CENTURY 21 Edge
← All of Winter Park

Neighborhood · Winter Park, Florida

Tanglewood

An established Winter Park pocket close to everything

Search Tanglewood on the map

Tanglewood sits inside Winter Park, a Central Florida community known for tree-lined streets and an easy pace within reach of downtown Orlando. You're surrounded by familiar established neighborhoods — Lake Killarney, Winter Park Pines, and the walkable energy of Hannibal Square — with Downtown Orlando about 24 minutes away and MCO roughly 35. It's a location that trades flash for convenience, which is exactly what a lot of buyers here are after.

The market reality: this is a tightly held pocket with no active listings on the MLS right now, so inventory moves quietly and often before it hits the open market. Over the last 12 months, 9 homes sold at a median price of $415,000, with sellers pulling in 99% of asking on average. If you want in, you'll want to be pre-approved and ready to act the moment something lists.

Tanglewood is a community in Winter Park, Florida.

Quick facts

8 sold in 12 months

Drive times

Downtown Orlando≈ 24 min
Orlando Int’l Airport (MCO)≈ 35 min
Universal Orlando≈ 36 min
Walt Disney World≈ 56 min

On the market now

Homes for sale in Tanglewood

Nothing active right now.

Set an alert below and we’ll email you the moment something lists here.

Every active listing inside the Tanglewood boundary

Open full map search →

The numbers that matter

The Tanglewood market

8

Sold, last 12 months

$382,500

Median sold price

99%

Sale-to-list ratio

What sellers actually get vs asking

10 days

Median time to sell

Tanglewood vs Winter Park

Median sold price — 3-yr, 3-mo rolling

$250K$404K$557KNov ’23May ’26

Homes sold per month

024Nov ’23May ’26

Live Stellar MLS data — every listing and closed sale inside the Tanglewood boundary. Rolling medians smooth single-month swings in small communities.

For the school run

Schools Tanglewood is zoned for

Attendance boundaries overlapping this community — always verify zoning with the district.

Population

941

Median age

45

Median income

$133,655

Median home value

$356,500

Beyond the listings

Living in Tanglewood

Relationships

Top 5% in the U.S.

Family Time

Family time is always a good time for these folks. Whether it's a family vacation or making ice cream sundaes at home, this population loves spending time with the people closest to them.

Appearance oriented

Top 6% in the U.S.

Body Art

Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.

Appearance oriented

Top 8% in the U.S.

All About Hair

Passionate about all things hair, this population is talking about hair tutorials or the hottest celebrity blowout.

Lifestyles

Top 8% in the U.S.

Daily Grind

Whether throwing punches at the boxing club or punching the clock at work, this population likes to talk about their hard work.

Beliefs

Top 9% 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.

Appearance oriented

Top 10% in the U.S.

Trend Trackers

This population lives as fast as the culture. They like to keep up with the latest trends, especially when it comes to apparel and accessories.

People who close here

Our Winter Park experts

Straight answers

Tanglewood FAQs

Is Tanglewood a good place to live?+

It's a solid fit if you value location over flash — you're minutes from Downtown Orlando (about 24) and close to established Winter Park neighborhoods. Assigned schools include English Estates Elementary, Tuskawilla Middle, and Lake Howell High. The steady resale activity tells you people who move here tend to stay.

Is Tanglewood expensive?+

It's more approachable than much of Winter Park, with a median sold price of $415,000 over the last 12 months. Compared to the pricier waterfront pockets near Lake Killarney, Tanglewood offers an established-neighborhood feel at a more moderate entry point.

What do homes cost in Tanglewood?+

Recent sales centered on a median of $415,000, based on 9 homes that closed in the past year. There are no active listings right now, so pricing insight comes from those recent closings rather than what's currently on the market.

How is the market in Tanglewood?+

Tight and seller-favored — there are zero active listings at the moment, and the 9 homes that sold over the past year fetched 99% of asking on average. Practically, that means you should be pre-approved and ready to move quickly when a home in Winter Park Pines or nearby Tanglewood streets comes up.

What about HOA fees and property taxes?+

We don't have current published HOA or property tax medians for Tanglewood specifically, so those figures vary by home and should be confirmed listing by listing. For reference on the rental side, the median rent runs about $2,195 a month, which helps frame carrying costs for investors weighing the area.

Keep exploring

More Winter Park neighborhoods

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 Tanglewood homes, in your inbox

A daily digest of new Winter Park listings — straight from the MLS. Unsubscribe anytime.

By checking this box, I provide my prior express written consent to CENTURY 21 Edge, directly or through its affiliated real estate agents, to contact me at the telephone number(s) and email address I provide regarding my inquiry, real estate services, and marketing or promotional communications, including property listings, market updates, open houses, home value reports, and related real estate information. I authorize calls and text messages made using an automatic telephone dialing system or other automated technology and calls using prerecorded or artificial voice. I also consent to receive marketing and promotional emails. Consent is not a condition of purchasing any property, goods, or services. Message and data rates may apply. Message frequency varies. Reply STOP to opt out of text messages or HELP for help. I may unsubscribe from marketing emails using the unsubscribe link in any marketing email. I may revoke my consent to calls or text messages at any time using any reasonable method. Calls with CENTURY 21 Edge may be recorded. See our Privacy Policy, Terms of Use, and SMS Terms.

CENTURY 21 Edge
© 2026 CENTURY 21® and the CENTURY 21 Logo are registered service marks owned by Century 21 Real Estate LLC. Sunseria Real Estate Group LLC d/b/a CENTURY 21 Edge fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with, or related to Century 21 Real Estate LLC nor any of its affiliated companies.

MLS® Disclaimers

Stellar MLS / MFRMLSCopyright © MFRMLS.com. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated October 11, 2026 at 5:53 AM UTC. The listing information on this page last changed on October 11, 2026 at 5:53 AM UTC. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS. Updated on October 11, 2026 at 5:53 AM UTC.

StellarMLS DMCA Notice: The Digital Millennium Copyright Act of 1998, 17 U.S.C. §512, the DMCA, provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owners behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Southeast Florida MLSCopyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law. Data Last Updated: October 11, 2026 at 5:53 AM UTC.

Space Coast AORThese listings are provided by the IDX Program of Brevard County, Florida. Real Estate listings held by brokerage firms other than CENTURY 21 Edge Central Florida are marked with the IDX Logo and detailed information about them includes the name of the listing brokers. 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. Information deemed reliable but not guaranteed.

Beaches MLSAll information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer''s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.