3733 Hillcrest Dr, Madison, WI 53705
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Property image
OFF MARKET

3733 Hillcrest Dr
Madison, WI 53705

  • 4 Beds
  • 2 Baths
  • 2,308 sqft

$587,900

Trulia Estimate
as of Jul 13, 2026
Est. Refi. Payment $3,779/mo*
Refinance Your Home

$587,900

Trulia Estimate
as of Jul 13, 2026
Est. Refi. Payment $3,779/mo*
Refinance Your Home
4 Beds
2 Baths
2,308 sqft

Local Information

  • Map ViewExplore the area around 3733 Hillcrest Dr.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 3733 Hillcrest Dr, Madison, WI. 3733 Hillcrest Dr is in Madison, WI and in ZIP code 53705. This property has 4 bedrooms, 2 bathrooms and approximately 2,308 sqft of floor space. This property has a lot size of 6534 sqft and was built in 1948.
3733 Hillcrest Dr, Madison, WI 53705 is a 4 bedroom, 2 bathroom, 2,308 sqft single-family home built in 1948. It last sold for $400,000 on Jul 16, 2021. More recently, it was listed as a rental in May 2018 with an asking price of $1,800 per month. That rental listing was removed on March 24, 2021. It is currently off market. The Trulia Estimate is $587,900, with a rent estimate of $3,067/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 3733 Hillcrest Dr

Interior Features

Interior Details
BasementTypes of Rooms: Dining Room
Heating & Cooling
Heating: Forced Air, OtherAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl
Parking & Garage
GarageParking Space: 1Parking: Garage Detached

Property Information

Year Built
Year Built: 1948Year Updated: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Bungalow

Community

Units in Building: 1

Lot Information

Lot Area: 6534 sqft

Price History for 3733 Hillcrest Dr

DatePriceEventSource
07/16/2021$400,000Sold
N/A
05/19/2021$400,000PriceChange
SCWMLS #1907498
05/12/2021$424,900Listed For SaleSCWMLS #1907498
03/24/2021ListingRemovedN/A
09/06/2018$1,800ListingRemovedN/A
05/18/2018$1,800Listed For RentN/A
06/20/2017$2,300ListingRemovedN/A
04/11/2017$2,300Listed For RentN/A
05/07/2007$208,000Sold
N/A

Market trends in Madison

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$423K
$7.67KMoM
Sale-to-List Price
102.8%
1.0%MoM
Price per sq ft
$260
$10MoM
Available listings
704
43MoM
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Property Tax and Assessment

Year2024
Tax$9,995
Assessment$510,600
Home facts updated by county records

Comparable Sales for 3733 Hillcrest Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3620 Speedway Rd, Madison, WI
0.13
Single-Family Home
$444,000
09/15/25
4
2
1,713
3734 Hammersley Ave, Madison, WI
0.09
Single-Family Home
$697,500
12/09/25
4
2
1,846
210 Glen Hwy, Madison, WI
0.06
Single-Family Home
$570,000
12/30/25
3
2
1,554
210 Glenway St, Madison, WI
0.06
Single-Family Home
$570,000
01/07/26
3
2
1,554
2813 Regent St, Madison, WI
0.26
Single-Family Home
$633,500
03/16/26
4
2
2,322
16 Glenway St, Madison, WI
0.21
Single-Family Home
$450,000
07/30/25
4
2
1,710
2825 Regent St, Madison, WI
0.25
Single-Family Home
$528,000
07/06/26
3
1.5
1,663
4025 Euclid Ave, Madison, WI
0.45
Single-Family Home
$750,000
09/16/25
4
1.5
2,280
3917 Mineral Point Rd, Madison, WI
0.30
Single-Family Home
$580,000
01/28/26
3
3
2,143
21 Glenway St, Madison, WI
0.19
Single-Family Home
$656,000
02/16/26
3
2
1,823

Nearby homes

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Assigned Schools

These are the assigned schools for 3733 Hillcrest Dr.
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 Madison

At least 1685 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 85 % Say there are sidewalks

