2739 COUPE STREET, KISSIMMEE, FL, 34746
Active2 days on marketListed Aug 14, 2026MLS #S5155453
About this home
2739 COUPE STREET
Beautiful TURN-KEY FULLY FURNISHED TOWNHOME in one of Orlando's premiere vacation rental resort destinations. This INCOME PRODUCING PROPERTY at Regal Oaks is featuring a Functional floor plan perfectly designed for a relaxing lifestyle and unforgettable getaway experience. The residence showcases PRIME LOCATION within a short walk to the CLUBHOUSE and one of the best resort amenities in town. Once inside, you can feel the abundance of natural light, modern finishes and tasteful décor. The first floor is open and welcoming, with a combined kitchen and living room along with dining area - great for guest entertaining. Fully equipped KITCHEN is featuring GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES and all kitchenware for pleasant cooking experience. Inviting breakfast cafe and a closet pantry complete the kitchen. DURABLE CERAMIC TILE floors throughout main living areas downstairs including kitchen, dining room and living room. LAUNDRY CLOSET on the first floor with BRAND NEW WASHER and DRYER included in the Sale. OWNER'S SUITE is on the second floor and 2 guest bedrooms with an additional full bathroom are upstairs. Step outside to experience private resort-like settings offering SCREENED-IN PORCH to enjoy a breakfast, a cup of coffee or a homemade dinner; a JETTED ABOVE GROUND TUB is included in the purchase. The HOA fees cover: lawn service, trash pick-up, maintenance of the exterior, guard-gated entry into the community, use of all amenities - the clubhouse, gym, games room, community pool, sports courts. Only minutes from all world-famous Disney parks and major attractions, variety of dining options and shopping; walking distance to popular Old Town Kissimmee, 5 min drive to most walkable town of Celebration and close to Hwy 192, Margaritaville resort and Sunset Walk, H20 Water Park, Studio Movie Grill. Home is also close to the major airports, popular sand beaches, and nearby championship public golf courses. Enjoy luxury vacations and own premier income producing property at the same time. Complimentary $400 value professional photo package comes as a bonus if a future homeowner anticipates using the investment as Airbnb. Transferable Home Warranty. We welcome you to schedule a private showing and to check it out!
Facts & features
The home at a glance
3
Bedrooms
2.5
Bathrooms
1,435
Sqft
0.03 ac
Lot size
2008
Year built
Two
Levels
$219
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.
$3,113 /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
$3,113/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
+6.1%
$/sqft vs REGAL OAKS AT OLD TOWN
$219 vs $211
Days on market
2 vs 55 typical
Where $219/sqft sits among the 26 homes for sale in REGAL OAKS AT OLD TOWN
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 Regal Oaks At Old Town, 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
Zoned & eligible
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$2,100/mo median
Live Kissimmee rental listing data — this home’s rate depends on size, condition and furnishing.
Where it sits
Inside Regal Oaks At Old Town
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Regal Oaks At Old Town is a short-term-rental community. See the full guide →
Regal Oaks At Old Town — neighborhood snapshot
Population
252
Median age
40
Median income
$60,795
Median home value
$52,800
Avg household
3
Households w/ children
42%
For the school run
Osceola County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Kissimmee market
$365K → $350K
Kissimmee median sold, yr/yr
97.3%
Sale-to-list ratio (12 mo)
9 of 26
REGAL OAKS AT OLD TOWN have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 9% below the KISSIMMEE 34746 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 2739 COUPE STREET
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$295,000
2716 IMPALA LANE · same community
3 bd · 2.5 ba · 1,435 sqft · $206/sqft · 10 DOM
Sold · Feb ’26$272,000
2716 BUSHMAN DRIVE · same community
3 bd · 3 ba · 1,440 sqft · $189/sqft · 17 DOM
Sold · Apr ’26$290,000
2708 CAMARO DRIVE · same community
4 bd · 3 ba · 1,440 sqft · $201/sqft · 252 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
Natasha Boges
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 2739 COUPE STREET — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2739 COUPE STREET — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Natasha's phone and CRM.
Straight answers
2739 COUPE STREET FAQs
What would the monthly payment be for 2739 COUPE STREET?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,113/mo — principal and interest, the actual property-tax bill, the $627/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 2739 COUPE STREET?+
The association fee works out to $627 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 2739 COUPE STREET?+
The most recent tax bill on record (2025) was $3,991. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 2739 COUPE STREET be rented short-term?+
Yes — this home sits inside Regal Oaks At Old Town, 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 2739 COUPE STREET?+
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 Kissimmee?+
At $314,900, this home is listed about 17% below the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2739 COUPE STREET?+
Celebration High School (high), Westside K-8 School (elementary) — Osceola County School District. Always verify school assignments with the district before relying on them.
The brief
Five things that matter here
01Under the KISSIMMEE 34746 market on paper
$314,900 is 9% below the KISSIMMEE 34746 median of $345,000.
02Zoned for nightly rentals
Regal Oaks At Old Town 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.
03Move-in furnished
The furniture conveys — a genuine head start for a second home or rental, and one less five-figure line item after closing.
04Know the monthly fee
The association fee is $627/mo. That usually buys real services — verify what's covered before comparing this home against fee-free alternatives.
05Fresh on the market
Only 2 days on market in a Kissimmee market that averages 55 — if it fits, move quickly.
Keep looking
Similar homes nearby
Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES · Elena Sherstikova. MLS #S5155453.
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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