1107 S PENNSYLVANIA AVENUE, WINTER PARK, FL, 32789
Active11 days on marketListed Sep 9, 2026MLS #O6440372
About this home
1107 S PENNSYLVANIA AVENUE
Charming and well-maintained duplex for rent in Winter Park’s highly sought-after “College Quarter.” This 2-bedroom, 1-bath home features a spacious laundry room with washer and dryer included, and is filled with natural light thanks to energy-efficient double-pane windows. Located on a beautiful tree-lined brick street surrounded by luxury townhomes and lakefront estates, the property is just a short 5 to 10-minute walk from the scenic shores of Lake Virginia and the Rollins College campus. Winter Park’s iconic Park Avenue, with its boutique shopping, dining, and cultural attractions, is also within easy reach. Outside, enjoy your own private paver patio, perfect for relaxing in the peaceful evening air. There’s generous off-street parking available, with two dedicated spots in the front and additional private parking in the rear for residents and guests. This is a rare opportunity to live in one of Winter Park’s most charming and walkable neighborhoods—don’t miss it.
Facts & features
The home at a glance
2
Bedrooms
1
Bathrooms
737
Sqft
0.16 ac
Lot size
1966
Year built
One
Levels
$2
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Principal and interest plus estimated taxes and insurance. Run your own numbers below.
$173 /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
$173/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Estimates only — taxes at 1.1%/yr and typical insurance; 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 Park actives
$2 vs $349
Days on market
11 vs 43 typical
Where $2/sqft sits among the 351 Winter Park 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 Mead Garden
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Park. See the full Winter Park guide →
Mead Garden — neighborhood snapshot
Population
767
Median age
48
Median income
$88,672
Median home value
$626,400
Avg household
2
Households w/ children
47%
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Park market
$470K → $512K
Winter Park median sold, yr/yr
96.8%
Sale-to-list ratio (12 mo)
158 of 351
Winter Park actives have cut their price
Median sold price, Winter Park, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 100% below the WINTER PARK 32789 median. See the full Winter Park market guide →
Paper trail
This home's history
Reality check
What actually sold near 1107 S PENNSYLVANIA AVENUE
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$275,000
600 10TH STREET · same community
4 bd · 3 ba · 1,935 sqft · $142/sqft · 303 DOM
Sold · Dec ’25$1,637,500
1616 NORTH DRIVE · same community
3 bd · 3 ba · 2,839 sqft · $577/sqft · 341 DOM
Sold · Apr ’26$3,950,000
1739 CHEROKEE DRIVE · same community
4 bd · 4.5 ba · 4,538 sqft · $870/sqft · 74 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
Jillian Kobylesky
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 1107 S PENNSYLVANIA AVENUE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1107 S PENNSYLVANIA AVENUE — before you fall in love.
See it in person
Schedule a tour
Live availability from Jillian's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1107 S PENNSYLVANIA AVENUE FAQs
What would the monthly payment be for 1107 S PENNSYLVANIA AVENUE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $173/mo — principal and interest, estimated property taxes 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.
Are pets allowed at 1107 S PENNSYLVANIA AVENUE?+
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 Winter Park?+
At $1,800, this home is listed about 100% below the Winter Park median of $575,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1107 S PENNSYLVANIA AVENUE?+
Audubon Park School (elementary), Winter Park High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of NOVA REAL ESTATE SERVICES INC · Simone Pinto de Almeida Santos. MLS #O6440372.
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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