2027 Upton Ave, Sarasota, FL 34232
Property image
Property image
OFF MARKET

2027 Upton Ave
Sarasota, FL 34232

Sarasota Springs
  • 2 Beds
  • 2 Baths
  • 1,600 sqft

$345,500

Trulia Estimate
as of Aug 22, 2026

$345,500

Trulia Estimate
as of Aug 22, 2026
  • 2 Beds
  • 2 Baths
  • 1,600 sqft

Home Highlights

Property Type
Single-Family Home
Living Area
1,600 sqft
Price/Sqft
$216
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 2027 Upton Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Spacious, MUST-SEE centrally located home with open floor plan and high cathedral ceilings. Each bedroom has its own bathroom!

Stainless steel kitchen, large bonus family room, private fenced backyard with brick patio and sprinkler system, 2-car garage, laundry room with washer/dryer/sink, and large extra storage shed. Yard service included.

Lifestyle perks: Minutes to downtown Sarasota, parks, top schools, and Siesta Key Beach. Family-friendly, safe neighborhood. No dogs.

 Available for rent after March 20th.

Schedule your showing today!

First months rent and security deposit due at signing.
2027 Upton Ave, Sarasota, FL 34232 is a 2 bedroom, 2 bathroom, 1,600 sqft single-family home in Sarasota Springs. It last sold for $236,000 on May 22, 2019 (9,340% above the $2,500 asking price). More recently, it was listed as a rental in March 2026 with an asking price of $2,700 per month. That rental listing was removed on March 9, 2026. It is currently off market. The Trulia Estimate is $345,500, with a rent estimate of $2,646/month.

Home Details for 2027 Upton Ave

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 2027 Upton Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2132 MCINTOSH ROAD, Sarasota, FL
0.07
Single-Family Home
$335,000
01/30/26
3
2
1,455 sqft
1828 Woodhaven Cir, Sarasota, FL
0.08
Single-Family Home
$350,000
03/19/26
3
2
1,415 sqft
4007 Linwood St, Sarasota, FL
0.33
Single-Family Home
$250,000
11/17/25
2
2
1,458 sqft
2151 UPTON AVENUE, Sarasota, FL
0.09
Single-Family Home
$336,000
02/05/26
2
2
854 sqft
2404 MCINTOSH ROAD, Sarasota, FL
0.24
Single-Family Home
$340,000
04/27/26
2
2
1,352 sqft
4417 Longford Dr, Sarasota, FL
0.21
Single-Family Home
$340,000
03/03/26
3
2
1,469 sqft
4205 RUTH WAY, Sarasota, FL
0.34
Single-Family Home
$365,440
02/13/26
2
2
1,562 sqft
4414 LONGFORD DRIVE, Sarasota, FL
0.22
Single-Family Home
$370,000
06/18/26
3
2
1,427 sqft
2456 ARDEN DRIVE, Sarasota, FL
0.33
Single-Family Home
$370,000
05/07/26
2
2
1,348 sqft
1674 COTTONWOOD TRAIL, Sarasota, FL
0.18
Single-Family Home
$489,900
10/01/25
3
2
1,925 sqft

Nearby homes

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Around this home

Neighborhood Overview

Sarasota Springs
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Sarasota Springs

At least 51 Trulia users voted on each feature.

  • 91 % Say parking is easy

  • 88 % Say it's dog friendly

  • 85 % Say car is needed

  • 75 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 72 % Say there's holiday spirit

  • 71 % Say it's quiet

  • 65 % Say there are sidewalks

  • 62 % Say it's walkable to grocery stores

  • 62 % Say kids play outside

  • 61 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 52 % Say there's wildlife

