369 Milwaukee Ave, Dunedin, FL 34698
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Property image
OFF MARKET

369 Milwaukee Ave
Dunedin, FL 34698

  • 2 Beds
  • 2 Baths
  • 818 sqft

$265,100

Trulia Estimate
as of Jul 20, 2026
Est. Refi. Payment $1,806/mo*
Refinance Your Home

$265,100

Trulia Estimate
as of Jul 20, 2026
Est. Refi. Payment $1,806/mo*
Refinance Your Home
2 Beds
2 Baths
818 sqft

Local Information

  • Map ViewExplore the area around 369 Milwaukee Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Available June 2027

Welcome Home to Peaceful Dunedin Living

Tucked away in a quiet, private setting just minutes from charming Downtown Dunedin, this beautifully renovated Cottage style home is ready to welcome you home.
Fully updated, this 2 bedroom, 2 bathroom residence blends comfort and modern style in a thoughtfully designed with an open spacious layout. Natural light fills the space thanks to its corner location, creating a bright and uplifting atmosphere throughout.
You'll love the fresh finishes, updated kitchen and baths, and the convenience of your own washer and dryer. Covered parking with additional guest parking plus a private storage shed for extra belongings.
Step outside and enjoy the cozy backyard perfect for relaxing, grilling, and lounging on the weekends. Enjoy a separate chic She-shed for yoga, private office or anything else. The location offers the best of both worlds - peaceful and tucked away, yet only minutes from Downtown Dunedin, the Pinellas Trail, shopping, dining, and quick access to US-19.
Whether you're enjoying a quiet evening at home or heading out to explore everything Dunedin has to offer, this home offers comfort, convenience, and a welcoming place to call your own.
Available now Long- Term. Furnished or unfurnished. Showings by appointment please contact to schedule a day and time.

Move-In Costs: First month's rent, security deposit (refundable) and application/background screening fees (nonrefundable).

Tenants pay for Internet, Water and Light (water bill cost depends on usage).

The property should be returned in clean condition similar to move-in. If professional cleaning is required after move-out, the cost, typically $160-$250, will be deducted from the security deposit.

Tenant must maintain renters insurance with minimum liability coverage of $100,000 for the duration of the lease and provide proof of insurance prior to move-in (typically $15- $30/month).

The owner has chosen to maintain this home as a no-pet property.This helps maintain a clean, allergen-friendly environment.

No Smoking: Smoking of any kind, including cigarettes, cigars, pipes, vaping, or electronic cigarettes, is strictly prohibited inside the home.

Covered carport space included with additional guest parking available.

Tours are available by appointment only to ensure we can give you a personalized walk-through. Standard windows for viewings are:

Weekdays: 10am 7:00 PM

Saturdays: 10:00 AM 2:00 PM

Other times may be arranged upon request. Please contact me to schedule a time that works for you.
369 Milwaukee Ave, Dunedin, FL 34698 is a 2 bedroom, 2 bathroom, 818 sqft single-family home. It last sold for $165,000 on Dec 13, 2017 (6,775% above the $2,400 asking price). More recently, it was listed as a rental in March 2026 with an asking price of $2,350 per month. That rental listing was removed on April 1, 2026. It is currently off market. The Trulia Estimate is $265,100, with a rent estimate of $2,116/month.

Home Highlights

Parking
Attached Garage
Outdoor
Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
130 days ago

Home Details for 369 Milwaukee Ave

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: Mar 1st

Interior Features

Appliances & Utilities
DryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Tile
Room & Shared Space
Shared space is furnished

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached, On Site

Price History for 369 Milwaukee Ave

DatePriceEventSource
04/01/2026$2,400ListingRemovedZillow Rentals
03/23/2026$2,400PriceChange
Zillow Rentals
03/11/2026$2,350Listed For RentZillow Rentals
12/13/2017$165,000Sold
N/A
05/04/2016$100,000Sold
N/A
02/04/2016$99,900PriceChange
Agent Provided
12/31/2015$109,900Listed For SaleAgent Provided
12/18/2015$62,600Sold
N/A
11/11/2015$0Listed For SaleAgent Provided
06/16/2000$55,000Sold
N/A

Market trends in Dunedin

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$422K
$22.67KMoM
Sale-to-List Price
96.6%
0.2%MoM
Price per sq ft
$298
$5MoM
Available listings
333
20MoM
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Property Tax and Assessment

