Modern hillside home with a pool at golden hour

Neighborhood Guide

Living in Hillcrest

Gracious homes on generous lots, quiet winding streets and sweeping evening views, ten minutes from downtown.

Estate LivingHillside ViewsQuiet StreetsTrail Access

Overview

Hillcrest at a Glance

Hillcrest rises gently above the valley on the city’s north-west edge. Its streets were laid out to follow the hills, so many homes sit on wide, private lots with mature oaks and long views toward the lake.

The housing mix ranges from restored mid-century ranches to newer modern builds and a handful of gated estates. Buyers come for the space and the calm; they stay for the sense of community, the trails and the easy drive into town.

Vibe
Quiet, green, residential
Housing
Single-family and estates
Typical lot
0.25 to 0.75 acres
Commute
About 10 minutes to downtown
Best for
Families, move-up buyers, privacy
Nearby
Oak Park, Westbrook, Lakeview

Market Snapshot

Hillcrest Real Estate by the Numbers

Trailing twelve months, single-family homes. Illustrative figures for this template preview.

$1.95MMedian sale price+4.8% year over year
18Median days on market6 days faster
$565Price per sq ft+3.1% year over year
101%Sale-to-list ratioMultiple offers common

Median Sale Price

In millions, 2019 to 2026

Lifestyle

Local Places & Daily Rhythm

What a typical week looks like when you live in Hillcrest.

Dining

A small village of cafés, a neighborhood bakery and a few chef-driven dinner spots along Crest Avenue, with more options a short drive away downtown.

Shopping & Services

A weekend farmers market, an independent grocer and everyday services within a few minutes, plus larger retail in neighboring Westbrook.

Parks & Recreation

Ridge-top trails, a hilltop park with city views and quick access to the lake for paddling and long weekend walks.

Community

Summer concerts in the park, an active neighborhood association and a holiday lights tour that draws visitors from across town.

Schools

Education in Hillcrest

Hillcrest is served by the local public school district, with several private and specialty options nearby.

Elementary

Neighborhood elementary schools within walking or short driving distance of most streets, with before- and after-school programs.

Middle & High School

Students typically attend district middle and high schools a short drive away, offering arts, athletics and advanced coursework.

Private & Specialty

Independent, faith-based and language-immersion schools are located in and around neighboring communities.

School assignments depend on the specific address and can change. Always confirm boundaries and enrollment directly with the school district.

Portrait of Daniel Reyes

Your Hillcrest Advisor

Meet Daniel Reyes

Daniel has helped dozens of families buy and sell in Hillcrest. He knows which streets catch the best evening light, which hillsides need a closer look, and what recent sales really say about value.

Whether you are moving in or moving up, you’ll get honest advice and a clear plan.

FAQ

Hillcrest Real Estate FAQ

What is the median home price in Hillcrest?

Over the past twelve months the median sale price in Hillcrest has been about $1.95 million, with larger view estates selling well above $3 million. Ask us for a current, street-level breakdown.

What types of homes are in Hillcrest?

Mostly single-family homes on generous lots: mid-century ranches, newer modern builds and a handful of gated estates. Condos and townhomes are rare in the neighborhood itself.

Is Hillcrest a good place for families?

Many families choose Hillcrest for its quiet streets, larger yards and access to parks and trails. School assignments vary by address, so we always recommend confirming boundaries with the district.

How competitive is the Hillcrest market?

Well-priced homes typically sell in under three weeks, and turnkey homes with views often see multiple offers. Homes needing work tend to give buyers more room to negotiate.

What should I check before buying a hillside home?

Look at drainage, retaining walls, foundation and slope stability, and confirm that past additions were permitted. We can refer trusted inspectors and engineers.

Can you help me sell my Hillcrest home?

Yes. Hillcrest is one of our core neighborhoods. Request a free valuation and Daniel will walk you through recent sales on your street.

Exploring Other Neighborhoods?

We also know Lakeview, Oak Park, Riverside, Westbrook and Downtown street by street. Tell us how you want to live and we’ll point you to the right fit.

Hillcrest Homes Contact Us