2345 Brookshire Ave, photo 1
Active Under Contract
1 / 62

Overview

3 bd3 ba2,488 sqft2 car garageSingle Family
TypeSingle Family
HOANone listed
Built1958
Lot9,252 sqft
Living area2,488 sqft
Price / sqft$332
Garage2 car

Ask anything about this home

Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)Eat-in KitchenHigh CeilingsLiving Room/Dining Room ComboPrimary Bedroom Main FloorStone CountersThermostatVaulted Ceiling(s)

2345 Brookshire Ave is a 1958-built home in Brookshire Heights, Winter Park. Inside you'll find 3 bedrooms, 3 bathrooms, and 2,488 square feet of living space. Listed at $825,000 (about $332/sqft), 45 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

Under contract-accepting backup offers. Welcome to this beautiful Winter Park home where a flagstone, ivy-lined entry sets the tone for the inviting spaces found within. Tucked away on a private .21-acre lot, this 3-bedroom, 3-bathroom home offers 2,488 square feet of thoughtfully designed living space with vaulted ceilings, multiple living areas, and an effortless flow that makes everyday living and entertaining feel natural. From the moment you arrive, the lush new landscaping and charming entry create a warm first impression, while the spacious interior offers plenty of room for family and friends to gather, relax, and enjoy time together. Inside, the home's multiple living areas provide exceptional flexibility, creating inviting spaces for entertaining, casual gatherings, or simply relaxing with family. The kitchen serves as a natural gathering point, featuring white shaker cabinetry, granite countertops, brand-new stainless-steel appliances, a convenient coffee/wine bar, and a breakfast bar with seating for four. Whether hosting friends for dinner or enjoying a quiet morning together, the layout offers space for every occasion. The primary suite, thoughtfully added in 2017, is a private retreat designed for both comfort and relaxation. A dedicated sitting room or office provides additional flexibility, while the spacious walk-in closet offers abundant storage. The expansive ensuite bathroom delivers a true spa-like experience, featuring a large tiled shower with multiple shower heads and a frameless glass enclosure, creating a luxurious place to unwind at the end of the day. A dual vanity with elegant marble countertops and a separate water closet complete this serene retreat. A secondary bedroom with its own ensuite bathroom provides additional comfort and privacy for guests or family members. All bathrooms have been updated, and the bedrooms feature brand-new carpet, while recessed lighting and ceiling fans throughout add to the home's comfort. Step outside to enjoy the privacy of the fully fenced backyard, with fencing replaced in 2025, a brand-new deck, and beautiful new landscaping. The outdoor space offers another inviting setting for relaxing, entertaining, or enjoying Florida's year-round lifestyle. Beyond the home, the location places you just steps from Brookshire Elementary and close to the Cady Way pool, playground, beach volleyball, tennis and pickleball courts, Cady Way Trail, and Winter Park Pines Golf Course. You'll also enjoy convenient access to UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Crosby Wellness Center, with Orlando International Airport approximately 25 minutes away. With its welcoming entry, versatile living spaces, spa-inspired primary retreat, private setting, and exceptional Winter Park location, this home offers an ideal backdrop for gathering, relaxing, and making memories with family and friends. ROOF(S) - Main - 2022, Family Room - 2019, Primary Suite - 2017 HVAC - 2021 MINI-SPLIT - 2026

The essentials

Built
1958
Price / sqft
$332
On market
45 days
Annual tax
$6,690
Flood zone
X · Low risk
Lot
9,252 sqft
Type
Single Family Residence

At a glance

Single family
Built 1958
Community pool
Shared amenity
2 car garage
Driveway
9,252 sqft lot
Lot size
2,488 sqft
Living area

Payment

Est. monthly payment
$5,273/mo
Down payment (20%)
$165,000
Property taxes
$558/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1958
Lot
9,252 sqft
Cooling
Central Air, Mini-Split Unit(s)
Heating
Electric
Parking
Driveway, Garage Door Opener
Days on Market
45
Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Living Room/Dining Room Combo
Primary Bedroom Main Floor
Stone Counters
Thermostat
Vaulted Ceiling(s)
Walk-in Closet(s)
Playground
Sidewalk
Park
Pool
Sidewalks
Tennis Court(s)
Dishwasher
Dryer
Microwave
Range
Refrigerator
Washer
Elementary
Brookshire Elem
Middle
Glenridge Middle
High
Winter Park High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$6,690
Parcel #
09-22-30-0940-02-180

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Brookshire Heights
County
Orange
MLS Area
32792 - Winter Park/Aloma
Lot Size
9,252 sqft
City LimitsLandscapedLevelNear Golf CourseSidewalkPaved

Price history

Date
Event
Price
10/11/2026
Pending sale
Source: Stellar MLS #O6439369
$825,000
$332/sqft
10/8/2026
Price change
Source: Stellar MLS #O6439369
$825,000-2.9%
$332/sqft
8/30/2026
Listed for sale
Source: Stellar MLS #O6439369
$850,000
$342/sqft

Neighborhood

2345 Brookshire Ave
Winter Park, FL, 32792 · 32792 - Winter Park/Aloma

Market insights

Offer Insights

Choose an offer strength

List price: $825,000
$820,000 – $825,000
99.5% – 100% of listTops out right at the list price
80% of listList price
104 of the last 201 home closings in 32792 landed at this number or higher (52%). The median one sat 19 days before it went under contract, and this one is on day 45 after a $25,000 cut.

Sample: 201 closed home sales in 32792 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$5,273/mo
Principal & interest$4,303
Property taxes$558
Insurance$413
Down payment20% · $165,000
Interest rate6.80%
Loan term

Not sure what you can afford?

Put in your household income and we will tell you where this payment sits.

Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$825,000

$332 per sq ft

Beds and baths

3 beds, 3 baths

Size

2,488 sq ft

Time on market

45 days

Year built

1958

Monthly payment

About $5,273/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $6,690 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byKELLER WILLIAMS WINTER PARKListing agent: Amy TurnerListing data from Stellar MLS, MLS# O6439369.

Keep exploring Florida

Pick up where you left off, or see what else is out there.