2142 WALDEMERE STREET, SARASOTA, FL, 34239
Active2 days on marketListed Oct 8, 2026MLS #A4706885
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Upcoming open house
Sun, Oct 11
1:00 PM – 3:00 PM
About this home
2142 WALDEMERE STREET
Discover the best of Sarasota living at 2142 Waldemere Street, a turnkey furnished home ideally located within the city limits of Sarasota. Offering the flexibility to serve as a full time residence, seasonal retreat, or income producing property, this home combines an exceptional location with valuable recent improvements. Located in Flood Zone X, updates include a new metal roof (2026), new screened porch enclosure (2026), outdoor shower (2026), newer washer and dryer (2025/2026), HVAC system (2023), kitchen appliances (2023), and PVC plumbing. Designed for indoor and outdoor Florida living, the home features a private fenced backyard, spacious screened porch with an outdoor TV, outdoor shower, and mature tropical landscaping. Previously operated as a successful short term rental, the property generated approximately $50,157 in gross rental revenue in 2025 and $55,323 in 2024, with January through April historically renting for approximately $8,000 per month. The location is a standout. Situated within Sarasota city limits, the property allows for 7 day minimum rentals and is conveniently located near Sarasota Memorial Hospital, Hillview's popular dining and shopping, and Arlington Park with its nature trails, tennis courts, dog park, fitness amenities, and community pool. Downtown Sarasota is just minutes away, with Siesta Key and Sarasota's Gulf beaches also within easy reach. Whether you're searching for a full time residence, seasonal Sarasota retreat, or your next investment, this property offers recent improvements, inviting outdoor living, rental flexibility, and a central Sarasota location that is difficult to replicate. Sold as-is. Additional photos coming 10/13.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,170
Sqft
0.16 ac
Lot size
1952
Year built
One
Levels
$449
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$3,912 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$3,912/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
−6.5%
$/sqft vs Sarasota actives
$449 vs $364
Days on market
2 vs 88 typical
Where $449/sqft sits among the 400 Sarasota actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Arlington Park
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
Arlington Park — neighborhood snapshot
Population
3,505
Median age
48
Median income
$72,618
Median home value
$375,801
Avg household
2
Households w/ children
354
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Sarasota market
$475K → $493K
Sarasota median sold, yr/yr
95.2%
Sale-to-list ratio (12 mo)
191 of 400
Sarasota actives have cut their price
Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 13% below the SARASOTA 34239 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 2142 WALDEMERE STREET
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jul ’26$570,000
2250 HILLVIEW STREET · same community
3 bd · 1 ba · 1,109 sqft · $514/sqft · 34 DOM
Sold · Sep ’26$480,000
2250 ARLINGTON STREET · same community
2 bd · 2 ba · 1,640 sqft · $293/sqft · 59 DOM
Sold · Oct ’25$320,000
2102 ARLINGTON STREET · same community
2 bd · 1 ba · 688 sqft · $465/sqft · 89 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Tommy Trainer
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 2142 WALDEMERE STREET — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2142 WALDEMERE STREET — before you fall in love.
See it in person
Schedule a tour
Live availability from Tommy's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2142 WALDEMERE STREET FAQs
What would the monthly payment be for 2142 WALDEMERE STREET?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,912/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 2142 WALDEMERE STREET?+
The most recent tax bill on record (2025) was $5,161. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 2142 WALDEMERE STREET?+
The listing reports pets: Cats OK, Dogs OK, Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Sarasota?+
At $524,900, this home is listed about 5% below the Sarasota median of $550,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2142 WALDEMERE STREET?+
Sarasota High School (high), Southside Elementary School (elementary), Brookside Middle School (middle) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Under the SARASOTA 34239 market on paper
$524,900 is 13% below the SARASOTA 34239 median of $599,950, and at $449/sqft it sits under the Sarasota average of $488.
02Fresh on the market
Only 2 days on market in a Sarasota market that averages 88 — if it fits, move quickly.
03Strong assigned schools
Sarasota High School, Southside Elementary School, Brookside Middle School — Southside Elementary School rates 5 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of KW COASTAL LIVING III · Halie Monde. MLS #A4706885.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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