  • 50 % Say streets are well-lit

  • 37 % Say it's walkable to restaurants

  • 19 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Jess.sanderson
    "Great and safe for familiars of all kinds. Wonderful neighborhood. Family friendly. Pets welcome. Wonderful. "
    0
    Flag
  • Trulia User
    "We have the awesome Christmas light spectacular, hot chocolate, snow for kids, tour busses that go through the neighborhoods "
    1
    Flag
  • Trulia User
    "loved this neighborhood.wish I never had to move from it just had no choice all houses were occupied at the time."
    0
    Flag
  • Trulia User
    "friendly neighbors close to shopping close to interstate short drive to beaches lots of restaurants parks trails biking trails close to downtown easy access to roads"
    1
    Flag
  • Trulia User
    "varies by specific neighborhood. not far to Orioles spring practice. Mennonite neighborhood has food market and restaurants. public transit available. "
    0
    Flag
  • Trulia User
    "No sidewalks and a lot of through streets…but the bike path is minutes away! And they put a park at the stoplight/bike path stop with bathrooms "
    0
    Flag
  • Trulia User
    "We don't have community events. Neighbors don't say or wave hello, Multiple crimes committed such as theft, home invasions, domestic violence, Neighbors are rude and aggressive. Would rate the Neighborhood as a 5/10"
    0
    Flag
  • Trulia User
    "Our neighborhood is very friendly family oriented. most have young children. we all speak with each other everyone is helpful with neighbors lawn care. everyone keeps a watch for children and animals. often neighbors bring food. "
    0
    Flag
  • Trulia User
    "There are a lot of kids in the neighborhood that play well together. I have not met anyone that wasn’t friendly. "
    0
    Flag
  • Jennt93
    "Love Sarasota Springs. Been here for almost 10 years now. Safe for the kids. Really quite. Neighbors are friendly. I "
    10
    Flag
  • Jodie L.
    "Not any. Very nice neighbors. No HOA. Bats at night. Community garage sale would be very welcoming "
    8
    Flag
  • Wendy
    "Our community is very diverse, all ages and lots of activities. people bike and jog regularly and walk their dogs. Very pet friendly. Very active and not boring. "
    13
    Flag
  • Sherry C.
    "We have nice neighbors, it’s close to shopping. Lots of people walk their dogs, go for walks, and there’s a good local school "
    9
    Flag
  • Thomas.silas1993
    "recently moved here and love the area can't wait to grow old and retire in this beautiful area "
    0
    Flag
  • Thomas.silas1993
    "I just moved to the area and everyone seems very kind. the streets are easy to remember and get use to there is thing to do and places to go around every corner"
    10
    Flag
  • Sherry C.
    "We have a neighbored committee. We have not joined it, haven’t felt the need to. If they organize community events they don’t advertise them. We don’t hear of any. "
    5
    Flag
  • Andrew K.
    "Very centrally located but not to urban. It is always the 4th of July in Sarasota Springs!!! Good schools, but stagnant wages around here except for professionals, not many of whom live in this part of town. Cost of living is high in Sarasota, but it this is a better place than most it is worth it."
    20
    Flag
  • Cookseybrita
    "I've lived in this neighborhood for 8 years. My husband grew up across the street from our house and his parent's still live there. "
    13
    Flag
  • Madeline T.
    "Great place to raise children. The Neighbors usually look out for one another. I have been here over two years and never had a problem "
    14
    Flag
  • Edknightcomputers
    "Everything right at your finger tips."
    0
    Flag
  • Mitch
    "Great Neighborhood. Nice families and kids regularly play in the area. Many stop signs and speed bumbps to keep car speeds slow. Restaraunts and shopping areas near by and close access to I-75. Many walk to neighborhood for just a friendly stroll, or to walk pets. No HOA fees "
    0
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Mar 9, 2026
Source: Zillow Rentals
ListingRemoved
$2,500
Mar 5, 2026
Source: Zillow Rentals
PriceChange
$2,500
Price decreased by 7%
Mar 1, 2026
Source: Zillow Rentals
Listed For Rent
$2,700
Mar 26, 2024
Source: Zillow Rentals
ListingRemoved
Mar 23, 2024
Source: Zillow Rentals
PriceChange
$2,500
Price decreased by 4%

Frequently asked questions about 2027 Upton Ave

  • What is 2027 Upton Ave estimated to be worth?
    Trulia's estimated value for 2027 Upton Ave in Sarasota, FL is $345,500.
  • What is the price history for 2027 Upton Ave?
    2027 Upton Ave in Sarasota, FL last sold for $236,000 in May 2019.
  • Is Sarasota a buyer's or seller's market?
    Sarasota is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Sarasota?
    The median sale price in Sarasota is $427K. That is down $5K from the prior month.
  • Does 2027 Upton Ave have air conditioning?
    Yes, 2027 Upton Ave in Sarasota, FL has air conditioning.
  • Does 2027 Upton Ave have laundry facilities?
    Yes, 2027 Upton Ave in Sarasota, FL has in-unit laundry.

Homes for rent near 2027 Upton Ave

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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