1221 Dorchester Street, FL1221 Dorchester Street, FL1221 Dorchester Street, FL
Stellar MLS
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$2,295,000

1221 Dorchester Street

Orlando, FL 32803

Listing updated: September 14, 2026 at 11:31 AM ET

Active
Stellar MLSListing courtesy of Kelly Price & Company Llc · Padgett McCormick · MLS #O6436124 · Active · 407-645-4321
6
Beds
6
Baths
3,781
Sq Ft
0.28
Acres
1942
Built
Water viewPrivate poolFireplace$607/sqft
Single Family Residence

Property type

1942

Year built

12,150 sqft

Lot size

$607

Price / sq ft

No HOA

HOA dues

3

Days on market

2

Garage spaces

X

Flood zone

About this home

A distinctive piece of Orlando history in Beverly Shores, this gracious 1942 Colonial Revival enjoys wide views of Lake Estelle and offers an extraordinary combination of character, space and flexibility. Featured in The Orlando Sentinel when selected as the Hope and Help Center’s 1999 Designer Show House, the residence underwent an extensive transformation through the work of nine area design firms, with enhancements to the kitchen, primary suite, baths, living spaces, outdoor entertaining areas and classic Colonial façade. Continued renovations and improvements followed over the years by a family who has loved living here for decades. Today, the home offers approximately 3,781 square feet of living space with six bedrooms, five full and one half baths, plus an approximately 237-square-foot third-floor bonus area not included in the living square footage. Set on approximately .28 acres with sweeping lake views, the property pairs traditional architecture and mature landscaping with a uniquely private outdoor setting. French doors and windows connect the interiors to an expansive covered porch and terraced backyard designed for outdoor living, with a large swimming pool surrounded by generous deck space, a garden area, pergola and covered entertaining area with a summer kitchen. Dedicated storage for towels and outdoor supplies, along with a separate storage shed, adds everyday practicality. Inside, generously proportioned living and dining rooms are complemented by a well-positioned kitchen with abundant storage that connects naturally to the formal dining room, casual eat-in area and family room. The floor plan offers an unusual degree of separation and flexibility for both gathering and privacy. A dual-primary arrangement includes a first-floor primary suite with a zero-entry shower and a spacious second-floor primary suite with a private balcony overlooking Lake Estelle. Also on the first floor is an office or music room adjoining the formal living room, with beautiful lake views. Upstairs, four additional bedrooms are served by two Jack-and-Jill-style baths, while the third-floor bonus space provides further flexibility for living, working, recreation or storage. A two-car garage with abundant storage completes the property. The home’s documented design history brought together notable Central Florida design and architectural talent, including architect Randall Slocum, Robb & Stucky, Beasley & Henley, Pam Niemann Interiors, Pasternak Designs and Kitchen Designs of Winter Park—many names that have stood the test of time and remain recognizable in our market today. The result is a home with a layered history reflecting its original 1940s architecture and decades of thoughtful evolution, with scale and versatility that can be difficult to find in an established Orlando neighborhood. Conveniently positioned between Downtown Orlando and Winter Park and zoned for Audubon K-8 and Edgewater High, both A-rated for 2025, the location makes everyday life remarkably convenient. A recent 4-point inspection, floor plan and measured appraiser’s sketch are available for review. Comfortable and ready to enjoy today, the home also offers its next owner the opportunity to thoughtfully make it their own over time, carrying forward more than 80 years of character and history.

Estimated monthly payment

Principal & interest$11,605
Property taxes$733
Home insurance (est.)$1,052

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history3 days on market

  1. Status: Active
    Sep 11, 2026
  2. Listed$2,295,000
    Sep 11, 2026
  3. Price increased$2,295,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
3
Subdivision
Beverly Shores
County
Orange
Year built
1942
Living area
3,781 sq ft
Price/sq ft
$607
Building area
5,402 sq ft (Appraiser)
Lot size
12,150 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0255F)
Garage
2 spaces
Pool
Private pool
Annual taxes
$8,795 (2025)
Parcel #
13-22-29-0668-30-210
Zoning
R-1AA/T
MLS #
O6436124

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Interior Details

Bedrooms
6
Full bathrooms
5
Half bathrooms
1
Flooring
Tile, Wood
Appliances
Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener
Interior features
Accessibility Features, Built-in Features, Crown Molding, Eat-in Kitchen, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
Laundry
Inside, Laundry Room
Stories / Levels
Three Or More
Direction faces
South
Fireplace
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air, Mini-Split Unit(s)

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Driveway, On Street

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Min lease term
7 Months
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No
Additional lease restrictions
Buyer to verify any lease restrictions with governing bodies.

Exterior & Construction

Exterior features
Outdoor Kitchen, Rain Gutters, Sidewalk
Construction materials
Block, Concrete, Stucco
Roof
Shingle
Foundation
Crawlspace, Slab
Pool
Private pool
Water view
Yes
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Electricity Connected, Public, Sewer Connected, Sprinkler Well, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryAAudubon Park K8GreatSchools ↗
MiddleAudubon Park K-8GreatSchools ↗
High SchoolAEdgewater HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Living RoomFirst14.5x20
Dining RoomFirst11.5x12.5
KitchenFirst12x18
Family RoomFirst13x16
Bedroom 2First13.5x14.5
OfficeFirst11x13
Primary BedroomSecond17x17.5
Bedroom 3Second11.5x12
Bedroom 4Second11.5x13
Bedroom 5Second13.5x12.5
Bonus RoomSecond12.5x12
LoftThird1.5x19

Listing Details

Listing date
2026-08-28
On market date
2026-09-11
Original list price
$2,295,000
Occupant type
Owner
MLS area
32803 - Orlando/Colonial Town
Listing AOR
Orlando Regional
Status changed
2026-09-11
Tax legal description
BEVERLY SHORES Q/44 LOT 21 & E1/2 OF LOT22 BLK 30

Flood risk

Minimal riskFEMA Zone XPanel 12095C0255F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From Winter Park, go South on Mills Ave. Left on Dorchester. Fourth home on the left across from the Lake.

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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.

Based on information submitted to the MLS GRID as of September 14, 2026 at 11:31 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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