Year2024
Tax$1,408
Assessment$261,947
Home facts updated by county records

Comparable Sales for 369 Milwaukee Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
361 Colonial Ct, Dunedin, FL
0.05
Single-Family Home
$250,000
12/20/25
2
1.5
910
637 Beltrees St, Dunedin, FL
0.06
Single-Family Home
$393,500
05/08/26
2
1.5
1,090
200 Portree Dr, Dunedin, FL
0.40
Single-Family Home
$175,000
02/26/26
2
2
1,022
883 Sky Loch Dr S, Dunedin, FL
0.42
Single-Family Home
$160,000
04/17/26
2
2
1,022
242 Sky Loch Dr E, Dunedin, FL
0.43
Single-Family Home
$170,000
02/26/26
2
2
1,022
224 Sky Loch Dr E, Dunedin, FL
0.44
Single-Family Home
$176,000
10/14/25
2
1.5
983
340 Socrates Dr, Dunedin, FL
0.11
Single-Family Home
$416,000
08/21/25
2
2
1,376
540 Milwaukee Ave, Dunedin, FL
0.25
Single-Family Home
$385,000
12/01/25
2
2
1,044
266 Sky Loch Dr W, Dunedin, FL
0.33
Single-Family Home
$177,000
04/20/26
2
1
950
333 Acropolis Dr, Dunedin, FL
0.23
Single-Family Home
$340,000
09/26/25
2
1
825

Nearby homes

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Assigned Schools

These are the assigned schools for 369 Milwaukee Ave.
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 Dunedin

At least 372 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 79 % Say people would walk alone at night

