
4248 EXPEDITION WAY, OSPREY, FL, 34229
Active23 days on marketListed Aug 31, 2026MLS #A4704095
About this home
4248 EXPEDITION WAY
Welcome home to this beautiful 3-bedroom, 2-bathroom condo in the sought after gated community of Bay Street Village! Experience comfortable Sarasota living in this well-appointed condo, featuring neutral paint, ceiling fans throughout, tile flooring in the main living areas, and carpeted bedrooms. The open-concept living and dining area flows seamlessly into the kitchen, complete with granite countertops, a breakfast bar, solid wood cabinetry, a spacious pantry, and stainless steel appliances, including a refrigerator, range, microwave, and dishwasher. Enjoy peaceful lake views from the screened balcony with access from both the living room and primary suite. The primary bedroom offers a walk-in closet, linen closet, and private en-suite bath with dual sinks and a walk-in shower. Two additional bedrooms provide ample closet space and natural light, making them ideal for guests, a home office, or additional living needs. A private one-car garage is located directly below the unit, and an in-unit washer and dryer add everyday convenience. Ideally located near Sarasota's shopping, dining, golf courses, parks, and world-famous Gulf Coast beaches. Enjoy the ease of maintenance-free living in the sought-after Bay Street Village community, ideally located between Sarasota and Venice, placing the area's best shopping, dining, entertainment, and Gulf Coast attractions within easy reach. Residents enjoy access to resort-style amenities, including a sparkling community pool and a well-equipped fitness center. For families, the home is conveniently located near some of the region's most highly regarded schools, including Pine View School. Spend your weekends exploring Venice's charming downtown, dining at Sarasota's renowned restaurants, or relaxing on the sugar-sand shores of Siesta Key Beach, consistently ranked among the nation's top beaches. ADDITIONAL FEES AND RENTAL INFORMATION: Move-In Funds: Minimum 1st month rent, 1 month security deposit. Application fee: $100 Application fee Association application: $150 application fee Pet(s): Sorry, no pets! Water charges: $80 single and $100 double occupancy THIRD PARTY PET SCREENING SERVICE: ALL applicants must complete pet screening. Create a pet and/or animal profile or "no pet" profile. THE ESA APPROVAL MUST BE OBTAINED WITH OUR PET SCREENING SERVICE. PMI SWFL does not review/evaluate ESA documents for approval. Qualifications: We run a complete background check that includes credit, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550. This property is professionally managed by PMI Southwest Florida.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,430
Sqft
30.5 ac
Lot size
1
Garage
2017
Year built
Two
Levels
$2
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Principal and interest plus estimated taxes and insurance. Run your own numbers below.
$176 /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
$176/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Estimates only — taxes at 1.1%/yr and typical insurance; 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.
$/sqft vs Osprey actives
$2 vs $368
Days on market
23 vs 107 typical
Where $2/sqft sits among the 78 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 Sarabay Acres
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Osprey. See the full Osprey guide →
Sarabay Acres — neighborhood snapshot
Population
1,075
Median age
65
Median income
$54,735
Median home value
$363,400
Avg household
2
Households w/ children
14%
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
$723K → $765K
Osprey median sold, yr/yr
93.8%
Sale-to-list ratio (12 mo)
33 of 78
Osprey actives have cut their price
Median sold price, Osprey, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 100% below the OSPREY 34229 median. See the full Osprey market guide →
Paper trail
This home's history
Reality check
What actually sold near 4248 EXPEDITION WAY
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Mar ’26$318,000
116 NAVIGATION CIRCLE UNIT 106 · same community
3 bd · 2 ba · 1,430 sqft · $222/sqft · 220 DOM
Sold · Jan ’26$329,000
85 NAVIGATION CIRCLE · same community
3 bd · 2 ba · 1,430 sqft · $230/sqft · 8 DOM
Sold · Mar ’26$335,000
172 EXPLORER DRIVE · same community
2 bd · 2 ba · 1,449 sqft · $231/sqft · 3 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
Iain Robinson
Broker Associate · CENTURY 21 Edge
Tours, negotiation, and every question about 4248 EXPEDITION WAY — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4248 EXPEDITION WAY — before you fall in love.
See it in person
Schedule a tour
Live availability from Iain's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
4248 EXPEDITION WAY FAQs
What would the monthly payment be for 4248 EXPEDITION WAY?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $176/mo — principal and interest, estimated property taxes 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.
Are pets allowed at 4248 EXPEDITION WAY?+
The listing reports pets: No. 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 $2,245, this home is listed about 100% below the Osprey median of $669,500. The market section on this page shows how the area is trending.
Which schools are assigned to 4248 EXPEDITION WAY?+
Laurel Nokomis School (elementary), Venice Senior High School (high) — Sarasota County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of PMI SOUTHWEST FLORIDA · Brandon Green. MLS #A4704095.
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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