1801 HIGHLAND ROAD, OSPREY, FL, 34229
Active311 days on marketListed Sep 16, 2025MLS #N6140508
Come see it
Upcoming open house
Sun, Jul 26
1:00 PM – 3:00 PM
About this home
1801 HIGHLAND ROAD
One or more photo(s) has been virtually staged. Welcome to this light-filled, beautifully maintained 2-bedroom, 2-bath townhome in the highly desirable Town-End Shores community of Osprey. With LOW HOA FEES $150.00 PER MONTH and GROUND MAINTENANCE INCLUDED IN FEE this townhouse is designed for comfortable living and easy entertaining, the open-concept main level features a spacious living room, dining area, and a bright Florida room with sliding glass doors that fill the home with natural light. The stunning kitchen showcases granite countertops, contemporary cabinets, Stainless Steel Appliances and space for gathering with family and friends. Architectural details including tray ceilings, crown molding, and 9-foot ceilings add elegance, while wood-look tile and luxury vinyl plank flooring provide beauty and durability throughout. Upstairs, you'll find two bedrooms, including a spacious primary suite with a walk-in closet. A rare bonus for a townhome, the attached two-car garage offers ample room for vehicles, storage, and hobbies. Residents enjoy access to the community pool, perfect for cooling off on warm Florida days or relaxing poolside. Ideally located just minutes from world-renowned Gulf beaches, shopping, restaurants, Oscar Scherer State Park, and the Legacy Trail, this home offers the best of Florida's outdoor lifestyle. Whether you're searching for a full-time residence, a winter getaway, or an investment opportunity, this move-in-ready townhome is one you won't want to miss. Schedule your private showing today!
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,165
Sqft
0.1 ac
Lot size
2
Garage
1999
Year built
Two
Levels
$249
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 and the real association fee — not generic estimates.
$2,360 /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
$2,360/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
+9%
$/sqft vs Osprey actives
$249 vs $338
Days on market
311 vs 57 typical
Where $249/sqft sits among the 96 Osprey 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 Southbay Yacht & Racquet Club
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Osprey. See the full Osprey guide →
Southbay Yacht & Racquet Club — neighborhood snapshot
Population
1,031
Median age
64
Median income
$98,565
Median home value
$807,000
Avg household
2
Households w/ children
44%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Osprey market
$710K → $530K
Osprey median sold, yr/yr
93.5%
Sale-to-list ratio (12 mo)
52 of 96
Osprey actives have cut their price
Median sold price, Osprey, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 42% below the OSPREY 34229 median. See the full Osprey market guide →
Paper trail
This home's history
Reality check
What actually sold near 1801 HIGHLAND ROAD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$375,000
1795 HIGHLAND ROAD · same community
3 bd · 3 ba · 1,879 sqft · $200/sqft · 24 DOM
Sold · Dec ’25$295,000
2404 PINE COURT
2 bd · 2 ba · 1,204 sqft · $245/sqft · 9 DOM
Sold · May ’26$230,000
449 BOTTICELLI DRIVE UNIT 449
2 bd · 2 ba · 1,232 sqft · $187/sqft · 57 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
Steeve Cadeau
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 1801 HIGHLAND ROAD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1801 HIGHLAND ROAD — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Steeve's phone and CRM.
Straight answers
1801 HIGHLAND ROAD FAQs
What would the monthly payment be for 1801 HIGHLAND ROAD?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,360/mo — principal and interest, the actual property-tax bill, the $150/mo association fee 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.
How much are the HOA fees at 1801 HIGHLAND ROAD?+
The association fee works out to $150 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 1801 HIGHLAND ROAD?+
The most recent tax bill on record (2025) was $2,578. 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 1801 HIGHLAND ROAD?+
The listing reports pets: 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 Osprey?+
At $289,900, this home is listed about 58% below the Osprey median of $692,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1801 HIGHLAND ROAD?+
Laurel Nokomis School (elementary), Venice Senior High School (high) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Under the OSPREY 34229 market on paper
$289,900 is 42% below the OSPREY 34229 median of $499,900, and at $249/sqft it sits under the Osprey average of $401.
02Time on market is leverage
311 days on market against a Osprey median of 57 — sellers in this position are usually ready to negotiate.
03Strong assigned schools
Laurel Nokomis School, Venice Senior High School — Laurel Nokomis School rates 4 of 5. Always verify assignments with the district.
04The price has already moved
Listed at $350,000, now $289,900 — a $60K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of RE/MAX ALLIANCE GROUP · Kimberly Werla, Pa. MLS #N6140508.
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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