149 CHERRY CREEK CIRCLE, WINTER SPRINGS, FL, 32708
Active43 days on marketListed Jun 24, 2026MLS #O6414847
About this home
149 CHERRY CREEK CIRCLE
NEW PRICE! Luxury living awaits in this custom pool home located within Tuscawilla Reserve, an exclusive gated community in Winter Springs, Florida. Offering more than 4,000 square feet of living space, this impressive estate features five bedrooms, five full bathrooms, a private office or bonus room, a three-car side-entry garage, and a flexible floor plan designed for modern living. The heart of the home is the spectacular two-story kitchen and family room, where soaring ceilings and expansive windows fill the space with natural light and frame views of the pool and backyard. Sleek wood flooring flows throughout the main living areas, creating a warm, open setting for everyday living and entertaining. The chef’s kitchen features JennAir appliances, double ovens, a convection oven and microwave combination, an oversized granite island, a built-in buffet with an integrated wine refrigerator, and a large walk-in pantry. With abundant counter space, storage, and seating, the kitchen serves as both a functional workspace and a striking centerpiece of the home. The thoughtfully designed floor plan offers excellent flexibility for families, guests, remote work, and multigenerational living. The upstairs retreat includes an additional bedroom, full bathroom, and expansive flex space that can be used as a media room, playroom, second office, fitness area, or private guest suite. Outside, enjoy a private backyard oasis with a sparkling pool and spa, new pool heater, mature landscaping, and a fully fenced yard. The spacious outdoor setting offers privacy while providing plenty of room for relaxing, entertaining, and enjoying the Florida lifestyle. Additional features include a whole-house water softener, generous storage, expansive living areas, and a three-car side-entry garage. Tuscawilla Reserve is conveniently located near the Seminole Trail and Tuscawilla Country Club, offering nearby access to golf, tennis, swimming, dining, and social activities. Golf carts are a popular way to travel throughout the Tuscawilla community, adding to the neighborhood’s charm and convenience. The property is also zoned for highly regarded Seminole County schools and is convenient to shopping, dining, parks, and major Central Florida destinations. For buyers searching for a luxury home in Winter Springs, a gated community home with a pool, or a custom estate near Tuscawilla Country Club, this exceptional property offers space, privacy, natural light, and elevated indoor-outdoor living. Schedule your private showing and experience Tuscawilla Reserve living at its finest.
Facts & features
The home at a glance
5
Bedrooms
5
Bathrooms
4,001
Sqft
0.43 ac
Lot size
3
Garage
1996
Year built
Two
Levels
$271
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.
$7,613 /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
$7,613/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 Winter Springs actives
$271 vs $241
Days on market
43 vs 38 typical
Where $271/sqft sits among the 122 Winter 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.
Where it sits
Inside Tuscawilla
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Springs. See the full Winter Springs guide →
Tuscawilla — neighborhood snapshot
Population
9,610
Median age
57
Median income
$101,354
Median home value
$420,645
Avg household
2
Households w/ children
811
For the school run
Seminole County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Springs market
$433K → $440K
Winter Springs median sold, yr/yr
97.8%
Sale-to-list ratio (12 mo)
80 of 122
Winter Springs actives have cut their price
Median sold price, Winter Springs, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 193% above the WINTER SPRINGS 32708 median. See the full Winter Springs market guide →
Paper trail
This home's history
Reality check
What actually sold near 149 CHERRY CREEK CIRCLE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Aug ’25$1,050,000
101 CHERRY CREEK CIRCLE · same community
5 bd · 4 ba · 3,433 sqft · $306/sqft · 4 DOM
Sold · May ’26$1,250,000
202 ARROWHEAD COURT
5 bd · 4.5 ba · 4,078 sqft · $307/sqft · 155 DOM
Sold · Mar ’26$1,300,000
1224 NORTHERN WAY
4 bd · 3.5 ba · 4,131 sqft · $315/sqft · 23 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 149 CHERRY CREEK CIRCLE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 149 CHERRY CREEK CIRCLE — 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
149 CHERRY CREEK CIRCLE FAQs
What would the monthly payment be for 149 CHERRY CREEK CIRCLE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $7,613/mo — principal and interest, the actual property-tax bill, the $123/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 149 CHERRY CREEK CIRCLE?+
The association fee works out to $123 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 149 CHERRY CREEK CIRCLE?+
The most recent tax bill on record (2025) was $12,825. 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 149 CHERRY CREEK CIRCLE?+
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 Winter Springs?+
At $1,085,000, this home is listed about 171% above the Winter Springs median of $399,950. The market section on this page shows how the area is trending.
Which schools are assigned to 149 CHERRY CREEK CIRCLE?+
Keeth Elementary School (elementary), Indian Trails Middle School (middle), Winter Springs 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
$1,085,000 runs 193% above the WINTER SPRINGS 32708 median — but at 4,001 sqft it's also nearly twice the size of the typical Winter Springs listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Strong assigned schools
Keeth Elementary School, Indian Trails Middle School, Winter Springs High School — Keeth Elementary School rates 4 of 5. Always verify assignments with the district.
04The price has already moved
Listed at $1,130,000, now $1,085,000 — a $45K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of COLDWELL BANKER REALTY · Susan Williams. MLS #O6414847.
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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