
101 CYPRESS ROAD, WILDWOOD, FL, 34785
Active49 days on marketListed Jun 4, 2026MLS #G5113301
About this home
101 CYPRESS ROAD
- This fabulous 2-bedroom, 2-bath home is truly ready for you, beautifully updated and tastefully remodeled to give you the most comfort, style, and easy Florida living. Inside, you’ll find abundant storage, generous cabinetry, Walkin closets, and a flowing floor plan that makes the home feel open and inviting from the moment you step in. The charming front screen room is perfect for morning coffee or evening relaxation, and the home sits proudly on a huge corner lot near the back gate—giving you quick, convenient access to The Village of Fenney, Sawgrass, Middleton, Chitty Chatty, Brownwood Square, the new Super Walmart, and so many other local attractions. This home is nestled in a very active gated golf community offering endless activities, beautiful nature walks, fishing, swimming, and plenty of fun at the popular Oaks Restaurant and Lounge. Continental Country Club is truly wonderful place to enjoy time with family and friends and to embrace your retirement in beautiful, sunny Florida—come experience the lifestyle and make this home yours!! (more pictures to come)
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,144
Sqft
0.14 ac
Lot size
1985
Year built
One
Levels
$112
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.
$1,414 /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
$1,414/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
−2.8%
$/sqft vs Wildwood actives
$112 vs $171
Days on market
49 vs 49 typical
Where $112/sqft sits among the 178 Wildwood 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 Wildwood
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Wildwood. See the full Wildwood guide →
WILDWOOD 34785 — neighborhood snapshot
Population
17,895
Median age
44.1
Median income
$48,004
Median home value
$210,500
Avg household
2.11
Households w/ children
1,278
For the school run
Sumter County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Wildwood market
$304K → $313K
Wildwood median sold, yr/yr
96.1%
Sale-to-list ratio (12 mo)
84 of 178
Wildwood actives have cut their price
Median sold price, Wildwood, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 54% below the WILDWOOD 34785 median. See the full Wildwood market guide →
Paper trail
This home's history
Reality check
What actually sold near 101 CYPRESS ROAD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$152,600
114 CYPRESS ROAD · same community
2 bd · 2 ba · 1,144 sqft · $133/sqft · 39 DOM
Sold · Mar ’26$59,000
103 ROBIN LANE · same community
2 bd · 2 ba · 1,152 sqft · $51/sqft · 63 DOM
Sold · Jan ’26$134,000
104 WINTERBERRY AVENUE · same community
2 bd · 2 ba · 1,248 sqft · $107/sqft · 222 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 101 CYPRESS ROAD — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 101 CYPRESS ROAD — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
101 CYPRESS ROAD FAQs
What would the monthly payment be for 101 CYPRESS ROAD?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $1,414/mo — principal and interest, the actual property-tax bill, the $361/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 101 CYPRESS ROAD?+
The association fee works out to $361 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 101 CYPRESS ROAD?+
The most recent tax bill on record (2025) was $959. 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 101 CYPRESS ROAD?+
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 Wildwood?+
At $128,500, this home is listed about 56% below the Wildwood median of $288,875. The market section on this page shows how the area is trending.
Which schools are assigned to 101 CYPRESS ROAD?+
Wildwood Elementary School (elementary) — Sumter County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of DOWN HOME REALTY, LLLP · Colleen Kramer. MLS #G5113301.
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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