
Cheap Apartments for Rent in the Highland Neighborhood of Middleton, WI from $700 (24 Rentals)
Search the lowest-cost Apartments available for rent right now in the Highland area of Middleton.


Kestrel Apartments

Arbor Lakes at Middleton

Stagecoach Trail Apartments

Meadow Ridge Middleton

Middleton Ridge Apartments

Parmenter Circle I

Heritage Middleton Senior Apartments
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

Autumn Ridge

The Brittany

Springtree Apartments

Flats at Middleton Shores

Highland Ridge

Parmenter Circle II

Forest Ridge

2020-2022 Coolidge Ct
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

5923 Century Ave

Pheasant Branch Senior Apartments

Orchid Knoll Apartments

Branch Creek

3010 Patty Ln

West Lake Cove Apartments

Spring Harbor Apartments

Pondfield Apartments
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
Highland, Middleton, WI Local Guide

How much does it cost to rent an apartment in Highland?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Highland Studio Apartments | $1,466 | $875 | $2,100 |
| Highland 1 Bedroom Apartments | $1,712 | $970 | $2,640 |
| Highland 2 Bedroom Apartments | $2,074 | $1,290 | $3,695 |
| Highland 3 Bedroom Apartments | $2,528 | $1,585 | $3,750 |
Browse Apartments in this Neighborhood
There are currently 24 rentals with your search options within a 2 mile radius of the Highland Neighborhood of Middleton, WI.
See all Apartments in MiddletonExplore Middleton
Highland, Middleton, WI Local Guide
- Nearby Middleton neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Highland Apartments for Rent
 The cheapest available apartment rental in the Highland area of Madison, WI is a 1 Bed unit found at Arbor Lakes at Middleton priced from $1,070. Meadow Ridge Middleton has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,098. Here are the most affordable Highland apartments for rent in Madison, WI:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Arbor Lakes at Middleton | One Bedroom B | 1BR,1BA | $1,070 |
| Meadow Ridge Middleton | 1 BD 50% Affordable Unit | 1BR,1BA | $1,098 |
| Heritage Middleton Senior Apartments | 1 Bed 1 Bath 50% | 1BR,1BA | $1,129 |
| Overlook Pointe | Catalina | 1BR,1BA | $1,165 |
| Springtree Apartments | 1bsm-r | 1BR,1BA | $1,225 |
Best Value Apartments for Rent in Highland, WI
As of January 26, 2026 the best value apartment in the Highland area is the $1.64 price per square foot 3 Bedroom Model at Whispering Hills Townhouses in the in the Sunset Village neighborhood starting from $2,300. The second greatest value Highland apartment is the 301 Harbour Town Dr Model at 301 Harbour Town Dr starting at $1,850 with a $1.48 price per square foot in the Glen Oak Hills neighborhood. Here is today’s list of the best values for Highland apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Whispering Hills Townhouses | 3 Bedroom | 3BR,2BA | $1.64 |
| 301 Harbour Town Dr | 301 Harbour Town Dr | 2BR,2BA | $1.48 |
| Parmenter Circle I | H - market | 2BR,2BA | $1.52 |
| Cedar Crest | 2LGR | 2BR,1BA | $1.45 |
| Oak Ridge Middleton Senior Community | 2 Bed 50% | 2BR,1BA | $1.27 |
| The TROTTA | 2 Bedroom Apartment 80% | 2BR,1.5BA | $1.65 |
| Flats at Middleton Shores | 2O | 2BR,1BA | $1.59 |
| The Court Apartments | Style B - Two Bedroom - Updated with W/D | 2BR,1BA | $1.61 |
| Heritage Middleton Senior Apartments | 1 Bed 1 Bath 50% | 1BR,1BA | $1.58 |
| Arbor Lakes at Middleton | One Bedroom B | 1BR,1BA | $1.59 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Pet Friendly LifestyleHighland, Middleton, WI
Ranked #16
Among cities in Wisconsin for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Highland, Middleton, WI
Sauk Trail Elementary
Middleton High
Kromrey Middle
School data provided by Great Schools
Frequently Asked Questions about Cheap Highland Apartments
What is a cheap apartment in Highland?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Highland is under $1,366.
What is the price of a cheap apartment in Highland?
The cheapest apartment in Highland is Arbor Lakes at Middleton which is listed at $1,070, while the average apartment in Highland costs $2,300.
What types of apartments are the cheapest in Highland?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 22 regular apartments in Highland that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Highland?
Cheap apartments in Highland have an average cost of $251 which is $2,049 cheaper than the average rent for all rentals in Highland.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Articles, How-To's, and Tips

Experts Guide To 10 Budget-Friendly Neighborhoods to Rent in Madison
Written by: Mike Heuer
I’m Mike, your ApartmentHomeLiving.com local expert for Madison, Wisconsin. I lived and worked in Madison for several years before career opportunities took me elsewhere.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.