
220 ROLLINGWOOD TRAIL, ALTAMONTE SPRINGS, FL, 32714
Active53 days on marketListed Jun 11, 2026MLS #O6414914
About this home
220 ROLLINGWOOD TRAIL
Once in a generation - 56 years of devoted ownership, offered for the very first time. Meticulously maintained by a single family for over five decades, 220 Rollingwood Trail is a rare opportunity to own a generational home in one of Central Florida's most coveted guard-gated communities, Spring Lake Hills. Offered on the open market for the very first time, this 5-bedroom, 3-bathroom, 3-car garage pool home sits on a beautifully landscaped 0.35-acre lot and has been thoughtfully upgraded throughout, delivering a truly move-in ready lifestyle with nothing left to do but make it your own. This home is a standout for the energy-conscious buyer. A fully paid-off solar system installed in 2024 powers the home with virtually no monthly electric bill. A whole-house standby generator with dedicated hookup provides peace of mind through any Florida storm season. The upgraded electrical panel, energy-efficient water heater, high-efficiency variable-speed pool equipment, and double-pane energy-efficient windows complete a mechanical package that is simply unmatched at this price point. New roof installed May 2020. Step inside to warm hardwood and tile floors, a charming dry bar perfect for entertaining, and a kitchen anchored by classic Chicago brick detailing that gives the space a timeless, character-rich feel. The generous 2,845 square feet of living space is spread across five bedrooms and three full bathrooms, offering ideal flexibility for families, guests, or a dedicated home office. The three-car garage features extensive built-in storage and workshop, a rare find in this community. The backyard is a true Florida retreat - a screened pool and expansive covered patio invite year-round outdoor living, while a propane hookup on the side yard serves both the grill and a gas-burning fireplace for those cooler evenings. A lifetime paver driveway adds curb appeal from the moment you arrive. The 8-zone irrigation system and covered gutter system keep the property in pristine condition with minimal upkeep. CPVC plumbing throughout. City water and city sewer. Spring Lake Hills is among Seminole County's most prestigious addresses - a 24-hour guard-gated community with a single staffed entry and exit point, offering an unmatched level of security and privacy. Residents enjoy deeded access to two lakes - Spring Lake and Lake Destiny - via two private community boat ramps, plus pickleball courts, basketball courts, and a community playground. Within minutes of three of Central Florida's top-rated private schools, major shopping and dining at Altamonte Mall and Cranes Roost Park, and seamless Interstate 4 access to Orlando and beyond. Homes with this combination of pedigree, mechanical upgrades, community amenities, and first-time-on-market status simply do not come available often. It is a lovingly cared-for family home being passed forward. Schedule your private showing before this chapter closes.
Facts & features
The home at a glance
5
Bedrooms
3.5
Bathrooms
2,845
Sqft
0.35 ac
Lot size
3
Garage
1970
Year built
One
Levels
$262
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.
$4,876 /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
$4,876/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.
$/sqft vs Altamonte Springs actives
$262 vs $184
Days on market
53 vs 36 typical
Where $262/sqft sits among the 289 Altamonte Springs 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.
The investor lens
Two ways this home pays
This home sits inside Spring Lake, a community zoned to allow true short-term rentals — so it can earn as a nightly rental or a traditional lease. Here’s how the two paths compare.
Short-term rental · projected
$65,559/yr gross
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$1,597/mo median
Live Altamonte Springs rental listing data — this home’s rate depends on size, condition and furnishing.
The Altamonte Springs short-term market
▼ Softening48%
Occupancy
▼ 20% yr/yr
$185
Avg nightly rate
▲ 17% yr/yr
$20K/yr
Revenue per listing
$89
RevPAR
32 days
Booking lead time
5.8 nights
Avg stay
4
Typical min nights
133
Active rentals
▼ 6% supply
Seasonality — monthly occupancy
Peaks at 53% in Feb · bottoms at 36% in Jun
Last 12 months of data, January–December, bars scaled to the seasonal peak. Market-wide averages across all home sizes in Altamonte Springs — the projection above is specific to this home’s size.
Where it sits
Inside Spring Valley
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Spring Lake is a short-term-rental community. See the full guide →
Spring Valley — neighborhood snapshot
Population
4,751
Median age
31
Median income
$55,823
Median home value
$131,254
Avg household
3
Households w/ children
688
For the school run
Seminole County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Altamonte Springs market
$307K → $288K
Altamonte Springs median sold, yr/yr
96.7%
Sale-to-list ratio (12 mo)
144 of 289
Altamonte Springs actives have cut their price
Median sold price, Altamonte Springs, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 352% above the ALTAMONTE SPRINGS 32714 median. See the full Altamonte Springs market guide →
Paper trail
This home's history
Reality check
What actually sold near 220 ROLLINGWOOD TRAIL
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$1,204,000
150 SPRING COVE TRAIL · same community
5 bd · 3 ba · 2,646 sqft · $455/sqft · 8 DOM
Sold · Feb ’26$790,000
180 SPRING LAKE HILLS DRIVE · same community
4 bd · 2.5 ba · 2,638 sqft · $299/sqft · 4 DOM
Sold · Jun ’26$535,000
130 ROLLINGWOOD TRAIL · same community
4 bd · 2 ba · 2,310 sqft · $232/sqft · 175 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 220 ROLLINGWOOD TRAIL — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 220 ROLLINGWOOD TRAIL — 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
220 ROLLINGWOOD TRAIL FAQs
What would the monthly payment be for 220 ROLLINGWOOD TRAIL?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,876/mo — principal and interest, the actual property-tax bill, the $170/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 220 ROLLINGWOOD TRAIL?+
The association fee works out to $170 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 220 ROLLINGWOOD TRAIL?+
The most recent tax bill on record (2025) was $2,964. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 220 ROLLINGWOOD TRAIL be rented short-term?+
Yes — this home sits inside Spring Lake, a community zoned to allow short-term rentals. Nightly-rental income could change the math on this purchase entirely; request a free rental income analysis and our team will prepare projections for this exact home.
Are pets allowed at 220 ROLLINGWOOD TRAIL?+
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 Altamonte Springs?+
At $745,000, this home is listed about 240% above the Altamonte Springs median of $219,000. The market section on this page shows how the area is trending.
Which schools are assigned to 220 ROLLINGWOOD TRAIL?+
Spring Lake Elementary School (elementary), Milwee Middle School (middle), Lyman High School (high) — Seminole 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
$745,000 runs 352% above the ALTAMONTE SPRINGS 32714 median — but at 2,845 sqft it's also nearly twice the size of the typical Altamonte Springs listing.
02Zoned for nightly rentals
Spring Lake is one of the communities zoned to allow true short-term rentals — nightly income could change the math on this purchase entirely. Ask for the free rental analysis below.
03Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
04The price has already moved
Listed at $769,000, now $745,000 — a $24K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of CREEGAN GROUP · Tyler Deans. MLS #O6414914.
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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