
350 N PHELPS AVENUE, WINTER PARK, FL, 32789
Active34 days on marketListed Sep 8, 2026MLS #O6440072
About this home
350 N PHELPS AVENUE
Beautifully updated home in the heart of Winter Park - available November 1! Welcome to 350 North Phelps Avenue. This move-in-ready home offers four bedrooms, three full bathrooms, an open split floor plan, a bonus room with French doors, and a large fenced backyard, blending modern elegance with timeless charm. The house has a Tesla Level 2 fast charger and a state-of-the-art reverse osmosis water filter. Rent also includes unlimited pest control service and full landscaping and grounds care. Ideal for anyone looking for proximity to boutique shopping, fine dining, and the vibrant cultural scene of Park Avenue. Recent upgrades include: renovated kitchen with wood cabinetry, quartz countertops, and stainless steel appliances; bamboo flooring and updated bathrooms; washer and dryer, modern blinds, and reinforced attic insulation; garage door and exterior back door (2020); both A/C systems replaced (2019 and 2020); dishwasher and garbage disposal (2023). Hurricane protection upgrade: a secondary water barrier was installed beneath the shingles, preventing water intrusion even if shingles blow off during a storm. Minutes from Rollins College and downtown Winter Park. Schedule your private showing today.
Facts & features
The home at a glance
4
Bedrooms
3
Bathrooms
2,267
Sqft
0.2 ac
Lot size
1
Garage
1953
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.
$194 /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
$194/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 $343
Days on market
34 vs 58 typical
Where $2/sqft sits among the 339 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 Sylvan Heights
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Park. See the full Winter Park guide →
Sylvan Heights — neighborhood snapshot
Population
87
Median age
42
Median income
$250,001
Median home value
$745,400
Avg household
3
Households w/ children
12%
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 → $530K
Winter Park median sold, yr/yr
96.8%
Sale-to-list ratio (12 mo)
162 of 339
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 99% 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 350 N PHELPS AVENUE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Feb ’26$475,000
1740 ANZLE AVENUE · same community
4 bd · 2 ba · 1,808 sqft · $263/sqft · 81 DOM
Sold · Jun ’26$615,000
1780 GOODRICH AVENUE · same community
3 bd · 2 ba · 1,283 sqft · $479/sqft · 3 DOM
Sold · Mar ’26$290,000
1108 E WINNEMISSETT AVENUE · same community
2 bd · 2 ba · 1,096 sqft · $265/sqft · 43 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
Shawn Headley
Realtor · CENTURY 21 Edge
Tours, negotiation, and every question about 350 N PHELPS AVENUE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 350 N PHELPS AVENUE — before you fall in love.
See it in person
Schedule a tour
Live availability from Shawn's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
350 N PHELPS AVENUE FAQs
What would the monthly payment be for 350 N PHELPS AVENUE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $194/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 350 N PHELPS AVENUE?+
The listing reports pets: Breed Restrictions. 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 $4,677, this home is listed about 99% below the Winter Park median of $599,000. The market section on this page shows how the area is trending.
Which schools are assigned to 350 N PHELPS AVENUE?+
Brookshire Elementary (elementary), Winter Park High (high), Glenridge Middle (middle) — Orange County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of GOYAL & DECOSTER REALTY · A.J. Lash. MLS #O6440072.
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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