  • 78 % Say car is needed

  • 78 % Say parking is easy

  • 76 % Say there's holiday spirit

  • 75 % Say there are sidewalks

  • 72 % Say yards are well-kept

  • 71 % Say it's walkable to restaurants

  • 71 % Say streets are well-lit

  • 70 % Say it's quiet

  • 59 % Say it's walkable to grocery stores

  • 59 % Say neighbors are friendly

  • 58 % Say they plan to stay for at least 5 years

  • 58 % Say kids play outside

  • 50 % Say there's wildlife

  • 35 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Travis Stangroom
    "Very walkable and dog friendly restaurants/pubs that you can travel to and from within a short enough distance "
    0
    Flag
  • Mckenzie
    "Dunedin is the best place to live besides San Diego CA. I’ve lived here since 1996. It has everything you’d ever want to do here and it’s so close. Most places is walkable. Dog friendly. Its nick name is Dogedin. "
    2
    Flag
  • Mckenzie
    "I’ve lived in this part of Dunedin a few blocks from the water for 20 years. I love this area and all of Dunedin. It’s so close to everything. Walking distance to the famous most walkable downtown which is waterfront "
    2
    Flag
  • Wizzie1
    "Great neighbors in Dunedin. Be sure you choose a neighborhood with families in the same stages of life. "
    0
    Flag
  • Mckenzie
    "We have Mardi Paws A great water front and walkable downtown. Everything is you need and want is within walking distance or just a couple of miles. "
    0
    Flag
  • Patricia Walters
    "Public schools are awful. Neighborhood is overpopulated. Water front areas smell like sewage for the past 10 years. "
    0
    Flag
  • Nicki Wiberg
    "careful with days and times, might get stuck in traffic of beach goers. a couple years ago it never got this bad but some days are just rough headed towards the water. "
    0
    Flag
  • Primejohng
    "Short commute to work. Excellent major hwy access is close. Tampa, Clearwater, Largo, St. Petersburg"
    2
    Flag
  • Christine Perkins
    "I’ve lived in this neighborhood for the past 35 years and have no interest in ever leaving here! Great neighbors who look after each other and are always willing to lend a hand !"
    1
    Flag
  • Sandra Gridley
    "Dogs are always welcomed here provided they are leashed and are friendly! Otherwise please keep them in your fenced back yard."
    1
    Flag
  • Trulia User
    "dog park nice pools and hot tub, good neighbors reasonable parking, reasonable rates.... also having quick responsive maintenance "
    1
    Flag
  • Elizabethheitmann
    "Dunedin is a very friendly town with a laid back small town vibe. Plenty to do in the area including an amazing outdoor lifestyle w biking, walking, golf, tennis, kayaking and so much more. It is also a thriving arts community. No pretentiousness here, only friendly kind people. "
    1
    Flag
  • Willdi79
    "What make this neighborhood unique is an old town with old structures and too many trees not my taste but lots of people like it. I like modern and less tree looks cleaner..."
    1
    Flag
  • Willdi79
    "Feels like a forest too many trees mostly old houses is like an old town. Too many mosquitoes and bugs I guess because all the trees maybe. "
    32
    Flag
  • Jennifer B.
    "Good schools if you live on the north side of Dunedin. South side school are just ok. Palm harbor schools are best in the county"
    2
    Flag
  • Tom K.
    "Not many children in my immediate area. The Catholic school is nearby and a number of children walking or biking is noticeable. Many walkers, dog walkers, bicyclers pass by. The corner at my house has a crossing guard as do many other nearby corners."
    8
    Flag
  • Jim P.
    "Larger yards. Very quiet and very safe. Good mix of retirees and families. Not a lot of turnover. Very stable. "
    7
    Flag
  • Tomkettle
    "The Pinellas Trail runs through Dunedin, it is 3 blocks from my house. I walk my dog on it every day and stop at several of the dog friendly establishments along the way and in town. Everybody likes the dogs and many will stop for a short chitchat about the dogs. My last dog is actually immortalized in Dunedin by having her portrait painted on two walls in town. Always feel welcome with my dog and am able to share him with anybody who wishes to pet him, which is often."
    13
    Flag
  • Jbs75
    "My commute is very light, not much traffic at all. I have 11 miles from home to work and it takes me about 13-15 min. "
    2
    Flag
  • Lindy B.
    "It's called DOGedin for a reason! they're allowed practically everywhere. Very dog friendly! Bars especially welcome them."
    8
    Flag
  • Joni W.
    "I've lived here for a year,the neighbors are all friendly and helpful to one another..stores restaurants and entertainment are all walking distance within my location the Marina and water is seconds away! this is the best neighborhood in Dunedin in my opinion, I would reccomend Buying in the area!"
    3
    Flag
  • Tomkettle
    "Christmas Parade; Farmer’s Marker; Craft Show; Highlander Games; Wine Festival; Craft Beers; Saint Patrick’s Day "
    8
    Flag
  • Tonya F.
    "I’ve been living here for 4 years & I love it! Great community, lots to do, people are friendly & I feel very safe here "
    0
    Flag
  • Tonya F.
    "This is a very family oriented community with amazing community spirit. There is always something to do & participate in. The downtown area is like nine other in Tampa Bay. "
    1
    Flag
  • Iam P.
    "Many Sheriffs throughout community. Feels safe. They also do routine car lock checks late night. I know, they left a card and friendly note reminding me to lock my car at night. "
    1
    Flag
  • Angela G.
    "Dunedin is a great location to live. A lot of little shops everywhere and it’s close to the water. Downtown Dunedin is beautiful and honeymoon island is minutes away"
    6
    Flag
  • Tiffany W.
    "Great location. Great vibe. Great people. Great location for any age. Great for visiting or living. "
    0
    Flag
  • Earphd
    "There morning traffic is quite heavy, as is the traffic from 3:30pm to 5:30pm. Otherwise, there is an easy foow of traffic."
    0
    Flag
  • Copa22316
    "It is a very comfortable but also safe neighborhood. There is always some thing of a variety of events going on through out Dunedin . Fun for family but also enjoyable for individuals which tend to meet and greet new people from the area or here visiting on vacation. The weather is nuteral in the winter months, sunshine always shinning. It’s hot in the summer in which people relax and cool off in a pool or in one of many beaches that are readily available.its a nice place to visit but I would definetiy love to live here! Me and many people feel the same way, concluding in most visitors do in fact move here!"
    0
    Flag
  • Marilynnalewajek
    "There are many dogs in our neighborhood. We have two. You see many people walking their dogs and there are some excellent dog parks in the area."
    2
    Flag
  • Shannon P.
    "Pretty easy to get in and out of neighborhood. CR1 can get bad during rush hours but it’s doable. Speed limits are strictly enforced "
    1
    Flag
  • Patpatti
    "Dunedin is a very welcoming town for dogs. Many areas for them. Drive thru the downtown area huge mural of dog. "
    1
    Flag
  • Cathyrewald4132019
    "The Jolley Trolley is great to go up and down the beaches. There is also busses that go through the area also. "
    1
    Flag
  • PC
    "Dunedin has craft shows, movie nights down town many locally owned Restaurants and businesses. Farmers market downtown. Christmas celebration with a boat show at the downtown park. "
    0
    Flag
  • Scshields97
    "It’s a great place to raise a family. The location to the community center and the pool and splash park are awesome. "
    0
    Flag
  • Babs L.
    "Almost every one has a dog here. Pets are welcome in stores and restaurants as well. They even set out water for pets downtown. "
    5
    Flag
  • Dpero
    "ride to work in golf cart. everything in this magical town is close. public transportation is readily available "
    0
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

68 pet-friendly rentals in Dunedin, FL

Explore by feature - Garage

27 rentals with a garage in Dunedin, FL

Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

27 rentals with an outdoor space in Dunedin, FL

Homes for sale near 369 Milwaukee Ave

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Off Market Homes Near 369 Milwaukee Ave

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