
Cheap Apartments for Rent in the Highland Neighborhood of Middleton, WI from $600 (61 Rentals)
Search the lowest-cost Apartments available for rent right now in the Highland area of Middleton.


Briar Cliff Apartments

2950 Tomahawk Ct

Total Monthly Price
Overlook Pointe

Arbor Lakes

Stagecoach Trail Apartments

Total Monthly Price
Middleton Ridge Apartments

Oak Ridge Middleton Senior Community

Meadow Ridge Middleton

Springtree Apartments
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

Autumn Ridge

Heritage Middleton Senior Apartments

Total Monthly Price
Kestrel Apartments

Middleton Lakeview Apartments

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The Brittany

Cedar Crest

Total Monthly Price
Highland Ridge

Forest Ridge

The Masters Residences

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1828 Parmenter St, Unit G and F properties 2 apar
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

7408 Elmwood Ave

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Parmenter Circle II

Total Monthly Price
Flats at Middleton Shores

TRIBECA 3 RESIDENCES, LLC

Total Monthly Price
The TROTTA

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The Aviary at Middleton Market

Beaverbrook Apartments

7345 Century Plz, Unit 206

Hideaway Heights

The Court Apartments
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Middleton Center Ph 2, LLC Building C

Conservancy Bend Residences

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Cariad

Haven at Middleton Shores

Lake 61

Middleton Station

Total Monthly Price
7204 Elmwood Ave, Unit Apt 2

Total Monthly Price
Monarch at Middleton Shores

2317 Parmenter St

Total Monthly Price
Allen Bay
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

1818 Parmenter St

Pheasant Branch Senior Apartments

Orchid Knoll Apartments

Middleton Commons

2050-2080 Allen Boulevard

7212 South Ave

3010 Patty Ln

West Lake Cove Apartments

Valencia Place

7003 Elmwood Ave
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.
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 | $1,448 | $1,035 | $1,789 |
| Highland 1 Bedroom Apartments | $1,697 | $678 | $2,450 |
| Highland 2 Bedroom Apartments | $2,000 | $1,114 | $3,140 |
| Highland 3 Bedroom Apartments | $2,286 | $1,313 | $3,750 |
Browse Apartments in this Neighborhood
There are currently 61 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 2950 Tomahawk Ct priced from $995. Middleton Commons has the second lowest priced unit, which is a Studio apartment currently listed from $1,050. Here are the most affordable Highland apartments for rent in Madison, WI:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 2950 Tomahawk Ct | 1 Bed, 1 bath | 1BR,1BA | $995 |
| Middleton Commons | Middleton Commons - 219 | Studio,1BA | $1,050 |
| 2050-2080 Allen Boulevard | 2050-2080 Allen Boulevard - 2050-... | 1BR,1BA | $1,085 |
| Oak Ridge Middleton Senior Community | 1 Bed 50% | 1BR,2BA | $1,136 |
| Springtree Apartments | 1bsm-r | 1BR,1BA | $1,153 |
| Autumn Ridge | 1 BD Affordable | 1BR,1BA | $1,164 |
| Heritage Middleton Senior Apartments | 2 Bed 60% | 2BR,1BA | $1,172 |
| Kestrel Apartments | Studio | Studio,1BA | $1,185 |
| Middleton Lakeview Apartments | 2BR/1.0BA | 2BR,1BA | $1,192 |
| Arbor Lakes | One Bedroom B | 1BR,1BA | $1,205 |
Best Value Apartments for Rent in Highland, WI
As of August 08, 2026 the best value apartment in the Highland area is the $1.44 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 | $1.44 |
| 301 Harbour Town Dr | 301 Harbour Town Dr | 2BR,2BA | $1.48 |
| Monarch at Middleton Shores | 2 BR/2 BA Vaulted Ceiling | 2BR,2BA | $1.65 |
| 2317 Parmenter St | 2317 Parmenter St | 2BR,2BA | $1.71 |
| Heritage Middleton Senior Apartments | 2 Bed 1 Bath | 2BR,1BA | $1.32 |
| Flats at Middleton Shores | 2O | 2BR,1BA | $1.46 |
| West Lake Cove Apartments | 2BDRM-WLC | 2BR,1BA | $1.44 |
| Middleton Lakeview Apartments | 2BR/1.0BA | 2BR,1BA | $1.49 |
| Overlook Pointe | Vanguard | 2BR,1BA | $1.71 |
| Oak Ridge Middleton Senior Community | 1 Bed 50% | 1BR,2BA | $1.50 |
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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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 #13
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 $1,205.
What is the price of a cheap apartment in Highland?
The cheapest apartment in Highland is 2950 Tomahawk Ct which is listed at $995, while the average apartment in Highland costs $1,721.
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 33 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 $243 which is $1,478 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.
Helpful Local Expert Guides

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Articles, How-To's, and Tips

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.