Neighborhood · Cutler Bay, Florida
Old Cutler Woods
Estate-scale living near the coast south of Miami
1
Homes for sale
$4,250,000
Median list price
$707
Avg price / sqft
89
Median days on market
Old Cutler Woods sits in the leafy southern reaches of Cutler Bay, where lots are generous and the homes are built at a scale you rarely see this close to Biscayne Bay. This is estate territory — think large single-family properties, mature tree canopy, and the kind of privacy that draws buyers looking for room to spread out well beyond the density of central Miami-Dade. If you want the quiet, established feel of South Miami-Dade with the coast within reach, this pocket delivers it. You can browse the broader area on Cutler Bay homes for sale or follow the current inventory on the live map.
Old Cutler Woods is a community in Cutler Bay, Florida.
Quick facts
$4,250,000 – $4.3M price range
6,014 sqft median home
2 sold in 12 months
On the market now
Homes for sale in Old Cutler Woods
Every active listing inside the Old Cutler Woods boundary
Open full map search →Find your fit
Browse Old Cutler Woods
By feature — on the live map
The numbers that matter
The Old Cutler Woods market
2
Sold, last 12 months
$2,462,500
Median sold price
92%
Sale-to-list ratio
What sellers actually get vs asking
79 days
Median time to sell
Old Cutler Woods vs Cutler Bay
Median list price
Price per sqft
Days on market
Live Stellar MLS data — every listing and closed sale inside the Old Cutler Woods boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Old Cutler Woods is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Old Cutler Woods home
≈ $24,242/mo
$4,250,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
71
Median age
52
Median income
$250,001
Median home value
$1,463,200
Beyond the listings
Living in Old Cutler Woods
Lifestyles
Top 4% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Relationships
Top 18% in the U.S.Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Beliefs
Top 18% in the U.S.Local Engagement
These citizens want to make their neighborhood a better, more beautiful place to live. They're attentive to the needs and affairs of the local community.
Culture
Top 19% in the U.S.Sites to See
This population finds the most beautiful sites just by looking up. Sunrise, sunset or sometime in between, these people love to marvel at man-made and natural wonders.
Hobbies & Interests
Top 22% in the U.S.Green Thumb
From tiny sprouts and window plants, to flower arrangements and designing a landscape, this population has an affinity for all things green.
Hobbies & Interests
Top 23% in the U.S.Engine Enthusiast
This population loves working on and showing off their cars, trucks and motorcycles. You can find them researching car shows and the hottest models on the lot.
Straight answers
Old Cutler Woods FAQs
Is Old Cutler Woods a good place to live?+
It's a strong fit for buyers who want space, privacy, and an established feel in South Miami-Dade. The homes are large — a median of about 6,014 square feet — and the current inventory leans waterfront and gated. Families can look at zoned options like Martin Luther King Elementary School.
Is Old Cutler Woods expensive?+
Yes — this is one of the pricier pockets in Cutler Bay. The single active listing is priced at $4,250,000, and homes here trade at an average of $707 per square foot. This is estate-scale, high-end territory rather than an entry-level market.
What do homes cost in Old Cutler Woods?+
The current median list price is $4,250,000, though inventory is extremely thin with just one home on the market. Over the past 12 months, two homes sold at a median price of $2,462,500, which gives you a sense of how prices can vary by property. You can compare against nearby options on Cutler Bay homes for sale.
How is the market in Old Cutler Woods?+
It's a low-volume, patient market — only two homes sold in the last year, with the current listing sitting around 89 days on market. Sellers here have been getting about 92% of their asking price on average, so there's meaningful room to negotiate. Because inventory is so limited, watching the live map helps you move when something opens up.
What are the HOA fees and property taxes like?+
HOA data isn't available for the current inventory here, so fees vary by property. Property taxes run higher given the price point — the median is about $19,681 per year, in line with the estate-scale values in this neighborhood.
Neighborhood boundary by edgeAI; listings matched to the polygon. 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 Old Cutler Woods homes, in your inbox
A daily digest of new Cutler Bay listings — straight from the MLS. Unsubscribe anytime.