
1221 DORCHESTER STREET, ORLANDO, FL, 32803
Active9 days on marketListed Sep 11, 2026MLS #O6436124
Come see it
Upcoming open house
Sun, Sep 20
2:00 PM – 4:00 PM
About this home
1221 DORCHESTER STREET
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.
Facts & features
The home at a glance
6
Bedrooms
5.5
Bathrooms
3,781
Sqft
0.28 ac
Lot size
2
Garage
1942
Year built
Three Or More
Levels
$607
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 — not generic estimates.
$14,137 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$14,137/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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.
$/sqft vs Orlando actives
$607 vs $242
Days on market
9 vs 42 typical
Where $607/sqft sits among the 400 Orlando 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 Orwin Manor
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Orlando. See the full Orlando guide →
Orwin Manor — neighborhood snapshot
Population
907
Median age
56
Median income
$185,526
Median home value
$663,884
Avg household
2
Households w/ children
56%
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Orlando market
$400K → $395K
Orlando median sold, yr/yr
97.0%
Sale-to-list ratio (12 mo)
210 of 400
Orlando actives have cut their price
Median sold price, Orlando, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 434% above the ORLANDO 32803 median. See the full Orlando market guide →
Paper trail
This home's history
Reality check
What actually sold near 1221 DORCHESTER STREET
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$2,400,000
1411 NOTTINGHAM STREET · same community
5 bd · 4 ba · 4,001 sqft · $600/sqft · 215 DOM
Sold · May ’26$3,400,000
1208 NOTTINGHAM STREET · same community
5 bd · 5.5 ba · 4,387 sqft · $775/sqft · 3 DOM
Sold · Sep ’25$1,800,000
1232 AYRSHIRE STREET · same community
4 bd · 3 ba · 3,122 sqft · $577/sqft · 0 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
Solance Kallendorf
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 1221 DORCHESTER STREET — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1221 DORCHESTER STREET — before you fall in love.
See it in person
Schedule a tour
Live availability from Solance's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1221 DORCHESTER STREET FAQs
What would the monthly payment be for 1221 DORCHESTER STREET?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $14,137/mo — principal and interest, the actual property-tax bill 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.
What are the property taxes on 1221 DORCHESTER STREET?+
The most recent tax bill on record (2025) was $8,795. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 1221 DORCHESTER STREET?+
The listing reports pets: Yes. 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 Orlando?+
At $2,295,000, this home is listed about 496% above the Orlando median of $385,250. The market section on this page shows how the area is trending.
Which schools are assigned to 1221 DORCHESTER STREET?+
Princeton Elementary (elementary), Edgewater High (high), College Park Middle (middle) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$2,295,000 runs 434% above the ORLANDO 32803 median — but at 3,781 sqft it's also nearly twice the size of the typical Orlando listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Strong assigned schools
Princeton Elementary, Edgewater High, College Park Middle — Princeton Elementary rates 5 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of KELLY PRICE & COMPANY LLC · Padgett McCormick. MLS #O6436124.
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.
Never miss a listing
New Orlando homes, in your inbox
Like 1221 DORCHESTER STREET but not quite? A daily digest of every new listing in Orlando — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask Solance to ping you on any price or status change →