  • 82 % Say parking is easy

  • 74 % Say car is needed

  • 71 % Say there's holiday spirit

  • 70 % Say yards are well-kept

  • 70 % Say kids play outside

  • 69 % Say people would walk alone at night

  • 64 % Say it's walkable to restaurants

  • 63 % Say streets are well-lit

  • 61 % Say there's wildlife

  • 60 % Say it's quiet

  • 57 % Say neighbors are friendly

  • 54 % Say it's walkable to grocery stores

  • 54 % Say they plan to stay for at least 5 years

  • 39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "I am newer in my neighborhood & feel welcome. Those close to me have been helpful in getting acquainted."
    0
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  • Mitchell William Beiter
    "I like all the sidewalks and restaurants nearby. I liked it a lot more than I expected, I don’t see my neighbors much though"
    0
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  • Matt P
    "We absolutely love living here! There are three parks within a 10-minute walk from our house, including the multiple playground sets at the elementary school. We feel safe and secure, and we know all our neighbors. It's a great place to raise a family!"
    0
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  • Mitchell William Beiter
    "Pretty walkable I think! I don’t have a pet but most roads have a sidewalk and there’s plenty of garbage cans around "
    0
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  • Lkeillorcollins
    "Have lived downtown for 10 years. Love it. So much to do, restaurants, entertainment. The lakes. Easy access to public transportation. "
    0
    Flag
  • Jlittel66
    "Friendly neighborhood community. My neighbors offer support and we have fun with neighborhood social gatherings"
    0
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  • Abdirizakmohamud05
    "The area had great park and I think it’s good for families to leave there to keep kids happy. However school has also nearby as the area is been well organized for everything including bus transportation. Also you can get community guidelines if necessary"
    0
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  • Nicholas Vest
    "I don’t see as many families in the new multi-level apartment buildings (the high rises). There are some families living downtown, but they might be in condos. The west and east sides outside the square and campus housing have many more families. Downtown is great for the children’s museum, farmers market, and monona terrace has live music, etc. sometimes. Outside of the square, there are nice parks for kids and families with play sets and beaches."
    0
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  • Shirley.eckes
    "There is a pet store within walking distance as well as several parks for leashed pets and socialization"
    1
    Flag
  • Shirley.eckes
    "Friendly neighborhood, close to the lakes, restaurants and music events. The location is convenient to go downtown and bike around the lake "
    0
    Flag
  • Trulia User
    "Madisonian born and raised! It’s a beautiful city with lots of friendly faces. There are community areas and events to enjoy with family and friends year round!"
    0
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  • Shirley.eckes
    "The 5 festivals, easy bike access, great nearby bars and restaurants. Also friendly neighbors including an annual block party and round robin dinner get together "
    0
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  • Steven C. Schaefer
    "Really peaceful and serene, feels connected to nature more so than other neighborhoods in this price range"
    0
    Flag
  • Shirley.eckes
    "Festivals, lakes, biking, local restaurants, mass transportation, great neighborhoods vibe, music venues"
    0
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  • 2xb4kvtmt9
    "Age diverse neighborhood with beautiful and well maintained parks within walking distance. Homes/properties are well maintained and the proximity to all the great places and events Madison and Sun Prairie have to offer are only moments away."
    0
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  • Viajeromundo
    "Nice work man keep going man keep going hard keep going you are doing amazing things keep it coming keep going you can do what you’re feeling good and you will be doing good keep "
    0
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  • Shirley.eckes
    "Convenient location with great restaurants, music venues and summer festivals. Charming houses and friendly neighbors. "
    1
    Flag
  • Msgt621
    "Walk ability, access to public transportation, close to university and downtown . Access to shopping and restaurants "
    0
    Flag
  • Xn9ymxhgrh
    "Good neighborhood but dangerious still but has been cleaned up greatly by apartment owners and the local authorities. I’ve witnessed a ton of change within the past year. "
    1
    Flag
  • Pavelec
    "Only 1 north exit and 1 south exit cuts down on traffic on the side streets. Beautiful large park in the middle of the subdivision."
    0
    Flag
  • Lindsey Ray
    "I’ve lived here for 3 years and plan to stay awhile ! Beautiful lakes, great neighborhood, friendly people, walkable and bike-able! It’s great I love it. "
    0
    Flag
  • Mm
    "Walking or biking easy access to us and hospitals and anything else you might want to do. Extra schar"
    0
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  • Simon Huang
    "I don’t like about living with dog owners as my neighborhood，because I am afraid of dogs，especially the big dogs．I had been attacked by a dog when I was in childhood."
    0
    Flag
  • Mfzwc2snw7
    "I love living here it’s home I’ve been living here for 5 years and love every second of it but right now I’m trying to move again in Fitchburg will be nice hopefully "
    0
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  • Trulia User
    "Good nice people around hear I love respect and taking care of others I love parks and school for kids all positive vibes "
    1
    Flag
  • Trulia User
    "I see lots of people walking their dogs all the time, nobody seems to have a problem with it. The area is great for walks along the bay! "
    0
    Flag
  • Trulia User
    "Very dog friendly, neighbors are always out walking their digs, and there is a popular dog park in the neighborhood "
    0
    Flag
  • Trulia User
    "I drive less than ten minutes to an industrial zone where I work. Close to downtown, belt line, Hwy 14 bike trails and Lewis nine Springs Environmental byway. "
    0
    Flag
  • Trulia User
    "Events at Olbrich are very special and often free or reasonably priced. It's overall a very kind and friendly neighborhood."
    2
    Flag
  • Trulia User
    "There is a great natural feel to living in this area. There are lots of birds, squirrels, bunnies, and chipmunks that appear outside. Mature trees exist and bring wonderful shade during the summer. "
    0
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  • Trulia User
    "Walking and bike path access to parks and trails is available. Various housing style opportunities exist in this neighborhood. A community garden is here too. Getting into downtown is very easy. Traffic is mostly off major arterial streets."
    1
    Flag
  • Trulia User
    "Some people have dogs off leash and insist their dog is friendly even when you ask them to not approach. Not everyone respects what you ask for your dogs needs."
    4
    Flag
  • Trulia User
    "Its long, about to change. Still makes for a long day if you rely on public transportation. I am required to say more than my succinct sentence. "
    0
    Flag
  • Trulia User
    "Community oriented, walking distance to water, local restaurants and activities. Family friendly. "
    0
    Flag
  • Trulia User
    "I very love this area. It is so clean and much quite，the neighborhood is very friendly. Shopping is very convenient, Target and Pick and save in walking distance."
    1
    Flag
  • Trulia User
    "I don’t know much about community events, I look for decent people…………………………………………………….decent neighborhoods. "
    0
    Flag
  • Trulia User
    "friendly neighbors, ample nature, good walking paths, safe area, walkable to downtown Middleton, accesible by the 15 busline, neighborhood pool if you want to join"
    0
    Flag
  • Trulia User
    "It is a nice commute, and most of the places around here are walkable. so you save a lot of money on gas."
    0
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  • Trulia User
    "Is safe. Lots of parks. Local mall is kid friendly. Good access to bike trails to UW and south of Madison. "
    0
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  • Trulia User
    "Great access to shopping ,grocery stores, entertainment,UW campus and a UW Hospitals. Good access to bike paths and running routes. "
    0
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Homes for sale near 3733 Hillcrest Dr

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Off Market Homes Near 3733 Hillcrest Dr

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