4987 CROSS POINTE DRIVE, OLDSMAR, FL, 34677
Active1 days on marketListed Aug 9, 2026MLS #TB8536934
About this home
4987 CROSS POINTE DRIVE
Nestled within a gated neighborhood inside an exclusive gated golf course community, this exceptional single-family home offers the perfect blend of privacy, space, and luxury. Situated on an expansive lot of about 1/3 of an acre, the property enjoys a serene preserve backdrop, creating a peaceful setting with a spacious backyard and plenty of room to relax, entertain, or create your dream outdoor retreat. Thoughtfully designed with flexibility and comfort in mind, this spacious residence features four bedrooms, three full bathrooms, and a dedicated office, providing abundant space for a growing family, multiple home offices, hobby rooms, or welcoming guests with ease. High and Tray ceilings enhance the home's open, airy feel, while engineered wood flooring throughout the main living areas adds warmth, style, and timeless appeal. The heart of the home is the expansive family room and kitchen combination, designed for both everyday living and effortless entertaining. A cozy dining nook complements the generous snack bar, offering ample seating for family and friends. The kitchen is enhanced by taller cabinetry featuring distinctive glass inserts and decorative accent lighting with multiple color options, adding both elegance and personality. Anchoring the family room is a striking wood-burning fireplace featuring a custom mantel with an updated stacked-stone surround, creating a warm and inviting focal point for gatherings or quiet evenings at home. Step outside to your own private resort-style oasis. The expansive screened lanai, rescreened in 2023, surrounds a beautifully renovated pool and entertaining area. A Pebble Tec pool finish, sun shelf, dramatic stacked-stone waterfall, elegant travertine pool deck, and updated wet bar—all completed in 2023—create an exceptional outdoor living experience. The oversized three-car garage is equally impressive, featuring a professionally finished Spartacote Sparta-Chip floor for a clean, upscale appearance. Additional upgrades include Wi-Fi-enabled garage door openers and a hurricane-rated garage door, both installed in 2018, providing modern convenience and peace of mind. This meticulously maintained home has been extensively updated, allowing the next owner to move in with confidence. Significant improvements include a new roof (2019), hurricane-rated windows and doors (2022), remodeled hall and pool bathrooms (2017), replacement chimney cap (2024), hot water heater (2024), water softener (2025), and numerous thoughtful enhancements throughout. These investments not only enhance the home's beauty but also provide exceptional value, efficiency, and long-term peace of mind. Located within one of the area's premier gated golf course communities, this home offers the opportunity to enjoy an exceptional lifestyle, with golf and social memberships available for purchase separately. Combining generous living spaces, extensive upgrades, luxurious indoor and outdoor amenities, and an outstanding homesite, this remarkable residence is a rare opportunity to experience the very best of Florida living.
Facts & features
The home at a glance
4
Bedrooms
3
Bathrooms
2,631
Sqft
0.33 ac
Lot size
3
Garage
1994
Year built
One
Levels
$323
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.
$5,714 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$5,714/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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
+7.1%
$/sqft vs Oldsmar actives
$323 vs $229
Days on market
1 vs 57 typical
Where $323/sqft sits among the 149 Oldsmar 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 East Lake Woodlands
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Oldsmar. See the full Oldsmar guide →
East Lake Woodlands — neighborhood snapshot
Population
7,647
Median age
53
Median income
$107,049
Median home value
$399,307
Avg household
2
Households w/ children
583
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Oldsmar market
$400K → $470K
Oldsmar median sold, yr/yr
96.5%
Sale-to-list ratio (12 mo)
90 of 149
Oldsmar actives have cut their price
Median sold price, Oldsmar, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 240% above the OLDSMAR 34677 median. See the full Oldsmar market guide →
Paper trail
This home's history
Reality check
What actually sold near 4987 CROSS POINTE DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Oct ’25$770,000
1827 FOXBORO COURT · same community
4 bd · 3 ba · 2,606 sqft · $295/sqft · 83 DOM
Sold · Jul ’26$627,500
4878 SHERBROOK DRIVE · same community
4 bd · 3 ba · 2,730 sqft · $230/sqft · 10 DOM
Sold · May ’26$350,000
1223 CLAYS TRAIL
4 bd · 2.5 ba · 2,600 sqft · $135/sqft · 153 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
Janet Bowlin
Realtor® · CENTURY 21 Edge
Tours, negotiation, and every question about 4987 CROSS POINTE DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4987 CROSS POINTE DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Janet's phone and CRM.
Straight answers
4987 CROSS POINTE DRIVE FAQs
What would the monthly payment be for 4987 CROSS POINTE DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,714/mo — principal and interest, the actual property-tax bill, the $236/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 4987 CROSS POINTE DRIVE?+
The association fee works out to $236 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 4987 CROSS POINTE DRIVE?+
The most recent tax bill on record (2025) was $4,964. 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 4987 CROSS POINTE DRIVE?+
The listing reports pets: Cats OK, Dogs OK. 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 Oldsmar?+
At $849,900, this home is listed about 152% above the Oldsmar median of $337,450. The market section on this page shows how the area is trending.
Which schools are assigned to 4987 CROSS POINTE DRIVE?+
Forest Lakes Elementary School (elementary), Joseph L. Carwise Middle School (middle), East Lake High School (high) — Pinellas County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$849,900 runs 240% above the OLDSMAR 34677 median — but at 2,631 sqft it's also nearly twice the size of the typical Oldsmar listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Fresh on the market
Only 1 day on market in a Oldsmar market that averages 57 — if it fits, move quickly.
04Strong assigned schools
Forest Lakes Elementary School, Joseph L. Carwise Middle School, East Lake High School — Forest Lakes Elementary School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA · Ryan Nowlin. MLS #TB8536934.
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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