."
    0
    Flag
  • Maya
    "The annual great canoe race in Freeport!! The nautical mile festival. Christmas tree lighting at the recreation center. The farm animals at Atlantic Nursery. 4th of July fireworks "
    0
    Flag
  • Soniamyr
    "People walk their dogs regularly and clean up after them. Dogs are kept on a leash and everyone is friendly and respectful "
    1
    Flag
  • Soniamyr
    "45 minute train ride to the city. Easy access to bus and train. Reliable train line with pleasant fellow commuters "
    2
    Flag
  • Soniamyr
    "I’ve lived in this neighborhood 10 years. It is friendly and pleasant. Very safe and peaceful. Great place for families."
    0
    Flag
  • Richard C.
    "Very family friendly place and feels very safe. Lots of restaurants , supermarkets, banks etc. Lots of families ride their bikes or exercise outside safely."
    0
    Flag
  • Ms. S.
    "Freeport has its own police station, village & water. The nautical mile is a great attraction to visitors & locals. It’s a great place to get a nice seafood dinner, walk on the boardwalk or go clubbing with some friends. Also Freeport is home to many different churches for those who wish to express their religious or spiritual freedoms. "
    0
    Flag
  • Dania D.
    "There are safe neighborhoods in Freeport with great parks and attractions. This a good place for raising kids. "
    0
    Flag
  • Angela J.
    "Freeport is its own family! It’s close to all transportation and in a remote location to get you where ever you need to be! Want some fun and seafood? Come for the carnival every year and the nautical mile all year round!"
    0
    Flag
  • A.scavo
    "Accessible to highway and LIRR. Great for families of all sizes. Single, childless couples, and families with children."
    0
    Flag
  • Tynan L.
    "Parades, town events, town newsletters. Always in the know about latest new happening in the area. Always something to do"
    1
    Flag
  • Danny.balkcom
    "The neighborhood is 3 blocks from the LIRR, a block away from the bus line, central to the Southern State and Meadow Brook Parkways. "
    1
    Flag
  • Erin P.
    "Great waterfront property. Centrally located to restaurants, stores, transportation, and parkways. Close access to beaches and NYC. "
    0
    Flag
  • Fran L.
    "there is nothing in this neighborhood that interests me. however, there is a great library and a couple of good restaurants. it is close to parkways and public transportation. the water and electric rates are really low! "
    3
    Flag
  • Maya K.
    "I work about 10 miles from home. Gering to work take about 30 minutes. It can take 45 minutes In Rush hour to get home in the evening. I drive "
    0
    Flag
  • Eddie
    "Annual (Nautical mile) Woodcleft Canal festival. Amazing 4th of July fireworks festival. Great Memorial Day Parades. "
    1
    Flag
  • Michelle L.
    "It is a suburb areas nice town to live there. l like this quit place neighborhood like that. l feel safe on that area. l like this place a lot will recommend anyone to live there. "
    1
    Flag
  • Marleny L.
    "I live here for 15 years it has always been nice around where I live by the high school. Never had any kind of problem with any of my neighbors. Not a dangerous area you can walk around worry free"
    2
    Flag

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Apartments for Rent

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Explore by feature - Air Conditioning

8 rentals with air conditioning in Freeport, NY

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Freeport, NY

Homes for sale near 44 Ann Dr E

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Off Market Homes Near 44 Ann Dr E

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Frequently asked questions about 44 Ann Dr E

  • What is 44 Ann Dr E estimated to be worth?
    Trulia's estimated value for 44 Ann Dr E in Freeport, NY is $737,300.
  • What is the price history for 44 Ann Dr E?
    44 Ann Dr E in Freeport, NY last sold for $550,000 in February 2021.
  • Is Freeport a buyer's or seller's market?
    Freeport is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Freeport?
    The median sale price in Freeport is $608K.
  • Does 44 Ann Dr E have air conditioning?
    Yes, 44 Ann Dr E in Freeport, NY has air conditioning.
  • Does 44 Ann Dr E have laundry facilities?
    Yes, 44 Ann Dr E in Freeport, NY has in-unit laundry.